San Carlos Island Vacation Rentals

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Vacation Rentals in San Carlos Island

Exercise/lap pool
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Aparthotel in Bonita Springs

4.0 star property
9.2 out of 10, Wonderful, (723)
"Very pleasant staff, helpful, property well maintained. Great vacation spot with activities for the whole family. "
United States
Mutessa
$200 nightly
The price is $223
Dec 17 - Dec 18
Total with taxes and fees
Hyatt Vacation Club at Coconut Cove, Bonita Springs
2 outdoor pools, cabanas (surcharge), pool umbrellas
Sundial Beach Resort & Spa

Condo resort in Mid Island

5.0 star property
8.6 out of 10, Excellent, (2584)
"wonderful family friendly and spotless resort"
United States
Mary Anne
$388 nightly
The price is $433
Dec 14 - Dec 15
Total with taxes and fees
Sundial Beach Resort & Spa
Apartment, Multiple Beds, Partial Ocean View | Beach/ocean view
Edison Beach House

Aparthotel in Fort Myers Beach

3.5 star property
9.4 out of 10, Exceptional, (1575)
"Great room and view! Very clean and comfortable. Would recommend, a great location!"
United States
Catherine
$237 nightly
The price is $264
Dec 9 - Dec 10
Total with taxes and fees
Edison Beach House
Outdoor pool
GullWing Beach Resort

Aparthotel in South Island

3.5 star property
9.4 out of 10, Exceptional, (932)
"The view of the beach was spectacular. "
United States
Carol
$523 nightly
The price is $575
Dec 9 - Dec 10
Total with taxes and fees
GullWing Beach Resort
Terrace/patio
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

Vacation Home in North Captiva

9.6 out of 10, Exceptional, (102)
"Absolutely breathtaking! I couldn’t get enough of the views. Sunrises were beautiful and to watch the storms rolling across the water was definitely a sight to see! The house had everything you needed and was super relaxing! We will definitely be back! The host was also super responsive which makes this home even better! Thank you for a wonderful week! "
United States
Kathleen S.
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **
Grand Studio Suite, Kitchenette | Living area | 43-inch Smart TV with cable channels, Hulu, streaming services
Lazy Cuckoo Inn

Aparthotel in Fort Myers Beach

2.0 star property
9.0 out of 10, Wonderful, (222)
"Great location and very clean, cute place"
United States
Sarah
$83 nightly
The price is $93
Dec 17 - Dec 18
Total with taxes and fees
Lazy Cuckoo Inn
Property entrance
Wiggins Pass Chalet

Aparthotel in Naples

4.0 star property
9.6 out of 10, Exceptional, (240)
"Room was very clean, staff was awesome, and the location was perfect. I will definitely stay here again."
United States
Tamisha
$162 nightly
The price is $180
Dec 14 - Dec 15
Total with taxes and fees
Wiggins Pass Chalet
Balcony view
Lovers Key Resort

Aparthotel in Fort Myers Beach

3.0 star property
8.8 out of 10, Excellent, (1016)
"Nice place"
United States
patrick
$269 nightly
The price is $300
Dec 14 - Dec 15
Total with taxes and fees
Lovers Key Resort
Luxury Suite, Sea View | Beach/ocean view
Island Inn

Aparthotel in West End

3.5 star property
9.4 out of 10, Exceptional, (1121)
"Really nice, updated, and clean room with a screened waterfront balcony in a perfect place on the island (far enough away from the big resorts to be in a quieter area, but close enough to the center area of the island to be convenient). "
United States
Chris
$219 nightly
The price is $244
Dec 14 - Dec 15
Total with taxes and fees
Island Inn
Outdoor pool, a heated pool, sun loungers
Resort Harbour Properties

Condo in Punta Rassa

3.5 star property
9.6 out of 10, Exceptional, (363)
"10/10 would stay there again"
United States
Kristie
$572 nightly
The price is $638
Dec 18 - Dec 19
Total with taxes and fees
Resort Harbour Properties
Beach/ocean view
Sanibel Siesta on the Beach

Aparthotel in Mid Island

2.5 star property
10.0 out of 10, Exceptional, (3)
"Near the beach beautiful views and very quiet"
Mexico
Alberto
Sanibel Siesta on the Beach
Outdoor pool, a heated pool
2 Private Cabanas with kitchen and a Private Pool.

