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Vacation Rentals in Captiva Island, FL

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All 142 Rentals in Captiva Island
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From
$250
Per Night
1 / 23
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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$450
Per Night
1 / 18
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4 Bedrooms, 4 Bathrooms, Sleeps 10
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$314
Per Night
1 / 25
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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$485
Per Night
1 / 30
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3 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Stove
  • Refrigerator
  • Parking
  • DVD Player
  • Hot Tub
  • Patio
  • Washer
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
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
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4 of 5 stars Reviewed July 19, 2014
After an extensive search of properties in the area we chose Sunset Dreams. A little more than we wanted to spend but the photos make this place look amazing. Booking was...
5 of 5 stars Reviewed July 15, 2014
From the reviews I had read, I had high expectations of this vacation home. All of them were met and more! Communication with owner and rental company was excellent. The home...
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From
$786
Per Night
1 / 38
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4 Bedrooms, 6 Bathrooms, Sleeps 10
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Amenities & Details
  • Refrigerator
  • Ceiling Fans
  • Grill
  • Dishwasher
  • Safe
  • Stereo System
  • Patio
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Luxury Beach Estate, Water Front and unforgettable views! 4 Bedrooms, 4 and 2 1/2 Baths, (Beds 8 To 10) Paradise Palms is the perfect retreat for your coastal adventures or for your relaxing beach vacation. This family vacation home is located on the barrier island of North Captiva. Just north... View all property information
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From
$142
Per Night
1 / 22
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4 Bedrooms, 3 Bathrooms, Sleeps 10
Details Reviews (15) Make Inquiry
Amenities & Details
  • Stove
  • Air Conditioning
  • Grill
  • Microwave
  • DVD Player
  • TV
  • Refrigerator
  • Pool
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • 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
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From
$3,500
Per Night
1 / 44
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9 Bedrooms, 9 Bathrooms, Sleeps 30
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Amenities & Details
  • Washer
  • Grill
  • Microwave
  • Stove
  • Dryer
  • Patio
  • Refrigerator
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Sea Oats Captiva Island is a Luxury Estate featuring 9 bedrooms and accommodating up to 30 guests. At almost 10,000 square feet, and on over 3 acres of waterfront property, privacy and nature abound. An ideal site for gatherings, family and corporate, one can choose to never leave the property. A... View all property information
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From
$1,000
Per Week
1 / 10
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dryer
  • Dishwasher
  • Parking
  • Microwave
  • Grill
  • Air Conditioning
  • Porch
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
"The Old Key West House" and some younger folks call it, "The Tree House", but whatever you call it, you will love being nestled in the natural lush vegetation like a tropical rain forest.The house has many special architectural features like an English antique stain glass front door, a bar area... View all property information
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From
$129
Per Night
1 / 21
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3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (11) Make Inquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Washer
  • DVD Player
  • Microwave
  • TV
  • Grill
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Definitely one of the nicest beach villas you may ever experience. Everything top of the line! After two years of renovations this Beach Villa is just comming back on line! And what a fantastic renovation. Truly state of the art, top of the line, the creme de la creme. You will truly love byDesign... View all property information
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From
$285
Per Night
1 / 16
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3 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
Details Reviews (3) Make Inquiry
Amenities & Details
  • Stereo System
  • Washer
  • Microwave
  • Parking
  • DVD Player
  • Grill
  • Refrigerator
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
You are just 300 steps from the beach in this private and secluded 3bedroom/3bath vacation home. The Captiva Cottage is the only home on this over one acre property nestled among other estate zoned properties in this stretch of Captiva Island, also referred to as the Gold Coast. The private beach... View all property information
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5 of 5 stars Reviewed June 18, 2014
I just wanted to thank you for making our stay on Captiva so enjoyable. We really enjoyed staying at Captiva Cottage. Captiva Cottage was the perfect size, and had everything we...
