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 modern living area features a spacious sectional sofa adorned with decorative pillows, a round coffee table, and a stylish lamp. Floor-to-ceiling windows provide panoramic ocean views, while an abstract art piece adds a touch of elegance to the neutral-toned walls.
Condo in Hollywood Beach
4.92 out of 5 average rating, 123 reviews

5 ★ PH BREATHTAKING Ocean View Brand New 2BR/BTH

Stay in a luxurious 43rd Penthouse surrounded by contemporary art hugging the turquoise sea, with astonishing ocean views with resort style amenities Perfect location to enjoy Miami ✔Master bedroom: king bed, walking closet, bath & tub ✔Guest room: 2 queen beds, private bathroom ✔Fully equipped Kitchen, TV, Sofa, Washer & Dryer ✔Double deck terraces with BBQ ✔2 Infinity Pools & Jacuzzi ✔Gym, Tennis, Basketball & squash courts ✔High-Speed Wi-Fi ✔5min Walk to the Beach/Beach Club See more below!

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 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, 204 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
4.96 out of 5 average rating, 108 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
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, 260 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.

Guest favorite
A private pool glistens under a clear blue sky, surrounded by lush tropical greenery. Lounge chairs are positioned by the pool, and a shallow ledge provides easy access to the water. A glass-walled Florida room is visible in the background, enhancing the serene atmosphere.
Home in Victoria Park
4.91 out of 5 average rating, 191 reviews

Heated Pool HotTub Managed by BNR Vacation Rentals

This gorgeous newly renovated home is every vacationer's dream. This location can't be beaten. We are close to the beaches, restaurants, Galleria Mall, downtown Las Olas, and there is a Free Shuttle!! Enjoy our beautiful backyard oasis with a private pool & heated jacuzzi. This house is high-end with a chef's kitchen, top-of-the-line appliances such as a Sub-zero refrigerator with double freezers, Wolf appliances, and 4 Samsung Plus flat TVs with Netflix and other streaming options available.

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, 210 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!

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
4.9 out of 5 average rating, 124 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!

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
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, 122 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
An ocean view is captured from a balcony, showcasing expansive blue waters. Inside, a spacious bedroom features a king bed with decorative pillows. A round dining table accompanied by four chairs is positioned nearby under stylish pendant lighting, creating a functional dining area.
Condo in Hollywood Beach
4.93 out of 5 average rating, 151 reviews

Free parking | Luxury Condo | Amazing Ocean Views

Wake up in this luxury 2 bedroom apartment. Drink your morning coffee in the huge balcony while looking at the breathtaking ocean views. FREE parking and access to resort amenities. Designer decorated High speed internet King bed and two full beds Two desks for home office Tennis and basketball courts Pool Jacuzzi Steps away from the beach and very close to shopping centers, restaurants, art galleries and attractions. Great for romantic getaways or families.

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.

Popular amenities for Hollywood rentals with a pool

When is the best time to visit Hollywood?

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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 ﺩ.ﺇ110 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

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