
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

Paradise@COVE 1mi BEACH+GOLF CART Rental+HTD POOL!

Heated Pool | Delray Beach Honey Hole

Peaceful, Serene Waterfront Jacuzzi Heated Pool

•Floasis• Your private FL oasis 5 min to beach!

Luxe Home w/ Stuffning Pool Near Beach + Downtown

The Dream Delray/ 4 BR En-suite Pool Home

New to Market - Wellington POOL Home!

Luxury Vacation Home -Private pool, Outdoor living
Condo rentals with a pool

Beachfront W Hotel Residence

Luxury Beach & City View Condo 5 min walk to beach

Tropical Coastal Resort in Boynton Beach

Retro charm studio steps from beach & Atlantic Ave

Waterfront Condo ON the Intracoastal. Great views!

2BR/1BA Modern Condo - Walk to the Beach!

Spacious Deerfield Beach Condo

YOUR HOME by the Beach: TIFFANY HOUSE
Home rentals with a private pool

Elegant Getaway Near the Ocean in West Palm Beach

Boca Beauty - Stylish Home with Pool

Incredible Beach Getaway Condo W Resort Amenities

Tropical Cabana with Pool in West Palm Beach

Private 2br Side Ocean View at Hyde Beach Resort

Soak up the Beachy Vibe at a Vibrant Poolside Paradise

Gorgeous Lake Worth Beach House
Quick stats about vacation rentals with a pool in Highland Beach
Total rentals
40 properties
Nightly prices starting at
G$22,749 GYD before taxes and fees
Total number of reviews
750 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
Destinations to explore
- Seminole Vacation rentals
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- Rentals with outdoor seating Highland Beach
- Rentals with a washer and dryer Highland Beach
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- Pet-friendly rentals Highland Beach
- House rentals Highland Beach
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- Rentals with a patio Highland Beach
- Condo rentals Highland Beach
- Rentals with pools Palm Beach County
- Rentals with pools Florida
- Rentals with pools United States
- South Beach
- Fort Lauderdale Beach
- Bayfront Park
- Miami Beach Convention Center
- Hard Rock Stadium
- Haulover Beach
- Port Everglades
- Bal Harbour Beach
- Rapids Water Park
- Ocean Terrace Public Beach
- Dania Beach
- Phillip and Patricia Frost Museum of Science
- Trump National Doral Miami
- Key Biscayne Beach
- Jungle Island
- Crandon Beach
- Miami Beach Golf Club
- Jonathan Dickinson State Park
- Broward Center for the Performing Arts
- Biltmore Golf Course Miami
- Golf Club of Jupiter
- Rosemary Square
- Hobie Island Beach Park North
- Gulfstream Park Racing and Casino