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.

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Guest favorite

A spacious outdoor area features a heated pool surrounded by lounge chairs. Lush greenery and trees provide shade and privacy, while a patio area with a BBQ grill and seating can be seen in the background, enhancing the outdoor experience.

Home in Lauderdale-by-the-Sea

4.93 out of 5 average rating, 85 reviews

Luxurious Beach Home~Heated Pool&Spa~Walk to Beach

-New luxurious 3 bedroom 2.5 bath beach home -2 min drive to beach -Heated Pool&Spa for 10 w/ waterfall -Ensuite master bedrm w/ jacuzzi -Stylish living room w/ electric fireplace and waterfall views -Fully equipped kitchen w/ brand new appliances -Dining accommodations up to 10 people -Game room w/ pool table and 6 Smart TV's, includes Outdoor TV too! -BBQ Grill (propone) & cooler on wheels -Beach wagon, beach chairs, umbrella & cooler -Everything you need for a relaxing and memorable vacation

Top guest favorite

Sun loungers with rolled towels are arranged beside a serene pool. The travertine pool deck is bordered by lush greenery and palm trees, while a shaded seating area is visible in the background. A light-colored building stands behind the pool, featuring large windows.

Condo in Lake Ridge

4.98 out of 5 average rating, 167 reviews

#1 Luxury Resort Style Fort Lauderdale EPIC POOL

ADULTS ONLY PROPERTY 21+, Welcome to PoolHouse FTL. Enter the gates and feast your eyes on this chic, modern, and luxurious resort style oasis. Each of the one bedroom bungalow style apartments open directly onto the enormous travertine pool and sun deck, and EPIC pool that is heated year round. Private, gated, surrounded by lush tropical landscaping. You may cancel all your plans, and lay poolside for your entire stay. Located minutes from the beaches, downtown and the famous Wilton Manors.

Top guest favorite

A serene pool area is surrounded by lush greenery, featuring a clear blue pool with a decorative waterfall. A vibrant float rests on the water, and a sun-filled patio is equipped with lounge chairs and an umbrella for shade.

Home in Wilton Manors

5 out of 5 average rating, 102 reviews

Private & Cabana Heated Pool in Wilton Manors

Private Poolside Cabana Home walking distance to thriving Wilton Drive. Open kitchen to a bright, airy living room and pool view. 3 bed/2baths each room is richly appointed featuring lux linens, vanity, & TVs. The private backyard, large heated pool with waterfall, cabana & sun lounges are yours to enjoy. Complete with BBQ, outdoor dining & lounge seating. All the pool amenities with cooler, umbrella, towels & more. Cable & Wifi included. Please review house rules prior to booking/inquiring.

Guest favorite

A heated swimming pool is set within a spacious deck, surrounded by a white picket fence. Lush greenery is visible in the background, with a serene lake providing a tranquil view. Comfortable seating is arranged on the deck, inviting relaxation by the water.

Villa in Pembroke Pines

4.88 out of 5 average rating, 237 reviews

Stunning Lake-Front Villa with Pool & Spa

This beautifully renovated and spacious villa is the perfect spot for your South Florida getaway! Located in the family-friendly neighborhood of Pembroke Pines, this home boasts a large heated swimming pool and spa, furnished deck and stunning lake-front views. The interior features 2 large living rooms, 2 dining areas, a state-of-the-art kitchen, 5 comfortable bedrooms and 2 modern bathrooms. Also included are free parking, laundry room, gaming tables, 6 TVs, BBQ grill and high-speed wifi.

Top guest favorite

A spacious outdoor area features a rectangular heated pool, surrounded by a paved deck and lush greenery. Several lounge chairs and shaded seating options are present, with a clear sky and soft clouds enhancing the inviting atmosphere of the backyard.

Home in Pompano Beach

4.95 out of 5 average rating, 111 reviews

New Listing/Pool Paradise at the Beach!

Only a couple miles from the beach, this beautifully renovated house has 3 full bedrooms with attached bathrooms. The living area is spacious with a full size sofabed to accommodate extra persons. With all the comforts of a home, this house includes linens, towels, washer-dryer, & flatscreen TVs in all rooms. Kitchen is fully equip with toaster, coffee maker, blender & all pots and pans making it functional. The house has a beautiful deck , backyard and a heated pool- perfect for entertaining.

Superhost

Home in Delray Beach

4.83 out of 5 average rating, 141 reviews

LUXURY!i - Heated Pool - Perfect Vacation

Beautiful Key West-style house with a gorgeous heated pool. LUXURY! High-end furniture, real wood beds & extremely comfortable mattress. NO IKEA beds here ;) Two story house, 4 bedrooms, 3 full bathroom Heated pool & screened patio Whole Foods, Starbucks, Chick-fil-A, Trader Joe's, Target and so much more just a step away. Located on a quiet, family oriented "no outlet" St 3 min ride to amazing beach, or relax time in the hammock by the pool? Stay with us for YOUR PERFECT VACATION!

