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

Total holiday rentals
Explore 4,950 holiday rentals in Hollywood

Nightly prices starting at
Hollywood holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 133,550 verified reviews to help you choose

Family-friendly holiday rentals
2,640 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 1,240 rentals that welcome pets

Rentals with dedicated workspaces
3,280 properties have a dedicated workspace

Wifi availability
4,890 of Hollywood holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Hollywood rentals

4.5 Average rating
Hollywood stays receive an average rating of 4.5 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.

Giant Pool! HotTub-FirePit-PuttingGreen-N64-Gym!
- GIANT HEATED pool with floats and amenities for everyone - HOT TUB perfect for a chilly night - ICE BARREL 400 to recover and cool off - POWER TOWER chin up and dip station - PUTTING GREEN - FIRE PIT to unwind - Hammock - N64 for 4 players - Coffee Bar - Record Player - EV/Tesla Charger, 48W - Propane Grill and Stocked Kitchen! - 7-Min drive to the beach! - Easily fits - 6 Adults and 4 Children Nows your chance to book the perfect escape for any group looking for the best in Ft Lauderdale!

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

Wall 2 Wall Paradise Direct Ocean front Penthouse
Modern and recently updated suite with 3 large bedrooms and 3 full bathrooms. Wrap around porch with spectacular, breathtaking, panoramic views of the ocean front from the 37th floor of the Lyfe Condominium. Great location, a 1 minute walk to the beach. A 30-min drive to Miami Airport or a 20 min ride to Fort L. Airport. The condo is comfortable and spacious, has 5 beds 1 king, 4 twin beds, a living room couch converts to sleep 2, has a fully equipped kitchen, TV in every room, and free WiFi.

Modern 2BR Apt w/Pool, near downtown & beach
Enjoy comfort and convenience in this delightful 2-bedroom apartment in the heart of Hollywood, Florida. Only **10 minutes from Hollywood Beach**, and **3 minutes from Downtown**, it’s perfectly located to explore the best of the area. The apartment offers two inviting bedrooms, a fully equipped kitchen, and a cozy living area, ideal for unwinding after a day of adventure. Perfect for families or groups seeking a relaxing and memorable stay. ~ 15 minutes away from Hard Rock stadium

Tropical Nest Residence
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.

Spacious 5.5 BR Renovated Villa | Heated Pool Tiki
Upgraded in 2025! Your private, stunning, recently renovated villa! The sleek design offers the feel of a modern home. Enjoy 5.5 bedrooms and 3.5 baths, each designed to satisfy any travel connoisseur: open-concept living space and top-of-the-line kitchen with plenty of natural light. The heated backyard pool, a Tiki Space, and a beautiful outdoor dining area are perfect if skipping a beach day in style. We created this space to allow you to enjoy a lovely vacation away from home.

Harbor Inlet Beach Home! Walkable to Beach! Pool!
Discover South Florida in style at this newly renovated, luxury 4BR/3BA coastal retreat in Fort Lauderdale. Designed for families or groups, this bright open-concept home features spacious living areas, abundant natural light, and upscale finishes throughout. Enjoy a private backyard with grill, plus beach & pool essentials included. Just a 3-minute golf cart ride to Point of Americas Beach, minutes to downtown, the convention center, and all the best of Fort Lauderdale. 🌴✨

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.

VillaPlaya brand new home, modern style resort
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.

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

38th Floor Oceanfront | Stunning Views |World Cup
38th-floor oceanfront condo with spectacular nearly 180° panoramic views of the ocean, canal and city skyline. Located in the heart of Hollywood Beach with direct beach access, pool and gym. Great location near 2026 World Cup venues in South Florida. Steps from the famous Broadwalk. Perfect for up to 4 guests looking to combine beach, comfort and a prime location.
Popular amenities for Hollywood rentals with a pool
House rentals with a pool

Upscale Vacation in Hollywood FL

Heated Saltwater Pool Hollywood Villa 5 mins Beach

4‑BR Villa NEW Pool &Jacuzzi 5‑min to Beach

The Oasis Escape

The Palms/Heated Pool/Bachelorette/6min Port&Beach

NEW Fort Lauderdale Paradise Getaway!

Hollywood Home with Pool, Jacuzzi, BBQ, & Pool Table

Modern pool home on lake near Hardrock FLL airport
Apartment rentals with a pool

Breathtaking OceanFront - 15th Floor (+Resort Fee)

Luxury Resort Style Beach Condo - No Resort Fee!

Gran vista p 36 en Lyfe Beach Resort & Residences

Tides -VIEW -Direct access to the beach-parking

5 Stars LYFE 25fl 1bd on Ocean

Free parking | Luxury Condo | Amazing Ocean Views

Beachfront, Walk to Sand, and What a View!

Oceanfront views and Beach Access Condo 2/2
Other holiday rentals with a pool

Luxurious 4BD Getaway~Heated Pool~Slide~Billiards

Lyfe Resort Oceanview Luxurious 2-Bedroom

Yehuda’s Tropical Villa with Heated Infinity Pool

NEW Luxury 2BR | 5 mins @ FLL I Pool, Gym, EV, FIFA

Designer 4BR Villa | Pool • 30 min to WC Stadium

{Soft Shores} ~Beach ~Pool ~Balcony ~Sleeps 6

Luxury 3BRs Home 4mins to Ocean with Heated Pool

New modern 4 Bedroom+Office,Pool, bbq, game room
When is the best time to visit Hollywood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $284 SGD | $322 SGD | $322 SGD | $234 SGD | $213 SGD | $217 SGD | $217 SGD | $204 SGD | $184 SGD | $198 SGD | $222 SGD | $263 SGD |
| 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
- Seminole Holiday rentals
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- Rentals with pools Broward County
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- South Beach
- Fort Lauderdale Beach
- Bayfront Park
- Bayside Marketplace
- Kaseya Center
- The Tides on Hollywood Beach
- Brickell City Centre
- Miami Beach Convention Center
- Hard Rock Stadium
- Port Everglades
- Midtown
- Haulover Beach
- University of Miami
- LoanDepot Park
- Las Olas Beach
- Lauderdale-By-The-Sea Beach
- Dolphin Mall
- Seminole Hard Rock Hotel and Casino
- Bal Harbour Beach
- Fort Lauderdale Beach
- City Place
- Zoo Miami
- Sawgrass Mills
- Greater Fort Lauderdale Broward County Convention Center
- Things to do Hollywood
- Things to do Broward County
- Sightseeing Broward County
- Sports activities Broward County
- Tours Broward County
- Food and drink Broward County
- Nature and outdoors Broward County
- Things to do Florida
- Food and drink Florida
- Sports activities Florida
- Tours Florida
- Nature and outdoors Florida
- Art and culture Florida
- Wellness Florida
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- Sightseeing Florida
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