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Cottages and House Rentals in Captiva Island, FL

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    All 80 Rentals in Captiva Island
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    Travelers to Captiva Island are booking December dates now. Secure your vacation rental today, and have the perfect trip.
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    $5,103
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    1 / 32
    4 Bedrooms / 5 Bathrooms / Sleeps 8
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    $600
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    4 Bedrooms / 4 Bathrooms / Sleeps 10
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    $685
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    1 / 42
    5 of 5 stars (3) Excellent
    5 Bedrooms / 3 Bathrooms / Sleeps 12
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    1 / 24
    4.5 of 5 stars (17) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (17) Make Inquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Hot Tub
    • Dryer
    • Internet Access
    • Washer
    • Satellite TV
    • Air Conditioning
    • Boat Available
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This beautiful island bungelow is the total beach getaway vacation home you have been looking for! With its two luxury bedrooms, two full bathrooms and a queen sleeper sofa, you can comfortably sleep six. The polynesian flair (including a 400 lb solid mahogany tiki head), musical influences and... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed July 7, 2014
    I had the pleasure of staying at Rockstar for the July 4th weekend. The most impressive part(s) for me was the overall cleanliness of the home, the amazing beaches, and wildlife...
    4 of 5 stars Reviewed April 17, 2014
    My family really enjoyed our stay at the Rockstar Beach House. A few minor snags with lining things up, but the stay was perfect. The house was clean and comfortable with...
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    $395
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    1 / 18
    5 of 5 stars (2) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    traveler have booked this property
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Sauna
    • Internet Access
    • Hot Tub
    • DVD Player
    • Satellite TV
    • Stereo System
    • Air Conditioning
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • ?
    • x
    About this property
    The Coral Reef Beach House is located on tropical North Captiva Island. It is a 4 bedroom 4 bath home professionally decorated in the British Colonial style. 4 levels of living with generous verandas and sun decks. The ground level has a 1200 sqft tumbled stone patio wrapping around the heated... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33945
    5 of 5 stars Reviewed March 4, 2014
    Being on the last street and having a great third floor balcony afforded views from one side of the island to the beach on the other with the wild natural parkland in between. It...
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    1 / 18
    5 of 5 stars (11) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Reviews (11) Make Inquiry
    Amenities & Details
    • Private Outdoor...
    • Stereo System
    • Hot Tub
    • DVD Player
    • Water Views
    • Internet Access
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    You'll Be Captivated! This Old Florida style Captiva Island rental will captivate you! A fantastic Captiva Island rental that is just a short stroll from Captiva's beautiful white sand beach and offers the ambiance of a true island paradise! Be Captivated is a spacious Florida beach home... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
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    $3,500
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    1 / 46
    9 Bedrooms / 9 Bathrooms / Sleeps 30
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    • Satellite TV
    • Ping Pong Table
    • Private Outdoor...
    • Private Fishing...
    • Watersports Nearby
    • Air Conditioning
    • Wi-Fi
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Sea Oats Captiva Island is a Luxury Estate featuring 9 bedrooms and accommodating up to 30 guests. At almost 10,000 square feet, and on over 3 acres of waterfront property, privacy and nature abound. An ideal site for gatherings, family and corporate, one can choose to never leave the property. A... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
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    1 / 25
    5 of 5 stars (52) Excellent
    4 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Reviews (52) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    • Stereo System
    • Water Views
    • Hot Tub
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Newer construction 4 bedroom 2 1/2 Bath Large 3 story home with Private heated Pool. 5 Story Observation tower with 360 degree views. OPEN floor plan with large great room kitchen area on 3rd floor with large screened in Lanai offering Alfresco dining. 10 foot ceilings and 8 foot doors and... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed March 19, 2015
    This is a great rental house. It has absolutely everything you need for a super time on North Captiva. This was our third stay here and we are already reserved for next year. The...
    5 of 5 stars Reviewed February 2, 2015
    Amazing home with everything you will need to truely getaway. We couldn't be more happy with our stay at Los Olas. The owners are wonderful, and we hope to get a chance to go back...
