Vacation rentals with a pool in Hollywood

4.97 out of 5 average rating, 238 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.

Apartment in Coconut Grove

A wraparound balcony offers panoramic views of Biscayne Bay and the Miami skyline. The scenic vista is complemented by lush greenery below and various buildings in the foreground. The sky is bright with scattered clouds, enhancing the sense of openness and tranquility.

4.9 out of 5 average rating, 223 reviews

Stunning Studio w/Bay & City View Free Park/Pool

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 deluxe bright studio on the 15th floor of a luxurious waterfront property offers breathtaking bay & city views, is equipped for 2 guests w/king size bed, full kitchen, full bath & balcony. Enjoy all the luxury amenities we offer, pool & hot-tub w/ incredible bay views, penthouse gym, sauna, business center, squash.

4.96 out of 5 average rating, 112 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

4.85 out of 5 average rating, 265 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.

Condo in Sunny Isles Beach

A private balcony is visible, featuring two white, round chairs with teal cushions. The balcony overlooks the ocean, with clear blue waters and a view of nearby high-rise buildings in the background. The space is sunlit and offers an inviting atmosphere.

4.9 out of 5 average rating, 232 reviews

SUNNY ISLES GORGEOUS Apart 2210!! (+hotel fees)

Te invitamos a disfrutar de nuestro departamento ubicado en el piso 22 del Marenas Resort, con acceso privado a la playa y las mejores comodidades. Ofrecemos un apart con cocina completa con lavaplatos, lavarropas y secarropas, living moderno, habitación luminosa, baño con bañadera c/regadera y un hermoso balcón con la mejor vista de playa de Sunny Isles. RESORT FEES: u$s49.55 x NOCHE A PAGAR EN FRONT DESK, incluye: Servicio de playa, wifi, gym. Valet parking: u$s35 x noche. Te esperamos!

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, 136 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!

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, 126 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.

4.96 out of 5 average rating, 136 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 panoramic view showcases the ocean meeting the sky, with vibrant blue waters stretching towards the horizon. Tall, modern buildings line the coastline, complemented by a sunny sky with scattered clouds. The scene captures the lively south Florida atmosphere, inviting exploration of the nearby beach.

4.89 out of 5 average rating, 124 reviews

Oceanview 2BR + luxury amenities @Hyde Beach House

Just a few steps from the beach with amazing views of the ocean from the 29th floor, this stylish 2 bedroom condo has everything you need to relax and play, and is perfectly located to explore South Florida. Spend your day swimming at two pools w/ outdoor cabanas and poolside restaurant/bar service. Sneak in a workout at the fitness center or the tennis and racquetball courts. As night falls, take in a movie at the open air movie theater or play games on the terrace.

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.

4.89 out of 5 average rating, 114 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

Guest suite in Pembroke Pines

A bright, inviting studio space features two queen beds, each dressed in light bedding. A dining table is visible in the area, along with a coffee maker. Natural light flows through large windows, enhancing the soft color palette of the room.

4.95 out of 5 average rating, 771 reviews

Studio- Between Hard Rock Stadium & Casino

Clean! Studio/Guest Suite (side-by-side with my home) - Located between Hard Rock Stadium and Hard Rock Casino/Hotel. 400 sq ft. of private space, TWO queen beds (SLEEPS FOUR), mini-fridge, microwave, and TV. Wi-Fi, keyless outside entry door to your "in-law apt"/"Hotel" type room. Shared driveway parking for UP TO TWO GUEST CARS. Shared backyard butterfly garden, patio and pool. In-room AC unit & walk-in shower... and more!

Popular amenities for Hollywood rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.94 out of 5 average rating, 111 reviews

Home in Hollywood Lakes

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

4.89 out of 5 average rating, 139 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, 147 reviews

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

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

4.99 out of 5 average rating, 141 reviews

A serene pool area is surrounded by lush greenery and palm trees, with comfortable lounge chairs positioned for relaxation. A vibrant seating arrangement can be seen indoors, complemented by bright yellow accents and modern decor. Colorful directional signs add a whimsical touch to the outdoor space.

Home in Knoll Ridge

Heated Pool/Hot Tub, Game Room, Beach 2 miles away

4.97 out of 5 average rating, 128 reviews

A private backyard oasis features a sparkling pool accompanied by a soothing jacuzzi. Lush tropical plants surround the area, with a pair of lounge chairs positioned nearby. The stone patio blends seamlessly with manicured grass, creating a serene environment perfect for relaxation.

Home in Biscayne Park

Miami Modern Luxury with Pool & Spa

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, 128 reviews

An aerial view captures a heated private pool surrounded by palm trees, with four loungers positioned for sunbathing. An outdoor table seating six is shaded by a large umbrella, and a green lawn provides additional space for relaxation.

Home in Wilton Manors

• The Zen Den • Heated pool | Wilton Manors

4.91 out of 5 average rating, 111 reviews

A spacious backyard is illuminated under a starry sky, featuring a turf workout area with exercise equipment. A barrel sauna and a stock tank pool are positioned nearby, complemented by stylish outdoor seating. Tiki torches provide surrounding ambiance, enhancing the serene atmosphere.

Home in Riverside Park

Zen Retreat - Sauna, Pool, Cold Plunge & More!

Condo rentals with a pool

A well-appointed studio features a spacious bed covered with a decorative blanket, complemented by light-colored cabinetry and a flat-screen TV. An airy layout is highlighted by a ceiling fan, with an attached kitchenette and bathroom visible in the background.

4.86 out of 5 average rating, 167 reviews

Ocean Seaside, gated and tranquil vacation home.

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

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, 183 reviews

Breathtaking ocean views | Alexa, SmartTV, 100Mbps

A view from the shared balcony showcases the beachfront and gently lapping waves against the shore. Palm trees border the area, and a well-maintained walkway extends along the beach, leading to a serene landscape of sand and ocean in the distance.

4.91 out of 5 average rating, 103 reviews

Oceanfront views and Beach Access Condo 2/2

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.

4.82 out of 5 average rating, 141 reviews

Exclusive LPH 40 floor beachfront at Hollywood FL

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.

4.94 out of 5 average rating, 109 reviews

Wall 2 Wall Paradise Direct Ocean front Penthouse

4.98 out of 5 average rating, 208 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

4.82 out of 5 average rating, 224 reviews

38F By the sea, swimming pools, spectacular views

Other vacation rentals with a pool

A bright and airy living area features large floor-to-ceiling windows, showcasing expansive views of the city and ocean. Modern furnishings include a spacious sofa, accent chairs, and a wooden coffee table, complemented by decorative pillows. A dining area is visible, with a pendant light overhead.

4.89 out of 5 average rating, 28 reviews

Stunning Seaside-corner unit@Lyfe Resort

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

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, 86 reviews

Lyfe Resort Oceanview Luxurious 2-Bedroom

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

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.

4.87 out of 5 average rating, 87 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.

4.95 out of 5 average rating, 42 reviews

New Listing: Experience Luxury at Costa Beach 1BR

A light-filled living area features a comfortable seating arrangement with a coffee table at its center. A flat-screen TV is mounted on the wall opposite a sliding glass door, providing views of the ocean. Decorative elements include soft furnishings and artwork.

4.95 out of 5 average rating, 41 reviews

※ Oceanfront Luxury Condo With WaterView ※

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.