A crowded beach with people sunbathing and swimming.

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

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 ￥13,481
￥30,798 total
includes taxes & fees
Aug 15 - Aug 16
Cozy Lehigh Extended Stay
Exterior

2. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (292 reviews)
"Very nice alternative to a motel quite clean everything you need for your stay. highly recommend this property"
United States
PETER
The price is ￥17,355
￥31,175 total
includes taxes & fees
Aug 11 - Aug 12
Matlacha Tiny Village
Exterior

3. 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 ￥39,618
￥95,748 total
includes taxes & fees
Aug 19 - Aug 20
Relax with privacy! Villa in Bonita Springs! Modern, huge pool!
Exterior

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

Stunning Luxury villa Sandpiper across the street from the beach!
East End
9.0 out of 10, Wonderful, (51 reviews)
"Excellent property, very clean, modern, centrally located, close to restaurants and beach. Absolutely pleasant."
United States
Fernando F.
The price is ￥23,651
￥78,933 total
includes taxes & fees
Aug 9 - Aug 10
Stunning Luxury villa Sandpiper across the street from the beach!
Exterior

5. River Wilderness Waterfront Cabins

River Wilderness Waterfront Cabins
2.5 star property
Everglades City
8.6 out of 10, Excellent, (297 reviews)
"Great stay!"
United States
Quentin
The price is ￥35,972
￥41,008 total
includes taxes & fees
Aug 11 - Aug 12
River Wilderness Waterfront Cabins
Terrace/patio

6. 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, (77 reviews)
"Nice stay in good location"
United States
John W.
The price is ￥16,319
￥55,331 total
includes taxes & fees
Aug 20 - Aug 21
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Outdoor pool, a heated pool

7. Sunset Lanai & Screened Pool · Waterfront Views

Sunset Lanai & Screened Pool · Waterfront Views
Caloosahatchee
10.0 out of 10, Exceptional, (4 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 ￥20,538
￥95,678 total
includes taxes & fees
Aug 31 - Sep 1
Sunset Lanai & Screened Pool · Waterfront Views
Pool

8. Gulf Access Retreat with Heated Pool

Gulf Access Retreat with Heated Pool
Pelican
9.4 out of 10, Exceptional, (11 reviews)
"Immaculate and cozy with a heated pool and gulf access. The available kayaks were a fantastic bonus!"
United States
Andrew M.
The price is ￥16,240
￥71,658 total
includes taxes & fees
Aug 9 - Aug 10
Gulf Access Retreat with Heated Pool
Outdoor pool, a heated pool

9. 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)
"We had an excellent stay. The property was clean, comfortable, and well maintained, and everything met our expectations. My group had an amazing time, and we truly appreciated the hospitality throughout our visit. Overall, it was a very positive experience, and we would gladly stay again."
United States
Alejandro
The price is ￥40,994
￥109,147 total
includes taxes & fees
Aug 22 - Aug 23
Waterfront Pool Villa with Sail Boat access to the Gulf
Outdoor dining

10. Beautiful house with lake view

Beautiful house with lake view
Englewood East
9.6 out of 10, Exceptional, (15 reviews)
"Amazing beautiful place , very spacious , very easy to book. "
United States
Amara D.
The price is ￥21,128
￥38,516 total
includes taxes & fees
Aug 15 - Aug 16
Beautiful house with lake view
Outdoor dining

11. 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 ￥26,709
￥59,083 total
includes taxes & fees
Aug 13 - Aug 14
Turtle Cay at The Beach Shack! Come On Down!
Exterior

12. 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 ￥20,008
￥60,092 total
includes taxes & fees
Aug 18 - Aug 19
Waterview Vacation Retreat Close To Ocean
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, (13 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 ￥30,093
￥76,983 total
includes taxes & fees
Aug 10 - Aug 11
Charming 4-bedroom plus den villa with pool and spa near the beach and downtown.
Exterior

14. 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 ￥15,609
￥37,820 total
includes taxes & fees
Aug 30 - Aug 31
Lakefront 2BR Bradenton Rental Near IMG & Beaches
Exterior

15. [Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.6 out of 10, Exceptional, (38 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 ￥21,056
￥52,363 total
includes taxes & fees
Aug 11 - Aug 12
[Beach Elements] pool view withprivate beach access
Outdoor dining

16. 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 ￥35,476
￥85,935 total
includes taxes & fees
Aug 22 - Aug 23
Superb Holiday Villa w/pool in Bonita Springs
Exterior

17. Lake Marlin Villa 2

Lake Marlin Villa 2
Englewood East
10.0 out of 10, Exceptional, (15 reviews)
"House was very clean and the location was just what we were looking for. "
United States
Maria K.
The price is ￥18,447
￥34,410 total
includes taxes & fees
Aug 9 - Aug 10
Lake Marlin Villa 2
Property grounds

18. 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, (28 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 ￥21,393
￥46,360 total
includes taxes & fees
Aug 17 - Aug 18
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
Terrace/patio

19. 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
9.6 out of 10, Exceptional, (50 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 ￥19,866
￥75,032 total
includes taxes & fees
Aug 8 - Aug 9
SPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi
Exterior

20. 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, (36 reviews)
"This was a great place to stay. Easy access to everything the area has to offer."
United States
Terri B.
The price is ￥19,825
￥45,223 total
includes taxes & fees
Aug 10 - Aug 11
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - 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

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

10/10 Excellent
"Clean room"
Analy 3-night trip
Posted 1 hour ago
Holiday Inn Express Cape Coral-Fort Myers Area by IHG

Find out more about Southwest Florida

Southwest Florida Villas information

Number of reviews
1,010
Accommodation
58 Villas
Lowest Price
￥30,798
Highest Price
￥109,147

Frequently asked questions

How much do villas in Southwest Florida cost?
Prices for villas in Southwest Florida range between ￥30,798 and ￥109,147 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 58 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.
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 Theater and David A. Straz Jr. Center for the Performing Arts are some of the top things to do if you're staying in Tampa. Sarasota also lures travelers 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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