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Villas and Holiday Rentals in Captiva Island, FL

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    Travellers to Captiva Island are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 25
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    1 / 18
    5 of 5 stars (3) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    1 / 17
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 24
    5 of 5 stars (4) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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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
    Location Information
    Captiva Island, Southwest Gulf Coast
    5 of 5 stars Reviewed 7 January 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 / 14
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Harbourside Guest Room 2 Queen Beds at the South Seas Island Resort: These guestrooms are located at the prestigious North Pointe, the center of many of the Resorts activities. From the open balcony guests may watch yachts and sailboats in South Seas Marina, or they may watch dolphins and manatees... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    1 / 11
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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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
    1 / 17
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Two Bedroom Beach Villa with One King Bed, 2 Twin Beds and a Sleeper Sofa: These superior vacation villa accommodations, located at the South End of the Resort, off the best of Captiva Island. The Gulf of Mexico and the 2.5 miles of pristine white-sand beaches are just yards away, accessible by... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    1 / 16
    5 of 5 stars (4) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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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
    Location Information
    Captiva Island, Southwest Gulf Coast
    5 of 5 stars Reviewed 27 January 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...
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    1 / 10
    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
    1 / 12
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    One Bedroom Beach Villa with One Queen Bed plus Sleeper Sofa: From a screen balcony, guests enjoy views of the Gulf of Mexico, pristine white-sand beaches and stunning Captiva sunsets. These villas are situated in the South End of the resort and are approximately 100 yards from the sandy beaches,... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
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    1 / 15
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    One Bedroom Bayside Villa - One King Bed plus Sleeper Sofa: From a large screened balcony, guests can revel in tranquil views of the Bayside Marina of Pine Island Sound and the mangrove forest. Located in the South Village area of the resort, they are a short walking distance to the beach,... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    1 / 26
    5 of 5 stars (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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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
    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 19 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 / 10
    4.5 of 5 stars (8) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    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
    Location Information
    Captiva Island, Southwest Gulf Coast
    5 of 5 stars Reviewed 7 August 2016
    Such an amazing place. All you need to bring is food and drinks. Gary provides towels and dishes as well as paper products. You are literally steps from the sound where you can...
    4 of 5 stars Reviewed 28 February 2016
    We loved it here. The location is perfect and the amenities plentiful. The cottage was very comfortable for 2 people and very clean. The photos in the listing are accurate, but...
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    1 / 23
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • x
    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
    Location Information
    Captiva Island, Southwest Gulf Coast
    5 of 5 stars Reviewed 28 July 2016
    Where to begin with this lovely vacation house..... First of all, it's a home and not just a house. This rental is beautifully decorated with vibrant colors and thoughtful...
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    1 / 24
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • x
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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
    1 / 14
    5 of 5 stars (1) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Bydesign on the beach south is a Gulf front retreat that encourages relaxation and embraces the nature & wildlife of the Gulf of Mexico. Experience this extraordinary part of the barrier islands and take home magical memories. This has been a haven for our family and friends, and we welcome... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    1 / 18
    4.5 of 5 stars (5) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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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
    3 of 5 stars Reviewed 16 July 2016
    Rented bikes and came to the pool before we got the keys to our house at the realtor. Property manager was very rude and chastised us. He even followed us off the property down...
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    1 / 39
    4.5 of 5 stars (10) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    ***BOOK FOR 2016 NOW!!!*** (Ask about our reduced Fall rates!) 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... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    5 of 5 stars Reviewed 6 June 2016
    This house is the most relaxing and accommodating place we've ever stayed. The view is spectacular. Something for everyone. Brought boat for fishing. Walking distance to...
    5 of 5 stars Reviewed 8 March 2016
    Our family has rented this home for the past six years. We have consistently had great experiences. The property and the house are in great shape, with new furniture for 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
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    • x
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    • x
    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
    1 / 24
    5 of 5 stars (19) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Terrace
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    • x
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    • x
    About this property
    Beach house just 30 steps to the surf! 4 bedroom, 3 bath with over 2500 square feet of living space. Perfect Placement is a lovely brand new like beachfront home just steps to the beach. Walk directly to the beach from this lovely home. Perfect placement has over 2500 square under a/c with lovely... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    5 of 5 stars Reviewed 19 March 2015
    We absolutely loved Perfect Placement and North Captiva Island. The house is spacious and is steps from he beach. Beautiful sunsets! There were 7 of us, including a 5yo and a...
