Book Holiday Homes in Captiva

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Featured Holiday Homes in Captiva

New luxury pool home, 2 min to beach, 360 water views, club available

New luxury pool home, 2 min to beach, 360 water views, club available

North Captiva
Book a stay at this family-friendly vacation home in Captiva. Enjoy free WiFi, private pools, and breakfast (surcharge). Our guests praise the helpful staff ...
New luxury pool home, 2 min to beach, 360 water views, club available
South Seas Beach Villa 2211: Your Captiva Island Retreat with Stunning Gulf

South Seas Beach Villa 2211: Your Captiva Island Retreat with Stunning Gulf

Captiva
Stay at this vacation home in Captiva. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Jungle Drums and McCarthy's Marina are located ...
South Seas Beach Villa 2211: Your Captiva Island Retreat with Stunning Gulf
BEACHFRONT, HEATED POOL, KAYAKS/SUP, LANAI W/ GULF VIEWS, 85' DOCK, 2 GOLF CARTS

BEACHFRONT, HEATED POOL, KAYAKS/SUP, LANAI W/ GULF VIEWS, 85' DOCK, 2 GOLF CARTS

Captiva
Book a stay at this beach vacation home in Captiva. Enjoy free WiFi, private pools, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...
BEACHFRONT, HEATED POOL, KAYAKS/SUP, LANAI W/ GULF VIEWS, 85' DOCK, 2 GOLF CARTS
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South Seas Beach Villa 2414 – Captiva’s Premier “Chic Shack” Condo with Gulf

South Seas Beach Villa 2414 – Captiva’s Premier “Chic Shack” Condo with Gulf

Captiva
Book a stay at this beach vacation home in Captiva. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Jungle Drums and McCarthy's ...
South Seas Beach Villa 2414 – Captiva’s Premier “Chic Shack” Condo with Gulf
Beautiful Island Home, Private Pool, Steps from Beach, Golf Cart; Like New!

Beautiful Island Home, Private Pool, Steps from Beach, Golf Cart; Like New!

Captiva
Book a stay at this family-friendly vacation home in Captiva. Enjoy free WiFi, private pools, and laundry facilities. Popular attractions North Captiva Island ...
Beautiful Island Home, Private Pool, Steps from Beach, Golf Cart; Like New!
NEW LISTING! OCEAN PARADISE: BEACHFRONT, SLEEPS 12, 2 CARTS, POOL, GAMES, & FUN

NEW LISTING! OCEAN PARADISE: BEACHFRONT, SLEEPS 12, 2 CARTS, POOL, GAMES, & FUN

Captiva
Book a stay at this beach vacation home in Captiva. Enjoy free WiFi, private pools, and a beach locale. Popular attractions North Captiva Island Beach and Cayo ...
NEW LISTING! OCEAN PARADISE: BEACHFRONT, SLEEPS 12, 2 CARTS, POOL, GAMES, & FUN
South Seas Beach Villa 2418 Coastal Luxury

South Seas Beach Villa 2418 Coastal Luxury

Captiva
Book a stay at this beach vacation home in Captiva. Enjoy free WiFi, a beach locale, and patios. Popular attractions Jungle Drums and McCarthy's Marina are located ...
South Seas Beach Villa 2418 Coastal Luxury
Beach Front, South Seas Beach Villa 2111

Beach Front, South Seas Beach Villa 2111

Captiva
Book a stay at this beach vacation home in Captiva. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Jungle Drums and McCarthy's Marina ...
Beach Front, South Seas Beach Villa 2111
Butterfly Beach on North Captiva Island

Butterfly Beach on North Captiva Island

Captiva
Book a stay at this beach vacation home in Captiva. Enjoy a beach locale, a garden, and laundry facilities. Popular attractions North Captiva Island Beach and ...
Butterfly Beach on North Captiva Island
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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.

Captiva Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Captiva vacation homes are the perfect way for you to wing it.

Holiday houses in Captiva let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Captiva in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Captiva adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Captiva with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Captiva vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Captiva Holiday Homes essential information

Accommodation
579 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
New luxury pool home, 2 min to beach, 360 water views, club available, South Seas Beach Villa 2211: Your Captiva Island Retreat with Stunning Gulf, BEACHFRONT, HEATED POOL, KAYAKS/SUP, LANAI W/ GULF VIEWS, 85' DOCK, 2 GOLF CARTS, South Seas Beach Villa 2414 – Captiva’s Premier “Chic Shack” Condo with Gulf, Beautiful Island Home, Private Pool, Steps from Beach, Golf Cart; Like New!, NEW LISTING! OCEAN PARADISE: BEACHFRONT, SLEEPS 12, 2 CARTS, POOL, GAMES, & FUN, South Seas Beach Villa 2418 Coastal Luxury, Beach Front, South Seas Beach Villa 2111, Butterfly Beach on North Captiva Island

Top trending hotels in Captiva

South Seas Resort

South Seas Resort

3.5 out of 5
5400 South Seas Plantation Rd, Captiva, FL
Stay at this 3.5-star beach resort in Captiva. Enjoy 3 outdoor pools, 6 restaurants, and a private beach. Popular attractions Jungle Drums and McCarthy's Marina ...
South Seas Resort
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
15951 Captiva Drive, Captiva, FL
Stay at this 3-star beach resort in Captiva. Enjoy 2 outdoor pools, a full-service spa, and 3 restaurants. Popular attractions Captiva Beach and Captiva Chapel ...
Tween Waters Island Resort & Spa
New luxury pool home, 2 min to beach, 360 water views, club available

New luxury pool home, 2 min to beach, 360 water views, club available

North Captiva
Book a stay at this family-friendly vacation home in Captiva. Enjoy free WiFi, private pools, and breakfast (surcharge). Our guests praise the helpful staff ...
New luxury pool home, 2 min to beach, 360 water views, club available
Save an average of 15% on thousands of hotels when you're signed in
Upscale and Beautiful Beach Front Condo with Gorgeous Gulf Sunsets, South Seas

Upscale and Beautiful Beach Front Condo with Gorgeous Gulf Sunsets, South Seas

Captiva
Book a stay at this beach vacation home in Captiva. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Jungle Drums and McCarthy's ...
Upscale and Beautiful Beach Front Condo with Gorgeous Gulf Sunsets, South Seas
Don't see what you're looking for?
See all available properties in Captiva
View all properties
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.

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^Subject to availability and chosen travel dates.