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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, (286 reviews)
"Super cute place!! Super clean and comfortable."
United States
Francesca
The price is AED 547
AED 1,161 total
includes taxes & fees
19 Apr - 20 Apr
Matlacha Tiny Village

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 AED 838
AED 955 total
includes taxes & fees
1 May - 2 May
River Wilderness Waterfront Cabins

Cozy Fort Myers Extended Stay

Cozy Fort Myers Extended Stay
3.5 star property
Lehigh Acres
The price is AED 312
AED 715 total
includes taxes & fees
22 Apr - 23 Apr
Cozy Fort Myers Extended Stay

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 AED 551
AED 1,148 total
includes taxes & fees
21 Apr - 22 Apr
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!

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 AED 492
AED 808 total
includes taxes & fees
1 May - 2 May
Beautiful house with lake view

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, (67 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 AED 391
AED 1,147 total
includes taxes & fees
20 Apr - 21 Apr
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

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, (119 reviews)
"Excellent villa owned by a helpful and proactive host."
United Kingdom
Tom L.
The price is AED 834
AED 2,099 total
includes taxes & fees
5 May - 6 May
Relax with privacy! Villa in Bonita Springs! Modern, huge pool!

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 AED 384
AED 908 total
includes taxes & fees
5 May - 6 May
Lakefront 2BR Bradenton Rental Near IMG & Beaches

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, (22 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 AED 602
AED 1,537 total
includes taxes & fees
1 May - 2 May
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA

Stunning Luxury villa Sandpipert across the street from the beach!

Stunning Luxury villa Sandpipert 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 AED 624
AED 1,958 total
includes taxes & fees
21 Apr - 22 Apr
Stunning Luxury villa Sandpipert across the street from the beach!

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, (11 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 AED 859
AED 2,403 total
includes taxes & fees
19 Apr - 20 Apr
Waterfront Pool Villa with Sail Boat access to the Gulf

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 AED 551
AED 1,148 total
includes taxes & fees
21 Apr - 22 Apr
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly

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 AED 658
AED 1,907 total
includes taxes & fees
19 Apr - 20 Apr
Cheerfull Villa.. Best Location in Naples!!! All you need in one home.

[Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.6 out of 10, Exceptional, (28 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 AED 560
AED 1,304 total
includes taxes & fees
19 Apr - 20 Apr
[Beach Elements] pool view withprivate beach access

Updated Downtown Sarasota Villa, 2b/2b

Updated Downtown Sarasota Villa, 2b/2b
Central Sarasota
9.6 out of 10, Exceptional, (8 reviews)
"Would stay again "
United States
Josh R.
The price is AED 466
AED 1,179 total
includes taxes & fees
19 Apr - 20 Apr
Updated Downtown Sarasota Villa, 2b/2b

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 AED 469
AED 1,514 total
includes taxes & fees
23 Apr - 24 Apr
4 Min to Beach • Spacious 3BR Home • 4 Beds • Private Gym • Large Backyard

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, (61 reviews)
"Really nice."
United States
Dee J.
The price is AED 742
AED 2,180 total
includes taxes & fees
29 Apr - 30 Apr
Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av

Lake Marlin Villa 2

Lake Marlin Villa 2
Englewood East
10.0 out of 10, Exceptional, (8 reviews)
"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 AED 430
AED 813 total
includes taxes & fees
19 Apr - 20 Apr
Lake Marlin Villa 2

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 AED 400
AED 1,699 total
includes taxes & fees
11 May - 12 May
Gulf Access Retreat with Heated Pool

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, (29 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 AED 551
AED 1,148 total
includes taxes & fees
21 Apr - 22 Apr
Salty Lime Villa 2-Riverview w/pool on riverwalk, 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

Frequently asked questions

How much do villas in Southwest Florida cost?
Prices for villas in Southwest Florida range between AED 715 and AED 2,403 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 61 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.