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From
$500
Per Night
1 / 8
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3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (5) Make Inquiry
Amenities & Details
  • Microwave
  • DVD Player
  • Garage
  • Dishwasher
  • Dryer
  • Stove
  • Patio
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Casually elegant, with all the comforts expected in a 4 star Villa. An exceptional value for Captiva Island Florida, one of the most sought-after Gulf Coast vacation destinations. This 2 bedroom plus study Beach Cottage style home decorated with the nautical flare of Nantucket and Martha's Vineyard... View all property information
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4 of 5 stars Reviewed June 20, 2014
If you can do groceries before arriving at Captiva Island it will be great ( to enter the Island is $6.00); Publix is about 10 minutes away.
5 of 5 stars Reviewed May 30, 2014
Perfect little house in the best location. We loved this place! It was perfect for myself and my husband and would also work for a family of four or two couples. We walked...
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From
$420
Per Night
1 / 24
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Reviews (1) Make Inquiry
Amenities & Details
  • Microwave
  • Grill
  • Dryer
  • Canoe
  • Patio
  • Hot Tub
  • Washer
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
A perfect family vacation with AMENITY ACCESS provided to all resort facilities. Voted #1 of family beach resorts by Parents' Magazine. The resort is on a 330 acre wildlife preserve,maintained as a botanical garden. with a two and a half mile pristine beach Children's water park, H2Whoa, with... View all property information
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5 of 5 stars Reviewed August 4, 2013
We returned to one of our favorite places on the planet - the Land's End Villas on Captiva Island - part of the South Seas Resort. Villa #1625 offered us spectacular views of...
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From
$271
Per Night
1 / 11
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2 Bedrooms, 3 Bathrooms, Sleeps 5
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Amenities & Details
  • Refrigerator
  • Deck
  • Dryer
  • Grill
  • Parking
  • Washer
  • DVD Player
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Located in a small beach-front development of homes on scenic Captiva Island, this fully furnished and fully equipped cottage is just steps from the beach. The master bedroom has a queen-size bed and cable TV. The second bedroom has a set of bunk beds and a separate twin-size bed, for a total of 3... View all property information
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From
$300
Per Night
1 / 56
5 Bedrooms, 2 Bathrooms, Sleeps 12
Details Reviews (13) Make Inquiry
Amenities & Details
  • Stereo System
  • Dryer
  • Washer
  • Grill
  • Microwave
  • Refrigerator
  • Dishwasher
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
North Captiva Island dream vacation home with 5 bedrooms, accepting up to 12 guests per rental. Huge private heated pool and large private sun-decks offer the best of both worlds. Just a short walk from the neighborhood's beach and located right at the start of the preserve beach trail, leading to... View all property information
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5 of 5 stars Reviewed April 9, 2014
This was our fourth visit to North Captiva and our first to Windswept. It was the perfect house for our group of 8: 6 adults and 2 teens. We found the opportunity to stay in such...
5 of 5 stars Reviewed August 21, 2013
There were 3 different families in our party and we had a truly memorable holiday. Just what was needed after 4 hectic days in New York-complete peace and relaxation. Wendy and...
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From
$145
Per Night
1 / 24
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3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (17) Make Inquiry
Amenities & Details
  • TV
  • Washer
  • Microwave
  • Pool
  • Dryer
  • Refrigerator
  • Dishwasher
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
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
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5 of 5 stars Reviewed July 10, 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 September 19, 2012
I thoroughly enjoyed my stay at North Captiva Island. It was our first family vacation in years, and it couldn't have been any more perfect! The Sunset Beach House (so...
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From
$300
Per Night
1 / 53
5 Bedrooms, 2 Bathrooms, Sleeps 12
Details Reviews (17) Make Inquiry
Amenities & Details
  • Fax
  • Dryer
  • Refrigerator
  • DVD Player
  • Washer
  • Microwave
  • Grill
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Windswept vacation home offers luxurious accommodations, heated private pool, and a truly one-of-a-kind vacation retreat. A vacation at Windswept, on North Captiva, is the perfect place to reconnect with nature, your family, and your friends. Vacation stays at Windswept available with a 7 night... View all property information
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5 of 5 stars Reviewed May 29, 2014
Where do I begin! Thank you, Thank you, Thank you to a wonderful place of peace, tranquility, relaxation, and adventure to celebrate the renewing of my parents Wedding vows of 50...
