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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 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!

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, 274 reviews

La mejor vista de 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
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 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.

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, 132 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!

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!

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 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
An outdoor tiki hut is highlighted with warm lighting, featuring comfortable seating arrangements around a fire pit. The setting overlooks a tranquil waterway, with a heated saltwater pool nearby and kayaks visible along the dock.
Home in Pompano Beach
4.98 out of 5 average rating, 171 reviews

Near Beach/kayaks/HtdPool/Tiki/BBQ/Gameroom

⭐️RANKED TOP 10% OF HOMES ON AIRBNB 🌊Heated Salt Water Pool (85 degrees year round free of charge) 🌴2 bedrooms plus 3rd Game room with full size futon bed and lockable doors as a 3rd room 🚣Free Kayaks and Paddle boards right off the dock 🐠 70 ft Waterfront / FISH RIGHT OFF THE DOCK 🔥Tiki hut with fire pit & outdoor seating/ BBQ grill 🎯Gameroom 🏡 Fully remodeled home 📺TVs in each bedroom 🏝️Only 2.5 miles to beach! ⛱️Beach essentials included 🚘 4 parking spaces

Top guest favorite
The spacious outdoor area features a heated pool surrounded by a deck with lounge chairs. Lush greenery creates a private atmosphere, while a soft sunset sky casts warm colors over the scene. Adirondack chairs are positioned nearby for additional relaxation.
Home in Pompano Beach
4.95 out of 5 average rating, 308 reviews

•Sunhouse• Heated Pool Oasis 5 min to beach!

Welcome to Sunhouse, your private pool oasis in the perfect location: Just 1 mile from the beach and the Pompano Beach Fishing Village! This house is the perfect Florida escape with everything you need and the luxury of your own (BIG) heated pool! Relax in the backyard with comfy loungers, adirondack chairs, BBQ, and pool toys. Want to explore? Hop on our bikes for a quick 10-minute ride to one of Florida's best beaches, where you'll find great restaurants & shops!

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
The living area features a round dining table accompanied by four chairs, set against a backdrop of floor-to-ceiling windows offering expansive city and ocean views. A comfortable couch faces a flat-screen TV, while potted greenery adds a touch of natural beauty to the space.
Condo in Hollywood Beach
4.91 out of 5 average rating, 105 reviews

Luxury 2-Bedroom at the Hyde Beach. Gorgeous view.

🌟Experience the perfect balance of style and relaxation in this elegant coastal retreat. Start your day with coffee on the private balcony and enjoy resort-style living designed for comfort and ease. Every detail has been thoughtfully arranged to create a smooth, comfortable, and memorable stay with access to pools, a fitness center, and the beach. ⚠️Kindly review and agree to everything described in "Other things to note"⚠️

Popular amenities for Hollywood rentals with a pool

When is the best time to visit Hollywood?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$40,827 GYDG$45,851 GYDG$46,061 GYDG$38,314 GYDG$34,964 GYDG$35,592 GYDG$35,592 GYDG$33,499 GYDG$30,149 GYDG$34,336 GYDG$34,336 GYDG$39,152 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$6,281 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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  5. Hollywood
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