
Vacation rentals with a pool in Hollywood
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Hollywood

Total vacation rentals
Explore 5,220 vacation rentals in Hollywood

Nightly prices starting at
Hollywood vacation rentals start at €17 per night before taxes and fees

Verified guest reviews
Over 137,080 verified reviews to help you choose

Family-friendly vacation rentals
2,840 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 1,290 rentals that welcome pets

Rentals with dedicated workspaces
3,530 properties have a dedicated workspace

Wi-Fi availability
5,100 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
Top-rated rentals with a pool in Hollywood
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Hollywood Sunshine Resort House 4 BDR 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 outlets in every room. Super comfortable beds. Smart Tvs that you can Stream you favorite movies to. Washer and Dryer. Outdoor BBQ. Our home is located Minutes from downtown and Hollywood beach/ boardwalk.

Lyfe Resort Oceanview Luxurious 2-Bedroom
Luxurious Oceanview PH. Perfect for families, group of friends and business. Overlooking the Atlantic Ocean provides the perfect beach getaway. A Resort fee of $40/day plus tax, grants unlimited Wi-Fi, unlimited access to the Gym, the Pool, and the Beach, where they will get 2 lounge chairs, 1 umbrella and towels. Features: Spectacular Sundeck, Private Beach Access, Dining/Cocktails restaurant, Spa, Gym, 2 infinity-edge ocean view swimming pools, cabanas, V.Parking. The Best Central Location

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!

Upscale Hollywood Oasis | Heated Pool & Fire Pit
Indulge in the ultimate Florida escape with this stunning 3-bedroom home. Featuring a high-end open floor plan, state-of-the-art bathrooms, and custom closets. Enjoy the outdoor oasis complete with a heated pool, BBQ grill, fire pit, and a luxurious deck. Relax in the lush landscaping or entertain guests in style. Located minutes from Hollywood Beach, Hard Rock Casino, Fort Lauderdale Airport, and Aventura Mall, this home is the ideal base for exploring all that South Florida has to offer.

| LuxeLanding | Pool+Lounge+Chess+BBQ+Golf+Airport
Discover the magic of Miami at our stunning 4BR/3BA modern retreat in vibrant Little Havana’s west side! This spacious, open-concept home sleeps up to 11 and features a sleek living room, fully stocked kitchen with stainless steel appliances, dinnerware, wine/shot glasses, cookware, tabletop appliances & complimentary coffee. The highlight? A resort-style backyard with a pool, mini golf, life-size chess, cornhole, Connect Four, outdoor pool table, a covered gazebo & deluxe grill/hibachi!

Hollywood Estate - 3 king beds/pool/near beach
Nestled in a serene natural setting, this stylish apartment embrace the beauty of the philosophy of imperfection and simplicity. Surrounded by lush greenery, the interiors feature earthy tones, organic textures, and a minimalist design that creates a peaceful atmosphere. With a perfect balance of modern comfort and natural elements, the space invites relaxation and mindfulness. Just a 6-minute drive from the ocean, this retreat offers the the ideal escape to reconnect with nature.

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.

Curated Luxury Retreat | Pool • Spa • 8 min Beach
Welcome to CASA DÉJÀ VU — a curated luxury retreat designed for travelers who value beauty, privacy, and unforgettable stays in Fort Lauderdale. ✔️ 8 min to the beach | 10 min to Las Olas ✔️ Heated saltwater pool + outdoor hot tub ✔️ Garden with gazebo, BBQ & loungers ✔️ 2 beds (King + Queen), fast Wi-Fi ✔️ Fully equipped kitchen + Smart TVs ✔️ Free bikes & beach gear ✔️ Quiet and safe neighborhood ✔️ Free parking + 24/7 hosts

Modern Oasis, 1 mile to beach heated pool
Escape to our modern 4-bed, 3 bath private oasis, just a short walk from Hollywood Beach & its famous boardwalk. This stunning home comfortably sleeps 8 and features a private heated pool, gourmet kitchen, and luxurious master suites. Perfect for families or groups seeking a stylish South Florida retreat with high-end amenities. Enjoy the ultimate blend of relaxation and convenience in a prime location.

