Search Vacation Homes in Captiva Island

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 8 - Aug 10
In two weeks
Aug 15 - Aug 17
In one month
Aug 29 - Aug 31
In two months
Sep 26 - Sep 28

Vacation Homes in Captiva Island

Baywatch Cabin 2 Bedroom Home by RedAwning
House, 2 Bedrooms | Property grounds

Baywatch Cabin 2 Bedroom Home by RedAwning

2.0 star property
Baywatch Cabin 2 Bedroom Home by RedAwning
Lollipop 3 Bedroom Home by RedAwning
House, 3 Bedrooms | Beach

Lollipop 3 Bedroom Home by RedAwning

2.0 star property
8.0 out of 10, Very Good, (1)
"Nice rental home with lots of space and privacy. Loved the location and proximity to beach, store, and shops on island. Everything in walking distance "
Lollipop 3 Bedroom Home by RedAwning
Turtle Cottage 3 Bedroom Home by RedAwning
House, 3 Bedrooms | Property grounds

Turtle Cottage 3 Bedroom Home by RedAwning

2.0 star property
Turtle Cottage 3 Bedroom Home by RedAwning
Waterfront Pink House With Private Dock Pool
House

Waterfront Pink House With Private Dock Pool

2.0 star property
Waterfront Pink House With Private Dock Pool
South Seas Homes of Distinction 949 Casa de Sharelle
House, Multiple Beds, Private Pool, Ocean View | Private kitchen | Fridge, microwave, stovetop, dishwasher

South Seas Homes of Distinction 949 Casa de Sharelle

3.5 star property
South Seas Homes of Distinction 949 Casa de Sharelle
Sea Otter
House, 5 Bedrooms | Aerial view

Sea Otter

3.5 star property
Sea Otter
Baywatch Cottage 2 Bedroom Home by RedAwning
House, 2 Bedrooms | View from property

Baywatch Cottage 2 Bedroom Home by RedAwning

2.0 star property
Baywatch Cottage 2 Bedroom Home by RedAwning
Bougainvillea Home
House (Bougainvillea Home) | Living room | Flat-screen TV

Bougainvillea Home

4.0 star property
Bougainvillea Home
Bird of Paradise
House, 4 Bedrooms | Living area | Flat-screen TV, table tennis

Bird of Paradise

3.5 star property
Bird of Paradise
The Palm and Shell Captiva Island Private Luxury Home With Pool hot tub and Beach Access
House (The Palm and Shell Captiva Island pri) | Private kitchen

The Palm and Shell Captiva Island Private Luxury Home With Pool hot tub and Beach Access

4.0 star property
The Palm and Shell Captiva Island Private Luxury Home With Pool hot tub and Beach Access
Holley House 4 Bedroom Home by RedAwning
House, 4 Bedrooms | Beach

Holley House 4 Bedroom Home by RedAwning

2.0 star property
Holley House 4 Bedroom Home by RedAwning
South Seas Gulf Cottage 1106
House (South Seas Gulf Cottage 1106) | Pool | Outdoor pool, a heated pool

South Seas Gulf Cottage 1106

4.0 star property
South Seas Gulf Cottage 1106
Coco Mango by Avantstay Chic and Private Captiva Escape
House

Coco Mango by Avantstay Chic and Private Captiva Escape

2.0 star property
Coco Mango by Avantstay Chic and Private Captiva Escape
Captiva Shores 6C
Condo (Captiva Shores 6C) | Beach | On the beach, rowing, fishing

Captiva Shores 6C

3.5 star property
Captiva Shores 6C
Il Paradiso Perduto 7 Bedroom Home by RedAwning
House, Multiple Bedrooms | Pool | A heated pool

Il Paradiso Perduto 7 Bedroom Home by RedAwning

2.0 star property
Il Paradiso Perduto 7 Bedroom Home by RedAwning
South Seas Homes of Distinction Beach Home 15
House, Multiple Beds, Private Pool, Ocean View | Living room | TV

South Seas Homes of Distinction Beach Home 15

3.5 star property
South Seas Homes of Distinction Beach Home 15
South Seas Beach House 22
House (South Seas Beach House 22) | Exterior

South Seas Beach House 22

3.5 star property
South Seas Beach House 22
Baywatch Casa 3 Bedroom Home by RedAwning
House, 3 Bedrooms | Private kitchen

Baywatch Casa 3 Bedroom Home by RedAwning

2.0 star property
Baywatch Casa 3 Bedroom Home by RedAwning
Anchored Here 3 Bedroom Home by RedAwning
House, 3 Bedrooms | Pool | A heated pool

Anchored Here 3 Bedroom Home by RedAwning

2.0 star property
Anchored Here 3 Bedroom Home by RedAwning
Wiles Drive
House (On the Wiles Side) | Exterior

Wiles Drive

3.5 star property
Wiles Drive
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Captiva Island Hotel Reviews

South Seas Resort

South Seas Resort

10/10 Excellent
"Our family had a wonderful time, will definitely return!"
Laura 2-night trip
Posted 4 days ago
South Seas Resort
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

10/10 Excellent
"Tween Waters was amazing!!! Our Studio King room with Ocean View in the Sea Grape was beautiful and completely updated!! We could see the most beautiful sunsets right from our private balcony!! The pool area was wonderful and the food and drinks were delicious!! We found the most beautiful shells on the beach! We can’t wait to come back!! Definitely 10/10!!"
LISA 4-night trip
Posted 3 weeks ago
Tween Waters Island Resort & Spa