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Cottages and House Rentals in Captiva Island, FL

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    $1,800
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    2 Bedrooms, 2 Bathrooms, Sleeps 5
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    1 / 18
    5 of 5 stars (2) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10
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    9 Bedrooms, 9 Bathrooms, Sleeps 30
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    1 / 8
    5 of 5 stars (5) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    4 of 5 stars Reviewed June 20, 2014
    If you can do groceries before arriving at Captiva Island it will be great ( to enter the Island is $6.00); Publix is about 10 minutes away.
    5 of 5 stars Reviewed May 30, 2014
    Perfect little house in the best location. We loved this place! It was perfect for myself and my husband and would also work for a family of four or two couples. We walked...
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    1 / 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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    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed January 27, 2015
    Captiva Cottage is cozy enough for two yet can easily accommodate a family or group of friends. Wonderfully located, it is private, quiet but within easy reach of the attractions...
    5 of 5 stars Reviewed June 18, 2014
    I just wanted to thank you for making our stay on Captiva so enjoyable. We really enjoyed staying at Captiva Cottage. Captiva Cottage was the perfect size, and had everything we...
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    1 / 24
    4 Bedrooms, 3 Bathrooms, Sleeps 8
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    About this property
    This home is on one of North Captiva Island's most desirable locations with your very own private fishing pier and sand beach. Shore Thing is located waterfront of a favorite fishing spot on North Captiva and you don't have to go any farther then out your back door to get there! The dock is all... View all property information
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    Captiva Island, Southwest Gulf Coast
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    1 / 21
    5 of 5 stars (5) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8
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    • Stereo System
    • Waterfront
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    • Satellite TV
    • Water Views
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    About this property
    Enjoy private beach in North Captiva Island .......... catch snook off your own private dock, Special rate for the week. The Pelican Brief is located on a tropical barrier island bordered by Pine Island Sound and the Gulf of Mexico and is situated west of Ft Myers, Florida. Accessible by boat,... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed March 26, 2014
    We had the pleasure of renting Jim's beautiful home on North Captiva Island and it was everything we expected and more! Stunning sunrise/sunsets, dolphins swimming by close to...
    4 of 5 stars Reviewed February 21, 2012
    Owners were helpful and were available when needed. When the golf cart provided unexpectedly broke down they had a repairman there promptly and when the fix was not possible at...
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    1 / 11
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    • DVD Player
    • Porch
    • Dryer
    • Washer
    • Refrigerator
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Elder access
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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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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed March 30, 2015
    We have stayed at this house several times with our family (husband + 2kids). The owner has thought of everything from beach chairs, outdoor shower, comfortable furniture, a...
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    1 / 23
    3 Bedrooms, 2 Bathrooms, Sleeps 7
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    • Water Views
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    • Gym
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    • Pet-friendly
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    • Child-friendly
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    About this property
    Enjoy Surfside, a lovely 3 bedroom home just steps to the beach. The home is 2000 square feet under a/c with living space on the upper floor and bedrooms on the lower level. The living space is spacious combining the kitchen, dining, a large screen porch and spacious living room. The living room... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast
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    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Waterfront
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    • Ocean Views
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    • Pet-friendly
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    About this property
    Captiva Island condo at the Hideway. Third floor unit with breathtaking sunrise views overlooking the Bay/ ICW. Just a short 5 min walk to the Beach for sunset, shopping, dinner, and dolphin wayching. 2 bedroom unit. Master has king bed and separate bathroom. Second guest room has two twin beds... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
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    1 / 16
    5 of 5 stars (1) Excellent
    2 Bedrooms, 4 Bathrooms, Sleeps 6
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    About this property
    Exquisite time share last two weeks of January. Best location on the resort. Breathtaking Gulf view over golf course, beach 150 feet from bedroom window. Beautiful amenities, pool. hot tub. Our family bought (first choice) timeshares when first built...free golf and tennis 'grandfathered... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed March 17, 2015
    The island remains the safest, cleanest and most beautiful place we've ever seen. We've stayed in all condo areas on the resort and each have their own unique assets. You won't...
