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Check prices for these dates

In two weeks
Mar 13 - Mar 15
In two months
Apr 24 - Apr 26
In three months
May 22 - May 24
In four months
Jun 19 - Jun 21

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, (277 reviews)
"The property was super cute and clean! It also had just about anything you could need!"
United States
Wyatt
The price is ￥20,130
￥34,150 total
includes taxes & fees
Mar 4 - Mar 5
Matlacha Tiny Village
Exterior

River Wilderness Waterfront Cabins

River Wilderness Waterfront Cabins
2.5 star property
Everglades City
8.6 out of 10, Excellent, (278 reviews)
"Staff was very helpful. Room was clean and comfortable. Setting is very nice. "
United States
Martin
The price is ￥43,179
￥49,223 total
includes taxes & fees
Mar 3 - Mar 4
River Wilderness Waterfront Cabins
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, (65 reviews)
"We have enjoyed the Englewood to Boca area for years and the property helps make it much easier to take advantage of that."
United States
David O.
The price is ￥25,350
￥61,474 total
includes taxes & fees
Mar 4 - Mar 5
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Outdoor dining

Beautiful house with lake view

Beautiful house with lake view
Englewood East
10.0 out of 10, Exceptional, (10 reviews)
"Amazing beautiful place , very spacious , very easy to book. "
United States
Amara D.
The price is ￥31,834
￥47,951 total
includes taxes & fees
Mar 9 - Mar 10
Beautiful house with lake view
Exterior

Lakefront 2BR Bradenton Rental Near IMG & Beaches

Lakefront 2BR Bradenton Rental Near IMG & Beaches
South Bradenton
8.0 out of 10, Very Good, (2 reviews)
"I just want to say the place is nice, but it needs more cleaning. There was a lot of pet hair, and the floor was dirty. These are small things, but if they paid a little more attention to those details, it would be absolutely fantastic, a perfect 100. If you asked me if I would recommend it, my answer would be yes. As I said before, the place is very nice, comfortable, and cozy, and the neighborhood is very quiet. Would I go back? Of course I would, just please, more cleaning!"
United States
Maria I
The price is ￥19,912
￥41,227 total
includes taxes & fees
Mar 24 - Mar 25
Lakefront 2BR Bradenton Rental Near IMG & Beaches
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, (33 reviews)
"Such a great place to stay! So clean and so welcoming. Will stay there again if in the area. "
United States
Chris H.
The price is ￥34,409
￥61,978 total
includes taxes & fees
Mar 29 - Mar 30
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
Children's area

"Sea Cottage" 3 bedroom 2 bath cozy retreat with smart 65in TV

"Sea Cottage" 3 bedroom 2 bath cozy retreat with smart 65in TV
Port Charlotte
10.0 out of 10, Exceptional, (1 review)
"Everything was excellent! The place was clean and comfortable. We used the kitchen a lot and enjoyed the counter space and appliances. The location was perfect for our needs since we were close to friends and golf. It was also very peaceful and quiet."
United States
Dianne K.
The price is ￥20,365
￥73,726 total
includes taxes & fees
Mar 3 - Mar 4
"Sea Cottage" 3 bedroom 2 bath cozy retreat with smart 65in TV
Pool

Gulf Access Retreat with Heated Pool

Gulf Access Retreat with Heated Pool
Pelican
10.0 out of 10, Exceptional, (7 reviews)
"Immaculate and cozy with a heated pool and gulf access. The available kayaks were a fantastic bonus!"
United States
Andrew M.
The price is ￥27,465
￥81,483 total
includes taxes & fees
Mar 4 - Mar 5
Gulf Access Retreat with Heated Pool
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, (16 reviews)
"House was exactly like the pictures. It was very clean, spacious, and a great location. We would welcome a chance to stay again!"
United States
Steve N.
The price is ￥30,898
￥70,720 total
includes taxes & fees
Apr 2 - Apr 3
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
Outdoor pool, a heated pool

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

Stunning New Waterfront Luxury Villa with oversized Heated pool and Hot tub!
Pelican
10.0 out of 10, Exceptional, (57 reviews)
"the overall experience was awesome; the decor was modern and very clean. We very much enjoyed our stay and looking to return again soon. "
United States
Towanna M.
The price is ￥39,013
￥112,065 total
includes taxes & fees
Mar 24 - Mar 25
Stunning New Waterfront Luxury Villa with oversized Heated pool and Hot tub!
Exterior

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

Cheerfull Villa.. Best Location in Naples!!! All you need in one home.
Naples
9.4 out of 10, Exceptional, (16 reviews)
"It was a great place to stay and had lots of fun."
United States
Gavin G.
The price is ￥31,054
￥83,844 total
includes taxes & fees
Mar 28 - Mar 29
Cheerfull Villa.. Best Location in Naples!!! All you need in one home.
Exterior

Beautiful Bungalow with Pool and Bay Views!

