Holiday rentals with a pool in Hollywood

4.81 out of 5 average rating, 126 reviews

A spacious suite featuring a king size bed with crisp white linens. Dark accent walls provide contrast against light wooden flooring. Natural light enters through large windows adorned with sheer curtains, while a small desk and tasteful decorative elements complete the stylish environment.

Flat in Coconut Grove

Coconut Grove Stunning City View Suite Free Park

INCREDIBLE VALUE! First, a $30 gift card to our restaurant GreenStreet and a bottle of champagne will be awaiting you in your room! In Coconut Grove, this privately owned & renovated bright suite on the 15th floor of a luxurious waterfront property offers breathtaking city views, is fully equipped for 2 w/ a king size bed & full bath. Enjoy all the luxury amenities this property has to offer, pool & hot-tub with incredible bay views, penthouse gym, sauna, business center, 24-hr security, squash

4.97 out of 5 average rating, 239 reviews

A thatched-roof tiki hut provides shade over a seating area, featuring a gray couch and glass coffee table. A hammock is suspended nearby, and a pool reflects the clear sky. The synthetic grass surrounds the area, contributing to a relaxed atmosphere.

Home in Hollywood

Hollywood Sunshine Resort Pool House 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 ports in the bedroom. Super comfortable bed. Smart Tv that you can Stream your favorite movies to. Washer/Dryer combo. Outdoor BBQ. Our home is located Minutes from downtown and Hollywood beach/ boardwalk.

A panoramic view showcases the coastline with clear turquoise waters. High-rise buildings line the shore, while sandy areas suggest beach access. The sky is partly cloudy, with a hint of urban development visible in the background along the adjoining canal.

4.88 out of 5 average rating, 168 reviews

Gran vista p 36 en Lyfe Beach Resort & Residences

EXCELENTE DEPARTAMENTO DE UN DORMITORIO CON HERMOSAS VISTAS PANORAMICAS Y HERMOSAS AMENIDADES, RESTAURANT, PISCINA, GIMNASIO ETC. RESORT FEE USD 40- DIARIOS MAS TAXES, PERMITE EL USO DE LAS INSTALACIONES TALES COMO EL GIMNASIO Y LA PISCINA Y SERVICIO DE TOALLA DE PISCINA. ACTUALMENTE SE UTILIZA LA PLAYA VECINA AL EDIFICIO. VALET PARKING CON UN FEE DE USD 35- DIARIOS MAS TAXES, OCUPANDO MAS DE 7 DIAS SE REDUCE A USD 30- DIARIOS MAS TAXES REGISTRARSE LUEGO 20 HS TENDRA UN FEE ADICIONAL DE USD 50

4.97 out of 5 average rating, 238 reviews

A large pool is surrounded by tropical landscaping, featuring several white loungers with umbrellas positioned nearby. The water reflects sunlight, creating a serene atmosphere. In the background, additional outdoor seating and shaded areas provide options for relaxation.

Apartment in Lake Ridge

#2 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.

4.96 out of 5 average rating, 114 reviews

An aerial view reveals a heated pool surrounded by vibrant greenery and tropical palms. Lounge chairs with pink and white stripes are positioned around the pool on a brick patio, enhancing the tranquil outdoor setting of the private home.

Home in Hollywood Lakes

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

Apartment in Pompano Beach

A serene outdoor space featuring a heated pool surrounded by palm trees and lounge chairs. A wooden dock extends into the intracoastal waterway, providing a picturesque view. The patio area includes shaded seating arrangements, creating an inviting setting for relaxation.

4.85 out of 5 average rating, 266 reviews

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

Beautiful 1 bedroom condo located directly on the intracoastal with a heated pool. This unit DOES NOT have water view from the condo BUT has amazing views of the intracoastal waterway from the patio/pool area. Enjoy watching the yachts sail by along with taking in amazing sunsets from the dock. Work from home, 1 block from the beach! Quiet and peaceful. Within walking distance to many shops and local amenities! Perfect for couples, young families and groups of friends traveling together.

An aerial view captures a vibrant coastal area, featuring a series of buildings lining the shore, with the ocean sparkling in shades of blue. A waterway runs parallel to the beach, with boats visible dotting the scene, reflecting a warm, sunny atmosphere.

4.81 out of 5 average rating, 36 reviews

Luxury Apartment in Hollywood Beach * Ocean View

This Beautiful and Luxurious apartment with balcony will let you enjoy of great view of the beach and the beautiful sunset. This Condo Hotel is in a great location, surrounded by multiples stores, restaurants, bars and live music events. Everything is near by, only a couple of minutes walking. The Location has a Rooftop Infinity Pool, Hot Tub, gym, and Sundeck area, which will make your stay unforgettable. Daily resort fee is not included in the rate. All fees are payable at check in.

The living area features a contemporary design with a comfortable sofa and a workspace, complemented by large windows allowing natural light to fill the space. The rooftop pool area showcases ample lounge chairs and umbrellas, with a vibrant atmosphere enhanced by sunny skies and a well-maintained pool.

4.85 out of 5 average rating, 132 reviews

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.

