Make Southwest Florida your next getaway—choose from 632 great vacation rentals
Between the lush Everglades and the colorful Tampa area, Southwest Florida’s vacation rentals and destinations offer endless sunshine and relaxation. This part of the state faces the placid Gulf of Mexico, known for its mild waters and pristine beaches. Whether you’re staying in Naples for the winter or taking the family to Cape Coral for spring break, a Southwest Florida beach condo or home are going to feel just right.
Explore Southwest Florida house rentals, condo rentals, duplexes, and more
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.
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.
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 endless sunshine.
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.