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Vacation rentals with a pool in Highland Beach

Find and book unique homes with a pool on Airbnb

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Popular amenities for Highland Beach rentals with a pool

House rentals with a pool

Superhost
Home in Rio Vista
5 out of 5 average rating, 4 reviews

Heated Pool! Massive Gem+Close To Beach & Shops!

SeanRating, 5 stars1 week ago
We had a great experience and highly recommend this property for anyone wanting to explore Fort Lauderdale while enjoying a peaceful retreat.
Guest favourite
Home in Wellington
4.96 out of 5 average rating, 70 reviews

Entire Residential Home With Luxury Pool and Spa

RuthRating, 5 stars1 week ago
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.
Superhost
Home in Fort Lauderdale
4.74 out of 5 average rating, 58 reviews

Modern Villa with Pool Hollywood Hard Rock Casino

RAchelRating, 5 stars1 month ago
Great house for a big group - loved the pool
Guest favourite
Home in Boynton Beach
4.89 out of 5 average rating, 27 reviews

Heated Pool BBQ Grill 3 Bedroom 4 min Beach&Delray

StevenRating, 5 stars3 weeks ago
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.
Guest favourite
Home in Hollywood
4.92 out of 5 average rating, 158 reviews

Hard Rock Villa - House With Pool & Selfie Walls

DavidRating, 5 stars3 weeks ago
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.
Superhost
Home in Lake Worth
4.83 out of 5 average rating, 298 reviews

#2 Lake Osborne Tropical Pool Oasis HEATED POOL

EdwardRating, 5 stars3 months ago
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.
Top guest favourite
Home in Boca Raton
4.88 out of 5 average rating, 205 reviews

Family Getaway | Private Pool | Entertainment

LibbyRating, 5 stars2 months ago
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!
Guest favourite
Home in Lake Worth
4.77 out of 5 average rating, 181 reviews

Magical villa -Private pool-spa & garden

DebbieRating, 5 stars1 month ago
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

Guest favourite
Condo in Central Beach
4.93 out of 5 average rating, 106 reviews

1 Block from the Beach! 2BR/2BA Newly Renovated

AmyRating, 5 stars3 weeks ago
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!!
Superhost
Condo in Boynton Beach
4.8 out of 5 average rating, 69 reviews

Serenity Ocean 2 Luxury condo —Parking Included

ToniRating, 5 stars3 weeks ago
The facility was beautiful and the condo was equally as nice. Looking forward to booking there again next year.
Top guest favourite
Condo in Central Beach
4.99 out of 5 average rating, 156 reviews

2 bdrm/1 bth. 5 min walk to Beach. Pool & Parking

ShauneenRating, 5 stars6 days ago
Great hosts! Place was clean, 10 min walk to beach. Pool was clean and inviting. Would definitely recommend!
Guest favourite
Condo in Central Beach
4.81 out of 5 average rating, 73 reviews

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

DavianRating, 5 stars6 days ago
Really easy check in. Beautiful place. Felt just at home. Talk about a view! Easy instructions to access everything!
Superhost
Condo in Pompano Beach
4.64 out of 5 average rating, 22 reviews

Fun & Sun 2 Pompano Beach Condo

PaulRating, 5 stars2 weeks ago
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.
Superhost
Condo in Pompano Beach
4.84 out of 5 average rating, 284 reviews

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

KylieRating, 5 stars2 weeks ago
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.
Top guest favourite
Condo in Pompano Beach
4.99 out of 5 average rating, 120 reviews

Waterfront Condo ON the Intracoastal. Great views!

AmyRating, 5 stars3 weeks ago
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!
Top guest favourite
Condo in Deerfield Beach
4.96 out of 5 average rating, 105 reviews

Brand New !South Ocean Dr Condo#10, Pool, Balcony

ErinnRating, 5 stars2 months ago
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

Home in West Palm Beach
4.85 out of 5 average rating, 52 reviews

Elegant Getaway Near the Ocean in West Palm Beach

MabelRating, 5 stars18 months ago
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 in Plantation
4.18 out of 5 average rating, 11 reviews

Plantation Acres Mansion

CarlonRating, 5 stars6 months ago
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.
Top guest favourite
Home in Imperial Point
5 out of 5 average rating, 19 reviews

Luxury Waterfront Home Minutes from the Beach

JenelleRating, 5 stars6 months ago
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.
Villa in Miami
3.11 out of 5 average rating, 9 reviews

Private Luxury Spanish Style Home W Private Pool

TiffanyRating, 5 stars9 months ago
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.
Top guest favourite
Home in Flamingo Park
4.96 out of 5 average rating, 163 reviews

Soak up the Beachy Vibe at a Vibrant Poolside Paradise

DanielRating, 5 stars1 month ago
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.
Home in Lake Worth Beach
4.6 out of 5 average rating, 5 reviews

Gorgeous Lake Worth Beach House

DeasjaRating, 5 stars4 months ago
This place was beautiful. We had a nice time, it was very cozy and the host communicated very well.
Home in Dania Beach
4 out of 5 average rating, 3 reviews

Private Villa with Pool, Sauna, Billiard

ScutelnicRating, 5 stars3 months ago
great place
Home in Boca Raton
4.81 out of 5 average rating, 32 reviews

Boca Beauty - Stylish Home with Pool

ChristinaRating, 5 stars2 months ago
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

Destinations to explore