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Houses in Captiva Island, FL

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    Travellers to Captiva Island are booking March dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 42
    5 of 5 stars (3) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    1 / 23
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    1 / 33
    5 of 5 stars (36) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 18
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    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
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 33
    4.5 of 5 stars (3) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
    • Waterfront
    • Washer
    • Children's Pool
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Wi-Fi
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Marvel at the stunning views of the Gulf from this beautiful newly (2014) renovated three bedroom, two and one half bath Townhome. Walk into the expanded living room enclosed with floor to ceiling windows overlooking the Gulf of Mexico providing very wide ocean/sunset views. Open the sliders to... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 14 May 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 3 April 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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    1 / 15
    5 of 5 stars (15) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
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    • DVD Player
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    • Hot Tub
    • Waterfront
    • Satellite TV
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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
    Location Information
    Captiva Island, Southwest Gulf Coast 33945
    4 of 5 stars Reviewed 1 December 2015
    My husband, our four children and I recently stayed a week on North Captiva Island over Thanksgiving week. The island is pretty isolated. You have to take a boat/charter to get...
    5 of 5 stars Reviewed 2 December 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...
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    1 / 20
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Welcome to The Gingerbread House on Captiva Island. This antique style cottage is set just 300 feet from the beautiful Captiva Island beaches. With 2 spacious bedrooms, 2 full bathrooms and a den that closes off to be a third bedroom, there is plenty of space for a family of four. Stay for a week... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 23
    4.5 of 5 stars (16) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Terrace
    • Washer
    • Satellite TV
    • Balcony
    • Shared Outdoor Pool...
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    • Child-friendly
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    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
    Location Information
    Captiva Island, Southwest Gulf Coast
    4 of 5 stars Reviewed 5 December 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...
    5 of 5 stars Reviewed 19 March 2014
    This home is very comfortable with everything that you need. The kitchen is well stocked with new equipment. The furnishings are all new and clean. The support from the club is...
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    1 / 20
    4.5 of 5 stars (13) Very good
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Air Conditioning
    • Internet Access
    • Balcony
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    • Private Outdoor...
    • Satellite TV
    • DVD Player
    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    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
    Location Information
    Captiva Island, Southwest Gulf Coast
    5 of 5 stars Reviewed 6 January 2016
    We lo ved this place , very clean and in perfect condition , Only one Word That said It all about this place, SPECTACULAR.
    5 of 5 stars Reviewed 1 May 2014
    The home was ideally located especially for the beach. There were no problems and we really felt comfortable. The pool being screened was an added plus. We really enjoyed the...
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    1 / 56
    5 of 5 stars (13) Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
    • Patio
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Grill
    • Hot Tub
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    North Captiva Island dream vacation home with 5 bedrooms, accepting up to 12 guests per rental. Huge private heated pool and large private sun-decks offer the best of both worlds. Just a short walk from the neighborhood's beach and located right at the start of the preserve beach trail, leading to... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 9 April 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 11 September 2013
    This was our third time to the island and our second time staying at Windswept. We stayed at Windswept the first visit but for our second visit we had to stay at a different home...
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    1 / 33
    5 of 5 stars (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Satellite TV
    • Air Conditioning
    • Washer
    • Balcony
    • DVD Player
    • Grill
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-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
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 9 July 2013
    This is the one place I actually got my kids to put their phones down. The only transportation on the island is golf carts. We could easily jump in the carts and run down to the...
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    1 / 24
    4.5 of 5 stars (7) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
    • Satellite TV
    • DVD Player
    • Internet Access
    • Hot Tub
    • Shared Outdoor Pool...
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    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
    Location Information
    Captiva Island, Southwest Gulf Coast
    3 of 5 stars Reviewed 9 January 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 23 July 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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    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Washer
    • Private Outdoor...
    • Air Conditioning
    • Internet Access
    • Patio
    • Hot Tub
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    With nearly 4000 square feet of living space this just completed luxury home has plenty of 'Island Living' space for everyone. The large wrap around decks and the 4th level 'Crows Nest', with a 360* view of the island,are just some of the bonuses to this fabulous home. Bayfront views of the intra... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 1234
    1 / 18
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Porch
    • Outdoor Dining Area
    • Grill
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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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
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 24 February 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...
    5 of 5 stars Reviewed 29 April 2012
    Hello Mary, We are slowly settling into home on a rainy, cool New England spring day! Your home provided us with the tranquil week we were hoping for. The accommodations were...
