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Check prices for these dates

In two weeks
27 Mar - 29 Mar
In two months
8 May - 10 May
In three months
5 Jun - 7 Jun
In four months
3 Jul - 5 Jul

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 HK$1,088
HK$1,800 total
includes taxes & fees
23 Mar - 24 Mar
Matlacha Tiny Village
Exterior

River Wilderness Waterfront Cabins

River Wilderness Waterfront Cabins
2.5 star property
Everglades City
8.6 out of 10, Excellent, (281 reviews)
"Such a beautiful, cozy and relaxing stay! "
United States
Patrick
The price is HK$2,165
HK$2,468 total
includes taxes & fees
15 Mar - 16 Mar
River Wilderness Waterfront Cabins
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 HK$956
HK$2,019 total
includes taxes & fees
13 Apr - 14 Apr
Lakefront 2BR Bradenton Rental Near IMG & Beaches
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 HK$1,151
HK$1,796 total
includes taxes & fees
11 Apr - 12 Apr
Beautiful house with lake view
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 HK$1,557
HK$2,808 total
includes taxes & fees
4 Apr - 5 Apr
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
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 HK$2,027
HK$4,815 total
includes taxes & fees
13 Apr - 14 Apr
Relax with privacy! Villa in Bonita Springs! Modern, huge 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, (17 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 HK$1,549
HK$3,617 total
includes taxes & fees
2 Apr - 3 Apr
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)
"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 HK$1,761
HK$5,410 total
includes taxes & fees
24 Mar - 25 Mar
Stunning New Waterfront Luxury Villa with oversized Heated pool and Hot tub!
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 HK$1,260
HK$3,039 total
includes taxes & fees
11 Apr - 12 Apr
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
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 HK$1,839
HK$4,628 total
includes taxes & fees
13 Apr - 14 Apr
Cheerfull Villa.. Best Location in Naples!!! All you need in one home.
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 HK$1,581
HK$4,612 total
includes taxes & fees
25 Mar - 26 Mar
Gulf Access Retreat with Heated Pool
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 HK$2,066
HK$3,842 total
includes taxes & fees
9 Apr - 10 Apr
Flamingo's Nest at the Beach Shack. Just one block 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 HK$2,065
HK$3,841 total
includes taxes & fees
2 Apr - 3 Apr
Turtle Cay at The Beach Shack! Come On Down!
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 HK$2,079
HK$5,642 total
includes taxes & fees
13 Apr - 14 Apr
Beautiful Bungalow with Pool and Bay Views!
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 HK$900
HK$3,507 total
includes taxes & fees
12 Apr - 13 Apr
"Sea Dunes" 3 bedrooms 2 bath
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 HK$1,722
HK$4,669 total
includes taxes & fees
1 Apr - 2 Apr
Stunning Luxury canal front villa "Sea Oats" across the street from the beach!
Exterior

Lake Marlin Villa 2

Lake Marlin Villa 2
Englewood East
10.0 out of 10, Exceptional, (6 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 HK$994
HK$1,796 total
includes taxes & fees
12 Apr - 13 Apr
Lake Marlin Villa 2
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, (11 reviews)
"Very nice and excellence option for families "
United States
Anaday
The price is HK$3,486
HK$6,249 total
includes taxes & fees
15 Mar - 16 Mar
Charming 4-bedroom plus den villa with pool and spa near the beach and downtown.
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, (26 reviews)
"We had an amazing stay at Salty Lime Villa. It was incredibly cute, clean, and well-stocked. Theresa was incredibly communicative and welcoming. Highly recommend & would stay again!"
United States
Theresa M.
The price is HK$1,557
HK$2,847 total
includes taxes & fees
1 Apr - 2 Apr
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
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

Compass by Margaritaville Hotel Naples

Compass by Margaritaville Hotel Naples

10/10 Excellent
"me gusto mucho"
Yohan 1-night trip
Posted 1 hour ago
Compass by Margaritaville Hotel Naples

Find out more about Southwest Florida

Southwest Florida Villas information

Number of reviews
985
Accommodation
59 Villas
Lowest Price
HK$1,796
Highest Price
HK$6,249

Frequently asked questions

How much do villas in Southwest Florida cost?
Prices for villas in Southwest Florida range between HK$1,796 and HK$6,249 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 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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