4.96 out of 5 average rating, 137 reviews

A serene outdoor space features a heated pool surrounded by lush green grass. Two sun loungers are positioned near the pool, accompanied by a shaded seating area beneath a large umbrella. Palm trees and a wooden fence enhance the tropical atmosphere.

Home in Fort Lauderdale

Casita Bonita, Heated Pool, Patio Paradise

Welcome to our exquisite Fort Lauderdale retreat! This luxurious Airbnb offers an unforgettable vacation experience, combining elegance, comfort, and the ultimate in relaxation. Nestled in the vibrant city of Fort Lauderdale, our property boasts a heated pool, a charming pergola, outdoor fireplace, mini golf, game of cornhole, and so much more. Destinations: Fort Lauderdale Airport 14min Las Olas Blvd 6min Fort Lauderdale Beach 6min Hard Rock Casino 12min Sawgrass Mall 19 min

Guest suite in Hollywood Hills

The image features a modern kitchenette with a microwave and refrigerator, set against a patterned backsplash. A small dining table is visible beside the kitchenette, while a door leads to the bathroom area. Soft lighting enhances the clean and organized space.

4.97 out of 5 average rating, 169 reviews

Best Suite in town - Hollywood Hills w/Pool&Patio

It's a cozy, modern, newly remodeled suite, completely independent, with private entrance, patio area, and pool access. Located in a quite, residential neighborhood just minutes away from: - Hollywood Beach (4 miles) - Hard Rock “The guitar” Hotel Casino (2.4 miles) - Ft. Lauderdale-Hollywood International Airport (4.5 miles) - Súper Walmart (1.3 miles) - Aventura Mall (5 miles) - Sawgrass Mills Mall (12 miles) - Tri Rail / Amtrak Station (1.4 miles) Come and relax!

A balcony view showcases two flutes of yellow beverages beside two small cups. A plate with two croissants rests on a table, with the golden sunrise reflecting on the ocean in the background, creating a serene atmosphere.

4.88 out of 5 average rating, 157 reviews

Beachfront and Lovely Unit Near Aventura Mall

This stylish place to stay is perfect for a romantic getaway. Located in Hollywood luxurious Hyde Beach Resort overlooking the Atlantic Ocean. Stunning views, Top of the line kitchen appliances including Subzero refrigerator and Wolf ovens. Washer and Dryer inside unit. Free Wifi/Internet. Includes Beach Service of 2 lounge chairs with umbrella. Minutes from Aventura Mall and Gulfstream Horsetrack.

Home in Poinsettia Heights

A private patio features a heated saltwater pool surrounded by lush tropical greenery. A gazebo with comfortable seating and a gas BBQ area is showcased, alongside cozy loungers positioned for relaxation. An umbrella stands ready, providing shade over a dining area nearby.

5 out of 5 average rating, 127 reviews

Casa Déjàvu 5*spot Heated pool /HotTub /8min Beach

Welcome to CASA DÉJÀ VU A high-end space thoughtfully created just for you, in the heart of 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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in North Miami Beach

A modern living space features a sectional couch facing a large flat-screen TV mounted on a sleek white console. Natural light floods in through glass doors, revealing a view of the outdoor area. A round coffee table sits in front, complemented by a modern floor lamp.

4.99 out of 5 average rating, 117 reviews

4BR Miami Villa | Heated Pool | BBQ | Near Beach

4.98 out of 5 average rating, 119 reviews

The outdoor area features a heated pool surrounded by elegant stone flooring. Lounge chairs are positioned beside the pool, and a built-in gas grill can be seen against the backdrop of modern architecture. Lush greenery adds a touch of nature to the inviting space.

Home in Tarpon River

***VillaPlaya brand new home, modern style resort!

4.97 out of 5 average rating, 143 reviews

A private backyard features a heated saltwater pool surrounded by laid-back lounge chairs. Soft yellow side tables complement the setting, while a shaded patio area provides ample space for relaxation. Lush greenery and palm trees enhance the tranquil environment.

Home in Pompano Beach

Game Room, Salt Heated Pool Short Walk 2 the BEACH

4.89 out of 5 average rating, 142 reviews

A vibrant outdoor space includes a thatched-roof tiki hut with seating, surrounded by lush tropical foliage. Two kayaks are visible on the dock, alongside PVC stationary chairs. The tranquil waterfront is framed by a wooden deck, providing access to the home’s inviting backyard.

Home in Pompano Beach

Heated Pool + Kayaks! Tiki Hut & Close To Beach!

4.9 out of 5 average rating, 205 reviews

Home in Hollywood Lakes

Top 10% in Hollywood FL 4BR Family Home Mins Beach

4.97 out of 5 average rating, 141 reviews

The exterior view of the two-story lodge is illuminated at dusk, showcasing a private pool and spa. Lush tropical landscaping surrounds the space, while lounge chairs are positioned nearby on the wooden deck, offering an inviting outdoor relaxation area.

Home in Sailboat Bend

New River Lodge - Old-Florida style w/heated pool!

