
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.

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

NEW construction luxury condo-Pool/rooftop/gym
Enjoy a stylish experience at this centrally-located place. This brand new condo is decorated with intentional minimalistic decor while still providing a cozy atmosphere. Convenient, free parking on the premises is included. located right in the Middle of everything! 17 mins from fort L. Airport 10 mins drive to the beach 5 mins away from target 10 mins away from Walmart 4 mins away from Publix Walking distance to Hollywood blvd where you’ll find so many fantastic restaurants, bars & clubs.

Oceanfront views and Beach Access Condo 2/2
Welcome to our oceanfront condo located right on the Hollywood Boardwalk! Our spacious 2 bedroom, 2 bath condo is the perfect home base for your next beach vacation. Private entry, shared balcony where you can relax and enjoy the fresh ocean breeze and stunning views of the beach. The building includes a beachfront pool and one assigned parking space. Plus, with the Hollywood Boardwalk right at your doorstep, you'll have access to an array of restaurants, bars, and shops just steps away.

Casa D Beach
Not a shared space . I price this house often half of any other house in area to help travelers have a beautiful home at a reasonable cost Heated pool and hot tub.beach chairs and umbrella provided. just an affortable home. Super Host 2500 reviews since 2013. Your very own private tropical oasis. lush landscaping all around. as if your on an island. 5 mins to ftl airport .2 miles from the beach. Nothing spared to make this a real eye catcher.come enjoy this beautiful home with a great host

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.

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

Downtown Spa & Wellness Suite
Are you looking for the perfect south Florida hollywood beach location to relax, unwind, spa, get creative and reset? Look no further. The unit is located in the heart downtown hollywood but it’s your own private luxury sanctuary boating an infrared sauna, jacuzzi, red light therapy shower, electromagnetic crystal table and multiple massage therapy options (chair, ai spine reset, neck/upper back hizo). Jump on the peloton, do yoga, paint, fit a workout in… if you want.

Free parking | Luxury Condo | Amazing Ocean Views
Wake up in this luxury 2 bedroom apartment. Drink your morning coffee in the huge balcony while looking at the breathtaking ocean views. FREE parking and access to resort amenities. Designer decorated High speed internet King bed and two full beds Two desks for home office Tennis and basketball courts Pool Jacuzzi Steps away from the beach and very close to shopping centers, restaurants, art galleries and attractions. Great for romantic getaways or families.

{Soft Sands} ~Beach ~ Pool ~ Balcony ~ Sleeps 6
Escape to Soft Sands where modern luxury meets refined coastal elegance just minutes from Hollywood Beach. This stunning 2-bedroom, 2-bathroom residence is spacious, meticulously designed, and filled with natural light. The complex offers premium amenities, including a rooftop pool, fitness center, spa, rooftop cafe, and secure private parking. Only minutes from the beach and from downtown Hollywood circle, this gorgeous condo is close to everything you need!

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.

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.

Lagöm Villas | LUXURY 4 minutes from the beach
Located in the highly sought-after Northlake area, this beautiful villa has a unique character, thanks to its charm and the comfort it offers. Carefully organized to optimize space and featuring a premium interior finish, this tropical-inspired oasis is ideal for living indoors and outdoors and is perfect for relaxing or entertaining. With its abundant windows, natural light circulates in every room.
Popular amenities for Hollywood rentals with a pool
House rentals with a pool

Upscale Vacation in Hollywood FL

[Top Pick] Lakefront Retreat Perfect for Family

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

LUXURIOUS SUPER HOST HOLLYWOOD HOUSE, POOL HEATER

4br Modern Villa with heated pool /Basketball /BBQ

Curated Luxury Retreat | Pool • Spa • 8 min Beach

WatersEdge, TropicalHideaway, FLL, MIA, Port, Pool

Topo Encanto-Modern Villa in Sundrenched Paradise!
Condo rentals with a pool

Ocean Seaside, gated and tranquil vacation home.

Florida Sunset Retreat 𝙗𝙮 𝙎𝙏𝘼𝙔 𝙏𝙊𝘿𝘼𝙔

Gran vista p 36 en Lyfe Beach Resort & Residences

Beautiful Luxury apartment in Hollywood 1/1

Oceanview 2BR + luxury amenities @Hyde Beach House

ON CANAL! Pool+Walk to BEACH! Boat Watch! 1b/1b

Breathtaking ocean views | Alexa, SmartTV, 100Mbps

Beach Resort-Views-Luxe-Heated Pool-No resort fee
Other vacation rentals with a pool

• Peaceful Oceanfront Retreat with Stunning Views

Beachfront Luxe Corner Penthouse|Gym|Heated Pool

1 Bedroom Ocean View Condo In Hollywood Beach

NEW Fort Lauderdale Paradise Getaway!

Hollywood Haven Private Pool BBQ Mini Golf

Hollywood. Tides Condo 15Z 1 Bd, 1Bth, seaview

Stillwater Serenity Suite.

Private Saltwater Pool - 1 Mile to Beach - 3BR 3BA
When is the best time to visit Hollywood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $271 CAD | $304 CAD | $306 CAD | $254 CAD | $232 CAD | $236 CAD | $236 CAD | $222 CAD | $200 CAD | $215 CAD | $242 CAD | $286 CAD |
| 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 |
Quick stats about vacation rentals with a pool in Hollywood

Total vacation rentals
Explore 4,880 vacation rentals in Hollywood

Nightly prices starting at
Hollywood vacation rentals start at $42 CAD per night before taxes and fees

Verified guest reviews
Over 125,960 verified reviews to help you choose

Family-friendly vacation rentals
2,530 properties offer extra space and kid-friendly amenities

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

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

Wifi availability
4,810 of Hollywood vacation rentals include wifi 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
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- South Beach
- Fort Lauderdale Beach
- Bayfront Park
- The Tides on Hollywood Beach
- Bayside Marketplace
- Kaseya Center
- Brickell City Centre
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- Hard Rock Stadium
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