We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Villas Captiva Island, FL

Payment Protection
Use a credit card to book with our Peace of Mind Protection.Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
All 142 Rentals in Captiva Island
loading...
Sort by
From
$204
Per Night
1 / 20
Payment Protection
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (13) Make Enquiry
From
$234
Per Night
1 / 21
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (9) Make Enquiry
From
$350
Per Night
1 / 24
Payment Protection
4 Bedrooms, 4 Bathrooms, Sleeps 12
Details Reviews (20) Make Enquiry
From
$1,471
Per Night
1 / 37
6 Bedrooms, 6 Bathrooms, Sleeps 20
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Fireplace
  • Garden
  • Hot Tub
  • Internet Access
  • Private Beach
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
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
Make Enquiry
From
$196
Per Night
1 / 23
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (19) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Private Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Sunset Cottage is a lovely two bedroom cottage just 200 steps from the beach. This lovely cottage is very well equipped with every convenience of home and more. The home is the ideal vacation home for a small family, a couple or even two couples. From the homes roof top terrace, you have sweeping... View all property information
Make Enquiry
From
$817
Per Night
1 / 24
Payment Protection
4 Bedrooms, 5 Bathrooms, Sleeps 10
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Pool
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Enjoy North Captiva Island’s Best vacation home offered. Beauty & The Beach is a fabulous 4 bedroom home directly on the Gulf of Mexico. This amazing home has it all! From the moment you arrive you will be mesmerized by the wonderful architecture, furnishings, amenities and sweeping views of the... View all property information
Make Enquiry
From
$316
Per Night
1 / 33
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (34) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
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
Make Enquiry
From
$333
Per Night
1 / 33
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (24) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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
Make Enquiry
From
$490
Per Night
1 / 24
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Garden
  • Grill
  • Housekeeping...
  • Internet Access
  • Private Beach
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • 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
Make Enquiry
From
$1,168
Per Week
1 / 10
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Beach
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • 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
Make Enquiry
Get the List
From
$584
Per Night
1 / 25
4 Bedrooms, 3 Bathrooms, Sleeps 10
Details Reviews (49) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • 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
Make Enquiry
From
$397
Per Night
1 / 21
Payment Protection
5 Bedrooms, 5 Bathrooms, Sleeps 12
Details Reviews (21) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Private Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Fantastic Key Lime Time 5 bedroom Pool home w/Spa & amazing Gulfviews! Professionally decorated! Pool kitchen with sink and extra fridge off the pool area/Gas weber grill/Stereo off pool area. Master w/King and private bath and access to screen porch. Second Master King w/private bath,Third bedroom... View all property information
Make Enquiry
From
$232
Per Night
1 / 15
2 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (7) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Garden
  • Grill
  • Private Beach
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Only a one block walk to Captiva Village shops and restaurants, this property is in top condition and equipped with everything you need to enjoy a romantic or family vacation to the fullest. You do not need to pack beach towels (7 are provided), nor do you even need to buy aluminum foil or ZipLock... View all property information
Make Enquiry
From
$566
Per Night
1 / 30
Payment Protection
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (10) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Garden
  • Grill
  • Hot Tub
  • Housekeeping...
  • Internet Access
  • Private Fishing...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
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
Make Enquiry
From
$350
Per Night
1 / 14
Payment Protection
4 Bedrooms, 3 Bathrooms, Sleeps 11
Details Reviews (11) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Views to the Beach and Cayo Costa from this fabulous 4 bedroom and 3 bath home. Walk down the sandy path to the beach right in front of this stately home. Let the crystal waters of the Gulf soothe and refresh you. Come get carried away by White Pelican Watch... The rhythm of the waves can surround... View all property information
Make Enquiry
From
$210
Per Night
1 / 16
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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
Make Enquiry
From
$312
Per Night
1 / 24
Payment Protection
3 Bedrooms, 3 Bathrooms, Sleeps 10
Details Reviews (33) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Luxury 2700 square foot beach house with private pool and spa just recently refurbished. Comes with 2 golf carts!!! Enjoy the Crews Nest, an architectural delight providing a standard of living second to none. This lovely beach view home is brand new and there is no shortage of quality and award... View all property information
Make Enquiry
From
$325
Per Night
1 / 21
Payment Protection
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (9) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This 4 bedroom home has the best views on the island! Walk out your door onto the beach. Pelican point, brand new (Dec 2007) 4 bedroom luxury home only 12 steps to the Gulf of Mexico waters. Only a sugar white sand beach seperate you and the Gulf of Mexico. Enjoy some of the most incredible views... View all property information
Make Enquiry
