
Vacation rentals with a pool in Highland Beach
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Top-rated rentals with a pool in Highland Beach
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Highland Beach rentals with a pool
House rentals with a pool

Entire Residential Home With Luxury Pool and Spa
Linsey and Guillermo were excellent hosts, over the top in returning messages or calls. Their home is very spacious and beautiful with a gorgeous neighborhood, near groceries store, restaurants and more. Pool and spa was wonderful!! We enjoyed our stay and would definitely come back.

Modern Villa with Pool Hollywood Hard Rock Casino
Great house for a big group - loved the pool

Heated Pool BBQ Grill 3 Bedroom 4 min Beach&Delray
Well appointed home. Space was very clean and comfortable. The outdoor space was perfect and everything was as described. Host was very communicative and responsive anytime we had a question/request.

Hard Rock Villa - House With Pool & Selfie Walls
Mi Familia y yo nos sentimos muy comodos en la casa. Joseph siempre respondio rapido y servicial. Lugar muy bonito para estar en familia o amigos tranquilamente.

#2 Lake Osborne Tropical Pool Oasis HEATED POOL
Visited for a Horse Show. Great location, Kids enjoyed the pool, plenty of towels, kids loved the pool table, awesome house.

Pure Serenity: Pool&Jacuzzi, fragrance-free
Stay at Anna place was amazing… I went to FLL with 9 of my best friends and we choose this place for the pool and jacuzzi!, we loved it!…. Weather during the weekend was not the best to be at the beach, so we enjoyed the pool and Jacuzzy!… it was amazing… if we travel back in a big group, of course we will stay again! Also, any question or request to Anna was answered in timely manner! THANKS!

Family Getaway | Private Pool | Entertainment
Amazing stay, second time staying here. Ariana was so flexible with us and made sure we had everything we needed. It was incredibly clean and a big open space perfect for our family and two kids!

Magical villa -Private pool-spa & garden
Dror was such a life saver. We had to change plans a day after we landed and I contacted him. His place was available and he was so prompt to be in touch and let us come over and check in. The pool, the lush greenery in his back yard is amazing and beautiful. The area was a quiet and a peaceful one. Dror had so many updated kitchen appliances-that I loved.. esp for making coffee and making smoothies. He checked in via email to make sure we were doing well. We appreciate having a beautiful place to stay and to relax. The beds were so comfy. The showers are updated fixtures and lots of linen and towels available. Location was fantastic!!! Thank you!!!!! Appreciate his kindness and welcoming us the moment I contacted him. It made it so nive to be a short drive to the airport when leaving at 4am in the morning.
Condo rentals with a pool

1 Block from the Beach! 2BR/2BA Newly Renovated
Perfect location for a girls weekend! The unit was large and spacious, very quiet. We walked to several restaurants and the beach. The host was quick to respond to any questions we had. The pool and hot tub were great. Would definitely return!!

Serenity Ocean 2 Luxury condo —Parking Included
The facility was beautiful and the condo was equally as nice. Looking forward to booking there again next year.

2 bdrm/1 bth. 5 min walk to Beach. Pool & Parking
James's apartment is as advertised: well located, clean, spacious and accommodated our family of 3 very well. Communication with the host was always very clear and kind. The instructions were so clear and everything worked so well that we didn't even need to use it during our stay.

Luxury 1/1 Beach Condo *No resort Fee* Pools, Gym
El departamento súper cómodo y con una buena ubicación. Está equipado con todo lo que te puede hacer falta incluso con artículos de limpieza que rara vez tenes cuando alquilas. El trato del personal excelente en todo sentido. Muy recomendable 😍

Fun & Sun 2 Pompano Beach Condo
Tamara's unit 208 was just as it was advertised. Some things that she doesn't mention and she doesn't really need to is that the unit faces east and gets the morning sun. The shades and curtains do a good job blocking the heat and sun when you need them to. The Wi-Fi is very fast. The neighbors are very friendly and they all seem to speak French. The only TV is via Roku. There doesn't seem to be a cable box or an antenna that I could find so you won't get local channels. The kitchen is immaculate and well stocked but I couldn't turn off the ice maker and it makes a lot of noise. One thing that Tamara didn't mention and she should have is that the parking for this unit is in the rear. The driveway to access it is on the right of the building as you face it. I felt that my car was very secure back there. I liked the place so much that I hope to be back soon.

