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Our top choices for Southwest Florida villas

1. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
9.0 out of 10, Wonderful, (299 reviews)
"Such a cute place that we have never heard of! Walked to cute tiny shops, got awesome bbq……… very quaint and quiet. Had a great time."
United States
Shannon
The price is HK$1,037
HK$1,745 total
includes taxes & fees
10 Nov - 11 Nov
Matlacha Tiny Village

2. 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)
"I travel down South for business every so often and I'm always looking for a nice spot to stay. This place was great and extremely clean. Heather was great with responding to any questions I had. A lot of fun restaurants and local bars within less than a mile. I will be back."
United States
John M.
The price is HK$1,321
HK$2,892 total
includes taxes & fees
17 Nov - 18 Nov
Turtle Cay at The Beach Shack! Come On Down!

3. 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 HK$1,520
HK$1,733 total
includes taxes & fees
10 Nov - 11 Nov
River Wilderness Waterfront Cabins

4. 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, (54 reviews)
"Excellent property, very clean, modern, centrally located, close to restaurants and beach. Absolutely pleasant."
United States
Fernando F.
The price is HK$1,176
HK$3,768 total
includes taxes & fees
10 Nov - 11 Nov
Stunning Luxury villa Sandpiper across the street from the beach!

5. 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 HK$699
HK$3,388 total
includes taxes & fees
10 Nov - 11 Nov
AUTUMN SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi

6. 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 HK$1,080
HK$2,885 total
includes taxes & fees
17 Nov - 18 Nov
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA

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)
"Great hosts and great stay! Would highly recommend."
United States
Kerry M.
The price is HK$840
HK$2,650 total
includes taxes & fees
10 Nov - 11 Nov
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

8. 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 HK$716
HK$3,118 total
includes taxes & fees
8 Dec - 9 Dec
Lakefront 2BR Bradenton Rental Near IMG & Beaches

9. Lake Marlin Villa 2

Lake Marlin Villa 2
Englewood East
10.0 out of 10, Exceptional, (20 reviews)
"House was very clean and the location was just what we were looking for. "
United States
Maria K.
The price is HK$855
HK$1,586 total
includes taxes & fees
10 Nov - 11 Nov
Lake Marlin Villa 2

10. 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 HK$941
HK$1,690 total
includes taxes & fees
10 Nov - 11 Nov
Beautiful house with lake view

11. 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)
"Beautiful property and lovely backyard. The Riverwalk was perfect for our 2 pups and the host was very quick to respond and very nice. Would definitely stay again."
United States
Kay S.
The price is HK$1,080
HK$2,307 total
includes taxes & fees
11 Nov - 12 Nov
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly

12. 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 HK$1,640
HK$4,270 total
includes taxes & fees
10 Nov - 11 Nov
La Finca... Beautiful Countryside Home

13. Savonna Azure Paradise /3 Bedroom/Boat Dock/Pool View Relaxation Area/Htd Pool

Savonna Azure Paradise /3 Bedroom/Boat Dock/Pool View Relaxation Area/Htd Pool
Caloosahatchee
The price is HK$1,190
HK$6,224 total
includes taxes & fees
1 Dec - 2 Dec
Savonna Azure Paradise /3 Bedroom/Boat Dock/Pool View Relaxation Area/Htd Pool

14. The Driftwood Inn Cottages

The Driftwood Inn Cottages
Mid Island
10.0 out of 10, Exceptional, (1 review)
" An absolute gem in Sanibel!Our stay at the Driftwood Inn via VRBO was nothing short of wonderful. From the moment we arrived, we were impressed by how clean, comfortable, and well-maintained the property was. It has that perfect, relaxing Sanibel charm and provided everything we needed for a flawless vacation. The location was fantastic, making it easy to explore the island and enjoy the beaches. The hosts were excellent and made the entire process seamless. We truly loved our time here and...
United States
Cera - Tim A.
The price is HK$1,466
HK$3,400 total
includes taxes & fees
15 Nov - 16 Nov
The Driftwood Inn Cottages

15. [Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.6 out of 10, Exceptional, (45 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 HK$711
HK$2,104 total
includes taxes & fees
18 Nov - 19 Nov
[Beach Elements] pool view withprivate beach access

16. 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 HK$1,321
HK$2,892 total
includes taxes & fees
12 Nov - 13 Nov
Seashell Shanty at The Beach Shack! Come On Down!

17. 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)
"We had a great time at the Salty Lime! The property was very clean and inviting, decorated nicely and comfortable. The garden and outdoor spaces were so nice! Perfect location on the river and by the river walk, we enjoyed going out there in the mornings. Wonderful hosts who were very communicative and really have thought of everything. We will definitely be back!"
United States
Kara H.
The price is HK$1,080
HK$2,307 total
includes taxes & fees
10 Nov - 11 Nov
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly

18. 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 HK$953
HK$2,784 total
includes taxes & fees
10 Nov - 11 Nov
Waterview Vacation Retreat Close To Ocean

19. 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 HK$1,321
HK$2,892 total
includes taxes & fees
10 Nov - 11 Nov
Flamingo's Nest at the Beach Shack. Just one block from the beach!

20. Sunny Fort Myers Retreat: Pet-Friendly near Downtown District, No Cleaning Fee!

Sunny Fort Myers Retreat: Pet-Friendly near Downtown District, No Cleaning Fee!
Dunbar
10.0 out of 10, Exceptional, (1 review)
"Communication with the host was so easy. She was very responsive to all messages and even gave us some recommendations for dining out. Extra nice touch of leaving some snacks and bottled water out. Plenty of towels and linens provided. Ample parking. Nice little patio to enjoy the beautiful weather. We definitely plan to be back!"
United States
Leesette B.
The price is HK$1,997
HK$2,399 total
includes taxes & fees
1 Dec - 2 Dec
Sunny Fort Myers Retreat: Pet-Friendly near Downtown District, No Cleaning Fee!
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.

Learn more about Southwest Florida

Amazing beaches, golf courses and popular sights from Key West Express to Siesta Key Beach—explore Southwest Florida, a destination also known for its island views.

A lifeguard tower with an American flag, a green flag, and a signboard on a beach with people sunbathing and umbrellas.

Frequently Asked Questions

How much do villas in Southwest Florida cost?

Prices for villas in Southwest Florida range between HK$698 and HK$1,996 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 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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