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House Rentals in Captiva Island, FL

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    $271
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    1 / 24
    5 of 5 stars (3) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    5 of 5 stars (14) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    5 of 5 stars (5) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    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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    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    'The Old Key West House' and some younger folks call it, 'The Tree House', but whatever you call it, you will love being nestled in the natural lush vegetation like a tropical rain forest.The house has many special architectural features like an English antique stain glass front door, a bar area... View all property information
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    1 / 16
    5 of 5 stars (4) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    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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    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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    1 / 25
    4.5 of 5 stars (17) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Gym
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    • x
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    About this property
    This three bedroom, two bath beach home is located on a gorgeous, secluded, Gulf of Mexico beach within luxurious South Seas Island Resort on Captiva Island. South Seas Island Resort was selected by Parents Magazine as the #3 family beach resort in the U.S. and Caribbean.... View all property information
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    5 of 5 stars Reviewed December 29, 2014
    The home is just as pictured-nice, updated and in great condition. The location is ideal and peaceful. We had the beach to ourselves with miles of walking and shell seeking...
    5 of 5 stars Reviewed September 15, 2014
    This beach house was beautifully updated and decorated. Totally clean and very well maintained. The house was only steps from the gulf and pool. The house is located in top rated...
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    1 / 11
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    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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    1 / 22
    5 Bedrooms / 6 Bathrooms / Sleeps 8
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    • Private Fishing...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    This unique luxury 5300 sq.ft. home is nestled on an acre of tropical charm with a 450 foot sandy driveway.There is deeded beach access directly across the road . Secluded on the pool side of the house is a tiny private beach and a private dock on Roosevelt Channel which leads you on the left to... View all property information
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    1 / 8
    5 of 5 stars (5) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    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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    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 / 25
    5 of 5 stars (52) Excellent
    4 Bedrooms / 2 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
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    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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    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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    1 / 46
    5 of 5 stars (55) Excellent
    4 Bedrooms / 5 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Wheelchair access
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    About this property
    Bluefin Beach House, on North Captiva, is a luxurious 4 bedroom, 4 1/2 bath beach front home with private heated pool & spa. Completed the end of 2009. This professionally designed & decorated beach home was 3 years in the making and is situated on the preferred Gulf of Mexico side of the island.... View all property information
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    5 of 5 stars Reviewed November 3, 2014
    I have stayed at the Blue Fin Beach house yearly for several years now and oh what an experience. The interiors are beautiful, just out of architectural digest . The home is well...
    5 of 5 stars Reviewed June 1, 2014
    Bluefin Beach House was the perfect location for our annual "Camp MamiePapaWana" week with our children and their families. The home was clean, luxurious, and well appointed for...
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    $1,350
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    1 / 46
    4.5 of 5 stars (23) Very good
    5 Bedrooms / 5 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
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    • Water Views
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    PLEASE NOTE: THE GUEST HOUSE IS NOT AVAILABLE 10/4/14-4/3/15. ONLY THE MAIN HOUSE IS AVAILABLE DURING THAT TIME AND IT SLEEPS 8 Runway Blues has been completely renovated and refurnished as of the end of 2010. Tastefully decorated, the comfortable living/dining area of the Main House opens onto... View all property information
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    5 of 5 stars Reviewed August 18, 2014
    This rental consists of two modern and well equipped homes on the the same lot. The two houses are large enough to accommodate 12 people without feeling crowded. Beaches are...
    5 of 5 stars Reviewed July 6, 2014
    Hey, this has been one of our most awesome vacations ever. My whole family loved it. The house was so beautiful and comfortable. We all felt at home and Mr Tom was sooooo sweet...
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    $1,995
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    1 / 33
    5 of 5 stars (35) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    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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    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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    $2,600
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    1 / 20
    4.5 of 5 stars (3) Very good
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (3) Make Inquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Private Fishing...
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Welcome to Grande Casa, a private estate situated on Captiva Island, Florida. Enjoy the mild gulf breeze while sipping cold drinks in our open floor-plan, island style house. This home is situated privately on a manicured lot overlooking the bay, on the Gulf of Mexico. Sunny days can be spent... View all property information
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    5 of 5 stars Reviewed January 14, 2015
    We loved this home. It was lovely being on the Bayfront and watching all the boats and wildlife. We saw manatees and dolphins right off the dock almost each day. The beach is a...
