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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for Southwest Florida villas

Exterior

Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (286 reviews)
"Super cute place!! Super clean and comfortable."
United States
Francesca
The price is ￥23,752
￥50,396 total
includes taxes & fees
Apr 29 - Apr 30
Matlacha Tiny Village
Exterior

River Wilderness Waterfront Cabins

River Wilderness Waterfront Cabins
2.5 star property
Everglades City
8.6 out of 10, Excellent, (285 reviews)
"Such a beautiful, cozy and relaxing stay! "
United States
Patrick
The price is ￥36,363
￥41,454 total
includes taxes & fees
May 3 - May 4
River Wilderness Waterfront Cabins
Front of property

Cozy Lehigh Extended Stay

Cozy Lehigh Extended Stay
3.5 star property
Lehigh Acres
The price is ￥15,141
￥32,820 total
includes taxes & fees
May 5 - May 6
Cozy Lehigh Extended Stay
Exterior

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, (35 reviews)
"Such a great place to stay! So clean and so welcoming. Will stay there again if in the area. "
United States
Chris H.
The price is ￥27,892
￥55,744 total
includes taxes & fees
May 6 - May 7
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
Terrace/patio

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, (68 reviews)
"Had a great stay. Host was responsive and the home was very clean. Great location in a quiet residential area, but close enough to get to all activities in a short drive. Many grocery stores around too. We are pleased with our choice. "
United States
Delanie M.
The price is ￥16,961
￥51,036 total
includes taxes & fees
Apr 29 - Apr 30
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Outdoor dining

Beautiful house with lake view

Beautiful house with lake view
Englewood East
10.0 out of 10, Exceptional, (11 reviews)
"Amazing beautiful place , very spacious , very easy to book. "
United States
Amara D.
The price is ￥21,357
￥34,726 total
includes taxes & fees
May 2 - May 3
Beautiful house with lake view
Exterior

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, (120 reviews)
"Wonderful home to stay in while visiting FL. "
United States
Jessica M.
The price is ￥36,179
￥91,573 total
includes taxes & fees
May 5 - May 6
Relax with privacy! Villa in Bonita Springs! Modern, huge pool!
Exterior

Lakefront 2BR Bradenton Rental Near IMG & Beaches

Lakefront 2BR Bradenton Rental Near IMG & Beaches
South Bradenton
8.0 out of 10, Very Good, (2 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 ￥17,710
￥40,577 total
includes taxes & fees
May 12 - May 13
Lakefront 2BR Bradenton Rental Near IMG & Beaches
Outdoor pool, a heated pool

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, (13 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 ￥37,295
￥103,957 total
includes taxes & fees
May 6 - May 7
Waterfront Pool Villa with Sail Boat access to the Gulf
Property grounds

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, (23 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 ￥22,716
￥47,350 total
includes taxes & fees
Apr 29 - Apr 30
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
Exterior

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, (47 reviews)
"Lovely and clean place to stay. Short walk to the beach."
United States
AMANDA S.
The price is ￥22,313
￥77,604 total
includes taxes & fees
May 6 - May 7
Stunning Luxury villa Sandpiper across the street from the beach!
Outdoor dining

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, (23 reviews)
"Such a relaxing villa just 15 minutes from Siesta Key! We had such a wonderful time relaxing, hanging at the pool, and visiting the local shops. If you’re looking for a place to stay, choose this condo, you will not regret 😊"
United States
Sommer
The price is ￥26,106
￥66,389 total
includes taxes & fees
May 4 - May 5
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
Exterior

[Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.6 out of 10, Exceptional, (29 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 ￥20,524
￥47,313 total
includes taxes & fees
Apr 30 - May 1
[Beach Elements] pool view withprivate beach access
Exterior

4 Min to Beach • Spacious 3BR Home • 4 Beds • Private Gym • Large Backyard

4 Min to Beach • Spacious 3BR Home • 4 Beds • Private Gym • Large Backyard
Englewood South
The price is ￥28,545
￥75,482 total
includes taxes & fees
May 10 - May 11
4 Min to Beach • Spacious 3BR Home • 4 Beds • Private Gym • Large Backyard
Exterior

Cheerfull Villa.. Best Location in Naples!!! All you need in one home.

Cheerfull Villa.. Best Location in Naples!!! All you need in one home.
Naples
9.4 out of 10, Exceptional, (16 reviews)
"Everything was nice, the host Fabiola was very responsive an helpful"
United States
sheena
The price is ￥27,971
￥82,114 total
includes taxes & fees
May 6 - May 7
Cheerfull Villa.. Best Location in Naples!!! All you need in one home.
Exterior

Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av

Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av
Anna Maria
9.2 out of 10, Wonderful, (62 reviews)
"The pool was very nice. The beach is really not a beach, there is really no place to sit on the sand. Nice view and conveniently located. The bedroom is very small but clean. Overall nice place to stay! "
United States
Todd
The price is ￥30,989
￥95,829 total
includes taxes & fees
Apr 29 - Apr 30
Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av
Outdoor dining

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, (32 reviews)
"We had an amazing stay at Salty Lime Villa. It was incredibly cute, clean, and well-stocked. Theresa was incredibly communicative and welcoming. Highly recommend & would stay again!"
United States
Theresa M.
The price is ￥22,716
￥48,306 total
includes taxes & fees
Apr 29 - Apr 30
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
Exterior

Completely Remodeled- 150 Yards to Beach and Restaurants!

Completely Remodeled- 150 Yards to Beach and Restaurants!
South Village
10.0 out of 10, Exceptional, (39 reviews)
"We had a great stay, having the pool and beach so close was perfect. We appreciated the beach gear and laundry as well. "
United States
Kelsey B.
The price is ￥27,897
￥71,280 total
includes taxes & fees
May 13 - May 14
Completely Remodeled- 150 Yards to Beach and Restaurants!
Pool

Gulf Access Retreat with Heated Pool

Gulf Access Retreat with Heated Pool
Pelican
10.0 out of 10, Exceptional, (8 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 ￥16,419
￥72,448 total
includes taxes & fees
Apr 30 - May 1
Gulf Access Retreat with Heated Pool
Exterior

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, (42 reviews)
"The beach shack was loaded with everything needed to have a very comfortable stay. The location is fantastic with the beach and several restaurants all within walking distance. I will definitely be back!"
United States
Anne Marie B.
The price is ￥25,172
￥56,358 total
includes taxes & fees
May 10 - May 11
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

Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

10/10 Excellent
"I had a wonderful time the place was amazing very friendly and the staff were great. I am definitely going to go back "
Russell 3-night trip
Posted 2 hours ago
Golden Host Resort - Sarasota

Find out more about Southwest Florida

Southwest Florida Villas information

Number of reviews
1,073
Accommodation
57 Villas
Lowest Price
￥32,820
Highest Price
￥103,957

Frequently asked questions

How much do villas in Southwest Florida cost?
Prices for villas in Southwest Florida range between ￥32,820 and ￥103,957 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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