Search Southwest Florida Villa Rentals from CA $305

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Check prices for these dates

In two weeks
Apr 3 - Apr 5
In two months
May 15 - May 17
In three months
Jun 12 - Jun 14
In four months
Jul 10 - Jul 12

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, (279 reviews)
"Home was clean, well stocked. Great "yard" with deck, ample seating for beautiful morning coffee. Kayaks were awesome to explore canals and see dolphins and manatees. The little town is safe for walking around. "
United States
David
The price is CA $218
CA $345 total
includes taxes & fees
Mar 23 - Mar 24
Matlacha Tiny Village
Exterior

River Wilderness Waterfront Cabins

River Wilderness Waterfront Cabins
2.5 star property
Everglades City
8.6 out of 10, Excellent, (282 reviews)
"Such a beautiful, cozy and relaxing stay! "
United States
Patrick
The price is CA $379
CA $432 total
includes taxes & fees
Mar 21 - Mar 22
River Wilderness Waterfront Cabins
Outdoor dining

Beautiful house with lake view

Beautiful house with lake view
Englewood East
10.0 out of 10, Exceptional, (11 reviews)
"Amazing beautiful place , very spacious , very easy to book. "
United States
Amara D.
The price is CA $201
CA $324 total
includes taxes & fees
Apr 14 - Apr 15
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 CA $155
CA $355 total
includes taxes & fees
Apr 14 - Apr 15
Lakefront 2BR Bradenton Rental Near IMG & Beaches
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, (118 reviews)
"Excellent villa owned by a helpful and proactive host."
United Kingdom
Tom L.
The price is CA $355
CA $842 total
includes taxes & fees
Apr 14 - Apr 15
Relax with privacy! Villa in Bonita Springs! Modern, huge pool!
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, (34 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 CA $268
CA $516 total
includes taxes & fees
Apr 10 - Apr 11
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
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, (66 reviews)
"The property was as expected, easy to find and welcoming. The property manager was very responsive. We enjoyed our stay! "
United States
Dana H.
The price is CA $220
CA $539 total
includes taxes & fees
Apr 12 - Apr 13
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
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)
"Perfect- everything was perfect!Pictures are very accurate. Home is lovely- Neighbors are very friendly- location is ideal.Loved this house and our stay!"
United States
Peggy c.
The price is CA $309
CA $951 total
includes taxes & fees
Mar 24 - Mar 25
Stunning New Waterfront Luxury Villa with oversized Heated pool and Hot tub!
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, (18 reviews)
"Such a relaxing villa just 15 minutes from Siesta Key! We had such a wonderful time relaxing, hanging at the pool, and visiting the local shops. If you’re looking for a place to stay, choose this condo, you will not regret 😊"
United States
Sommer
The price is CA $245
CA $595 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

Waterfront Pool Villa with Sail Boat access to the Gulf

Waterfront Pool Villa with Sail Boat access to the Gulf
Caloosahatchee
9.4 out of 10, Exceptional, (8 reviews)
"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 CA $323
CA $896 total
includes taxes & fees
Apr 14 - Apr 15
Waterfront Pool Villa with Sail Boat access to the Gulf
Exterior

Beautiful Bungalow with Pool and Bay Views!

Beautiful Bungalow with Pool and Bay Views!
Anna Maria
9.6 out of 10, Exceptional, (40 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 CA $380
CA $1,019 total
includes taxes & fees
Apr 14 - Apr 15
Beautiful Bungalow with Pool and Bay Views!
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)
"Everything was nice, the host Fabiola was very responsive an helpful"
United States
sheena
The price is CA $323
CA $818 total
includes taxes & fees
Apr 13 - Apr 14
Cheerfull Villa.. Best Location in Naples!!! All you need in one home.
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, (23 reviews)
"This property is amazing!"
United States
Heather R.
The price is CA $268
CA $516 total
includes taxes & fees
Apr 19 - Apr 20
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
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 CA $361
CA $680 total
includes taxes & fees
Apr 9 - Apr 10
Flamingo's Nest at the Beach Shack. Just one block from the beach!
Pool

Gulf Access Retreat with Heated Pool

Gulf Access Retreat with Heated Pool
Pelican
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful home awesome hosts love the fact every cupboard is labeled. Had an issue with the battery on the front door they were super quick to respond and get it resolved. Stunning views love the house I will stay again when I come back for work again."
United States
jake b.
The price is CA $270
CA $791 total
includes taxes & fees
Mar 25 - Mar 26
Gulf Access Retreat with Heated 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, (46 reviews)
"Lovely and clean place to stay. Short walk to the beach."
United States
AMANDA S.
The price is CA $342
CA $875 total
includes taxes & fees
Apr 7 - Apr 8
Stunning Luxury villa "Sandpiper" across the street from the beach!
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 CA $361
CA $680 total
includes taxes & fees
Apr 9 - Apr 10
Turtle Cay at The Beach Shack! Come On Down!
Exterior

Lake Marlin Villa 2

Lake Marlin Villa 2
Englewood East
10.0 out of 10, Exceptional, (7 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 CA $161
CA $305 total
includes taxes & fees
Apr 19 - Apr 20
Lake Marlin Villa 2
Exterior

Beachfront Paradise! Ground level with Heated pool

Beachfront Paradise! Ground level with Heated pool
Holmes Beach
10.0 out of 10, Exceptional, (1 review)
"Great place. We loved it!!!!!"
United States
Jill T.
The price is CA $411
CA $1,072 total
includes taxes & fees
Apr 15 - Apr 16
Beachfront Paradise! Ground level with Heated pool
Exterior

Waterview Vacation Retreat Close To Ocean

Waterview Vacation Retreat Close To Ocean
Oakland Hills
9.8 out of 10, Exceptional, (10 reviews)
"The accommodations were quite nice and comfortable. "
United States
Troy P.
The price is CA $246
CA $570 total
includes taxes & fees
Mar 31 - Apr 1
Waterview Vacation Retreat Close To Ocean
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

Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

4/10 Poor
"Checked in very late in the evening and got a room where the AC condenser was extremely loud. Did not sleep at all the first night. Phone line was not operating either and could not report it during that night. Condenser was somewhat fixed the following day. "
Andrew 3-night trip
Posted 2 hours ago
Golden Host Resort - Sarasota

Find out more about Southwest Florida

Southwest Florida Villas information

Number of reviews
1,006
Accommodation
59 Villas
Lowest Price
CA $305
Highest Price
CA $1,072

Frequently asked questions

How much do villas in Southwest Florida cost?
Prices for villas in Southwest Florida range between CA $305 and CA $1,072 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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