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Vacation Rentals in Captiva Island, FL

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All 87 Rentals in Captiva Island
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From
$250
Per Night
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1 / 24
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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$450
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1 / 18
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4 Bedrooms, 4 Bathrooms, Sleeps 10
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$414
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1 / 25
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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$2,450
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1 / 12
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4 Bedrooms, 4 Bathrooms, Sleeps 8
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Amenities & Details
  • Microwave
  • Gym
  • Patio
  • Hot Tub
  • Dishwasher
  • DVD Player
  • Washer
  • TV
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 December 2, 2014
My family and I have been renting homes along the gulf coast for over 15 years. We decided to take a chance this thanksgiving and change it up. I was very pleased with the house...
5 of 5 stars Reviewed August 7, 2014
What else can be said that hasn't been said in all the previous reviews - all with perfect scores of 5! I bet you can't find that for any other rental home! Here's the scoop...
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From
$450
Per Night
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1 / 21
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3 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Dryer
  • Dishwasher
  • Grill
  • DVD Player
  • Patio
  • Washer
  • TV
  • VCR
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Enjoy private beach in North Captiva Island .......... catch snook off your own private dock, Special rate for the week. The Pelican Brief is located on a tropical barrier island bordered by Pine Island Sound and the Gulf of Mexico and is situated west of Ft Myers, Florida. Accessible by boat,... View all property information
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5 of 5 stars Reviewed March 26, 2014
We had the pleasure of renting Jim's beautiful home on North Captiva Island and it was everything we expected and more! Stunning sunrise/sunsets, dolphins swimming by close to...
4 of 5 stars Reviewed February 21, 2012
Owners were helpful and were available when needed. When the golf cart provided unexpectedly broke down they had a repairman there promptly and when the fix was not possible at...
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From
$350
Per Night
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1 / 19
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Water Views
  • Patio
  • # Of Bathrooms
  • Air Conditioning
  • Waterfront
  • Deck
  • Number Of Bedrooms
  • Linens Provided
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
$3,500
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1 / 46
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9 Bedrooms, 9 Bathrooms, Sleeps 30
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Amenities & Details
  • Dishwasher
  • DVD Player
  • TV
  • Patio
  • Pool Table
  • Washer
  • Microwave
  • Fireplace
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Sea Oats Captiva Island is a Luxury Estate featuring 9 bedrooms and accommodating up to 30 guests. At almost 10,000 square feet, and on over 3 acres of waterfront property, privacy and nature abound. An ideal site for gatherings, family and corporate, one can choose to never leave the property. A... View all property information
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From
$1,000
Per Week
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1 / 10
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dryer
  • Dishwasher
  • Parking
  • Microwave
  • Grill
  • Air Conditioning
  • Porch
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
'The Old Key West House' and some younger folks call it, 'The Tree House', but whatever you call it, you will love being nestled in the natural lush vegetation like a tropical rain forest.The house has many special architectural features like an English antique stain glass front door, a bar area... View all property information
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From
$3,988
Per Week
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1 / 22
5 Bedrooms, 6 Bathrooms, Sleeps 8
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Amenities & Details
  • Dryer
  • Refrigerator
  • VCR
  • TV
  • DVD Player
  • Stereo System
  • Grill
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
This unique luxury 5300 sq.ft. home is nestled on an acre of tropical charm with a 450 foot sandy driveway.There is deeded beach access directly across the road . Secluded on the pool side of the house is a tiny private beach and a private dock on Roosevelt Channel which leads you on the left to... View all property information
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From
$285
Per Night
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1 / 16
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3 Bedrooms, 3 Bathrooms, Sleeps 6
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Details Reviews (4) Make Inquiry
Amenities & Details
  • Dryer
  • Dishwasher
  • TV
  • Refrigerator
  • Parking
  • DVD Player
  • Microwave
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
You are just 300 steps from the beach in this private and secluded 3bedroom/3bath vacation home. The Captiva Cottage is the only home on this over one acre property nestled among other estate zoned properties in this stretch of Captiva Island, also referred to as the Gold Coast. The private beach... View all property information
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5 of 5 stars Reviewed January 27, 2015
Captiva Cottage is cozy enough for two yet can easily accommodate a family or group of friends. Wonderfully located, it is private, quiet but within easy reach of the attractions...
