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Our top choices for Southwest Florida villas

Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (273 reviews)
"The property was super cute and clean! It also had just about anything you could need!"
United States
Wyatt
The price is ¥18,721
¥32,758 total
includes taxes & fees
Jan 21 - Jan 22
Matlacha Tiny Village

River Wilderness Waterfront Cabins

River Wilderness Waterfront Cabins
2.5 star property
Everglades City
8.6 out of 10, Excellent, (271 reviews)
"I would recommend this place for pure rest and relaxation "
United States
Shodo
The price is ¥43,843
¥49,980 total
includes taxes & fees
Jan 18 - Jan 19
River Wilderness Waterfront Cabins

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, (61 reviews)
"We had a great time even the weather was bad we had an amazing time in the home play games and watch movies "
United States
Adam L.
The price is ¥16,907
¥50,775 total
includes taxes & fees
Jan 18 - Jan 19
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches

W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches
2.0 star property
Bradenton
9.2 out of 10, Wonderful, (12 reviews)
"Perfect spot for golf tournament. "
United States
Amy K.
The price is ¥39,613
¥86,863 total
includes taxes & fees
Feb 14 - Feb 15
W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches

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, (41 reviews)
"Location was great, property condition is excellent!"
United States
Mabel
The price is ¥21,938
¥52,277 total
includes taxes & fees
Jan 19 - Jan 20
Flamingo's Nest at the Beach Shack. Just one block from the beach!

Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk

Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
South Village
9.4 out of 10, Exceptional, (51 reviews)
"Stayed at the property prior to our cruise out of port canaveral. Was perfect for our needs - steps to the beach and close to many stores/cafes/etc. would definitely stay again. "
United States
John K.
The price is ¥15,687
¥46,913 total
includes taxes & fees
Feb 3 - Feb 4
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk

Beautiful house with lake view

Beautiful house with lake view
Englewood East
10.0 out of 10, Exceptional, (10 reviews)
"Amazing beautiful place , very spacious , very easy to book. "
United States
Amara D.
The price is ¥31,056
¥47,110 total
includes taxes & fees
Jan 18 - Jan 19
Beautiful house with lake view

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, (31 reviews)
"Enjoyed our stay."
United States
Nathan H.
The price is ¥31,681
¥58,247 total
includes taxes & fees
Feb 8 - Feb 9
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!

Beach Villa! Pool, Porch, and 2-Min Walk to Beach!

Beach Villa! Pool, Porch, and 2-Min Walk to Beach!
Holmes Beach
9.8 out of 10, Exceptional, (62 reviews)
"Place us espectacular , one block to a beautiful beach, nice and clean pool, place was clean "
United States
Enis
The price is ¥25,669
¥97,656 total
includes taxes & fees
Jan 20 - Jan 21
Beach Villa! Pool, Porch, and 2-Min Walk to Beach!

Lake Marlin Villa 2

Lake Marlin Villa 2
2.0 star property
Englewood East
10.0 out of 10, Exceptional, (1 review)
"Beautiful and clean! My Wife and I really enjoyed our stay in this elegant and clean home and would not hesitate to book again when we are back in the area. "
United States
Murray G.
The price is ¥22,389
¥38,228 total
includes taxes & fees
Jan 18 - Jan 19
Lake Marlin Villa 2

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
9.6 out of 10, Exceptional, (15 reviews)
"It was a great place to stay and had lots of fun."
United States
Gavin G.
The price is ¥33,512
¥84,322 total
includes taxes & fees
Jan 19 - Jan 20
Cheerfull Villa.. Best Location in Naples!!! All you need in one home.

Waterview Vacation Retreat Close To Ocean

Waterview Vacation Retreat Close To Ocean
Oakland Hills
9.8 out of 10, Exceptional, (10 reviews)
"The property was very nice well appointed. All communication with owner was prompt and courteous. Would definitely stay there again. "
United States
Kevin C.
The price is ¥21,676
¥57,235 total
includes taxes & fees
Jan 16 - Jan 17
Waterview Vacation Retreat Close To Ocean

Beautiful Bungalow with Pool and Bay Views!