5 of 5 stars Reviewed April 13, 2014
This was our fourth visit to North Captiva and our first to Windswept. It was the perfect house for our group of 8: 6 adults and 2 teens. We found the opportunity to stay in such...
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From
$482
Per Night
1 / 13
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (3) Make Inquiry
Amenities & Details
  • Dishwasher
  • Deck
  • Refrigerator
  • Canoe
  • Air Conditioning
  • TV
  • Playground
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Gorgeous 3 bedroom North Captiva Island home newly decorated, with Gulf view, private pool and a bar making this one of, if not the best home on the Island for entertaining guests. Extra 1/2 bath next to the pool. Starting at the top floor is a Master bedroom suite with a nice sitting area with... View all property information
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5 of 5 stars Reviewed July 22, 2011
I can not say enough positive things about this house. My boyfriend and I stayed here for a week in the beginning of June. We were pleasantly surprised at everything this house...
5 of 5 stars Reviewed June 8, 2011
Key Lime High was great for what we needed. Between family and friends we had 7 houses rented on the island and KLH served as our gathering headquarters! The best part of the...
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From
$771
Per Night
1 / 49
4 Bedrooms, 6 Bathrooms, Sleeps 8
Details Reviews (10) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Deck
  • Washer
  • Microwave
  • Refrigerator
  • Stove
  • Grill
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
New , new , new !! Fish in your back yard off the dock, Play in your private heated pool, Entertain on your cabana / pool deck, Watch sun rises, and sun sets from your observation deck or find your private nook away from it all. There are four bedrooms including a private suite on the lower pool... View all property information
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5 of 5 stars Reviewed May 27, 2014
Location, location, location! We have stayed on North Captiva Island for over 15 years and this is one of the few rental locations with private boat dockage. Even with the...
3 of 5 stars Reviewed March 31, 2013
While this home has great potential, we were very disappointed. Rum Cove is advertised as being brand new which it clearly is not. It also is advertised as being well-equipped...
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From
$407
Per Night
1 / 32
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (6) Make Inquiry
Amenities & Details
  • Dishwasher
  • Hot Tub
  • Air Conditioning
  • Deck
  • Microwave
  • Dryer
  • Ceiling Fans
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
NEW OWNERS - Renovated August 2013 3BR/2.5BA - SLEEPS UP TO 8 PEOPLE - PRIVATE POOL – PRIVATE HOT TUB – INDOOR/OUTDOOR INTERNET – SMALL PETS OK - RESORT PRIVILEGES INCLUDED Beach Therapy melts away your problems as your private oasis with a Private Pool and secluded Hot Tub. Enjoy Gulf to Bay... View all property information
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5 of 5 stars Reviewed May 6, 2014
This is a review for 107 Beach Therapy located on North Captiva Island. The house is absolutely stunning! We went for a short weekend vacation with our son, his girlfriend, and...
5 of 5 stars Reviewed January 1, 2014
Here right now. House has everything you want or need and nothing you don't! Very well appointed with hot tub and pool. Good technology - wifi, Sonos, great tv. Close to club...
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From
$267
Per Night
1 / 23
Payment Protection
5 Bedrooms, 5 Bathrooms, Sleeps 12
Details Reviews (14) Make Inquiry
Amenities & Details
  • Deck
  • Microwave
  • Air Conditioning
  • Refrigerator
  • Pool
  • DVD Player
  • Hot Tub
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This lovely 5 bedroom upside down home is situated directly on the Gulf of Mexico. Plenty of space for a large family or two families. King Master Bedroom w/Private Bath/Guest Bunk w/Double on bottom & 2nd Bunk bed set /Guest Twin Bedroom all w/Shared Bath. Double Guest w/Private Bath/Laundry Room... View all property information
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From
$321
Per Night
1 / 12
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4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Reviews (13) Make Inquiry
Amenities & Details
  • Refrigerator
  • Hot Tub
  • Dryer
  • Garage
  • Washer
  • Grill
  • Patio
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • Smoking allowed
  • Elder access
  • x
About this property
Manatee Haven is an upscale, non-smoking, beachview home that offers four bedrooms and three and a half bathrooms with an elevator to all three levels. It is professionally decorated, has a large private screened pool, and spa located in a large private screened patio that encompasses all three... View all property information
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5 of 5 stars Reviewed August 7, 2014
What else can be said that hasn't been said in all the previous reviews - all with perfect scores of 5! I bet you can't find that for any other rental home! Here's the scoop...
