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 spacious pool area features a crystal-clear water surface, with three large umbrellas providing shade over modern loungers. Surrounding tropical greenery enhances the serene setting and a comfortable gazebo is positioned nearby, creating an inviting space for relaxation.

Condo in Lake Ridge

4.98 out of 5 average rating, 185 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.

Guest favorite

The pool area features a large swimming pool surrounded by beige and teal lounge chairs. Palm trees create a tropical setting, and sun umbrellas provide shade. The multistory condo buildings are visible in the background, complementing the serene outdoor environment.

Condo in Hollywood Beach

4.9 out of 5 average rating, 189 reviews

Beach view condo on Hollywood Beach

Luxury 15th fl. ocean view condo on the beach. Tile floors and modern decor. Bedroom has 1 queen and 1 full bed. Sleep sofa in living room. Two 50" TVs. Desk & chair for work. Full kitchen. Two pools and gym. Convenient to Miami and Ft Lauderdale airports. 1.2m to Hollywood broadwalk. Near Seminole Hard Rock Casino, Gulfstream Casino, and Aventura Mall. Garage parking. Laundry room on the floor operates with a refillable cash card. Please note the additional key and parking charges.

Top guest favorite

A clear swimming pool is surrounded by lush tropical vegetation, including palm trees and large green plants. Two lounge chairs are positioned beside the pool, offering a serene setting for relaxation. The pool deck is made of brick, enhancing the natural ambiance.

Guesthouse in Biscayne Park

4.95 out of 5 average rating, 510 reviews

Cozy and charming cottage

Our cottage is located in a very quiet residential area, 15mn to the beach (Bal Harbor area).20mn from both Miami and Fort Lauderdale Airports, Located in the backyard of the main house but separate and with an independent entry. Enjoy our tropical garden and beautiful pool, in the back of our house. Share with owner only, we give priority to our guests to enjoy it! Parking available in our front yard. No kitchen but microwave and fridge. TV, cable and WIFI. It is suggested to have a car.

Guest favorite

Home in Hollywood

4.96 out of 5 average rating, 111 reviews

Family Oasis | Heated Pool | Hollywood

The Ultimate Hollywood Family Getaway! This spacious, modern 3-bed, 2-bath home is your private oasis. Fully equipped chefs kitchen and onsite laundry. Relax in your private and gated pool area, equipped with a BBQ grill, pool toys, outdoor dining, and a cozy lounge. Enjoy extra perks like our WATERSLIDE (May-Aug) & HEATED POOL (Nov-May). Prime Location! 3 minute drive to Hard Rock Hotel & Casino | Short drive to Hollywood Beach & FLL Airport | Walking distance to houses of worship.

Superhost

A serene backyard features a refreshing pool surrounded by palm trees and neatly manicured grass. Overhead, a clear blue sky enhances the tranquil waters of the canal visible beyond. Lounge chairs are positioned by the pool, inviting relaxation.

Home in Dania Beach

4.81 out of 5 average rating, 140 reviews

Sunshine Oasis, Pool, Canal, b.b.q, Close to beach

Welcome to your waterfront oasis. Fully remodeled (2 BE/2 BA) with a pool at the backyard and in front of a Canal. Everything you need to complete your South Florida retreat. Enjoy all the amenities offered in the comfort of the pool. Sit at the deck to spend a quiet afternoon fishing, enjoying the sun under the tropical breeze or practicing yoga. 7 minute drive to the beach. Close to restaurants & shops Enjoy the backyard then have a relaxing therapy at the master bedroom sauna!

Guest favorite

A spacious outdoor area highlights a custom-designed heated pool surrounded by chaise lounges. A Tiki lounge with thatched roof is complemented by a bar area and a swing chair. Clear blue skies create a vibrant backdrop for relaxing under the sun.

Villa in Hollywood Hills

4.96 out of 5 average rating, 159 reviews

Spacious 5.5 BR Renovated Villa | Heated Pool Tiki

Upgraded in 2025! Your private, stunning, recently renovated villa! The sleek design offers the feel of a modern home. Enjoy 5.5 bedrooms and 3.5 baths, each designed to satisfy any travel connoisseur: open-concept living space and top-of-the-line kitchen with plenty of natural light. A custom-lit heated pool, a Tiki Space, and a beautiful outdoor dining area are perfect if skipping a beach day in style. We created this space to allow you to enjoy a lovely vacation away from home.

