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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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Guest favorite
A bright living area features a large sectional sofa with decorative pillows, alongside a cozy seating arrangement. Natural light streams through floor-to-ceiling windows adorned with sheer curtains, providing a view of the beach. Potted plants and a decorative swing enhance the inviting ambiance.
Apartment in Hollywood Beach
4.93 out of 5 average rating, 275 reviews

The best view in Miami!

Best view ever! You’ll love my place because of its location. This apartment is great for families! The unit is super spacious!! 1070 square feet!! Right on the beach! You’ll find everything you’ll need for a perfect stay. Quiet by night, fun by day Please be aware that both check in and check out must take place with the host . Additional fees Fob: USD 30 every 2 adults Weekly Parking: USD 100 (1-7 nights) Please note that parking pass reimbursable deposit will be charged only in cash ($20)

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, 234 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, 164 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, 203 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
A serene outdoor space featuring a heated pool surrounded by palm trees and lounge chairs. A wooden dock extends into the intracoastal waterway, providing a picturesque view. The patio area includes shaded seating arrangements, creating an inviting setting for relaxation.
Condo in Pompano Beach
4.85 out of 5 average rating, 259 reviews

ON CANAL! Pool+Walk to BEACH! Boat Watch! 1b/1b

Beautiful 1 bedroom condo located directly on the intracoastal with a heated pool. This unit DOES NOT have water view from the condo BUT has amazing views of the intracoastal waterway from the patio/pool area. Enjoy watching the yachts sail by along with taking in amazing sunsets from the dock. Work from home, 1 block from the beach! Quiet and peaceful. Within walking distance to many shops and local amenities! Perfect for couples, young families and groups of friends traveling together.

Top guest favorite
A spacious balcony offers a clear view of the ocean, featuring bright blue water meeting a clear sky. The railings are glass, allowing unobstructed sightlines of the beach and waves, while sun loungers and umbrellas can be seen on the sandy shore below.
Condo in Sunny Isles Beach
4.93 out of 5 average rating, 209 reviews

SUNNY ISLES GORGEOUS 15A OCEAN FRONT (+hotel fees)

Te invitamos a disfrutar de nuestro ocean front ubicado en el piso 15 del Marenas Resort (900 sq), con acceso privado a la playa y las mejores comodidades. Ofrecemos un apart con cocina completa (vajilla completa), cafetera, lavaplatos, lava-secarropas, living moderno con sofa cama, toilette; habitación en suite con la mejor vista de playa. RESORT FEES A PAGAR EN EL FRONT DESK DEL HOTEL x NOCHE u$s49.55 (Servicio de playa, wifi, gym) - u$s35 valet parking (si tiene auto). Te esperamos!

Top guest favorite
A spacious dining area features a large wooden table surrounded by stylish chairs. Distinctive pendant lighting hangs above, casting a warm glow. A decorative bowl rests center-stage on the table, while greenery and artwork add subtle accents to the inviting space.
Apartment in Lake Ridge
4.99 out of 5 average rating, 154 reviews

Cozy Oasis for 2 w/ Insta-worthy Tropical Pool*

💰No nickel & diming — AirBnb & cleaning fees in nightly rate! 👙 New resort-style tropical pool & hottub 🏠 Super stylish & comfortable 🌆 2 mi to beach & downtown. 🛌🏽 Westin Heavenly Bed; ultimate comfort and sleep ✅ Kitchen is fully stocked; 🏖️ Beach chairs, towels, & sport-brellas available for you. 🐶 Low pet fee 💻 WFH ready - Super high speed internet. 📺 Large Smart TVs in both bedrooms & living rooms 😊 Hosts with a service heart (we’re here to make your trip perfect!!)

Guest favorite
The living area features a contemporary design with a comfortable sofa and a workspace, complemented by large windows allowing natural light to fill the space. The rooftop pool area showcases ample lounge chairs and umbrellas, with a vibrant atmosphere enhanced by sunny skies and a well-maintained pool.
Apartment in Hollywood Beach
4.84 out of 5 average rating, 129 reviews

Rooftop Pool/Ocean view -Gorgeous Apt Hollywood B

Welcome to my GORGEOUS private beach condo in Hollywood Beach ,Florida. Upon entry, you are greeted by floor-to-ceiling windows in the main living space; a formal dining space that is connected to the main living space offers open concept living and entertaining. IMPORTANT: *One time Registration fee ($50+taxes) and *Resort fee ($40+taxes) per Day ( per property ) will be collected by resort at the checkin time since they were not collected by Airbnb during the booking time.

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, 133 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, 164 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 favorite
The outdoor area features a heated pool surrounded by elegant stone flooring. Lounge chairs are positioned beside the pool, and a built-in gas grill can be seen against the backdrop of modern architecture. Lush greenery adds a touch of nature to the inviting space.
Home in Tarpon River
4.98 out of 5 average rating, 115 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
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, 112 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

Popular amenities for Hollywood rentals with a pool

When is the best time to visit Hollywood?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$40,700 GYDG$45,709 GYDG$45,918 GYDG$38,195 GYDG$34,856 GYDG$35,482 GYDG$35,482 GYDG$33,395 GYDG$30,055 GYDG$34,230 GYDG$34,230 GYDG$39,030 GYD
Avg. temp20°C21°C23°C25°C27°C28°C29°C29°C28°C27°C24°C22°C

Quick stats about vacation rentals with a pool in Hollywood

  • Total vacation rentals

    Explore 5,080 vacation rentals in Hollywood

  • Nightly prices starting at

    Hollywood vacation rentals start at G$6,262 GYD per night before taxes and fees

  • Verified guest reviews

    Over 134,800 verified reviews to help you choose

  • Family-friendly vacation rentals

    2,580 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 1,250 rentals that welcome pets

  • Rentals with dedicated workspaces

    3,260 properties have a dedicated workspace

  • Wi-Fi availability

    5,000 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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