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Cottages and house rentals in Captiva Island, FL

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All 85 Rentals in Captiva Island
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From
$271
Per Night
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1 / 24
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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$1,800
Per Week
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1 / 11
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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$2,450
Per Week
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1 / 12
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4 Bedrooms, 4 Bathrooms, Sleeps 8
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From
$395
Per Night
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1 / 18
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4 Bedrooms, 4 Bathrooms, Sleeps 10
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Amenities & Details
  • Dryer
  • DVD Player
  • Washer
  • Patio
  • TV
  • Microwave
  • Hot Tub
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • 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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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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From
$3,500
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1 / 46
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9 Bedrooms, 9 Bathrooms, Sleeps 30
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Amenities & Details
  • Dishwasher
  • DVD Player
  • TV
  • Patio
  • Pool Table
  • Washer
  • Microwave
  • Fireplace
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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From
$285
Per Night
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1 / 16
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3 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Dryer
  • Dishwasher
  • TV
  • Refrigerator
  • Parking
  • DVD Player
  • Microwave
  • 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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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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From
$450
Per Night
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1 / 21
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3 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Dryer
  • Dishwasher
  • Grill
  • DVD Player
  • Patio
  • Washer
  • TV
  • VCR
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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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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From
$2,595
Per Week
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1 / 25
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3 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
Details Reviews (17) Make Inquiry
Amenities & Details
  • Dishwasher
  • Washer
  • TV
  • Stove
  • Microwave
  • Grill
  • Gym
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
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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From
$400
Per Night
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1 / 27
4 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Stove
  • Dryer
  • Hot Tub
  • Dishwasher
  • Grill
  • TV
  • Refrigerator
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
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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From
$1,300
Per Week
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1 / 10
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dryer
  • Dishwasher
  • Parking
  • Microwave
  • Grill
  • Air Conditioning
  • Porch
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
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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From
$2,000
Per Week
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1 / 15
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • DVD Player
  • Dishwasher
  • TV
  • Refrigerator
  • VCR
  • Grill
  • Patio
  • Stove
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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From
$500
Per Night
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1 / 8
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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Details Reviews (5) Make Inquiry
Amenities & Details
  • TV
  • Parking
  • Washer
  • Grill
  • Stove
  • Patio
  • Garage
  • Microwave
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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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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From
$420
Per Night
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1 / 24
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Reviews (1) Make Inquiry
Amenities & Details
  • TV
  • Parking
  • Stove
  • Washer
  • Hot Tub
  • Gym
  • Dishwasher
  • Refrigerator
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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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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From
$395
Per Night
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1 / 16
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2 Bedrooms, 4 Bathrooms, Sleeps 6
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Amenities & Details
  • Number Of Bedrooms
  • Guest Count
  • # Of Bathrooms
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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From
$3,988
Per Week
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1 / 22
5 Bedrooms, 6 Bathrooms, Sleeps 8
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Amenities & Details
  • Dryer
  • Refrigerator
  • VCR
  • TV
  • DVD Player
  • Stereo System
  • Grill
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
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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From
$993
Per Night
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1 / 56
5 Bedrooms, 2 Bathrooms, Sleeps 12
Details Reviews (13) Make Inquiry
Amenities & Details
  • Dryer
  • Stove
  • Hot Tub
  • Grill
  • Microwave
  • Refrigerator
  • Gym
  • Washer
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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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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From
$650
Per Night
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1 / 53
5 Bedrooms, 2 Bathrooms, Sleeps 12
Details Reviews (17) Make Inquiry
Amenities & Details
  • Stove
  • Washer
  • Microwave
  • Refrigerator
  • Dishwasher
  • TV
  • DVD Player
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
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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From
$500
Per Night
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1 / 25
4 Bedrooms, 2 Bathrooms, Sleeps 10
Details Reviews (51) Make Inquiry
Amenities & Details
  • Dishwasher
  • Microwave
  • Refrigerator
  • Washer
  • Grill
  • DVD Player
  • Dryer
  • TV
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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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...
5 of 5 stars Reviewed December 31, 2014
My family had one of the best vacations they have ever had here (words said from all of us). Went over Christmas and what a stress free Christmas it was. My boyz had some great...
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From
$325
Per Night
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1 / 24
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (17) Make Inquiry
Amenities & Details
  • Ceiling Fans
  • Stove
  • Dryer
  • Dishwasher
  • Patio
  • Air Conditioning
  • Grill
  • Refrigerator
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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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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From
$2,600
Per Week
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1 / 23
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Grill
  • Safe
  • Parking
  • Microwave
  • Hot Tub
  • Refrigerator
  • Washer
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Welcome to our beautiful beach cottage in the heart of Captiva island. Our home offers colorful island style decor and relaxing ambiance.The 3 bedroom/2 full bath cottage is nestled in lush tropical gardens on quiet and private Wightman lane. All bedrooms are newly and nicely furnished and are... View all property information
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5 of 5 stars Reviewed February 11, 2012
We rented this little 3/2 cottage for a week in June of 2010. We loved it so much that we were ready to go back in 2011, but we found out that other family wanted to come with...