Guest favorite

Two comfortable chairs are positioned on a balcony, offering unobstructed views of the coastline and city below. The expansive blue sky stretches overhead, while the gentle waves of the ocean create a serene backdrop.

Condo in Hollywood Beach

4.88 out of 5 average rating, 130 reviews

Exclusive LPH 40 floor beachfront at Hollywood FL

EXCLUSIVE views FREE wi fi -open- EXCLUSIVE amenities Max capacity 4 people MIN check in age 21 Resort fee & valet parking must be paid at the condo when you check in (only credit cards): Compulsory Resort fee per day per appartment $40 + tax Valet Parking -ONLY if you have a car- per appartment: $35 + tax Per Day Non Registered Guest is $50 + tax Daily Expect some delays at elevators during High Season. We strongly suggest to avoid rush hours for check in and check out

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

4.97 out of 5 average rating, 111 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

Superhost

A serene pool area is lined with palm trees and lounge chairs, reflecting the clear sky above. The building’s modern architecture complements the inviting atmosphere, with shaded seating options nearby, providing a relaxed environment for guests to enjoy the outdoor space.

Condo in Hollywood Beach

4.83 out of 5 average rating, 214 reviews

Sea, City, Sun, views and wonderful surroundings

Very exclusive accommodation, located within a 5-star building, at the foot of the sea, on the famous Ocean Drive Avenue, 5 min from "Aventura Mall", banks, pharmacies, restaurants, entertainment, adventure sites. On the 38th floor with wonderful views of the sea, the canal and the City. Elegance and services, return to stay in a wonderful experience. Porcelain floor with individual carpets which greatly facilitates cleaning and its cost. It has seats and beach umbrella.

Superhost

A panoramic view showcases the ocean meeting the sky, with vibrant blue waters stretching towards the horizon. Tall, modern buildings line the coastline, complemented by a sunny sky with scattered clouds. The scene captures the lively south Florida atmosphere, inviting exploration of the nearby beach.

Condo in Hollywood Beach

4.88 out of 5 average rating, 109 reviews

Oceanview 2BR + luxury amenities @Hyde Beach House

Just a few steps from the beach with amazing views of the ocean from the 29th floor, this stylish 2 bedroom condo has everything you need to relax and play, and is perfectly located to explore South Florida. Spend your day swimming at two pools w/ outdoor cabanas and poolside restaurant/bar service. Sneak in a workout at the fitness center or the tennis and racquetball courts. As night falls, take in a movie at the open air movie theater or play games on the terrace.

Top guest favorite

An expansive view from the sixth floor showcases a large pool surrounded by lounge chairs and palm trees. The ocean sparkles blue in the background, with a sandy beach just beyond the pool area. The scene is bathed in warm sunlight.

Condo in Hollywood Beach

4.89 out of 5 average rating, 100 reviews

Ocean front condo with direct view on beach/ocean

In the Tides in Hollywood. *NO RESORT FEE!* Located on the 6th floor with stunning ocean and pool views and facing south for maximum sunlight. Enjoy this high end modern apartment located between Miami and Fort Laudedale. The complex is right on the beach . The Tides has 2 heated pools , gym , game room , catering ($) and store ($), parking ($), sitting area under tiki , etc Located on South Ocean Dr. near Hallandale Blvd DBPR:CND1622639

Top guest favorite

A private patio features a heated saltwater pool surrounded by lush tropical greenery. A gazebo with comfortable seating and a gas BBQ area is showcased, alongside cozy loungers positioned for relaxation. An umbrella stands ready, providing shade over a dining area nearby.

Home in Poinsettia Heights

5 out of 5 average rating, 104 reviews

Casa Déjàvu 5*spot Heated pool /HotTub /8min Beach

Welcome to CASA DÉJÀ VU A high-end space thoughtfully created just for you, in the heart of Fort Lauderdale. ✔️ 8 min to the beach | 10 min to Las Olas ✔️ Heated saltwater pool + outdoor hot tub ✔️ Garden with gazebo, BBQ & loungers ✔️ 2 beds (King + Queen), fast Wi-Fi ✔️ Fully equipped kitchen + Smart TVs ✔️ Free bikes & beach gear ✔️ Quiet and safe neighborhood ✔️ Free parking + 24/7 hosts