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.

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Guest favorite

A private pool area is framed by lush palm trees, creating a serene outdoor oasis. The tranquil water reflects the surrounding greenery, while comfortable loungers invite relaxation. A dining set is visible on the patio, enhancing the inviting ambiance of the space along the New River.

Guesthouse in Laudergate Isles

4.92 out of 5 average rating, 114 reviews

Guest Suite - Private Pool! 15 Minutes to Beaches

Picture yourself relaxing at a PRIVATE pool not shared with other guests! Casita Del Rio, a stunning vacation rental on the New River in Ft. Lauderdale, FL! This private guest suite offers exclusive comfort with an upscale bathroom, refrigerator, microwave, and Keurig. The pool area is, exclusively yours, with loungers for basking in the sun. Book your unforgettable escape less than 20 minutes away from Ft. Lauderdale's stunning beaches, restaurants, and so much more. Questions? Message us :)

Top guest favorite

Sun loungers with rolled towels are arranged beside a serene pool. The travertine pool deck is bordered by lush greenery and palm trees, while a shaded seating area is visible in the background. A light-colored building stands behind the pool, featuring large windows.

Condo in Lake Ridge

4.98 out of 5 average rating, 190 reviews

#1 Luxury Resort Style Fort Lauderdale EPIC POOL

ADULTS ONLY PROPERTY 21+, Welcome to PoolHouse FTL. Enter the gates and feast your eyes on this chic, modern, and luxurious resort style oasis. Each of the one bedroom bungalow style apartments open directly onto the enormous travertine pool and sun deck, and EPIC pool that is heated year round. Private, gated, surrounded by lush tropical landscaping. You may cancel all your plans, and lay poolside for your entire stay. Located minutes from the beaches, downtown and the famous Wilton Manors.

Top guest favorite

A view from the balcony overlooks a serene beachfront and pool area. Palm trees frame the scene, which is illuminated by the sun reflecting off the ocean. The inviting pool, surrounded by lounge chairs, enhances the resort's tranquil atmosphere.

Condo in Hollywood Beach

4.96 out of 5 average rating, 114 reviews

Joy at the Beach

Excellent Ocean view apartment just over the beach with private access to the beach from the pool area. This two bedroom / two bathroom apartment has spacious areas such as living-room and separated dining-room Comfy and very well decorated. You will find here all the appliances you could possibly need to make your stay confortable: Huge 75" 4k Smart TV in the Living-room, 4k Smart TV's in both bedrooms, Fast Internet Wifi (+100mbps), beach amenities, balcony, etc Just walk to the beach!

Top guest favorite

The exterior of the house features a private pool surrounded by a spacious grassy area. A wooden deck with seating is situated at the back, providing a relaxing spot to enjoy the outdoors. Lush palm trees frame the setting, creating a serene atmosphere.

Home in Pompano Beach

4.97 out of 5 average rating, 129 reviews

•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 get to the house you won't want to leave! You will have your own good size pool, a 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!

Guest favorite

Villa in Hollywood Hills

4.84 out of 5 average rating, 101 reviews

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.

Guest favorite

An outdoor area features a heated pool surrounded by travertine flooring. Custom chaise lounges are positioned at the poolside. A gazebo is located to one side, and an outdoor dining table is visible, offering ample space for meals. Lush greenery borders the area for privacy.

Villa in Hollywood Hills

4.9 out of 5 average rating, 120 reviews

Modern 4BR Villa, Spacious Outdoor Heated Pool BBQ

"This house was everything it seems and more!" - June, 2024, Brittany. Discover a stunning villa renovated in 2022! It features 4 spacious bedrooms, 2 stylish baths, and a bright open living area with a modern kitchen. Enjoy the outdoor dining area and gazebo for relaxing days. We can't wait to host you! ☆ Completely Renovated in 2022 ☆ Heated Pool and Gazebo ☆ Hollywood and Hallandale Beach - 15 minutes ☆ Spacious outdoor dining space with lights and fan We always available to assist!