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    1 / 26
    5 of 5 stars (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Grill
    • Patio
    • Satellite TV
    • Washer
    • Waterfront
    • Hot Tub
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    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
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 3 December 2015
     “My fiance and I had been contemplating a destination wedding but we were not sold on the idea so I set out on an internet search to see what ideas we could come up with since we...
    5 of 5 stars Reviewed 20 November 2015
    This was the first time my wife and I rented a home. We are local to Fort Myers, FL and wanted to just have a quick getaway and to FEEL like we were on vacation away from our...
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    1 / 9
    5 of 5 stars (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
    • DVD Player
    • Washer
    • Grill
    • Balcony
    • Internet Access
    • Patio
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Sea Glass is a spectacular new 4 bedroom North Captiva home with fantastic views of both the Gulf and State Wildlife Preserve. With a short stroll to the beach, about 120 yards, this home is decorated with a Caribbean flair like few others on North Captiva. Two Master Suites and two additional... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 16 December 2010
    The beds are extremely comfortable, the views are perfect and it's only a 2 minute walk to the beach! Everything you need for the perfect stay are included. Heated pool, nice...
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    1 / 24
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Private Outdoor...
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    • Hot Tub
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    • Patio
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Please Note: Our home is only booked through Royal Shell Property Management on Captiva Island. All payments are made to Royal Shell Property Management. Please be aware that there are multiple internet fishing / email hacking scams that attempt to convince consumers to wire funds offshore. Our... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 34
    5 of 5 stars (28) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Satellite TV
    • DVD Player
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    • Grill
    • Air Conditioning
    • Patio
    Suitability
    • Pet-friendly
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    • Child-friendly
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    About this property
    Experience the laid back Captiva Island lifestyle in this beautifully decorated Key West inspired 3 bedroom and 3 bath beach home on the beachside of Captiva's village center. It's located on very popular Wightman Lane, a short, 3 minute stroll on our private, sandy lane to the beach. Captiva's... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 2 December 2015
    We rented Sun and Moon for Thanksgiving Week 2015 and I am so glad we did! The house is kept exceedingly clean and the owner, Larry, does a great job in tending to the little...
    5 of 5 stars Reviewed 3 August 2015
    We spent a week in the Sun and Moon house for the second time; first time was wonderful, second time even better. We are a family of 6 , with 3 kids. First, the location is a...
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Ocean Views
    • Patio
    • Washer
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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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
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 21
    5 of 5 stars (8) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • Air Conditioning
    • Porch
    • Grill
    • Washer
    • Parking
    • DVD Player
    • Satellite TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Ricks Retreat is a charming ground-level home on a beach street located in the village area of Captiva. A short walk to restaurants, shops and galleries, and a 3 minute walk to the most beautiful beach at the end of the sandy lane. Originally built by Bette Davis, Rick is the 3rd owner. Simple,... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    4 of 5 stars Reviewed 1 week ago
    This home is well suited for families with 3 large bedrooms, 1 living room, 1 den, and 2 baths. Private because of the tropical plants surrounding the home, yet in the heart of...
    5 of 5 stars Reviewed 25 March 2015
    We've stayed at Rick's Retreat two years in a row, and it's been wonderful both times. The house is in a perfect location; a half-block walk along a quiet, shady lane to the...
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    1 / 18
    5 of 5 stars (2) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Sauna
    • Internet Access
    • Hot Tub
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    • Patio
    • Air Conditioning
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    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
    Location Information
    Captiva Island, Southwest Gulf Coast 33945
    5 of 5 stars Reviewed 4 March 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...
    5 of 5 stars Reviewed 12 December 2013
    I have been going to North Captiva for 25 Years This charming island never disappoints! The Coral Reef was beautiful and Mark Ladner Was great to work with!
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    1 / 14
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Grill
    • Waterfront
    • Ocean Views
    • Washer
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Satellite TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    High end designer 4 bedroom 2.5 bath home just steps to 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... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 14
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Waterfront
    • Hot Tub
    • Washer
    • Porch
    • Internet Access
    • Air Conditioning
    • Private Outdoor...
