Vacation rentals with a pool in Hollywood

Apartment in Coconut Grove

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.

4.81 out of 5 average rating, 126 reviews

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, 241 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.

4.89 out of 5 average rating, 174 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

4.85 out of 5 average rating, 267 reviews

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.

Condo in Pompano Beach

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.

4.97 out of 5 average rating, 116 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

Condo in Sunny Isles Beach

A sleek living area is highlighted by polished porcelain floors and reflective stretch ceilings. A grand piano adds elegance, while white sofas and a glass coffee table enhance the spaciousness. The open layout connects seamlessly to a modern kitchen in the background.

4.9 out of 5 average rating, 142 reviews

Luxury Beach & City View Condo 5 min walk to beach

Soak in sweeping ocean and city skyline views from this ultra-luxury 12th-floor condo in the coveted Ocean Reserve—just steps from one of America’s top-rated beaches! Whether you're here for a weekend getaway or an extended escape, Sunny Isles offers beauty, excitement, and relaxation. Enjoy access to top-tier resort amenities: a heated pool, tennis court, modern gym, children’s playground, splash park, soccer field, on-site salon, convenience store, secure parking, 24/7 security, and more!

4.97 out of 5 average rating, 106 reviews

A spacious private balcony is shown with modern wooden seating and a coffee table. Potted plants add greenery to the space, while surrounding trees and blue skies create a serene outdoor view. Sunlight fills the area, enhancing the bright atmosphere.

Apartment in Hollywood

Modern 2BR Apt w/Pool, near downtown & beach

Enjoy comfort and convenience in this delightful 2-bedroom apartment in the heart of Hollywood, Florida. Only **10 minutes from Hollywood Beach**, and **3 minutes from Downtown**, it’s perfectly located to explore the best of the area. The apartment offers two inviting bedrooms, a fully equipped kitchen, and a cozy living area, ideal for unwinding after a day of adventure. Perfect for families or groups seeking a relaxing and memorable stay. ~ 15 minutes away from Hard Rock stadium

A bright living area features light blue walls, floor-to-ceiling windows, and modern furnishings. A sleek kitchen is visible nearby. The lower image displays a rooftop pool area with lounge chairs, umbrellas, and guests enjoying the sun, surrounded by a vibrant city skyline.

4.85 out of 5 average rating, 129 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.

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.

4.83 out of 5 average rating, 145 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

4.95 out of 5 average rating, 142 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

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, 118 reviews

Ocean front condo with direct view on beach/ocean

In the Tides in Hollywood. *NO RESORT FEE!* Located on the 6th floor with stunning ocean and pool views and facing south for maximum sunlight. Enjoy this high end modern apartment located between Miami and Fort Laudedale. The complex is right on the beach . The Tides has 2 heated pools , gym , game room , catering ($) and store ($), parking ($), sitting area under tiki , etc Located on South Ocean Dr. near Hallandale Blvd DBPR:CND1622639

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, 132 reviews

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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.95 out of 5 average rating, 153 reviews

A well-maintained pool area is surrounded by lush tropical plants and outdoor seating. Sun loungers and a small table are positioned adjacent to the clear water of the pool, which reflects the blue sky and is complemented by a barbecue area in the background.

Home in Hollywood

Charming fully renovated w/ Pool, 8 min to Beaches

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!

4.97 out of 5 average rating, 128 reviews

Home in Biscayne Park

Miami Modern Luxury with Pool & Spa

4.99 out of 5 average rating, 150 reviews

An outdoor seating area is featured under a thatched roof, surrounded by aqua-blue chairs arranged around a stone fire pit. A sparkling pool is visible nearby, with a well-appointed outdoor kitchen in the background. String lights enhance the space, complementing the lush greenery.

Home in Colee Hammock

Tiki Las Olas, Fort Lauderdale

4.98 out of 5 average rating, 393 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, 128 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!

