Southwest Florida Vacation Rentals

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Make Southwest Florida your next getaway—choose from 573 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


House rentals

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Condo rentals

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View 18 Duplexes

Southwest Florida vacation rentals for every getaway

Dog-friendly Hot tub Internet
Seminole Retreat 3D Tour
3 Bedroom | 2 Bath | Sleeps 11

Seminole Retreat - Port Charlotte, FL

From $183
Oh What-A-View near FGCU 3D Tour
3 Bedroom | 2 Bath | Sleeps 6

Oh What-A-View near FGCU - Fort Myers, FL

From $116
Whiskey Creek Casa 3D Tour
3 Bedroom | 2 Bath | Sleeps 10

Whiskey Creek Casa - Fort Myers, FL

From $107
Dockside Paradise 3D Tour
4 Bedroom | 3 Bath | Sleeps 10 (8 Adults Max)

Dockside Paradise - Port Charlotte, FL

From $160
Marco Beach Ocean Resort 714
2 Bedroom | 2 Bath | Sleeps 6

Marco Beach Ocean Resort 714 - Marco Island, FL

From $361

View 568 more homes

Recent Southwest Florida vacation rental reviews

We loved our stay and will definitely return. Not only was the house to our liking but the neighbors and the whole neighborhood was so quaint and welcoming. It was beautiful, private and yet close to everything you need.
Mary A. | May 2022
Nice...modern n specious
timothy m. | May 2022
That was so amazing staying. We love to stay extra day but we definitely go back in future day. Thank you for your hospitality place we stay. The beach is so beautiful
Mary S. | May 2022

Book confidently. Stay comfortably.

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

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.