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From
$600
Per Night
1 / 18
4 Bedrooms, 4 Bathrooms, Sleeps 10
Details Reviews (11) Make Inquiry
Amenities & Details
  • Washer
  • Dishwasher
  • Garage
  • TV
  • DVD Player
  • Parking
  • Microwave
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
You'll Be Captivated! This Old Florida style Captiva Island rental will captivate you! A fantastic Captiva Island rental that is just a short stroll from Captiva's beautiful white sand beach and offers the ambiance of a true island paradise! Be Captivated is a spacious Florida beach home... View all property information
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From
$685
Per Night
1 / 42
5 Bedrooms, 3 Bathrooms, Sleeps 12
Details Reviews (2) Make Inquiry
Amenities & Details
  • Patio
  • Washer
  • Dryer
  • Microwave
  • Dishwasher
  • Refrigerator
  • DVD Player
  • Deck
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Large 5 bedroom North Captiva house, literally surrounded by decks. Provides breathtaking views of the Gulf and bay. Rum Point is the perfect home for family vacations. There is plenty of room inside and out. Outside the home is surrounded on 4 floors by decks and has a spacious deck around the... View all property information
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From
$995
Per Night
1 / 14
4 Bedrooms, 4 Bathrooms, Sleeps 10
Details Reviews (3) Make Inquiry
Amenities & Details
  • Ceiling Fans
  • Microwave
  • Deck
  • Grill
  • Refrigerator
  • Dryer
  • Dishwasher
  • Porch
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Green Flash North Captiva Island is over 2400 square feet of living space under a/c along with 350 square feet of open deck off the top living level and 350 square feet of screen porch area. This designer beach home has outstanding views of the Gulf of Mexico. This is the only home with 180 degree... View all property information
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From
$490
Per Night
1 / 24
Payment Protection
4 Bedrooms, 3 Bathrooms, Sleeps 10
Details Make Inquiry
Amenities & Details
  • Stereo System
  • Washer
  • Dryer
  • Refrigerator
  • Stove
  • Grill
  • Pool
  • Hot Tub
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Serendipity means a "fortuitous happenstance" or "pleasant surprise". It was first coined by Horace Walpole in 1754. In a letter he wrote to a friend Walpole explained an unexpected discovery he had made by reference to a Persian fairy tale, The Three Princes of Serendip. The princes, he told his... View all property information
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From
$543
Per Night
1 / 8
4 Bedrooms, 3 Bathrooms, Sleeps 10
Details Reviews (4) Make Inquiry
Amenities & Details
  • Grill
  • Dishwasher
  • Air Conditioning
  • Refrigerator
  • Stove
  • Microwave
  • Ceiling Fans
  • Deck
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
*Summer special* $3,075.0 plus sales tax (11%) for a 7 night stay* 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... View all property information
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5 of 5 stars Reviewed September 6, 2014
this was the most beautiful house we've ever stayed in! Luxurious and spacious, just amazing. The views.. wow. Make sure you take plenty of groceries though, replenishing is...
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From
$4,480
Per Week
1 / 14
4 Bedrooms, 4 Bathrooms, Sleeps 12
Details Reviews (1) Make Inquiry
Amenities & Details
  • Grill
  • Dryer
  • Stove
  • Refrigerator
  • Deck
  • Washer
  • Hot Tub
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Luxury living at its best! 4 bedrooms, two living rooms, game room, swimming pool and jacuzzi, snook lights, lovely decks with breathtaking views, and private dock! Solitude is an amazing home with over 3500 square feet of living space and over 5500 square feet of total living. This home is... View all property information
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From
$1,925
Per Week
1 / 10
3 Bedrooms, 3 Bathrooms, Sleeps 10
Details Reviews (2) Make Inquiry
Amenities & Details
  • DVD Player
  • Patio
  • Stereo System
  • Grill
  • Stove
  • Hot Tub
  • Dryer
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This stunning multi-level, multi-deck home is located just yards from the pristine North Captiva beaches of the Gulf of Mexico. This island beach rental is designed with comfort and luxury in mind, and with the utmost attention to capturing the beauty of the creation all around. Enjoy the Crews... View all property information
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5 of 5 stars Reviewed June 12, 2011
We just returned from 7 days on North Captiva, and we are still talking about what a great time we had. If I had to summarize our week, I would say that it was just a week of...
