A crowded beach with people sunbathing and swimming.

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Southwest Florida villas

A beachside area with colorful beach houses, a dock, and a sandy beach.

1. 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 AED 486
AED 817 total
includes taxes & fees
5 Oct - 6 Oct
Matlacha Tiny Village
A white door with a keypad lock and a doormat with "WELCOME" written on it.

2. Cozy Lehigh Extended Stay

Cozy Lehigh Extended Stay
3.5 star property
Lehigh Acres
The price is AED 314
AED 717 total
includes taxes & fees
4 Oct - 5 Oct
Cozy Lehigh Extended Stay
A wooden deck with outdoor seating overlooking a lake, surrounded by dense greenery.

3. River Wilderness Waterfront Cabins

River Wilderness Waterfront Cabins
2.5 star property
Everglades City
8.8 out of 10, Excellent, (299 reviews)
"Great stay!"
United States
Quentin
The price is AED 712
AED 812 total
includes taxes & fees
4 Oct - 5 Oct
River Wilderness Waterfront Cabins
A beach shack with a sign reading 'BEACH SHACK MANASOTA KEY,' a bicycle parked outside, and a chair and table set up for outdoor dining.

4. Turtle Cay at The Beach Shack! Come On Down!

Turtle Cay at The Beach Shack! Come On Down!
Manasota Key
10.0 out of 10, Exceptional, (47 reviews)
"This was such a cute place to stay rhat is conveniently located via walking diatance to the beach and local restaurants. "
United States
Renay S.
The price is AED 619
AED 1,366 total
includes taxes & fees
18 Oct - 19 Oct
Turtle Cay at The Beach Shack! Come On Down!
An indoor swimming pool with a hot tub, surrounded by a glass enclosure with a view of a grassy yard and trees.

5. La Finca... Beautiful Countryside Home

La Finca... Beautiful Countryside Home
Naples
8.6 out of 10, Excellent, (12 reviews)
"Great communication and welcoming "
United States
Chris R.
The price is AED 507
AED 1,769 total
includes taxes & fees
5 Oct - 6 Oct
La Finca... Beautiful Countryside Home
Exterior

6. Stunning Luxury villa Sandpiper across the street from the beach!

Stunning Luxury villa Sandpiper across the street from the beach!
East End
8.8 out of 10, Excellent, (53 reviews)
"Excellent property, very clean, modern, centrally located, close to restaurants and beach. Absolutely pleasant."
United States
Fernando F.
The price is AED 588
AED 1,896 total
includes taxes & fees
7 Oct - 8 Oct
Stunning Luxury villa Sandpiper across the street from the beach!
An outdoor patio area with a seating arrangement, a hammock, and a view of a grassy yard and trees.

7. Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Oakland Hills
9.8 out of 10, Exceptional, (78 reviews)
"Nice stay in good location"
United States
John W.
The price is AED 327
AED 1,219 total
includes taxes & fees
4 Oct - 5 Oct
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
A table with a tray containing a cookie and two cups, set in a covered outdoor area with a view of a lake and greenery.

8. Beautiful house with lake view

Beautiful house with lake view
Englewood East
9.6 out of 10, Exceptional, (16 reviews)
"Amazing beautiful place , very spacious , very easy to book. "
United States
Amara D.
The price is AED 503
AED 906 total
includes taxes & fees
4 Oct - 5 Oct
Beautiful house with lake view
A residential area with a pond, palm trees, and houses with sloped roofs.

9. Waterview Vacation Retreat Close To Ocean

Waterview Vacation Retreat Close To Ocean
Oakland Hills
10.0 out of 10, Exceptional, (19 reviews)
"The property was great for 3 adults on a golf trip."
United States
Lisa D.
The price is AED 347
AED 1,245 total
includes taxes & fees
4 Oct - 5 Oct
Waterview Vacation Retreat Close To Ocean
A covered patio with a round table and chairs, a ceiling fan, and a view of a tropical garden.

10. The Driftwood Inn Cottages

The Driftwood Inn Cottages
Mid Island
The price is AED 661
AED 1,590 total
includes taxes & fees
5 Oct - 6 Oct
The Driftwood Inn Cottages
A single-story house with a white exterior, a dark roof, and a front door.

11. Lakefront 2BR Bradenton Rental Near IMG & Beaches

Lakefront 2BR Bradenton Rental Near IMG & Beaches
South Bradenton
8.8 out of 10, Excellent, (3 reviews)
"Very clean. No tissues or napkins🤔. Recommend pump hand soap instead of little bars. Also, 2 outdoor chaises were ripped and 1 out of 2 outdoor chairs was broken and unable to use the.."
United States
Laura
The price is AED 356
AED 868 total
includes taxes & fees
5 Oct - 6 Oct
Lakefront 2BR Bradenton Rental Near IMG & Beaches
A turquoise building with a tiled driveway and a row of bicycles parked in front.