5 of 5 stars Reviewed May 22, 2011
We have been at 'Life's a Beach Cottage' (family with 2 children from Munich, Germany) in 2010 and will come again in June this year. We absolutely loved this place: everything...
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From
$200
Per Night
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1 / 21
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (6) Make Inquiry
Amenities & Details
  • Dryer
  • Microwave
  • Dishwasher
  • Washer
  • Stereo System
  • Grill
  • Stove
  • 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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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...
5 of 5 stars Reviewed March 20, 2014
We stayed at Rick's the first two weeks in February and loved it! The beds were really comfortable and the kitchen well stocked. The overhangs on the roof make the house really...
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From
$557
Per Night
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1 / 39
4 Bedrooms, 4 Bathrooms, Sleeps 10
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Amenities & Details
  • Dryer
  • Stove
  • Internet Access
  • Grill
  • Washer
  • Ceiling Fans
  • Linens Provided
  • Blender
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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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From
$425
Per Night
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1 / 14
6 Bedrooms, 4 Bathrooms, Sleeps 12
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Amenities & Details
  • A Winter Sun Getaway
  • Beach Or Lakeside...
  • Guest Count
  • Number Of Bedrooms
  • # Of Bathrooms
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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From
$225
Per Night
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1 / 21
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (9) Make Inquiry
Amenities & Details
  • Hot Tub
  • Dishwasher
  • DVD Player
  • Dryer
  • VCR
  • Washer
  • Stove
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
VERY PRIVATE AND ROMANTIC ONLY 300 STEPS TO BEACH - 2 BED/2BATH HOUSE W/PRIVATE POOL/HOT TUB W/GULF VIEWS. Newly furnished lovely 2bed/2bath house QUEEN bed in master bedroom and a Queen bed and Daybed in the other bedroom w/kitchen w/stainless steel appliances, LR,DR, with own private heated... View all property information
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5 of 5 stars Reviewed October 30, 2014
Where to start, Marie is wonderful to rent from, her properties are top notch and she is easy and pleasant to work with. We will continue to use her rental every chance we get. As...
5 of 5 stars Reviewed August 13, 2014
I recently had a girls' weekend to celebrate mine and friend's birthday. The Little Oasis was great; aptly titled, I must say. Sunrises/sunsets from the observation deck, a...
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From
$430
Per Night
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1 / 7
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Grill
  • Refrigerator
  • Dryer
  • Stereo System
  • Washer
  • Microwave
  • Parking
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Our privately owned MARINA VILLA is much more beautiful and much LESS EXPENSE than the resort condos at South Seas Island Resort. Amenities can be purchased at the South Seas front desk (239) 472-7696 or 1-800-669-0508. You pick the days and how many people. Please make sure to COMPARE our rates... View all property information
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5 of 5 stars Reviewed September 10, 2014
My husband and I traveled to South Seas resort with our 2 little ones. This rental didn't offer the amenities of the resort, because of that we got a great rate, more than HALF...
4 of 5 stars Reviewed September 13, 2013
We stayed at The Marina Villas, went with young kids as well as the grandparents, everyone had a wonderful time. The villas have a small private pool, which was great when the...
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From
$1,350
Per Week
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1 / 46
5 Bedrooms, 5 Bathrooms, Sleeps 12
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Amenities & Details
  • TV
  • Washer
  • Microwave
  • Stereo System
  • Dryer
  • Ceiling Fans
  • Grill
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
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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From
$2,800
Per Week
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1 / 46
4 Bedrooms, 5 Bathrooms, Sleeps 12
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Amenities & Details
  • Fax
  • DVD Player
  • Washer
  • Dishwasher
  • Dryer
  • Refrigerator
  • TV
  • Hot Tub
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
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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From
$300
Per Night
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1 / 25
4 Bedrooms, 3 Bathrooms, Sleeps 10
Details Reviews (20) Make Inquiry
Amenities & Details
  • Patio
  • TV
  • Dryer
  • Dishwasher
  • Grill
  • Microwave
  • Washer
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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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From
$257
Per Night
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1 / 19
4 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Grill
  • Washer
  • DVD Player
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  • Dryer
  • VCR
  • TV
  • Microwave
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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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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From
$1,000
Per Night
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1 / 38
4 Bedrooms, 4 Bathrooms, Sleeps 10
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  • Hot Tub
  • Garage
  • Patio
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  • Microwave
  • Refrigerator
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
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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From
$500
Per Night
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1 / 33
4 Bedrooms, 4 Bathrooms, Sleeps 14
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Amenities & Details
  • Gym
  • Refrigerator
  • Dryer
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  • DVD Player
  • Patio
  • Grill
  • Washer
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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From
$423
Per Night
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1 / 22
5 Bedrooms, 5 Bathrooms, Sleeps 12
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  • Washer
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  • Microwave
  • Stove
  • Grill
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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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From
$300
Per Night
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1 / 26
3 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Dishwasher
  • Washer
  • Patio
  • Stove
  • Grill
  • TV
  • Microwave
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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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From
$321
Per Night
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1 / 25
3 Bedrooms, 4 Bathrooms, Sleeps 8
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  • Guest Count
  • # Of Bathrooms
  • Number Of Bedrooms
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Driving up to The Silver Seashell, you will be impressed with the lovely landscaped grounds and the architectural flare. Tucked away are the 28-foot private pool and spa, surrounded by beautiful composite decking – no nails, no screws, no slivers. Enter the front door to find The Silver Seashell... View all property information
