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Check prices for these dates

In two weeks
Jun 26 - Jun 28
In two months
Aug 7 - Aug 9
In three months
Sep 4 - Sep 6
In four months
Oct 2 - Oct 4

Our top choices for Southwest Florida villas

Exterior

Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (290 reviews)
"Very nice alternative to a motel quite clean everything you need for your stay. highly recommend this property"
United States
PETER
The price is ￥17,141
￥31,130 total
includes taxes & fees
Jun 16 - Jun 17
Matlacha Tiny Village
Exterior

River Wilderness Waterfront Cabins

River Wilderness Waterfront Cabins
2.5 star property
Everglades City
8.6 out of 10, Excellent, (294 reviews)
"Great stay!"
United States
Quentin
The price is ￥36,506
￥41,617 total
includes taxes & fees
Jun 16 - Jun 17
River Wilderness Waterfront Cabins
Front of property

Cozy Lehigh Extended Stay

Cozy Lehigh Extended Stay
3.5 star property
Lehigh Acres
The price is ￥15,201
￥32,950 total
includes taxes & fees
Jun 16 - Jun 17
Cozy Lehigh Extended Stay
Terrace/patio

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, (74 reviews)
"Very nice property, close to beaches and shopping. I especially liked that they had pretty much everything you needed for a beach day."
United States
Melissa
The price is ￥16,721
￥50,731 total
includes taxes & fees
Jun 16 - Jun 17
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Property grounds

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, (24 reviews)
"Great host, clean facilities, adequately equipped kitchen, great escape back yard, close to river walk with views of mile wide Manatee River. "
United States
William B.
The price is ￥24,170
￥50,672 total
includes taxes & fees
Jun 15 - Jun 16
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
Exterior

Waterview Vacation Retreat Close To Ocean

Waterview Vacation Retreat Close To Ocean
Oakland Hills
10.0 out of 10, Exceptional, (16 reviews)
"The accommodations were quite nice and comfortable. "
United States
Troy P.
The price is ￥19,201
￥54,307 total
includes taxes & fees
Jun 14 - Jun 15
Waterview Vacation Retreat Close To Ocean
Exterior

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, (45 reviews)
"Yes everything was great had a wonderful time "
United States
Melinda M.
The price is ￥25,272
￥57,221 total
includes taxes & fees
Jun 14 - Jun 15
Turtle Cay at The Beach Shack! Come On Down!
Outdoor dining

Beautiful house with lake view

Beautiful house with lake view
Englewood East
9.4 out of 10, Exceptional, (13 reviews)
"Amazing beautiful place , very spacious , very easy to book. "
United States
Amara D.
The price is ￥21,441
￥37,967 total
includes taxes & fees
Jun 16 - Jun 17
Beautiful house with lake view
Terrace/patio

SPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi

SPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi
Sarasota
9.6 out of 10, Exceptional, (49 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 ￥16,561
￥71,598 total
includes taxes & fees
Jun 14 - Jun 15
SPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi
Exterior

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

Relax with privacy! Villa in Bonita Springs! Modern, huge pool!
Bonita Springs
10.0 out of 10, Exceptional, (123 reviews)
"Wonderful home to stay in while visiting FL. "
United States
Jessica M.
The price is ￥40,003
￥95,398 total
includes taxes & fees
Jun 16 - Jun 17
Relax with privacy! Villa in Bonita Springs! Modern, huge pool!
Exterior

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, (50 reviews)
"It was great"
United States
Susan H.
The price is ￥27,202
￥84,810 total
includes taxes & fees
Jun 15 - Jun 16
Stunning Luxury villa Sandpiper across the street from the beach!
Outdoor dining

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, (24 reviews)
"yes, very nice"
United States
Maribeth B.
The price is ￥23,329
￥63,077 total
includes taxes & fees
Jun 14 - Jun 15
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
Exterior

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 ￥22,881
￥46,817 total
includes taxes & fees
Jun 14 - Jun 15
Lakefront 2BR Bradenton Rental Near IMG & Beaches
Exterior

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, (42 reviews)
"The beach shack was loaded with everything needed to have a very comfortable stay. The location is fantastic with the beach and several restaurants all within walking distance. I will definitely be back!"
United States
Anne Marie B.
The price is ￥25,272
￥57,221 total
includes taxes & fees
Jun 14 - Jun 15
Flamingo's Nest at the Beach Shack. Just one block from the beach!
Exterior

Lake Marlin Villa 2

Lake Marlin Villa 2
Englewood East
10.0 out of 10, Exceptional, (11 reviews)
"House was very clean and the location was just what we were looking for. "
United States
Maria K.
The price is ￥18,721
￥34,920 total
includes taxes & fees
Jun 16 - Jun 17
Lake Marlin Villa 2
Outdoor pool, a heated pool

Baby & Fur Friendly Home with Pool, Boat Dock, Games

Baby & Fur Friendly Home with Pool, Boat Dock, Games
Caloosahatchee
10.0 out of 10, Exceptional, (4 reviews)
"Everything inside the house was brand new and clean and it was perfect for our family of four. We had our dog so the dog door going out to the pool area was absolutely huge. Great place!"
United States
Melissa R.
The price is ￥23,185
￥98,215 total
includes taxes & fees
Jun 15 - Jun 16
Baby & Fur Friendly Home with Pool, Boat Dock, Games
Terrace/patio

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, (43 reviews)
"Wonderful place and a great location "
United States
Matthew C.
The price is ￥25,272
￥57,221 total
includes taxes & fees
Jun 14 - Jun 15
Seashell Shanty at The Beach Shack! Come On Down!
Outdoor dining

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, (34 reviews)
"Nice place next to the river. It had everything we needed. Clean & had a great outdoor area. We felt very welcome and at home away from home. "
United States
Jill J.
The price is ￥24,170
￥49,872 total
includes taxes & fees
Jun 15 - Jun 16
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
Exterior

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

Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
Bradenton
10.0 out of 10, Exceptional, (36 reviews)
"Host was lovely and very accommodating. Very nice property."
United States
catherine M.
The price is ￥24,204
￥49,623 total
includes taxes & fees
Jun 14 - Jun 15
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
Outdoor pool, a heated pool

Waterfront Pool Villa with Sail Boat access to the Gulf

Waterfront Pool Villa with Sail Boat access to the Gulf
Caloosahatchee
9.6 out of 10, Exceptional, (15 reviews)
"We had an excellent stay. The property was clean, comfortable, and well maintained, and everything met our expectations. My group had an amazing time, and we truly appreciated the hospitality throughout our visit. Overall, it was a very positive experience, and we would gladly stay again."
United States
Alejandro
The price is ￥41,603
￥109,967 total
includes taxes & fees
Jun 14 - Jun 15
Waterfront Pool Villa with Sail Boat access to the Gulf
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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Top Southwest Florida Hotel Reviews

Hyatt House Naples/5th Avenue

Hyatt House Naples/5th Avenue

10/10 Excellent
"Great for families, pool was extremely relaxing and not cold. Beach is few miles down the street. Hotel Parking is not free. It’s an added charge to your hotel stay. Rooms were extremely clean & beds were comfortable."
maritza 2-night trip
Posted 1 hour ago
Hyatt House Naples/5th Avenue

Find out more about Southwest Florida

Southwest Florida Villas information

Number of reviews
1,097
Accommodation
67 Villas
Lowest Price
￥31,130
Highest Price
￥109,967

Frequently asked questions

How much do villas in Southwest Florida cost?
Prices for villas in Southwest Florida range between ￥31,130 and ￥109,967 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 67 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.

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