    • Parking
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    You'll be Captiva-ted by these deluxe villas in Paradise! ...available for WEEKLY rental (Saturday schedule) Options include 2, 3 and 4 bedroom private pool homes, or beach front condos that sleep from 1-10 guests. ~ CAPTIVA BREEZE (4 BR & 4 bath, sleeps 2-10: 2 king, 4 twin, trundle) is our... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 32
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
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    About this property
    Near the village of Captiva and on the quiet 'Tween Waters stretch, you will find this completely restored and elegantly decorated beachfront cottage,island Bliss. It is truly a blissful stay as you open the shuttered doors and windows to hear the ocean waves and feel the warm breeze from the Gulf... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 39
    5 of 5 stars (2) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
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    • Pet-friendly
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    About this property
    Serendipity means a 'fortuitous happenstance' or 'pleasant surprise'. It was first coined by Horace Walpole in 1754. In a letter he wrote to a friend Walpole explained an unexpected discovery he had made by reference to a Persian fairy tale, The Three Princes of Serendip. The princes, he told his... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 16 January 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...
    5 of 5 stars Reviewed 28 June 2010
    We came here with our family of 6 + 1 guest and our good friends of 4, so a total of 11 in the house. It was so spacious and roomy, we did not feel at all crowded. The house was...
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    1 / 30
    5 of 5 stars (13) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Hot Tub
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    • Washer
    • Satellite TV
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    • Pet-friendly
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    • Child-friendly
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    About this property
    THE LITTLE ARK The vacation of a lifetime is awaiting those who are will to journey to paradise and beyond. The pace of the island is slow and relaxing, a great romantic getaway for couples or a chance to spend quality time with your family with memories that will last a lifetime. This... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 15 September 2015
    We had never been to the island and from other reviews it sounded like the perfect getaway.The little ark was very cozy and quiet and 5 days just wasn't long enough! We came here...
    5 of 5 stars Reviewed 2 August 2015
    My wife and four kids stayed at this impeccably clean and lovely house. The sunsets from the rooftop were fantastic. The owner did a fantastic job to make sure our stay was a...
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    1 / 24
    3.5 of 5 stars (6) Average
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Newly renovated 4 bedroom, 3 bath pool home ready for your family's next vacation in paradise. Lovely tropical décor with bright uplifting colors will take you on a fantasy journey that will slow the clocks… till you are on Island Time. This wonderful, 4 bedroom and 3 bath home will be just the... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    3 of 5 stars Reviewed 9 January 2013
    North Captiva is a beautiful place to visit! What a blessing! The island was a perfect balance:great shelling, fishing, the Club and restaurants, The employees and residents of...
    3 of 5 stars Reviewed 1 August 2012
    This home, which we have stayed in now four times, is in desperate need of care. Broken screen doors, old beds with old nasty sheets, leaky roof onto screened porch with no way...
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    1 / 24
    4 of 5 stars (25) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Just like new 1000 square foot gulf Breeze cottage with vaulted ceilings, sunken spa, large wrap around screened porch, great water views and tasteful furnishings. Gulf Breeze Cottage is truly the perfect name for this like new beach cottage. Just 100 yards to the Beach with direct beach access... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    3 of 5 stars Reviewed 25 January 2015
    I gave a average review based on all the problems we had the first 2 days. The unit is nice inside. The hot tub outside on the deck had nasty slimy stuff around the intake...
    5 of 5 stars Reviewed 1 October 2014
    We just stayed here and it was one of our favorite trips. I've just booked it again for November . The staff were great and very friendly. I also wanted to mention that it's dog...
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    1 / 14
    4.5 of 5 stars (4) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    About this property
    Green Flash North Captiva Island is over 2400 square feet of living space under a/c along with 350 square feet of open deck off the top living level and 350 square feet of screen porch area. This designer beach home has outstanding views of the Gulf of Mexico. This is the only home with 180 degree... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    3 of 5 stars Reviewed 31 December 2015
    The Green Flash is a great house with high quality amenities. The view from the upper level is fantastic. A great place to get away. However, there are many maintenance issues...
    4 of 5 stars Reviewed 20 October 2010
    At first we were a little skeptical of the isolation of the island; however, we discovered the beauty and marine life were fantastic. The fishing excursion was wonderful and we...
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    1 / 24
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    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
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 27 January 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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    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Bird of Paradise on Captiva Island offers a luxurious escape from the non stop hustle and bustle of everyday life. Whether you're looking for a quick, quiet romantic or family getaway or a more extended vacation adventure, this modern near beach home is the perfect vacation destination for relaxing... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 29
    5 of 5 stars (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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. Please note, the rental rate for our privately owned condo is considerably lower than most South Seas Island Resort rates for the same time period, however, our Marina... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 2 days ago
    We have thoroughly enjoyed our two-week stay here at your wonderful condo. It is such a peaceful area with beautiful views of dolphins, birds and sunsets. We have seen the most...