5 of 5 stars Reviewed June 18, 2014
I just wanted to thank you for making our stay on Captiva so enjoyable. We really enjoyed staying at Captiva Cottage. Captiva Cottage was the perfect size, and had everything we...
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From
$2,000
Per Week
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1 / 11
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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Amenities & Details
  • Microwave
  • Ceiling Fans
  • Stove
  • Fireplace
  • Refrigerator
  • Washer
  • Grill
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
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
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From
$500
Per Night
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1 / 8
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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Details Reviews (5) Make Inquiry
Amenities & Details
  • TV
  • Parking
  • Washer
  • Grill
  • Stove
  • Patio
  • Garage
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Casually elegant, with all the comforts expected in a 4 star Villa. An exceptional value for Captiva Island Florida, one of the most sought-after Gulf Coast vacation destinations. This 2 bedroom plus study Beach Cottage style home decorated with the nautical flare of Nantucket and Martha's Vineyard... View all property information
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4 of 5 stars Reviewed June 20, 2014
If you can do groceries before arriving at Captiva Island it will be great ( to enter the Island is $6.00); Publix is about 10 minutes away.
5 of 5 stars Reviewed May 30, 2014
Perfect little house in the best location. We loved this place! It was perfect for myself and my husband and would also work for a family of four or two couples. We walked...
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From
$420
Per Night
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1 / 24
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • TV
  • Parking
  • Stove
  • Washer
  • Hot Tub
  • Gym
  • Dishwasher
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
A perfect family vacation with AMENITY ACCESS provided to all resort facilities. Voted #1 of family beach resorts by Parents' Magazine. The resort is on a 330 acre wildlife preserve,maintained as a botanical garden. with a two and a half mile pristine beach Children's water park, H2Whoa, with... View all property information
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5 of 5 stars Reviewed August 4, 2013
We returned to one of our favorite places on the planet - the Land's End Villas on Captiva Island - part of the South Seas Resort. Villa #1625 offered us spectacular views of...
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From
$395
Per Night
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1 / 16
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2 Bedrooms, 4 Bathrooms, Sleeps 6
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Amenities & Details
  • Number Of Bedrooms
  • Guest Count
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Exquisite time share last two weeks of January. Best location on the resort. Breathtaking Gulf view over golf course, beach 150 feet from bedroom window. Beautiful amenities, pool. hot tub. Our family bought (first choice) timeshares when first built...free golf and tennis 'grandfathered... View all property information
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From
$2,600
Per Week
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1 / 23
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (4) Make Inquiry
Amenities & Details
  • Grill
  • Safe
  • Parking
  • Microwave
  • Hot Tub
  • Refrigerator
  • Washer
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Welcome to our beautiful beach cottage in the heart of Captiva island. Our home offers colorful island style decor and relaxing ambiance.The 3 bedroom/2 full bath cottage is nestled in lush tropical gardens on quiet and private Wightman lane. All bedrooms are newly and nicely furnished and are... View all property information
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5 of 5 stars Reviewed February 11, 2012
We rented this little 3/2 cottage for a week in June of 2010. We loved it so much that we were ready to go back in 2011, but we found out that other family wanted to come with...
5 of 5 stars Reviewed May 22, 2011
We have been at 'Life's a Beach Cottage' (family with 2 children from Munich, Germany) in 2010 and will come again in June this year. We absolutely loved this place: everything...
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From
$500
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1 / 25
4 Bedrooms, 2 Bathrooms, Sleeps 10
Details Reviews (50) Make Inquiry
Amenities & Details
  • Dishwasher
  • Microwave
  • Refrigerator
  • Washer
  • Grill
  • DVD Player
  • Dryer
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Newer construction 4 bedroom 2 1/2 Bath Large 3 story home with Private heated Pool. 5 Story Observation tower with 360 degree views. OPEN floor plan with large great room kitchen area on 3rd floor with large screened in Lanai offering Alfresco dining. 10 foot ceilings and 8 foot doors and... View all property information
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5 of 5 stars Reviewed December 31, 2014
My family had one of the best vacations they have ever had here (words said from all of us). Went over Christmas and what a stress free Christmas it was. My boyz had some great...
