A crowded beach with people sunbathing and swimming.

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Southwest Florida villas

A beachside area with colorful beach houses, a dock, and a sandy beach.

1. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
9.0 out of 10, Wonderful, (297 reviews)
"So cute and clean nice dock to sit and relax or fish. Kayaks available to use free as well with life jackets paddles, etc. well equipped rental we can’t wait to go again! Great communication with hosts."
United States
Lori
The price is AU$319
includes taxes & fees
18 Oct - 19 Oct
Matlacha Tiny Village
A wooden deck with outdoor seating overlooking a lake, surrounded by dense greenery.

2. River Wilderness Waterfront Cabins

River Wilderness Waterfront Cabins
2.5 star property
Everglades City
8.6 out of 10, Excellent, (301 reviews)
"Staff was accommodating. Perfect setting and location. We are a repeat customer."
United States
Tangela
The price is AU$317
includes taxes & fees
19 Oct - 20 Oct
River Wilderness Waterfront Cabins
A beach shack with a sign reading 'BEACH SHACK MANASOTA KEY,' a bicycle parked outside, and a chair and table set up for outdoor dining.

3. 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, (47 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 AU$523
includes taxes & fees
19 Oct - 20 Oct
Turtle Cay at The Beach Shack! Come On Down!
A table with a tray containing a cookie and two cups, set in a covered outdoor area with a view of a lake and greenery.

4. Beautiful house with lake view

Beautiful house with lake view
Englewood East
9.6 out of 10, Exceptional, (17 reviews)
"Amazing beautiful place , very spacious , very easy to book. "
United States
Amara D.
The price is AU$325
includes taxes & fees
18 Oct - 19 Oct
Beautiful house with lake view
An indoor swimming pool with a hot tub, surrounded by a glass enclosure with a view of a grassy yard and trees.

5. La Finca... Beautiful Countryside Home

La Finca... Beautiful Countryside Home
Naples
8.6 out of 10, Excellent, (12 reviews)
"Great communication and welcoming "
United States
Chris R.
The price is AU$666
includes taxes & fees
19 Oct - 20 Oct
La Finca... Beautiful Countryside Home
Exterior

6. Stunning Luxury villa Sandpiper across the street from the beach!

Stunning Luxury villa Sandpiper across the street from the beach!
East End
8.8 out of 10, Excellent, (53 reviews)
"Excellent property, very clean, modern, centrally located, close to restaurants and beach. Absolutely pleasant."
United States
Fernando F.
The price is AU$737
includes taxes & fees
19 Oct - 20 Oct
Stunning Luxury villa Sandpiper across the street from the beach!
An outdoor patio area with a seating arrangement, a hammock, and a view of a grassy yard and trees.

7. 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, (78 reviews)
"Nice stay in good location"
United States
John W.
The price is AU$465
includes taxes & fees
16 Oct - 17 Oct
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
A serene lakeside setting with large trees and a white gazebo.

8. 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, (30 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 AU$417
includes taxes & fees
16 Oct - 17 Oct
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
A turquoise building with a tiled driveway and a row of bicycles parked in front.

9. 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, (44 reviews)
"Location was great, property condition is excellent!"
United States
Mabel
The price is AU$523
includes taxes & fees
19 Oct - 20 Oct
Flamingo's Nest at the Beach Shack. Just one block from the beach!
A covered outdoor swimming pool with a view of a residential area.

10. Gulf access home, heated pool & kayaks

Gulf access home, heated pool & kayaks
Pelican
9.4 out of 10, Exceptional, (12 reviews)
"Perfect waterfront home, beautiful sunsets and sunrises. New favorite home."
United States
Brett B.
The price is AU$638
includes taxes & fees
19 Oct - 20 Oct
Gulf access home, heated pool & kayaks
A dining area with a table and chairs, a green wall with a sign, and a view of palm trees and greenery.

11. 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, (40 reviews)
"Very nice place and quiet. Enjoyed the secluded pool and the variety of plants and flowers everywhere. The Riverwalk was nice too."
United States
Craig C.
The price is AU$417
includes taxes & fees
16 Oct - 17 Oct
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
A sunlit balcony with a round glass table and wicker chairs, overlooking a well-maintained lawn and a house in the background.

12. 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, (27 reviews)
"Excellent stay. Very clean and facilities were great "
United Kingdom
Jennie A.
The price is AU$560
includes taxes & fees
16 Oct - 17 Oct
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
A single-story house with a white exterior, a dark roof, and a front door.

