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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 favourite
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 favourite
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 favourite
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
4.96 out of 5 average rating, 114 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

Superhost
A balcony view reveals a stunning seascape, showcasing the turquoise ocean and sandy beach below. The horizon meets the sky with light clouds, while lounge chairs and umbrellas are placed along the shoreline. Nearby buildings complement the coastal ambiance.
Apartment in Sunny Isles Beach
4.82 out of 5 average rating, 293 reviews

SUNNY ISLES HOTEL ROOM FLOOR 24!!! (+ hotel fees)

Te invitamos a disfrutar de nuestra habitación de hotel (200 sq. ft) ubicada en el piso 24 del Marenas Resort, con acceso privado a la playa y las mejores comodidades. Cuenta con una habitación luminosa, cama KING, baño con bañadera c/ ducha y un hermoso balcón con la mejor vista de playa de Sunny Isles. Costos obligatorios (se pagan en recepción): • Resort Fee: $49.55/noche (Sillas de playa, sombrilla y toallas - WiFi - Gym) •Valet Parking: $35/noche (solo si traés auto) • Edad mínima +21

Top guest favourite
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 favourite
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 favourite
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, 138 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 favourite
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 “The guitar” Hotel Casino (2.4 miles) - Ft. Lauderdale-Hollywood International Airport (4.5 miles) - Súper Walmart (1.3 miles) - Aventura Mall (5 miles) - Sawgrass Mills Mall (12 miles) - Tri Rail / Amtrak Station (1.4 miles) Come and relax!

Guest favourite
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.

Guest favourite
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
4.9 out of 5 average rating, 116 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

Guest favourite
A cozy studio is highlighted by a dark sofa facing a dining table set with plates and bowls. A mirrored wall reflects the inviting sleeping area, which features a spacious bed. Light enters through a window, enhancing the airy feel of the space.
Apartment in Hollywood Beach
4.85 out of 5 average rating, 125 reviews

Sand Vibes Studio Steps to Beach• Pool & Parking

Wake up just steps from the beach in this stylish sand-toned studio. Enjoy the comfort of a fully equipped kitchen, assigned free parking, and all the beach essentials you need for a perfect getaway. Relax by the building’s pool, or walk out and have your feet in the sand in minutes. Designed in calming beach-inspired tones, this cozy retreat is ideal for couples, solo travelers, or business stays seeking both comfort and location.

Popular amenities for Hollywood rentals with a pool

When is the best time to visit Hollywood?

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Avg. price$267 CAD$299 CAD$301 CAD$250 CAD$228 CAD$232 CAD$232 CAD$219 CAD$197 CAD$212 CAD$238 CAD$282 CAD
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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 $41 CAD 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 and 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

  • Wifi availability

    4,810 of Hollywood vacation rentals include wifi 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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