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Compare 37 Villas in Southwest Florida with updated reviews, rates, and availability.

Waterfront Mermaid's Retreat Delights!

9.8 out of 10, Exceptional, (52)
"All was great. Only want to point out that the door leading into bathroom was stuck and appears to be water damaged or rotted in the bottom. Also could not turn on the main light by living room/kitchen area. Not complaining, just thought you should know. "
Waterfront Mermaid's Retreat Delights!

Waterfront Villa Seaglass

10.0 out of 10, Exceptional, (73)
"Villa is very nice. Great location with beautiful view of Lemon Bay. Very quiet and relaxing. We will be back. "
Waterfront Villa Seaglass

Beautiful Villa, Perfect Small Getaway. Close to beach, beach gear provided!

10.0 out of 10, Exceptional, (109)
"Beach chairs were in bad shape, some unusable. Second bath shower to strong to use. Otherwise all was great."
Beautiful Villa, Perfect Small Getaway. Close to beach, beach gear provided!

180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow

9.6 out of 10, Exceptional, (89)
"The property is just as described! It was incredible. The beach and stores were all walking distance. Definitely would stay there again."
The price is AED 1,604
AED 3,668 total
includes taxes & fees
24 Jan - 25 Jan
180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow

Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point.

10.0 out of 10, Exceptional, (150)
"This property is beautiful, close to the beach, stocked with all the necessities need to have a relaxing trip. We have stayed in this property 3 times now and soon as we leave we are planning our next return. "
Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point.

Beach, Sand, Sunsets. . . Rocking chair in front of the porch!

10.0 out of 10, Exceptional, (104)
"We had the greatest little getaway here! The place was clean and stocked with everything we needed, including beach supplies. It was awesome to walk directly onto the beach :) We can’t wait to come back! "
Beach, Sand, Sunsets. . . Rocking chair in front of the porch!

Naples, FL. Lely Resort Gorgeous 2 bed, plus den sleeps 6. Free Golf till 10/15

9.8 out of 10, Exceptional, (16)
"Very good!"
Naples, FL. Lely Resort Gorgeous 2 bed, plus den sleeps 6. Free Golf till 10/15

Summer Specials - Large Pool/Spa - Canal - Kajak - Boating - Fishing

9.8 out of 10, Exceptional, (86)
"Great short stay away from the winter cold! Listing is 100% accurate!"
Summer Specials - Large Pool/Spa - Canal - Kajak - Boating - Fishing

Villa "Seashell" beautiful luxury Villa Heated pool incl. boat bookable

9.6 out of 10, Exceptional, (100)
"Was perfect. Just as advertised or better!"
Villa "Seashell" beautiful luxury Villa Heated pool incl. boat bookable

Venice Island / Venice Beach Luxury Villa

9.4 out of 10, Exceptional, (110)
"Great location. Perfect for beach access and visiting close-by relatives. Walk to the beach and downtown. Well equipped condo."
Venice Island / Venice Beach Luxury Villa

Stunning 2BR Villa, 10min to Beach, a Perfect Getaway!

9.6 out of 10, Exceptional, (4)
"The only reason I didn't rate a perfect 5,,,is that I was disappointed I wasn't told about all the construction in in the front yard, driveway and on the entire street. Over half of the driveway was missing and was formed up for concrete to be poured to replace it,,,same as all the other houses on that street. So,,,we had to drive through the yard to get to the half of driveway next to house, and often, it was blocked with construction trucks or bobcats when trying to return or leave. ...
Stunning 2BR Villa, 10min to Beach, a Perfect Getaway!

Luxury Golf Villa in Beautiful Lely Resort w/ Pool

10.0 out of 10, Exceptional, (31)
"We enjoyed our time at Lely Resort. Clean, spacious condo with a nice location in between downtown Naples and Marco Island. We appreciated the screened in porch, golf course views and had a good meal at Sam Snead’s. We would stay again. "
Luxury Golf Villa in Beautiful Lely Resort w/ Pool

Enchanting tropical waterfront villa with boat slip, bikes, kayaks heated pool!

10.0 out of 10, Exceptional, (50)
"We loved the location right on the water. It was great being able to relax in the screened porch or just watching the water from the master bedroom. It was a bonus having fun toys (bikes and kayaks) available as well."
Enchanting tropical waterfront villa with boat slip, bikes, kayaks heated pool!

