Southwest Florida Vacation Rentals

Compare 788 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


House rentals

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Condo rentals

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View 26 Duplexes

Southwest Florida vacation rentals for every getaway

Dog-friendly Hot tub Internet
Parrot Beach Cottages Suite #3
1 Bed | 1 Bath | Sleeps 4 (2 Adults Max)

Parrot Beach Cottages Suite #3 - Siesta Key, FL

$268 avg / night
Vanderbilt Aqua Vista
4 Bed | 2 Bath | Sleeps 11 (8 Adults Max)

Vanderbilt Aqua Vista - Naples, FL

$393 avg / night
Marco Beach Ocean Resort Condominiums #1202
1 Bed | 1 Bath | Sleeps 4

Marco Beach Ocean Resort Condominiums #1202 - Marco Island, FL

$403 avg / night
Family Tides Rendezvous
5 Bed | 3 Bath | Sleeps 12

Family Tides Rendezvous - Marco Island, FL

$641 avg / night
Capri 106
1 Bed | 1 Bath | Sleeps 4

Capri 106 - Naples, FL

$218 avg / night

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Recent Southwest Florida vacation rental reviews

We thoroughly enjoyed our time at Barsl Retreat. Our daughter and her family stayed with us for a week. The pool was a hit with the 19 month old and 4 year old. My husband and I relaxed by the pool when the kids left. We had easy access to cruises and beaches. The house was perfect for us!
Deanna A. | Mar 2024
Loved our family’s stay here for my father’s 73rd birthday! Beautiful place.
Timeka S. | Mar 2024
Beautiful house in quiet neighborhood. Master Bedroom on opposite side of house and is great for privacy. Kitchen is modern and well stocked with devices you would need for an extended family vacation, with the exception of not having a large pot to boil water for family pasta dinner. The master bedroom/bathroom was beautiful. The mattress was a too stiff for my liking, so we went to the local Sam's Club and bought a topper. Problem solved. I understand mattress comfort is a personal choice but know that the master king bed is stiff. How about the centerpiece of the property, the pool. Wonderful. Once we figured out how to control the pool, we got the temperature set nicely between the pool and the hot tub and were able to enjoy the pool, even on the chilly days and nights. We spent most of our time by the pool. Property is well maintained from the interior to the pool, and the grounds. I have had plenty of experience with vacation home rentals over several years and this property ranks towards the top.
Bob M. | Mar 2024
Southwest Florida Frequently Asked Questions

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. 788 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.