Vacation rentals with a pool in Hollywood

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Hollywood

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

0 of 0 items showing

1 of 3 pages

Guest favorite

A private pool area is framed by lush palm trees, creating a serene outdoor oasis. The tranquil water reflects the surrounding greenery, while comfortable loungers invite relaxation. A dining set is visible on the patio, enhancing the inviting ambiance of the space along the New River.

Guesthouse in Fort Lauderdale

4.92 out of 5 average rating, 109 reviews

Guest Suite - Private Pool! 15 Minutes to Beaches

Picture yourself relaxing at a PRIVATE pool not shared with other guests! Casita Del Rio, a stunning vacation rental on the New River in Ft. Lauderdale, FL! This private guest suite offers exclusive comfort with an upscale bathroom, refrigerator, microwave, and Keurig. The pool area is, exclusively yours, with loungers for basking in the sun. Book your unforgettable escape less than 20 minutes away from Ft. Lauderdale's stunning beaches, restaurants, and so much more. Questions? Message us :)

Superhost

The outdoor area features a heated, screened-in pool surrounded by a spacious deck. Brightly colored pool floats are present, alongside lounge chairs positioned for relaxation under a blue sky with scattered clouds and the presence of palm trees in the background.

Villa in Hollywood Hills

4.88 out of 5 average rating, 146 reviews

SUN VILLA | Heated Pool Near Hard Rock & Beach

Your modern beach vacation home is in a TRANQUIL upscale residential neighborhood w. a PRIVATE HEATED SCREENED POOL + OUTDOOR PATIO & DINING AREAS + BILLIARDS. The home is fully fenced w. max privacy and a dedicated workspace with high-speed Wi-Fi. Centrally located: ★ 5 mi. to Hollywood Beach & Hard Rock Guitar Resort Casino | 7 mi. to Hard Rock Stadium (Miami Open, F1, Concerts) & FLL airport | 19 mi. to Downtown Miami / Brickell / South Beach | 5 mins to Target, Starbucks, Publix (grocery)★

Guest favorite

An outdoor area features a heated pool surrounded by travertine flooring. Custom chaise lounges are positioned at the poolside. A gazebo is located to one side, and an outdoor dining table is visible, offering ample space for meals. Lush greenery borders the area for privacy.

Villa in Hollywood Hills

4.89 out of 5 average rating, 109 reviews

Modern 4BR Villa, Spacious Outdoor Heated Pool BBQ

"This house was everything it seems and more!" - June, 2024, Brittany. Discover a stunning villa renovated in 2022! It features 4 spacious bedrooms, 2 stylish baths, and a bright open living area with a modern kitchen. Enjoy the outdoor dining area and gazebo for relaxing days. We can't wait to host you! ☆ Completely Renovated in 2022 ☆ Heated Pool and Gazebo ☆ Hollywood and Hallandale Beach - 15 minutes ☆ Spacious outdoor dining space with lights and fan We always available to assist!

Superhost

A serene outdoor space features a contemporary pool with a waterfall, surrounded by lush greenery. Colorful lights reflect in the water as evening descends. Comfortable lounge chairs are positioned beside the pool, creating a relaxing area for gatherings.

Villa in Coral Way

4.89 out of 5 average rating, 159 reviews

Modern Casa Alegre 2bed/2bath with Pool

Have fun with the whole family and Friends at this stylish Luxury pool Home. Relax under the covered patio or cook all you want on the grill enjoying the view of a nice yard. Parking inside (2) and street. The home is centrally located near popular tourist destinations. Coconut Grove is about 5 min drive, calle ocho (8th street) is 5 min drive, Key Biscayne island (Beaches) is 10 min, Brickell and downtown is 10 min, South beach is about 20 min drive and the airport about 15 min drive.

Top guest favorite

A spacious backyard is showcased, featuring a clean saltwater pool surrounded by lounge chairs and tropical landscaping. A covered patio area is visible, with a stone countertop and decorative plants. The bright blue sky complements the serene outdoor setting.

Home in Miami

4.99 out of 5 average rating, 338 reviews

Sanctuary Salt water heated pool BBQ Grill Oasis

Come and create unforgettable memories in this modernly designed single-family home with a spacious layout and a range of comfortable bedrooms. It features two king-size beds, one queen-size bed, and a twin fold-up bed, as well as an Italian queen-size sofa bed. The house is bathed in natural light and boasts modern amenities that cater to your convenience. Located in a prime location, this house is close to all the tourist areas!! The pool is salt water with heater, Also a grill area

Guest favorite

A modern kitchen features sleek cabinetry, a large marble island with bar seating, and stainless steel appliances. The backsplash is composed of textured stone tiles, and soft lighting illuminates the space, creating a functional and elegant cooking environment.