From
$584
Per Night
1 / 8
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (5) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Housekeeping...
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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
Make Enquiry
From
$220
Per Night
1 / 24
Payment Protection
4 Bedrooms, 3 Bathrooms, Sleeps 9
Details Reviews (6) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Newly renovated 4 bedroom, 3 bath pool home ready for your family's next vacation in paradise. Lovely tropical décor with bright uplifting colors will take you on a fantasy journey that will slow the clocks… till you are on Island Time. This wonderful, 4 bedroom and 3 bath home will be just the... View all property information
Make Enquiry
From
$382
Per Night
1 / 20
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (6) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Garden
  • Grill
  • Internet Access
  • Private Beach
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • 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
Make Enquiry
From
$196
Per Night
1 / 37
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (9) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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
Make Enquiry
From
$365
Per Night
1 / 17
3 Bedrooms, 3 Bathrooms, Sleeps 10
Details Reviews (7) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Housekeeping...
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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
Make Enquiry
From
$306
Per Night
1 / 10
1 Bedroom, 1 Bathroom, Sleeps 2
Details Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Garden
  • Grill
  • Internet Access
  • Private Beach
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
This getaway Cottage sits on the beach of Upper Captiva Island an unbridged Island, six miles off-shore. Come enjoy fishing from the private pier; kayaking,hiking, biking, nature photography, birding,or just relaxing under the umbrella at the table observing the dolphin and wildlife by the private... View all property information
Make Enquiry
From
$6,055
Per Week
1 / 28
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Gentle coastal breezes, warm Gulf water, 2 1/2 miles of driftwood-strewn pristine beachfront, abundant sea and wildlife await you and your guests in the privacy of the small enclave on peaceful Upper Captiva Island. Perfect for disconnecting from everyday interruptions, this 4 bed/2 bath newly... View all property information
Make Enquiry
From
$204
Per Night
1 / 23
Payment Protection
4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Reviews (15) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Pool
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This spacious 4 bedroom home is by far one of the best values on North Captiva Island.This wonderful property has brand new owners, a new name, Isle Be There, (formerly called Snail’s Pace), and a number of upgrades, both inside and out, to make your stay most relaxing and comfortable. The grounds... View all property information
Make Enquiry
From
$501
Per Night
1 / 24
Payment Protection
4 Bedrooms, 5 Bathrooms, Sleeps 14
Details Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Internet Access
  • Private Pool
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • 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
Make Enquiry
From
$650
Per Night
1 / 39
4 Bedrooms, 4 Bathrooms, Sleeps 10
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Grill
  • Housekeeping...
  • Internet Access
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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
Make Enquiry
From
$350
Per Night
1 / 32
4 Bedrooms, 4 Bathrooms, Sleeps 10
Details Reviews (19) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Housekeeping...
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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
Make Enquiry
From
$175
Per Night
1 / 24
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (17) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Hot Tub
  • Internet Access
  • Private Pool
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This cozy two bedroom pool home is like brand new! Fully equipped! Osprey nest is a lovely brand new home with private pool and jacuzzi. This lovely home is interior decorated light contemporary thought through for comfort for a small family up to 6 people. You will enjoy flat screen TV's in every... View all property information
Make Enquiry
From
$3,503
Per Week
1 / 12
4 Bedrooms, 3 Bathrooms, Sleeps 12
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Beach
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Seawatch is one of the only 4 bedroom private beachfront homes on North Captiva Island. * Enjoy a seamless vacation! You can take a charter boat directly to the dock at Seawatch. (See our Adventures page) * Only island home that saves you one half day+ of travel time with direct,... View all property information
Make Enquiry
From
$163
Per Night
1 / 22
Payment Protection
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (6) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Private Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Enjoy the Island Pearl for your next vacation getaway. Island Pearl is a 3 bedroom 2.5 bath home with a heated pool conveniently located minutes from the beach and just seconds from the North Captiva Island Club. Enjoy every possible amenity when staying at the Island Pearl. This gem is tucked... View all property information
Make Enquiry
From
$234
Per Night
1 / 21
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (6) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • 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
Make Enquiry
From
$190
Per Night
1 / 23
Payment Protection
4 Bedrooms, 3 Bathrooms, Sleeps 10
Details Reviews (16) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Internet Access
  • Private Pool
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The Cinco de Mayo is a luxury island home which has been professionally decorated. It provides a festive environment for a family vacation retreat. This home is immaculately maintained by the owners who visit often. CINCO DE MAYO is located conveniently between the spectacular North Captiva Island... View all property information