    4 of 5 stars Reviewed January 19, 2013
    My husband and I rented this home the week after Thanksgiving for a quiet, much needed vacation. Overall, this home was everything as described and the photos were an accurate...
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    1 / 33
    5 of 5 stars (24) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    Experience the laid back Captiva Island lifestyle in this beautifully decorated Key West inspired 3 bedroom and 3 bath beach home on the beachside of Captiva's village center. It's located on very popular Wightman Lane, a short, 3 minute stroll on our private, sandy lane to the beach. Captiva's... View all property information
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    5 of 5 stars Reviewed April 13, 2014
    We stayed at the Sun and Moon for a week in April with a 10 year old and sixteen year old. The house is perfectly located on Wightman Lane near the top of the street (away from...
    5 of 5 stars Reviewed March 3, 2014
    The Sun and Moon is everything you look for and more when renting a vacation home. Everything about the place is class from the heated pool to the living quarters to the sun deck...
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    1 / 8
    5 of 5 stars (4) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Air Conditioning
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    • Dryer
    • Grill
    • Internet Access
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    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    If you are looking for the best in luxury, then Island Queen should be your next vacation destination!! This lovely 4000 square foot four bedroom four bath North Captiva Island home has everything. Furnished with the highest standards, this a retreat like no other. This fabulous home is... View all property information
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    5 of 5 stars Reviewed September 6, 2014
    this was the most beautiful house we've ever stayed in! Luxurious and spacious, just amazing. The views.. wow. Make sure you take plenty of groceries though, replenishing is...
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    1 / 21
    5 of 5 stars (7) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    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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    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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    1 / 13
    5 of 5 stars (3) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Pets allowed
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    • Suitable for children
    • x
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    About this property
    Gorgeous 3 bedroom North Captiva Island home newly decorated, with Gulf view, private pool and a bar making this one of, if not the best home on the Island for entertaining guests. Extra 1/2 bath next to the pool. Starting at the top floor is a Master bedroom suite with a nice sitting area with... View all property information
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    5 of 5 stars Reviewed July 22, 2011
    I can not say enough positive things about this house. My boyfriend and I stayed here for a week in the beginning of June. We were pleasantly surprised at everything this house...
    5 of 5 stars Reviewed June 8, 2011
    Key Lime High was great for what we needed. Between family and friends we had 7 houses rented on the island and KLH served as our gathering headquarters! The best part of the...
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    5 of 5 stars (7) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
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    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    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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    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 / 9
    5 of 5 stars (1) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    Sea Glass is a spectacular new 4 bedroom North Captiva home with fantastic views of both the Gulf and State Wildlife Preserve. With a short stroll to the beach, about 120 yards, this home is decorated with a Caribbean flair like few others on North Captiva. Two Master Suites and two additional... View all property information
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    1 / 10
    5 of 5 stars (2) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Air Conditioning
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    • Hot Tub
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    • Pets allowed
    • Smoking allowed
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    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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    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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    1 / 39
    5 of 5 stars (6) Excellent
    5 Bedrooms / 5 Bathrooms / Sleeps 14
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Wheelchair access
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    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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    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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    1 / 32
    5 of 5 stars (6) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    NEW OWNERS - Renovated August 2013 3BR/2.5BA - SLEEPS UP TO 8 PEOPLE - PRIVATE POOL – PRIVATE HOT TUB – INDOOR/OUTDOOR INTERNET – SMALL PETS OK - RESORT PRIVILEGES INCLUDED Beach Therapy melts away your problems as your private oasis with a Private Pool and secluded Hot Tub. Enjoy Gulf to Bay... View all property information
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    5 of 5 stars Reviewed May 6, 2014
    This is a review for 107 Beach Therapy located on North Captiva Island. The house is absolutely stunning! We went for a short weekend vacation with our son, his girlfriend, and...
    5 of 5 stars Reviewed January 1, 2014
    Here right now. House has everything you want or need and nothing you don't! Very well appointed with hot tub and pool. Good technology - wifi, Sonos, great tv. Close to club...
