A crowded beach with people sunbathing and swimming.

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

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
8.8 out of 10, Excellent, (298 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$925
HK$1,620 total
includes taxes & fees
22 Oct - 23 Oct
Matlacha Tiny Village
A wooden deck with outdoor seating overlooking a lake, surrounded by dense greenery.

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 HK$1,522
HK$1,735 total
includes taxes & fees
25 Oct - 26 Oct
River Wilderness Waterfront Cabins
Exterior

3. Luxury Villa Lighthouse Across from the Beach

Luxury Villa Lighthouse Across from the Beach
East End
9.4 out of 10, Exceptional, (50 reviews)
"The property is beautiful. Great location. Close to everything. We walked to the beach. Watched the manatees and iguanas in the back yard. I don't remember seeing in the addbut their were bikes and beach buggies loaded and ready for borrow. There were a few issues with our stay but Break Away was great and very responsive to our issues."
United States
Sonia
The price is HK$1,334
HK$4,136 total
includes taxes & fees
8 Nov - 9 Nov
Luxury Villa Lighthouse Across from the Beach
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 HK$1,323
HK$2,895 total
includes taxes & fees
28 Oct - 29 Oct
Turtle Cay at The Beach Shack! Come On Down!
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.

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 HK$706
HK$1,476 total
includes taxes & fees
22 Oct - 23 Oct
Beautiful house with lake view
A residential house with a well-maintained lawn, palm trees, and a garage.

6. 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$2,040
HK$4,782 total
includes taxes & fees
5 Nov - 6 Nov
Relax with privacy! Villa in Bonita Springs! Modern, huge pool!
An indoor swimming pool with a hot tub, surrounded by a glass enclosure with a view of a grassy yard and trees.

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$1,295
HK$4,031 total
includes taxes & fees
29 Oct - 30 Oct
La Finca... Beautiful Countryside Home
A residential property with a paved driveway leading to a garage, surrounded by palm trees and a well-maintained lawn.

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 HK$918
HK$1,736 total
includes taxes & fees
18 Nov - 19 Nov
Lake Marlin Villa 2
A single-story house with a white exterior, a dark roof, and a front door.

9. 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 HK$768
HK$1,857 total
includes taxes & fees
27 Oct - 28 Oct
Lakefront 2BR Bradenton Rental Near IMG & Beaches
An outdoor patio area with a seating arrangement, a hammock, and a view of a grassy yard and trees.

10. 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 HK$841
HK$2,762 total
includes taxes & fees
1 Nov - 2 Nov
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
A dining area with a table and chairs, a green wall with a sign, and a view of palm trees and greenery.

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)
"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 HK$1,006
HK$2,257 total
includes taxes & fees
27 Oct - 28 Oct
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
A serene lakeside setting with large trees and a white gazebo.

12. 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 HK$1,006
HK$2,304 total
includes taxes & fees
24 Oct - 25 Oct
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
A resort with a swimming pool, a covered patio, and a view of the ocean.

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 HK$1,006
HK$2,249 total
includes taxes & fees
27 Oct - 28 Oct
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
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, (44 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$727
HK$2,173 total
includes taxes & fees
27 Oct - 28 Oct
[Beach Elements] pool view withprivate beach access
A sunlit balcony with a round glass table and wicker chairs, overlooking a well-maintained lawn and a house in the background.

15. 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 HK$1,187
HK$3,157 total
includes taxes & fees
27 Oct - 28 Oct
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
A covered patio with a table and chairs, a stone floor, and a view of a residential street and greenery.

16. AUTUMN SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi

AUTUMN 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 HK$1,130
HK$3,933 total
includes taxes & fees
27 Oct - 28 Oct
AUTUMN SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi
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 HK$894
HK$3,681 total
includes taxes & fees
22 Oct - 23 Oct
Gulf access home, heated pool & kayaks
A covered outdoor swimming pool with lounge chairs and string lights.

18. 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$1,413
HK$4,960 total
includes taxes & fees
27 Oct - 28 Oct
Sunset Lanai & Screened Pool · Waterfront Views
Pool

19. Private Pool, Game Room & Tiki Bar, Minutes to Englewood's Gulf Beaches

Private Pool, Game Room & Tiki Bar, Minutes to Englewood's Gulf Beaches
Englewood South
10.0 out of 10, Exceptional, (4 reviews)
"This was a wonderful vacation! The house was perfect! Very clean and decorated beautifully! We had everything that we needed! Great location too! We would recommend this house to anyone coming to Englewood, it was wonderful! We will be coming back! Thank you for sharing your beautiful house with us!!"
United States
Lisa M.
The price is HK$1,165
HK$3,461 total
includes taxes & fees
28 Oct - 29 Oct
Private Pool, Game Room & Tiki Bar, Minutes to Englewood's Gulf Beaches
A turquoise building with a tiled driveway and a row of bicycles parked in front.

20. 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 HK$1,323
HK$2,847 total
includes taxes & fees
1 Nov - 2 Nov
Flamingo's Nest at the Beach Shack. Just one block from the beach!
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

Hilton Marco Island Beach Resort and Spa

Hilton Marco Island Beach Resort and Spa

10/10 Excellent
"It was a wonderful stay! Easy to exit from your room to get directly onto the beach. Also easy to pool area. 2 loungers and umbrella set up on the beach for you for the day and no extra charge!"
P Michelle 4-night trip
Posted 1 hour ago
Hilton Marco Island Beach Resort and Spa

Find out more about Southwest Florida

Southwest Florida Villas information

Number of reviews
772
Accommodation
55 Villas
Lowest Price
HK$1,476
Highest Price
HK$4,960

Frequently asked questions

How much do villas in Southwest Florida cost?
Prices for villas in Southwest Florida range between HK$1,476 and HK$4,960 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 55 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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