    5 of 5 stars Reviewed 28 January 2015
    Do yourself a favor and add this experience to your travel bucket list. You might end up like my family and this place become an annual trip. Everyone in my family agreed that...
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    1 / 24
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • ?
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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
    Location Information
    Captiva Island, Southwest Gulf Coast
    5 of 5 stars Reviewed 30 May 2016
    Here for destination wedding. Group of 64 spread through several rentals. This was our center hub of the week. Great kitchen made desserts and pa small rehearsal diner a beach...
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    1 / 24
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    LongLook BeachHouse is an amazing 3 bedroom, 3 bath home directly on the Gulf of Mexico. What an experience you will have watching incredible sunsets at LongLook Beachhouse. Just a few steps onto the beach from this lovely home! The level of comfort when staying at LongLook is astounding! There is... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    1 / 26
    5 of 5 stars (23) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Utopia best describes the experience you will feel when you stay at the CINCO DE MAYO beach house. Rest, relaxation and a sense of home will be yours while you enjoy your stay. The Fifth of May is when we found our paradise and thus the name of our home. CINCO DE MAYO is located conveniently... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    5 of 5 stars Reviewed 29 June 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 8 June 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 / 53
    5 of 5 stars (17) Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • x
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    • 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
    Location Information
    Captiva Island, Southwest Gulf Coast
    5 of 5 stars Reviewed 29 May 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 13 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...
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    1 / 21
    5 of 5 stars (13) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    VERY PRIVATE AND ROMANTIC ONLY 300 STEPS TO BEACH - 2 BED/2BATH HOUSE W/PRIVATE POOL/HOT TUB W/GULF VIEWS. Newly furnished lovely 2bed/2bath house QUEEN bed in master bedroom and a Queen bed and Daybed in the other bedroom w/kitchen w/stainless steel appliances, LR,DR, with own private heated... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    5 of 5 stars Reviewed 12 August 2016
    Spent five nights at The Little Oasis with my wife and three little boys and we all had a great time. The ferry service is very well run and actually makes the trip to the island...
    5 of 5 stars Reviewed 7 December 2015
    My husband and I went to North Captiva Island for our honeymoon, and we will definitely be returning! The Little Oasis was the perfect house for us and it was so nicely kept...
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    1 / 23
    4.5 of 5 stars (18) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • 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
    Location Information
    Captiva Island, Southwest Gulf Coast
    5 of 5 stars Reviewed 21 March 2016
    We stayed here 14th-21st Feb. Group of 8 - 4 adults and 4 children age range 4 to 18. The house was in an excellent position. Very well maintained and the decor was lovely...
    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...
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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
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    • Pet-friendly
    • Child-friendly
    • x
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    • 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
    Location Information
    Captiva Island, Southwest Gulf Coast
    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 21 August 2013
    There were 3 different families in our party and we had a truly memorable holiday. Just what was needed after 4 hectic days in New York-complete peace and relaxation. Wendy and...
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    1 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Windows on the Water is a lovely 2 bedroom beach cottage just a few steps to the shore. What amazing views from this tastefully decorated beach house. The living area is spacious with a nice dining table, larger modern kitchen and plenty of comfortable seating. Of the living area is a lovely sun... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    1 / 24
    3.5 of 5 stars (7) 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
    1 / 49
    5 of 5 stars (11) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
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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
    5 of 5 stars Reviewed 28 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 27 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 / 42
    5 of 5 stars (3) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Waterfront
    • Air Conditioning
    • Satellite TV
    • Patio
    • Washer
    • Internet Access
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Large 5 bedroom North Captiva house, literally surrounded by decks. Provides breathtaking views of the Gulf and bay. Rum Point is the perfect home for family vacations. There is plenty of room inside and out. Outside the home is surrounded on 4 floors by decks and has a spacious deck around the... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    5 of 5 stars Reviewed 13 July 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 / 33
    5 of 5 stars (1) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Satellite TV
    • Air Conditioning
    • Washer
    • Balcony
    • DVD Player
    • Grill
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    4 BR/5 BA – CAPTIVATION- Relax above the coconut palms. Secluded Preserve home with Ocean to Gulf Views – Screened Pool and Bar/Gaming Area - Resort Privileges, Two golf carts:Remodeled Luxury 4 BR/5 BA – Close to beach, Island Club and Preserve, yet a private, quiet hideaway! Enjoy your Upper... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    1 / 33
    5 of 5 stars (36) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Parking
    • Grill
    • Air Conditioning
    • Washer
    • Private Outdoor...
