A crowded beach with people sunbathing and swimming.

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Our top choices for Southwest Florida villas

1. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
9.0 out of 10, Wonderful, (299 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 ¥20,178
¥34,341 total
includes taxes & fees
Nov 4 - Nov 5
Matlacha Tiny Village

2. River Wilderness Waterfront Cabins

River Wilderness Waterfront Cabins
2.5 star property
Everglades City
8.6 out of 10, Excellent, (301 reviews)
"Staff was accommodating. Perfect setting and location. We are a repeat customer."
United States
Tangela
The price is ¥30,556
¥34,835 total
includes taxes & fees
Nov 15 - Nov 16
River Wilderness Waterfront Cabins

3. 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)
"I travel down South for business every so often and I'm always looking for a nice spot to stay. This place was great and extremely clean. Heather was great with responding to any questions I had. A lot of fun restaurants and local bars within less than a mile. I will be back."
United States
John M.
The price is ¥26,555
¥58,113 total
includes taxes & fees
Nov 8 - Nov 9
Turtle Cay at The Beach Shack! Come On Down!

4. Luxury Villa Lighthouse Across from the Beach

Luxury Villa Lighthouse Across from the Beach
East End
9.4 out of 10, Exceptional, (50 reviews)
"We had family members staying nearby at tortuga beach club so this condo was perfect for convenience. Clean, spacious and everything went smoothly. looking forward to renting this unit again in the future."
United States
michael m.
The price is ¥26,841
¥76,581 total
includes taxes & fees
Nov 8 - Nov 9
Luxury Villa Lighthouse Across from the Beach

5. Beautiful house with lake view

Beautiful house with lake view
Englewood East
9.6 out of 10, Exceptional, (17 reviews)
"Amazing beautiful place , very spacious , very easy to book. "
United States
Amara D.
The price is ¥17,052
¥31,761 total
includes taxes & fees
Nov 4 - Nov 5
Beautiful house with lake view

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, (78 reviews)
"Great hosts and great stay! Would highly recommend."
United States
Kerry M.
The price is ¥16,875
¥53,249 total
includes taxes & fees
Nov 4 - Nov 5
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

7. Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA

Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
Sarasota
9.6 out of 10, Exceptional, (27 reviews)
"Excellent stay. Very clean and facilities were great "
United Kingdom
Jennie A.
The price is ¥21,741
¥58,111 total
includes taxes & fees
Nov 17 - Nov 18
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA

8. Lake Marlin Villa 2

Lake Marlin Villa 2
Englewood East
10.0 out of 10, Exceptional, (20 reviews)
"House was very clean and the location was just what we were looking for. "
United States
Maria K.
The price is ¥18,473
¥33,510 total
includes taxes & fees
Nov 19 - Nov 20
Lake Marlin Villa 2

9. [Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.6 out of 10, Exceptional, (45 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 ¥17,689
¥46,830 total
includes taxes & fees
Nov 15 - Nov 16
[Beach Elements] pool view withprivate beach access

10. 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 ¥15,805
¥36,176 total
includes taxes & fees
Nov 18 - Nov 19
Lakefront 2BR Bradenton Rental Near IMG & Beaches

11. 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, (40 reviews)
"We had a great time at the Salty Lime! The property was very clean and inviting, decorated nicely and comfortable. The garden and outdoor spaces were so nice! Perfect location on the river and by the river walk, we enjoyed going out there in the mornings. Wonderful hosts who were very communicative and really have thought of everything. We will definitely be back!"
United States
Kara H.
The price is ¥21,704
¥46,216 total
includes taxes & fees
Nov 4 - Nov 5
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly

12. The Driftwood Inn Cottages

The Driftwood Inn Cottages
Mid Island
10.0 out of 10, Exceptional, (1 review)
" An absolute gem in Sanibel!Our stay at the Driftwood Inn via VRBO was nothing short of wonderful. From the moment we arrived, we were impressed by how clean, comfortable, and well-maintained the property was. It has that perfect, relaxing Sanibel charm and provided everything we needed for a flawless vacation. The location was fantastic, making it easy to explore the island and enjoy the beaches. The hosts were excellent and made the entire process seamless. We truly loved our time here and...
United States
Cera - Tim A.
The price is ¥28,361
¥64,415 total
includes taxes & fees
Nov 8 - Nov 9
The Driftwood Inn Cottages

13. 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, (39 reviews)
"This was a great place to stay. Easy access to everything the area has to offer."
United States
Terri B.
The price is ¥21,749
¥46,470 total
includes taxes & fees
Nov 9 - Nov 10
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!

14. 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)
"Beautiful property and lovely backyard. The Riverwalk was perfect for our 2 pups and the host was very quick to respond and very nice. Would definitely stay again."
United States
Kay S.
The price is ¥21,704
¥46,216 total
includes taxes & fees
Nov 4 - Nov 5
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly

15. 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 ¥22,689
¥78,973 total
includes taxes & fees
Nov 10 - Nov 11
SPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi

16. 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 ¥26,555
¥58,113 total
includes taxes & fees
Nov 12 - Nov 13
Seashell Shanty at The Beach Shack! Come On Down!

17. 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 ¥19,144
¥55,948 total
includes taxes & fees
Nov 4 - Nov 5
Waterview Vacation Retreat Close To Ocean

18. 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 ¥26,555
¥58,113 total
includes taxes & fees
Nov 8 - Nov 9
Flamingo's Nest at the Beach Shack. Just one block from the beach!

19. 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 ¥35,131
¥88,495 total
includes taxes & fees
Nov 5 - Nov 6
La Finca... Beautiful Countryside Home

20. Sunset Lanai & Screened Pool · Waterfront Views

Sunset Lanai & Screened Pool · Waterfront Views
Caloosahatchee
10.0 out of 10, Exceptional, (6 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 ¥31,973
¥104,056 total
includes taxes & fees
Nov 4 - Nov 5
Sunset Lanai & Screened Pool · Waterfront Views
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

Southwest Florida Villas information

Number of reviews
1,126
Accommodation
57 Villas
Lowest Price
¥31,761
Highest Price
¥104,056

Frequently asked questions

How much do villas in Southwest Florida cost?
Prices for villas in Southwest Florida range between ¥31,761 and ¥104,056 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 57 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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