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    1 / 24
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Water Views
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Playground
    • Waterfront
    • Air Conditioning
    • Private Outdoor...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    A perfect family vacation with AMENITY ACCESS provided to all resort facilities. Voted #1 of family beach resorts by Parents' Magazine. The resort is on a 330 acre wildlife preserve,maintained as a botanical garden. with a two and a half mile pristine beach Children's water park, H2Whoa, with... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed August 4, 2013
    We returned to one of our favorite places on the planet - the Land's End Villas on Captiva Island - part of the South Seas Resort. Villa #1625 offered us spectacular views of...
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    5 Bedrooms, 5 Bathrooms, Sleeps 18
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    About this property
    'Captiva Star' is a luxury home located on beautiful Wightman Lane in the Village of Captiva. The house has 3600 square feet under air, plus over 2000 square feet of screened porches, decks, and lanais. There's five bedrooms and baths, two laundry areas, a full dining area, and a fully-equipped... View all property information
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    Captiva Island, Southwest Gulf Coast 33924
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    1 / 15
    5 of 5 stars (14) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8
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    • Satellite TV
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    • Private Outdoor...
    • Water Views
    • Watersports Nearby
    • Hot Tub
    • Internet Access
    • Waterfront
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
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    About this property
    Manatee Haven is an upscale, non-smoking, beachview home that offers four bedrooms and three and a half bathrooms with an elevator to all three levels. It is professionally decorated, has a large private screened pool, and spa located in a large private screened patio that encompasses all three... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33945
    5 of 5 stars Reviewed December 2, 2014
    My family and I have been renting homes along the gulf coast for over 15 years. We decided to take a chance this thanksgiving and change it up. I was very pleased with the house...
    5 of 5 stars Reviewed August 7, 2014
    What else can be said that hasn't been said in all the previous reviews - all with perfect scores of 5! I bet you can't find that for any other rental home! Here's the scoop...
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    1 / 18
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Air Conditioning
    • Water Views
    • DVD Player
    • Shared Tennis Court
    • TV
    • Stereo System
    • Watersports Nearby
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
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    About this property
    This is is a great beach vacation home 75 steps from beach, tennis and pool, a short walk to restaurants and shopping. It has 2 bedrooms, 2.5 baths, and beautiful views. Spend the day at the beach, watch a memorable sunset, and dine overlooking the Gulf. Enjoy the best possible location on... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed February 24, 2013
    We have enjoyed two visits to #10 Sunset Captiva and thoroughly enjoyed both trips. Perfect location offers a private road, reserved parking and easy acces to both beach and...
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    1 / 24
    5 of 5 stars (4) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Shared Tennis Court
    • Children's Pool
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • Waterfront
    • DVD Player
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    The W home is a unique 3 bedroom, 2 bath, 1400 sqf house, nestled in palm trees, overlooking an inland lake. The home features an open floor plan that allows air and light to flow. The interior follows a modern, yet warm pattern. Every detail has been paid attention to. The outdoor area features... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed June 16, 2015
    I stayed at the W Home with 3 friends for a girls weekend away from the day to day of work and kids. We had the most amazing time at this modern but charming home. Throughout...
    5 of 5 stars Reviewed January 7, 2015
    We had the pleasure to stay for two weeks at the W home on North Captiva. This lovely decorated house amidst palm trees and close to a lake really is a little paradise. We enjoyed...
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    1 / 10
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Refrigerator
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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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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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
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    1 / 33
    5 of 5 stars (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 14
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    • Internet Access
    • Watersports Nearby
    • Water Views
    • There Are Tennis...
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    • Boat Available
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    • DVD Player
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    • Pet-friendly
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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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    Captiva Island, Southwest Gulf Coast 33924
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    1 / 24
    4.5 of 5 stars (17) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Hot Tub
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    • Boat Available
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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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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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed July 7, 2014
    I had the pleasure of staying at Rockstar for the July 4th weekend. The most impressive part(s) for me was the overall cleanliness of the home, the amazing beaches, and wildlife...
