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San Carlos Island Holiday Rentals

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Our top choices for San Carlos Island holiday rentals

1. "Relax and Unwind" Peaceful 2-bedroom house in Fort Myers Beach

"Relax and Unwind" Peaceful 2-bedroom house in Fort Myers Beach
Fort Myers Beach
9.8 out of 10, Exceptional, (10 reviews)
"Our hosts were wonderful and the property was clean"
United States
Amy T.
The price is NZ$718
includes taxes & fees
16 Nov - 17 Nov
"Relax and Unwind" Peaceful 2-bedroom house in Fort Myers Beach

2. Lazy Cuckoo Inn

Lazy Cuckoo Inn
2.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (311 reviews)
"Great location. Great night sleep"
United States
Stephanie
The price is NZ$174
includes taxes & fees
22 Nov - 23 Nov
Lazy Cuckoo Inn

3. StudioRes by Marriott Fort Myers Airport

StudioRes by Marriott Fort Myers Airport
3.0 star property
Fort Myers
9.2 out of 10, Wonderful, (189 reviews)
"Great stay"
United States
Daniel
The price is NZ$144
includes taxes & fees
22 Nov - 23 Nov
StudioRes by Marriott Fort Myers Airport

4. Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,973 reviews)
"Best place ever"
United States
Joshua
The price is NZ$381
includes taxes & fees
17 Nov - 18 Nov
Edison Beach House

5. Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,097 reviews)
"Room location had a amazing view"
United States
Joanne
The price is NZ$536
includes taxes & fees
16 Nov - 17 Nov
Lovers Key Resort

6. 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 NZ$309
includes taxes & fees
16 Nov - 17 Nov
Flamingo Inn

7. Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,722 reviews)
"Great trip, beautiful island and great location!"
United States
Jeremy
The price is NZ$582
includes taxes & fees
16 Dec - 17 Dec
Sundial Beach Resort & Spa

8. GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.6 out of 10, Exceptional, (987 reviews)
"Gullwing is an excellent beach front condo property. Very well maintained, friendly staff and close to amenities."
United States
Jennifer
The price is NZ$971
includes taxes & fees
1 Dec - 2 Dec
GullWing Beach Resort

9. The June

The June
2.0 star property
Mid Island
9.8 out of 10, Exceptional, (8 reviews)
"The stay was great the place was nice, clean, and in a great location!"
United States
Alexzandria
The price is NZ$613
includes taxes & fees
25 Nov - 26 Nov
The June

10. Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,170 reviews)
"Upon arrival, the front desk was very helpful explaining everything in detail. The room was very clean & spacious and had everything we needed for our stay. The location on the beach and the view was AMAZING!! We would definitely stay here again…HIGHLY RECOMMEND!!!"
United States
Elizbeth
The price is NZ$442
includes taxes & fees
17 Nov - 18 Nov
Island Inn

11. 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 NZ$828
includes taxes & fees
16 Nov - 17 Nov
Driftwood Inn

12. Cozy Luxury Suite In The Heart Of Fort Myers Close To Everything!

Cozy Luxury Suite In The Heart Of Fort Myers Close To Everything!
Daniels Corridor
9.4 out of 10, Exceptional, (65 reviews)
"Great communication and easy check in. Very nice place to stay"
United States
Brady G.
The price is NZ$309
includes taxes & fees
16 Nov - 17 Nov
Cozy Luxury Suite In The Heart Of Fort Myers Close To Everything!

13. Wiggins Pass Chalet

Wiggins Pass Chalet
4.0 star property
Naples
9.6 out of 10, Exceptional, (303 reviews)
"Staff were super helpful."
Australia
Donna
The price is NZ$276
includes taxes & fees
16 Nov - 17 Nov
Wiggins Pass Chalet

14. Lakeside Oasis

Lakeside Oasis
2.0 star property
Iona
The price is NZ$453
includes taxes & fees
20 Nov - 21 Nov
Lakeside Oasis

15. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
9.0 out of 10, Wonderful, (300 reviews)
"Such a cute place that we have never heard of! Walked to cute tiny shops, got awesome bbq……… very quaint and quiet. Had a great time."
United States
Shannon
The price is NZ$374
includes taxes & fees
21 Nov - 22 Nov
Matlacha Tiny Village

16. Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!

Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
East End
9.6 out of 10, Exceptional, (55 reviews)
"Loved this place! So private and cute! We walked to Wickies for breakfast and lunch and did Mudbugs for dinner! Best beaches were Blind Pass and Tarpon Bay! Make sure to use the code for a discount for Adventures in Paradise Shelling tours!"
United States
Stephen
The price is NZ$606
includes taxes & fees
16 Nov - 17 Nov
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!

17. Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!

Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
East End
9.0 out of 10, Wonderful, (77 reviews)
"Great little place, really enjoyed having the kitchen and the grill. "
United States
Eric W.
The price is NZ$606
includes taxes & fees
21 Nov - 22 Nov
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!

18. Lovers Key Resort Fort Myers Beach High floor Stunning Views Pool balcony

Lovers Key Resort Fort Myers Beach High floor Stunning Views Pool balcony
Fort Myers Beach
10.0 out of 10, Exceptional, (64 reviews)
"We enjoyed the one night stay and hope to be back. Fantastic view. Coffee was a nice touch. Great place for a relaxing trip:)"
United States
Rebecca D.
The price is NZ$621
includes taxes & fees
14 Dec - 15 Dec
Lovers Key Resort Fort Myers Beach High floor Stunning Views Pool balcony

19. Times Square Hideaway By FL Vibes

Times Square Hideaway By FL Vibes
Downtown Fort Myers Beach
9.8 out of 10, Exceptional, (36 reviews)
"Place was amazing and in the perfect location for everything!"
United States
Jacob S.
The price is NZ$617
includes taxes & fees
16 Nov - 17 Nov
Times Square Hideaway By FL Vibes

20. The "Tommy Suite". North end of the Island! 350 yrds. from The Gulf of America!

The "Tommy Suite". North end of the Island! 350 yrds. from The Gulf of America!
Fort Myers Beach
9.6 out of 10, Exceptional, (35 reviews)
"Awesome place, would stay again!"
United States
David A.
The price is NZ$756
includes taxes & fees
16 Nov - 17 Nov
The "Tommy Suite". North end of the Island! 350 yrds. from The Gulf of America!
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 San Carlos Island Hotel Reviews

Find out more about San Carlos 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 San Carlos 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 San Carlos 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 San Carlos Island. Seeing all the best attractions is bound to make you fall in love with San Carlos 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 San Carlos Island short-term rentals, that won’t be hard to do.

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