Guest favorite

A modern kitchen features sleek cabinetry, a large marble island with bar seating, and stainless steel appliances. The backsplash is composed of textured stone tiles, and soft lighting illuminates the space, creating a functional and elegant cooking environment.

Villa in Hollywood Lakes

4.97 out of 5 average rating, 182 reviews

Spectacular 5BR/5BA Villa in Hollywood Lakes

HOLLYWOOD VACATION RENTALS (HVR FLORIDA) proudly presents this brand-new, luxury 5-Bedroom / 5-Bathroom villa. Located on one of the most gorgeous blocks of Hollywood Lakes, just minutes from the Hollywood Beach & Boardwalk, restaurants, bars, casinos, and more. Enjoy the brand-new heated pool and stylish patio, perfect for relaxing or entertaining in the Florida sun. This warm and inviting villa was designed to deliver a luxury experience you’ll want to return to again and again.

Superhost

A serene backyard features a refreshing pool surrounded by palm trees and neatly manicured grass. Overhead, a clear blue sky enhances the tranquil waters of the canal visible beyond. Lounge chairs are positioned by the pool, inviting relaxation.

Home in Dania Beach

4.81 out of 5 average rating, 140 reviews

Sunshine Oasis, Pool, Canal, b.b.q, Close to beach

Welcome to your waterfront oasis. Fully remodeled (2 BE/2 BA) with a pool at the backyard and in front of a Canal. Everything you need to complete your South Florida retreat. Enjoy all the amenities offered in the comfort of the pool. Sit at the deck to spend a quiet afternoon fishing, enjoying the sun under the tropical breeze or practicing yoga. 7 minute drive to the beach. Close to restaurants & shops Enjoy the backyard then have a relaxing therapy at the master bedroom sauna!

Superhost

A spacious rooftop pool area is showcased under a clear blue sky, surrounded by lounge chairs and umbrellas. The pool is bordered by a stylish tiled edge, with individuals enjoying the water. Modern structures provide shade and seating nearby.

Apartment in Hollywood Beach

4.83 out of 5 average rating, 115 reviews

Ocean View/Rooftop Pool Beautifull apt Hollywood B

Welcome to my Beautiful 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.

Superhost

A balcony features two comfortable chairs with blue cushions, overlooking the expansive ocean view. The clear glass railing allows for unobstructed views of the water and the shoreline, while the bright blue sky complements the serene coastal scenery.

Condo in Hollywood Beach

4.85 out of 5 average rating, 131 reviews

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

Guest favorite

A serene pool area is lined with palm trees and lounge chairs, reflecting the clear sky above. The building’s modern architecture complements the inviting atmosphere, with shaded seating options nearby, providing a relaxed environment for guests to enjoy the outdoor space.

Condo in Hollywood Beach

4.83 out of 5 average rating, 215 reviews

Sea, City, Sun, views and wonderful surroundings

Very exclusive accommodation, located within a 5-star building, at the foot of the sea, on the famous Ocean Drive Avenue, 5 min from "Aventura Mall", banks, pharmacies, restaurants, entertainment, adventure sites. On the 38th floor with wonderful views of the sea, the canal and the City. Elegance and services, return to stay in a wonderful experience. Porcelain floor with individual carpets which greatly facilitates cleaning and its cost. It has seats and beach umbrella.

Guest favorite

The spacious room features a king-sized bed with crisp white linens. A pink and white curved accent wall adds a modern touch. Adjacent, a stylish chair and a vibrant vanity area are visible, alongside a closet with hangers and a framed window allowing natural light.

Apartment in Miami

4.8 out of 5 average rating, 480 reviews

Super cool unit with a pool in a quiet location

Super cool boutique hotel unit with a pool on Biscayne Boulevard, just a short drive to South Beach and the Design District. This unit offers a private and stylish accommodation for vacationers and business travelers. The room features a comfortable king-sized bed, hangers, a Smart TV and AC. This is a historic MiMo building, charming and nicely renovated. On site parking is available for just $15/day. Street Parking is unavailable. The unit is about 300 SQ/FT