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.

Top Southwest Florida property types

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House rentals

View 401 House rentals
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Condo rentals

View 146 Condo rentals
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Duplexes

View 32 Duplexes

Popular amenities for Southwest Florida vacation rentals

Popular
Dog-friendly Hot tub Internet
Carlos Pointe 212
2 Bedroom | 2 Bath | Sleeps 4

Carlos Pointe 212 - Fort Myers Beach, FL

$194 avg / night
(excludes fees and taxes)
Seashells and Sunshine Marco Beach Ocean Resort Condominiums #1105
1 Bedroom | 1 Bath | Sleeps 4

Seashells and Sunshine Marco Beach Ocean Resort Condominiums #1105 - Marco Island, FL

$256 avg / night
(excludes fees and taxes)
4.04 (45)
Riverside Retreat
1 Bedroom | 1 Bath | Sleeps 4

Riverside Retreat - Marco Island, FL

$205 avg / night
(excludes fees and taxes)
4.56 (9)
Marco Beach Ocean Resort Condominiums #607
1 Bedroom | 1 Bath | Sleeps 4

Marco Beach Ocean Resort Condominiums #607 - Marco Island, FL

$156 avg / night
(excludes fees and taxes)
4.23 (56)
Marco Beach Ocean Resort Condominiums #605
1 Bedroom | 1 Bath | Sleeps 4

Marco Beach Ocean Resort Condominiums #605 - Marco Island, FL

$203 avg / night
(excludes fees and taxes)
4.44 (36)

View 606 more homes

Recent Southwest Florida guest reviews

This home was great. We spent a month here. Plenty of room. Very clean. Pool was awesome. Easy to get around the neighborhood. Close proximity to anything you need. We totally enjoyed our stay. Would definately go again.
Patty L. | Mar 2026
Great location! Beautiful views. Property is fine, needs some repairs and freshening up.
ARTHUR, D. | Mar 2026
The pool and hot tub were delightful, the palm tree shaded the pool nicely. Walking distance to Mackle Park and the beach. Short drive to grocery stores. Outdoor living space is awesome.
Janice T. | Mar 2026
Southwest Florida vacation rental FAQ

Yes, 231 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. 610 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 the 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 problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Southwest Florida, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons 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.

Southwest Florida vacation inspiration

Long-term rentals in Southwest Florida

Snowbird rentals in Naples, Florida

The best beaches in SW Floirda