Southwest Florida Vacation Rentals

Compare 574 vacation rentals.
Home > 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.

Top Southwest Florida property types

housing_type_house.jpg

House rentals

View 384 House rentals
housing_type_condo.jpg

Condo rentals

View 162 Condo rentals
housing_type_apartment.jpg

Apartments

View 9 Apartments

Popular amenities for Southwest Florida vacation rentals

Popular
Dog-friendly Hot tub Internet
Blue Sky Escape
3 Bedroom | 2 Bath | Sleeps 5

Blue Sky Escape - Naples, FL

$134 avg / night
(excludes fees and taxes)
4.33 (3)
Venice Condo, Pool, Balcony & Beaches Nearby!
2 Bedroom | 2 Bath | Sleeps 4

Venice Condo, Pool, Balcony & Beaches Nearby! - Venice, FL

$172 avg / night
(excludes fees and taxes)
Beachfront Bliss, Cozy Condo with Patio, Pool & Stunning Views!
2 Bedroom | 2 Bath | Sleeps 6

Beachfront Bliss, Cozy Condo with Patio, Pool & Stunning Views! - Fort Myers Beach, FL

$363 avg / night
(excludes fees and taxes)
Port Charlotte Oasis Private Pool Home with Spacious Kitchen
3 Bedroom | 2 Bath | Sleeps 6

Port Charlotte Oasis Private Pool Home with Spacious Kitchen - Port Charlotte, FL

$187 avg / night
(excludes fees and taxes)
Gorgeous home with private pool & outdoor space, dock
3 Bedroom | 3 Bath | Sleeps 6

Gorgeous home with private pool & outdoor space, dock - Cape Coral, FL

$185 avg / night
(excludes fees and taxes)

View 569 more homes

Recent Southwest Florida guest reviews

Everything about this house pleases me. It’s beautiful, spacious, clean, comfortable, and a beautiful neighborhood.
Margie H. | Jun 2026
We took an Uber from St Pete. Walked around all week. Island time, simple life!
Paul N. | Jun 2026
We had such a wonderful stay at this rental home! The location was perfect, with beautiful beaches nearby and so many amazing places to eat. The home itself was incredibly cozy, clean, and welcoming. The beds were exceptionally comfortable, which made it easy to relax after a day of exploring. The Wi-Fi worked perfectly throughout our stay, which was a great bonus. We also really appreciated the homeowners’ recommendations! That were fantastic and helped us discover some truly wonderful local spots. Everything about our stay was easy and enjoyable. We would absolutely recommend this home to anyone visiting the area, and we would love to stay here again the next time we’re back. Thank you for such a great experience! ⭐⭐⭐⭐⭐
Aubree B. | Jun 2026
Southwest Florida vacation rental FAQ

Yes, 214 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. 573 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