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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, (9 reviews)
"We loved our stay! The location was perfect, the home was clean and comfortable, and our host was friendly and responsive!! Everything was easy and enjoyable. We would definitely stay here again and highly recommend it!"
United States
Trinity
The price is NZ$710
includes taxes & fees
17 Aug - 18 Aug
"Relax and Unwind" Peaceful 2-bedroom house in Fort Myers Beach

2. Icon on the bay- Panoramic views- Rooftop hot tub

Icon on the bay- Panoramic views- Rooftop hot tub
Fort Myers Beach
The price is NZ$1,094
includes taxes & fees
10 Sept - 11 Sept
Icon on the bay- Panoramic views- Rooftop hot tub

3. Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,872 reviews)
"Lovely stay. Right on a beautiful beach. Located near food, shopping etc. Great place to stay."
United States
Brian
The price is NZ$373
includes taxes & fees
17 Aug - 18 Aug
Edison Beach House

4. StudioRes by Marriott Fort Myers Airport

StudioRes by Marriott Fort Myers Airport
3.0 star property
Fort Myers
9.2 out of 10, Wonderful, (113 reviews)
"Great stay."
United States
cynthia
The price is NZ$135
includes taxes & fees
22 Aug - 23 Aug
StudioRes by Marriott Fort Myers Airport

5. Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,080 reviews)
"Great spot. Very nice pool area & fantastic sunset views from the balcony"
United States
Chris
The price is NZ$484
includes taxes & fees
26 Aug - 27 Aug
Lovers Key Resort

6. GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.6 out of 10, Exceptional, (965 reviews)
"We really enjoyed our stay here and plan on staying here again!"
United States
Claudia
The price is NZ$924
includes taxes & fees
17 Aug - 18 Aug
GullWing Beach Resort

7. Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,147 reviews)
"Wonderful room and stay. Beachfront!"
United States
Cindi
The price is NZ$377
includes taxes & fees
26 Aug - 27 Aug
Island Inn

8. Flamingo Inn

Flamingo Inn
3.0 star property
Mid Island
8.0 out of 10, Very good, (1,022 reviews)
"Great location and cleanliness was excellent"
United States
J
The price is NZ$327
includes taxes & fees
21 Aug - 22 Aug
Flamingo Inn

9. Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,685 reviews)
"Great place"
United States
moti
The price is NZ$848
includes taxes & fees
17 Aug - 18 Aug
Sundial Beach Resort & Spa

10. Wiggins Pass Chalet

Wiggins Pass Chalet
4.0 star property
Naples
9.6 out of 10, Exceptional, (282 reviews)
"The girl on the front desk, when I’ve arrived omg she’s was really nice and excellent customer service I was visiting another places to stay and never someone was very nice like her. 5 stars for her; and the hotel really clean I love it"
United States
Tania
The price is NZ$186
includes taxes & fees
23 Aug - 24 Aug
Wiggins Pass Chalet

11. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (295 reviews)
"We had a wonderful visit July 26th-28th. Check in was so easy. We stayed in the flamingo. The flamingo is so cute and charming. We had a wonderful time just relaxing and fishing off the dock with the grandkids. We love the kayaks. Tiny village is the perfect place for a little getaway and we can’t wait to book again."
United States
Heather
The price is NZ$336
includes taxes & fees
18 Aug - 19 Aug
Matlacha Tiny Village

12. Times Square Hideaway By FL Vibes

Times Square Hideaway By FL Vibes
Downtown Fort Myers Beach
9.8 out of 10, Exceptional, (35 reviews)
"Great place with a great host! "
United States
Cynthia N.
The price is NZ$551
includes taxes & fees
17 Aug - 18 Aug
Times Square Hideaway By FL Vibes

13. Landing Apartments Fort Myers near Eastwood Village

Landing Apartments Fort Myers near Eastwood Village
3.0 star property
Fort Myers
9.6 out of 10, Exceptional, (27 reviews)
"Great place to stay"
United States
Rachel
The price is NZ$417
includes taxes & fees
23 Aug - 24 Aug
Landing Apartments Fort Myers near Eastwood Village

14. Beach Bliss~Walk to Beach & Times Square~Private Pool

Beach Bliss~Walk to Beach & Times Square~Private Pool
Fort Myers Beach
10.0 out of 10, Exceptional, (18 reviews)
"Great stay, location couldn’t be better! We loved the pool and being able to easily walk to the beach, restaurants, bars. There are chairs you can take down to the beach as well. Host was very flexible with our arrival time and willing to accommodate our needs. Would stay again!"
United States
Melanie F.
The price is NZ$780
includes taxes & fees
17 Aug - 18 Aug
Beach Bliss~Walk to Beach & Times Square~Private Pool

15. SEASIDE 408. Sea La Vie is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB

SEASIDE 408. Sea La Vie is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB
Mid Island
10.0 out of 10, Exceptional, (142 reviews)
"Everything was great!! The place was very luxurious, clean, and with beautiful beach views. Also nice having the Publix across the street too!"
United States
Duane M.
The price is NZ$899
includes taxes & fees
18 Aug - 19 Aug
SEASIDE 408. Sea La Vie is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB

16. SEASIDE 302. Solmate is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB

SEASIDE 302. Solmate is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB
Mid Island
10.0 out of 10, Exceptional, (104 reviews)
"We loved the balcony and the beach, and the comfortable bed and recliners!"
United States
Rochelle P.
The price is NZ$872
includes taxes & fees
28 Aug - 29 Aug
SEASIDE 302. Solmate is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB

17. SEASIDE 204. Luna Sea is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB

SEASIDE 204. Luna Sea is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB
Mid Island
10.0 out of 10, Exceptional, (146 reviews)
"The condo was truly lovely and in excellent condition! We loved the couch and chairs on the balcony as they were so much more comfortable that "lawn chairs". View of the Gult was fabulous and we enjoyed our morning walks on the beach. Woud definately stay here again."
United States
Debbie S.
SEASIDE 204. Luna Sea is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB

18. Driftwood Inn

Driftwood Inn
4.0 star property
Mid Island
10.0 out of 10, Exceptional, (11 reviews)
"The cottage was well stocked with all we needed. It was also immaculate with a lovely garden. The beach was a 5 minute walk."
United States
Maureen
The price is NZ$776
includes taxes & fees
18 Aug - 19 Aug
Driftwood Inn

19. 1BR condo - Steps to the Gulf - Colony Inn 55

1BR condo - Steps to the Gulf - Colony Inn 55
East End
10.0 out of 10, Exceptional, (8 reviews)
"Spent 5 wonderful days at Colony Inn."
United States
Norman G.
The price is NZ$515
includes taxes & fees
17 Aug - 18 Aug
1BR condo - Steps to the Gulf - Colony Inn 55

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

Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
East End
9.2 out of 10, Wonderful, (75 reviews)
"Great little place, really enjoyed having the kitchen and the grill. "
United States
Eric W.
The price is NZ$510
includes taxes & fees
17 Aug - 18 Aug
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
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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