12. Flamingo's Nest at the Beach Shack. Just one block from the beach!

Flamingo's Nest at the Beach Shack. Just one block from the beach!
Manasota Key
10.0 out of 10, Exceptional, (44 reviews)
"Location was great, property condition is excellent!"
United States
Mabel
The price is AED 619
AED 1,358 total
includes taxes & fees
19 Oct - 20 Oct
Flamingo's Nest at the Beach Shack. Just one block from the beach!
A covered patio with a table and chairs, a stone floor, and a view of a residential street and greenery.

13. SPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi

SPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi
Sarasota
9.4 out of 10, Exceptional, (51 reviews)
"The condo is beautifully furnished and equipped with everything we needed. It was very comfortable and we would definitely stay there again."
United States
Sharon M.
The price is AED 529
AED 1,823 total
includes taxes & fees
4 Oct - 5 Oct
SPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi
A bicycle parked outside a building with a 'Hello' mat at the entrance.

14. [Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.6 out of 10, Exceptional, (43 reviews)
"The space was clean and well-equipped, and the host was easily reachable and responded quickly when I asked a question. The private beach access was nice. I would stay here again. "
United States
Natalie M.
The price is AED 306
AED 993 total
includes taxes & fees
8 Oct - 9 Oct
[Beach Elements] pool view withprivate beach access
A dining area with a table and chairs, a green wall with a sign, and a view of palm trees and greenery.

15. Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly

Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
Bradenton
10.0 out of 10, Exceptional, (39 reviews)
"Very nice place and quiet. Enjoyed the secluded pool and the variety of plants and flowers everywhere. The Riverwalk was nice too."
United States
Craig C.
The price is AED 471
AED 1,058 total
includes taxes & fees
4 Oct - 5 Oct
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
A resort with a swimming pool, a covered patio, and a view of the ocean.

16. Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!

Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
Bradenton
10.0 out of 10, Exceptional, (38 reviews)
"This was a great place to stay. Easy access to everything the area has to offer."
United States
Terri B.
The price is AED 471
AED 1,058 total
includes taxes & fees
9 Oct - 10 Oct
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
A covered outdoor swimming pool with a view of a residential area.

17. Gulf access home, heated pool & kayaks

Gulf access home, heated pool & kayaks
Pelican
9.4 out of 10, Exceptional, (12 reviews)
"Perfect waterfront home, beautiful sunsets and sunrises. New favorite home."
United States
Brett B.
The price is AED 364
AED 1,652 total
includes taxes & fees
4 Oct - 5 Oct
Gulf access home, heated pool & kayaks
A backyard with a gravel patio, a small lawn, and a wooden fence.

18. Seashell Shanty at The Beach Shack! Come On Down!

Seashell Shanty at The Beach Shack! Come On Down!
Manasota Key
10.0 out of 10, Exceptional, (44 reviews)
"Wonderful place and a great location "
United States
Matthew C.
The price is AED 619
AED 1,366 total
includes taxes & fees
20 Oct - 21 Oct
Seashell Shanty at The Beach Shack! Come On Down!
A serene lakeside setting with large trees and a white gazebo.

19. Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly

Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
Bradenton
9.8 out of 10, Exceptional, (30 reviews)
"The host was welcoming, and the amenities were great. We liked staying in that part of town."
United States
Perry W.
The price is AED 471
AED 1,058 total
includes taxes & fees
6 Oct - 7 Oct
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
A residential house with a well-maintained lawn, palm trees, and a garage.

20. Relax with privacy! Villa in Bonita Springs! Modern, huge pool!

Relax with privacy! Villa in Bonita Springs! Modern, huge pool!
Bonita Springs
10.0 out of 10, Exceptional, (126 reviews)
"Wonderful home to stay in while visiting FL. "
United States
Jessica M.
The price is AED 882
AED 2,308 total
includes taxes & fees
11 Oct - 12 Oct
Relax with privacy! Villa in Bonita Springs! Modern, huge pool!
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

The Westin Sarasota

The Westin Sarasota

10/10 Excellent
"Amazing location and amenities. Beautiful views, sunset, bayview and city view. The staff were great, super helpful and professional. Food and drinks were delicious. Clean, comfortable, beautiful rooms."
Elizabeth 1-night trip
Posted 7 hours ago
The Westin Sarasota

Frequently asked questions

How much do villas in Southwest Florida cost?
Prices for villas in Southwest Florida range between AED 717 and AED 2,411 per night. Whatever your budget, you'll find something that fits your needs on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Southwest Florida?
Take your pick of 64 villas in Southwest Florida. Whether you're getting away with the kids or your favorite friends, and wherever you're venturing, Expedia makes it a cinch to find the ideal space.
Why book your villa in Southwest Florida with Expedia?
We think arranging a vacation shouldn't be complicated, so if you're in search of villas at an affordable price, Expedia delivers. Stick to the budget and opt for an all-inclusive stay, or splurge on a 5-star villa to treat your sweetheart. Our handy filters make it easy to find a place in Southwest Florida that checks your boxes.
How can I find cheap villas in Southwest Florida?
Expedia is here to help you locate cheap villas in Southwest Florida. Use the filter tool to choose amenities, star rating and budget to refine your search and find the perfect stay in a matter of clicks.

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