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...
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From
$271
Per Night
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1 / 33
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (35) Make Inquiry
Amenities & Details
  • Dishwasher
  • TV
  • Grill
  • Parking
  • Stereo System
  • Refrigerator
  • Washer
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • 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
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5 of 5 stars Reviewed November 27, 2014
Just back from a week at the Mermaid House. This was the 2nd time we rented from Larry. The first being April 2013, we rented the Sun & Moon House. The Mermaid House was great for...
5 of 5 stars Reviewed November 3, 2014
My husband and I loved our stay at the Mermaid House. The house is extremely clean and very well stocked with everything you could possibly need during your stay. The private...
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From
$200
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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
$200
Per Night
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1 / 21
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (9) Make Inquiry
Amenities & Details
  • Hot Tub
  • Dishwasher
  • DVD Player
  • Dryer
  • VCR
  • Washer
  • Stove
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
VERY PRIVATE AND ROMANTIC ONLY 300 STEPS TO BEACH - 2 BED/2BATH HOUSE W/PRIVATE POOL/HOT TUB W/GULF VIEWS. Newly furnished lovely 2bed/2bath house QUEEN bed in master bedroom and a Queen bed and Daybed in the other bedroom w/kitchen w/stainless steel appliances, LR,DR, with own private heated... View all property information
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5 of 5 stars Reviewed October 30, 2014
Where to start, Marie is wonderful to rent from, her properties are top notch and she is easy and pleasant to work with. We will continue to use her rental every chance we get. As...
5 of 5 stars Reviewed August 13, 2014
I recently had a girls' weekend to celebrate mine and friend's birthday. The Little Oasis was great; aptly titled, I must say. Sunrises/sunsets from the observation deck, a...
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From
$313
Per Night
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1 / 17
3 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Gym
  • Dishwasher
  • Grill
  • Refrigerator
  • Stove
  • TV
  • DVD Player
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Exotic and lavish furnishings from faraway places await you at this professionally-decorated and landscaped luxury home located just off the beach. Pamper yourself with the finest amenities in this 4000 sq. ft. (2500 under air), 3 bedroom dream beach house spread out over 5 levels. You can indulge... View all property information
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5 of 5 stars Reviewed July 21, 2014
We just returned from a short but wonderful stay at The Compass Rose on N Captiva. We spent the first three days in Florida at Universal Studios and the last 4 days on N Captiva...
5 of 5 stars Reviewed June 25, 2014
The only reason we're giving it 5 stars is because six or seven isn't an option. Took my wife, 3 kids, ranging from 23-31, and daughter's boyfriend (to carry our luggage and keep...
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From
$400
Per Night
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1 / 46
4 Bedrooms, 5 Bathrooms, Sleeps 12
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Amenities & Details
  • Fax
  • DVD Player
  • Washer
  • Dishwasher
  • Dryer
  • Refrigerator
  • TV
  • Hot Tub
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Bluefin Beach House, on North Captiva, is a luxurious 4 bedroom, 4 1/2 bath beach front home with private heated pool & spa. Completed the end of 2009. This professionally designed & decorated beach home was 3 years in the making and is situated on the preferred Gulf of Mexico side of the island.... View all property information
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5 of 5 stars Reviewed November 3, 2014
I have stayed at the Blue Fin Beach house yearly for several years now and oh what an experience. The interiors are beautiful, just out of architectural digest . The home is well...
5 of 5 stars Reviewed June 1, 2014
Bluefin Beach House was the perfect location for our annual "Camp MamiePapaWana" week with our children and their families. The home was clean, luxurious, and well appointed for...
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From
$285
Per Night
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1 / 33
3 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Refrigerator
  • Ceiling Fans
  • Fax
  • Microwave
  • DVD Player
  • Deck
  • Dishwasher
  • Stereo System
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Experience the laid back Captiva Island lifestyle in this beautifully decorated Key West inspired 3 bedroom and 3 bath beach home on the beachside of Captiva's village center. It's located on very popular Wightman Lane, a short, 3 minute stroll on our private, sandy lane to the beach. Captiva's... View all property information
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5 of 5 stars Reviewed April 13, 2014
We stayed at the Sun and Moon for a week in April with a 10 year old and sixteen year old. The house is perfectly located on Wightman Lane near the top of the street (away from...
