A beach with a wooden pier, a small house, and dense trees.

Captiva Vacation Rentals

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Our top choices for Captiva vacation rentals

1. Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,168 reviews)
"Great location"
United States
Nicole
The price is CA $376
CA $419 total
includes taxes & fees
Nov 30 - Dec 1
Island Inn

2. Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,718 reviews)
"Love the resort and great access to beach"
United States
Lisa Renee
The price is CA $488
CA $636 total
includes taxes & fees
Nov 30 - Dec 1
Sundial Beach Resort & Spa

3. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
9.0 out of 10, Wonderful, (299 reviews)
"So cute and clean nice dock to sit and relax or fish. Kayaks available to use free as well with life jackets paddles, etc. well equipped rental we can’t wait to go again! Great communication with hosts."
United States
Lori
The price is CA $185
CA $311 total
includes taxes & fees
Nov 8 - Nov 9
Matlacha Tiny Village

4. Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,958 reviews)
"One of the best locations on Ft Myers Beach"
United States
mark
The price is CA $232
CA $313 total
includes taxes & fees
Nov 9 - Nov 10
Edison Beach House

5. Driftwood Inn

Driftwood Inn
4.0 star property
Mid Island
10.0 out of 10, Exceptional, (11 reviews)
"Great place to stay on sanibel"
United States
Terri
The price is CA $272
CA $640 total
includes taxes & fees
Nov 8 - Nov 9
Driftwood Inn

6. MALU LANI Inn & Marina

MALU LANI Inn & Marina
3.5 star property
Bokeelia
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful property, peaceful, clean rental. Super responsive owner and all the things you need. Perfect location for boaters. Loved this stay and would definitely rent again! "
United States
April
The price is CA $260
CA $540 total
includes taxes & fees
Nov 9 - Nov 10
MALU LANI Inn & Marina

7. Lazy Cuckoo Inn

Lazy Cuckoo Inn
2.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (305 reviews)
"Great place!"
United States
Bruce
The price is CA $83
CA $137 total
includes taxes & fees
Nov 5 - Nov 6
Lazy Cuckoo Inn

8. GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.4 out of 10, Exceptional, (985 reviews)
"Gullwing is an excellent beach front condo property. Very well maintained, friendly staff and close to amenities."
United States
Jennifer
The price is CA $228
CA $756 total
includes taxes & fees
Nov 10 - Nov 11
GullWing Beach Resort

9. Harbour House at the Inn 308

Harbour House at the Inn 308
3.0 star property
Fort Myers Beach
The price is CA $492
CA $731 total
includes taxes & fees
Nov 7 - Nov 8
Harbour House at the Inn 308

10. Flamingo Inn

Flamingo Inn
3.0 star property
Mid Island
8.0 out of 10, Very good, (1,028 reviews)
"Cute, clean, beachside inn. Will definitely be back!"
United States
Emily
The price is CA $135
CA $244 total
includes taxes & fees
Nov 5 - Nov 6
Flamingo Inn

11. The Suites at Fishermen’s Village

The Suites at Fishermen’s Village
3.0 star property
Punta Gorda Isles
9.8 out of 10, Exceptional, (1,360 reviews)
"Great place to stay but comes with a price."
United States
John
The price is CA $262
CA $293 total
includes taxes & fees
Nov 30 - Dec 1
The Suites at Fishermen’s Village

12. 3 Mi to Fort Myers Beach! Family Getaway w/ Pool

3 Mi to Fort Myers Beach! Family Getaway w/ Pool
3.0 star property
Iona
The price is CA $210
CA $615 total
includes taxes & fees
Dec 1 - Dec 2
3 Mi to Fort Myers Beach! Family Getaway w/ Pool

13. Lakeside Oasis

Lakeside Oasis
2.0 star property
Iona
The price is CA $158
CA $348 total
includes taxes & fees
Nov 6 - Nov 7
Lakeside Oasis

14. Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
8.8 out of 10, Excellent, (31 reviews)
"Without a doubt, the best place—very spacious and in an excellent location. You have the beach right out front, and Gasparilla Beach—which is very beautiful—is just 25 minutes away. Communication with the owner was excellent, the sunsets were fantastic, and the terrace overlooking the bay—with the breeze blowing—was a delight. We will definitely be back!"
United States
Niovys
The price is CA $202
CA $856 total
includes taxes & fees
Nov 5 - Nov 6
Chadwick Cove Resort & Marina

15. Riverfront Home w Private Dock Pool Beaches

Riverfront Home w Private Dock Pool Beaches
2.0 star property
McGregor
The price is CA $384
CA $1,239 total
includes taxes & fees
Nov 5 - Nov 6
Riverfront Home w Private Dock Pool Beaches

16. Gulf View Condominiums

Gulf View Condominiums
3.5 star property
Manasota Key
The price is CA $595
CA $1,435 total
includes taxes & fees
Nov 8 - Nov 9
Gulf View Condominiums

17. Private Pool! Game Room! Very Close to Downtown!

Private Pool! Game Room! Very Close to Downtown!
3.0 star property
Hancock
The price is CA $253
CA $759 total
includes taxes & fees
Nov 5 - Nov 6
Private Pool! Game Room! Very Close to Downtown!

18. Beach Days & Backyard Nights! Fort Myers Retreat

Beach Days & Backyard Nights! Fort Myers Retreat
3.0 star property
Harlem Heights
The price is CA $113
CA $470 total
includes taxes & fees
Nov 23 - Nov 24
Beach Days & Backyard Nights! Fort Myers Retreat

19. Dreams Away - Sleeps 10 Pool Golf Fun

Dreams Away - Sleeps 10 Pool Golf Fun
2.0 star property
Oakland Hills
The price is CA $131
CA $508 total
includes taxes & fees
Nov 9 - Nov 10
Dreams Away - Sleeps 10 Pool Golf Fun
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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Top Captiva Hotel Reviews

Find out more about Captiva

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Captiva. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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Frequently asked questions

Can I find vacation rentals in Captiva?

Yes, we give you a choice of vacation rentals near well known sights in Captiva, or you can go with a more remote option if you'd like a relaxing place to stay. Visitors like the popular beaches and marina in Captiva.

What's the top vacation rental in Captiva?

North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **: Visitors give good reviews to this Captiva vacation home rental, which is located on the beach and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Some other top choices in Captiva are Panoramic Gulf Views | Heated Pool | Beach and New Latitude Beachfront Captiva Luxury Estate.

How many vacation rentals are there in Captiva?

Expedia has 259 vacation 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 Jensen’s Marina and North Captiva Island Beach.

What’s a vacation rental in Captiva like?

Vacation rentals are privately owned properties you can book for a few weeks or just a few days in Captiva. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy front desks while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for families.