Golf courses, glamorous outdoor pools, and the Gulf of Mexico—what more could you need for the perfect winter getaway? Indulge in some retail therapy in Naples, reel in an impressive catch on Marco Island, or relax on a stroll through nature preserves in Fort Myers. With art galleries, boat tours, fresh seafood, and the Naples Botanical Gardens, there’s something everyone can appreciate. Find a monthly vacation rental that feels like home and enjoy a warm winter.
Stay within walking distance of North Vanderbilt Beach from this top-rated snowbird vacation rental. Relax in elegance, with plenty of room, a chef’s kitchen, an indoor-outdoor living space, a soaking tub, an indoor pool, paddleboards, bikes, and beautiful modern furnishings. From this Naples, FL, hideaway, the world is your oyster.
With Florida’s year-round mild temperatures, there’s no need to put away your bathing suit. Grab a vacation rental with a pool and make the most of the sunshine with a refreshing dip in the water.
Split your time between the ocean and a private pool. This charming oasis has everything you need for an unforgettable getaway. Unwind with a soak in the hot tub, practice a few laps in the pool, savor warm rays and a cup of coffee in the sunroom, and enjoy plenty of space for family and friends.
Southwest Florida is a golfer’s paradise, with 92 golf courses to explore in Naples alone. Putt away all winter long at scenic and historic courses, like The Fort Myers Country Club, opened in 1917. Don’t let your clubs get dusty—stay close to the action with a monthly rental.
Keep your golfing game strong through the winter months with a golf course just beyond your backyard. This vacation rental is located on the edge of the Lely Country Club and features pond views, a gas grill, and a heated private pool, as well as community amenities like an on-site restaurant and two public golf courses.
What would a vacation be without man’s best friend? Bring Fido along for the fun with a snowbird pet-friendly vacation rental you’ll both love.
Feel your stress slip away from the comfort of this pet-friendly vacation rental in Naples. Situated just a mile from the beach and a quick walk to restaurants, you and your four-legged friend can head out for an adventure or relax on the patio.
A one-of-a-kind adventure awaits on your getaway to southwest Florida. Everglades National Park is the largest stretch of tropical wilderness in the United States, boasting boardwalk trails, hiking paths, boat tours, and wildlife viewing areas. Check off your list of must-sees, like the Gumbo Limbo Tree, manatees at the Flamingo Marina, and a few alligator sightings. Whizz across the Everglades with an airboat tour, rent kayaks and enjoy exploring solo, or birdwatch from the trails.
Drop a line from the comfort of your snowbird rental. This waterfront retreat is an ideal tropical getaway, where you can ease back and savor sunsets on the canal. Take advantage of your winter away with an indoor heated saltwater pool, a lanai, a gas grill, and a private dock with room for a boat.
With resort-style amenities like ocean views, pools, and beach access, winter has never looked so good. Revel in a worry-free winter with the ideal blend of comfort and convenience.
In many cases, yes. If your reservation is eligible for a discount, you’ll see that reflected in the price when you book. Our long-term reservation sales specialists can also help answer any questions about discounts. Call (888) 257-7970 or email firstname.lastname@example.org.
You don't have to pay all at once. In fact, you’ve got a couple of different options to pay in installments. First, you can make monthly payments (over 3, 6, or 12 months) on most reservations through our partnership with Affirm. It’s easy, too—just select “Pay later with Affirm” when completing your vacation purchase.
If you book at least 45 days before your trip, your other option is to split your trip into just two payments. If the cost of your reservation is between $2,000 and $9,999, 50% is due at the time of booking. If the cost of your reservation is over $10,000, 25% is due at the time of booking. If you choose to make two payments, you must make your second payment 30 days before the start of your trip.
From October to April snowbirds visiting Naples can expect warm, sunny days that are consistent for the winter months.
Naples is known for its year-round mild temperatures, gorgeous beaches along the Gulf of Mexico, and excellent shopping on 5th Avenue South, but the area’s fun doesn’t end there. Relax on a stroll through the Naples Botanical Garden, sightsee local art galleries, cast a line at a local fishing pier, or cross a visit to Everglades National Park off your adventure list.
You deserve a worry-free vacation. Search for the best home base for your getaway from Vacasa’s thousands of professionally-managed homes, condos, and resort stays. With our Premium Cleaning Program, local management teams, 24/7 customer support, and easy-to-use app, you can sit back and savor the sunshine.
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