Villa Juhara Cape Coral - New Villa in Yacht Club Area

10.0 out of 10, Exceptional, (21)
"Villa Juhara is a spectacular place to stay. We were fortunate enough to stay here for a week after a busy 2 weeks in Orlando visiting the theme parks. It was a fabulous place to relax and enjoy the facilities and local area. The villa has been built and furnished to the very highest standards but it is also incredibly practical and has everything you could ever need to make a holiday property feel like a home. So clean, so modern and so comfortable. The location In Cape Coral is very good and...
Villa Juhara Cape Coral - New Villa in Yacht Club Area

Shared Pool, Bay Views! - Barefoot by the Bay at Bayside Bungalow

9.8 out of 10, Exceptional, (35)
"Location was great, right off Pine and very near great restaurants, ice cream, shops, pier and small Bay beach. Direct shot down to the bigger beach and easy to find street parking. Very clean, great space, unique layout but kids had no problem sleeping on the trendle and sleeper couch."
Shared Pool, Bay Views! - Barefoot by the Bay at Bayside Bungalow

Ground Floor Luxury Villa Steps From Venice Beach

9.2 out of 10, Wonderful, (97)
"This property is convenient to everything. We walked to everything."
Ground Floor Luxury Villa Steps From Venice Beach

Marriott's Crystal Shores, Marco Island (2 Bedroom)

10.0 out of 10, Exceptional, (14)
"We had an awesome stay at Marco Crystal Shores. Ana was awesome to work with and was able to get us an upgrade that we didnt even ask for. We are actually owners at Crystal Shores and go several times a years since my parents live in Marco. We booked last minute through VRBO and had an amazing time!! Thanks again!"
The price is AED 3,467
AED 3,926 total
includes taxes & fees
26 Jan - 27 Jan
Marriott's Crystal Shores, Marco Island (2 Bedroom)

BRAND NEW 2021 Villa - Esplanade at Hacienda Lakes

9.0 out of 10, Wonderful, (4)
"Property was very clean, and had everything we needed for our 3 month stay. Host was extremely responsive. Great location Friendly neighbors, welcoming community. Property and neighborhood dog friendly- a big plus!"
BRAND NEW 2021 Villa - Esplanade at Hacienda Lakes

Villa Alani -- Luxurious south-facing dream villa directly on the canal / river connection

10.0 out of 10, Exceptional, (93)
"Amazing property - cannot say enough about the pool and hot tub, and having easy access via boat on the canals! Highly recommend!"
Villa Alani -- Luxurious south-facing dream villa directly on the canal / river connection

4 Bedroom 5 bath Home Olde Naples. Small private pool. Walk to famous 5th Avenue

9.8 out of 10, Exceptional, (24)
"Perfect place for a large group. 4 in suite bathrooms 1 on first floor a plus. Close to beach, bay and restaurants great!! Host excellent!!!"
4 Bedroom 5 bath Home Olde Naples. Small private pool. Walk to famous 5th Avenue
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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Other property types in Southwest Florida

The Suites at Fishermen’s Village- 2 Bedroom Suites

3.0 star property
9.8 out of 10, Exceptional, (726)
"Place was spotless and great views "
The price is AED 1,349
AED 1,511 total
includes taxes & fees
26 Jan - 27 Jan
The Suites at Fishermen’s Village- 2 Bedroom Suites

Bellasera Resort

4.0 star property
9.6 out of 10, Exceptional, (2094)
"We have been bringing our kids to this hotel every year and we always have a nice stay. We love the suites! Great location close to downtown restaurants and easy to get to the beach. "
The price is AED 2,237
AED 2,585 total
includes taxes & fees
24 Jan - 25 Jan
Bellasera Resort

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4.0 star property
9.2 out of 10, Wonderful, (499)
"Very comfortable We were celebrating our anniversary We will definitely stay here again "
The price is AED 1,271
AED 1,560 total
includes taxes & fees
25 Jan - 26 Jan
Hyatt Vacation Club at Coconut Cove, Bonita Springs
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.

Frequently asked questions

How much do villas in Southwest Florida cost?
You’ll pay between AED 1,604 and AED 3,467 per night for a villa in Southwest Florida. No matter your budget, the perfect escape is only a click or two away 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?
Southwest Florida has 37 villas to choose from. Enter your destination and travel dates and get a start on planning your ideal getaway today.
Why book your villa in Southwest Florida with Expedia?
Reserving a villa in Southwest Florida is as simple as deciding on your travel dates and picking the option that checks your boxes. Seeking something low cost or luxurious, or a stay that also has a pool and free WiFi? Use Expedia’s search filters to narrow your results and find your dream fit.
How can I find cheap villas in Southwest Florida?
Expedia is here to help you easily source cheap villas in Southwest Florida. Use our handy filter tool to select amenities, star rating and budget to refine your search and find a perfect stay in a few quick clicks.