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    1 / 27
    4.5 of 5 stars (5) Very good
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Wheelchair access
    • Elder access
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    About this property
    Come enjoy our spacious 4 bedroom, 3 bath luxury beach home, on a very private island! It will be a completely unique experience, and 'Shore to Please'! North Captiva Island presents guests with the ultimate in private island experiences. The island is located 5 miles off the coast of Florida and... View all property information
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    2 of 5 stars Reviewed August 4, 2013
    We stayed in different home three years ago and decided to return but wanted to stay in a different home this time.We chose this one and we were less than pleased after the first...
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    5 of 5 stars (2) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 10
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    • Air Conditioning
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    • Dryer
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    • Gym
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    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    What The Shell is a wonderful 4 bedroom/4 bath home with private pool. The home is professionally furnished and designed. All the homes finishes are of the highest quality. There are lots of windows and slider doors to give an open outdoor feel. Open porches surround the home situated off the... View all property information
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    1 / 49
    5 of 5 stars (10) Excellent
    4 Bedrooms / 5 Bathrooms / Sleeps 8
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    • Pets allowed
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    About this property
    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 a private suite on the lower pool... View all property information
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    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...
    3 of 5 stars Reviewed March 31, 2013
    While this home has great potential, we were very disappointed. Rum Cove is advertised as being brand new which it clearly is not. It also is advertised as being well-equipped...
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    5 of 5 stars (2) Excellent
    5 Bedrooms / 3 Bathrooms / Sleeps 12
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    • Pets allowed
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    • Suitable for children
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    About this property
    Large 5 bedroom North Captiva house, literally surrounded by decks. Provides breathtaking views of the Gulf and bay. Rum Point is the perfect home for family vacations. There is plenty of room inside and out. Outside the home is surrounded on 4 floors by decks and has a spacious deck around the... View all property information
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    1 / 14
    5 of 5 stars (1) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 12
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    • Dishwasher
    • Dryer
    • Gym
    • Hot Tub
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    • Private Outdoor...
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    • Pets allowed
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    About this property
    Luxury living at its best! 4 bedrooms, two living rooms, game room, swimming pool and jacuzzi, snook lights, lovely decks with breathtaking views, and private dock! Solitude is an amazing home with over 3500 square feet of living space and over 5500 square feet of total living. This home is... View all property information
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    5 of 5 stars (1) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    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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    5 of 5 stars Reviewed January 15, 2015
    You can't beat the location. Beachfront. You have to cross the road, but it's literally 100 feet. You can hear the surf thru the screened windows. It had everything we needed...
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    4.5 of 5 stars (3) Very good
    4 Bedrooms / 4 Bathrooms / Sleeps 10
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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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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    5 of 5 stars (7) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Air Conditioning
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    • Gym
    • Ocean Views
    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
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    • Suitable for children
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    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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    5 of 5 stars Reviewed July 21, 2014
    We just returned from a short but wonderful stay at The Compass Rose on N Captiva. We spent the first three days in Florida at Universal Studios and the last 4 days on N Captiva...
    5 of 5 stars Reviewed June 25, 2014
    The only reason we're giving it 5 stars is because six or seven isn't an option. Took my wife, 3 kids, ranging from 23-31, and daughter's boyfriend (to carry our luggage and keep...
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    5 of 5 stars (7) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Fireplace
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    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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    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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    5 of 5 stars (1) Excellent
    6 Bedrooms / 6 Bathrooms / Sleeps 20
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    • Balcony
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    • Fireplace
    • Hot Tub
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    • Pets allowed
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    • Suitable for children
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    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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    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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    5 of 5 stars (4) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Pets allowed
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    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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    1 / 56
    5 of 5 stars (13) Excellent
    5 Bedrooms / 2 Bathrooms / Sleeps 12
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    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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    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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    5 of 5 stars (17) Excellent
    5 Bedrooms / 2 Bathrooms / Sleeps 12
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    • Gym
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    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Windswept vacation home offers luxurious accommodations, heated private pool, and a truly one-of-a-kind vacation retreat. A vacation at Windswept, on North Captiva, is the perfect place to reconnect with nature, your family, and your friends. Vacation stays at Windswept available with a 7 night... View all property information
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    5 of 5 stars Reviewed May 29, 2014
    Where do I begin! Thank you, Thank you, Thank you to a wonderful place of peace, tranquility, relaxation, and adventure to celebrate the renewing of my parents Wedding vows of 50...