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From
$713
Per Night
1 / 9
4 Bedrooms, 4 Bathrooms, Sleeps 12
Details Reviews (1) Make Inquiry
Amenities & Details
  • DVD Player
  • Microwave
  • Stove
  • Deck
  • Dishwasher
  • Ceiling Fans
  • Washer
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Sea Glass is a spectacular new 4 bedroom North Captiva home with fantastic views of both the Gulf and State Wildlife Preserve. With a short stroll to the beach, about 120 yards, this home is decorated with a Caribbean flair like few others on North Captiva. Two Master Suites and two additional... View all property information
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From
$350
Per Night
1 / 19
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Make Inquiry
Amenities & Details
  • Waterfront
  • Air Conditioning
  • Deck
  • Linens Provided
  • Water Views
  • Balcony
  • Patio
  • Boat Available
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Total Escape.. This beautiful old Florida style cottage is just what you need to forget the busy world and find true relaxation. The Home is designed to give you expansive views throughout with a bedroom on each floor for privacy. Large decks on the front and back make for a serene place to watch... View all property information
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From
$543
Per Night
1 / 39
5 Bedrooms, 5 Bathrooms, Sleeps 14
Details Reviews (6) Make Inquiry
Amenities & Details
  • DVD Player
  • Hot Tub
  • Patio
  • Washer
  • Grill
  • Ceiling Fans
  • Dryer
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Captiva Beach Sunset – Brand New Luxury 5 BR/5 BA – The Best of Everything! Location, location, location….this newly constructed eco-friendly beach house has it all. It is situated on one of the best gulf front locations on North Captiva featuring some of the widest beach areas on the island. The... View all property information
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5 of 5 stars Reviewed June 23, 2014
This was the most perfect location and home for 3 moms and 11 beautiful teenaged girls to relax and unwind after high school graduation. Room enough for all, the house was...
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From
$2,770
Per Week
1 / 28
4 Bedrooms, 4 Bathrooms, Sleeps 10
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Amenities & Details
  • DVD Player
  • Microwave
  • Ceiling Fans
  • Patio
  • Refrigerator
  • Dishwasher
  • Dryer
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
What The Shell is a wonderful 4 bedroom/4 bath home with private pool. The home is professionally furnished and designed. All the homes finishes are of the highest quality. There are lots of windows and slider doors to give an open outdoor feel. Open porches surround the home situated off the... View all property information
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From
$200
Per Night
1 / 21
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (6) Make Inquiry
Amenities & Details
  • Dryer
  • Microwave
  • Dishwasher
  • Washer
  • Stereo System
  • Grill
  • Stove
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Ricks Retreat is a charming ground-level home on a beach street located in the village area of Captiva. A short walk to restaurants, shops and galleries, and a 3 minute walk to the most beautiful beach at the end of the sandy lane. Originally built by Bette Davis, Rick is the 3rd owner. Simple,... View all property information
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4 of 5 stars Reviewed May 13, 2014
This cute cottage-like house is in a wonderful location just 2-3 blocks from the ocean! We had 4 adults and 2 tween-age girls and more than enough room to enjoy ourselves. Don't...
5 of 5 stars Reviewed March 20, 2014
We stayed at Rick's the first two weeks in February and loved it! The beds were really comfortable and the kitchen well stocked. The overhangs on the roof make the house really...
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From
$327
Per Night
1 / 20
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (6) Make Inquiry
Amenities & Details
  • Stereo System
  • Stove
  • DVD Player
  • Patio
  • Dishwasher
  • Grill
  • Washer
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • 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. With 3 bedrooms and 2 full baths, this home comfortably... View all property information
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5 of 5 stars Reviewed October 16, 2014
We travel to Captiva every year to relax, and Miller Time is the perfect vacation rental. It is well kept, very clean, close to the amazing beach, on a quiet street, walking...