    4 of 5 stars Reviewed April 17, 2014
    My family really enjoyed our stay at the Rockstar Beach House. A few minor snags with lining things up, but the stay was perfect. The house was clean and comfortable with...
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    5 of 5 stars (23) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10
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    • Water Views
    • Air Conditioning
    • Internet Access
    • Deck
    • Boat Available
    • Stereo System
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed June 29, 2015
    This was our second trip to North Captiva Island for a family vacation. We had enjoyed the island very much on our first trip and decided to take another. We opted for a larger...
    5 of 5 stars Reviewed June 8, 2015
    This was my first time traveling to Captiva and were my expectations blown away! This is the perfect getaway for a long weekend or even longer! Sarah was amazing in helping me and...
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    1 / 25
    5 of 5 stars (52) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10
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    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    • Stereo System
    • Water Views
    • Hot Tub
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Newer construction 4 bedroom 2 1/2 Bath Large 3 story home with Private heated Pool. 5 Story Observation tower with 360 degree views. OPEN floor plan with large great room kitchen area on 3rd floor with large screened in Lanai offering Alfresco dining. 10 foot ceilings and 8 foot doors and... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed March 19, 2015
    This is a great rental house. It has absolutely everything you need for a super time on North Captiva. This was our third stay here and we are already reserved for next year. The...
    5 of 5 stars Reviewed February 2, 2015
    Amazing home with everything you will need to truely getaway. We couldn't be more happy with our stay at Los Olas. The owners are wonderful, and we hope to get a chance to go back...
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    1 / 42
    5 of 5 stars (3) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 12
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    • Satellite TV
    • Air Conditioning
    • Water Views
    • Deck
    • Boat Available
    • Internet Access
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
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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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    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed July 13, 2015
    Loved the house. It was spacious We were not at all crowded and there were 12 of us. Enjoyed the pool and the game room. The crows nest was awesome especially fir morning g...
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    1 / 49
    5 of 5 stars (11) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8
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    • Grill
    • Patio
    • Refrigerator
    • Air Conditioning
    • Internet Access
    • Washer
    • Gym
    • Deck
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
    About this property
    Inquire about our JUNE SPECIAL!! New , new , new !! Fish in your back yard off the dock, Play in your private heated pool, Entertain on your cabana / pool deck, Watch sun rises, and sun sets from your observation deck or find your private nook away from it all. There are four bedrooms including... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed June 28, 2015
    As SWFL residents, our family of four makes frequent visits to N. Cap. This was our first stay at Rum Cove, but it won't be our last. The house and property are well-kept and...
    5 of 5 stars Reviewed May 27, 2014
    Location, location, location! We have stayed on North Captiva Island for over 15 years and this is one of the few rental locations with private boat dockage. Even with the...
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    1 / 37
    5 of 5 stars (2) Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 24
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    • Waterfront
    • Playground
    • Ocean Views
    • Satellite TV
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • Private Outdoor...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Our elegant Bali Hi Estate is a three-acre property, located in the heart of Captiva Island right on the beach of the Gulf of Mexico. Lush, award winning landscaping and over 400 feet of depth from Captiva Drive make this secluded estate the perfect venue for family vacations and private events.... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed August 30, 2015
    Absolutely loved staying at this property. The home was perfect for our extended family. We were able to have a private chef dinner (chef recommended by the owner) that was out...
    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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    1 / 24
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    Amenities & Details
    • Stereo System
    • Satellite TV
    • Internet Access
    • Deck
    • Shared Outdoor Pool...
    • Air Conditioning
    • DVD Player
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Hear the gentle rattle of the palms while taking in a fresh Ocean breeze at Island Pearl! Designed to anticipate your every need, Island Pearl is well equipped to entertain up to 10 people and just steps to the beach with a private pool and loaded with amenities! This 4 story house has fantastic... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed January 26, 2015
    My fiance and I had the hardest time deciding when and where to get married; we settled on a small island wedding on North Captiva Island and were not disappointed. We had a...
