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

Featured Villas in Southwest Florida and around

Luxury Gulf Access! Heated Pool, Kayak & Games

9.6 out of 10, Exceptional, (65)
"The place was excellent and beautiful. I highly recommend it to anyone looking for a great stay! "
The price is €524
includes taxes & fees
2 Dec - 3 Dec
Luxury Gulf Access! Heated Pool, Kayak & Games

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 €945
includes taxes & fees
1 Dec - 2 Dec
180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow

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

10.0 out of 10, Exceptional, (24)
"The house was beautiful. Mary was in communication before, during, and even after the stay. If or when I go back, I would rent this same property."
Newly built. Heated pool. Ideal for poolside relaxing and romantic gateways

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

10.0 out of 10, Exceptional, (16)
"We loved everything about this home as well as the location. The process for chrckin was very sasy. So convenient as well. The owners were super sweet and txt us the code to the house and made us feel very comfortable in our home away from home. Everything was super clean, comfortable beds and the pool and hot tub were the best. The deck and tiki we rreally enjoyed as well. Thamk you so much for everything. We appreciate everything"
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, (102)
"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!

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

9.8 out of 10, Exceptional, (84)
"Being by the water and having a pool and Spa while enjoying the 3 bedroom home was great. I wanted to stay longer!"
Summer Specials - Large Pool/Spa - Canal - Kajak - Boating - Fishing

Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

9.8 out of 10, Exceptional, (49)
"Very nice property. Loved fishing off the dock with the family. Owner very accommodating and responsive. "
The price is €373
includes taxes & fees
24 Nov - 25 Nov
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

Luxury Villa steps from Venice Beach Children friendly

9.4 out of 10, Exceptional, (97)
"Property manager was very responsive on solving Wi-Fi issue."
Luxury Villa steps from Venice Beach Children friendly

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

10.0 out of 10, Exceptional, (103)
"The property was very nice and very well kept. The owner was very accommodating to a few small request and overall, we were very pleased with the entire experience! Thank you kindly."
5⭐️ LUXURY BEACH VILLA with SECLUDED HEATED POOL+HOT TUB SURROUNDED by PALMS

VRCC Villa Hermosa

10.0 out of 10, Exceptional, (7)
"Place was Great. They thought of everything you would ever need and have it there for you. Extra towels for showers or pool, bikes, fishing, kayaks and on and on. A must stay in Cape Coral !!!!!!!!!"
VRCC Villa Hermosa

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!

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

10.0 out of 10, Exceptional, (46)
"This is a 5 star rental in every way! Impressively clean, spectacular view, welcoming ofurnishings and beautiful neighborhood…everything you could need and want I traveled with my young adult kids to visit an elderly relative. This place was just perfect, most specifically because there were great things for the kids to do when they grew weary of the “old folks”…kayaking, fishing, swimming pool…we all enjoyed every inch of it! Jesse was a hero! He did so much to help us salvage our vacation...
The price is €553
includes taxes & fees
30 Nov - 1 Dec
Enchanting tropical waterfront villa with boat slip, bikes, kayaks and pool!

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, (95)
"One block away from the beach!!!! Had a minor issue with the property, called the property Manager , very friendly , and she took care of the situation immediately. Walking distance to restaurants, shopping, and fun events. Excellent visit!!!"
Ground Floor Luxury Villa Steps From Venice Beach

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, (106)
"The property location was great within walking distance to Venice Beach. Very clean and stocked with necessary items. Property Manager was outstanding. She was in contact with us throughout hurricane Helena. We will definitely be back. "
Venice Island / Venice Beach Luxury Villa

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!

VRCC Villa Malibu Basin - tropical getaway

9.6 out of 10, Exceptional, (9)
"Loved the canal front property, the privacy of the house with the pool, the cleanliness of the house and the helpfulness of the property management staff. The only thing that took us by surprise was that the property was charging us for electricity. We didn't notice it in the listing (may have missed it) but saw it in the communication when the property details were sent to us. This is the first time we've had to pay this but have heard from other vacation home owners that many renters are...
VRCC Villa Malibu Basin - tropical getaway

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!

Luxury Golf Villa in Beautiful Lely Resort w/ Pool

10.0 out of 10, Exceptional, (27)
"Our stay in this beautiful condo was simply perfect! It had all of the comforts of home and then some. The rooms were beautifully styled and comfortable.The views of the golf course were stunning and we loved the convenience of the resort style pool and onsite restaurant. The owners were so friendly and accommodating. We look forward to staying here on our next visit to Naples next year!"
Luxury Golf Villa in Beautiful Lely Resort w/ Pool
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

Bellasera Resort

4.0 star property
9.6 out of 10, Exceptional, (2057)
"Very good acccompdation"
The price is €375
includes taxes & fees
25 Nov - 26 Nov
Bellasera Resort

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4.0 star property
9.2 out of 10, Wonderful, (477)
"Spacious and clean . The staff was fantastic"
The price is €213
includes taxes & fees
1 Dec - 2 Dec
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Luxury home with Pool, Putting Green, Beach Bikes!

9.6 out of 10, Exceptional, (28)
"Absolutely stunning house! Decor is beautiful, beds are comfortable, porch is amazing, location is great and pool/spa is perfect!! Best house we have ever stayed in! Would recommend to all my family and friends. "
Luxury home with Pool, Putting Green, Beach Bikes!
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 €373 and €945 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 47 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.
What is there to do near my villa in Southwest Florida?
Whatever you’re interested in, there are many things to keep you on the go in Southwest Florida. If you’re holidaying in Tampa, stop by Florida Aquarium, Tampa Theatre and Glazer Children’s Museum. Planning to stay in Naples? Naples Beach, Naples Zoo at Caribbean Gardens and Collier Museum at Government Centre are some major attractions here.