5 of 5 stars Reviewed March 3, 2014
The Sun and Moon is everything you look for and more when renting a vacation home. Everything about the place is class from the heated pool to the living quarters to the sun deck...
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From
$600
Per Night
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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
$999
Per Night
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1 / 37
4 Bedrooms, 6 Bathrooms, Sleeps 10
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Amenities & Details
  • Waterfront
  • Iron
  • Guest Count
  • Number Of Bedrooms
  • Beach Or Lakeside...
  • Grill
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
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  • Smoking allowed
  • Elder access
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About this property
Escape to your own private oceanfront paradise in this 4-bedroom, 5.5-bathroom Captiva Island vacation home named “Beach Destiny.” Just 20 feet via a private path to Captiva Island’s beach famous for its shells, this vacation home is located two houses down from the Mucky Duck restaurant and Andy... View all property information
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From
$300
Per Night
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1 / 56
5 Bedrooms, 2 Bathrooms, Sleeps 12
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Amenities & Details
  • Dryer
  • Stove
  • Hot Tub
  • Grill
  • Microwave
  • Refrigerator
  • Gym
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
North Captiva Island dream vacation home with 5 bedrooms, accepting up to 12 guests per rental. Huge private heated pool and large private sun-decks offer the best of both worlds. Just a short walk from the neighborhood's beach and located right at the start of the preserve beach trail, leading to... View all property information
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5 of 5 stars Reviewed April 9, 2014
This was our fourth visit to North Captiva and our first to Windswept. It was the perfect house for our group of 8: 6 adults and 2 teens. We found the opportunity to stay in such...
5 of 5 stars Reviewed August 21, 2013
There were 3 different families in our party and we had a truly memorable holiday. Just what was needed after 4 hectic days in New York-complete peace and relaxation. Wendy and...
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From
$899
Per Night
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1 / 44
5 Bedrooms, 6 Bathrooms, Sleeps 12
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Amenities & Details
  • DVD Player
  • Stereo System
  • Number Of Bedrooms
  • # Of Bathrooms
  • Outdoor Dining Area
  • Terrace
  • Hot Tub
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Enjoy a vacation in paradise just 176 yards from the pristine beach of beautiful Captiva Island! Situated on Andy Rosse Lane among local hot spots for dining, like the famous Mucky Duck, and shopping, this 5-bedroom, 5.5-bathroom Captiva Island vacation home named 'L’atitudes' features 4 king... View all property information
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From
$135
Per Night
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1 / 9
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Ceiling Fans
  • # Of Bathrooms
  • Iron
  • Guest Count
  • Stereo System
  • Outdoor Dining Area
  • Number Of Bedrooms
  • Hot Tub
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Situated in the Ibis at the Sanctuary community in beautiful Sanibel Island with views of the 8th fairway at the Sanctuary Golf Club, this third-floor condo is the perfect island getaway! The luxury 2-bedroom, 2-bathroom condo has a master suite, bedroom with a Murphy bed, living area with a 42”... View all property information
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From
$659
Per Night
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1 / 32
4 Bedrooms, 5 Bathrooms, Sleeps 8
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Amenities & Details
  • Outdoor Dining Area
  • Grill
  • Ceiling Fans
  • Iron
  • Stove
  • # Of Bathrooms
  • Balcony
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
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  • Smoking allowed
  • Elder access
  • ?
  • ?