ON CANAL! Pool+Walk to BEACH! Boat Watch! 2b/2b
Great location, easy to walk to things or short drives. Kids loved the pool and the yachts/boats passing by on the canal. Wonderful spot, slightly off the beaten path. Highly recommend

Waterfront Condo ON the Intracoastal. Great views!
Beautiful condo on the intracoastal with awesome views. Very clean one bedroom unit that was well stocked. The grounds were nicely maintained. Pool very clean. A short walk to the beach and restaurants. Brian was an amazing host and we would definitely stay again.

Brand New !South Ocean Dr Condo#10, Pool, Balcony
Great location, amazing host. Would book again 100% recommend
Home rentals with a private pool

Elegant Getaway Near the Ocean in West Palm Beach
La casa es muy linda y esta muy bien decorada. El Jardin y Piscina es muy funcional .Hemos pasado noches lindisimas alli. La comunicacion con Swan y Adriana fue muy buena. Tuvimos un incoveniente con la barbacoa y lo solucionaron. La cocina muy bien equipada.Lindisima vajilla .

Plantation Acres Mansion
Good Place to stay , location was great close by to everything you need. House was accurate to its description. No issues whatsoever perfect for large family or friends. Peaceful neighborhood.

Luxury Waterfront Home Minutes from the Beach
We LOVED our stay in Fort Lauderdale. The place was absolutely beautiful and just like advertised. We had to make a last minute reservation and the hosts were more than accommodating and extremely responsive. We traveled with a family of 6 and the home was the perfect size for us as there was more than enough room and we all had our own bathrooms. The outside area was amazing. The kids loved the pool and it was a very nice quiet, well kept neighborhood. Anytime I had a question I was able to text the hosts and they responded to me almost immediately. I even accidentally sent an amazon package to the wrong address and they offered to bring it to UPS for me. I cant say enough great things about this place, it was close enough to everything that you would need but also private enough to be able to relax when needed. We will definitely be back to Fort Lauderdale and would love to rent this wonderful home again.

Soak up the Beachy Vibe at a Vibrant Poolside Paradise
We did not want to leave! Amy's place was exactly what we were looking for while we visited our kids who now live in FL. The location was perfect for our needs, and the neighborhood is so pretty... tree-lined, with beautiful homes, and minutes from all the fun in downtown West Palm. The home is decorated with a fun and eclectic flair, and the heated saltwater pool surrounded by a perfect screen of palm trees was peaceful and fabulous. The pool house is a great feature, though we were not there long enough to take advantage of it. We are already looking at our calendars to try and return! Thank you again Amy!! 🌴

Gorgeous Lake Worth Beach House
This place was beautiful. We had a nice time, it was very cozy and the host communicated very well.

Private Villa with Pool, Sauna, Billiard
great place

Boca Beauty - Stylish Home with Pool
Always a great pleasure staying here! Peaceful, great location and superb hosts! Highly recommend this wonderful home. Thank you so much and will book again always with you!!

Casa Maya 3br Home with Pool In Hollywood Hills
The home was so great we are definitely staying her again and have already recommended this home to friends and family. The home was so well stocked for a family with kids the unheated pool was a perfect temperature since it’s in a very sunny spot. Trisha our host was so responsive and went above and beyond to accommodate our requests. We made great use of the kosher equipment as well as the shul around the corner. This Airbnb is a 25/10!!!!
Quick stats about vacation rentals with a pool in Highland Beach
Total rentals
40 properties
Nightly prices starting at
ﺩ.ﺇ404 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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- Bayfront Park
- Miami Beach Convention Center
- Hard Rock Stadium
- Miami Design District
- Broward Center for the Performing Arts
- Port Everglades
- Rapids Water Park
- Key Biscayne Beach
- Trump National Doral Miami
- Crandon Beach
- Hobie Island Beach Park North
- Biltmore Golf Course Miami
- Ocean Terrace Public Beach
- Boca Dunes Golf & Country Club
- Lion Country Safari
- Frenchman's Creek Beach & Country Club
- West Palm Beach Golf Course
- Gulfstream Park Racing and Casino
- Jonathan's Landing Golf Club
- Rosemary Square
- Oleta River State Park
- Miami Beach Golf Club
- Anne Kolb Nature Center
- Bear Lakes Country Club