A sunset over a beach with a pier and people walking on the sand.

Southwest Coast Florida Holiday Rentals

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Our top choices for Southwest Coast Florida holiday 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, (145 reviews)
"The place was very nice and clean and great location"
United States
Monica
The price is NZ$166
includes taxes & fees
3 Oct - 4 Oct
StudioRes by Marriott Fort Myers Airport

2. 2 Queen Bed|Nsmk|Cape Coral FL

2 Queen Bed|Nsmk|Cape Coral FL
Caloosahatchee
10.0 out of 10, Exceptional, (151 reviews)
"Had a lovely time here!"
United States
Anonymous traveller
The price is NZ$120
includes taxes & fees
28 Sept - 29 Sept
2 Queen Bed|Nsmk|Cape Coral FL

3. Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,087 reviews)
"the hotel need more staff"
United States
Lazaro
The price is NZ$499
includes taxes & fees
29 Sept - 30 Sept
Lovers Key Resort

4. 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, (1,329 reviews)
"Great place"
United States
Nidia
The price is NZ$316
includes taxes & fees
6 Oct - 7 Oct
The Suites at Fishermen’s Village

5. 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 NZ$393
includes taxes & fees
29 Sept - 30 Sept
Matlacha Tiny Village

6. Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,921 reviews)
"Great stay."
United States
Angie
The price is NZ$321
includes taxes & fees
28 Sept - 29 Sept
Edison Beach House

7. 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 NZ$839
includes taxes & fees
28 Sept - 29 Sept
2 Mi to Six Mile Preserve! Family Getaway w/ Pool

8. 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 NZ$402
includes taxes & fees
28 Sept - 29 Sept
Island Inn

9. 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 NZ$930
includes taxes & fees
28 Sept - 29 Sept
GullWing Beach Resort

10. Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.

Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.
LaBelle
9.8 out of 10, Exceptional, (86 reviews)
"Check in was easy, the cottage was clean and organized, the bed was very comfortable. "
United States
Jacob S.
The price is NZ$452
includes taxes & fees
28 Sept - 29 Sept
Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.

11. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,309 reviews)
"Clean room, beach access, easy parking, friendly staff"
United States
Karla
The price is NZ$324
includes taxes & fees
29 Sept - 30 Sept
Captiva Beach Resort

12. Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,702 reviews)
"Love the resort and great access to beach"
United States
Lisa Renee
The price is NZ$817
includes taxes & fees
28 Sept - 29 Sept
Sundial Beach Resort & Spa

13. 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 NZ$716
includes taxes & fees
28 Sept - 29 Sept
Noel Real Estate

14. SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (183 reviews)
"Property and room were beautiful!! Right across the street from the beach ⛱️"
United States
Michelle Suzanne
The price is NZ$416
includes taxes & fees
28 Sept - 29 Sept
SeaSpray Resort

15. Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,921 reviews)
"Amazing resort,"
United States
kurt
The price is NZ$316
includes taxes & fees
29 Sept - 30 Sept
Tropical Beach Resorts

16. Nestled in North Port. Updated 2 Bed / 1 Bath.

Nestled in North Port. Updated 2 Bed / 1 Bath.
North Port
10.0 out of 10, Exceptional, (25 reviews)
"Every part of this stay was perfect! "
United States
Stephen P.
The price is NZ$378
includes taxes & fees
28 Sept - 29 Sept
Nestled in North Port. Updated 2 Bed / 1 Bath.

17. Everglades Escape w/ Heated Pool & Marina Access!

Everglades Escape w/ Heated Pool & Marina Access!
3.0 star property
Naples
The price is NZ$298
includes taxes & fees
29 Sept - 30 Sept
Everglades Escape w/ Heated Pool & Marina Access!

18. Experience your Dream Vacation Home

Experience your Dream Vacation Home
Ave Maria
10.0 out of 10, Exceptional, (21 reviews)
"This property is in a great neighborhood, peaceful, extremely convenient to Ave Maria University. Check-in and check-out instructions were very simple and easy to follow. We had everything we needed for our stay and felt very comfortable in this spacious home. Definitely hope to stay here again!"
United States
Jennifer M.
The price is NZ$921
includes taxes & fees
29 Sept - 30 Sept
Experience your Dream Vacation Home

19. A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (684 reviews)
"Great stay!!"
United States
Genghis
The price is NZ$377
includes taxes & fees
28 Sept - 29 Sept
A Beach Retreat

20. 1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!

1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!
River District
10.0 out of 10, Exceptional, (80 reviews)
"Awesome cozy home in a very nice, quiet neighborhood!"
United States
Percy L.
The price is NZ$582
includes taxes & fees
28 Sept - 29 Sept
1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!
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 Coast Florida Hotel Reviews

Find out more about Southwest Coast Florida

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 Southwest Coast Florida 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 Southwest Coast Florida. 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 Southwest Coast Florida. Seeing all the best attractions is bound to make you fall in love with Southwest Coast Florida. 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 Southwest Coast Florida short-term rentals, that won’t be hard to do.

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