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    $286
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    1 / 24
    5 Bedrooms / 4 Bathrooms / Sleeps 12
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    Amenities & Details
    • Private Outdoor...
    • Satellite TV
    • Air Conditioning
    • Stereo System
    • Internet Access
    • Hot Tub
    • DVD Player
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Please Note: Our home is only booked through Royal Shell Property Management on Captiva Island. All payments are made to Royal Shell Property Management. Please be aware that there are multiple internet fishing / email hacking scams that attempt to convince consumers to wire funds offshore. Our... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
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    $1,800
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    1 / 11
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    travelers have booked this property
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    • Air Conditioning
    • Fireplace
    • Washer
    • TV
    • Deck
    • Dryer
    • Wi-Fi
    • Shared Tennis Court
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located in a small beach-to-bay community on the scenic Captiva Island, this fully furnished and fully equipped cottage is just minutes away on foot from the beach. This home is ideally located near all the hot-spots of Captiva. The master bedroom has a queen-size bed, private bathroom and private... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
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    $2,000
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    1 / 15
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    Amenities & Details
    • Waterfront
    • TV
    • Water Views
    • Wi-Fi
    • Air Conditioning
    • Housekeeping...
    • Ocean Views
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Captiva Island condo at the Hideway. Third floor unit with breathtaking sunrise views overlooking the Bay/ ICW. Just a short 5 min walk to the Beach for sunset, shopping, dinner, and dolphin wayching. 2 bedroom unit. Master has king bed and separate bathroom. Second guest room has two twin beds... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
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    1 / 22
    5 of 5 stars (2) Excellent
    6 Bedrooms / 6 Bathrooms / Sleeps 14
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • DVD Player
    • Private Outdoor...
    • Internet Access
    • Washer
    • Dryer
    • Air Conditioning
    • Hot Tub
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Incredible newly built Mediterranean style home located in the Heart of the Village on Andy Rosse Lane. Bella Bellini is a professionally Robb & Stuckey decorated, luxurious 6 bedroom/6.5 bathroom private home with a quiet, secluded heated pool and spa. A courtyard style design located on a... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed March 13, 2015
    We just returned from a week at Bella Bellini and it was the perfect place for 4 couples and 22, & 24 year old grandchildren. The golf carts we rented were perfect to tool around...
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    $7,600
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    1 / 39
    5 of 5 stars (6) Excellent
    5 Bedrooms / 5 Bathrooms / Sleeps 14
    Overview Reviews (6) Make Inquiry
    Amenities & Details
    • DVD Player
    • Satellite TV
    • Water Views
    • Hot Tub
    • Waterfront
    • Air Conditioning
    • Internet Access
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Captiva Beach Sunset – Brand New Luxury 5 BR/5 BA – The Best of Everything! Location, location, location….this newly constructed eco-friendly beach house has it all. It is situated on one of the best gulf front locations on North Captiva featuring some of the widest beach areas on the island. The... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed June 23, 2014
    This was the most perfect location and home for 3 moms and 11 beautiful teenaged girls to relax and unwind after high school graduation. Room enough for all, the house was...
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    $771
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    1 / 49
    5 of 5 stars (11) Excellent
    4 Bedrooms / 5 Bathrooms / Sleeps 8
    Overview Reviews (11) Make Inquiry
    Amenities & Details
    • Grill
    • Patio
    • Refrigerator
    • Air Conditioning
    • Internet Access
    • Washer
    • Gym
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Inquire about our JUNE SPECIAL!! New , new , new !! Fish in your back yard off the dock, Play in your private heated pool, Entertain on your cabana / pool deck, Watch sun rises, and sun sets from your observation deck or find your private nook away from it all. There are four bedrooms including... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed June 28, 2015
    As SWFL residents, our family of four makes frequent visits to N. Cap. This was our first stay at Rum Cove, but it won't be our last. The house and property are well-kept and...