Miami Lux Lake Front Retreat
A destination on its own: 1. Spacious home- over 5500 sqft of living space. 2. Gym with sauna and steam shower. 3. Pool table 4. Gourmet kitchen. 5. Formal dining room. 6. Large TV room with leather sectional, all recliner. 7. Karaoke 8. Kayaks to enjoy the lake 9. Heated Pool 10. Outdoor ping pong 🏓 table 11. Gym 12. Sauna and steam Room

Marriott's BeachPlace Towers Luxury Guest Room
Your Florida dream vacation starts here. Welcome to Marriott's Beach Place Towers in Florida's yacht capital of Fort Lauderdale, where turquoise waterways invite you to explore. Nestled in the heart of South Florida's Gold Coast, our retreat is ideally situated near an array of dining, entertainment and shopping choices, as well as 23 miles of tranquil beaches.

Retreat New Apartment Three Beds / Two Bath Pool
Your apartment is located in the most exquisite area of Miami, Hollywood with a breathtaking terrace and views of green trees and offers an unforgettable stay in peace and quiet. Just a few steps - 3 minutes, the center of Hollywood Boulevard. You can enjoy world-class shopping, famous restaurants and cafes, as well as vibrant nightlife.
Popular amenities for Hollywood rentals with a pool
House rentals with a pool

Upscale Vacation in Hollywood FL

Lakefront Pool Home 10 Minutes to HardRock Stadium

LUXURIOUS SUPER HOST HOLLYWOOD HOUSE, POOL HEATER

•Floasis• Your private FL Oasis 5 min to beach!

Bamboo Bliss | Pizza Oven | Putting Green | Pool

Miami Pines Retreat with Pool !

Private Saltwater Pool - 1 Mile to Beach - 3BR 3BA

Oasis with Insane Outdoor Area Near Wilton Manors
Condo rentals with a pool

Luxury Beach & City View Condo 5 min walk to beach

Gran vista p 36 en Lyfe Beach Resort & Residences

5 Stars LYFE 25fl 1bd on Ocean

Breathtaking ocean views | Alexa, SmartTV, 100Mbps

Beachfront, Walk to Sand, and What a View!

Luxury 3 Bedroom Condo on the Beach, Florida

38th Floor Oceanfront | Stunning Views |World Cup

#1 Luxury Resort Style Fort Lauderdale EPIC POOL
Other vacation rentals with a pool

Private tropical oasis pool & fully fenced garden

Yehuda’s Tropical Villa with Heated Infinity Pool

Downtown Spa & Wellness Suite

Luxurious home near Sawgrass Mall

Hollywood Happy Place | Heated Pool | Near Beach

Modern Pool Villa Near Hard Rock & Beaches

Ocean View Apartment!

•Tiki Tiki Club• Heated pool-Hot Tub-Waterfront
When is the best time to visit Hollywood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €192 | €218 | €218 | €179 | €156 | €164 | €147 | €138 | €125 | €134 | €151 | €178 |
| Avg. temp | 20°C | 21°C | 23°C | 25°C | 27°C | 28°C | 29°C | 29°C | 28°C | 27°C | 24°C | 22°C |
Destinations to explore
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- Fort Lauderdale Beach
- South Beach
- Hard Rock Stadium
- Brickell City Centre
- Bayfront Park
- Miami Beach Convention Center
- Haulover Beach
- University of Miami
- Las Olas Beach
- Midtown
- Bayside Marketplace
- LoanDepot Park
- The Tides on Hollywood Beach
- Bal Harbour Beach
- Greater Fort Lauderdale Broward County Convention Center
- Aventura Mall
- CG Cosmetic Surgery
- Porsche Design Tower
- Amerant Bank Arena
- City Place
- Lauderdale-By-The-Sea Beach
- Dolphin Mall
- Dania Beach
- Dadeland Mall
- Things to do Hollywood
- Things to do Broward County
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