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    $6,300
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    1 / 28
    4 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Balcony
    • Satellite TV
    • Dryer
    • Water Views
    • Washer
    • Grill
    • Refrigerator
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Gentle coastal breezes, warm Gulf water, 2 1/2 miles of driftwood-strewn pristine beachfront, abundant sea and wildlife await you and your guests in the privacy of the small enclave on peaceful Upper Captiva Island. Perfect for disconnecting from everyday interruptions, this 4 bed/2 bath newly... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    From
    $1,350
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    1 / 46
    4.5 of 5 stars (26) Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 12
    Overview Reviews (26) Make Inquiry
    Overview Reviews (26)
    Amenities & Details
    • DVD Player
    • Deck
    • Water Views
    • Washer
    • Stereo System
    • Satellite TV
    • Internet Access
    • Air Conditioning
    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 11/30-4/8/16 ONLY THE MAIN HOUSE IS AVAILABLE DURING THAT TIME AND IT SLEEPS A MAXIMUM OF 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... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed August 15, 2015
    Please see my very long review on VRBO ( Scott K from Florida - http://www.vrbo.com/342905) as it contains alot of detail on our stay. Overall the experience with my large group...
    5 of 5 stars Reviewed May 18, 2015
    Travelled to North Captiva with the family for my wedding on the island in April 2015. Everyone was blown away when we walked into Runway Blues. It was exactly what we were hoping...
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    $400
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    1 / 27
    4.5 of 5 stars (5) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10
    Overview Reviews (5) Make Inquiry
    Overview Reviews (5)
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Ocean Views
    • Shared Tennis Court
    • Wi-Fi
    • Watersports Nearby
    • Water Views
    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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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    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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    $5,103
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    1 / 32
    4 Bedrooms, 5 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Balcony
    • Terrace
    • Ceiling Fans
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
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    About this property
    Experience unique touches of luxury in this gorgeous Captiva Island vacation home named “Sea Esta.” Situated just a short walk from the beach in the Captiva Village area, this home is nestled close to restaurants, shops, art galleries and more! This three-level home features 3 king master bedroom... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast
    From
    $315
    / Night
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    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Reviews (2) Make Inquiry
    Overview Reviews (2)
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Dryer
    • Shared Outdoor Pool...
    • Satellite TV
    • DVD Player
    • Deck
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Nestled in the shade of a giant sea grape tree, Calliope Cottage is the perfect spot to rest after a day of island adventure. Come in your own boat or take the water taxi across beautiful Charlotte Harbor to North Captiva Island where you will be greeted island style and shown to the cottage by... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast
    4 of 5 stars Reviewed March 22, 2015
    Let's get the ONLY snafu out of the way up front: the Internet was not functioning when we arrived (which meant, also, that Netflix was unavailable) and the team at the...
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    $370
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    1 / 10
    5 of 5 stars (4) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2
    Overview Reviews (4) Make Inquiry
    Overview Reviews (4)
    Amenities & Details
    • Washer
    • Stereo System
    • Water Views
    • Boat Available
    • Air Conditioning
    • Internet Access
    • Waterfront
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    About this property
    This getaway Cottage sits on the beach of Upper Captiva Island an unbridged Island, six miles off-shore. Come enjoy fishing from the private pier; kayaking,hiking, biking, nature photography, birding,or just relaxing under the umbrella at the table observing the dolphin and wildlife by the private... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed October 23, 2014
    This was our second stay at Caper Beach Cottage and it was just as wonderful as last year. We enjoyed being right on the beach and the cottage is absolutely charming.Every morning...
    5 of 5 stars Reviewed June 24, 2014
    I cannot recommend this cottage enough. Pack your food, drinks, toothbrush and bathing suit everything else is provided. We had the most romantic, relaxing time ever. We had...
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    $4,550
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    1 / 53
    5 of 5 stars (17) Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 12
    Overview Reviews (17) Make Inquiry
    Overview Reviews (17)
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Private Outdoor...