    5 of 5 stars Reviewed May 27, 2014
    Location, location, location! We have stayed on North Captiva Island for over 15 years and this is one of the few rental locations with private boat dockage. Even with the...
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    $500
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    1 / 8
    5 of 5 stars (5) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
    Overview Reviews (5) Make Inquiry
    Amenities & Details
    • Deck
    • Internet Access
    • Satellite TV
    • Air Conditioning
    • Dryer
    • Washer
    • Patio
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Casually elegant, with all the comforts expected in a 4 star Villa. An exceptional value for Captiva Island Florida, one of the most sought-after Gulf Coast vacation destinations. This 2 bedroom plus study Beach Cottage style home decorated with the nautical flare of Nantucket and Martha's Vineyard... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    4 of 5 stars Reviewed June 20, 2014
    If you can do groceries before arriving at Captiva Island it will be great ( to enter the Island is $6.00); Publix is about 10 minutes away.
    5 of 5 stars Reviewed May 30, 2014
    Perfect little house in the best location. We loved this place! It was perfect for myself and my husband and would also work for a family of four or two couples. We walked...
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    $1,995
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    1 / 33
    5 of 5 stars (35) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (35) Make Inquiry
    Amenities & Details
    • TV
    • Washer
    • Stereo System
    • Air Conditioning
    • DVD Player
    • Private Outdoor...
    • Wi-Fi
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Experience the laid back Captiva Island lifestyle with this classic 2 br, 2 full bath cottage, just 150 yards off the beach. Sleeping 6, its private, secluded, screened and large 26 x 14 foot heated pool (with Mermaid mosaic on the pool floor) is off the double French doors of the living room. The... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed November 27, 2014
    Just back from a week at the Mermaid House. This was the 2nd time we rented from Larry. The first being April 2013, we rented the Sun & Moon House. The Mermaid House was great for...
    5 of 5 stars Reviewed November 3, 2014
    My husband and I loved our stay at the Mermaid House. The house is extremely clean and very well stocked with everything you could possibly need during your stay. The private...
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    $2,490
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    1 / 28
    5 of 5 stars (10) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (10) Make Inquiry
    Amenities & Details
    • Water Views
    • DVD Player
    • Shared Tennis Court
    • Wi-Fi
    • Ocean Views
    • Air Conditioning
    • Satellite TV
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Exotic and lavish furnishings from faraway places await you at this professionally-decorated and landscaped luxury home located just off the beach. Pamper yourself with the finest amenities in this 4000 sq. ft. (2500 under air), 3 bedroom dream beach house spread out over 5 levels. You can indulge... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed July 8, 2015
    Our vacation stay at the Compass Rose was awesome! We loved everything about it! The beach and water views from the decks are beautiful. The furnishings in the house are better...
    5 of 5 stars Reviewed July 7, 2015
    Once again, the Compass Rose exceeded expectations – and that’s saying something because this was our second stay at the Compass Rose. The first is summarized in my June 25, 2014...
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    $1,950
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    1 / 56
    5 of 5 stars (13) Excellent
    5 Bedrooms / 2 Bathrooms / Sleeps 12
    Overview Reviews (13) Make Inquiry
    Amenities & Details
    • Satellite TV
    • Stereo System
    • Air Conditioning
    • Internet Access
    • Water Views
    • Deck
    • Hot Tub
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    North Captiva Island dream vacation home with 5 bedrooms, accepting up to 12 guests per rental. Huge private heated pool and large private sun-decks offer the best of both worlds. Just a short walk from the neighborhood's beach and located right at the start of the preserve beach trail, leading to... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed April 9, 2014
    This was our fourth visit to North Captiva and our first to Windswept. It was the perfect house for our group of 8: 6 adults and 2 teens. We found the opportunity to stay in such...
    5 of 5 stars Reviewed August 21, 2013
    There were 3 different families in our party and we had a truly memorable holiday. Just what was needed after 4 hectic days in New York-complete peace and relaxation. Wendy and...
