Search Villas in Southwest Florida

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Villas in Southwest Florida

Enchanting tropical waterfront villa with boat slip, bikes, kayaks heated pool!

10.0 out of 10, Exceptional, (57)
"We enjoyed our stay and would love to come back again sometime. There were a couple of minor things that had to be fixed, but he took care of it right away. Thanks for everything!"
Enchanting tropical waterfront villa with boat slip, bikes, kayaks heated pool!

Vacay in luxury! So close to the beach!

9.6 out of 10, Exceptional, (60)
"I loved my stay here! They had everything I needed and was clean inside and out. It was a short walk to the beach, Publix, and a strip of shops/restaurants. I would definitely recommend this place to anyone. Felt completely safe staying during my solo vacation!"
The price is AED 679
AED 1,647 total
includes taxes & fees
16 Jun - 17 Jun
Vacay in luxury! So close to the beach!

Steps to the Beach with Shared Heated Salt Pool and Private Backyard & Grill

9.8 out of 10, Exceptional, (131)
"Our 3rd stay at Anna Maria. LOvED the location. 5 minute walk to a very quiet beach. Close to trolley stops. Unit very clean and quiet. The shared pool was no issue. Had a family of 5 next door one week. A retired couple the 2nd week. With the beach so close and other things to do in the area, we were rarely at the pool at the same time. Only thing I can suggest is clear out some of the unneeded stuff in the BR closets and the king bed is rather firm and ‘creaky’. But we adjusted just fine....
Steps to the Beach with Shared Heated Salt Pool and Private Backyard & Grill

Paradise Cove at Lemon Bay

3.5 star property
8.0 out of 10, Very Good, (75)
"The property was outstanding. The owners were marvelous would definitely go back."
Paradise Cove at Lemon Bay

Gulf Coast Getaway: Luxury Villa Heated Pool, Sunsets & Minutes 2 Gulf of Mexico

9.8 out of 10, Exceptional, (68)
"This was a great place for our family to enjoy Florida, the beaches, and tourist activities. The pool was a great way to end the day after all our activities!"
Gulf Coast Getaway: Luxury Villa Heated Pool, Sunsets & Minutes 2 Gulf of Mexico

Sanctuary w/covered heated saltwater pool on canal

9.6 out of 10, Exceptional, (9)
"The house was old but very well equipped and clean.We enjoyed the kayaks, the pool, and the game room in the garage."
Sanctuary w/covered heated saltwater pool on canal

180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow

9.6 out of 10, Exceptional, (91)
"Property was absolutely perfect for our family - clean, modern, convenient and well organized"
The price is AED 1,469
AED 3,518 total
includes taxes & fees
16 Jun - 17 Jun
180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow

Luxury Villa steps from Venice Beach Children friendly

9.4 out of 10, Exceptional, (105)
"It was close to the beach and not to far from town "
Luxury Villa steps from Venice Beach Children friendly

Palm Oasis East Villa, Shared Heated Salt Pool, Steps to the Beach, Ground Level

10.0 out of 10, Exceptional, (99)
"Great place and location"
Palm Oasis East Villa, Shared Heated Salt Pool, Steps to the Beach, Ground Level

Direct Beachfront Gulf with Amazing Views

9.8 out of 10, Exceptional, (92)
"The condo is beautifully located on the beach. Great view of the Gulf from balcony. This place is exceptionally clean. "
Direct Beachfront Gulf with Amazing Views

Sunny Gulf Coast Villa: Direct Beach & Pool Access

9.0 out of 10, Wonderful, (30)
"This was a great location."
Sunny Gulf Coast Villa: Direct Beach & Pool Access

5⭐️ LUXURY BEACH VILLA with SECLUDED HEATED POOL+HOT TUB SURROUNDED by PALMS

10.0 out of 10, Exceptional, (110)
"Everything was as advertised. Scott is a great host and responded immediately with any small issues. House is very nice. Great appliances. Wonderful location. We come to Naples every February and this time was the best. "
5⭐️ LUXURY BEACH VILLA with SECLUDED HEATED POOL+HOT TUB SURROUNDED by PALMS

BRAND NEW 2021 Villa - Esplanade at Hacienda Lakes

9.6 out of 10, Exceptional, (8)
"The property was excellent. Everything you could wish for was there. "
BRAND NEW 2021 Villa - Esplanade at Hacienda Lakes

Major Upgrades 1 of a kind home right on the beach

10.0 out of 10, Exceptional, (115)
"Lovely stay right on the beach. The grocery is right down the street and the pool is right outside the window. Everything we needed for a relaxing break with the kids. Owner very responsive, property was clean."
Major Upgrades 1 of a kind home right on the beach

Waterfront Villa Close To Downtown And Harbor

Waterfront Villa Close To Downtown And Harbor

An incredible spot to unwind and enjoy quality time with family and friends

9.4 out of 10, Exceptional, (50)
"Awesome back yard. Wish we would have had a little more sunshine to enjoy it but the property is great and right on the canal."
An incredible spot to unwind and enjoy quality time with family and friends

Heated Pool Sleeps 20! Outdoor Kitchen/Theater

3.0 star property
10.0 out of 10, Exceptional, (1)
"Buenas condiciones. "
Heated Pool Sleeps 20! Outdoor Kitchen/Theater

W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches

2.0 star property
9.0 out of 10, Wonderful, (9)
"The bedrooms and bathrooms were spacious and also the closets. The kitchen was well-equipped. Overall a very comfortable and safe place to stay."
The price is AED 790
AED 1,894 total
includes taxes & fees
16 Jun - 17 Jun
W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches

Venice Island / Venice Beach Luxury Villa

9.2 out of 10, Wonderful, (121)
"Well stocked with essentials. Easy check in and out. Very convenient location and extremely clean. "
Venice Island / Venice Beach Luxury Villa

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

10.0 out of 10, Exceptional, (3)
The price is AED 650
AED 1,717 total
includes taxes & fees
16 Jun - 17 Jun
Charming 4-bedroom plus den villa with pool and spa near the beach and downtown.
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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Frequently asked questions

How much do villas in Southwest Florida cost?
Prices for villas in Southwest Florida range between AED 650 and AED 1,469 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 54 villas in Southwest Florida. Whether you’re getting away with the kids or your favorite 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 vacation 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.