Search Villas in Southwest Florida

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Villas in Southwest Florida

Matlacha Tiny Village

3.0 star property
8.8 out of 10, Excellent, (265)
"Very nice place with all necesary accommodations for a Pleasant stay. "
The price is AED 426
AED 751 total
includes taxes & fees
7 Oct - 8 Oct
Matlacha Tiny Village

River Wilderness Waterfront Cabins

2.5 star property
8.6 out of 10, Excellent, (268)
"I would recommend this place for pure rest and relaxation "
The price is AED 863
AED 984 total
includes taxes & fees
7 Oct - 8 Oct
River Wilderness Waterfront Cabins

Vacay in Luxury! 2 mins to the Beach!

9.8 out of 10, Exceptional, (65)
"Great place to stay. The staff was very communicative & made the process very easy. Great place for a stay at the beach. Highly recommended. "
The price is AED 459
AED 1,181 total
includes taxes & fees
7 Oct - 8 Oct
Vacay in Luxury! 2 mins to the Beach!

Last minuete July Specials!

9.0 out of 10, Wonderful, (38)
"We had a wonderful time! Thank you! "
The price is AED 551
AED 1,839 total
includes taxes & fees
10 Oct - 11 Oct
Last minuete July Specials!

Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!

10.0 out of 10, Exceptional, (29)
"Enjoyed our stay."
The price is AED 459
AED 1,044 total
includes taxes & fees
16 Oct - 17 Oct
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!

Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

9.8 out of 10, Exceptional, (57)
"The home was clean, nicely appointed, in a nice neighborhood, and very convenient to local attractions."
The price is AED 386
AED 1,185 total
includes taxes & fees
7 Oct - 8 Oct
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

Beautiful Bungalow with Pool and Bay Views! - Barefoot by the Bay at Bayside Bun

9.8 out of 10, Exceptional, (36)
"Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!"
The price is AED 635
AED 1,440 total
includes taxes & fees
19 Oct - 20 Oct
Beautiful Bungalow with Pool and Bay Views! - Barefoot by the Bay at Bayside Bun

Massive Cali King Villa | Heated Saltwater Pool

9.0 out of 10, Wonderful, (6)
"Spacious home, so many ammenities,Would come again!"
The price is AED 547
AED 1,736 total
includes taxes & fees
7 Oct - 8 Oct
Massive Cali King Villa | Heated Saltwater Pool

Stunning New Waterfront Luxury Villa with oversized Heated pool and Hot tub!

10.0 out of 10, Exceptional, (49)
"Just a one day getaway "
The price is AED 493
AED 2,104 total
includes taxes & fees
11 Oct - 12 Oct
Stunning New Waterfront Luxury Villa with oversized Heated pool and Hot tub!

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

2.0 star property
9.2 out of 10, Wonderful, (11)
"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 551
AED 1,591 total
includes taxes & fees
7 Oct - 8 Oct
W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches

Luxury Villa "Lighthouse" Across from the Beach

9.6 out of 10, Exceptional, (35)
"Easy walk to the beach very nice beach lots of shells"
The price is AED 680
AED 2,019 total
includes taxes & fees
25 Oct - 26 Oct
Luxury Villa "Lighthouse" Across from the Beach

Turtle Cay at The Beach Shack! Come On Down!

10.0 out of 10, Exceptional, (43)
"This was such a cute place to stay rhat is conveniently located via walking diatance to the beach and local restaurants. "
Turtle Cay at The Beach Shack! Come On Down!

Sleeps 20 • Heated Pool • Hot Tub • Outdoor Kitchen/Theater

3.0 star property
10.0 out of 10, Exceptional, (2)
"It was an overall great experience and wonderful time. Host was attentive and responded quickly to all of my messages "
Sleeps 20 • Heated Pool • Hot Tub • Outdoor Kitchen/Theater

Beautiful house with lake view

10.0 out of 10, Exceptional, (10)
"This villa was so cozy and accommodating for my family! They had everything we needed for our stay and much more!"
The price is AED 540
AED 865 total
includes taxes & fees
7 Oct - 8 Oct
Beautiful house with lake view

Beachside Bliss! With Pool, Near Beach and Trolley!

9.6 out of 10, Exceptional, (41)
"Thoroughly enjoyed our stay. Property was perfect. Excellent location. Short walk to the beach, Publix, Beach Cafe, etc."
The price is AED 595
AED 1,379 total
includes taxes & fees
7 Oct - 8 Oct
Beachside Bliss! With Pool, Near Beach and Trolley!

Waterfront Pool Villa with Sail Boat access to the Gulf

9.2 out of 10, Wonderful, (7)
"The home was very clean and comfortable. All the necessities were available and present."
The price is AED 810
AED 2,337 total
includes taxes & fees
7 Oct - 8 Oct
Waterfront Pool Villa with Sail Boat access to the Gulf

Relax with privacy! Villa in Bonita Springs! Modern, huge pool!

10.0 out of 10, Exceptional, (114)
"House was clean, and beds were comfortable. We mainly played in the pool. Nice location (close to center Bonita Springs). The artwork and sculptures were nice. Overall a good place to stay."
The price is AED 658
AED 1,892 total
includes taxes & fees
7 Oct - 8 Oct
Relax with privacy! Villa in Bonita Springs! Modern, huge pool!

🏡Luxurious Waterfront Villa | Heated Saltwater Pool | Tiki Hut & Gulf Access 🌊

9.4 out of 10, Exceptional, (79)
"Amazing and very beautiful view! "
The price is AED 364
AED 1,630 total
includes taxes & fees
7 Oct - 8 Oct
🏡Luxurious Waterfront Villa | Heated Saltwater Pool | Tiki Hut & Gulf Access 🌊

Cheerfull Villa.. Best Location in Naples!!! All you need in one home.

9.6 out of 10, Exceptional, (14)
"The house was perfect for our stay. Everything was nice and clean, access was very simple and everything we needed was right there!"
The price is AED 716
AED 1,987 total
includes taxes & fees
7 Oct - 8 Oct
Cheerfull Villa.. Best Location in Naples!!! All you need in one home.

Flamingo's Nest at the Beach Shack. Just one block from the beach!

10.0 out of 10, Exceptional, (39)
"Location was great, property condition is excellent!"
The price is AED 502
AED 1,209 total
includes taxes & fees
13 Oct - 14 Oct
Flamingo's Nest at the Beach Shack. Just one block from the beach!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Southwest Florida Hotel Reviews

Frequently asked questions

How much do villas in Southwest Florida cost?
Prices for villas in Southwest Florida range between and 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 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.