Make Enquiry
From
$572
Per Night
1 / 24
Payment Protection
4 Bedrooms, 3 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Private Pool
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • 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
Make Enquiry
From
$234
Per Night
1 / 30
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Reviews (9) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • 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
Make Enquiry
From
$701
Per Night
1 / 18
4 Bedrooms, 4 Bathrooms, Sleeps 10
Details Reviews (11) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
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
Make Enquiry
From
$187
Per Night
1 / 22
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (25) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Pool
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Sit right back and watch the waves go by. This delightful 2 bedroom & 2 bath beach house will lift you into the beach vacation of your dreams! Walking through the classic beach entrance gate before a grove of palms, you arrive at the beach house and are immediately welcomed by a chic and... View all property information
Make Enquiry
From
$246
Per Night
1 / 22
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (16) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Pool
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Fabulous beachfront home has a private dock, private beach, manicured grounds and screened-in porch overlooking the water. Watch the dolphin go by and see the tarpon jumping in the sun. If you like to fish, this dock is the premier spot on the island, adjacent to Captiva Pass. You can clean your... View all property information
Make Enquiry
From
$600
Per Night
1 / 21
4 Bedrooms, 4 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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
Make Enquiry
From
$309
Per Night
1 / 24
Payment Protection
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (5) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Pool
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Tarpon Lodge of North Captiva is a lovely 3 bedroom, 3 bath Beach Front home tucked in lush tropical palms directly on a wide sandy beach. This fabulous comfortable home is surrounded by wrap around porches and is the perfect transition from a modern lifestyle to natures best surroundings. From... View all property information
Make Enquiry
From
$475
Per Night
1 / 32
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (6) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • 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
Make Enquiry
From
$225
Per Night
1 / 46
5 Bedrooms, 5 Bathrooms, Sleeps 12
Details Reviews (23) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • 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
Make Enquiry
From
$309
Per Night
1 / 23
Payment Protection
4 Bedrooms, 4 Bathrooms, Sleeps 12
Details Reviews (7) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Sea Glass is a recently upgraded, custom-built 4 bedroom, 3 1/2 bath pool home that invites you to enjoy a true island getaway. With a short stroll to the beach, about 120 yards, this home is decorated with a cozy beach cottage flair and features fantastic views of the Gulf of Mexico, the state... View all property information
Make Enquiry
From
$305
Per Night
1 / 24
Payment Protection
4 Bedrooms, 4 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Pool
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
As one of the largest homes on the island, Hidden Harmony has over 4,000 square feet of living space. This two-story, spacious house includes four bedrooms and a den. The first story, or lower level, are where three of the bedrooms are located. Also on this floor is a den with a pullout sofa, pool... View all property information
Make Enquiry
From
$124
Per Night
1 / 24
Payment Protection
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (8) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Pool
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Very private 3 bedroom, 3 bath beachfront home with nice wooded views and the gulf in the distance. Located in picturesque Safety Harbor Club. This lovely 3 bedroom home is an upside down model with the living space upstairs. Enjoy vaulted cielings and an expansive natural outdoor setting with... View all property information
Make Enquiry
From
$294
Per Night
1 / 17
Payment Protection
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (11) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Heated Pool
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
SSeaBreeze overlooks two naturally vegetated beachfront lots owned by a few families on the island, in front of our houses protecting our views and giving us private beach access and beach use. We have a little sandy path that takes you right to the water. Luxury Gulf Home overlooking the beach &... View all property information
Make Enquiry
From
$833
Per Night
1 / 9
4 Bedrooms, 4 Bathrooms, Sleeps 12
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
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
Make Enquiry
From
$1,162
Per Night
1 / 14
4 Bedrooms, 4 Bathrooms, Sleeps 10
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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
Make Enquiry
From
$312
Per Night
1 / 23
Payment Protection
5 Bedrooms, 5 Bathrooms, Sleeps 12
Details Reviews (14) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Heated Pool
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • 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
Make Enquiry
Go to map view
Rental communities
Nearby rentals
Book Online(71)
Use filters to find the best results!

Suitability

  • Wheelchair access (10)
  • Elder access (29)
  • Suitable for children (84)
  • Pet friendly (18)
  • Smoking allowed (0)

Amenities

  • Other outdoor space (138)
  • Air Conditioning (133)
  • Internet (126)
  • Grill (121)
  • Washer/Dryer (118)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List