Vacation Home in Pelican

9.4 out of 10, Exceptional, (27)
"Property manager was great. Really enjoyed our stay. Would highly recommend others to stay here. "
United States
David H.
2 Private Cabanas with kitchen and a Private Pool.
Condo (2 Bedrooms) | Property amenity
Seaside 3 by Distinctive Beach Rentals

Condo in Mid Island

3.5 star property
10.0 out of 10, Exceptional, (1)
"The property is all new inside and right on the beach. Gorgeous views, amazing wildlife, beautiful sunsets. We loved it."
United States
Kara
Seaside 3 by Distinctive Beach Rentals
Premium King Room with Kitchen #101 | Private kitchen | Microwave, coffee/tea maker, toaster, paper towels
Flamingo Inn

Apartment in Mid Island

3.0 star property
7.8 out of 10, Good, (983)
"Will definitely stay here again!"
United States
Sasha
$181 nightly
The price is $201
Dec 9 - Dec 10
Total with taxes and fees
Flamingo Inn
Outdoor pool, a heated pool
NEW EVERYTHING!! 4-bed 3 bath South Facing spill over spa pool. 2 king suites

Vacation Home in Pelican

3.0 star property
10.0 out of 10, Exceptional, (24)
"Great place for a family or friends trip. We really enjoyed having two king suites, a queen bedroom, and an additional smaller bedroom good for kids/teens. The pool and spa were great and everything was just as described. "
United States
Alicia M.
NEW EVERYTHING!! 4-bed 3 bath South Facing spill over spa pool. 2 king suites
Dock
Matlacha Tiny Village

Villa in Matlacha

3.0 star property
8.8 out of 10, Excellent, (267)
"Very nice place with all necesary accommodations for a Pleasant stay. "
United States
isabel
$204 nightly
The price is $219
Dec 19 - Dec 20
Total with taxes and fees
Matlacha Tiny Village
Interior
Fully renovated Luxury House pool! HUGE 5 BD 5 BA 9 bed! Sleeps 16! 2 golf carts

Vacation Home in North Captiva

9.2 out of 10, Wonderful, (19)
"Everything was awesome "
United States
Marlen M.
Fully renovated Luxury House pool! HUGE 5 BD 5 BA 9 bed! Sleeps 16! 2 golf carts
4 bedrooms, iron/ironing board, travel crib, WiFi
Luxury family friendly WATERFRONT home with a POOL, PLAYGROUND, FIREPIT & BEACH

Vacation Home in Fort Myers

9.6 out of 10, Exceptional, (26)
"Nice place, full of surprises and the back area was nice to use."
United States
Ivan S.
$374 nightly
The price is $412
Dec 17 - Dec 18
Total with taxes and fees
Luxury family friendly WATERFRONT home with a POOL, PLAYGROUND, FIREPIT & BEACH
Property grounds
BEAUTIFUL NEW CONDO 2025 SANIBEL ISLAND!!! SANDY BEACH POOL 🏝️🌅 🏖️

Condo in Mid Island

4.0 star property
9.8 out of 10, Exceptional, (53)
"Great communication. Easy check in and out. Very clean and quiet condo. About 100 yard walk to beach. Would recommend to anyone to stay there. "
United States
Martin
BEAUTIFUL NEW CONDO 2025 SANIBEL ISLAND!!! SANDY BEACH POOL 🏝️🌅 🏖️
Microwave, oven, stovetop, dishwasher
Paradise Vacation Pool Home Last minute $155

Vacation Home in Pelican

10.0 out of 10, Exceptional, (7)
"The place was very nice, our hostess was very attentive to any questions or requests. Overall I definitely look forward to my next visit."
United States
John T.
Paradise Vacation Pool Home Last minute $155
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

DiamondHead Beach Resort

DiamondHead Beach Resort

10/10 Excellent
"The room was clean, experienced an issue the first hour of our stay and it was immediately taken care of! Thank you to the staff for a quick and friendly check in, and easy access to all amenities! "
Rajwant 2-night trip
Posted 2 days ago
DiamondHead Beach Resort

Find out more about San Carlos Island

Everything you need to know about San Carlos Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the San Carlos Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Carlos Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

San Carlos Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Carlos Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit San Carlos Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $93 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on San Carlos Island rentals

At Expedia, we put the best San Carlos Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top San Carlos Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Carlos Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Carlos Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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