    • Watersports Nearby
    • DVD Player
    • Hot Tub
    • Water Views
    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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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    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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    $719
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    1 / 15
    4 Bedrooms, 4 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Ceiling Fans
    • Water Views
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    With its sought-after beachfront location and screened-in private pool and Jacuzzi, you can experience the best of both worlds at this newly-upgraded Captiva Island vacation home named 'Winshall Home!' Enjoy scenic views of white sand dunes and clear-blue waters of the Gulf from this 4-bedroom,... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast
    From
    $1,950
    / Week
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    1 / 56
    5 of 5 stars (13) Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 12
    Overview Reviews (13) Make Inquiry
    Overview Reviews (13)
    Amenities & Details
    • Satellite TV
    • Stereo System
    • Air Conditioning
    • Internet Access
    • Water Views
    • Deck
    • Hot Tub
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    North Captiva Island dream vacation home with 5 bedrooms, accepting up to 12 guests per rental. Huge private heated pool and large private sun-decks offer the best of both worlds. Just a short walk from the neighborhood's beach and located right at the start of the preserve beach trail, leading to... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed April 9, 2014
    This was our fourth visit to North Captiva and our first to Windswept. It was the perfect house for our group of 8: 6 adults and 2 teens. We found the opportunity to stay in such...
    5 of 5 stars Reviewed August 21, 2013
    There were 3 different families in our party and we had a truly memorable holiday. Just what was needed after 4 hectic days in New York-complete peace and relaxation. Wendy and...
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    $360
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    1 / 21
    4.5 of 5 stars (12) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5
    Overview Reviews (12) Make Inquiry
    Overview Reviews (12)
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Deck
    • DVD Player
    • Private Outdoor...
    • Satellite TV
    • Water Views
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Turtle Trax is a lovely three bedroom beach view pool home. This cozy home is professionally decorated and has sweeping views of the Gulf of Mexico and sunsets. Turtle Trax is a lovely quaint cottage just steps away from the Gulf Beaches. Situated on a nice over sized lot, this home affords extra... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    From
    $350
    / Night
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    1 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 7
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Waterfront
    • Deck
    • Shared Outdoor Pool...
    • Air Conditioning
    • Washer
    • Internet Access
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This lovely beachfront home has a private beach and two large open porches overlooking the water. Watch the dolphin go by and see the tarpon jumping in the sun. If you like to fish, this beach is the premier spot on the island near Captiva Pass. Head down to the North Captiva Island Club, included... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    From
    $357
    / Night
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    1 / 33
    4.5 of 5 stars (3) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6
    Overview Reviews (3) Make Inquiry
    Overview Reviews (3)
    Amenities & Details
    • Satellite TV
    • Waterfront
    • Washer
    • Internet Access
    • Children's Pool
    • Stereo System
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Marvel at the stunning views of the Gulf from this beautiful newly (2014) renovated three bedroom, two and one half bath Townhome. Walk into the expanded living room enclosed with floor to ceiling windows overlooking the Gulf of Mexico providing very wide ocean/sunset views. Open the sliders to... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed May 13, 2015
    We have stayed here twice, both for spring break. The location of the rental is pretty perfect: across the street from a beautiful beach, within a short driving distance to fun...
    4 of 5 stars Reviewed April 3, 2015
    We were very pleased with the unit. Excellent setup for two couples and a couple of kids, and well appointed. We particularly appreciated all of the beach gear that came with the...
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    $380
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    1 / 24
    3.5 of 5 stars (18) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (18) Make Inquiry
    Overview Reviews (18)
    Amenities & Details
    • Deck
    • Internet Access
    • Satellite TV
    • Air Conditioning
    • Private Outdoor...
    • Water Views
    • Hot Tub
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This cozy two bedroom pool home is like brand new! Fully equipped! Osprey nest is a lovely brand new home with private pool and jacuzzi. This lovely home is interior decorated light contemporary thought through for comfort for a small family up to 6 people. You will enjoy flat screen TV's in every... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    4 of 5 stars Reviewed April 13, 2015
    The house was nice and very close to beach. The hot tub was new and nice. We did have to have the pool person come and change the chemicals once though because the island has...
    2 of 5 stars Reviewed April 2, 2013
    We travelled from the UK with two young children and loved North Captiva and the whole holiday - it's a great place to visit and we all loved it. Beautiful beaches, lots of...
