Southwest Florida Vacation Rentals

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Make Southwest Florida your next getaway

For sunshine, pristine beachfront, city attractions, and an adventure through the Everglades, look no further than Southwest Florida vacation rentals. Located along the gorgeous Gulf Coast, Southwest Florida spans major destinations such as Tampa Bay, Fort Myers, Cape Coral, Naples, Marco Island, Sanibel Island, and the Everglades National Park. Whether you’re on the search for a snowbird long-term rental or a pet-friendly vacation home for the whole family, the Sunshine State is sure to please.

Explore Southwest Florida house rentals, condo rentals, duplexes, and more

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House rentals

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Condo rentals

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Duplexes

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Popular amenities for Southwest Florida vacation rentals

Popular
Dog-friendly Hot tub Internet
Island Escape
4 Bedroom | 2 Bath | Sleeps 5

Island Escape - Marco Island, FL

$224 avg / night
Parrot Beach Cottages Suite #4
1 Bedroom | 1 Bath | Sleeps 4 (2 Adults Max)

Parrot Beach Cottages Suite #4 - Siesta Key, FL

$200 avg / night
Parrot Beach Cottages Suite #3
1 Bedroom | 1 Bath | Sleeps 4 (2 Adults Max)

Parrot Beach Cottages Suite #3 - Siesta Key, FL

$191 avg / night
Parrot Beach Cottages Suite #2
0 Bedroom | 1 Bath | Sleeps 2

Parrot Beach Cottages Suite #2 - Siesta Key, FL

$182 avg / night
Neverending Paradise
3 Bedroom | 2 Bath | Sleeps 6

Neverending Paradise - Englewood, FL

$188 avg / night

View 747 more homes

Recent Southwest Florida guest reviews

Afternoon and evening sunshine bathing the house
Will H. | May 2024
The home and pool area were beautiful. The view was spectacular also. Any small issues we had, were dealt with immediately. The pool needs to be cleaned. The pool guy dumps chlorine in about 7;30 in the morning. It then just sets there (as he dumps it in at one end only) until 10:30 when the pool turns on. Pool days, we couldn’t use the pool, until late afternoon as the chlorine was palatable. The pool guy told us it wasn’t his job to clean the pool. We even offered to vacuum it. But no vacuum. The propane tanks were all empty except one which we used 3 times before it ran out All these things were bearable except the rude plumber you sent. the first visit, he was there for 5 minutes and instead of fixing the issue, he placed the tank top on an angle so wouldn’t infere with the plunger! Needless to say, this didn’t work and the first time toilet was flushed it kept running. We called back. This person came banging at the door, and actually yelled at 69 year old women, asking her what she did now to break it again. Horrible person. When he was asked why he didn’t fix it the first time, he said he did and we went in and broke it. This person should not be allowed to deal with your guests. If he had of fixed it the first time…… This upset us all very much. The last thing we would do is break the plumbing. Other than this horrible person, our stay was wonderful.
Valarie J. | May 2024
A lovely home situated in a quiet neighborhood. The home is well equipped with all the comforts of home. It was great to have so many pool toys and beach equipment was great . The bikes were perfect for getting to the neighborhood restaurants and for short jaunts. Coffee and cocktails watching the boats along the canal on the huge dock are a must! The house is well suited for adults and children too.
Christine H. | May 2024
Southwest Florida vacation rental FAQ

Yes, 292 of our Southwest Florida homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 751 of our Southwest Florida vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Southwest Florida vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Southwest Florida team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Southwest Florida, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning


Explore our Southwest Florida vacation rentals

White sand beaches, gentle Gulf of Mexico waves, and plenty of warm-weather fun await with Southwest Florida vacation rentals. With an endless list of activities, the area has something for everyone, whether hardcore sports fans, avid outdoor enthusiasts, and every interest in between. Save your spot with a beach house rental with an ocean view, a luxury condo rental, or a secluded family vacation home.

Hit the town with friends for shopping and nightlife along Naples and Tampa, try your hand at thrilling watersports, or kayak through the Everglades for manatee and alligator sightings. For some well-deserved peace and quiet, head to Captiva Island’s uncrowded beachfront, and golfers looking for an unforgettable game can take their pick from the area’s over 180 golf courses. As a main attraction, the Gulf of Mexico offers plenty of entertainment, like boating, fishing, snorkeling, or dolphin watching.

Southwest Florida vacation rentals near Fort Myers

The town of Fort Myers sits on the Caloosahatchee River, where it diverges into the Pine Island Sound and San Carlos Bay, creating a variety of shorelines, communities, and destinations perfect for your next Southwest Florida vacation. Book a home in town, or stay out by the sand at a Fort Myers Beach vacation rental. Just a little south you’ll find Bonita Springs, a vacation community full of beautiful houses, sparkling pools, and a home base for MLB spring training.

Stay in a Naples vacation rental

Naples visitors know that this is one of Southwest Florida’s best spots. The town is full of lovely vacation rentals, many of which boast private pools—a popular choice for snowbirds. Head out to the Naples Pier for an afternoon of coastal fun, or bring your towels and hit the beach. No matter how you spend your time in Naples, you’re guaranteed to have a blissful Florida getaway.

Sarasota: a Southwest Florida gem

Sitting south of Bradenton, the Sarasota area offers beaches, cultural attractions, and beautiful neighborhoods. Whether you’re staying in a Siesta Key vacation rental or making the easy day trip out, you’ll love the sugary-soft sand and upscale dining and shopping there. Rent a boat or jet ski and cruise across Sarasota Bay’s calm waters, or explore the local aquarium with the kids.

With so many great vacation options in Southwest Florida, it’s no surprise we offer a wide variety of vacation rentals in the area. Come experience Gulf Coast bliss in sunny Southwest Florida—book today.