Vacation rentals with a pool in Hillsboro Beach

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Hillsboro Beach

  • Total vacation rentals

    Explore 80 vacation rentals in Hillsboro Beach

  • Nightly prices starting at

    Hillsboro Beach vacation rentals start at G$18,799 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,810 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Hillsboro Beach vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Hillsboro Beach rentals

  • 4.8 Average rating

    Hillsboro Beach stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated rentals with a pool in Hillsboro Beach

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
Home in Deerfield Beach
4.98 out of 5 average rating, 372 reviews

2 blocks to the beach*Pool*Ocean Access*Dock*Grill

Beautiful "beach themed" private house in Deerfield Beach. This home is on the EAST side of the intracoastal on the "ISLAND" & only 2 short blocks walking distance to the beach, restaurants, shops & more! Modern 3 bedroom (plus sleeper sofa in LR) & 2 bath home situated on an ocean access waterway w/a beautiful private POOL in the backyard w/Tikihut. Hurricane impact windows, custom blinds & tile/wood floors thru out. Central location close to Boca, Ft Lauderdale, Palm Beach & Miami. 70 ft dock!

Top guest favorite
The exterior of the house features a private pool surrounded by a spacious grassy area. A wooden deck with seating is situated at the back, providing a relaxing spot to enjoy the outdoors. Lush palm trees frame the setting, creating a serene atmosphere.
Home in Pompano Beach
4.98 out of 5 average rating, 166 reviews

•Floasis• Your private FL Oasis 5 min to beach!

Kick back, relax and recharge in this calm stylish space! Floasis is located 1.3 miles from the beach, with lots of activities, restaurants and shops nearby... but honestly, once you arrive, you won't want to leave the house! You will have your private good size pool, hot tub, an amazing covered deck to relax and dine and a big grassy area for the kids or dogs to run, yoga, relaxation or just for soaking in the florida weather! It's the perfect oasis for a couple, a small family, or 2 couples!

Guest favorite
A thatched-roof cabana offers shaded seating with wooden lounge chairs positioned on a sandy beach. The scene features a view of the ocean and coastline, with gentle waves lapping at the shore and a tranquil atmosphere highlighted by soft sunlight.
Cottage in Hillsboro Beach
4.95 out of 5 average rating, 39 reviews

Resort Villa G - Ocean View/Private Beach/by Pool

LOCATION Private resort that spans Hillsboro Mile (A1A) from the ocean to the Intracoastal. Villa located on the ocean side of resort propery adjacent pool and near private beach w/ view of ocean. 3/4 mile walk adjacent ocean to pier, shops & restaurants PRIMARY AMENITIES Private beach w/ stairway to ocean shoreline beach Heated Pool and patio gathering Intracoastal gathering w/ shuffle board court. PARTICULARLY VALUED FEATURES Fully equipped kitchen Mon-Sat maid service for linens & towels.

Top guest favorite
A serene beach scene features thatched-roof tiki huts surrounded by lush greenery. Striped cabanas provide shaded seating, with gentle waves visible in the background under a clear blue sky. Tall palm trees sway slightly in the warm coastal breeze.
Villa in Hillsboro Beach
4.87 out of 5 average rating, 23 reviews

Oceanfront & Intracostal Private Villa Resort

Nothing beats a private villa with a front door to the ocean. There are no elevators, stairs, or lobby, so no shoes required to reach the beach! Relax at Royal Flamingo Villas, a serene and secluded beach resort in South Florida between Deerfield and Pompano Beach. Nestled in the tropical beauty of the Gold Coast on Hillsboro Mile, Villa J is on the ocean side with heated pool, beach cabanas, grills, shuffleboard, private beach, putting green, fishing, and access to the Intracoastal Waterway.

Top guest favorite
Bungalow in Hillsboro Beach
4.89 out of 5 average rating, 83 reviews

Beach Resort - lovely Cottage on Beach & Water Way

Beautiful remodeled & updated free standing Villa within a relaxing Florida Beach Resort, heated swim. pool & access to the beach & or you can hang out at the shore of the Intracoastal Waterway under a shady tiki-hut or enjoy golfing on our 9 hole professional putting green, Staff on site. You will enjoy a laid-back atmosphere & lots of activities! Walk to restaurants, shopping, Deerfield Beach Fishing Pier! A great place for family vacations, family reunions, couples, individuals, & retirees.

Guest favorite
An aerial view captures the coastline with two accessible beaches, bordered by calm turquoise waters. The lighthouse stands prominently in the background, while the shoreline features sandy stretches. The rich hues of the ocean contrast with the vibrant greenery nearby, indicating a tropical environment.
Home in Pompano Beach
4.85 out of 5 average rating, 123 reviews

Private Beach-Golf Cart-Pool-Spa

Welcome to *Island Breeze*Heated* pool, jacuzzi, 2 private beach entrances,6 Seater Electric Street Legal Golf Cart, Home Gym, Kids & Adult Bikes, Lighthouse, Beach toys, Bowling alley, Putt Putt Golf, Bocce ball, Ping Pong, Bikes, Hot and Cold Outside Shower, 9 speaker living room theatre system, Smart TV's every room, Multiple Swings into pool, Hammocks, Outdoor grill, Tiki hut/Bar/TV, Exterior Sound System, Large Chef's Kitchen, Oversize AIR Conditioned garage with game room! Your resort!