5 of 5 stars Reviewed August 3, 2012
We really enjoyed our stay at Miller Time in Captiva. The house was CLEAN and comfortable. It was fully stocked with plenty of towels, beach towels, and kitchen items. We have...
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From
$659
Per Night
1 / 32
4 Bedrooms, 5 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Stove
  • Grill
  • Telephone
  • Outdoor Dining Area
  • Iron
  • DVD Player
  • Ceiling Fans
  • Balcony
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
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  • Smoking allowed
  • Elder access
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About this property
*Brand-new home! New to the All Star Program!* Experience unique touches of luxury in this gorgeous Captiva Island vacation home named “Seaesta.” Situated just a short walk from the beach in the Captiva Village area, this home is nestled close to restaurants, shops, art galleries and more! This... View all property information
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From
$1,260
Per Night
1 / 37
6 Bedrooms, 6 Bathrooms, Sleeps 20
Details Reviews (1) Make Inquiry
Amenities & Details
  • Garage
  • Grill
  • Microwave
  • Safe
  • Washer
  • Refrigerator
  • Hot Tub
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Our elegant Bali Hi Estate is a three-acre property, located in the heart of Captiva Island right on the beach of the Gulf of Mexico. Lush, award winning landscaping and over 400 feet of depth from Captiva Drive make this secluded estate the perfect venue for family vacations and private events.... View all property information
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5 of 5 stars Reviewed May 1, 2014
I cannot recommend Bali Hi enough, we have been coming here for several years with our young children. They love the private playground, swimming pool and collecting sea shells on...
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From
$470
Per Night
1 / 15
2 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (2) Make Inquiry
Amenities & Details
  • Patio
  • Dryer
  • Dishwasher
  • Parking
  • Refrigerator
  • Microwave
  • Stove
  • Hot Tub
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • Smoking allowed
  • Elder access
  • x
About this property
Coquina Cottage is a unique "Old Florida" beachfront cottage sitting on almost an acre of Captiva's finest beach. Truly a tropical dream beach getaway spot, the cottage, hot tub and gardens have an amazing view of the Gulf and a closer proximity to the water than any property on Captiva. A short... View all property information
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5 of 5 stars Reviewed September 10, 2014
We stayed in the upper suite (husband and 2 kids and I) the kids loved the loft bed above the queen bed. They are 6 + 7 do they decided to share the loft. What really strikes you...
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From
$430
Per Night
1 / 7
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (3) Make Inquiry
Amenities & Details
  • Dishwasher
  • Parking
  • Stereo System
  • Ceiling Fans
  • Stove
  • Refrigerator
  • Grill
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Our privately owned MARINA VILLA is much more beautiful and much LESS EXPENSE than the resort condos at South Seas Island Resort. Amenities can be purchased at the South Seas front desk (239) 472-7696 or 1-800-669-0508. You pick the days and how many people. Please make sure to COMPARE our rates... View all property information
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5 of 5 stars Reviewed September 10, 2014
My husband and I traveled to South Seas resort with our 2 little ones. This rental didn't offer the amenities of the resort, because of that we got a great rate, more than HALF...
4 of 5 stars Reviewed September 13, 2013
We stayed at The Marina Villas, went with young kids as well as the grandparents, everyone had a wonderful time. The villas have a small private pool, which was great when the...
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From
$500
Per Night
1 / 25
4 Bedrooms, 3 Bathrooms, Sleeps 10
Details Reviews (49) Make Inquiry
Amenities & Details
  • Hot Tub
  • Refrigerator
  • DVD Player
  • Patio
  • Dishwasher
  • Grill
  • VCR
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Newer construction 4 bedroom 2 1/2 Bath Large 3 story home with Private heated Pool. 5 Story Observation tower with 360 degree views. OPEN floor plan with large great room kitchen area on 3rd floor with large screened in Lanai offering Alfresco dining. 10 foot ceilings and 8 foot doors and... View all property information
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5 of 5 stars Reviewed October 22, 2014
Las Alas was the greatest. We could have been happy spending the whole week in the lovey house. Lots of fun activities right at the house (pool, ping pong, Pandora radio...