    • Wi-Fi
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Experience the laid back Captiva Island lifestyle with this classic 2 br, 2 full bath cottage, just 150 yards off the beach. Sleeping 6, its private, secluded, screened and large 26 x 14 foot heated pool (with Mermaid mosaic on the pool floor) is off the double French doors of the living room. The... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    5 of 5 stars Reviewed 7 February 2016
    What a lovely home! There is so much to do on Captiva, or you can do nothing and float in the pool all day. (Our choice). This house is really well cared for and we lacked for...
    5 of 5 stars Reviewed 4 August 2014
    After reading several reviews regarding The Mermaid House we signed up. Everything was just as advertised and our Hosts were excellent to work with. Small quant home; just the...
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    1 / 32
    5 of 5 stars (7) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Housekeeping...
    • Hot Tub
    • Waterfront
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    NEW OWNERS - Renovated August 2013 3BR/2.5BA - SLEEPS UP TO 8 PEOPLE - PRIVATE POOL – PRIVATE HOT TUB – INDOOR/OUTDOOR INTERNET – SMALL PETS OK - RESORT PRIVILEGES INCLUDED Beach Therapy melts away your problems as your private oasis with a Private Pool and secluded Hot Tub. Enjoy Gulf to Bay... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    5 of 5 stars Reviewed 1 July 2015
    the service we received was great, the property was clean and everything worked, the location was very centralized, amenities were very good, we loved everything about the...
    5 of 5 stars Reviewed 6 May 2014
    This is a review for 107 Beach Therapy located on North Captiva Island. The house is absolutely stunning! We went for a short weekend vacation with our son, his girlfriend, and...
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    1 / 20
    5 of 5 stars (9) 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
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Ricks Retreat is a charming ground-level home on a beach street located in the village area of Captiva. A short walk to restaurants, shops and galleries, and a 3 minute walk to the most beautiful beach at the end of the sandy lane. Originally built by Bette Davis, Rick is the 3rd owner. Simple,... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    4 of 5 stars Reviewed 3 February 2016
    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 (3) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Porch
    • Outdoor Dining Area
    • Grill
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This is is a great beach vacation home 75 steps from beach, tennis and pool, a short walk to restaurants and shopping. It has 2 bedrooms, 2.5 baths, and beautiful views. Spend the day at the beach, watch a memorable sunset, and dine overlooking the Gulf. Enjoy the best possible location on... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    5 of 5 stars Reviewed 31 March 2016
    It is very hard to imagine what one could want in a vacation that is not available here. Beautiful beach, boating on the bay, a beautiful home with all the amenities. The pool...
    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...
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    1 / 22
    4 of 5 stars (18) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Washer
    • DVD Player
    • Waterfront
    • Hot Tub
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Captiva Island, Southwest Gulf Coast
    3 of 5 stars Reviewed 7 April 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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    1 / 30
    5 of 5 stars (14) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travellers have booked this property
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    • Hot Tub
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Private Outdoor...
    • Patio
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    THE LITTLE ARK (please note: cleaning fee $150 required and club membership fee $75 optional will not appear in booking charges if you book online. These two fees are only payable by check and mailed to owner) The vacation of a lifetime is awaiting those who are will to journey to paradise and... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    4 of 5 stars Reviewed 18 July 2016
    It was our first time visiting the North Captiva and we had a blast. There was a lot to do and to see High-light of the trip: -Ferry ride from Pine Island to North Captiva...
    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...
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    1 / 36
    5 of 5 stars (8) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Housekeeping...
    • Wi-Fi
    • DVD Player
    • Washer
    • Satellite TV
    • Balcony
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Only a one block walk to Captiva Village shops and restaurants, this property is in top condition and equipped with everything you need to enjoy a romantic or family vacation to the fullest. You do not need to pack beach towels (8 are provided), nor do you even need to buy aluminum foil or ZipLock... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    5 of 5 stars Reviewed 30 May 2016
    My family and I have had the pleasure of staying in this beautiful house 4 times. The house is located in a great location within walking distance of the ocean, restaurants and...
    5 of 5 stars Reviewed 17 August 2014
    We loved our stay at #48. It had everything we could ever need for our family of five (5 yr-11yr olds) and it was a perfect location to the town center of Captiva, pool, beach...