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    $350
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    1 / 24
    4 of 5 stars (26) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Reviews (26) Make Inquiry
    Overview Reviews (26)
    Amenities & Details
    • Air Conditioning
    • Shared Outdoor Pool...
    • Internet Access
    • Satellite TV
    • Dryer
    • Waterfront
    • DVD Player
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Sit right back and watch the waves go by. This delightful 2 bedroom & 2 bath beach house will lift you into the beach vacation of your dreams! Walking through the classic beach entrance gate before a grove of palms, you arrive at the beach house and are immediately welcomed by a chic and... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    4 of 5 stars Reviewed May 17, 2015
    While this may not be the fanciest house on the island, it is by far the best location! Truly right on the beach. The pictures are very accurate, it was clean, very comfortable...
    2 of 5 stars Reviewed July 7, 2013
    I'm going to start by saying that the biggest problem with this property is that the NCICR continues to allow it in their rental pool.having been to North Captiva Island before...
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    $2,200
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    1 / 18
    3 Bedrooms, 3 Bathrooms, Sleeps 7
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Washer
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Deck
    • Shared Outdoor Pool...
    • Internet Access
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Captiva Isles is a beautiful beach cottage located less than 200 feet from the Gulf of Mexico. There are fantastic water views from the upstairs porches that are both screened and unscreened. Our location, just steps from the beach, offers an incredible location with great sunsets and views of the... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    From
    $2,490
    / Week
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    1 / 28
    5 of 5 stars (11) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10
    Overview Reviews (11) Make Inquiry
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    Amenities & Details
    • Water Views
    • DVD Player
    • Shared Tennis Court
    • Wi-Fi
    • Ocean Views
    • Air Conditioning
    • Satellite TV
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Recipient of 'Top Vacation Rental' Award by TripAdvisor/FlipKey ! Exotic and lavish furnishings from faraway places await you at this prof-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... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed August 5, 2015
    Cannot say enough great things about this home! The homeowner was so easy to work with and made our stay and booking hassel free! The Manager who lived on the island was...
    5 of 5 stars Reviewed July 8, 2015
    Our vacation stay at the Compass Rose was awesome! We loved everything about it! The beach and water views from the decks are beautiful. The furnishings in the house are better...
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    From
    $1,780
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    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Deck
    • Satellite TV
    • Washer
    • Internet Access
    • Shared Outdoor Pool...
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    When staying at Sea Fever you will totally relax in this spacious open floor plan with high ceilings, beautiful tile floors, granite counter tops and stainless appliances. Tucked in a hammock of foliage for privacy and nature. Enjoy all the amenities within walking distance at the North Captiva... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast
    From
    $430
    / Night
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    1 / 24
    4.5 of 5 stars (7) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Reviews (7) Make Inquiry
    Overview Reviews (7)
    Amenities & Details
    • Deck
    • Satellite TV
    • Water Views
    • Internet Access
    • Hot Tub
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Rent this spacious home full of light and color with magnificent views of Captiva Pass, Cayo Costa and the Gulf. Fish Tales beckons through a colorful front entrance door to the bedroom level. To your right find the den/fourth bedroom which offers a daybed and hideaway cot. Adjacent is the third... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    3 of 5 stars Reviewed January 8, 2014
    We stayed at Fish Tales in North Captiva Island for five nights in December with a family of 8. The house was bright and spacious. It has large principal rooms and many wonderful...
    5 of 5 stars Reviewed July 22, 2013
    The house was great! It was comfortable and had everything we needed but If you bring kids, bring your own beach toys. You can get 4 chairs from the island rental and that is...
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    $580
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    1 / 24
    4 of 5 stars (9) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Reviews (9) Make Inquiry
    Overview Reviews (9)
    Amenities & Details
    • DVD Player
    • Waterfront
    • Air Conditioning
    • Deck
    • Internet Access
    • Hot Tub
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This 4 bedroom home has the best views on the island! Walk out your door onto the beach. Pelican point, brand new (Dec 2007) 4 bedroom luxury home only 12 steps to the Gulf of Mexico waters. Only a sugar white sand beach seperate you and the Gulf of Mexico. Enjoy some of the most incredible views... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    3 of 5 stars Reviewed December 19, 2012
    We stayed at Pelican Pointe over the Thanksgiving holidays. This property offers the best location, the best views, hot tub with views and elevator. The owners/management need...