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
$719
Per Night
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1 / 15
4 Bedrooms, 4 Bathrooms, Sleeps 10
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Amenities & Details
  • # Of Bathrooms
  • Number Of Bedrooms
  • Water Views
  • Guest Count
  • Iron
  • Ceiling Fans
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
With its sought-after beachfront location and screened-in private pool and Jacuzzi, you can experience the best of both worlds at this newly-upgraded Captiva Island vacation home named 'Winshall Home!' Enjoy scenic views of white sand dunes and clear-blue waters of the Gulf from this 4-bedroom,... View all property information
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From
$650
Per Night
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1 / 53
5 Bedrooms, 2 Bathrooms, Sleeps 12
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Amenities & Details
  • Stove
  • Washer
  • Microwave
  • Refrigerator
  • Dishwasher
  • TV
  • DVD Player
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Windswept vacation home offers luxurious accommodations, heated private pool, and a truly one-of-a-kind vacation retreat. A vacation at Windswept, on North Captiva, is the perfect place to reconnect with nature, your family, and your friends. Vacation stays at Windswept available with a 7 night... View all property information
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5 of 5 stars Reviewed May 29, 2014
Where do I begin! Thank you, Thank you, Thank you to a wonderful place of peace, tranquility, relaxation, and adventure to celebrate the renewing of my parents Wedding vows of 50...
5 of 5 stars Reviewed April 13, 2014
This was our fourth visit to North Captiva and our first to Windswept. It was the perfect house for our group of 8: 6 adults and 2 teens. We found the opportunity to stay in such...
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From
$1,139
Per Night
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1 / 49
4 Bedrooms, 6 Bathrooms, Sleeps 8
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Amenities & Details
  • Hot Tub
  • Balcony
  • Microwave
  • Grill
  • Ceiling Fans
  • Fireplace
  • Outdoor Dining Area
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Experience the beauty of Captiva Island during your vacation with your own private direct bayfront vacation estate. This fabulous, one-of-a-kind mini estate vacation home named “Island Lure,” located in the lovely Captiva Village area, has Gulf access dockage, a private pool with views of the water... View all property information
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From
$300
Per Night
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1 / 25
4 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Patio
  • TV
  • Dryer
  • Dishwasher
  • Grill
  • Microwave
  • Washer
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Utopia best describes the experience you will feel when you stay at the CINCO DE MAYO beach house. Rest, relaxation and a sense of home will be yours while you enjoy your stay. The Fifth of May is when we found our paradise and thus the name of our home. CINCO DE MAYO is located conveniently... View all property information
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5 of 5 stars Reviewed December 8, 2014
My boyfriend and I really enjoyed staying at the Cinco de Mayo house! From the minute we walked in, we felt like we were at home. The house itself was very beautiful and spacious...
5 of 5 stars Reviewed September 4, 2014
My friends and I stayed at the "Cinco de Mayo" for an extended weekend in August. The house was a lot bigger and nicer than the pictures. It had everything we needed and the...
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From
$425
Per Night
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1 / 14
6 Bedrooms, 4 Bathrooms, Sleeps 12
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Amenities & Details
  • A Winter Sun Getaway
  • Beach Or Lakeside...
  • Guest Count
  • Number Of Bedrooms
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Bydesign on the beach south is a Gulf front retreat that encourages relaxation and embraces the nature & wildlife of the Gulf of Mexico. Experience this extraordinary part of the barrier islands and take home magical memories. This has been a haven for our family and friends, and we welcome... View all property information
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From
$423
Per Night
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1 / 22
5 Bedrooms, 5 Bathrooms, Sleeps 12
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Amenities & Details
  • Washer
  • DVD Player
  • Refrigerator
  • Gym
  • Microwave
  • Stove
  • Grill
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This professionally decorated beach home is 2 years in the making. Key Lime Time was designed to accomodate up to 12 people comfortably. It offers every possible amenity you may desire for your vacation. The home is 4 floors starting with a lovely game room with full bath, pool kitchen, swimming... View all property information
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From
$315
Per Night
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1 / 27
4 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Stove
  • Dryer
  • Hot Tub
  • Dishwasher
  • Grill
  • TV
  • Refrigerator
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Come enjoy our spacious 4 bedroom, 3 bath luxury beach home, on a very private island! It will be a completely unique experience, and 'Shore to Please'! North Captiva Island presents guests with the ultimate in private island experiences. The island is located 5 miles off the coast of Florida and... View all property information
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2 of 5 stars Reviewed August 4, 2013
We stayed in different home three years ago and decided to return but wanted to stay in a different home this time.We chose this one and we were less than pleased after the first...
