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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, (284 reviews)
"Super cute place!! Super clean and comfortable."
United States
Francesca
The price is NZ$398
includes taxes & fees
28 Apr - 29 Apr
Matlacha Tiny Village

Cozy Fort Myers Extended Stay

Cozy Fort Myers Extended Stay
3.5 star property
Lehigh Acres
The price is NZ$341
includes taxes & fees
22 Apr - 23 Apr
Cozy Fort Myers Extended Stay

River Wilderness Waterfront Cabins

River Wilderness Waterfront Cabins
2.5 star property
Everglades City
8.6 out of 10, Excellent, (283 reviews)
"Such a beautiful, cozy and relaxing stay! "
United States
Patrick
The price is NZ$469
includes taxes & fees
1 May - 2 May
River Wilderness Waterfront Cabins

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 NZ$376
includes taxes & fees
1 May - 2 May
Beautiful house with lake view

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 NZ$983
includes taxes & fees
18 Apr - 19 Apr
Cheerfull Villa.. Best Location in Naples!!! All you need in one home.

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, (118 reviews)
"Excellent villa owned by a helpful and proactive host."
United Kingdom
Tom L.
The price is NZ$996
includes taxes & fees
27 Apr - 28 Apr
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 NZ$454
includes taxes & fees
21 Apr - 22 Apr
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, (19 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 NZ$755
includes taxes & fees
13 Apr - 14 Apr
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA

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, (66 reviews)
"The property was as expected, easy to find and welcoming. The property manager was very responsive. We enjoyed our stay! "
United States
Dana H.
The price is NZ$638
includes taxes & fees
11 Apr - 12 Apr
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

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, (34 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 NZ$656
includes taxes & fees
13 Apr - 14 Apr
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!

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 NZ$720
includes taxes & fees
29 Apr - 30 Apr
Flamingo's Nest at the Beach Shack. Just one block from the beach!

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, (46 reviews)
"Lovely and clean place to stay. Short walk to the beach."
United States
AMANDA S.
The price is NZ$975
includes taxes & fees
2 Apr - 3 Apr
Stunning Luxury villa "Sandpiper" 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
9.4 out of 10, Exceptional, (10 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 NZ$1,144
includes taxes & fees
13 Apr - 14 Apr
Waterfront Pool Villa with Sail Boat access to the Gulf

Stunning New Waterfront Luxury Villa with oversized Heated pool and Hot tub!

Stunning New Waterfront Luxury Villa with oversized Heated pool and Hot tub!
Pelican
10.0 out of 10, Exceptional, (59 reviews)
"Perfect- everything was perfect!Pictures are very accurate. Home is lovely- Neighbors are very friendly- location is ideal.Loved this house and our stay!"
United States
Peggy c.
The price is NZ$1,276
includes taxes & fees
6 Apr - 7 Apr
Stunning New Waterfront Luxury Villa with oversized Heated pool and Hot tub!

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 NZ$737
includes taxes & fees
28 Apr - 29 Apr
4 Min to Beach • Spacious 3BR Home • 4 Beds • Private Gym • Large Backyard

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 NZ$656
includes taxes & fees
13 Apr - 14 Apr
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly

Turtle Cay at The Beach Shack! Come On Down!

Turtle Cay at The Beach Shack! Come On Down!
Manasota Key
10.0 out of 10, Exceptional, (44 reviews)
"This was such a cute place to stay rhat is conveniently located via walking diatance to the beach and local restaurants. "
United States
Renay S.
The price is NZ$720
includes taxes & fees
29 Apr - 30 Apr
Turtle Cay at The Beach Shack! Come On Down!

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, (60 reviews)
"Really nice."
United States
Dee J.
The price is NZ$1,112
includes taxes & fees
28 Apr - 29 Apr
Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av

Gulf Access Retreat with Heated Pool

Gulf Access Retreat with Heated Pool
Pelican
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful home awesome hosts love the fact every cupboard is labeled. Had an issue with the battery on the front door they were super quick to respond and get it resolved. Stunning views love the house I will stay again when I come back for work again."
United States
jake b.
The price is NZ$890
includes taxes & fees
30 Apr - 1 May
Gulf Access Retreat with Heated Pool

Private Heated Pool | 2 King Suites | Modern Florida Retreat

Private Heated Pool | 2 King Suites | Modern Florida Retreat
Port Charlotte
The price is NZ$823
includes taxes & fees
1 Apr - 2 Apr
Private Heated Pool | 2 King Suites | Modern Florida Retreat
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
1,116
Accommodation
59 Villas
Lowest Price
NZ$341
Highest Price
NZ$1,276

Frequently asked questions

How much do villas in Southwest Florida cost?
Prices for villas in Southwest Florida range between NZ$341 and NZ$1,276 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.
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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