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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.

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Top guest favorite
A thatched-roof tiki hut provides shade over a seating area, featuring a gray couch and glass coffee table. A hammock is suspended nearby, and a pool reflects the clear sky. The synthetic grass surrounds the area, contributing to a relaxed atmosphere.
Home in Hollywood
4.97 out of 5 average rating, 240 reviews

Hollywood Sunshine Resort Pool House w/ Hot tub

This amazing mini resort has been created with the ultimate comfort of our guests in mind. Enjoy a courtyard and pool deck designed with plenty of outdoor seating and a tiki hut. The property has synthetic grass through out, perfect for kids and family to sit and play on. Super fast Wifi. USB ports in the bedroom. Super comfortable bed. Smart Tv that you can Stream your favorite movies to. Washer/Dryer combo. Outdoor BBQ. Our home is located Minutes from downtown and Hollywood beach/ boardwalk.

Guest favorite
A panoramic view showcases the coastline with clear turquoise waters. High-rise buildings line the shore, while sandy areas suggest beach access. The sky is partly cloudy, with a hint of urban development visible in the background along the adjoining canal.
Condo in Hollywood Beach
4.88 out of 5 average rating, 170 reviews

Gran vista p 36 en Lyfe Beach Resort & Residences

EXCELENTE DEPARTAMENTO DE UN DORMITORIO CON HERMOSAS VISTAS PANORAMICAS Y HERMOSAS AMENIDADES, RESTAURANT, PISCINA, GIMNASIO ETC. RESORT FEE USD 40- DIARIOS MAS TAXES, PERMITE EL USO DE LAS INSTALACIONES TALES COMO EL GIMNASIO Y LA PISCINA Y SERVICIO DE TOALLA DE PISCINA. ACTUALMENTE SE UTILIZA LA PLAYA VECINA AL EDIFICIO. VALET PARKING CON UN FEE DE USD 35- DIARIOS MAS TAXES, OCUPANDO MAS DE 7 DIAS SE REDUCE A USD 30- DIARIOS MAS TAXES REGISTRARSE LUEGO 20 HS TENDRA UN FEE ADICIONAL DE USD 50

Top 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, 213 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
An aerial view reveals a heated pool surrounded by vibrant greenery and tropical palms. Lounge chairs with pink and white stripes are positioned around the pool on a brick patio, enhancing the tranquil outdoor setting of the private home.
Home in Hollywood Lakes
4.97 out of 5 average rating, 115 reviews

The Pink Flamingo - Heated Pool, minutes to beach

Escape to this private and serene tropical setting in sunny South Florida. Lounge or WFH in the screened-in porch or in a chaise by the heated pool. Take a stroll to Holland Park and climb the tower to watch one of the most beautiful sunsets over the Intracoastal or take a quick drive over to the beach and spend the day in the sand and the evening in one of the many restaurants to eat and enjoy the night life on the Boardwalk. DBPR License # DWE1625829 City Vacation License # B9076103-2023

Guest favorite
The backyard features a well-maintained turf area, offering space for outdoor games. A swimming pool is visible, surrounded by tropical plants and lounge chairs. A light blue sky enhances the inviting atmosphere of the space, which is bordered by privacy fencing.
Home in Riverland Village
4.88 out of 5 average rating, 147 reviews

Paradise Home | Private Pool | 10Min to FTLAirport

Escape to this family friendly home located in Fort Lauderdale. Conveniently 10 minutes from the airport and 7 miles from the beach, this stylish property offers the perfect blend of luxury and convenience. Inside, enjoy sleek, welcoming colors with spacious living areas and inviting interior. Step outside to a beautifully landscaped backyard with a private heated pool, outdoor dining for the family, and even some cornhole while you wait for your hot dogs off the grill! Your paradise awaits!