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From
$200
Per Night
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1 / 21
3 Bedrooms, 2 Bathrooms, Sleeps 8
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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
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1 / 20
3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Dryer
  • Patio
  • Parking
  • Washer
  • Grill
  • DVD Player
  • Dishwasher
  • Microwave
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 January 26, 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...
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...
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From
$200
Per Night
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1 / 30
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
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Amenities & Details
  • Patio
  • Stove
  • Refrigerator
  • DVD Player
  • Dryer
  • Dishwasher
  • Washer
  • Hot Tub
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
THE LITTLE ARK The vacation of a lifetime is awaiting those who are will to journey to paradise and beyond. The pace of the island is slow and relaxing, a great romantic getaway for couples or a chance to spend quality time with your family with memories that will last a lifetime. This... View all property information
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5 of 5 stars Reviewed July 14, 2014
This house is in the perfect part of the island. We had a very quick stay so we loved the location. We comfortably fit a group of 5 perfectly. Marie came over within minutes...
5 of 5 stars Reviewed March 13, 2012
Marie provided first class customer service from start to finish, one of the best rental experiences I have ever had. She gave us plenty of tips on preparing for our stay...
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From
$500
Per Night
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1 / 33
4 Bedrooms, 4 Bathrooms, Sleeps 14
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Amenities & Details
  • Gym
  • Refrigerator
  • Dryer
  • Dishwasher
  • DVD Player
  • Patio
  • Grill
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
4 BR/5 BA – CAPTIVATION- Relax above the coconut palms. Secluded Preserve home with Ocean to Gulf Views – Screened Pool and Bar/Gaming Area - Resort Privileges, Two golf carts:Remodeled Luxury 4 BR/5 BA – Close to beach, Island Club and Preserve, yet a private, quiet hideaway! Enjoy your Upper... View all property information
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From
$430
Per Night
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1 / 7
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Grill
  • Refrigerator
  • Dryer
  • Stereo System
  • Washer
  • Microwave
  • Parking
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Our privately owned MARINA VILLA is much more beautiful and much LESS EXPENSE than the resort condos at South Seas Island Resort. Amenities can be purchased at the South Seas front desk (239) 472-7696 or 1-800-669-0508. You pick the days and how many people. Please make sure to COMPARE our rates... View all property information
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5 of 5 stars Reviewed September 10, 2014
My husband and I traveled to South Seas resort with our 2 little ones. This rental didn't offer the amenities of the resort, because of that we got a great rate, more than HALF...
4 of 5 stars Reviewed September 13, 2013
We stayed at The Marina Villas, went with young kids as well as the grandparents, everyone had a wonderful time. The villas have a small private pool, which was great when the...
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From
$500
Per Night
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1 / 37
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Parking
  • Washer
  • Microwave
  • TV
  • Dryer
  • Grill
  • Refrigerator
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Enjoy picturesque sunsets year round from the screened lanai overlooking the blue Gulf of Mexico and long walks on the uncrowded beach of Captiva while residing within the gates of South Seas Island Resort (formerly South Seas Plantation). This property is well equipped and you will find most of... View all property information
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5 of 5 stars Reviewed December 29, 2014
Location was great. View was great and accommodations were very comfortable. We would recommend this villa to everyone.
5 of 5 stars Reviewed February 17, 2013
We loved our stay in this apartment for our honeymoon in August 2012. Having not been to Captiva in 10+ years it was fantastic to see that it had retained it's untouched charm...
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From
$557
Per Night
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1 / 39
4 Bedrooms, 4 Bathrooms, Sleeps 10
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Amenities & Details
  • Dryer
  • Stove
  • Internet Access
  • Grill
  • Washer
  • Ceiling Fans
  • Linens Provided
  • Blender
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Serendipity means a 'fortuitous happenstance' or 'pleasant surprise'. It was first coined by Horace Walpole in 1754. In a letter he wrote to a friend Walpole explained an unexpected discovery he had made by reference to a Persian fairy tale, The Three Princes of Serendip. The princes, he told his... View all property information
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5 of 5 stars Reviewed January 15, 2015
A very beautiful and comfortable home! It was the perfect location- a very short walk to the beach. The pool was awesome to have, especially being screened in! Very accommodating...
