A crowded beach with people sunbathing and swimming.

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Southwest Florida villas

A white door with a keypad lock and a doormat with "WELCOME" written on it.

1. Cozy Lehigh Extended Stay

Cozy Lehigh Extended Stay
3.5 star property
Lehigh Acres
The price is NZ$347
includes taxes & fees
3 Oct - 4 Oct
Cozy Lehigh Extended Stay
A beachside area with colorful beach houses, a dock, and a sandy beach.

2. 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 NZ$395
includes taxes & fees
13 Oct - 14 Oct
Matlacha Tiny Village
A residential house with a well-maintained lawn, palm trees, and a garage.

3. 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, (126 reviews)
"Wonderful home to stay in while visiting FL. "
United States
Jessica M.
The price is NZ$1,111
includes taxes & fees
11 Oct - 12 Oct
Relax with privacy! Villa in Bonita Springs! Modern, huge pool!
A wooden deck with outdoor seating overlooking a lake, surrounded by dense greenery.

4. River Wilderness Waterfront Cabins

River Wilderness Waterfront Cabins
2.5 star property
Everglades City
8.8 out of 10, Excellent, (299 reviews)
"Great stay!"
United States
Quentin
The price is NZ$393
includes taxes & fees
4 Oct - 5 Oct
River Wilderness Waterfront Cabins
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 NZ$864
includes taxes & fees
3 Oct - 4 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 NZ$904
includes taxes & fees
7 Oct - 8 Oct
Stunning Luxury villa Sandpiper across the street from the beach!
A covered outdoor swimming pool with a view of a residential area.

7. 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 NZ$803
includes taxes & fees
4 Oct - 5 Oct
Gulf access home, heated pool & kayaks
A covered patio with a pool table, chairs, and a ceiling fan.

8. Superb Holiday Villa w/pool in Bonita Springs

Superb Holiday Villa w/pool in Bonita Springs
Bonita Shores
9.4 out of 10, Exceptional, (3 reviews)
"Great property, closer to the beach then expected! Would book again"
Canada
Steve S.
The price is NZ$994
includes taxes & fees
11 Oct - 12 Oct
Superb Holiday Villa w/pool in Bonita Springs
An indoor swimming pool with a clear view of the sky, a covered patio area, and a barbecue setup.

9. Massive Cali King Villa | Heated Saltwater Pool

Massive Cali King Villa | Heated Saltwater Pool
Pelican
9.6 out of 10, Exceptional, (20 reviews)
"Our stay was great. Beautiful property, clean, and well stocked with everything as described. "
United States
Virginia W.
The price is NZ$767
includes taxes & fees
11 Oct - 12 Oct
Massive Cali King Villa | Heated Saltwater Pool
A covered outdoor seating area with a modern design, featuring a sofa set and a small table, overlooking palm trees and a residential area.

10. Luxury Waterfront Villa with Private Pool

Luxury Waterfront Villa with Private Pool
Caloosahatchee
Luxury Waterfront Villa with Private Pool
A covered patio with a round table and chairs, a ceiling fan, and a view of a tropical garden.

11. The Driftwood Inn Cottages

The Driftwood Inn Cottages
Mid Island
The price is NZ$769
includes taxes & fees
11 Oct - 12 Oct
The Driftwood Inn Cottages
A covered patio area with a pool, outdoor seating, and a view of the surrounding greenery.

12. Charming 4-bedroom plus den villa with pool and spa near the beach and downtown.

Charming 4-bedroom plus den villa with pool and spa near the beach and downtown.
Central Naples
10.0 out of 10, Exceptional, (16 reviews)
"Loved our stay! Pool and hot tub were warm, house was clean, room for all 8 of us to be in beds. Great location!!! "
United States
Shelli M.
The price is NZ$964
includes taxes & fees
5 Oct - 6 Oct
Charming 4-bedroom plus den villa with pool and spa near the beach and downtown.
A covered outdoor swimming pool with lounge chairs and string lights.

13. 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 NZ$1,156
includes taxes & fees
27 Oct - 28 Oct
Sunset Lanai & Screened Pool · Waterfront Views
A covered swimming pool with blue tiles, surrounded by lounge chairs and red chairs, and a view of trees and sky.

14. 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, (15 reviews)
"Great location! House was great! Easy check in instructions. The pool and hot tub with a view of the water was a great bonus."
United States
Martha M.
The price is NZ$1,215
includes taxes & fees
7 Oct - 8 Oct
Waterfront Pool Villa with Sail Boat access to the Gulf
An outdoor patio area with a seating arrangement, a hammock, and a view of a grassy yard and trees.

15. 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 NZ$577
includes taxes & fees
3 Oct - 4 Oct
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
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.

16. Beautiful house with lake view

Beautiful house with lake view
Englewood East
9.6 out of 10, Exceptional, (16 reviews)
"Amazing beautiful place , very spacious , very easy to book. "
United States
Amara D.
The price is NZ$436
includes taxes & fees
3 Oct - 4 Oct
Beautiful house with lake view
A residential area with a pond, palm trees, and houses with sloped roofs.

17. 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 NZ$587
includes taxes & fees
3 Oct - 4 Oct
Waterview Vacation Retreat Close To Ocean
A bicycle parked outside a building with a 'Hello' mat at the entrance.

18. [Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.6 out of 10, Exceptional, (43 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 NZ$495
includes taxes & fees
13 Oct - 14 Oct
[Beach Elements] pool view withprivate beach access
A serene lakeside setting with large trees and a white gazebo.

19. 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 NZ$517
includes taxes & fees
6 Oct - 7 Oct
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
A two-story house with a garage, a front door, and a small front yard with plants.

20. Fenced Yard & Pool · BBQ & Kayaks

Fenced Yard & Pool · BBQ & Kayaks
Hancock
9.2 out of 10, Wonderful, (23 reviews)
"House was very clean Well stocked "
United States
Paul S.
The price is NZ$1,447
includes taxes & fees
4 Oct - 5 Oct
Fenced Yard & Pool · BBQ & Kayaks
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

Pink Shell Beach Resort and Marina

Pink Shell Beach Resort and Marina

10/10 Excellent
"Me encanta este hotel he visitado 3 veces y riquísimo"
Liliana 1-night trip
Posted 3 hours ago
Pink Shell Beach Resort and Marina

Find out more about Southwest Florida

Southwest Florida Villas information

Number of reviews
586
Accommodation
64 Villas
Lowest Price
NZ$347
Highest Price
NZ$1,447

Frequently asked questions

How much do villas in Southwest Florida cost?
Prices for villas in Southwest Florida range between NZ$347 and NZ$1,447 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 64 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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