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

Total vacation rentals
Explore 3,730 vacation rentals in Hollywood Beach

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

Verified guest reviews
Over 83,160 verified reviews to help you choose

Family-friendly vacation rentals
1,780 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 670 rentals that welcome pets

Rentals with dedicated workspaces
2,560 properties have a dedicated workspace

Wifi availability
3,680 of Hollywood Beach vacation rentals include wifi access

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

4.5 Average rating
Hollywood Beach stays receive an average rating of 4.5 out of 5 from guests
Top-rated rentals with a pool in Hollywood Beach
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Private Oasis: Pool, Hot Tub, Kayaks, Near Beach
Escape to your own private Las Olas oasis, where every day feels like a vacation. Lounge by the heated pool, soak in the hot tub, and enjoy a tropical backyard designed for unforgettable moments. Dine beneath the gazebo, grill your favorite meals, or relax with a movie or music on the outdoor TV as the Florida sunset sets the perfect mood. Take the kayaks out for an adventure, then return to peaceful evenings under the stars in complete privacy. Minutes from Las Olas Boulevard and the Beach,

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

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.

Sanctuary Salt water heated pool BBQ Grill Oasis
Come and create unforgettable memories in this modernly designed single-family home with a spacious layout and a range of comfortable bedrooms. It features two king-size beds, one queen-size bed, and a twin fold-up bed, as well as an Italian queen-size sofa bed. The house is bathed in natural light and boasts modern amenities that cater to your convenience. Located in a prime location, this house is close to all the tourist areas!! The pool is salt water with heater, Also a grill area

Hollywood City Center- 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.

Rooftop Pool/Ocean view -Gorgeous Apt Hollywood B
Welcome to my GORGEOUS private beach condo in Hollywood Beach ,Florida. Upon entry, you are greeted by floor-to-ceiling windows in the main living space; a formal dining space that is connected to the main living space offers open concept living and entertaining. IMPORTANT: *One time Registration fee ($50+taxes) and *Resort fee ($40+taxes) per Day ( per property ) will be collected by resort at the checkin time since they were not collected by Airbnb during the booking time.

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.

Hollywood Beach Oasis Bungalow
Welcome to our Hollywood Beach Florida Oasis Bungalow. This charming one bedroom, one full bath, corner unit condo is just steps from the Hollywood beach and boardwalk. Inside you will find stunning interior design and views of the ocean from the windows. Relax and cook in, or head out on the town for dinner and ice cream all within walking distance. Property includes outdoor dinning areas, grill and gated pool.

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.

Private Bungalow Steps to Beach | Private Pool
Welcome to Bungalow East in Pompano Beach—ideally located just 200 yards (180m) from the Atlantic Ocean. This private beach bungalow was created with the perfect family getaway in mind, thoughtfully designed to meet the same standards we look for when traveling ourselves. Relax in the tranquil backyard, featuring premium artificial grass beneath a spacious tiki hut in a resort style setting.

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 Beach rentals with a pool
House rentals with a pool

Upscale Vacation in Hollywood FL

Walk to Beach - Spacious Tropical Paradise Villa

Charming Pool Home, 8 min to Beaches

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

Curated Luxury Retreat | Pool • Spa • 8 min Beach

Pool/Pets/Private/2.2 miles to Hollywood Beach

Tranquil 3 Bed 2 Bath Pool Home Mins to the Beach

The Pink Flamingo - Heated Pool, minutes to beach
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!

Retreat New Apartment Three Beds / Two Bath Pool

Oceanfront views and Beach Access Condo 2/2

Luxury 3 Bedroom Condo on the Beach, Florida
Other vacation rentals with a pool

Beautiful apartment on the beach.

Luxury Apartment in Hollywood Beach * Ocean View

Oasis 17

Paradise Resort in Hollywood Florida

Luxury oceanfront condo 3/2 on the beach 16 FL

Ocean View Apartment!

Stylish Condo w/ Partial Ocean View Retreat-CS16

2BR King Suite | Full Kitchen | Sleeps 6
When is the best time to visit Hollywood Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $301 CAD | $347 CAD | $339 CAD | $276 CAD | $237 CAD | $252 CAD | $231 CAD | $213 CAD | $194 CAD | $209 CAD | $234 CAD | $279 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 |
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