    5 of 5 stars Reviewed 31 December 2015
    We love Captiva! It is beautiful and so is this resort! This particular villa has a great view of the marina and the bay. We really enjoyed sitting out on the porch watching...
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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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
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 22
    4.5 of 5 stars (2) Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Internet Access
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    • Patio
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    • Pet-friendly
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    About this property
    This professionally decorated beach home is 2 years in the making. Key Lime Time was designed to accomodate up to 12 people comfortably. It offers every possible amenity you may desire for your vacation. The home is 4 floors starting with a lovely game room with full bath, pool kitchen, swimming... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    4 of 5 stars Reviewed 30 November 2010
    The house was beautiful and well appointed. It was clean and everything you might need was available. The highlight of the house is sitting on the rooftop porch and watching the...
    5 of 5 stars Reviewed 7 April 2010
    I would first like to say that the level of service that was given to my family by Sarah Rapp was superior. My family of 12 had never been to North Captiva, so we were a bit...
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    1 / 39
    4.5 of 5 stars (7) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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    • Pet-friendly
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    About this property
    ***BOOK FOR 2016 NOW!!!*** Welcome to Gearing Down! Enjoy a Captiva Island vacation home in luxury. Boasting an expansive floor plan with 4 bedrooms and 4 bathrooms that sleeps 8 comfortably, Gearing Down is a desirable bayside home. Witness breathtaking sunrises from the covered lanai overlooking... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 26 November 2015
    Yes, after 14 years it is finally time to reveal what my family and friends have been enjoying for the past 14 years. Captiva Bayfront (aka Grande Casa) is a spectacular and very...
    5 of 5 stars Reviewed 24 November 2015
    We were thrilled with this beautiful home. It is close to the action but removed just enough to feel private and quiet. It was stocked well for cooking and close to restaurants...
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Pet-friendly
    • Wheelchair access
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    About this property
    Located in a small beach-to-bay community on the scenic Captiva Island, this fully furnished and fully equipped cottage is just minutes away on foot from the beach. This home is ideally located near all the hot-spots of Captiva. The master bedroom has a queen-size bed, private bathroom and private... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 14
    5 of 5 stars (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
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    About this property
    Luxury living at its best! 4 bedrooms, two living rooms, game room, swimming pool and jacuzzi, snook lights, lovely decks with breathtaking views, and private dock! Solitude is an amazing home with over 3500 square feet of living space and over 5500 square feet of total living. This home is... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 25 April 2010
    The home is fabulous. It is beautifully appointed and designed for maximum utility for a large family or party of people. We had four of our five adult children along with my...
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    1 / 30
    5 of 5 stars (13) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
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    • Pet-friendly
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    About this property
    Beach Villa Sunset Dreams is a richly remodeled and appointed townhome with tropical beach décor for an unforgettable family vacation. The Villa is unique with awe inspiring direct gulf views and sensational sunsets, as well as sunrise views over the bay. The property is only 30 steps to the beach... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 01450
    5 of 5 stars Reviewed 13 December 2015
    Sunset Dreams was true to its name. Dan's home on Captiva was a wonderful experience for our extended family vacation. I was looking for a home to accommodate four generations...
    5 of 5 stars Reviewed 25 March 2015
    The decor was fresh and newly done. Wonderful colours and attention to detail. Kitchen well supplied and dishes matched decor. Bedrooms clean, pretty and comfortable. Sunsets...
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    1 / 28
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    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
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 24
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
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    About this property
    Imagine a beach vacation at a house that’s like your very own luxury beach resort called Gulf Dreams on-the-beach. The deed to this luxury beach house states that the property’s west boundary is the Gulf of Mexico. The house has 75 feet of private, white sand Gulf beach for your pleasure,... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 49
    5 of 5 stars (11) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Porch
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    • Pet-friendly
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    • Child-friendly
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    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
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 29 June 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 28 May 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 / 24
    4 of 5 stars (17) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • Child-friendly
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    About this property
    This comfortable 3 bedroom, 2 bath beachfront home is ideal for a family looking for a true island getaway. With its location and feel, it offers a truly memorable vacation! Situated very near the state preserve, this home's location is ideal as a starting point for beachcombing, shelling or... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    5 of 5 stars Reviewed 11 July 2014
    The house was perfect for my family of 5. The location is one of the best spots on the island too - on the beach and near the state land.