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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
    • Child-friendly
    • ?
    • Smoking allowed
    • 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
    Location Information
    Captiva Island, Southwest Gulf Coast
    3 of 5 stars Reviewed 8 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 22 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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    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
    • Washer
    • Private Outdoor...
    • Satellite TV
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    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.
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    1 / 20
    5 of 5 stars (8) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Washer
    • Patio
    • Wi-Fi
    • Private Outdoor...
    • Grill
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Millertime Villa is a relaxing home with a lovely private pool, lots of amenities and a perfect location on beatiful Captiva Island. This is our tenth year renting our home with the goal of providing memorable Captiva Island vacations.<BR><BR>With 3 bedrooms and 2 full baths, this home comfortably... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    5 of 5 stars Reviewed 23 July 2016
    We very much enjoyed our stay at Millertime on Captiva Island. Upon arrival the house was spotless. It has an airy feel to it and it is beautifully decorated. Bedrooms are...
    5 of 5 stars Reviewed 26 January 2015
    The house is extremely comfortable and welcoming. We made great use of the pool and adjoining screened porch. All three generations of our family were able to feel right at home...
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    1 / 24
    4 of 5 stars (26) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
    • Satellite TV
    • Hot Tub
    • Air Conditioning
    • Washer
    • Balcony
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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
    5 of 5 stars Reviewed 11 March 2016
    We have stayed in North Captiva before but have never rented through the club. What a great experience!!!! Luggage service!!! Are you kidding me!!!! Priceless!!!! Great staff on...
    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...
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    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
    • Washer
    • Private Outdoor...
    • Grill
    • Air Conditioning
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Experience the laid back Captiva Island lifestyle in this beautifully decorated Key West inspired 3 bedroom and 3 bath beach home on the beachside of Captiva's village center. It's located on very popular Wightman Lane, a short, 3 minute stroll on our private, sandy lane to the beach. Captiva's... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    5 of 5 stars Reviewed 1 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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    1 / 19
    5 of 5 stars (6) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    other traveller has booked this property
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    • Patio
    • Waterfront
    • Air Conditioning
    • Internet Access
    • Washer
    • Grill
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Enjoy private beach in North Captiva Island .......... catch snook off your own private dock, Special rate for the week. The Pelican Brief is located on a tropical barrier island bordered by Pine Island Sound and the Gulf of Mexico and is situated west of Ft Myers, Florida. Accessible by boat,... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    5 of 5 stars Reviewed 30 November 2015
    My husband, adult daughter and young grandson stayed for a week over thanksgiving. House was great with outstanding view. This is right on the water and a very peaceful...
    5 of 5 stars Reviewed 26 March 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...
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    1 / 24
    4 of 5 stars (9) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Waterfront
    • Air Conditioning
    • Grill
    • Internet Access
    • Hot Tub
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Captiva Island, Southwest Gulf Coast
    3 of 5 stars Reviewed 19 December 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 2 July 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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    1 / 24
    4 of 5 stars (5) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Washer
    • DVD Player
    • Porch
    • Hot Tub
    • Grill
    • Shared Outdoor Pool...
    • Air Conditioning
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Located in one of the most undeveloped parts of the island and recently redecorated, Birds of Paradise is a delightful luxury vacation home Situated right next to the state land preserve, this home offers sweeping uninterrupted vistas of the Gulf over the nature preserve's palm trees. Indeed, in... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    1 / 38
    5 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • Balcony
    • Grill
    • DVD Player
    • Washer
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This unique luxury 5300 sq.ft. home ( recently remodeled ) is nestled on an acre of tropical charm with a 450 foot sandy driveway.There is deeded beach access directly across the road . Secluded on the pool side of the house is a tiny private beach and a private dock on Roosevelt Channel which... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    1 / 24
    4.5 of 5 stars (12) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Private Outdoor...
    • DVD Player
    • Grill
    • Satellite TV
    • Internet Access
    • Terrace
    • Air Conditioning
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Captiva Island, Southwest Gulf Coast
    1 / 25
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Direct beach access, great gulf views. A luxurious seaside home. All bedrooms have private baths and Samsung HDTV/DVD. All season porch and 4 composite decks, 28-foot pool and a hot tub. Enter the front door to find The Silver Seashell professionally designed in the charm of a seaside cottage. From... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast