A crowded beach with people sunbathing and swimming.

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Southwest Florida villas

Front of property

1. Cozy Lehigh Extended Stay

Cozy Lehigh Extended Stay
3.5 star property
Lehigh Acres
The price is NZ$331
includes taxes & fees
18 Sept - 19 Sept
Cozy Lehigh Extended Stay
Exterior

2. 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$1,013
includes taxes & fees
19 Aug - 20 Aug
Relax with privacy! Villa in Bonita Springs! Modern, huge pool!
Exterior

3. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (295 reviews)
"We had a wonderful visit July 26th-28th. Check in was so easy. We stayed in the flamingo. The flamingo is so cute and charming. We had a wonderful time just relaxing and fishing off the dock with the grandkids. We love the kayaks. Tiny village is the perfect place for a little getaway and we can’t wait to book again."
United States
Heather
The price is NZ$336
includes taxes & fees
20 Aug - 21 Aug
Matlacha Tiny Village
Exterior

4. River Wilderness Waterfront Cabins

River Wilderness Waterfront Cabins
2.5 star property
Everglades City
8.6 out of 10, Excellent, (297 reviews)
"Great stay!"
United States
Quentin
The price is NZ$441
includes taxes & fees
19 Aug - 20 Aug
River Wilderness Waterfront Cabins
Exterior

5. 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, (51 reviews)
"Excellent property, very clean, modern, centrally located, close to restaurants and beach. Absolutely pleasant."
United States
Fernando F.
The price is NZ$823
includes taxes & fees
28 Aug - 29 Aug
Stunning Luxury villa Sandpiper across the street from the beach!
Outdoor pool, a heated pool

6. 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$1,118
includes taxes & fees
1 Sept - 2 Sept
Sunset Lanai & Screened Pool · Waterfront Views
Outdoor pool, a heated pool

7. 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)
"We had an excellent stay. The property was clean, comfortable, and well maintained, and everything met our expectations. My group had an amazing time, and we truly appreciated the hospitality throughout our visit. Overall, it was a very positive experience, and we would gladly stay again."
United States
Alejandro
The price is NZ$1,153
includes taxes & fees
19 Aug - 20 Aug
Waterfront Pool Villa with Sail Boat access to the Gulf
Outdoor dining

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$943
includes taxes & fees
16 Sept - 17 Sept
Superb Holiday Villa w/pool in Bonita Springs
Outdoor dining

9. 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, (14 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$818
includes taxes & fees
24 Aug - 25 Aug
Charming 4-bedroom plus den villa with pool and spa near the beach and downtown.
Pool

10. Gulf Access Retreat with Heated Pool

Gulf Access Retreat with Heated Pool
Pelican
9.4 out of 10, Exceptional, (11 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 NZ$783
includes taxes & fees
26 Aug - 27 Aug
Gulf Access Retreat with Heated Pool
Terrace/patio

11. 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$579
includes taxes & fees
29 Aug - 30 Aug
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Outdoor dining

12. 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$402
includes taxes & fees
27 Aug - 28 Aug
Beautiful house with lake view
Exterior

13. Fenced Yard & Pool · BBQ & Kayaks

Fenced Yard & Pool · BBQ & Kayaks
Hancock
9.0 out of 10, Wonderful, (22 reviews)
"House was very clean Well stocked "
United States
Paul S.
The price is NZ$1,251
includes taxes & fees
14 Sept - 15 Sept
Fenced Yard & Pool · BBQ & Kayaks
Exterior

14. 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)
"Yes everything was great had a wonderful time "
United States
Melinda M.
The price is NZ$622
includes taxes & fees
16 Sept - 17 Sept
Turtle Cay at The Beach Shack! Come On Down!
Exterior

15. Sweet Escape In The Cape

Sweet Escape In The Cape
Pelican
8.0 out of 10, Very good, (5 reviews)
"We had a great time utilizing this vacation rental in order to be close to our other family, a road over. The propane tank was empty so we got a brand new one for the grill. The property itself was great. The bedrooms had nice decor. The kitchen was spacious and clean. The pool area was perfect for swimming and lounging. Everything worked as it should. "
United States
lyndsey b.
The price is NZ$842
includes taxes & fees
30 Aug - 31 Aug
Sweet Escape In The Cape
Property grounds

16. 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, (28 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$519
includes taxes & fees
19 Aug - 20 Aug
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
Outdoor pool, a heated pool

17. Hot Tub & Private Pool · Screened Lanai · Game Room · BBQ · Canal View

Hot Tub & Private Pool · Screened Lanai · Game Room · BBQ · Canal View
Trafalgar
9.4 out of 10, Exceptional, (31 reviews)
"Our stay was great! It was a easy check-in, and the home is exactly like seen online. The Communication with the host was good. My family and I enjoyed our stay.Thank you for having us. "
United States
Crissy W.
The price is NZ$1,195
includes taxes & fees
19 Aug - 20 Aug
Hot Tub & Private Pool · Screened Lanai · Game Room · BBQ · Canal View
Exterior

18. 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, (36 reviews)
"This was a great place to stay. Easy access to everything the area has to offer."
United States
Terri B.
The price is NZ$501
includes taxes & fees
15 Sept - 16 Sept
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
Exterior

19. Waterview Vacation Retreat Close To Ocean

Waterview Vacation Retreat Close To Ocean
Oakland Hills
10.0 out of 10, Exceptional, (18 reviews)
"The property was great for 3 adults on a golf trip."
United States
Lisa D.
The price is NZ$641
includes taxes & fees
29 Aug - 30 Aug
Waterview Vacation Retreat Close To Ocean
Exterior

20. [Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.4 out of 10, Exceptional, (39 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$536
includes taxes & fees
24 Aug - 25 Aug
[Beach Elements] pool view withprivate beach access
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

Kompose Boutique Hotel

Kompose Boutique Hotel

10/10 Excellent
"Excellent stay in Sarasota. A beautiful hotel with friendly staff :)"
Angela 2-night trip
Posted less than an hour ago
Kompose Boutique Hotel

Find out more about Southwest Florida

Southwest Florida Villas information

Number of reviews
992
Accommodation
66 Villas
Lowest Price
NZ$331
Highest Price
NZ$1,251

Frequently asked questions

How much do villas in Southwest Florida cost?
Prices for villas in Southwest Florida range between NZ$331 and NZ$1,251 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 66 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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