Captiva Holiday Rentals

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Holiday Rentals in Captiva

North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

9.6 out of 10, Exceptional, (97)
"Everything was perfect."
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

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

9.8 out of 10, Exceptional, (102)
"Owners & property managers were amazing & responsive. Beautiful home & location "
New luxury pool home, 2 min to beach, 360 water views, club available

Stunning Modern beach front unit - completely renovated! Includes golf cart!

9.8 out of 10, Exceptional, (104)
"We loved our stay!! Absolutely perfect for a couple or small family!! The view is incredible and Marcus is an A #1 host!! Wouldn't hesitate to book again!! "
Stunning Modern beach front unit - completely renovated! Includes golf cart!

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

9.0 out of 10, Wonderful, (2)
"I think this is a great location in South Seas, close to the pool and walking distance from the beach. "
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

9.8 out of 10, Exceptional, (165)
"The house and property exceeded expectations. Kitchen was well stocked and has everything you would need for preparing meals for a week. The pool was clean and warm which the kids used every day. The golf carts provided are like new and great for getting around the island. We used the grocery order service mid week and had everything the next day, very convenient. I would highly recommend staying at this location, you wont be disappointed. "
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

9.6 out of 10, Exceptional, (14)
"We were comfortable and thoroughly enjoyed our vacation in this home away from home."
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!

10.0 out of 10, Exceptional, (7)
Beautiful Island Home, Private Pool, Steps from Beach, Golf Cart; Like New!

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

8.8 out of 10, Excellent, (8)
"We had a great time during our stay. This is a very unique location with amazing beachfront views!"
NEW LISTING! OCEAN PARADISE: BEACHFRONT, SLEEPS 12, 2 CARTS, POOL, GAMES, & FUN

South Seas Beach Villa 2418 Coastal Luxury

9.8 out of 10, Exceptional, (71)
"We enjoyed our stay and would go back!"
South Seas Beach Villa 2418 Coastal Luxury

Beach Front, South Seas Beach Villa 2111

8.4 out of 10, Very good, (6)
"We loved our stay in this beautiful condo. Close to the beach, clean and nicely furnished. We loved it and will definitely stay there again!"
Beach Front, South Seas Beach Villa 2111

Anthony Beach Cottages - 49 Sunset Captiva

8.0 out of 10, Very good, (10)
"This was our first time staying outside of the South Seas Resort on Captiva Island. We found the Captiva Sunset neighborhood to be perfect in every way. Walk to everything, restaurants, library, Island Shop for groceries, bike rentals, Chapel By The Sea and more. The neighborhood is very quiet, and yet at night you can hear the soft sounds of music from the restaurants nearby. The community pool l is one of the nicest I have ever seen with more than adequate chairs and a large swimming area....
Anthony Beach Cottages - 49 Sunset Captiva

Butterfly Beach on North Captiva Island

9.8 out of 10, Exceptional, (7)
"Our family loved our stay at Butterfly Beach. The house had everything you could possibly want in the kitchen and the recreation area was so nice. We utilized the large rug in the main house for games and the crows nest with comfy rocking chairs was everybody’s favorite."
Butterfly Beach on North Captiva Island

Modern Renovation~2 Club Pools SHC&ICNC 👙 Kayaks 🛶 Bikes 🚲, Golf Cart 🚙 Dock

10.0 out of 10, Exceptional, (3)
"We had a great stay at Tina’s Townhouse on North Captiva. Her townhouse had everything we needed and we loved the two screened in porches."
Modern Renovation~2 Club Pools SHC&ICNC 👙 Kayaks 🛶 Bikes 🚲, Golf Cart 🚙 Dock

LUNAR TIDES - 3 BR/2 BA - Your dream vacation spot! Private Pool - 1 Golf Cart

9.8 out of 10, Exceptional, (17)
"Great property and just really an excellent getaway to relax!"
LUNAR TIDES - 3 BR/2 BA - Your dream vacation spot! Private Pool - 1 Golf Cart

☀︎🏝⛱︎ Beachfront Elegance⛱︎🏝☀︎ [2025 Spring + Summer Weeks Available Now!]

9.6 out of 10, Exceptional, (73)
"Best location on the island!"
☀︎🏝⛱︎ Beachfront Elegance⛱︎🏝☀︎ [2025 Spring + Summer Weeks Available Now!]

**Tropical Tranquility Awaits – A Stunning One-Bedroom, One-Bathroom

10.0 out of 10, Exceptional, (2)
"Great view and beach access. Room was very clean and was just as explain in the add. Would recommend very highly as Kingfisher followed up with us on anything we needed."
**Tropical Tranquility Awaits – A Stunning One-Bedroom, One-Bathroom

1 Min to Beach, New Luxury pool home, Gulf sunrise and sunsets, club option

10.0 out of 10, Exceptional, (113)
"We loved north Captiva and the laid back atmosphere. The property was perfect for our large group and the property managers were very helpful."
1 Min to Beach, New Luxury pool home, Gulf sunrise and sunsets, club option

South Seas Beach Villa 2112 - Renovated one bedroom gulf front condo

9.6 out of 10, Exceptional, (29)
"My wife and I came down for a last minute trip to escape the tough winter weather in Upstate New York. A welcome respite. The place is great for 2 people-overlooking the beach and pool. Could be a little tight if you had more people. Clean, updated and easy walking distance to town. Captiva is still in a rebuilding mode after the two hurricanes last fall but that wasn’t a big deal for us. Spent most of our time at the pool or walking the beach. "
South Seas Beach Villa 2112 - Renovated one bedroom gulf front condo

South seas beach villa 2428

9.6 out of 10, Exceptional, (31)
"Great management. Great communication. Would stay again anytime. "
South seas beach villa 2428

The Bungalow - Captiva Beach Cottage on Turner Beach

8.4 out of 10, Very good, (27)
"Excellent and cozy"
The Bungalow - Captiva Beach Cottage on Turner Beach
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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Frequently asked questions

Can I find holiday rentals in Captiva?

Yes, there are holiday rentals close to the most popular sights in Captiva, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the popular beaches and marina in Captiva.

What are some of the best holiday rentals that Captiva has to offer?

Beautiful Island Home, Private Pool, Steps from Beach, Golf Cart; Like New!: This highly rated holiday home rental in Captiva is located near the beach, and has a balcony, a selection of games and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Some other top choices in Captiva are South Seas Beach Villa 2418 Coastal Luxury and Upscale and Beautiful Beach Front Condo with Gorgeous Gulf Sunsets, South Seas.

How many holiday rentals are there in Captiva?

Expedia has 561 holiday rentals for your stay in Captiva.

What can I see and do in Captiva?

Enjoy the outdoors at Captiva Beach and Turner Beach, or simply take in cultural attractions like Barbara Sumwalt Useppa Island Historical Museum and Barbara Sumwalt Museum. Other places in town to visit include North Captiva Island Beach and J. N. Ding Darling National Wildlife Refuge.

What’s a holiday rental in Captiva like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Captiva. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for family trips or small group gatherings.