A crowded beach with people sunbathing and swimming.

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Southwest Florida villas

Front of property

1. Cozy Lehigh Extended Stay

Cozy Lehigh Extended Stay
3.5 star property
Lehigh Acres
The price is HK$671
HK$1,532 total
includes taxes & fees
21 Sept - 22 Sept
Cozy Lehigh Extended Stay
Exterior

2. 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 HK$1,883
HK$4,566 total
includes taxes & fees
11 Oct - 12 Oct
Relax with privacy! Villa in Bonita Springs! Modern, huge pool!
Exterior

3. 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 HK$1,038
HK$1,746 total
includes taxes & fees
21 Sept - 22 Sept
Matlacha Tiny Village
Outdoor pool, a heated pool

4. Sunset Lanai & Screened Pool · Waterfront Views

Sunset Lanai & Screened Pool · Waterfront Views
Caloosahatchee
10.0 out of 10, Exceptional, (5 reviews)
"Everything inside the house was brand new and clean and it was perfect for our family of four. We had our dog so the dog door going out to the pool area was absolutely huge. Great place!"
United States
Melissa R.
The price is HK$1,405
HK$5,067 total
includes taxes & fees
22 Sept - 23 Sept
Sunset Lanai & Screened Pool · Waterfront Views
Exterior

5. 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 HK$1,177
HK$3,927 total
includes taxes & fees
23 Sept - 24 Sept
Stunning Luxury villa Sandpiper across the street from the beach!
Outdoor dining

6. Superb Holiday Villa w/pool in Bonita Springs

Superb Holiday Villa w/pool in Bonita Springs
Bonita Shores
9.4 out of 10, Exceptional, (3 reviews)
"Great property, closer to the beach then expected! Would book again"
Canada
Steve S.
The price is HK$1,961
HK$4,534 total
includes taxes & fees
25 Sept - 26 Sept
Superb Holiday Villa w/pool in Bonita Springs
Outdoor pool

7. 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 HK$1,377
HK$4,129 total
includes taxes & fees
25 Sept - 26 Sept
La Finca... Beautiful Countryside Home
Pool

8. Gulf Access Retreat with Heated Pool

Gulf Access Retreat with Heated Pool
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 HK$777
HK$3,529 total
includes taxes & fees
24 Sept - 25 Sept
Gulf Access Retreat with Heated Pool
Indoor pool, a heated pool

9. Massive Cali King Villa | Heated Saltwater Pool

Massive Cali King Villa | Heated Saltwater Pool
Pelican
9.6 out of 10, Exceptional, (19 reviews)
"Our stay was great. Beautiful property, clean, and well stocked with everything as described. "
United States
Virginia W.
The price is HK$918
HK$3,380 total
includes taxes & fees
27 Sept - 28 Sept
Massive Cali King Villa | Heated Saltwater Pool
Exterior

10. 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 HK$1,790
HK$2,040 total
includes taxes & fees
21 Sept - 22 Sept
River Wilderness Waterfront Cabins
Outdoor pool, a heated pool

11. Waterfront Pool Villa with Sail Boat access to the Gulf

Waterfront Pool Villa with Sail Boat access to the Gulf
Caloosahatchee
9.6 out of 10, Exceptional, (15 reviews)
"Great location! House was great! Easy check in instructions. The pool and hot tub with a view of the water was a great bonus."
United States
Martha M.
The price is HK$2,040
HK$5,391 total
includes taxes & fees
21 Sept - 22 Sept
Waterfront Pool Villa with Sail Boat access to the Gulf
Terrace/patio

12. 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 HK$699
HK$2,611 total
includes taxes & fees
21 Sept - 22 Sept
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Outdoor dining

13. Charming 4-bedroom plus den villa with pool and spa near the beach and downtown.

Charming 4-bedroom plus den villa with pool and spa near the beach and downtown.
Central Naples
10.0 out of 10, Exceptional, (15 reviews)
"Loved our stay! Pool and hot tub were warm, house was clean, room for all 8 of us to be in beds. Great location!!! "
United States
Shelli M.
The price is HK$1,666
HK$3,842 total
includes taxes & fees
23 Sept - 24 Sept
Charming 4-bedroom plus den villa with pool and spa near the beach and downtown.
Exterior

14. Fenced Yard & Pool · BBQ & Kayaks

Fenced Yard & Pool · BBQ & Kayaks
Hancock
9.2 out of 10, Wonderful, (23 reviews)
"House was very clean Well stocked "
United States
Paul S.
The price is HK$1,730
HK$6,055 total
includes taxes & fees
22 Sept - 23 Sept
Fenced Yard & Pool · BBQ & Kayaks
Outdoor dining

15. 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)
"Yes everything was great had a wonderful time "
United States
Melinda M.
The price is HK$1,322
HK$2,893 total
includes taxes & fees
21 Sept - 22 Sept
Turtle Cay at The Beach Shack! Come On Down!
Terrace/patio

16. Luxury Waterfront Villa with Private Pool

Luxury Waterfront Villa with Private Pool
Caloosahatchee
The price is HK$1,177
HK$5,350 total
includes taxes & fees
28 Sept - 29 Sept
Luxury Waterfront Villa with Private Pool
Exterior

17. Waterview Vacation Retreat Close To Ocean

Waterview Vacation Retreat Close To Ocean
Oakland Hills
10.0 out of 10, Exceptional, (18 reviews)
"The property was great for 3 adults on a golf trip."
United States
Lisa D.
The price is HK$741
HK$2,658 total
includes taxes & fees
21 Sept - 22 Sept
Waterview Vacation Retreat Close To Ocean
Outdoor dining

18. 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 HK$1,051
HK$1,901 total
includes taxes & fees
21 Sept - 22 Sept
Beautiful house with lake view
Exterior

19. [Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.6 out of 10, Exceptional, (42 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 HK$614
HK$1,977 total
includes taxes & fees
24 Sept - 25 Sept
[Beach Elements] pool view withprivate beach access
Property grounds

20. 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, (29 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 HK$1,006
HK$2,220 total
includes taxes & fees
21 Sept - 22 Sept
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
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

10/10 Excellent
"Una estancia maravillosa! Todo muy limpio, cómodo y acogedor. El personal fue increíblemente amable y atento. ¡Sin duda volveríamos! ✨"
Elianis 4-night trip
Posted 8 hours ago
Kompose Boutique Hotel

Find out more about Southwest Florida

Southwest Florida Villas information

Number of reviews
329
Accommodation
60 Villas
Lowest Price
HK$1,532
Highest Price
HK$6,055

Frequently asked questions

How much do villas in Southwest Florida cost?
Prices for villas in Southwest Florida range between HK$1,532 and HK$6,055 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 60 villas in Southwest Florida. Whether you're getting away with the kids or your favourite 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 holiday 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.
What is there to do near my villa in Southwest Florida?
The most important travel accessory for your Southwest Florida getaway is a fabulous itinerary! Henry B. Plant Museum, Orpheum Theatre and David A. Straz Jr. Centre for the Performing Arts are some of the top things to do if you're staying in Tampa. Sarasota also lures travellers with its superb attractions, such as Sarasota BayWalk. Want to explore more? Carve out some time for Ed Smith Stadium and Robert L. Taylor Community Complex too.

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