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From
$229
Per Night
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1 / 18
3 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Stereo System
  • Microwave
  • Deck
  • Dishwasher
  • Parking
  • DVD Player
  • Dryer
  • Stove
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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From
$7,600
Per Week
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1 / 39
5 Bedrooms, 5 Bathrooms, Sleeps 14
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Amenities & Details
  • Refrigerator
  • Dishwasher
  • Washer
  • Hot Tub
  • DVD Player
  • Dryer
  • Stove
  • TV
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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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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From
$685
Per Night
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1 / 42
5 Bedrooms, 3 Bathrooms, Sleeps 12
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Amenities & Details
  • Patio
  • Washer
  • Dryer
  • Microwave
  • Dishwasher
  • Refrigerator
  • DVD Player
  • Deck
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
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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From
$1,925
Per Week
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1 / 10
3 Bedrooms, 3 Bathrooms, Sleeps 10
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  • Refrigerator
  • Washer
  • Dryer
  • DVD Player
  • Patio
  • Dishwasher
  • Stove
  • Grill
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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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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From
$500
Per Night
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1 / 37
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Parking
  • Washer
  • Microwave
  • TV
  • Dryer
  • Grill
  • Refrigerator
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Enjoy picturesque sunsets year round from the screened lanai overlooking the blue Gulf of Mexico and long walks on the uncrowded beach of Captiva while residing within the gates of South Seas Island Resort (formerly South Seas Plantation). This property is well equipped and you will find most of... View all property information
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5 of 5 stars Reviewed December 29, 2014
Location was great. View was great and accommodations were very comfortable. We would recommend this villa to everyone.
5 of 5 stars Reviewed February 17, 2013
We loved our stay in this apartment for our honeymoon in August 2012. Having not been to Captiva in 10+ years it was fantastic to see that it had retained it's untouched charm...
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From
$10,300
Per Week
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1 / 37
6 Bedrooms, 6 Bathrooms, Sleeps 20
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Amenities & Details
  • Washer
  • DVD Player
  • TV
  • Grill
  • Hot Tub
  • Microwave
  • Dishwasher
  • Refrigerator
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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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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From
$543
Per Night
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1 / 8
4 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Refrigerator
  • Grill
  • Deck
  • Microwave
  • Washer
  • TV
  • Dryer
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
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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From
$482
Per Night
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1 / 13
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Guest Count
  • Number Of Bedrooms
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
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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From
$995
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1 / 14
4 Bedrooms, 4 Bathrooms, Sleeps 10
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Amenities & Details
  • Dryer
  • TV
  • Ceiling Fans
  • Refrigerator
  • Microwave
  • Stove
  • Grill
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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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From
$407
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1 / 32
3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Dishwasher
  • Hot Tub
  • Air Conditioning
  • Deck
  • Microwave
  • Dryer
  • Ceiling Fans
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
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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From
$470
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1 / 15
2 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Patio
  • Dryer
  • Dishwasher
  • Parking
  • Refrigerator
  • Microwave
  • Stove
  • Hot Tub
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Coquina Cottage is a unique 'Old Florida' beachfront cottage sitting on almost an acre of Captiva's finest beach. Truly a tropical dream beach getaway spot, the cottage, hot tub and gardens have an amazing view of the Gulf and a closer proximity to the water than any property on Captiva. A short... View all property information
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5 of 5 stars Reviewed September 10, 2014
We stayed in the upper suite (husband and 2 kids and I) the kids loved the loft bed above the queen bed. They are 6 + 7 do they decided to share the loft. What really strikes you...
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From
$771
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1 / 49
4 Bedrooms, 5 Bathrooms, Sleeps 8
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Amenities & Details
  • Deck
  • Ceiling Fans
  • Dishwasher
  • Microwave
  • Refrigerator
  • Patio
  • Grill
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
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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From
$4,480
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1 / 14
4 Bedrooms, 4 Bathrooms, Sleeps 12
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Amenities & Details
  • Grill
  • Stove
  • Washer
  • Refrigerator
  • Ceiling Fans
  • Hot Tub
  • Dishwasher
  • Gym
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
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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From
$2,770
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1 / 28
4 Bedrooms, 4 Bathrooms, Sleeps 10
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Amenities & Details
  • Refrigerator
  • TV
  • Stove
  • Dishwasher
  • Microwave
  • Grill
  • Patio
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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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From
$2,295
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1 / 33
3 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Refrigerator
  • Fax
  • Stove
  • Microwave
  • DVD Player
  • Stereo System
  • Dishwasher
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
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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From
$313
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1 / 28
3 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Gym
  • Dishwasher
  • Grill
  • Refrigerator
  • Stove
  • TV
  • DVD Player
  • Dryer
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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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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