A crowded beach with people sunbathing and swimming.

Southwest Florida Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Southwest Florida vacation rentals

A modern hotel room with a kitchenette, a bed, a seating area, and a wardrobe.

1. StudioRes by Marriott Fort Myers Airport

StudioRes by Marriott Fort Myers Airport
3.0 star property
Fort Myers
9.4 out of 10, Exceptional, (173 reviews)
"Location was great."
United States
Joseph
$84 nightly
The price is $94
Nov 2 - Nov 3
Total with taxes and fees
StudioRes by Marriott Fort Myers Airport
A modern building entrance with glass doors, a dark exterior, and potted plants on the sides.

2. Wiggins Pass Chalet

Wiggins Pass Chalet
4.0 star property
Naples
9.6 out of 10, Exceptional, (297 reviews)
"Great location very close to beach and restaurants."
United States
Maribel
$135 nightly
The price is $149
Oct 27 - Oct 28
Total with taxes and fees
Wiggins Pass Chalet
A beach view from a balcony with a pool, palm trees, and a building with a balcony.

3. Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,956 reviews)
"Great stay."
United States
Angie
$209 nightly
The price is $233
Oct 27 - Oct 28
Total with taxes and fees
Edison Beach House
A compact living space with a sofa, two armchairs, a dining table, and a kitchenette.

4. Lehigh Resort Club

Lehigh Resort Club
3.5 star property
Joel
9.0 out of 10, Wonderful, (128 reviews)
"Simple, clean, and affordable. No complaints."
United States
Zachary
$138 nightly
The price is $154
Oct 27 - Oct 28
Total with taxes and fees
Lehigh Resort Club
A balcony with wicker furniture, a bottle, and glasses, overlooking a sunset over a body of water and buildings.

5. Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,096 reviews)
"good room with a great view"
United States
Gary
$256 nightly
The price is $285
Oct 27 - Oct 28
Total with taxes and fees
Lovers Key Resort
A beach with a view of the ocean and a sunset.

6. Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,165 reviews)
"Great location"
United States
Nicole
$215 nightly
The price is $240
Nov 8 - Nov 9
Total with taxes and fees
Island Inn
A beach with a thatched-roof structure, palm trees, and a view of the sea.

7. 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, (1,351 reviews)
"Amazing place to stay when visiting Punta Gorda. Very convenient and loved having shops and restaurants so close by. Spacious unit - so much better than just a hotel room."
United States
Michelle
$196 nightly
The price is $219
Oct 30 - Oct 31
Total with taxes and fees
The Suites at Fishermen’s Village
A spacious, multi-level interior with a grand staircase, elegant chandeliers, and a luxurious seating area.

8. Bellasera Resort

Bellasera Resort
4.0 star property
Old Naples
9.6 out of 10, Exceptional, (2,344 reviews)
"Really enjoyed the stay, the staff was very friendly. And the property is very conveniently located"
United States
vasilisa
$342 nightly
The price is $379
Nov 15 - Nov 16
Total with taxes and fees
Bellasera Resort
A pool area with lounge chairs and umbrellas, a beach with umbrellas and lounge chairs, and palm trees.

9. Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,717 reviews)
"Love the resort and great access to beach"
United States
Lisa Renee
$416 nightly
The price is $464
Oct 27 - Oct 28
Total with taxes and fees
Sundial Beach Resort & Spa
A sectional sofa with a chaise, a small table, and a wicker ottoman in an outdoor setting with a clear sky and palm trees.

10. Flamingo Inn

Flamingo Inn
3.0 star property
Mid Island
8.0 out of 10, Very good, (1,027 reviews)
"Cute, clean, beachside inn. Will definitely be back!"
United States
Emily
$156 nightly
The price is $174
Oct 27 - Oct 28
Total with taxes and fees
Flamingo Inn
A modern living room with a flat-screen TV, a floor lamp, a dining table, and a sofa.

11. Lazy Cuckoo Inn

Lazy Cuckoo Inn
2.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (304 reviews)
"Great place!"
United States
Bruce
$81 nightly
The price is $90
Oct 27 - Oct 28
Total with taxes and fees
Lazy Cuckoo Inn
A beach with a clear sky, palm trees, and a sunlit ocean.

12. GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.4 out of 10, Exceptional, (983 reviews)
"Gullwing is an excellent beach front condo property. Very well maintained, friendly staff and close to amenities."
United States
Jennifer
$558 nightly
The price is $614
Oct 27 - Oct 28
Total with taxes and fees
GullWing Beach Resort
A pool area with a waterfall feature, lounge chairs, and palm trees.

13. Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (6,016 reviews)
"Loved our stay"
United States
Julie anne
$156 nightly
The price is $176
Oct 27 - Oct 28
Total with taxes and fees
Tropical Beach Resorts
A beachside area with colorful beach houses, a dock, and a sandy beach.

14. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (298 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
$221 nightly
The price is $238
Nov 6 - Nov 7
Total with taxes and fees
Matlacha Tiny Village
A multi-story building with a light blue facade, featuring a restaurant named 'Bridge Street Bistro' and a sign for 'Island Time.'

15. Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (842 reviews)
"I loved this hotel"
United States
Raisare
$314 nightly
The price is $355
Nov 1 - Nov 2
Total with taxes and fees
Bridgewalk Resort
A spacious living room with a grey sofa, striped armchair, and a woven coffee table. Large windows offer a view of a tropical garden.

16. 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
$417 nightly
The price is $465
Oct 27 - Oct 28
Total with taxes and fees
Driftwood Inn
A wooden deck with a glass door leading to a balcony overlooking a body of water.

17. River Wilderness Waterfront Cabins

River Wilderness Waterfront Cabins
2.5 star property
Everglades City
8.6 out of 10, Excellent, (301 reviews)
"Staff was accommodating. Perfect setting and location. We are a repeat customer."
United States
Tangela
$200 nightly
The price is $221
Oct 27 - Oct 28
Total with taxes and fees
River Wilderness Waterfront Cabins
A modern bedroom with a large bed, a TV mounted on the wall, a wooden headboard, and a view of the sea through the balcony.

18. Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
8.8 out of 10, Excellent, (152 reviews)
"Beautiful place"
United States
Danay
$204 nightly
The price is $230
Nov 18 - Nov 19
Total with taxes and fees
Seabreeze at Anna Maria Island Inn
A living room with a view of the ocean, a ceiling fan, and a wooden coffee table.

19. A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (694 reviews)
"Enjoyed our stay"
United States
Robin
$205 nightly
The price is $231
Nov 4 - Nov 5
Total with taxes and fees
A Beach Retreat
A modern kitchen with white cabinets, a granite countertop, a built-in oven, and a microwave.

20. Noel Real Estate

Noel Real Estate
2.0 star property
East Naples
9.0 out of 10, Wonderful, (4 reviews)
"Property was easy to find and just as described and listed. very home-feeling and comfortable. "
United States
Lauren
$378 nightly
The price is $420
Oct 27 - Oct 28
Total with taxes and fees
Noel Real Estate
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 Southwest Florida Hotel Reviews

Kompose Boutique Hotel

Kompose Boutique Hotel

8/10 Good
"This hotel was really lovely. The decor in the lobby is cute, the room was clean and the bed was very comfortable. The only real issues I had with the room was, 1. The AC didn't feel that cold, 2. I had to go down twice due to the room key not working, 3. Not sure how I feel about the bare concrete walls of the room, that's just a cosmetic issue and had no reflection on the stay it was just a little weird. 4. There was a lot of outside noise (nothing the hotel can control). Breakfast was $7/person, and was scrambled eggs, home fries, sausage, bacon, and a cereal bar that was impressive."
Crystal 2-night trip
Posted 1 hour ago
Kompose Boutique Hotel

Find out more about Southwest Florida

Everything you need to know about Southwest Florida 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 Southwest Florida 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 Southwest Florida vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Southwest Florida vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southwest Florida. 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 Southwest Florida 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 $90 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 Southwest Florida rentals

At Expedia, we put the best Southwest Florida 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 Southwest Florida 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 Southwest Florida 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 Southwest Florida. 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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