
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 $53 NZD 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 and kid-friendly amenities

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

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

Wi-Fi availability
4,890 of Hollywood holiday rentals include Wi-Fi 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.

•Floasis• Your private FL Oasis 5 min to beach!
Kick back, relax and recharge in this calm stylish space! Floasis is located 1.3 miles from the beach, with lots of activities, restaurants and shops nearby... but honestly, once you arrive, you won't want to leave the house! You will have your private good size pool, hot tub, an amazing covered deck to relax and dine and a big grassy area for the kids or dogs to run, yoga, relaxation or just for soaking in the florida weather! It's the perfect oasis for a couple, a small family, or 2 couples!

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.

Majestic Lakeview Villa | Heated pool | kayak |BBQ
Have fun with the whole family at this stylish place. Welcome to your dream getaway!This spacious and luxurious 3-bedroom, 2-bathroom home in Miramar, Florida, offers the perfect blend of relaxation, comfort, and style. Whether you're here for a vacation or a special occasion, you'll love the private heated saltwater pool, stunning lake views, and elegant decor that make this home a perfect retreat. -Miami Airport(30 min) -Fort Lauderdale International Airport(20 min) -Hard Rock Stadium (8 min)

Family Getaway: Heated Pool | HomeTheater | Arcade
Relaxation awaits you in this OWNER MANAGED luxurious, family and dog-friendly Hollywood Hills home! Just 6 minutes from the iconic Hard Rock Guitar Hotel & Casino and 4 miles from stunning white-sand beaches and top-notch dining. This modern smart home boasts high-end furnishings, a chef's kitchen, and a home theater. Unwind in the backyard with a heated pool, lush greenery, an ice-cream mango tree, and cozy outdoor seating! Your perfect getaway awaits! Please message us for our local recs!!

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

4‑BR Villa NEW Pool &Jacuzzi 5‑min to Beach
Renovated 4‑bedroom villa near Hallandale Beach with new pool, hot tub and fenced backyard. 3 rooms have queen beds, and the 4th doubles as a cinema/play room with foosball table and sleeper sofa. Covered cabana includes fans, sofa, TV, fireplace, grill, loungers and jacuzzi. Inside: full kitchen, indoor fireplace, workspace, Wi‑Fi and streaming. On‑site parking, laundry and pet‑friendly-extra fee. Close to Aventura Mall, Gulfstream Park, Hard Rock Casino and Hollywood Beach Boardwalk.

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.

Luxurious waterfront mansion - large heated pool
This Luxurious water front mansion is directly across the intercoastal offering over 240' of dockage, large yacht are welcome Enjoy an incredible Pool and all the comfort and delicate taste. This family-friendly hidden gem offers sun, fun and adventure with watersports, fishing, shopping, dining and much more! Located in the heart of Florida’s Gold Coast, offering some of the warmest and clearest waters, welcoming sandy beaches and calming breezes. An unforgettable vacation awaits you!

FIFA World Cup 2026 -Hard Rock Stadium -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.

Biscayne Bay Studio: Resort Pool & Beach Access
Guest verdict: "A perfect apartment, super responsive hosts, 1000% clean, and amazing amenities and location. We might not ever stay in Miami Beach proper ever again!" This modern studio features a gorgeous view overlooking Downtown Miami & Biscayne Bay. Just steps from Bayfront Park and a 4-minute walk to Bayside Marketplace, its great location provides immediate access to attractions. Ideal for April travelers seeking convenience and a vibrant Miami experience.

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
Popular amenities for Hollywood rentals with a pool
House rentals with a pool

Lakefront Pool Home 10 Minutes to HardRock Stadium

Ivory House- Private Retreat with Pool Near Beach

NEW Fort Lauderdale Paradise Getaway!

Modern pool home on lake near Hardrock FLL airport

Miami Pines Retreat with Pool !

WatersEdge, TropicalHideaway, FLL, MIA, Port, Pool

Pool Oasis • 10 Min to Beach • The Other Hollywood

Sanctuary Salt water heated pool BBQ Grill Oasis
Condo rentals with a pool

Luxury Resort Style Beach Condo - No Resort Fee!

Breathtaking ocean views | Alexa, SmartTV, 100Mbps

Oceanfront views and Beach Access Condo 2/2

Unique Penthouse Condo With Private Terrace

Luxury 3 Bedroom Condo on the Beach, Florida

Wall 2 Wall Paradise Direct Ocean front Penthouse

#1 Luxury Resort Style Fort Lauderdale EPIC POOL

38th Floor Oceanfront | Stunning Views |World Cup
Other holiday rentals with a pool

Upscale Vacation in Hollywood FL

Heated Pool! Waterfront+Kayak! Close 2 Beach!

Yehuda’s Tropical Villa with Heated Infinity Pool

Modern 4BR Villa, Spacious Outdoor Heated Pool BBQ

Serene 2BR 2 Bath|pool|free parking

Stunning house with private pool Close 2 the beach

2BR King Suite | Full Kitchen | Sleeps 6

NEW construction luxury condo-Pool/rooftop/gym
When is the best time to visit Hollywood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $390 NZD | $443 NZD | $443 NZD | $322 NZD | $293 NZD | $299 NZD | $299 NZD | $281 NZD | $253 NZD | $272 NZD | $306 NZD | $362 NZD |
| 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
- Miami Holiday rentals
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- Rentals with a hot tub Hollywood
- Rentals with pools Broward County
- Rentals with pools Florida
- Rentals with pools United States
- Fort Lauderdale Beach
- South Beach
- Hard Rock Stadium
- Port Everglades
- Bayfront Park
- Miami Beach Convention Center
- Haulover Beach
- Brickell City Centre
- University of Miami
- Dolphin Mall
- Kaseya Center
- Sawgrass Mills
- Las Olas Beach
- Seminole Hard Rock Hotel and Casino
- Midtown
- LoanDepot Park
- Bayside Marketplace
- Bal Harbour Beach
- Florida International University
- The Tides on Hollywood Beach
- Greater Fort Lauderdale Broward County Convention Center
- Aventura Mall
- City Place
- Zoo Miami
- Things to do Hollywood
- Things to do Broward County
- Nature and outdoors Broward County
- Sightseeing Broward County
- Food and drink Broward County
- Entertainment Broward County
- Tours Broward County
- Sports activities Broward County
- Things to do Florida
- Wellness Florida
- Art and culture Florida
- Tours Florida
- Entertainment Florida
- Sightseeing Florida
- Food and drink Florida
- Sports activities Florida
- Nature and outdoors Florida
- Things to do United States
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