Villa in Hollywood Lakes

4.97 out of 5 average rating, 176 reviews

Spectacular 5BR/5BA Villa in Hollywood Lakes

HOLLYWOOD VACATION RENTALS (HVR FLORIDA) proudly presents this brand-new, luxury 5-Bedroom / 5-Bathroom villa. Located on one of the most gorgeous blocks of Hollywood Lakes, just minutes from the Hollywood Beach & Boardwalk, restaurants, bars, casinos, and more. Enjoy the brand-new heated pool and stylish patio, perfect for relaxing or entertaining in the Florida sun. This warm and inviting villa was designed to deliver a luxury experience you’ll want to return to again and again.

Guest favorite

An outdoor dining area features a large table surrounded by multiple chairs, situated beneath a shaded patio. A heated pool with a slide is seen in the background, alongside a newly added Jacuzzi, with lush greenery framing the space.

Home in Hollywood

4.94 out of 5 average rating, 142 reviews

FUN backyard - Playground, Heated Pool, & Jacuzzi!

Perfect home for family with kids! Heated pool with a pool slide!! A newly added 2025 Jacuzzi! Playground with 3 slides and 3 swings! Pool table that converts into a ping pong and dinning table. Large roundabout driveway. Smart TV's set up with YouTube TV! 2 Beach chairs, umbrella, and cooler. 2 Playpens, 1 Crib and 1 high chair. 15 min drive to Hollywood beach. Perfect for visiting Miami Beach and Ft. Lauderdale's Las Olas Beach. Close to the Hardrock Hotel and Hardrock Stadium.

Guest favorite

A well-maintained outdoor area features a rectangular pool surrounded by a stone patio. Comfortable lounge chairs are positioned nearby, along with a shaded dining area. Lush green grass and palm trees enhance the serene environment, creating a welcoming space for relaxation.

Home in Fort Lauderdale

4.98 out of 5 average rating, 100 reviews

Casita Bonita, Heated Pool, Patio Paradise

Welcome to our exquisite Fort Lauderdale retreat! This luxurious Airbnb offers an unforgettable vacation experience, combining elegance, comfort, and the ultimate in relaxation. Nestled in the vibrant city of Fort Lauderdale, our property boasts a heated pool, a charming pergola, outdoor fireplace, mini golf, game of cornhole, and so much more. Destinations: Fort Lauderdale Airport 14min Las Olas Blvd 6min Fort Lauderdale Beach 6min Hard Rock Casino 12min Sawgrass Mall 19 min

Guest favorite

Aerial view of the expansive outdoor area featuring two large swimming pools flanked by neatly arranged lounge chairs. Lush greenery is interspersed throughout the space, with shaded areas and umbrella-covered seating providing comfort. The scene overlooks the water, enhancing the tranquil ambiance.

Condo in Brickell Business District

4.94 out of 5 average rating, 241 reviews

Water View 48th Floor • 2B/2B • FREE Parking •Pool

Experience 48th-floor luxury in this exquisitely designed two-bedroom suite, which offers breathtaking water views & complimentary access to the “The W Miami hotel” amenities. Enjoy Miami's largest swimming pool, spa facilities & other 5-star amenities. You'll also have access to a free parking space (across the street), normally priced at $60/day! Offering an unforgettable Miami experience in style, this suite is proudly hosted by SuCasa Vacay. Property Name: SuCasa Vista

Top guest favorite

Home in Fort Lauderdale

4.98 out of 5 average rating, 104 reviews

***VillaPlaya brand new home, modern style resort!

Brand new construction home, 5 minutes to Las Olas Boulevard, modern resort style. 3 Bedrooms, 3 Bathrooms. 20' ceilings with large windows allowing plenty of natural light in the house. Glass enclosed wine room, open concept living centered around true chef's space kitchen, top of the line appliances including double oven. Private balcony overlooking backyard and heated pool, lounge chairs, built-in BBQ grill, 2 separate attached car garages.

Guest favorite

Guest suite in Pembroke Pines

4.94 out of 5 average rating, 717 reviews

Studio- Between Hard Rock Stadium & Casino

Clean! Studio/Guest Suite (side-by-side with my home) - Located between Hard Rock Stadium and Hard Rock Casino/Hotel. 400 sq ft. of private space, TWO queen beds (SLEEPS FOUR), mini-fridge, microwave, and TV. Wi-Fi, keyless outside entry door to your "in-law apt"/"Hotel" type room. Shared driveway parking for UP TO TWO GUEST CARS. Shared backyard butterfly garden, patio and pool. In-room AC unit & walk-in shower... and more!

Guest favorite

A sunny outdoor area features a heated pool surrounded by lounge chairs and lush greenery. A top-of-the-line ping pong table is positioned prominently, alongside shaded seating under umbrellas. The space is complemented by vibrant plants and an inviting gazebo in the background.

Guesthouse in Fort Lauderdale

4.92 out of 5 average rating, 193 reviews

Villa with Heated Pool, Laundry, Ping Pong & More

Romantic, clean, private and quiet: perfect to relax after a day at the beach or work. Modern décor, high end appliances and furniture, 82inch Samsung smart TV with Bose soundbar, private gazebo with grill. Just 3 miles from the beach and 1 mile from main highway i95 and 1 mile from Wilton Manors. Walking distance to grocery stores, bars and restaurants.