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
Home in Hollywood Lakes
4.96 out of 5 average rating, 299 reviews

Popular Beach House~Heated Pool~Walk To The Beach!

Located in the east Hollywood lakes neighborhood our home is only 2 blocks away from the amazing Hollywood Beach broad walk, and 3 Minutes from downtown. Amazing waterways surround our neighborhood, perfect for sunset walks. Our home is Super clean and Updated. Enjoy a big fenced in yard, pool, ping pong table, BBQ Grill, gas range, and a fully equipped kitchen. You will also enjoy our Amazing outdoor furniture and a 75 inch smart TV you can stream your favorite shows to. Perfect for relaxation

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
4.97 out of 5 average rating, 196 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
An aerial view captures a modern home featuring a solar-paneled roof and a private pool. A spacious patio area with seating options is visible beside the pool. Lush greenery and neighboring properties provide a tranquil atmosphere.
Home in Davie
5 out of 5 average rating, 127 reviews

Modern pool home on lake near Hardrock FLL airport

Luxurious lakefront pool home, newly remodeled modern design, conveniently located within minutes of Hardrock Hotel & Casino and Ftl airport. Spacious enough for the whole family. Private and quiet. Sit by the pool and watch the beautiful Florida sunsets or head east 15 minutes to the famous Ft. Lauderdale beach. Enjoy the firepit, light up the BBQ, and enjoy the day poolside. Publix is located less than 1 minute away. Looking for a rental car for your trip? Message me today for more info!

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, 101 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 sleek living area is highlighted by polished porcelain floors and reflective stretch ceilings. A grand piano adds elegance, while white sofas and a glass coffee table enhance the spaciousness. The open layout connects seamlessly to a modern kitchen in the background.
Condo in Sunny Isles Beach
4.93 out of 5 average rating, 124 reviews

Luxury Beach & City View Condo 5 min walk to beach

Soak in sweeping ocean and city skyline views from this ultra-luxury 12th-floor condo in the coveted Ocean Reserve—just steps from one of America’s top-rated beaches! Whether you're here for a weekend getaway or an extended escape, Sunny Isles offers beauty, excitement, and relaxation. Enjoy access to top-tier resort amenities: a heated pool, tennis court, modern gym, children’s playground, splash park, soccer field, on-site salon, convenience store, secure parking, 24/7 security, and more!

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, 122 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!

Superhost
Condo in Hollywood Beach
4.83 out of 5 average rating, 216 reviews

Sea, City, Sun, views and wonderful surroundings

Beautiful departament on the 38th floor, overlooking the ocean on Ocean Drive. Marvelous views of the ocean, the Byscaine Canal, and the city. Shopping centers, Costco, Walmart, Banks, restaurants are within a 2-mile radius. High-security, access cards, digital ID, and 24-hour CCTV. 9th Floor: Fully equipped gym and spa, yacuzzi, swimming pools. Beach: Service parasols, benches and towels, beach volleyball and exclusive bar. All asure you a wonderful experiencie, as all reviews say.

Guest favorite
An outdoor area features a heated infinity pool and hot tub, surrounded by lush greenery and palm trees. Soft lighting creates a relaxing atmosphere, while a patio with outdoor seating and dining options is visible in the background, enhancing the serene waterfront view.
Home in Wilton Manors
4.96 out of 5 average rating, 114 reviews

HOSTS 8 Adults+4 Kids Waterfront/Pool/Hot Tub

Welcome to your luxurious waterfront Infinity pool home for up to 8 adults plus kids including 2 kayaks! Located minutes from pristine beaches, world-class dining, and vibrant nightlife, this waterfront oasis provides easy access to the best that Florida has to offer. Whether you're seeking adventure or relaxation, you'll find it all right here. Experience the magic of waterfront living in this luxurious home with an infinity pool on a tranquil water canal. Your dream vacation awaits!

Superhost
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
4.82 out of 5 average rating, 137 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
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, 112 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.

Top guest favorite
A modern villa exterior features clean lines and large glass windows, allowing natural light to brighten the facade. The driveway leads to a spacious garage, while lush greenery and tropical plants enhance the landscape. The vibrant blue sky provides a clear contrast to the home's contemporary design.
Home in Tarpon River
4.98 out of 5 average rating, 124 reviews

Topo Encanto-Modern Villa in Sundrenched Paradise!

Newly built Topo Encanto is a private luxury villa in an upscale neighborhood close to Las Olas and fabulous beaches. This stunning home comes with a free heated pool, free live TV, cutting edge furnishings, a fully stocked kitchen and super fast fiber wi-fi. When booking, please correctly state the number of guests and have reviewed our House Rules via the link at the bottom of this page. See you soon!

Guest favorite
A balcony view showcases two flutes of yellow beverages beside two small cups. A plate with two croissants rests on a table, with the golden sunrise reflecting on the ocean in the background, creating a serene atmosphere.
Condo in Hollywood Beach
4.9 out of 5 average rating, 148 reviews

Beachfront and Lovely Unit Near Aventura Mall

This stylish place to stay is perfect for a romantic getaway. Located in Hollywood luxurious Hyde Beach Resort overlooking the Atlantic Ocean. Stunning views, Top of the line kitchen appliances including Subzero refrigerator and Wolf ovens. Washer and Dryer inside unit. Free Wifi/Internet. Includes Beach Service of 2 lounge chairs with umbrella. Minutes from Aventura Mall and Gulfstream Horsetrack.

Popular amenities for Hollywood rentals with a pool

When is the best time to visit Hollywood?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$40,796 GYDG$45,817 GYDG$46,026 GYDG$38,286 GYDG$34,938 GYDG$35,566 GYDG$35,566 GYDG$33,474 GYDG$30,126 GYDG$34,311 GYDG$34,311 GYDG$39,122 GYD
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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 G$6,276 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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