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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Southwest Florida villas

Exterior

Villa in Matlacha

Matlacha Tiny Village
3.0 star property
8.8 out of 10, Excellent, (274 reviews)
"The property was super cute and clean! It also had just about anything you could need!"
United States
Wyatt
The price is HK$921
HK$1,612 total
includes taxes & fees
22 Jan - 23 Jan
Matlacha Tiny Village
Exterior

Villa in Everglades City

River Wilderness Waterfront Cabins
2.5 star property
8.6 out of 10, Excellent, (271 reviews)
"I would recommend this place for pure rest and relaxation "
United States
Shodo
The price is HK$2,157
HK$2,459 total
includes taxes & fees
27 Jan - 28 Jan
River Wilderness Waterfront Cabins
Terrace/patio

Villa in Oakland Hills

Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
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 HK$828
HK$2,495 total
includes taxes & fees
30 Jan - 31 Jan
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Exterior

Villa in South Bradenton

Lakefront 2BR Bradenton Rental Near IMG & Beaches
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 HK$943
HK$2,025 total
includes taxes & fees
31 Jan - 1 Feb
Lakefront 2BR Bradenton Rental Near IMG & Beaches
Exterior

Villa in Bradenton

Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
10.0 out of 10, Exceptional, (32 reviews)
"Enjoyed our stay."
United States
Nathan H.
The price is HK$1,552
HK$2,892 total
includes taxes & fees
8 Feb - 9 Feb
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
Outdoor dining

Villa in Englewood East

Beautiful house with lake view
10.0 out of 10, Exceptional, (10 reviews)
"Amazing beautiful place , very spacious , very easy to book. "
United States
Amara D.
The price is HK$1,376
HK$2,109 total
includes taxes & fees
22 Jan - 23 Jan
Beautiful house with lake view
Exterior

Villa in Manasota Key

Flamingo's Nest at the Beach Shack. Just one block from the beach!
10.0 out of 10, Exceptional, (41 reviews)
"Location was great, property condition is excellent!"
United States
Mabel
The price is HK$1,975
HK$3,701 total
includes taxes & fees
27 Jan - 28 Jan
Flamingo's Nest at the Beach Shack. Just one block from the beach!
Exterior

Villa in Anna Maria

Beautiful Bungalow with Pool and Bay Views!
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 HK$1,348
HK$4,614 total
includes taxes & fees
25 Jan - 26 Jan
Beautiful Bungalow with Pool and Bay Views!
Exterior

Villa in Bradenton

W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches
2.0 star property
9.2 out of 10, Wonderful, (12 reviews)
"Perfect spot for golf tournament. "
United States
Amy K.
The price is HK$1,755
HK$4,071 total
includes taxes & fees
16 Feb - 17 Feb
W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches
Exterior

Villa in Oakland Hills

3BR Boundary Breeze Heated Pool Beach Golf Nearby
3.0 star property
10.0 out of 10, Exceptional, (1 review)
"Host Mike was great! Home was brand new and immaculate. Quiet neighborhood; but close to everything. Highly recommended. "
United States
Kelly L.
The price is HK$1,368
HK$3,427 total
includes taxes & fees
28 Jan - 29 Jan
3BR Boundary Breeze Heated Pool Beach Golf Nearby
Outdoor pool, a heated pool

Villa in Caloosahatchee

Waterfront Pool Villa with Sail Boat access to the Gulf
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 HK$1,825
HK$5,103 total
includes taxes & fees
29 Jan - 30 Jan
Waterfront Pool Villa with Sail Boat access to the Gulf
Exterior

Villa in Naples

Cheerfull Villa.. Best Location in Naples!!! All you need in one home.
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 HK$1,720
HK$4,330 total
includes taxes & fees
26 Jan - 27 Jan
Cheerfull Villa.. Best Location in Naples!!! All you need in one home.
Exterior

Villa in Oakland Hills

Waterview Vacation Retreat Close To Ocean
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 HK$1,067
HK$2,786 total
includes taxes & fees
22 Jan - 23 Jan
Waterview Vacation Retreat Close To Ocean
Pool

Villa in Pelican

Gulf Access Retreat with Heated Pool
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 HK$1,614
HK$4,476 total
includes taxes & fees
22 Jan - 23 Jan
Gulf Access Retreat with Heated Pool
Outdoor dining

Villa in Caloosahatchee

Gulf-Access Waterfront | Pool, Dock, Tiki Hut & More
9.4 out of 10, Exceptional, (80 reviews)
"Nice quiet area, loved the pool, kitchen could use more items to cook with (although Blackstone was great to have), could have used more bath towels, pool towels and hand soap. "
United States
Brianne K.
The price is HK$1,575
HK$4,425 total
includes taxes & fees
22 Jan - 23 Jan
Gulf-Access Waterfront | Pool, Dock, Tiki Hut & More
Exterior

Villa in Englewood East

Lake Marlin Villa 2
2.0 star property
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 HK$1,302
HK$2,052 total
includes taxes & fees
18 Feb - 19 Feb
Lake Marlin Villa 2
Exterior

Villa in South Village

Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
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 HK$772
HK$2,308 total
includes taxes & fees
3 Feb - 4 Feb
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
Exterior

Villa in Naples Park

Modern Coastal Villa • Private Fenced Yard • Minutes to the Beach
2.0 star property
The price is HK$1,292
HK$2,915 total
includes taxes & fees
25 Jan - 26 Jan
Modern Coastal Villa • Private Fenced Yard • Minutes to the Beach
Outdoor pool, a heated pool

Villa in Burnt Store

Luxurious Golf Villa
9.0 out of 10, Wonderful, (9 reviews)
"Property was clean and stay was very enjoyable !"
United States
Lisa S.
The price is HK$1,769
HK$4,855 total
includes taxes & fees
31 Jan - 1 Feb
Luxurious Golf Villa
Outdoor pool, a heated pool

Villa in Port Charlotte

The Ultimate Luxury 4 BR/3 BA, Heated Pool, Outdoor Kitchen
9.8 out of 10, Exceptional, (15 reviews)
"We were in town for a wedding near by! The house was a great place to relax between events!"
United States
Janet B.
The price is HK$2,339
HK$5,840 total
includes taxes & fees
22 Jan - 23 Jan
The Ultimate Luxury 4 BR/3 BA, Heated Pool, Outdoor Kitchen
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

Bayfront Inn Fifth Avenue

Bayfront Inn Fifth Avenue

10/10 Excellent
"Everything was perfect. Clean room, excellent staff, "
Amber 5-night trip
Posted 23 hours ago
Bayfront Inn Fifth Avenue

Find out more about Southwest Florida

Southwest Florida Villas information

Number of reviews
911
Accommodation
59 Villas
Lowest Price
HK$1,612
Highest Price
HK$5,103

Frequently asked questions

How much do villas in Southwest Florida cost?
Prices for villas in Southwest Florida range between HK$1,612 and HK$5,103 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 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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