Luxury Vacation Rentals with a Private Pool in Florida
Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.
We found 304 private pool vacation rentals – enter your dates for availability.
Flagler Beach, Florida
Wander Flagler Beach
Next avail.
Dec 2 - Dec 4
410
Miami, Florida
Wander Miami Grace
Next avail.
Dec 2 - Dec 4
514
Miami, Florida
Wander Miami Coral
Next avail.
Dec 19 - Dec 21
512
Miami, Florida
Wander Biscayne Treehouse
Next avail.
Dec 2 - Dec 4
626
Biscayne Park, Florida
Wander Miami Villa
Next avail.
Dec 7 - Dec 9
513
Kissimmee, Florida
Wander Orlando Grand
Next avail.
Dec 14 - Dec 16
512
Santa Rosa Beach, Florida
Wander Santa Rosa Gulf
Next avail.
Nov 17 - Nov 19
512
Seacrest, Florida
Wander Seacrest Oasis
Next avail.
Dec 2 - Dec 4
614
Welcome to private poolside luxury in Florida
Book Wander’s luxury private pool vacation rentals in Florida. Our homes span Miami, Sarasota, Destin, the Keys, and beyond, blending contemporary design with generous indoor outdoor living. Your private pool sets the tone for slow mornings, sunlit afternoons, and relaxed evenings in total privacy.
Enjoy the consistency of a luxury hotel with the comfort of a private home. Every stay includes hotel-grade amenities, inspiring views, pristine cleaning, 24/7 concierge service, and ultra fast WiFi that keeps work and play effortless. With Wander, the home always looks exactly like the photos.
West Palm Beach, Florida
Wander West Palm Beach
Next avail.
Dec 7 - Dec 9
48
4.7
Islamorada, Florida
Wander Islamorada Beach
Next avail.
Jan 1 - Jan 7
612
4.8
Islamorada, Florida
Wander Islamorada Island
Next avail.
Dec 13 - Dec 19
612
4.6
Port St. Joe, Florida
Wander Secluded Dunes
Next avail.
Dec 3 - Dec 5
614
4.3
Panama City Beach, Florida
Wander Panama City Beach
Next avail.
Dec 2 - Dec 4
618
4.9
Bradenton Beach, Florida
Wander Bradenton Beach
Next avail.
Dec 7 - Dec 9
714
5
Marathon, Florida
Wander Marathon Key
Next avail.
Dec 11 - Dec 17
512
4.4
Saint George Island, Florida
Wander St. George Island
Next avail.
Dec 2 - Dec 4
620
4.6
Flagler Beach, Florida
Wander Flagler Beach
Next avail.
Dec 5 - Dec 8
410
Miami, Florida
Wander Miami Grace
Next avail.
Dec 12 - Dec 15
514
Santa Rosa Beach, Florida
Wander Santa Rosa Gulf
Next avail.
Dec 5 - Dec 7
512
Seacrest, Florida
Wander Seacrest Oasis
Next avail.
Dec 5 - Dec 8
614
Sarasota, Florida
Wander Sarasota Paradise
Next avail.
Dec 12 - Dec 15
36
Marco Island, Florida
Wander Marco Island Waterfront
Next avail.
Dec 12 - Dec 15
310
Port St. Joe, Florida
Wander Cape San Blas
Next avail.
Dec 5 - Dec 8
512
IT'S A VACATION HOME, BUT BETTER
The Wander difference
Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.
All homes in Florida
Flagler Beach, Florida
Wander Flagler Beach
Next avail.
Dec 2 - Dec 4
410
Miami, Florida
Wander Miami Grace
Next avail.
Dec 2 - Dec 4
514
Miami, Florida
Wander Miami Coral
Next avail.
Dec 19 - Dec 21
512
Miami, Florida
Wander Biscayne Treehouse
Next avail.
Dec 2 - Dec 4
626
Biscayne Park, Florida
Wander Miami Villa
Next avail.
Dec 7 - Dec 9
513
Kissimmee, Florida
Wander Orlando Grand
Next avail.
Dec 14 - Dec 16
512
Santa Rosa Beach, Florida
Wander Santa Rosa Gulf
Next avail.
Nov 17 - Nov 19
512
Seacrest, Florida
Wander Seacrest Oasis
Next avail.
Dec 2 - Dec 4
614
Discover more beyond the pool in Florida
Florida offers a rare mix of coastlines and moods. Feel the pulse of the Atlantic in Miami and Hollywood, drift into Keys time in Islamorada and Marathon, or settle into the Gulf’s calm in Sarasota, Anna Maria, Marco Island, and Captiva. Farther north, the Emerald Coast shines in Destin, Miramar Beach, Panama City Beach, and along 30A in Santa Rosa Beach, Seagrove, Seacrest, Inlet Beach, and Watersound. The Forgotten Coast around Port St. Joe, Mexico Beach, Saint George Island, and Eastpoint stays refreshingly unhurried, with Palm Coast and Siesta Key adding their own coastal character.
Expect sunlit days, clear water, and sunsets that stop conversation. Whether you lean toward reef trips and boating, beachcombing and biking, or a simple rhythm of sand and sea, the Sunshine State fits every pace. This breadth is why Wander’s luxury private pool vacation rentals in Florida are the perfect choice, whether you are traveling for work or leisure.