Book Holiday Homes in Captiva

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Featured Holiday Homes in Captiva

NEW LISTING! BEACH PARADISE: BEACHFRONT, SLEEPS 10, 2 CARTS, POOL, GAMES, & FUN

NEW LISTING! BEACH PARADISE: BEACHFRONT, SLEEPS 10, 2 CARTS, POOL, GAMES, & FUN

Captiva
Book a stay at this beach vacation home in Captiva. Enjoy a beach locale, concierge services, and a pool table. Popular attractions North Captiva Island Beach ...
NEW LISTING! BEACH PARADISE: BEACHFRONT, SLEEPS 10, 2 CARTS, POOL, GAMES, & FUN
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
South Seas Bayside Villa 5130: Your Perfect Island Retreat

South Seas Bayside Villa 5130: Your Perfect Island Retreat

Captiva
Stay at this vacation home in Captiva. Enjoy free WiFi, private pools, and patios. Popular attractions McCarthy's Marina and Jungle Drums are located ...
South Seas Bayside Villa 5130: Your Perfect Island Retreat
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The Bungalow - Captiva Beach Cottage on Turner Beach

The Bungalow - Captiva Beach Cottage on Turner Beach

Captiva
Stay at this vacation home in Captiva. Enjoy a garden, an in-room coffeemaker, and air conditioning. Popular attractions Turner Beach and Blind Pass Beach are ...
The Bungalow - Captiva Beach Cottage on Turner Beach
Captiva Sun & Moon Pool House -  Beach Side of Village Center

Captiva Sun & Moon Pool House - Beach Side of Village Center

Captiva
Book a stay at this business-friendly vacation home in Captiva. Enjoy free WiFi, private pools, and a garden. Popular attractions Jungle Drums and McCarthy's ...
Captiva Sun & Moon Pool House - Beach Side of Village Center
Dream Home: Iconic Beachfront Modern Masterpiece

Dream Home: Iconic Beachfront Modern Masterpiece

Captiva
Book a stay at this beach vacation home in Captiva. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Captiva Chapel By the Sea and Jungle ...
Dream Home: Iconic Beachfront Modern Masterpiece
Boat Dock & Island Clubs Included 3 pools, Kayaks, Tennis & 5 min walk to Beach

Boat Dock & Island Clubs Included 3 pools, Kayaks, Tennis & 5 min walk to Beach

North Captiva
Stay at this vacation home in Captiva. Enjoy free WiFi, tennis courts, and patios. Popular attractions North Captiva Island Beach and Cayo Costa Beaches are ...
Boat Dock & Island Clubs Included 3 pools, Kayaks, Tennis & 5 min walk to Beach
Captivation - Sunrise-to-sunset views–walk to beach– 2 golf carts, bikes, pool

Captivation - Sunrise-to-sunset views–walk to beach– 2 golf carts, bikes, pool

Captiva
Book a stay at this family-friendly vacation home in Captiva. Enjoy free WiFi, private pools, and patios. Popular attractions North Captiva Island Beach and ...
Captivation - Sunrise-to-sunset views–walk to beach– 2 golf carts, bikes, pool
Ocean views, sleeps 10, heated pool, 2 golf carts

Ocean views, sleeps 10, heated pool, 2 golf carts

Captiva
Book a stay at this family-friendly vacation home in Captiva. Enjoy free WiFi, private pools, and patios. Popular attractions North Captiva Island Beach and ...
Ocean views, sleeps 10, heated pool, 2 golf carts
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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
463 Holiday Homes
Lowest Price
NZ$498
Highest Price
NZ$498
Popular accommodation
NEW LISTING! BEACH PARADISE: BEACHFRONT, SLEEPS 10, 2 CARTS, POOL, GAMES, & FUN, BEACHFRONT, HEATED POOL, KAYAKS/SUP, LANAI W/ GULF VIEWS, 85' DOCK, 2 GOLF CARTS, South Seas Bayside Villa 5130: Your Perfect Island Retreat, The Bungalow - Captiva Beach Cottage on Turner Beach, Captiva Sun & Moon Pool House - Beach Side of Village Center , Dream Home: Iconic Beachfront Modern Masterpiece, Boat Dock & Island Clubs Included 3 pools, Kayaks, Tennis & 5 min walk to Beach , Captivation - Sunrise-to-sunset views–walk to beach– 2 golf carts, bikes, pool, Ocean views, sleeps 10, heated pool, 2 golf carts

Top trending hotels in Captiva

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
15951 Captiva Drive, Captiva, FL
The price is NZ$498 per night from 9 Dec to 10 Dec
NZ$498
includes taxes & fees
9 Dec - 10 Dec
Book a stay at this 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
South Seas Resort

South Seas Resort

3.5 out of 5
5400 South Seas Plantation Rd, Captiva, FL
Book a stay at this beach resort in Captiva. Enjoy 2 outdoor pools, 2 restaurants, and a private beach. Popular attractions Jungle Drums and McCarthy's Marina ...
South Seas Resort
Approximately 500 feet to beautiful Captiva Beach & private heated pool and spa!

Approximately 500 feet to beautiful Captiva Beach & private heated pool and spa!

Captiva
Book a stay at this family-friendly vacation home in Captiva. Enjoy free WiFi, private pools, and a garden. Popular attractions Jungle Drums and McCarthy's Marina ...
Approximately 500 feet to beautiful Captiva Beach & private heated pool and spa!
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.