Beautiful Bungalow with Pool and Bay Views!
Anna Maria
9.8 out of 10, Exceptional, (39 reviews)
"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 ￥48,369
￥121,920 total
includes taxes & fees
Mar 7 - Mar 8
Beautiful Bungalow with Pool and Bay Views!
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, (41 reviews)
"Location was great, property condition is excellent!"
United States
Mabel
The price is ￥41,188
￥76,447 total
includes taxes & fees
Apr 1 - Apr 2
Flamingo's Nest at the Beach Shack. Just one block from the beach!
Exterior

3BR Boundary Breeze Heated Pool Beach Golf Nearby

3BR Boundary Breeze Heated Pool Beach Golf Nearby
Oakland Hills
10.0 out of 10, Exceptional, (1 review)
"Host Mike was great! Home was brand new and immaculate. Quiet neighborhood; but close to everything. Highly recommended. "
United States
Kelly L.
The price is ￥30,898
￥73,462 total
includes taxes & fees
Mar 3 - Mar 4
3BR Boundary Breeze Heated Pool Beach Golf Nearby
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, (44 reviews)
"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 ￥41,188
￥76,604 total
includes taxes & fees
Mar 22 - Mar 23
Turtle Cay at The Beach Shack! Come On Down!
Outdoor dining

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

Charming 4-bedroom plus den villa with pool and spa near the beach and downtown.
Central Naples
10.0 out of 10, Exceptional, (9 reviews)
"Very nice and excellence option for families "
United States
Anaday
The price is ￥69,520
￥124,919 total
includes taxes & fees
Mar 10 - Mar 11
Charming 4-bedroom plus den villa with pool and spa near the beach and downtown.
Exterior

Stunning Luxury canal front villa "Sea Oats" across the street from the beach!

Stunning Luxury canal front villa "Sea Oats" across the street from the beach!
East End
9.0 out of 10, Wonderful, (26 reviews)
"Property was very clean and had many extra items that allowed us to enjoy the beach experience more: wagons, chairs, umbrellas, sand toys, and much more. Check in and out was very smooth. There is plenty of room here for families to spread out and enjoy time indoors as well. This is definitely a property that we would stay at again if we visit the area. "
United States
Stacy M.
The price is ￥46,659
￥109,713 total
includes taxes & fees
Apr 1 - Apr 2
Stunning Luxury canal front villa "Sea Oats" across the street from the beach!
Exterior

Top Rated Villa For Rent! Short Walk To Beach. Swimming Pool. Family-Friendly

Top Rated Villa For Rent! Short Walk To Beach. Swimming Pool. Family-Friendly
South Venice
10.0 out of 10, Exceptional, (143 reviews)
"Excellent location, beautiful home, wonderful owners that helped with whatever we needed quickly! We have stayed here twice and love it! "
United States
Marilyn D.
The price is ￥45,255
￥107,238 total
includes taxes & fees
Mar 9 - Mar 10
Top Rated Villa For Rent! Short Walk To Beach. Swimming Pool. Family-Friendly
Exterior

Lake Marlin Villa 2

Lake Marlin Villa 2
Englewood East
10.0 out of 10, Exceptional, (3 reviews)
"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 ￥30,742
￥50,067 total
includes taxes & fees
Mar 22 - Mar 23
Lake Marlin Villa 2
Exterior

"Sea Dunes" 3 bedrooms 2 bath

"Sea Dunes" 3 bedrooms 2 bath
Port Charlotte
10.0 out of 10, Exceptional, (1 review)
"Clean. Comfy. Easy access to beaches and restaurants. Bikes and beach chairs in garage. Quite nice. "
United States
Edward V.
The price is ￥18,960
￥71,373 total
includes taxes & fees
Mar 14 - Mar 15
"Sea Dunes" 3 bedrooms 2 bath
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

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

10/10 Excellent
"Staff was great -- check in with Molly was a breeze! Breakfast was wonderful -- great coffee!"
Keelin 1-night trip
Posted 7 hours ago
Holiday Inn Express Cape Coral-Fort Myers Area by IHG

Find out more about Southwest Florida

Southwest Florida Villas information

Number of reviews
972
Accommodation
59 Villas
Lowest Price
￥34,150
Highest Price
￥124,919

Frequently asked questions

How much do villas in Southwest Florida cost?
Prices for villas in Southwest Florida range between ￥34,150 and ￥124,919 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.

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