Long-term rentals in Southwest Florida
Stay awhile and live like a local in the best parts of the Sunshine State.
Receive a discounted rate on many of our monthly rentals (displayed at check-out) and reductions in our usual fees. We also allow for partial payment if you book at least 45 days ahead of time.
Plus, enjoy peace of mind with our simple cancellation policy and optional travel insurance.
Sunbathe on miles of glorious beaches, beachcomb for shells, visit the winter estates of Henry Ford and Thomas Edison, and catch sightings of manatees and alligators at wildlife refuges.
Verdant palms, balmy beaches, and sun-kissed days—welcome to your own personal paradise. Stay as long as you’d like.
Wave to manatees and dolphins swimming past this large waterfront cottage, complete with a tropical bar, private dock, a gas firepit, and luxurious interiors.
With its pristine nine-mile coastline dotted with white-sand beaches, fine dining restaurants, and golf courses, Naples is the ultimate Florida getaway.
After a day at the beach, lounge on the oversized deck, cook dinner on the private gas grill, wash off the sand in the outdoor shower, and play with your pup in the private fenced-in yard.
With white sand beaches and crystalline waters, this underrated gem on the Gulf Coast boasts small-town charm and plenty of adventures, including fishing, hiking, paddling, and kayaking.
Take your time exploring Cape Coral’s vibrant weekend farmer’s market, museums, restaurants, and 400 miles of winding canals and warm waterways filled with marine life.
Get swept away in the natural beauty of Florida's Gulf Coast in this stunning half-acre estate, offering relaxation, great views, and plenty of privacy for as long as you want. Plus, the private pool will leave you feeling like you’ve discovered your own personal oasis. Surrounded by lush landscaping and bathed in sunshine, the pool area is perfect for refreshing swims, leisurely lounging, or enjoying an evening dip under the stars.
Immerse yourself in the serenity of pristine beaches, soft sands, crystal-clear waters of Punta Gorda, and the captivating wildlife of Charlotte Harbor, home to dolphins and manatees.
Wake up each morning to gorgeous 180-degree water views, just steps from Pelican Pier Marina. Enjoy a screened furnished lanai, and onsite amenities including pools and hot tubs.
Take a sabbatical to Florida’s largest Ten Thousand Islands, where alabaster beaches, a vibrant art scene, and a laidback pace is just a few miles from mangroves teeming with wildlife.
With more than 35 miles of beaches, ample outdoor activities, and a variety of historical attractions, Sarasota is ideal when you crave both culture and coastline.
Take your time walking barefoot on warm white sand, hiking nature preserves, exploring the Everglades, and basking in sun-kissed days.
Stay in one of our golf resort rentals and you’ll have as many as 300 days of sunshine to chip away at your handicap or best your golf buds.
Yes—there are discounts for monthly rentals, long-term rentals, or extended stays throughout Southwest Florida. If your reservation is eligible for a discount, you’ll see that reflected in prices when you book. Our reservation sales specialists can also help answer any questions about discounts. Call 850-378-4648 or email snowbirdreservations@vacasa.com.
Vacasa’s long-term vacation rentals in Southwest Florida typically include:
Many of our Southwest Florida vacation homes also include game rooms, theatres, and complimentary kayak and paddleboard rentals.
Southwest Florida offers several excellent cities and neighborhoods for long-term vacation rental guests, with a range of options catering to different preferences and budgets. These include:
Vacasa offers many pet-friendly long-term rentals in Southwest Florida and they’re easy to find on Vacasa.com. Simply include your dog when inputting your number of guests and only pet-friendly vacation homes will pop up in your search.