Top guest favorite

A private backyard features a spacious heated pool surrounded by a stone patio. Sun loungers and outdoor seating are present, framed by lush tropical greenery. The house's exterior displays large windows, allowing for natural light to enhance the inviting atmosphere.

Home in Wilton Manors

4.97 out of 5 average rating, 107 reviews

Wilton Manors Private Heated Pool

Beautiful private vacation home with modern kitchen, bathrooms and pool. This home offers everything you need while you and family & friends relax and enjoy all the sites Fort Lauderdale has to offer. The private backyard setting is highlighted by a lush tropical patio area with patio furniture and a heated pool, giving you a sense of being at a 1st class resort. The house provides complete comfort with blackout shades in the bedrooms as well as ceiling fans to sleep comfortably at night.

Superhost

A well-maintained outdoor area features a glistening swimming pool surrounded by a paved deck. Comfortable seating options are provided, and palm trees and tropical plants enhance the space. Bright blue skies with scattered clouds create a pleasant atmosphere for relaxation.

Home in Pompano Beach

4.93 out of 5 average rating, 128 reviews

Purely S. Florida! Pool, King, Paddleboard, Beach

Purely Pompano! Spacious & sanitized 5BD/3BA luxury waterfront, ocean-access canal (Bahama Canal), exclusive Cypress Creek. Free use of Paddle boards and Kayak. Solar-heated salt water pool & bbq/patio, game room w/ pool table, and arcade game. Outdoor ping pong table, sparkling clean kitchen & dining, central living room with comfortable sofas, 65” Smart TV. Quiet neighborhood with relaxed vibe. 10 min from Fort Lauderdale. Cruise the serene canals of Pompano Beach and Fort Lauderdale.

Top guest favorite

A tranquil resort-style pool area is surrounded by lush greenery, creating an inviting outdoor space. Comfortable lounge chairs are positioned around the sparkling pool, which reflects the clear blue sky. The nearby house features a modern design, seamlessly integrating indoor and outdoor elements.

Apartment in Victoria Park

4.99 out of 5 average rating, 117 reviews

Cozy Oasis for 2 w/ Insta-worthy Tropical Pool*

👙 New resort-style tropical pool & hottub 🏠 Super stylish & comfortable 🌆 2 mi to beach & downtown. 🛌🏽 Westin Heavenly Bed; ultimate comfort and sleep ✅ Kitchen is fully stocked; ready for gourmet cooking 🏖️ Beach chairs, towels, & sport-brellas available for you. 🐶 Low pet fee; bring your furry friends! 💻 WFH ready - Super high speed internet. 📺 Large Smart TVs in both bedrooms & living rooms 😊 Hosts with a service heart (we’re here to make your trip perfect!)

Superhost

A spacious outdoor area features a rectangular pool surrounded by light-colored stone decking. Vibrant lounge chairs in blue are positioned at one side, while a pink flamingo float rests in the water. A covered seating area is seen in the background, providing shade.

Home in Lake Worth

4.9 out of 5 average rating, 40 reviews

Beach Vacation Home 4BR with Pool near West Palm

We've been a Superhost for the last 3 years. This property has been recently remodeled! This home with pool ready and a family-friendly lay out equipped with a split floor plan. This spacious backyard is perfect for entertaining or lounging by the pool. Located in Lake Worth right by beautiful Lake Osbourne. Less than a block to the lake, where you'll find walking/bike paths and benches to enjoy the sunset. Also minutes from the beach and downtown. No parties or events.

Superhost

A large screened patio features a spacious area for lounging and dining. Comfortable outdoor seating is arranged near the inviting pool, which is surrounded by a tiled edge. A BBQ grill is positioned for outdoor cooking, and natural light enters through surrounding windows.

Home in Hollywood

4.76 out of 5 average rating, 126 reviews

Amazing 4/2 Pool Home in Hollywood FLL-MIA

Welcome to our home , where you can vacation in this Home-away-from-Home : -4 large bedrooms -2 full size bathrooms -fully furnished with modern contemporary Decor -R1 queen. -R2 queen. -R3 king. -R4 queen. -Sofa bed in TV room Large pool w/ screened patio to enjoy outside , you will still be able to sun bathe but NO bugs. Home has a big kitchen which is fully equipped along with an eat in kitchen area + a formal dinning area. - Free BBQ grill, you will need gas.

Guest favorite

The backyard features a spacious heated pool surrounded by lush greenery. A hot tub is situated adjacent to the pool, with lounge chairs and an umbrella providing shaded seating options. The patio area is paved, offering a smooth surface for relaxation.

Home in West Palm Beach

4.85 out of 5 average rating, 48 reviews

Beautiful Blue House Heated Pool

Looking for a perfect Florida getaway? This newly renovated and decorated 3BR/2BA private house and furnished pergola has everything you need for a perfect vacation! Located 1-1/2 blocks from the Intracoastal and a short drive to the multiple beaches, shops and restaurants that make this location so popular. Features include 3 spacious bedrooms, updated kitchen and a beautiful backyard with heated pool and hot tub. We welcome your hypoallergenic dog!