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    $1,575
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    1 / 18
    5 of 5 stars (2) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Water Views
    • DVD Player
    • Shared Tennis Court
    • TV
    • Stereo System
    • Watersports Nearby
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This is is a great beach vacation home 75 steps from beach, tennis and pool, a short walk to restaurants and shopping. It has 2 bedrooms, 2.5 baths, and beautiful views. Spend the day at the beach, watch a memorable sunset, and dine overlooking the Gulf. Enjoy the best possible location on... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed February 24, 2013
    We have enjoyed two visits to #10 Sunset Captiva and thoroughly enjoyed both trips. Perfect location offers a private road, reserved parking and easy acces to both beach and...
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    $195
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    1 / 16
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Gym
    • Internet Access
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Deck
    • Refrigerator
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    2 bedroom, 2 bathroom, Sleeps 7. One of a kind newly decorated 'Old Florida' Beach House.Our house Is Located on North Captiva Island steps away from beautiful beach. Huge great room and den,king size beds..Golf cart available for transportation, wireless Internet. Out door beach shower. Video... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
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    From
    $6,300
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    1 / 28
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Balcony
    • Satellite TV
    • Dryer
    • Water Views
    • Washer
    • Grill
    • Refrigerator
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Gentle coastal breezes, warm Gulf water, 2 1/2 miles of driftwood-strewn pristine beachfront, abundant sea and wildlife await you and your guests in the privacy of the small enclave on peaceful Upper Captiva Island. Perfect for disconnecting from everyday interruptions, this 4 bed/2 bath newly... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
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    $399
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    1 / 20
    5 of 5 stars (7) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (7) Make Inquiry
    Amenities & Details
    • Private Outdoor...
    • Water Views
    • DVD Player
    • Watersports Nearby
    • Satellite TV
    • Stereo System
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Millertime Villa is a relaxing home with a lovely private pool, lots of amenities and a perfect location on beatiful Captiva Island. This is our tenth year renting our home with the goal of providing memorable Captiva Island vacations. With 3 bedrooms and 2 full baths, this home comfortably... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed January 26, 2015
    The house is extremely comfortable and welcoming. We made great use of the pool and adjoining screened porch. All three generations of our family were able to feel right at home...
    5 of 5 stars Reviewed October 16, 2014
    We travel to Captiva every year to relax, and Miller Time is the perfect vacation rental. It is well kept, very clean, close to the amazing beach, on a quiet street, walking...
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    1 / 19
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Balcony
    • Boat Available
    • Deck
    • Air Conditioning
    • Waterfront
    • Patio
    • Water Views
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Total Escape.. This beautiful old Florida style cottage is just what you need to forget the busy world and find true relaxation. The Home is designed to give you expansive views throughout with a bedroom on each floor for privacy. Large decks on the front and back make for a serene place to watch... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    From
    $1,420
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    1 / 37
    5 of 5 stars (1) Excellent
    6 Bedrooms / 6 Bathrooms / Sleeps 24
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Waterfront
    • Playground
    • Ocean Views
    • Satellite TV
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Our elegant Bali Hi Estate is a three-acre property, located in the heart of Captiva Island right on the beach of the Gulf of Mexico. Lush, award winning landscaping and over 400 feet of depth from Captiva Drive make this secluded estate the perfect venue for family vacations and private events.... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed May 1, 2014
    I cannot recommend Bali Hi enough, we have been coming here for several years with our young children. They love the private playground, swimming pool and collecting sea shells on...
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    $575
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    1 / 14
    5 of 5 stars (1) Excellent
    6 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Reviews (1) Make Inquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Bydesign on the beach south is a Gulf front retreat that encourages relaxation and embraces the nature & wildlife of the Gulf of Mexico. Experience this extraordinary part of the barrier islands and take home magical memories. This has been a haven for our family and friends, and we welcome... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    From
    $571
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    1 / 33
    5 of 5 stars (1) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 14
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Internet Access
    • Watersports Nearby
    • Water Views
    • There Are Tennis...