5 of 5 stars Reviewed July 31, 2014
Steve and Andrew amazed us with everything being just as described. All the bedrooms had top quality bedding and towels. The kitchen had every spice and seasoning and pot, pan...
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From
$315
Per Night
1 / 27
4 Bedrooms, 3 Bathrooms, Sleeps 10
Details Reviews (5) Make Inquiry
Amenities & Details
  • Dryer
  • VCR
  • Washer
  • Hot Tub
  • Dishwasher
  • Microwave
  • DVD Player
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Come enjoy our spacious 4 bedroom, 3 bath luxury beach home, on a very private island! It will be a completely unique experience, and "Shore to Please"! North Captiva Island presents guests with the ultimate in private island experiences. The island is located 5 miles off the coast of Florida and... View all property information
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2 of 5 stars Reviewed August 4, 2013
We stayed in different home three years ago and decided to return but wanted to stay in a different home this time.We chose this one and we were less than pleased after the first...
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From
$357
Per Night
1 / 33
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Microwave
  • Dishwasher
  • Patio
  • Stereo System
  • Washer
  • Grill
  • Garage
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Marvel at the stunning views of the Gulf from this beautiful newly (2014) renovated three bedroom, two and one half bath Townhome. Walk into the expanded living room enclosed with floor to ceiling windows overlooking the Gulf of Mexico providing very wide ocean/sunset views. Open the sliders to... View all property information
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From
$500
Per Night
1 / 33
4 Bedrooms, 5 Bathrooms, Sleeps 14
Details Reviews (1) Make Inquiry
Amenities & Details
  • Washer
  • DVD Player
  • Ceiling Fans
  • Patio
  • Grill
  • Dryer
  • Dishwasher
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
4 BR/5 BA – CAPTIVATION- Relax above the coconut palms. Secluded Preserve home with Ocean to Gulf Views – Screened Pool and Bar/Gaming Area - Resort Privileges, Two golf carts:Remodeled Luxury 4 BR/5 BA – Close to beach, Island Club and Preserve, yet a private, quiet hideaway! Enjoy your Upper... View all property information
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From
$557
Per Night
1 / 39
4 Bedrooms, 4 Bathrooms, Sleeps 10
Details Reviews (1) Make Inquiry
Amenities & Details
  • Dryer
  • Stove
  • Internet Access
  • Grill
  • Washer
  • Ceiling Fans
  • Linens Provided
  • Housekeeping...
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Serendipity means a "fortuitous happenstance" or "pleasant surprise". It was first coined by Horace Walpole in 1754. In a letter he wrote to a friend Walpole explained an unexpected discovery he had made by reference to a Persian fairy tale, The Three Princes of Serendip. The princes, he told his... View all property information
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From
$425
Per Night
1 / 14
6 Bedrooms, 4 Bathrooms, Sleeps 12
Details Reviews (1) Make Inquiry
Amenities & Details
  • Refrigerator
  • Canoe
  • Pool
  • Deck
  • Stereo System
  • Air Conditioning
  • Hot Tub
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Bydesign on the beach south is a Gulf front retreat that encourages relaxation and embraces the nature & wildlife of the Gulf of Mexico. Experience this extraordinary part of the barrier islands and take home magical memories. This has been a haven for our family and friends, and we welcome... View all property information
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From
$321
Per Night
1 / 25
3 Bedrooms, 4 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Playground
  • Refrigerator
  • Computer Available
  • Stereo System
  • Pool
  • Air Conditioning
  • Dishwasher
  • Deck
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Driving up to The Silver Seashell, you will be impressed with the lovely landscaped grounds and the architectural flare. Tucked away are the 28-foot private pool and spa, surrounded by beautiful composite decking – no nails, no screws, no slivers. Enter the front door to find The Silver Seashell... View all property information
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From
$200
Per Night
1 / 21
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (9) Make Inquiry
Amenities & Details
  • Washer
  • Hot Tub
  • Grill
  • VCR
  • Ceiling Fans
  • Stove
  • Dryer
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
VERY PRIVATE AND ROMANTIC ONLY 300 STEPS TO BEACH - 2 BED/2BATH HOUSE W/PRIVATE POOL/HOT TUB W/GULF VIEWS. Newly furnished lovely 2bed/2bath house QUEEN bed in master bedroom and a Queen bed and Daybed in the other bedroom w/kitchen w/stainless steel appliances, LR,DR, with own private heated... View all property information
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5 of 5 stars Reviewed October 30, 2014
Where to start, Marie is wonderful to rent from, her properties are top notch and she is easy and pleasant to work with. We will continue to use her rental every chance we get. As...
