Southwest Florida Vacation Rentals
Bundle & SaveGet more, spend less whenever you see Bundle & Save deals
OneKeyCashEarn OneKeyCash on all your eligible bookings
Upfront pricingWe are not like the others - we include taxes and fees
Check prices for these dates
Our top choices for Southwest Florida vacation rentals
* * Endless Summer * * Beach, Unique & Comfort
* * Endless Summer * * Beach, Unique & Comfort
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
Find vacation rentals that suit your style
Top Southwest Florida Hotel Reviews
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Find out more about Southwest Florida
Everything you need to know about Southwest Florida vacation rentals
Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southwest Florida vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.
There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southwest Florida vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.
Southwest Florida vacation rentals: An excellent choice for every season
Whenever you want to travel, a warm welcome awaits you in Southwest Florida. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Southwest Florida in high season.
Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $132 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!
How to find incredible deals on Southwest Florida rentals
At Expedia, we put the best Southwest Florida vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.
To find some top Southwest Florida rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southwest Florida vacation.
If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southwest Florida. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.
Explore a world of travel with Expedia
- Flights from Charlotte (CLT) to Fort Myers (RSW)
- Flights from Baltimore (BWI) to Fort Myers (RSW)
- Flights from Syracuse (SYR) to Fort Myers (RSW)
- Flights from Buffalo (BUF) to Fort Myers (RSW)
- Flights from Tampa (TPA) to Fort Myers (RSW)
- Flights from Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
- Flights from Seattle (SEA) to Fort Myers (RSW)
- Flights from Philadelphia (PHL) to Fort Myers (RSW)
- Flights from Minneapolis (MSP) to Fort Myers (RSW)
- Flights from Orlando (MCO) to Fort Myers (RSW)
- Flights to Fort Myers
- Flights from Southwest Florida Intl.
- Flights from Los Angeles (LAX) to Fort Myers (RSW)
- Flights from Indianapolis (IND) to Fort Myers (RSW)
- Flights from Cleveland (CLE) to Fort Myers (RSW)
- Flights from St. Louis (STL) to Fort Myers (RSW)
- Flights from Miami (MIA) to Fort Myers (RSW)
- Flights from New York (JFK) to Fort Myers (RSW)
- Flights from Columbus (CMH) to Fort Myers (RSW)
- Flights from Atlanta (ATL) to Fort Myers (RSW)
- Flights from Phoenix (PHX) to Fort Myers (RSW)
- Flights from Washington (DCA) to Fort Myers (RSW)
- Flights from Grand Rapids (GRR) to Fort Myers (RSW)
- Flights from Hartford (BDL) to Fort Myers (RSW)
- Flights from Chicago (ORD) to Fort Myers (RSW)
- Flights from Raleigh (RDU) to Fort Myers (RSW)
- Flights from Providence (PVD) to Fort Myers (RSW)
- Flights from White Plains (HPN) to Fort Myers (RSW)
- Flights from Cincinnati (CVG) to Fort Myers (RSW)
- Flights from Athens (ATH) to Fort Myers (RSW)
- Flights from Denver (DEN) to Fort Myers (RSW)
- Flights from Pittsburgh (PIT) to Fort Myers (RSW)
- Flights from Punta Gorda Airport
- Flights to Cape Coral
- Flights from Detroit (DTW) to Fort Myers (RSW)
- Flights from Nashville (BNA) to Fort Myers (RSW)
- Flights from Jacksonville (JAX) to Fort Myers (RSW)
- Flights from Dallas (DFW) to Fort Myers (RSW)
- Flights to Naples
- Flights from Boston (BOS) to Fort Myers (RSW)
- Flights from New York (NYC) to Fort Myers (RSW)
- Flights from Fort Lauderdale (FLL) to Fort Myers (RSW)
- Flights from Manchester (MHT) to Fort Myers (RSW)
- Flights to Punta Gorda
- Flights from Milwaukee (MKE) to Fort Myers (RSW)
- Pine Ridge Vacation Rentals
- Fort Myers Beach Vacation Rentals
- Labelle Vacation Rentals
- Marco Island Vacation Rentals
- Alva Vacation Rentals
- Wulfert Vacation Rentals
- North Naples Vacation Rentals
- Sanibel Vacation Rentals
- North Fort Myers Vacation Rentals
- Saint James City Vacation Rentals
- Sanibel Captiva Island Vacation Rentals
- Keewaydin Island Vacation Rentals
- Fort Myers Vacation Rentals
- Boca Grande Vacation Rentals
- Golden Gate Vacation Rentals
- Naples Vacation Rentals
- Southwest Coast Florida Vacation Rentals
- Cape Coral Vacation Rentals
- Lehigh Acres Vacation Rentals
- Punta Gorda Vacation Rentals
- Bonita Springs Vacation Rentals
- Captiva Vacation Rentals
- Florida Gulf Coast Vacation Rentals
- Lovers Key State Park Vacation Rentals
- Estero Vacation Rentals
- Matlacha Vacation Rentals
- Immokalee Vacation Rentals
- South Naples Vacation Rentals
- Ave Maria Vacation Rentals
- South Florida Vacation Rentals
