A crowded beach with people sunbathing and swimming.

Southwest Florida Vacation Rentals

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Our top choices for Southwest Florida vacation rentals

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, (142 reviews)
"The place was very nice and clean and great location"
United States
Monica
The price is CA $106
CA $119 total
includes taxes & fees
Sep 29 - Sep 30
StudioRes by Marriott Fort Myers Airport

2. Wiggins Pass Chalet

Wiggins Pass Chalet
4.0 star property
Naples
9.6 out of 10, Exceptional, (291 reviews)
"Great location very close to beach and restaurants."
United States
Maribel
The price is CA $152
CA $169 total
includes taxes & fees
Sep 27 - Sep 28
Wiggins Pass Chalet

3. Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,919 reviews)
"Great stay."
United States
Angie
The price is CA $199
CA $277 total
includes taxes & fees
Sep 28 - Sep 29
Edison Beach House

4. Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,086 reviews)
"the hotel need more staff"
United States
Lazaro
The price is CA $151
CA $398 total
includes taxes & fees
Sep 28 - Sep 29
Lovers Key Resort

5. Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,156 reviews)
"Great location"
United States
Nicole
The price is CA $284
CA $317 total
includes taxes & fees
Sep 29 - Sep 30
Island Inn

6. GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.6 out of 10, Exceptional, (974 reviews)
"Highly recommended, coastal by the sea, good for family outings."
United States
MARYTE
The price is CA $212
CA $739 total
includes taxes & fees
Sep 25 - Sep 26
GullWing Beach Resort

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, (1,326 reviews)
"Great place"
United States
Nidia
The price is CA $224
CA $251 total
includes taxes & fees
Oct 5 - Oct 6
The Suites at Fishermen’s Village

8. Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,701 reviews)
"Love the resort and great access to beach"
United States
Lisa Renee
The price is CA $476
CA $623 total
includes taxes & fees
Sep 24 - Sep 25
Sundial Beach Resort & Spa

9. Lehigh Resort Club

Lehigh Resort Club
3.5 star property
Joel
9.0 out of 10, Wonderful, (121 reviews)
"They can treat people better"
United States
Kamalini
The price is CA $110
CA $141 total
includes taxes & fees
Sep 24 - Sep 25
Lehigh Resort Club

10. Bellasera Resort

Bellasera Resort
4.0 star property
Old Naples
9.6 out of 10, Exceptional, (2,333 reviews)
"Great place , near to fifth ave ."
United States
Mavelys
The price is CA $379
CA $484 total
includes taxes & fees
Sep 30 - Oct 1
Bellasera Resort

11. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
9.0 out of 10, Wonderful, (297 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
The price is CA $186
CA $312 total
includes taxes & fees
Sep 29 - Sep 30
Matlacha Tiny Village

12. Lazy Cuckoo Inn

Lazy Cuckoo Inn
2.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (299 reviews)
"Great place!"
United States
Bruce
The price is CA $70
CA $123 total
includes taxes & fees
Oct 22 - Oct 23
Lazy Cuckoo Inn

13. Hibiscus House Bed Breakfast Citrus Room

Hibiscus House Bed Breakfast Citrus Room
2.0 star property
Fort Myers River District
10.0 out of 10, Exceptional, (3 reviews)
"Quiet, staff friendly, breakfast beautifully presented. Staff very helpful."
United States
Ann
The price is CA $209
CA $317 total
includes taxes & fees
Oct 5 - Oct 6
Hibiscus House Bed Breakfast Citrus Room

14. Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
8.8 out of 10, Excellent, (133 reviews)
"Right on beach, in a good area. Comfy beds, would stay here again"
United States
Katelyn
The price is CA $266
CA $337 total
includes taxes & fees
Sep 24 - Sep 25
Seabreeze at Anna Maria Island Inn

15. Flamingo Inn

Flamingo Inn
3.0 star property
Mid Island
8.0 out of 10, Very good, (1,025 reviews)
"Great location and cleanliness was excellent"
United States
J
The price is CA $134
CA $243 total
includes taxes & fees
Sep 30 - Oct 1
Flamingo Inn

16. 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
The price is CA $156
CA $563 total
includes taxes & fees
Oct 1 - Oct 2
Noel Real Estate

17. Driftwood Inn

Driftwood Inn
4.0 star property
Mid Island
10.0 out of 10, Exceptional, (11 reviews)
"This was our second stay at Driftwood Inn and we enjoyed it as much this time as the last! Property is immaculately cleaned, comfortable and has everything we need. The beach is a short walk away and the included cart, umbrellas and beach chairs make it easy to enjoy your time relaxing in the sun. Highly recommend this property for your beach time!"
United States
Heather
The price is CA $285
CA $656 total
includes taxes & fees
Oct 13 - Oct 14
Driftwood Inn

18. SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (181 reviews)
"Property and room were beautiful!! Right across the street from the beach ⛱️"
United States
Michelle Suzanne
The price is CA $296
CA $335 total
includes taxes & fees
Oct 21 - Oct 22
SeaSpray Resort

19. 2 Mi to Six Mile Preserve! Family Getaway w/ Pool

2 Mi to Six Mile Preserve! Family Getaway w/ Pool
3.0 star property
Fort Myers
The price is CA $220
CA $667 total
includes taxes & fees
Oct 5 - Oct 6
2 Mi to Six Mile Preserve! Family Getaway w/ Pool

20. River Wilderness Waterfront Cabins

River Wilderness Waterfront Cabins
2.5 star property
Everglades City
8.6 out of 10, Excellent, (298 reviews)
"Great stay!"
United States
Quentin
The price is CA $320
CA $365 total
includes taxes & fees
Sep 25 - Sep 26
River Wilderness Waterfront Cabins
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

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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southwest Florida vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southwest Florida vacation rentals we have selected for you start as low as CA $169 per night. Entering your travel dates in the search wizard 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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