    5 of 5 stars Reviewed April 13, 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...
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    4 Bedrooms / 3 Bathrooms / Sleeps 9
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    • Suitable for children
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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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    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 7
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    • Pets allowed
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    • Suitable for children
    • x
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    • 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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    1 / 10
    5 of 5 stars (1) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Balcony
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    • Hot Tub
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Welcome to Grande Casa, a private estate situated on Captiva Island, Florida. Enjoy the mild gulf breeze while sipping cold drinks in our open floor plan, island style house. This home is situated privately on a manicured lot overlooking the bay, on the Gulf of Mexico. Sunny days can be spent... View all property information
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    1 / 18
    5 of 5 stars (11) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 10
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    • Air Conditioning
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    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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    1 / 39
    5 of 5 stars (2) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 10
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    • Air Conditioning
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    • Suitable for children
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    About this property
    Serendipity means a 'fortuitous happenstance' or 'pleasant surprise'. It was first coined by Horace Walpole in 1754. In a letter he wrote to a friend Walpole explained an unexpected discovery he had made by reference to a Persian fairy tale, The Three Princes of Serendip. The princes, he told his... View all property information
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    5 of 5 stars Reviewed January 15, 2015
    A very beautiful and comfortable home! It was the perfect location- a very short walk to the beach. The pool was awesome to have, especially being screened in! Very accommodating...
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    5 of 5 stars (10) Excellent
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Satellite TV
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    • Pets allowed
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    • Suitable for children
    • x
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    • ?
    • ?
    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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    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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    5 of 5 stars (20) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Pets allowed
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    • Suitable for children
    • x
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    About this property
    Utopia best describes the experience you will feel when you stay at the CINCO DE MAYO beach house. Rest, relaxation and a sense of home will be yours while you enjoy your stay. The Fifth of May is when we found our paradise and thus the name of our home. CINCO DE MAYO is located conveniently... View all property information
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    5 of 5 stars Reviewed December 8, 2014
    My boyfriend and I really enjoyed staying at the Cinco de Mayo house! From the minute we walked in, we felt like we were at home. The house itself was very beautiful and spacious...
    5 of 5 stars Reviewed September 4, 2014
    My friends and I stayed at the "Cinco de Mayo" for an extended weekend in August. The house was a lot bigger and nicer than the pictures. It had everything we needed and the...
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    4 Bedrooms / 4 Bathrooms / Sleeps 10
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    This 4 bedroom and 4.5 bath house sleeps 10! With Amazing outdoor space, restaurants and shops within walking distance, and just one block from the beach, this is your ideal vacation house! Planning a celebration? Check out our amazing pool deck complete with a Tiki Bar! Perfect for that birthday... View all property information
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    $425
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    1 / 14
    5 of 5 stars (1) Excellent
    6 Bedrooms / 4 Bathrooms / Sleeps 12
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    • Pets allowed
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    • Suitable for children
    • x
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    • x
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    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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    $500
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    1 / 33
    5 of 5 stars (1) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 14
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    • Air Conditioning
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    • Pets allowed
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    • Suitable for children
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    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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    1 / 22
    4.5 of 5 stars (2) Very good
    5 Bedrooms / 5 Bathrooms / Sleeps 12
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • x
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    About this property
    This professionally decorated beach home is 2 years in the making. Key Lime Time was designed to accomodate up to 12 people comfortably. It offers every possible amenity you may desire for your vacation. The home is 4 floors starting with a lovely game room with full bath, pool kitchen, swimming... View all property information
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    4.5 of 5 stars (17) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Pets allowed
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    • Suitable for children
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    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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    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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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • x
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    About this property
    A perfect beach house with amazing Gulf-to-Bay views and a private pool! Completely Renovated 2012 – complete with sunset view deck and tiki bar at the pool! Unlike many of the homes on North Captiva Island, a stay at The Conch House will truly let you experience the real beach retreat you... View all property information
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