Villas in Southwest Florida

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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
$204 nightly
The price is $219
Nov 23 - Nov 24
Total with taxes and fees
Matlacha Tiny Village
Exterior
Vacay in Luxury! 2 mins to the Beach!

Villa in Holmes Beach

9.8 out of 10, Exceptional, (67)
"Super cute for a mother/daughter long weekend! Bonus was beach towels, beach chairs and a wagon to take to the beach which was so close to walk to. Pool was awesome as well being just steps from the door. "
United States
Barb W.
$286 nightly
The price is $319
Dec 2 - Dec 3
Total with taxes and fees
Vacay in Luxury! 2 mins to the Beach!
Terrace/patio
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

Villa in Oakland Hills

9.8 out of 10, Exceptional, (59)
"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.
$270 nightly
The price is $299
Dec 1 - Dec 2
Total with taxes and fees
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Outdoor pool, a heated pool
Relax with privacy! Villa in Bonita Springs! Modern, huge pool!

Villa in Bonita Springs

10.0 out of 10, Exceptional, (114)
"House was clean, and beds were comfortable. We mainly played in the pool. Nice location (close to center Bonita Springs). The artwork and sculptures were nice. Overall a good place to stay."
United States
Jamie W.
$487 nightly
The price is $536
Nov 23 - Nov 24
Total with taxes and fees
Relax with privacy! Villa in Bonita Springs! Modern, huge pool!
Property grounds
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!

Villa in Bradenton

10.0 out of 10, Exceptional, (30)
"Enjoyed our stay."
United States
Nathan H.
$307 nightly
The price is $342
Nov 23 - Nov 24
Total with taxes and fees
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
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
$235 nightly
The price is $260
Nov 22 - Nov 23
Total with taxes and fees
River Wilderness Waterfront Cabins
Property grounds
W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches

Villa in Bradenton

2.0 star property
9.2 out of 10, Wonderful, (11)
"Perfect spot for golf tournament. "
United States
Amy K.
$383 nightly
The price is $427
Nov 23 - Nov 24
Total with taxes and fees
W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches
Exterior
Lakefront 2BR Bradenton Rental Near IMG & Beaches

Villa in South Bradenton

$209 nightly
The price is $209
Dec 9 - Dec 10
Total with taxes and fees
Lakefront 2BR Bradenton Rental Near IMG & Beaches
Outdoor dining
Beautiful house with lake view

Villa in Englewood East

10.0 out of 10, Exceptional, (10)
"Amazing beautiful place , very spacious , very easy to book. "
United States
Amara D.
$227 nightly
The price is $251
Nov 23 - Nov 24
Total with taxes and fees
Beautiful house with lake view
Exterior
Turtle Cay at The Beach Shack! Come On Down!

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.
$313 nightly
The price is $330
Nov 22 - Nov 23
Total with taxes and fees
Turtle Cay at The Beach Shack! Come On Down!
Exterior
Flamingo's Nest at the Beach Shack. Just one block from the beach!

Villa in Manasota Key

10.0 out of 10, Exceptional, (39)
"Location was great, property condition is excellent!"
United States
Mabel
$313 nightly
The price is $330
Nov 25 - Nov 26
Total with taxes and fees
Flamingo's Nest at the Beach Shack. Just one block from the beach!
Exterior
Cheerfull Villa.. Best Location in Naples!!! All you need in one home.

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.
$492 nightly
The price is $539
Nov 24 - Nov 25
Total with taxes and fees
Cheerfull Villa.. Best Location in Naples!!! All you need in one home.
Exterior
Villa #4 Sand Dollar! Pool, Porch, Near the Beach!

Villa in Holmes Beach

9.6 out of 10, Exceptional, (47)
"would stay here again"
United States
Richard H.
$320 nightly
The price is $358
Dec 3 - Dec 4
Total with taxes and fees
Villa #4 Sand Dollar! Pool, Porch, Near the Beach!
Outdoor pool, a heated pool
Waterfront Pool Villa with Sail Boat access to the Gulf

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.
$577 nightly
The price is $635
Nov 21 - Nov 22
Total with taxes and fees
Waterfront Pool Villa with Sail Boat access to the Gulf
Outdoor dining
Lake Marlin Villa 2

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.
$201 nightly
The price is $222
Nov 25 - Nov 26
Total with taxes and fees
Lake Marlin Villa 2
Outdoor dining
Stunning Luxury villa "Sandpiper" across the street from the beach!

Villa in East End

9.0 out of 10, Wonderful, (45)
"We will come back "
United States
Smilag F.
$486 nightly
The price is $505
Nov 21 - Nov 22
Total with taxes and fees
Stunning Luxury villa "Sandpiper" across the street from the beach!
Exterior
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly

Villa in Bradenton

9.8 out of 10, Exceptional, (20)
"This property is amazing!"
United States
Heather R.
$307 nightly
The price is $342
Nov 23 - Nov 24
Total with taxes and fees
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
Exterior
Beautiful Bungalow with Pool and Bay Views!

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
$352 nightly
The price is $392
Dec 2 - Dec 3
Total with taxes and fees
Beautiful Bungalow with Pool and Bay Views!
Property grounds
Last minuete July Specials!

Villa in East End

9.0 out of 10, Wonderful, (38)
"We had a wonderful time! Thank you! "
United States
Kim B.
$478 nightly
The price is $496
Dec 4 - Dec 5
Total with taxes and fees
Last minuete July Specials!
Outdoor pool, a heated pool
Stunning New Waterfront Luxury Villa with oversized Heated pool and Hot tub!

Villa in Pelican

10.0 out of 10, Exceptional, (53)
"Great place and the pool was awesome. We thoroughly enjoyed our stay at this home. "
United States
Bob W.
$596 nightly
The price is $656
Nov 22 - Nov 23
Total with taxes and fees
Stunning New Waterfront Luxury Villa with oversized Heated pool and Hot tub!
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

Naples Grande Beach Resort

Naples Grande Beach Resort

10/10 Excellent
"Great staff and clean "
Elena 2-night trip
Posted 1 day ago
Naples Grande Beach Resort

Find out more about Southwest Florida

Southwest Florida Villas information

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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.

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