Search Villas in Southwest Florida

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

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Nov 28 - Nov 30
In two weeks
Dec 5 - Dec 7
In one month
Dec 19 - Dec 21
In two months
Jan 16 - Jan 18

Featured Villas in Southwest Florida

Fishing
Matlacha Tiny Village

Villa in Matlacha

3.0 star property
8.8 out of 10, Excellent, (267)
"Very nice place with all necesary accommodations for a Pleasant stay. "
United States
isabel
The price is P6,849
P12,062 total
includes taxes & fees
Nov 23 - Nov 24
Matlacha Tiny Village
Outdoor pool
River Wilderness Waterfront Cabins

Villa in Everglades City

2.5 star property
8.6 out of 10, Excellent, (269)
"Rooms are dated but clean and the kitchens are well outfiited with dishes and cooking supplies. Parking under the unit is awesome. Would recommend for motorcycle riders. Check in and out was really smooth and hasle free."
United States
Randy
The price is P13,460
P15,344 total
includes taxes & fees
Nov 22 - Nov 23
River Wilderness Waterfront Cabins
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southwest Florida Hotel Reviews

Naples Grande Beach Resort

Naples Grande Beach Resort

10/10 Excellent
"Awesome service"
Margarita 3-night trip
Posted 3 days ago
Naples Grande Beach Resort

Find out more about Southwest Florida

Southwest Florida Villas information

Number of reviews
Accommodation
 Villas
Lowest Price
Highest Price

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.
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 Theater and David A. Straz Jr. Center for the Performing Arts are some of the top things to do if you're staying in Tampa. Sarasota also lures travelers 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.

Explore a world of travel with Expedia