
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
We had a great stay at Lisdey's beautiful place! Very nice place and a great host. We will hopefully stay again in the future.

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
Easy to find and nice keypad entry! House had a LOT of room - we had 5 adults and we could easily spread out. We used 3 bedrooms - with the 4th bedroom (with a desk) used as an office. Seating available for 6 in the dining room; kitchen updated and very handy! Linens and towels were ample. Washer & dryer were also nice to have. We enjoyed sitting outside by the pool with the colorful wall murals!! The house is on a dead-end; NO traffic noise; a park is located across the street. We had easy access to University Drive - and all the retail and restaurants it had in close proximity. It was also easy to get to The Guitar Hotel and Casino; Hard Rock Stadium; the beaches, and all points North and South! Great LOCATION! Joseph was also GREAT to work with - FRIENDLY and TIMELY communication!!

#2 Lake Osborne Tropical Pool Oasis HEATED POOL
What a GREAT place! We are a group of four divers that dived around the east coast. The house was located close to our shore diving and boat charters. It is laid out perfectly for a small group with two vehicles.

Family Getaway | Private Pool | Entertainment
We had a great time at Ariana’s place! The large pool was a highlight for our two kids, and the fence around the pool gave us peace of mind. We enjoyed walking in the quiet neighborhood and to the local shopping center. The house itself was clean and comfortable with pool toys, lots of towels and Ariana was responsive when we had questions. Would definitely recommend!

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.

Large Waterfront House with Pool 4bd/2ba
Place was easy to check in to with a video instruction. The host was very responsive and even gave us a last minute later check out to help with our needs.
Condo rentals with a pool

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.

Golden Bay Club Beautiful Condo! -STR-02901.
Nice spacious condo walking distance to the beach in Sunny Isles. Responsive host and no issues throughout the stay.

Modern Spacious 2 Bed In Aventura/ FREE Parking
I recently stayed at a beautiful apartment in Miami, hosted by Dmitry and Maria, and we couldn't have been more pleased with the experience. The apartment offered stunning views of the water and boats, making every moment feel like a picturesque escape. It was impeccably clean, which added to the overall comfort and enjoyment of the stay. Dmitry and Maria were incredibly kind and flexible, always available whenever we needed assistance, making the entire process smooth and pleasant. The beds were comfortable, the bathrooms were very nice, and the kitchen was fully equipped.I highly recommend this apartment for anyone looking to visit Miami.

Luxury 1/1 Beach Condo *No resort Fee* Pools, Gym
Great spot, location is perfect as you have access to everything. No need to rent a car. Wonderful stay, thank you!!

ON CANAL! Pool+Walk to BEACH! Boat Watch! 2b/2b
Great view and wonderful place to stay!

Waterfront Condo ON the Intracoastal. Great views!
We loved staying at Brian's place! It was everything we expected and much, much more. Such a beautiful area on the Intercoastal Waterway! We will definitely look forward to coming back!

Brand New !South Ocean Dr Condo#10, Pool, Balcony
Paula is wonderful and love this place comfy and can’t beat the location, walked to beach so close 3 minute walk 1 minute run aha, clean and very fairly priced.

Oceanfront Remodeled Beautiful Condo
We had a wonderful stay at this condo! The space was clean, well-maintained, and had everything we needed for a comfortable stay. The beautiful ocean view from the spacious balcony was a highlight, and the location couldn't have been better - perfect for easy access to everything nearby. The owner was incredibly helpful and made sure we had all the information we needed. Highly recommend this place for anyone looking for a relaxing getaway!
Home rentals with a private pool

Elegant Getaway Near the Ocean in West Palm Beach
The house is very nice and nicely decorated. The Jardin and Piscina are very functional. We had a great night there. Communication with Swan and Adriana was very good. We had an inconvenience with the barbecue and they fixed it. The kitchen is very well equipped. Very sweetware .

Villa Royale 4 Br Home W/ Pool and Hot Tub
House was not perfect, but the communication and responsiveness from the host made the visit excellent. House is large and has a great foosball table, Hot Tub, and Pool... also a very large back yard for socializing. I gave 5 stars based on the amenities and the responsiveness of the host. In the end everything worked. Check out was super easy. It looks like the house is undergoing some needed remodeling. Great kitchen, amenities, backyard. Mediocre furniture.

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.

Private Luxury Spanish Style Home W Private Pool
Although this location is much closer to Ft. Lauderdale than Miami, it was beautiful and spacious. We felt safe and loved the pool! Would definitely recommend.

Soak up the Beachy Vibe at a Vibrant Poolside Paradise
We just returned home from a stay at Amy’s home and it was wonderful. The house matched the pictures, was clean, well equipped, and very comfortable. The Flamingo Park location was with an easy walk to several restaurants and we were able to easily walk to Palm Beach Island as well. The Flamingo Park neighborhood is quiet and very cute. We also loved the heated pool and poolhouse with refrigerator and bathroom. It was our own personal paradise for the week we were there and we would definitely recommend it. Amy was also very friendly and responsive from the start, often answering requests from me in minutes. Between the host and house, five stars all the way around.

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
Quick stats about vacation rentals with a pool in Highland Beach
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ441 before taxes and fees
Total number of reviews
560 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Bayfront Park
- Miami Beach Convention Center
- Hard Rock Stadium
- Ocean Terrace Public Beach
- Broward Center for the Performing Arts
- Trump National Doral Miami
- Key Biscayne Beach
- Crandon Beach
- Bear Lakes Country Club
- Biltmore Golf Course Miami
- Rapids Water Park
- Rosemary Square
- Miami Beach Golf Club
- Anne Kolb Nature Center
- Palm Aire Country Club
- Boca Dunes Golf & Country Club
- Jungle Island
- Medalist Golf Club
- Port Everglades
- West Palm Beach Golf Course
- Gulfstream Park Racing and Casino
- Jonathan's Landing Golf Club
- Dania Beach
- The Barnacle Historic State Park