    • Satellite TV
    • Boat Available
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    4 BR/5 BA – CAPTIVATION- Relax above the coconut palms. Secluded Preserve home with Ocean to Gulf Views – Screened Pool and Bar/Gaming Area - Resort Privileges, Two golf carts:Remodeled Luxury 4 BR/5 BA – Close to beach, Island Club and Preserve, yet a private, quiet hideaway! Enjoy your Upper... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    From
    $4,410
    / Month
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    1 / 17
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    Beautiful vegetation and a variety of single family homes distinguish this subdivision. Easy walk to the beach and a observation tower is available for wildlife viewing. This 3 bedroom 3 bath home with heated pool and wireless internet is just the place for you to enjoy what Sanibel Island is... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33957
    From
    $995
    / Night
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    1 / 14
    4.5 of 5 stars (3) Very good
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Satellite TV
    • Deck
    • Dryer
    • Boat Available
    • Washer
    • Internet Access
    • Waterfront
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    Green Flash North Captiva Island is over 2400 square feet of living space under a/c along with 350 square feet of open deck off the top living level and 350 square feet of screen porch area. This designer beach home has outstanding views of the Gulf of Mexico. This is the only home with 180 degree... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    From
    $250
    / Night
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    1 / 16
    4 Bedrooms / 3 Bathrooms / Sleeps 9
    Overview Make Inquiry
    Amenities & Details
    • Deck
    • DVD Player
    • Hot Tub
    • Internet Access
    • Boat Available
    • Stereo System
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    The Turtle Nest is a lovely family friendly home nestled high amongst the tree tops on tranquil North Captiva Island, Florida. This island style home features direct access to the unspoiled beaches of the island and the Gulf of Mexico. The island is accessible only by ferry or private plane. There... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    From
    $250
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    1 / 4
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Linens Provided
    • Parking
    • Grill
    • Children's Pool
    • Ocean Views
    • Terrace
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    timeshare week available w/b 7 august, right on beach Amenities 2 bedroom condos with screened balconies Fully equipped kitchens Cable TV/DVD player Laundry facilities on property Air conditioning Covered parking Heated pool Tennis court Picnic areas with... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    From
    $1,960
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    1 / 24
    4 of 5 stars (1) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Shared Outdoor Pool...
    • Water Views
    • Patio
    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Gym
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    FULL RESORT PRIVILEGES!!!!! Come relax for a week at the islands' only World Class Resort!!! This 2bd/2ba condo has full resort privileges at the luxurious South Seas Island Resort on breathtaking Captiva Island Florida. It has a lovely private pool and hot tub and includes complimentary green fees... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    4 of 5 stars Reviewed January 8, 2015
    Location is great and the food was even better. The rooms are nice but a little dated but you won't want to be in the room anyway.
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    $300
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    1 / 19
    5 of 5 stars (10) Excellent
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (10) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Deck
    • Washer
    • Satellite TV
    • Patio
    • Internet Access
    • Dryer
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    3 BR/2.5BA Plus DEN with Futon- SLEEPS up to 8 - PRIVATE POOL WITH TIKI BAR - Bikes - Kayaks - Everything you could possibly need. Our home on Upper Captiva is the perfect getaway. The island is only accessible by boat or ferry--the ultimate in relaxation! Shelling, bird watching, and fishing... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33945
    3 of 5 stars Reviewed July 13, 2014
    First the pros: Beautiful island, beautiful home with many extras like games, pool, supplies, washer and dryer, plenty of linens and towels. Now for the cons: Had an issue...
    5 of 5 stars Reviewed June 28, 2013
    Our stay at Reel Paradise was amazing! North Captiva is an great place for relaxing and spending time with family. The owners and the caretaker were extremely helpful and...