    4 of 5 stars Reviewed 2 April 2014
    We had a terrific stay on North Captiva in the Sunset Beach cottage. There was a perfect amount of things to do & time to relax on North Captiva Island for our family of five! It...
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    1 / 18
    5 of 5 stars (4) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    About this property
    Captiva Retreat (47 Sunset Captiva) is a 2,200 Sq.Ft. detached free-standing home with 2 private bedrooms (2 queens, bunk beds), private den with queen-size wall bed, loft with single bed, and three full bathrooms. It comfortably accommodates 8 guests. If you can't get by without checking... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 18 April 2014
    We stayed at this house for the first time in March 2014. Fantastic stay! We had 2 children in one room, and adults in the other two bedrooms, so we all had our space. The...
    5 of 5 stars Reviewed 12 April 2014
    My family and I stayed in this property for a month this past February 2014, we have stayed here many times before and continue to come back. The owner updates and maintains...
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    1 / 8
    5 of 5 stars (4) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
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    • Terrace
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    If you are looking for the best in luxury, then Island Queen should be your next vacation destination!! This lovely 4000 square foot four bedroom four bath North Captiva Island home has everything. Furnished with the highest standards, this a retreat like no other. This fabulous home is... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 6 September 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...
    5 of 5 stars Reviewed 20 August 2012
    This is my wife and my fifth visit to North Captiva. The Island Queen was our most enjoyable stay. The house has nearly everything that you could possibly need. The kitchen...
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    1 / 30
    4.5 of 5 stars (5) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Ocean Views
    • Washer
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    • Wi-Fi
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Come enjoy our spacious 4 bedroom, 3 bath luxury beach home, on a very private island! It will be a completely unique experience, and 'Shore to Please'! North Captiva Island presents guests with the ultimate in private island experiences. The island is located 5 miles off the coast of Florida and... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 16 October 2013
    We came to the island this summer and had a great family vacation. We loved staying in your home. Our extended family came which included 9 people (6 adults, 2 children and 1...
    5 of 5 stars Reviewed 12 October 2013
    We had such a great time in North Captiva and loved the house. We found the house to be very neat, clean, spacious and comfortable. The kitchen is well stocked. There is a huge...
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    1 / 39
    5 of 5 stars (6) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Washer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    Captiva Beach Sunset – Brand New Luxury 5 BR/5 BA – The Best of Everything! Location, location, location….this newly constructed eco-friendly beach house has it all. It is situated on one of the best gulf front locations on North Captiva featuring some of the widest beach areas on the island. The... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 24 June 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...
    5 of 5 stars Reviewed 31 August 2013
    We shared this home with another family for a week and it was fabulous. The house is immaculate and provides you everything you need. We loved the island and the location of this...
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    1 / 24
    4.5 of 5 stars (6) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Enjoy the Longboat Pearl for your next vacation getaway. Longboat Pearl is a 3 bedroom 2.5 bath home with a heated pool conveniently located minutes from the beach and just seconds from the North Captiva Island Club. Enjoy every possible amenity when staying at the Longboat Pearl. This gem is... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    5 of 5 stars Reviewed 4 April 2013
    I went with my husband and two little girls !!! We all have the most amazing experience !!! The peace ! The beach ! The comfort !!! Love north captiva !!! Im going again !!!
    5 of 5 stars Reviewed 20 July 2011
    As always, we had a great time on North Captiva Island! Loved the house - especially our private pool! It was a great vacation.
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    1 / 24
    4.5 of 5 stars (17) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
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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
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 8 July 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 17 April 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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    1 / 10
    5 of 5 stars (2) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    This stunning multi-level, multi-deck home is located just yards from the pristine North Captiva beaches of the Gulf of Mexico. This island beach rental is designed with comfort and luxury in mind, and with the utmost attention to capturing the beauty of the creation all around. Enjoy the Crews... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 12 June 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...
    5 of 5 stars Reviewed 23 April 2011
    My family and I stayed at the Crew's Nest over Thanksgiving. The house was wonderful. There is plenty of living space and a kitchen that is located in a central location of the...
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    1 / 33
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Hot Tub
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    • x
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    About this property
    Enjoy the breeze of the Gulf of Mexico from this four bedroom home’s rooftop sun deck after walks along the beach, swimming in your private, heated pool, dipping in the hot tub or gazing up at the stars. Every guest will find their own way to unwind whether by the private pool, playing on one of... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924