
Vacation rentals with a pool in Highland Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Highland Beach
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Highland Beach rentals with a pool
House rentals with a pool

Tropical Getaway w/Pool 15 Min to the Beach

Cozy Home with Pool & Spa (Heated) in Wellington

Modern Villa with Pool Hollywood Hard Rock Casino

Hard Rock Villa - House With Pool & Selfie Walls

#2 Lake Osborne Tropical Pool Oasis HEATED POOL

Private & Cabana Heated Pool in Wilton Manors

Family Getaway | Private Pool | Entertainment

Magical villa -Private pool-spa & garden
Condo rentals with a pool

Serenity Ocean 2 Luxury condo —Parking Included

Luxury Beach & City View Condo 5 min walk to beach

Golden Bay Club Beautiful Condo! -STR-02901.

Modern Spacious 2 Bed In Aventura/ FREE Parking

Luxury 1/1 Beach Condo *No resort Fee* Pools, Gym

ON CANAL! Pool+Walk to BEACH! Boat Watch! 2b/2b

Waterfront Condo ON the Intracoastal. Great views!

Oceanfront Remodeled Beautiful Condo
Home rentals with a private pool

Elegant Getaway Near the Ocean in West Palm Beach

Luxury Waterfront Home Minutes from the Beach

Soak up the Beachy Vibe at a Vibrant Poolside Paradise

Gorgeous Lake Worth Beach House

Private Villa with Pool, Sauna, Billiard
Quick stats about vacation rentals with a pool in Highland Beach
Total rentals
40 properties
Nightly prices starting at
€ 98 before taxes and fees
Total number of reviews
690 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- South Beach
- Fort Lauderdale Beach
- Bayfront Park
- Miami Beach Convention Center
- Haulover Beach
- Bal Harbour Beach
- Hard Rock Stadium
- Miami Design District
- Broward Center for the Performing Arts
- Port Everglades
- Rapids Water Park
- Trump National Doral Miami
- Ocean Terrace Public Beach
- Crandon Beach
- Frenchman's Creek Beach & Country Club
- Key Biscayne Beach
- Hobie Island Beach Park North
- Phillip and Patricia Frost Museum of Science
- Lion Country Safari
- Rosemary Square
- Dania Beach
- Gulfstream Park Racing and Casino
- Boca Dunes Golf & Country Club
- Jungle Island