
Vacation rentals with a pool in Highland Beach
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Top-rated rentals with a pool in Highland Beach
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Popular amenities for Highland Beach rentals with a pool
House rentals with a pool

Heated Pool! Massive Gem+Close To Beach & Shops!
We had a great experience and highly recommend this property for anyone wanting to explore Fort Lauderdale while enjoying a peaceful retreat.

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
This was a great place to stay. At the end of a road next to a park in a quiet subdivision. The pool was great to have for the family. AC worked great and we had a wonderful time. Host was very responsive and flexible with our needs.

#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.
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
Great hosts! Place was clean, 10 min walk to beach. Pool was clean and inviting. Would definitely recommend!

Luxury 1/1 Beach Condo *No resort Fee* Pools, Gym
Really easy check in. Beautiful place. Felt just at home. Talk about a view! Easy instructions to access everything!

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
We really enjoyed the one night we spent here before a cruise. The directions and instructions were clear and the pictures matched the place. The kids really enjoyed the swimming pool and all the extra beach towels were really helpful. Overall, this was a great option for us. It was also a couple blocks from the beach and walking distance to some restaurants. We will book again in the future.

Waterfront Condo ON the Intracoastal. Great views!
We had a wonderful stay in this condo. We love coming to Pompano Beach, and this is an ideal play to stay. The condo complex is located right on the intracoastal waterway, and the constant boat traffic going by is entertaining and relaxing. It is a smaller complex and all of the other tenants were friendly and fun to interact with. The ocean and beach are just a couple blocks away, and very easy to walk to. We are "pool people" so we spent our time on the sundeck/dock enjoying the pool area. This unit is the best one in the whole complex. It is located on the second floor (so you do need to be able to climb stairs), but it undoubtedly has the best view of all the units! It is clean and well stocked and in great shape--looks exactly like the pictures in the listing. The kitchen has everything you could possibly need, the king bed is comfortable and beach chairs/umbrella/towels are provided. Brian, the host, is very responsive and will take great care of you. We'll be 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.
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 .

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

Boca Beauty - Stylish Home with Pool
Absolutely wonderful home! This is my second time staying and will always continue to book with this terrific host and their great property. Excellent location to all that Boca Raton has to offer. Neighborhood is very peaceful. Home is immaculate and so comfortable! Highly recommend! Thanks for another great stay!!
Quick stats about vacation rentals with a pool in Highland Beach
Total rentals
40 properties
Nightly prices starting at
$152 CAD 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
- Key Biscayne Beach
- Rapids Water Park
- Trump National Doral Miami
- Crandon Beach
- Hobie Island Beach Park North
- Biltmore Golf Course Miami
- Ocean Terrace Public Beach
- Frenchman's Creek Beach & Country Club
- Boca Dunes Golf & Country Club
- West Palm Beach Golf Course
- Gulfstream Park Racing and Casino
- Rosemary Square
- Miami Beach Golf Club
- Oleta River State Park
- Anne Kolb Nature Center
- Lion Country Safari
- Bear Lakes Country Club
- Delray Public Beach