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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Villas in Southwest Florida

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 ¥18,646
¥32,474 total
includes taxes & fees
Dec 14 - Dec 15
Matlacha Tiny Village

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 ¥43,102
¥49,135 total
includes taxes & fees
Dec 4 - Dec 5
River Wilderness Waterfront Cabins

Villa in Oakland Hills

9.8 out of 10, Exceptional, (59)
"We had a great time even the weather was bad we had an amazing time in the home play games and watch movies "
United States
Adam L.
The price is ¥13,860
¥46,481 total
includes taxes & fees
Dec 4 - Dec 5
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

Villa in Bradenton

10.0 out of 10, Exceptional, (30)
"Enjoyed our stay."
United States
Nathan H.
The price is ¥22,867
¥48,707 total
includes taxes & fees
Dec 4 - Dec 5
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!

Villa in Englewood East

2.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful and clean! My Wife and I really enjoyed our stay in this elegant and clean home and would not hesitate to book again when we are back in the area. "
United States
Murray G.
The price is ¥19,181
¥33,928 total
includes taxes & fees
Dec 14 - Dec 15
Lake Marlin Villa 2

Villa in Bradenton

9.8 out of 10, Exceptional, (20)
"This property is amazing!"
United States
Heather R.
The price is ¥22,867
¥48,707 total
includes taxes & fees
Dec 7 - Dec 8
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly

Villa in Bradenton

2.0 star property
9.2 out of 10, Wonderful, (12)
"Perfect spot for golf tournament. "
United States
Amy K.
The price is ¥23,334
¥67,233 total
includes taxes & fees
Dec 11 - Dec 12
W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches

Villa in Manasota Key

10.0 out of 10, Exceptional, (40)
"Location was great, property condition is excellent!"
United States
Mabel
The price is ¥21,271
¥51,358 total
includes taxes & fees
Dec 6 - Dec 7
Flamingo's Nest at the Beach Shack. Just one block from the beach!

Villa in Naples

9.6 out of 10, Exceptional, (14)
"It was a great place to stay and had lots of fun."
United States
Gavin G.
The price is ¥30,842
¥84,299 total
includes taxes & fees
Dec 13 - Dec 14
Cheerfull Villa.. Best Location in Naples!!! All you need in one home.

Villa in Caloosahatchee

9.2 out of 10, Wonderful, (7)
"The location is great. The house was clean, well maintained, and there was plenty of beach accessories available too! Communication was wonderful with Helen. We will definitely be back next year! "
United States
Miranda N.
The price is ¥34,301
¥99,280 total
includes taxes & fees
Dec 10 - Dec 11
Waterfront Pool Villa with Sail Boat access to the Gulf

Villa in Englewood East

10.0 out of 10, Exceptional, (10)
"Amazing beautiful place , very spacious , very easy to book. "
United States
Amara D.
Beautiful house with lake view

Villa in Anna Maria

9.8 out of 10, Exceptional, (37)
"Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!"
United States
Michel
The price is ¥26,881
¥60,678 total
includes taxes & fees
Dec 9 - Dec 10
Beautiful Bungalow with Pool and Bay Views!

Villa in Caloosahatchee

9.4 out of 10, Exceptional, (80)
"Nice quiet area, loved the pool, kitchen could use more items to cook with (although Blackstone was great to have), could have used more bath towels, pool towels and hand soap. "
United States
Brianne K.
The price is ¥22,712
¥74,893 total
includes taxes & fees
Dec 8 - Dec 9
🏡Luxurious Waterfront Villa | Heated Saltwater Pool | Tiki Hut & Gulf Access 🌊

Villa in South Bradenton

The price is ¥13,194
¥33,601 total
includes taxes & fees
Dec 9 - Dec 10
Lakefront 2BR Bradenton Rental Near IMG & Beaches

Villa in Bradenton

10.0 out of 10, Exceptional, (23)
"We LOVED this villa! It was so perfect for our little vacation here. This location had everything you could want - from perfect location of beaches to the host providing everything for a sweet little getaway. Whether you’re an adventurer destined to be out and about or looking for a peaceful lazy vacation, this is perfect for you. We will be staying again!"
United States
Hannah R.
The price is ¥22,867
¥48,707 total
includes taxes & fees
Dec 4 - Dec 5
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly

Villa in Pelican

7.4 out of 10, Good, (3)
"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 ¥23,334
¥76,207 total
includes taxes & fees
Dec 7 - Dec 8
Sweet Escape In The Cape

Villa in Hancock

9.0 out of 10, Wonderful, (16)
"Beautiful house. Great in house and outside eating options. Great kitchen space. One "room" is a loft style room that is connected to the bathroom, and a bedroom connected to it as well. Easy access to beaches. Clean, and perfect space for families. "
United States
katie d.
The price is ¥41,902
¥139,366 total
includes taxes & fees
Dec 4 - Dec 5
Spacious home for large groups!

Villa in Burnt Store

9.0 out of 10, Wonderful, (9)
"Nice place but could use some upgrades. Overall no real issues. Great place especially if you love to golf or love to watch others golf as you are right on hole number two. Not much within walking distance but a short drive gets you to everything you need. "
United States
Anthony D.
The price is ¥41,357
¥104,780 total
includes taxes & fees
Dec 4 - Dec 5
Luxurious Golf Villa

Villa in South Village

10.0 out of 10, Exceptional, (37)
"We arrived early and the owner was very communicative about when we could get in the space. He sent us a code beforehand, so we were able to go straight in, drop our bags, eat lunch across the street, and head to the beach. Everything is as shown. Super clean, stocked kitchen, plenty of beach gear, etc. We would definitely consider staying again."
United States
TATE J.
Completely Remodeled- 150 Yards to Beach and Restaurants!

Villa in Manasota Key

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. "
United States
Renay S.
The price is ¥21,271
¥51,358 total
includes taxes & fees
Dec 6 - Dec 7
Turtle Cay at The Beach Shack! Come On Down!
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

Find out more about Southwest Florida

Southwest Florida Villas information

Number of reviews
536
Accommodation
59 Villas
Lowest Price
¥32,474
Highest Price
¥49,135

Frequently asked questions

How much do villas in Southwest Florida cost?
Prices for villas in Southwest Florida range between ¥32,474 and ¥49,135 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 59 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