Beautiful Bungalow with Pool and Bay Views!
Anna Maria
9.8 out of 10, Exceptional, (37 reviews)
"Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!"
United States
Michel
The price is ¥27,380
¥93,905 total
includes taxes & fees
Jan 26 - Jan 27
Beautiful Bungalow with Pool and Bay Views!

Updated Downtown Sarasota Villa, 2b/2b

Updated Downtown Sarasota Villa, 2b/2b
Central Sarasota
9.6 out of 10, Exceptional, (7 reviews)
"Would stay again "
United States
Josh R.
The price is ¥23,609
¥52,447 total
includes taxes & fees
Jan 20 - Jan 21
Updated Downtown Sarasota Villa, 2b/2b

La Finca... Beautiful Countryside Home

La Finca... Beautiful Countryside Home
Naples
8.6 out of 10, Excellent, (12 reviews)
"Beautiful place. "
United States
Lisa B.
The price is ¥26,382
¥77,359 total
includes taxes & fees
Jan 18 - Jan 19
La Finca... Beautiful Countryside Home

Waterfront Pool Villa with Sail Boat access to the Gulf

Waterfront Pool Villa with Sail Boat access to the Gulf
Caloosahatchee
9.2 out of 10, Wonderful, (7 reviews)
"The location is great. The house was clean, well maintained, and there was plenty of beach accessories available too! Communication was wonderful with Helen. We will definitely be back next year! "
United States
Miranda N.
The price is ¥37,077
¥103,192 total
includes taxes & fees
Jan 18 - Jan 19
Waterfront Pool Villa with Sail Boat access to the Gulf

Spacious home for large groups!

Spacious home for large groups!
Hancock
9.0 out of 10, Wonderful, (16 reviews)
"We loved everything about this house, very clean and equipment with all the necessary stuff for the stay"
Mexico
Jennifer P.
The price is ¥49,120
¥149,641 total
includes taxes & fees
Jan 16 - Jan 17
Spacious home for large groups!

Luxurious Golf Villa

Luxurious Golf Villa
Burnt Store
9.0 out of 10, Wonderful, (9 reviews)
"Property was clean and stay was very enjoyable !"
United States
Lisa S.
The price is ¥42,068
¥106,741 total
includes taxes & fees
Jan 22 - Jan 23
Luxurious Golf Villa

Lakefront 2BR Bradenton Rental Near IMG & Beaches

Lakefront 2BR Bradenton Rental Near IMG & Beaches
South Bradenton
8.0 out of 10, Very Good, (1 review)
"I just want to say the place is nice, but it needs more cleaning. There was a lot of pet hair, and the floor was dirty. These are small things, but if they paid a little more attention to those details, it would be absolutely fantastic, a perfect 100. If you asked me if I would recommend it, my answer would be yes. As I said before, the place is very nice, comfortable, and cozy, and the neighborhood is very quiet. Would I go back? Of course I would, just please, more cleaning!"
United States
Maria I
The price is ¥19,172
¥40,995 total
includes taxes & fees
Jan 31 - Feb 1
Lakefront 2BR Bradenton Rental Near IMG & Beaches

Gulf Access Retreat with Heated Pool

Gulf Access Retreat with Heated Pool
Pelican
10.0 out of 10, Exceptional, (7 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 ¥30,739
¥88,916 total
includes taxes & fees
Jan 20 - Jan 21
Gulf Access Retreat with Heated Pool
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
919
Accommodation
59 Villas
Lowest Price
¥32,758
Highest Price
¥149,641

Frequently asked questions

How much do villas in Southwest Florida cost?
Prices for villas in Southwest Florida range between ¥32,758 and ¥149,641 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 59 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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