13. Lakefront 2BR Bradenton Rental Near IMG & Beaches

Lakefront 2BR Bradenton Rental Near IMG & Beaches
South Bradenton
8.8 out of 10, Excellent, (3 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 AU$348
includes taxes & fees
20 Oct - 21 Oct
Lakefront 2BR Bradenton Rental Near IMG & Beaches
A residential property with a paved driveway leading to a garage, surrounded by palm trees and a well-maintained lawn.

14. Lake Marlin Villa 2

Lake Marlin Villa 2
Englewood East
10.0 out of 10, Exceptional, (19 reviews)
"House was very clean and the location was just what we were looking for. "
United States
Maria K.
The price is AU$320
includes taxes & fees
28 Oct - 29 Oct
Lake Marlin Villa 2
A resort with a swimming pool, a covered patio, and a view of the ocean.

15. 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, (39 reviews)
"This was a great place to stay. Easy access to everything the area has to offer."
United States
Terri B.
The price is AU$417
includes taxes & fees
16 Oct - 17 Oct
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
A residential area with a pond, palm trees, and houses with sloped roofs.

16. Waterview Vacation Retreat Close To Ocean

Waterview Vacation Retreat Close To Ocean
Oakland Hills
10.0 out of 10, Exceptional, (19 reviews)
"The property was great for 3 adults on a golf trip."
United States
Lisa D.
The price is AU$491
includes taxes & fees
19 Oct - 20 Oct
Waterview Vacation Retreat Close To Ocean
A backyard with a gravel patio, a small lawn, and a wooden fence.

17. Seashell Shanty at The Beach Shack! Come On Down!

Seashell Shanty at The Beach Shack! Come On Down!
Manasota Key
10.0 out of 10, Exceptional, (44 reviews)
"Wonderful place and a great location "
United States
Matthew C.
The price is AU$523
includes taxes & fees
20 Oct - 21 Oct
Seashell Shanty at The Beach Shack! Come On Down!
A covered patio with a table and chairs, a stone floor, and a view of a residential street and greenery.

18. AUTUMN SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi

AUTUMN SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi
Sarasota
9.4 out of 10, Exceptional, (51 reviews)
"The condo is beautifully furnished and equipped with everything we needed. It was very comfortable and we would definitely stay there again."
United States
Sharon M.
The price is AU$697
includes taxes & fees
16 Oct - 17 Oct
AUTUMN SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi
Pool

19. Private Pool, Game Room & Tiki Bar, Minutes to Englewood's Gulf Beaches

Private Pool, Game Room & Tiki Bar, Minutes to Englewood's Gulf Beaches
Englewood South
10.0 out of 10, Exceptional, (4 reviews)
"This was a wonderful vacation! The house was perfect! Very clean and decorated beautifully! We had everything that we needed! Great location too! We would recommend this house to anyone coming to Englewood, it was wonderful! We will be coming back! Thank you for sharing your beautiful house with us!!"
United States
Lisa M.
The price is AU$622
includes taxes & fees
28 Oct - 29 Oct
Private Pool, Game Room & Tiki Bar, Minutes to Englewood's Gulf Beaches
A covered outdoor swimming pool with lounge chairs and string lights.

20. Sunset Lanai & Screened Pool · Waterfront Views

Sunset Lanai & Screened Pool · Waterfront Views
Caloosahatchee
10.0 out of 10, Exceptional, (5 reviews)
"Everything inside the house was brand new and clean and it was perfect for our family of four. We had our dog so the dog door going out to the pool area was absolutely huge. Great place!"
United States
Melissa R.
The price is AU$933
includes taxes & fees
27 Oct - 28 Oct
Sunset Lanai & Screened Pool · Waterfront Views
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

Naples Bay Resort & Marina

Naples Bay Resort & Marina

10/10 Excellent
"Very clean and friendly staff"
Michelle 2-night trip
Posted 5 hours ago
Naples Bay Resort & Marina

Find out more about Southwest Florida

Southwest Florida Villas information

Number of reviews
740
Accommodation
55 Villas
Lowest Price
AU$317
Highest Price
AU$933

Frequently asked questions

How much do villas in Southwest Florida cost?
Expect to pay between AU$317 and AU$933 per night for a villa in Southwest Florida. No matter your budget, an epic escape is only a click or two away on Expedia. This price was 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 a peek at our 55 villas in Southwest Florida and then lock in your favourite. Whether you're planning a holiday with all the family or kicking it with friends, with Expedia, your perfect stay is just clicks away.
What is there to do near my villa in Southwest Florida?
Whatever you're interested in, there are plenty of things to see and do in Southwest Florida. If you're off to Tampa, stop by Florida Aquarium, Tampa Theatre and Tampa Museum of Art. Packing your bags for Naples? Naples Beach, Naples Zoo at Caribbean Gardens and Collier County Museum are some of the best sights in this city.

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