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    $300
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    1 / 64
    5 of 5 stars (1) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Stereo System
    • Deck
    • Internet Access
    • Boat Available
    • DVD Player
    • Water Views
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This NEW 2009 tropical style luxury, island home is professionally decorated Our 4bedroom/3.5 bath, custom built and decorated, island home has 3 levels with the Michael Kors master bedroom on the living areas on the upper levels and the bedrooms on the lower.Quality linens and towels... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed February 15, 2015
    Of all the vacation homes we've rented, this one takes the cake. Every single detail was well thought out and executed. Stunning master bedroom with en suite bath including huge...
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    $999
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    1 / 37
    4 Bedrooms / 6 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Grill
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
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    About this property
    Escape to your own private oceanfront paradise in this 4-bedroom, 5.5-bathroom Captiva Island vacation home named “Beach Destiny.” Just 20 feet via a private path to Captiva Island’s beach famous for its shells, this vacation home is located two houses down from the Mucky Duck restaurant and Andy... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast
    From
    $899
    / Night
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    1 / 44
    5 Bedrooms / 6 Bathrooms / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • Hot Tub
    • Grill
    • Balcony
    • Outdoor Dining Area
    • Terrace
    • Ceiling Fans
    • Stereo System
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
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    • Smoking allowed
    • Elder access
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    About this property
    Enjoy a vacation in paradise just 176 yards from the pristine beach of beautiful Captiva Island! Situated on Andy Rosse Lane among local hot spots for dining, like the famous Mucky Duck, and shopping, this 5-bedroom, 5.5-bathroom Captiva Island vacation home named 'L’atitudes' features 4 king... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast
    From
    $1,925
    / Week
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    1 / 10
    5 of 5 stars (2) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Stereo System
    • Water Views
    • Hot Tub
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This stunning multi-level, multi-deck home is located just yards from the pristine North Captiva beaches of the Gulf of Mexico. This island beach rental is designed with comfort and luxury in mind, and with the utmost attention to capturing the beauty of the creation all around. Enjoy the Crews... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed June 12, 2011
    We just returned from 7 days on North Captiva, and we are still talking about what a great time we had. If I had to summarize our week, I would say that it was just a week of...
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    $285
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    5 of 5 stars (4) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    travelers have booked this property
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • DVD Player
    • Deck
    • Internet Access
    • Air Conditioning
    • Satellite TV
    • Stereo System
    • Private Outdoor...
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    You are just 300 steps from the beach in this private and secluded 3bedroom/3bath vacation home. The Captiva Cottage is the only home on this over one acre property nestled among other estate zoned properties in this stretch of Captiva Island, also referred to as the Gold Coast. The private beach... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed January 27, 2015
    Captiva Cottage is cozy enough for two yet can easily accommodate a family or group of friends. Wonderfully located, it is private, quiet but within easy reach of the attractions...
    5 of 5 stars Reviewed June 18, 2014
    I just wanted to thank you for making our stay on Captiva so enjoyable. We really enjoyed staying at Captiva Cottage. Captiva Cottage was the perfect size, and had everything we...
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    $3,780
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    1 / 9
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • DVD Player
    • Outdoor Dining Area
    • Stereo System
    • Ceiling Fans
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Situated in the Ibis at the Sanctuary community in beautiful Sanibel Island with views of the 8th fairway at the Sanctuary Golf Club, this third-floor condo is the perfect island getaway! The luxury 2-bedroom, 2-bathroom condo has a master suite, bedroom with a Murphy bed, living area with a 42”... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast
    From
    $700
    / Night
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    1 / 52
    4 of 5 stars (1) Very good
    5 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Waterfront
    • DVD Player
    • Water Views
    • Private Outdoor...
    • Internet Access
    • Air Conditioning
    • Satellite TV
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Location! Location! Gulf front with sparkling captiva beach right out the front door, yet it is a short walk to the village to visit your favorite bar or restaurant. This is the house that has it all -- close to the village, but far enough away to enjoy the quiet and private life on miles of shell... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    4 of 5 stars Reviewed June 21, 2015
    Beautiful house and location but the pool water was cloudy and full of sand. It appears it was not cleaned in months. I will definitely stay again but will call ahead to make sure...
