Southwest Florida Vacation Rentals

Compare 760 vacation rentals.
USA > Florida > Southwest Florida

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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Southwest Florida vacation rentals for every getaway

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

Island Escape - Marco Island, FL

$251 avg / night
Parrot Beach Cottages Suite #4
1 Bedroom | 1 Bath | Sleeps 4 (2 Adults Max)

Parrot Beach Cottages Suite #4 - Siesta Key, FL

$190 avg / night
Capri 102
1 Bedroom | 1 Bath | Sleeps 4

Capri 102 - Naples, FL

$172 avg / night
Parrot Beach Cottages Suite #3
1 Bedroom | 1 Bath | Sleeps 4 (2 Adults Max)

Parrot Beach Cottages Suite #3 - Siesta Key, FL

$189 avg / night
Parrot Beach Cottages Suite #2
0 Bedroom | 1 Bath | Sleeps 2

Parrot Beach Cottages Suite #2 - Siesta Key, FL

$177 avg / night

View 755 more homes

Recent Southwest Florida vacation rental reviews

House was very clean and close to everything. Loved It
Jonathan W. | Apr 2024
Customer service was awesome.
Felty B. | Apr 2024
Snuggled in the town of Bonita Springs, this great little two bedroom bungalow, is close to Naples and Fort Myers, and yet is secluded, private, and homie. It had all the amenities I could ask for. I would love to stay there for longer next time.
Laura M. | Apr 2024
Southwest Florida vacation rental FAQ

Yes, 291 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. 760 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.