Search Villas in Southwest Florida

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 43 Villas in Southwest Florida with updated reviews, rates, and availability.

Charming Villa, Private Pool, Bikes, All Amenities.

10.0 out of 10, Exceptional, (60)
"Bill was very helpful and great communication "
Charming Villa, Private Pool, Bikes, All Amenities.

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

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 SAR 1,641
SAR 3,755 total
includes taxes & fees
14 Jan - 15 January 2025
180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow

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

Venice Island / Venice Beach Luxury Villa

9.4 out of 10, Exceptional, (109)
"Cozy apartment close to beach and downtown "
Venice Island / Venice Beach Luxury Villa

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

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

10.0 out of 10, Exceptional, (92)
"The photos don’t do it justice, every aspect of the villa was of an extremely high standard. Although we explored the area it was a joy to come home to this tranquil villa, we didn’t want to leave. We hope to stay again."
Villa Alani -- Luxurious south-facing dream villa directly on the canal / river connection

Luxury Villa steps from Venice Beach Children friendly

9.4 out of 10, Exceptional, (99)
"1/2 block from the beach. Nice surrounding neighborhood. Stairs to 2nd floor unit were a little steep, but fine for us."
Luxury Villa steps from Venice Beach Children friendly

Newly built. Heated pool. Ideal for poolside relaxing and romantic gateways

10.0 out of 10, Exceptional, (26)
"WONDERFUL PROPERTY. VERY CLEAN AND IN A NICE NEIGHBORHOOD."
Newly built. Heated pool. Ideal for poolside relaxing and romantic gateways

Luxury Golf Villa in Beautiful Lely Resort w/ Pool

10.0 out of 10, Exceptional, (29)
"Everything about the condo was perfect. Well definitely book again. "
Luxury Golf Villa in Beautiful Lely Resort w/ 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

Amazing waterfront views heated pool hot tub, tiki hut, Captains Walk

10.0 out of 10, Exceptional, (18)
"Excellent vacation rental! Lori's home is extremely well-appointed, including a generously equipped kitchen for those who like to cook, as we do. There are lots of little extras so you don't have to run to the store and buy a hundred bucks worth of incidentals to use just a couple times while you're on a short vacation. The pool/house layout is great for families with kids because you can see the pool from pretty much any room in the house making it easy to keep an eye on the kids while they're...
Amazing waterfront views heated pool hot tub, tiki hut, Captains Walk

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

10.0 out of 10, Exceptional, (103)
"So it was immediately after Hurricane Helene. Pat kept us updated as we were on the road to the property. The day before we were to arrive Pat called and said option A was out and option B would have too much water. So she refunded all our money including the VRBO fee. Excellent and honest host."
Beach, Sand, Sunsets. . . Rocking chair in front of the porch!

‘Pelican Nest’, Tropical Naples Villa w/ Pool

9.2 out of 10, Wonderful, (20)
"Great location well kept home"
‘Pelican Nest’, Tropical Naples Villa w/ Pool

2 Masters - Steam Bath - Whirl-Pool - Saltwater Pool - Hammock..

9.8 out of 10, Exceptional, (22)
"Fantastic week Great property Caught some Spadefish and catfish in the canal Relaxed in the pool and really enjoyed the hammock Had a plumbing issue in the Master bath - Anja addressed it had it repaired the next day Great communication !"
2 Masters - Steam Bath - Whirl-Pool - Saltwater Pool - Hammock..

4 Bedroom-5 bath Home in Olde Naples, small private pool. Walk to 5th Avenue

9.8 out of 10, Exceptional, (23)
"5 of us enjoyed staying at this property. Great location and walking distance to coffee, tennis, and restaurants. The rooms were nice and clean. Master is a good size room. The other rooms feel smaller than they look in the photos. We never used the pool, it is very small. We did enjoy the back patio, private and cute. My only concern was the smell. The house smells very musty. . "
4 Bedroom-5 bath Home in Olde Naples, small private pool. Walk to 5th Avenue

5⭐️ LUXURY BEACH VILLA with SECLUDED HEATED POOL+HOT TUB SURROUNDED by PALMS

10.0 out of 10, Exceptional, (104)
"Beautiful home! Great communication with host! Wonderful to have bicycles and beach chairs/umbrella. We found Lowdermilk beach and love it. It had parking, restrooms and a food and drink restaurant."
5⭐️ LUXURY BEACH VILLA with SECLUDED HEATED POOL+HOT TUB SURROUNDED by PALMS

Pool home, 4 bedroom/ 3bath in a great location in Cape Coral!

9.8 out of 10, Exceptional, (67)
"Property and house was nice. The pool area was private. Our only complaint was reading all the rules they had written down that you are supposed to follow. Example, completely clean the grill or be charged $100. We decided not to use it. Everything needs to be exactly where it was. You are told you need to do some cleaning while there. While I'm sure everyone does that don't like being told I have to. Also says all towels should be cleaned the morning you leave except one dirty one for each...
Pool home, 4 bedroom/ 3bath in a great location in Cape Coral!

Bayside Cutie at Bayside Bungalow: Anna Maria Island Getaway Near Pine Avenue!

9.2 out of 10, Wonderful, (59)
"This place is very small. I would not stay here again with more than one other person. Bathroom is the smallest I have ever seen. No where to put your wet towels or swimsuits. Pool was almost never at the correct temperature. They came to fix it but I had to tell them every day. Overall a lot of money for not a lot of amenities."
Bayside Cutie at Bayside Bungalow: Anna Maria Island Getaway Near Pine Avenue!

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.
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.
Don't see what you're looking for?
See all available properties in Southwest Florida
Save an average of 15% on thousands of hotels when you're signed in

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, (697)
"Nice clean place, quiet. On the water. Shops and restaurants. Nice little getaway "
The price is SAR 1,277
SAR 1,430 total
includes taxes & fees
3 Jan - 4 January 2025
The Suites at Fishermen’s Village- 2 Bedroom Suites

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4.0 star property
9.2 out of 10, Wonderful, (485)
"Fantastic property. The lazy river was amazing, and the staff went above expectations to answer questions and provide a wonderful vacation experience. I look forward to future vacations there. "
The price is SAR 943
SAR 1,156 total
includes taxes & fees
14 Jan - 15 January 2025
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Bellasera Resort

4.0 star property
9.6 out of 10, Exceptional, (2068)
"Excellent stay with professional staff. Very relaxing stay"
The price is SAR 1,762
SAR 2,060 total
includes taxes & fees
3 Jan - 4 January 2025
Bellasera Resort
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 SAR 1,641 and SAR 1,641 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 43 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.