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    $1,675
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    1 / 18
    5 of 5 stars (4) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • Deck
    • Washer
    • DVD Player
    • Shared Outdoor Pool...
    • Air Conditioning
    • Satellite TV
    • Stereo System
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Captiva Retreat (47 Sunset Captiva) is a 2,200 Sq.Ft. detached free-standing home with 2 private bedrooms (2 queens, bunk beds), private den with queen-size wall bed, loft with single bed, and three full bathrooms. It comfortably accommodates 8 guests. If you can't get by without checking... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    From
    $225
    / Night
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    1 / 30
    5 of 5 stars (11) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveler have booked this property
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    Amenities & Details
    • Watersports Nearby
    • Private Outdoor...
    • Air Conditioning
    • Hot Tub
    • Satellite TV
    • DVD Player
    • Water Views
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    THE LITTLE ARK The vacation of a lifetime is awaiting those who are will to journey to paradise and beyond. The pace of the island is slow and relaxing, a great romantic getaway for couples or a chance to spend quality time with your family with memories that will last a lifetime. This... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed July 1, 2015
    Just completed a week stay at The Little Ark and could not have had a better time. The house was great. Had everything we needed and having the pool right at the bottom of the...
    5 of 5 stars Reviewed March 9, 2015
    We have previously stayed on Sanibel and Captiva but decided to venture out of our comfort zone to North Captiva. We stayed for a long weekend and wish we would have stayed...
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    $719
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    1 / 15
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Ceiling Fans
    • Water Views
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    With its sought-after beachfront location and screened-in private pool and Jacuzzi, you can experience the best of both worlds at this newly-upgraded Captiva Island vacation home named 'Winshall Home!' Enjoy scenic views of white sand dunes and clear-blue waters of the Gulf from this 4-bedroom,... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast
    From
    $200
    / Night
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    1 / 21
    5 of 5 stars (7) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (7) Make Inquiry
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Washer
    • Deck
    • Stereo System
    • Dryer
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Ricks Retreat is a charming ground-level home on a beach street located in the village area of Captiva. A short walk to restaurants, shops and galleries, and a 3 minute walk to the most beautiful beach at the end of the sandy lane. Originally built by Bette Davis, Rick is the 3rd owner. Simple,... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed March 25, 2015
    We've stayed at Rick's Retreat two years in a row, and it's been wonderful both times. The house is in a perfect location; a half-block walk along a quiet, shady lane to the...
    4 of 5 stars Reviewed May 13, 2014
    This cute cottage-like house is in a wonderful location just 2-3 blocks from the ocean! We had 4 adults and 2 tween-age girls and more than enough room to enjoy ourselves. Don't...
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    $395
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    1 / 16
    5 of 5 stars (1) Excellent
    2 Bedrooms / 4 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Exquisite time share last two weeks of January. Best location on the resort. Breathtaking Gulf view over golf course, beach 150 feet from bedroom window. Beautiful amenities, pool. hot tub. Our family bought (first choice) timeshares when first built...free golf and tennis 'grandfathered... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed March 17, 2015
    The island remains the safest, cleanest and most beautiful place we've ever seen. We've stayed in all condo areas on the resort and each have their own unique assets. You won't...
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    $357
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    1 / 33
    4.5 of 5 stars (3) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Satellite TV
    • Waterfront
    • Washer
    • Internet Access
    • Children's Pool
    • Stereo System
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Marvel at the stunning views of the Gulf from this beautiful newly (2014) renovated three bedroom, two and one half bath Townhome. Walk into the expanded living room enclosed with floor to ceiling windows overlooking the Gulf of Mexico providing very wide ocean/sunset views. Open the sliders to... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed May 13, 2015
    We have stayed here twice, both for spring break. The location of the rental is pretty perfect: across the street from a beautiful beach, within a short driving distance to fun...