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From
$229
Per Night
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1 / 19
4 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Grill
  • Washer
  • DVD Player
  • Dishwasher
  • Dryer
  • VCR
  • TV
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
3 BR/2.5BA Plus DEN with Futon- SLEEPS up to 8 - PRIVATE POOL WITH TIKI BAR - Bikes - Kayaks - Everything you could possibly need. Our home on Upper Captiva is the perfect getaway. The island is only accessible by boat or ferry--the ultimate in relaxation! Shelling, bird watching, and fishing... View all property information
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3 of 5 stars Reviewed July 13, 2014
First the pros: Beautiful island, beautiful home with many extras like games, pool, supplies, washer and dryer, plenty of linens and towels. Now for the cons: Had an issue...
5 of 5 stars Reviewed June 28, 2013
Our stay at Reel Paradise was amazing! North Captiva is an great place for relaxing and spending time with family. The owners and the caretaker were extremely helpful and...
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From
$250
Per Night
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1 / 24
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Ceiling Fans
  • Stove
  • Dryer
  • Dishwasher
  • Patio
  • Air Conditioning
  • Grill
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This beautiful island bungelow is the total beach getaway vacation home you have been looking for! With its two luxury bedrooms, two full bathrooms and a queen sleeper sofa, you can comfortably sleep six. The polynesian flair (including a 400 lb solid mahogany tiki head), musical influences and... View all property information
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5 of 5 stars Reviewed July 7, 2014
I had the pleasure of staying at Rockstar for the July 4th weekend. The most impressive part(s) for me was the overall cleanliness of the home, the amazing beaches, and wildlife...
4 of 5 stars Reviewed April 17, 2014
My family really enjoyed our stay at the Rockstar Beach House. A few minor snags with lining things up, but the stay was perfect. The house was clean and comfortable with...
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From
$229
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1 / 18
3 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Stereo System
  • Microwave
  • Deck
  • Dishwasher
  • Parking
  • DVD Player
  • Dryer
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Captiva Retreat (47 Sunset Captiva) is a 2,200 Sq.Ft. detached free-standing home with 2 private bedrooms (2 queens, bunk beds), private den with queen-size wall bed, loft with single bed, and three full bathrooms. It comfortably accommodates 8 guests. If you can't get by without checking... View all property information
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From
$300
Per Night
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1 / 26
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Washer
  • Patio
  • Stove
  • Grill
  • TV
  • Microwave
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
A perfect beach house with amazing Gulf-to-Bay views and a private pool! Completely Renovated 2012 – complete with sunset view deck and tiki bar at the pool! Unlike many of the homes on North Captiva Island, a stay at The Conch House will truly let you experience the real beach retreat you... View all property information
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From
$321
Per Night
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1 / 25
3 Bedrooms, 4 Bathrooms, Sleeps 8
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  • Guest Count
  • # Of Bathrooms
  • Number Of Bedrooms
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
$713
Per Night
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1 / 9
4 Bedrooms, 4 Bathrooms, Sleeps 12
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Amenities & Details
  • Refrigerator
  • TV
  • Washer
  • Dryer
  • Grill
  • Stove
  • Gym
  • Dishwasher
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
$685
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1 / 42
5 Bedrooms, 3 Bathrooms, Sleeps 12
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Amenities & Details
  • Patio
  • Washer
  • Dryer
  • Microwave
  • Dishwasher
  • Refrigerator
  • DVD Player
  • Deck
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Large 5 bedroom North Captiva house, literally surrounded by decks. Provides breathtaking views of the Gulf and bay. Rum Point is the perfect home for family vacations. There is plenty of room inside and out. Outside the home is surrounded on 4 floors by decks and has a spacious deck around the... View all property information
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From
$180
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1 / 16
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Washer
  • Refrigerator
  • Dishwasher
  • Stove
  • Grill
  • Dryer
  • VCR
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • 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
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5 of 5 stars Reviewed February 24, 2013
We have enjoyed two visits to #10 Sunset Captiva and thoroughly enjoyed both trips. Perfect location offers a private road, reserved parking and easy acces to both beach and...
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