5 of 5 stars Reviewed August 13, 2014
I recently had a girls' weekend to celebrate mine and friend's birthday. The Little Oasis was great; aptly titled, I must say. Sunrises/sunsets from the observation deck, a...
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From
$423
Per Night
1 / 22
5 Bedrooms, 5 Bathrooms, Sleeps 12
Details Reviews (2) Make Inquiry
Amenities & Details
  • Stove
  • Grill
  • DVD Player
  • Hot Tub
  • Refrigerator
  • VCR
  • Dishwasher
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This professionally decorated beach home is 2 years in the making. Key Lime Time was designed to accomodate up to 12 people comfortably. It offers every possible amenity you may desire for your vacation. The home is 4 floors starting with a lovely game room with full bath, pool kitchen, swimming... View all property information
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From
$300
Per Night
1 / 32
4 Bedrooms, 4 Bathrooms, Sleeps 10
Details Reviews (19) Make Inquiry
Amenities & Details
  • Dryer
  • Microwave
  • Stereo System
  • Patio
  • Dishwasher
  • Refrigerator
  • Stove
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Utopia best describes the experience you will feel when you stay at the CINCO DE MAYO beach house. Rest, relaxation and a sense of home will be yours while you enjoy your stay. The Fifth of May is when we found our paradise and thus the name of our home. CINCO DE MAYO is located conveniently... View all property information
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5 of 5 stars Reviewed September 4, 2014
My friends and I stayed at the "Cinco de Mayo" for an extended weekend in August. The house was a lot bigger and nicer than the pictures. It had everything we needed and the...
5 of 5 stars Reviewed September 2, 2014
We had an amazing weekend in North Captiva and absolutely loved staying in the Cinco de Mayo house. There was a ton of space for 5 kids to run around and for 6 adults to relax...
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From
$193
Per Night
1 / 46
5 Bedrooms, 5 Bathrooms, Sleeps 12
Details Reviews (23) Make Inquiry
Amenities & Details
  • TV
  • Washer
  • Microwave
  • Stereo System
  • Dryer
  • Ceiling Fans
  • Grill
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
PLEASE NOTE: THE GUEST HOUSE IS NOT AVAILABLE 10/4/14-4/3/15. ONLY THE MAIN HOUSE IS AVAILABLE DURING THAT TIME AND IT SLEEPS 8 Runway Blues has been completely renovated and refurnished as of the end of 2010. Tastefully decorated, the comfortable living/dining area of the Main House opens onto... View all property information
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5 of 5 stars Reviewed August 18, 2014
This rental consists of two modern and well equipped homes on the the same lot. The two houses are large enough to accommodate 12 people without feeling crowded. Beaches are...
5 of 5 stars Reviewed July 6, 2014
Hey, this has been one of our most awesome vacations ever. My whole family loved it. The house was so beautiful and comfortable. We all felt at home and Mr Tom was sooooo sweet...
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From
$113
Per Night
1 / 24
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (24) Make Inquiry
Amenities & Details
  • Grill
  • DVD Player
  • Pool
  • Stove
  • Refrigerator
  • TV
  • Hot Tub
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • 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
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5 of 5 stars Reviewed October 1, 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...
5 of 5 stars Reviewed August 18, 2014
First, what a great time we had. It is such a relaxing atmosphere and everyone we had contact with from NCIC was great. We had a little trouble with our golf cart and it was...
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