4.98 out of 5 average rating, 138 reviews

Home in Fort Lauderdale

Swim, Dine & Relax. Your private paradise awaits

4.89 out of 5 average rating, 370 reviews

The exterior features a well-maintained yard adorned with palm trees and colorful landscaping. A welcoming home with a dark roof and decorative wooden accents is visible, surrounded by lush greenery that offers a sense of tropical seclusion.

Home in Dania Beach

Casa D Beach

Condo rentals with a pool

Condo 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.

4.94 out of 5 average rating, 217 reviews

Breathtaking OceanFront - 15th Floor (+Resort Fee)

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.

4.79 out of 5 average rating, 110 reviews

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

4.93 out of 5 average rating, 273 reviews

An open living and dining area is showcased, featuring a glass dining table surrounded by four chairs. A spacious sofa faces a large window with views of the cityscape, while a modern chandelier hangs above. A flat-screen TV is mounted on the wall, enhancing the contemporary design.

Condo in Central Beach

YOUR HOME by the Beach: TIFFANY HOUSE

4.89 out of 5 average rating, 159 reviews

A rooftop terrace features several white lounge chairs arranged around a geometric patterned floor. Sun loungers are positioned under shaded cabanas, with umbrellas providing additional coverage. The backdrop includes a stunning view of the horizon under a colorful sky at sunset.

Condo in Central Beach

W Residences - Beachfront 2 bedroom oasis

4.91 out of 5 average rating, 104 reviews

Oceanfront views and Beach Access Condo 2/2

A bright and airy living space is showcased, featuring a spacious white sofa and a large wooden coffee table. The open kitchen, equipped with modern appliances and a sleek countertop, is visible in the background. Large windows provide ample natural light and views of the surroundings.

4.95 out of 5 average rating, 113 reviews

Wall 2 Wall Paradise Direct Ocean front Penthouse

4.82 out of 5 average rating, 225 reviews

38F By the sea, swimming pools, spectacular views

4.98 out of 5 average rating, 214 reviews

A spacious pool area features a crystal-clear water surface, with three large umbrellas providing shade over modern loungers. Surrounding tropical greenery enhances the serene setting and a comfortable gazebo is positioned nearby, creating an inviting space for relaxation.

Condo in Lake Ridge

#1 Luxury Resort Style Fort Lauderdale EPIC POOL

Other vacation rentals with a pool

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.

4.96 out of 5 average rating, 48 reviews

Beachfront Luxe Corner Penthouse|Gym|Heated Pool

A private balcony offers stunning views of the Atlantic Ocean and nearby coastline. A round table with two chairs is set against a backdrop of bright blue skies and fluffy clouds, enhancing the relaxation of the outdoor space.

4.94 out of 5 average rating, 88 reviews

Lyfe Resort Oceanview Luxurious 2-Bedroom

A round, woven outdoor table is set with decorative plants and a small tray. The balcony offers a view of the turquoise ocean and a palm tree is visible in the distance, completing the serene coastal ambiance.

4.8 out of 5 average rating, 85 reviews

Ocean View 2 bedroom @ Lyfe Resort & Residence

An aerial view of a swimming pool surrounded by sun loungers and shade umbrellas. The pool's turquoise water is complemented by well-maintained green landscaping, providing an inviting outdoor area for relaxation. The space appears organized and spacious, ideal for enjoying sunny days.

4.88 out of 5 average rating, 90 reviews

Hollywood Beach Oasis Bungalow

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.

4.96 out of 5 average rating, 47 reviews

New Listing: Experience Luxury at Costa Beach 1BR

4.81 out of 5 average rating, 63 reviews

The view and the comfort!

Townhouse in Hollywood Beach

A scenic beachfront boardwalk is depicted with palm trees gently swaying in the breeze. Multiple individuals are seen walking along the path, with the ocean visible in the background. Beach chairs are stacked nearby, highlighting the coastal atmosphere.

4.85 out of 5 average rating, 99 reviews

Townhouse on the beach with pool

A bright living area displays a blue couch adorned with green cushions. A white coffee table is centrally placed, complemented by a light-colored dining table and chairs. Light cream drapes frame a window, while a ceiling fan adds a stylish touch. Beach-themed decor enhances the ambiance.