4.98 out of 5 average rating, 389 reviews

Lounge chairs are positioned on lush green grass beside a serene, palm-fringed pool. The pool features a textured stone border and is accented by colorful inflatable toys. Plentiful tropical plants enhance the tranquil outdoor setting.

Home in Hollywood

WatersEdge, TropicalHideaway, FLL, MIA, Port, Pool

4.98 out of 5 average rating, 127 reviews

A modern villa exterior features clean lines and large glass windows, allowing natural light to brighten the facade. The driveway leads to a spacious garage, while lush greenery and tropical plants enhance the landscape. The vibrant blue sky provides a clear contrast to the home's contemporary design.

Home in Tarpon River

Topo Encanto-Modern Villa in Sundrenched Paradise!

Apartment rentals with a pool

Apartment in Sunny Isles Beach

A spacious balcony offers a clear view of the ocean, featuring bright blue water meeting a clear sky. The railings are glass, allowing unobstructed sightlines of the beach and waves, while sun loungers and umbrellas can be seen on the sandy shore below.

4.93 out of 5 average rating, 215 reviews

Breathtaking OceanFront - 15th Floor (+Resort Fee)

An aerial view captures a vibrant beachfront area, highlighting high-rise buildings along the coastline. The blue waters of the ocean contrast with the urban landscape, while the surrounding greenery and the city skyline form a picturesque backdrop.

4.91 out of 5 average rating, 69 reviews

1 Bedroom Ocean View Condo In Hollywood Beach

An expansive view of the ocean is captured from a balcony, featuring clear blue waters and a sandy beach below. Lush greenery and a pool area are visible in the foreground, with a few cars parked near the entrance of the building.

4.8 out of 5 average rating, 108 reviews

Amazing Apt on the Beach! - 5th floor - TIDES

Apartment in Miami Design District

The pool area is surrounded by palm trees, with lounge chairs and seating arranged along the water's edge. A spacious outdoor lounge is visible in the background, and the building's glass facade reflects the bright sky and clouds.

5 out of 5 average rating, 107 reviews

Bay View Design District Apt, Pool, Gym & Parking

A modern living area is highlighted by a spacious white sectional sofa facing large windows that offer ocean and city views. A minimalist coffee table sits on a geometric area rug, while the kitchen features sleek cabinetry and high-end appliances.

4.89 out of 5 average rating, 184 reviews

Breathtaking ocean views | Alexa, SmartTV, 100Mbps

4.91 out of 5 average rating, 103 reviews

Oceanfront views and Beach Access Condo 2/2

Apartment in Miami Design District

4.89 out of 5 average rating, 168 reviews

Gorgeous 1 Bdrm 1 Bath - Magical City Views

An expansive view from the sixth floor showcases a large pool surrounded by lounge chairs and palm trees. The ocean sparkles blue in the background, with a sandy beach just beyond the pool area. The scene is bathed in warm sunlight.

4.9 out of 5 average rating, 115 reviews

Ocean front condo with direct view on beach/ocean

Other holiday rentals with a pool

4.86 out of 5 average rating, 58 reviews

A spacious outdoor area showcases a large, sparkling swimming pool surrounded by inviting lounge chairs. Lush greenery encircles the space, providing a serene atmosphere. A shaded seating area is positioned near the pool, perfect for relaxation in the sun. The tranquil setting invites leisure.

Flat in Lake Ridge

Sunny&Bright Poolside Studio w/BBQ close to Beach

A bright living area features a spacious white sofa adorned with blue cushions. A minimalist coffee table sits at the center, with a television mounted on a textured wooden wall. Large windows provide unobstructed views of the ocean, enhancing the natural light in the room.

4.98 out of 5 average rating, 42 reviews

Beachfront Luxe Corner Penthouse|Gym|Heated Pool

4.9 out of 5 average rating, 29 reviews

Luxury Designed Oceanfront Condo with rooftop pool

A wraparound balcony presents unobstructed views of the ocean and beach below. Comfortable seating arrangements are available, including a lounge chair and additional seating. The balcony's glass railings enhance the panoramic scenery of the coastline and the expansive sky.

4.85 out of 5 average rating, 41 reviews

Paradise Resort in Hollywood Florida

A balcony view features a sparkling ocean beyond a sandy beach. Below, a pool can be seen surrounded by tropical landscaping. The sea presents a tranquil blend of blue and green hues, while nearby buildings reflect sunlight from their glass balconies.

4.94 out of 5 average rating, 16 reviews

Best Oceanfront Apt 4P Restored-NEW! Hollywood FL

A modern living room is highlighted by a spacious gray sofa adorned with decorative pillows. A flat-screen TV is mounted on the wall, while large windows invite natural light and offer views of the outdoors. A textured area rug anchors the room, complemented by minimalistic decor.

4.95 out of 5 average rating, 44 reviews

New Listing: Experience Luxury at Costa Beach 1BR

4.81 out of 5 average rating, 63 reviews

The view and the comfort!

A resort-style pool area is visible, surrounded by lush palm trees. Sun loungers are arranged along the deck, and several guests are seen enjoying the water. The pool reflects the vibrant blue sky, while the building's architecture is defined by expansive balconies.