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Check prices for these dates

In two weeks
5 Dec - 7 Dec
In two months
16 Jan - 18 Jan
In three months
13 Feb - 15 Feb
In four months
13 Mar - 15 Mar
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
The price is HK$904
HK$1,592 total
includes taxes & fees
23 Nov - 24 Nov
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.
The price is HK$973
HK$2,481 total
includes taxes & fees
2 Dec - 3 Dec
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.
The price is HK$694
HK$2,326 total
includes taxes & fees
1 Dec - 2 Dec
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.
The price is HK$1,526
HK$4,172 total
includes taxes & fees
23 Nov - 24 Nov
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.
The price is HK$1,335
HK$2,662 total
includes taxes & fees
23 Nov - 24 Nov
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
The price is HK$1,776
HK$2,025 total
includes taxes & fees
23 Nov - 24 Nov
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.
The price is HK$1,168
HK$3,325 total
includes taxes & fees
23 Nov - 24 Nov
W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches
Exterior
Lakefront 2BR Bradenton Rental Near IMG & Beaches

Villa in South Bradenton

The price is HK$694
HK$1,628 total
includes taxes & fees
9 Dec - 10 Dec
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.
The price is HK$1,253
HK$1,955 total
includes taxes & fees
23 Nov - 24 Nov
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.
The price is HK$1,064
HK$2,570 total
includes taxes & fees
22 Nov - 23 Nov
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
The price is HK$1,064
HK$2,570 total
includes taxes & fees
7 Dec - 8 Dec
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.
The price is HK$1,712
HK$4,395 total
includes taxes & fees
1 Dec - 2 Dec
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.
The price is HK$1,261
HK$2,789 total
includes taxes & fees
3 Dec - 4 Dec
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.
The price is HK$1,716
HK$4,944 total
includes taxes & fees
26 Nov - 27 Nov
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.
The price is HK$1,016
HK$1,729 total
includes taxes & fees
25 Nov - 26 Nov
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.
The price is HK$1,246
HK$3,935 total
includes taxes & fees
21 Nov - 22 Nov
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.
The price is HK$1,335
HK$2,661 total
includes taxes & fees
23 Nov - 24 Nov
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
The price is HK$1,488
HK$3,251 total
includes taxes & fees
2 Dec - 3 Dec
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.
The price is HK$1,168
HK$3,897 total
includes taxes & fees
16 Dec - 17 Dec
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.
The price is HK$1,576
HK$5,108 total
includes taxes & fees
22 Nov - 23 Nov
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

Pink Shell Beach Resort and Marina

Pink Shell Beach Resort and Marina

10/10 Excellent
"All of the staff we all top tier! The resort has several activities for adults and kids to partake in, dinning options were great also. "
Heather 4-night trip
Posted 3 days ago
Pink Shell Beach Resort and Marina

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 favourite 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 holiday 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 Theatre and David A. Straz Jr. Centre for the Performing Arts are some of the top things to do if you're staying in Tampa. Sarasota also lures travellers 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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