
Captiva Island Holiday Rentals
- Change your mindBook hotels with free cancellation
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Our top choices for Captiva Island holiday rentals

1. Island Inn
Island Inn
2. Sundial Beach Resort & Spa
Sundial Beach Resort & Spa
3. Edison Beach House
Edison Beach House
4. Matlacha Tiny Village
Matlacha Tiny Village
5. Driftwood Inn
Driftwood Inn
6. GullWing Beach Resort
GullWing Beach Resort
7. Lazy Cuckoo Inn
Lazy Cuckoo Inn
8. MALU LANI Inn & Marina
MALU LANI Inn & Marina
9. Flamingo Inn
Flamingo Inn
10. Harbour House at the Inn 308
Harbour House at the Inn 308
11. 3 Mi to Fort Myers Beach! Family Getaway w/ Pool
3 Mi to Fort Myers Beach! Family Getaway w/ Pool
13. Riverfront Home w Private Dock Pool Beaches
Riverfront Home w Private Dock Pool Beaches
14. Private Pool! Game Room! Very Close to Downtown!
Private Pool! Game Room! Very Close to Downtown!
15. Beach Days & Backyard Nights! Fort Myers Retreat
Beach Days & Backyard Nights! Fort Myers RetreatFind holiday rentals that suit your style
Top Captiva Island Hotel Reviews

Beach Villa 2313, Upscale and Beautiful Beach Front Condo with Gorgeous Gulf
Find out more about Captiva Island
You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Captiva Island holiday 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. 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 holiday just got upgraded.
As much as you love your vacation rental, it’s always good to get out and explore to soak up Captiva Island. 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 Captiva Island. Seeing all the best attractions is bound to make you fall in love with Captiva Island. Who knows, you may even be tempted to extend your 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 holiday 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 Captiva Island short-term rentals, that won’t be hard to do.
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