Guest favorite
An expansive outdoor area surrounds a private heated pool, with tropical landscaping enhancing the setting. The villa features a modern design and large windows, offering a view of the waterfront. Palm trees sway gently in the breeze, contributing to the serene atmosphere.
Home in Deerfield Beach
4.88 out of 5 average rating, 32 reviews

Villa Sunset - Elegant Waterfront 4Bdr w/ Heated P

Welcome to Villa Sunset – Your Private Waterfront Paradise in Deerfield Beach! Experience the perfect blend of luxury, relaxation, and coastal living at Villa Sunset. This stunning 2,761 sq. ft. retreat boasts 4 spacious bedrooms, 3 modern bathrooms, and accommodates up to 10 guests. With a private heated pool, billiard table, direct waterfront access, and proximity to pristine beaches, world-class dining, and premier shopping, this villa is the ultimate South Florida getaway for families.

Top guest favorite
An expansive view of the waterfront mansion at dusk, with a private dock accommodating a boat. The illuminated pool reflects the surrounding palm trees and twinkling lights from nearby homes. A serene waterway stretches into the distance, framed by lush greenery.
Home in Pompano Beach
4.99 out of 5 average rating, 119 reviews

Luxurious waterfront mansion - large heated pool

This Luxurious water front mansion is directly across the intercoastal offering over 240' of dockage, large yacht are welcome Enjoy an incredible Pool and all the comfort and delicate taste. This family-friendly hidden gem offers sun, fun and adventure with watersports, fishing, shopping, dining and much more! Located in the heart of Florida’s Gold Coast, offering some of the warmest and clearest waters, welcoming sandy beaches and calming breezes. An unforgettable vacation awaits you!

Top guest favorite
A private saltwater pool is surrounded by lounge chairs with colorful cushions. A large, pink flamingo float is placed on the water, alongside vibrant beach balls. A thatched umbrella provides shade, while lush greenery lines the fenced backyard.
Home in Lighthouse Point
4.97 out of 5 average rating, 119 reviews

Spacious Pool home minutes from beach, King bed!

This comfortable 4 Bedroom, 2 Bathroom with Pool (Salt Water & Heated) home has all the amenities and special extras that will make your stay very comfortable. Located in the desirable 'The Cove’ neighborhood less than 2 miles from Deerfield beach, rated as one of the nation's cleanest and most environmentally safe beaches. The Cove Plaza is nearby with many conveniences including gourmet grocery stores a wide range of dining options, shops, salons, and more.

Top guest favorite
Home in Deerfield Beach
4.98 out of 5 average rating, 60 reviews

Island Oasis • Heated Pool - No bugs, pets ok

Heated pool with the perfect blend of comfort & style, fully equipped with every amenity. Open-concept living, modern kitchen, 2 bedrooms, 2 baths + cabana bath. Sleeps 9 with King, 2 Queens & queen air mattress. Entertainment for all: 4 Smart TVs, air hockey, Roku & high-speed WiFi. Family-friendly with crib, playpen, highchair & state-approved pool fence. Beach chairs, umbrellas & cooler included—everything you need for a resort-style Florida getaway!

Guest favorite
A clear blue pool occupies the outdoor area, surrounded by a wooden fence and shaded seating under umbrellas. The interior includes a dining table set for four, a modern living room with a television and ample seating, and a spacious kitchen with stainless steel appliances and white cabinetry.
Home in Deerfield Beach
4.94 out of 5 average rating, 118 reviews

Really Big 1BR/BA w/ Pool; 1 Mile From Beach

Forget your worries in this spacious and serene, modernized space. An oversized private unit. Self check-in. Full kitchen. Full bathroom. Speedy wifi. 2 Roku tvs. Washer and dryer inside. Need to cool down? Take a swim in the large pool or travel 5 mins (1.5 miles) up to the beautiful Deerfield Beach ocean. Eateries and shops galore in the immediate area, walking distance. Parking limit: 2 vehicles. Book now & enjoy. You won’t regret this stay.

Top guest favorite
A serene outdoor area features a private pool surrounded by tropical plants. Two lounge chairs are positioned on a stone patio, with an umbrella providing shade nearby. The home’s large glass doors allow for a view of the interior space while reflecting the lush greenery.
Home in Pompano Beach
4.92 out of 5 average rating, 104 reviews

King Bed & Bunks ~ Heated Pool ~Patio ~ Outdoor TV

This pristine 3-Bedroom home in Pompano Beach boasts a private pool and unlimited luxury. It is the very definition of a 5-Star Luxury Retreat! Professionally designed & contemporary style interior, this very special home features a beautiful and spacious kitchen and a huge living room where you can relax with the entire family and friends. Walk to High Quality Restaurants + Shops + Grocery + Beach + Golf!

Popular amenities for Hillsboro Beach rentals with a pool

When is the best time to visit Hillsboro Beach?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$66,634 GYDG$66,634 GYDG$82,509 GYDG$64,127 GYDG$59,741 GYDG$57,025 GYDG$57,443 GYDG$52,847 GYDG$52,221 GYDG$56,398 GYDG$66,634 GYDG$62,247 GYD
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