    4 of 5 stars Reviewed July 2, 2012
    This is a pretty well equipped home. However, we arrived during Tropical Storm Debby and the entire island was flooded. The golf cart would not go through the roads that were now...
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    $543
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    1 / 8
    5 of 5 stars (4) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10
    Overview Reviews (4) Make Inquiry
    Overview Reviews (4)
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Dryer
    • Water Views
    • Air Conditioning
    • Grill
    • Washer
    • Deck
    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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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    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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    $400
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    1 / 24
    3 of 5 stars (14) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Reviews (14) Make Inquiry
    Overview Reviews (14)
    Amenities & Details
    • Internet Access
    • Deck
    • Air Conditioning
    • Waterfront
    • Hot Tub
    • Satellite TV
    • DVD Player
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Best location on the Island!! Directly on the beach with sweeping gulffront views. 2 Bedroom, 2 Bath This 2 bedroom, 2 bath home is directly on the beach. The perfect beach cottage. 1000 square feet of living space. The home has a great beachfront bar to hang out and watch the sunsets. On the... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed September 11, 2014
    This house was perfect for our family. It was exactly as described on the website. Nicely decorated and very clean. We definitely want to return to NCI and rent this house...
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    $2,800
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    1 / 46
    5 of 5 stars (56) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 12
    Overview Reviews (56) Make Inquiry
    Overview Reviews (56)
    Amenities & Details
    • Satellite TV
    • Watersports Nearby
    • Waterfront
    • Hot Tub
    • Air Conditioning
    • Shared Tennis Court
    • Private Outdoor...
    • Internet Access
    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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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed August 4, 2015
    Read the title of this house "New Lux Beach Front Home w/ Pool/Spa". It is exactly what you get. Me and my wife, our two sons and 6 grandchildren (age 3-15) had a wonderful stay...
    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...
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    4.5 of 5 stars (16) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Amenities & Details
    • Air Conditioning
    • Deck
    • Balcony
    • Shared Outdoor Pool...
    • Washer
    • Satellite TV
    • Water Views
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This spacious 4 bedroom home is by far one of the best values on North Captiva Island.This wonderful property has brand new owners, a new name, Isle Be There, (formerly called Snail’s Pace), and a number of upgrades, both inside and out, to make your stay most relaxing and comfortable. The grounds... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33945
    4 of 5 stars Reviewed December 5, 2014
    We had a great time. Once we figured out logistics of food, transportation everything was great. Kids were looking at property to nuy. House was good. We were comfortable and...
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    4.5 of 5 stars (12) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Overview Reviews (12)
    Amenities & Details
    • Private Outdoor...
    • Water Views
    • DVD Player
    • Satellite TV
    • Internet Access
    • Dryer
    • Air Conditioning
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Isla Vista Pool Home w/spacious wood deck surrounding it. Kitchen/Living Room/Dining Area/sm Bath/ Screen Decks Queen Master Bedroom w/Private Bath/Queen Guest/2nd-Queen Guest/Twin Guest-all w/Shared Bath/Laundry Room/Charcoal Grill. Internet Access. Very Private Area. There is a 5 night minimum A... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    From
    $3,300
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    1 / 22
    4 of 5 stars (18) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Reviews (18) Make Inquiry
    Overview Reviews (18)
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Deck
    • DVD Player
    • Waterfront
    • Hot Tub
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    4 Bedroom, 2.5 Bath Home Just Steps From The Beach. This gorgeous beach front home is over 2900 square feet under a/c and 4000 square feet of total living space. The home has slider doors and wrap around porches on all sides. In this amazing home, you are reminded of the lovely lush vegetation and... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    3 of 5 stars Reviewed April 6, 2014
    Wit's End is set on a beautiful, natural beach, on a rare, peaceful island off Florida. The house is in good condition, in general, but there are a few big problems. It is...
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