    4 of 5 stars Reviewed April 3, 2015
    We were very pleased with the unit. Excellent setup for two couples and a couple of kids, and well appointed. We particularly appreciated all of the beach gear that came with the...
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    $420
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    1 / 24
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveler have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Water Views
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Playground
    • Waterfront
    • Air Conditioning
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    A perfect family vacation with AMENITY ACCESS provided to all resort facilities. Voted #1 of family beach resorts by Parents' Magazine. The resort is on a 330 acre wildlife preserve,maintained as a botanical garden. with a two and a half mile pristine beach Children's water park, H2Whoa, with... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed August 4, 2013
    We returned to one of our favorite places on the planet - the Land's End Villas on Captiva Island - part of the South Seas Resort. Villa #1625 offered us spectacular views of...
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    $450
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    5 of 5 stars (5) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    traveler have booked this property
    Overview Reviews (5) Make Inquiry
    Amenities & Details
    • Stereo System
    • Waterfront
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Deck
    • Satellite TV
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Enjoy private beach in North Captiva Island .......... catch snook off your own private dock, Special rate for the week. The Pelican Brief is located on a tropical barrier island bordered by Pine Island Sound and the Gulf of Mexico and is situated west of Ft Myers, Florida. Accessible by boat,... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed March 26, 2014
    We had the pleasure of renting Jim's beautiful home on North Captiva Island and it was everything we expected and more! Stunning sunrise/sunsets, dolphins swimming by close to...
    4 of 5 stars Reviewed February 21, 2012
    Owners were helpful and were available when needed. When the golf cart provided unexpectedly broke down they had a repairman there promptly and when the fix was not possible at...
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    $1,700
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    1 / 11
    5 of 5 stars (1) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • DVD Player
    • Porch
    • Dryer
    • Washer
    • Refrigerator
    • Air Conditioning
    • Grill
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautifully decorated home in the village of Captiva. Within walking distance of beach, shops, bay and restaurants. All new bedding for a perfect nights sleep. Community pool and tennis courts. Boat dockage is also available. 2 bedrooms, 2 baths, plus a loft that sleeps 2 more.... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed March 30, 2015
    We have stayed at this house several times with our family (husband + 2kids). The owner has thought of everything from beach chairs, outdoor shower, comfortable furniture, a...
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    $2,450
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    5 of 5 stars (14) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    traveler have booked this property
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    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Private Outdoor...
    • Water Views
    • Watersports Nearby
    • Hot Tub
    • Internet Access
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Manatee Haven is an upscale, non-smoking, beachview home that offers four bedrooms and three and a half bathrooms with an elevator to all three levels. It is professionally decorated, has a large private screened pool, and spa located in a large private screened patio that encompasses all three... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33945
    5 of 5 stars Reviewed December 2, 2014
    My family and I have been renting homes along the gulf coast for over 15 years. We decided to take a chance this thanksgiving and change it up. I was very pleased with the house...
    5 of 5 stars Reviewed August 7, 2014
    What else can be said that hasn't been said in all the previous reviews - all with perfect scores of 5! I bet you can't find that for any other rental home! Here's the scoop...
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    $1,550
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    1 / 15
    5 of 5 stars (7) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (7) Make Inquiry
    Amenities & Details
    • Shared Tennis Court
    • Internet Access
    • Air Conditioning
    • Water Views
    • DVD Player
    • Satellite TV
    • Deck
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Only a one block walk to Captiva Village shops and restaurants, this property is in top condition and equipped with everything you need to enjoy a romantic or family vacation to the fullest. You do not need to pack beach towels (7 are provided), nor do you even need to buy aluminum foil or ZipLock... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed August 17, 2014
    We loved our stay at #48. It had everything we could ever need for our family of five (5 yr-11yr olds) and it was a perfect location to the town center of Captiva, pool, beach...
    5 of 5 stars Reviewed December 13, 2011
    My family has been blessed with three different stays with Sunset Captiva 48. We are a middle aged hard working couple with two small children...but when we are on Captiva it is...
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