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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
26 Jan - 27 Jan
Matlacha Tiny Village
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$2,502 total
includes taxes & fees
31 Jan - 1 Feb
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$2,010 total
includes taxes & fees
8 Feb - 9 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, (33 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!
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
1 Feb - 2 Feb
River Wilderness Waterfront Cabins
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$1,347
HK$4,613 total
includes taxes & fees
26 Jan - 27 Jan
Beautiful Bungalow with Pool and Bay Views!
Exterior

Villa in Oakland Hills

3BR Boundary Breeze Heated Pool Beach Golf Nearby
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$1,228
HK$3,223 total
includes taxes & fees
25 Jan - 26 Jan
3BR Boundary Breeze Heated Pool Beach Golf Nearby
Exterior

Villa in Bradenton

W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches
9.4 out of 10, Exceptional, (13 reviews)
"Perfect spot for golf tournament. "
United States
Amy K.
The price is HK$1,754
HK$4,070 total
includes taxes & fees
16 Feb - 17 Feb
W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches
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$1,375
HK$2,100 total
includes taxes & fees
25 Jan - 26 Jan
Beautiful house with lake view
Outdoor pool

Villa in Naples

La Finca... Beautiful Countryside Home
8.6 out of 10, Excellent, (12 reviews)
"Beautiful place. "
United States
Lisa B.
La Finca... Beautiful Countryside Home
Exterior

Villa in Englewood East

Lake Marlin Villa 2
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$2,051 total
includes taxes & fees
18 Feb - 19 Feb
Lake Marlin Villa 2
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$1,637
HK$4,245 total
includes taxes & fees
22 Feb - 23 Feb
Cheerfull Villa.. Best Location in Naples!!! All you need in one home.
Terrace/patio

Villa in Caloosahatchee

Lux Villa w/pool 4 bed 3 bath on canal. Walk to downtown. Boat rental available
10.0 out of 10, Exceptional, (5 reviews)
"We had an amazing time starting from booking to check out. Property was amazing and hosts were great with communication. "
United States
Haley M.
Lux Villa w/pool 4 bed 3 bath on canal. Walk to downtown. Boat rental available
Exterior

Villa in Naples Park

Modern Coastal Villa • Private Fenced Yard • Minutes to the Beach
The price is HK$1,416
HK$3,068 total
includes taxes & fees
26 Jan - 27 Jan
Modern Coastal Villa • Private Fenced Yard • Minutes to the Beach
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$5,101 total
includes taxes & fees
29 Jan - 30 Jan
Waterfront Pool Villa with Sail Boat access to the Gulf
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
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$1,458
HK$4,280 total
includes taxes & fees
26 Jan - 27 Jan
Gulf Access Retreat with Heated Pool
Exterior

Villa in South Bradenton

Heated Pool and Spa • Outdoor Kitchen/Theater/Games
The price is HK$1,111
HK$4,815 total
includes taxes & fees
1 Feb - 2 Feb
Heated Pool and Spa • Outdoor Kitchen/Theater/Games
Outdoor dining

Villa in Bradenton

Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
10.0 out of 10, Exceptional, (24 reviews)
"Theresa was a great host and was very accommodating. Her home is very clean and a relaxing outdoor area. If you’re looking for a cozy and relaxing home for your next vacation I highly recommend this rental. "
United States
Dawn J.
The price is HK$1,754
HK$3,129 total
includes taxes & fees
22 Feb - 23 Feb
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
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$1,768
HK$4,862 total
includes taxes & fees
31 Jan - 1 Feb
Luxurious Golf Villa
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 4 days ago
Bayfront Inn Fifth Avenue

Find out more about Southwest Florida

Southwest Florida Villas information

Number of reviews
823
Accommodation
59 Villas
Lowest Price
HK$1,612
Highest Price
HK$5,101

Frequently asked questions

How much do villas in Southwest Florida cost?
Prices for villas in Southwest Florida range between HK$1,612 and HK$5,101 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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