Top guest favorite
A tropical tiki hut features natural thatched roofing and wooden flooring, offering a relaxed seating area with a central coffee table. Surrounding greenery enhances the peaceful ambiance, while a scooter is visible in the background, suggesting a convenient way to explore the area.
Guesthouse in Biscayne Park
4.95 out of 5 average rating, 521 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
A spacious private balcony is shown with modern wooden seating and a coffee table. Potted plants add greenery to the space, while surrounding trees and blue skies create a serene outdoor view. Sunlight fills the area, enhancing the bright atmosphere.
Apartment in Hollywood
4.97 out of 5 average rating, 104 reviews

Modern 2BR Apt w/Pool, near downtown & beach

Enjoy comfort and convenience in this delightful 2-bedroom apartment in the heart of Hollywood, Florida. Only **10 minutes from Hollywood Beach**, and **3 minutes from Downtown**, it’s perfectly located to explore the best of the area. The apartment offers two inviting bedrooms, a fully equipped kitchen, and a cozy living area, ideal for unwinding after a day of adventure. Perfect for families or groups seeking a relaxing and memorable stay. ~ 15 minutes away from Hard Rock stadium

Superhost
A balcony features two comfortable chairs with blue cushions, overlooking the expansive ocean view. The clear glass railing allows for unobstructed views of the water and the shoreline, while the bright blue sky complements the serene coastal scenery.
Condo in Hollywood Beach
4.83 out of 5 average rating, 143 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 serene outdoor space features a heated pool surrounded by lush green grass. Two sun loungers are positioned near the pool, accompanied by a shaded seating area beneath a large umbrella. Palm trees and a wooden fence enhance the tropical atmosphere.
Home in Fort Lauderdale
4.96 out of 5 average rating, 139 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

Top guest favorite
The image features a modern kitchenette with a microwave and refrigerator, set against a patterned backsplash. A small dining table is visible beside the kitchenette, while a door leads to the bathroom area. Soft lighting enhances the clean and organized space.
Guest suite in Hollywood Hills
4.97 out of 5 average rating, 171 reviews

Best Suite in town - Hollywood Hills w/Pool&Patio

It's a cozy, modern, newly remodeled suite, completely independent, with private entrance, patio area, and pool access. Located in a quite, residential neighborhood just minutes away from: - Hollywood Beach (4 miles) - Hard Rock β€œThe guitar” Hotel Casino (2.4 miles) - Ft. Lauderdale-Hollywood International Airport (4.5 miles) - SΓΊper Walmart (1.3 miles) - Aventura Mall (5 miles) - Sawgrass Mills Mall (12 miles) - Tri Rail / Amtrak Station (1.4 miles) Come and relax!

Guest favorite
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
4.89 out of 5 average rating, 127 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.

Guest favorite
A modern dining area is showcased with a round table surrounded by four light grey upholstered chairs. Two stylish light fixtures hang above, casting a warm glow. Expansive glass doors provide panoramic views of the coastline and city skyline, enhancing the space with natural light.
Condo in Hollywood Beach
4.88 out of 5 average rating, 102 reviews

Hyde sobre la bahia 5 * ocean and bay view

Hyde Beach House (overlooking the Bay) Amazing 2 bedroom 2 bathroom apartment. On the corner, 17th floor. Very comfortable beds. Fully equipped. Crib and baby chair. It has a full set of dishes as well as full cooking equipment Excellent views of the beach and bay. You can have breakfast or dinner on the balcony, beautiful sunsets. Have a glass of wine while watching the boats pass by the bay. You're going to fall in love with the views.

Popular amenities for Hollywood rentals with a pool

When is the best time to visit Hollywood?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$40,769 GYDG$45,787 GYDG$45,996 GYDG$38,260 GYDG$34,915 GYDG$35,542 GYDG$35,542 GYDG$33,452 GYDG$30,107 GYDG$32,406 GYDG$36,379 GYDG$43,069 GYD
Avg. temp20Β°C21Β°C23Β°C25Β°C27Β°C28Β°C29Β°C29Β°C28Β°C27Β°C24Β°C22Β°C

Quick stats about vacation rentals with a pool in Hollywood

  • Total vacation rentals

    Explore 4,880 vacation rentals in Hollywood

  • Nightly prices starting at

    Hollywood vacation rentals start at G$6,272Β GYD per night before taxes and fees

  • Verified guest reviews

    Over 125,960 verified reviews to help you choose

  • Family-friendly vacation rentals

    2,530 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 1,240 rentals that welcome pets

  • Rentals with dedicated workspaces

    3,280 properties have a dedicated workspace

  • Wi-Fi availability

    4,810 of Hollywood vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Hollywood rentals

  • 4.6 Average rating

    Hollywood stays receive an average rating of 4.6 out of 5 from guests

  • Nearby attractions

    Hollywood's top spots, include Margaritaville Hollywood Beach Resort, Dania Beach, and Port Everglades

Destinations to explore

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