Vacation rentals with a pool in Hollywood

A modern living area features a spacious sectional sofa adorned with decorative pillows, a round coffee table, and a stylish lamp. Floor-to-ceiling windows provide panoramic ocean views, while an abstract art piece adds a touch of elegance to the neutral-toned walls.

4.92 out of 5 average rating, 122 reviews

5 ★ PH BREATHTAKING Ocean View Brand New 2BR/BTH

Stay in a luxurious 43rd Penthouse surrounded by contemporary art hugging the turquoise sea, with astonishing ocean views with resort style amenities Perfect location to enjoy Miami ✔Master bedroom: king bed, walking closet, bath & tub ✔Guest room: 2 queen beds, private bathroom ✔Fully equipped Kitchen, TV, Sofa, Washer & Dryer ✔Double deck terraces with BBQ ✔2 Infinity Pools & Jacuzzi ✔Gym, Tennis, Basketball & squash courts ✔High-Speed Wi-Fi ✔5min Walk to the Beach/Beach Club See more below!

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, 181 reviews

Breathtaking ocean views | Alexa, SmartTV, 100Mbps

Stay in this 2 bedroom 2 bathroom condo at Hyde Beach House. The most desirable north east corner unit with striking views of the ocean, intracoastal and city. This luxury condo features modern furnishings, high end appliances and quality beds. Cable TV, 100+ Mbps WIFI, Alexa and Netflix ready. Just steps from the ocean and minutes from golf and country clubs exciting racetracks and casinos, fun-filled parks and attractions, world-class shopping, great dining, entertainment, the arts, and more.

4.98 out of 5 average rating, 228 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.

Condo 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, 105 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

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, 102 reviews

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.

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.

4.93 out of 5 average rating, 126 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!

4.99 out of 5 average rating, 152 reviews

A spacious dining area features a large wooden table surrounded by stylish chairs. Distinctive pendant lighting hangs above, casting a warm glow. A decorative bowl rests center-stage on the table, while greenery and artwork add subtle accents to the inviting space.

Apartment in Lake Ridge

Cozy Oasis for 2 w/ Insta-worthy Tropical Pool*

💰No nickel & diming — AirBnb & cleaning fees in nightly rate! 👙 New resort-style tropical pool & hottub 🏠 Super stylish & comfortable 🌆 2 mi to beach & downtown. 🛌🏽 Westin Heavenly Bed; ultimate comfort and sleep ✅ Kitchen is fully stocked; 🏖️ Beach chairs, towels, & sport-brellas available for you. 🐶 Low pet fee 💻 WFH ready - Super high speed internet. 📺 Large Smart TVs in both bedrooms & living rooms 😊 Hosts with a service heart (we’re here to make your trip perfect!!)

5 out of 5 average rating, 213 reviews

A bright sunlit dining area features a round white table surrounded by chairs, with a green plant in a pot nearby. Large glass windows overlook a pool and landscaped backyard, framed by tropical palm trees and vibrant greenery.

Villa in Pompano Beach

OASIS Views! 3mi BEACH+SPA+HTD Pool!

Nautical themed waterfront villa on the nicest street in the city. Watch boats go by with coffee on the 70' dock, join them, or get on the water using our complementary paddle boards & kayaks. Split floor plan and enclosed patio complete with arcade games/foosball overlooking backyard. Grill out under the open back patio watching your favorite team on our outdoor smart TV. The heated pool encourages socializing with various seating plus a large hot tub. 3 miles to the beach!

Condo in Miami Design District

4.88 out of 5 average rating, 163 reviews

Gorgeous 1 Bdrm 1 Bath - Magical City Views

Entire luxury condo at Quadro in the Design District. Fully equipped - Free parking, coffee, Wi-Fi & cable. The building features amenities in the 6th floor including a fitness center, a lounge with co-working area & a game room, an outdoor dining area with BBQ's and a great pool.Enjoy guest exclusive neighborhood discounts. Walk to hundreds of designer shops, restaurants, bars, art galleries, & more! 10-min drive to Miami’s international airport, 15-min drive to Miami Beach.

4.94 out of 5 average rating, 135 reviews

The exterior of a renovated home features a modern architectural design, with large windows and a peaked roof. Lush greenery surrounds the property, complemented by a well-maintained lawn. Warm lighting enhances the inviting atmosphere as dusk settles in the background.

Home in Fort Lauderdale

Mid-Century Chic | Pool & Hot Tub | Skyview Loft

This unique South Florida home was completely renovated with no detail missed. Located just 15 minutes away from downtown, the beach, and Wilton Dr, this home features 2 bedrooms downstairs and a 3rd bedroom (loft) upstairs perfect for a separate entertaining space. The backyard includes a private pool, hot tub, large gazebo, BBQ, and outdoor seating area for endless vacation vibes. Ready to relax in this amazing designer home? Book with us today!

4.98 out of 5 average rating, 115 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!

Brand new construction home, 5 minutes to Las Olas Boulevard, modern resort style. 3 Bedrooms, 3 Bathrooms. 20' ceilings with large windows allowing plenty of natural light in the house. Glass enclosed wine room, open concept living centered around true chef's space kitchen, top of the line appliances including double oven. Private balcony overlooking backyard and heated pool, lounge chairs, built-in BBQ grill, 2 separate attached car garages.

4.83 out of 5 average rating, 220 reviews

Beachfront 38F Suite Pool | Ocean Drive, Hollywood

Hollywood Florida oceanfront condo on the 38th floor with panoramic views of the Atlantic Ocean and Intracoastal Waterway. Located on Ocean Drive near Miami & Fort Lauderdale attractions, this luxury stay is perfect for couples, families & digital nomads. Enjoy pools, gym, spa & private beach service. Relax on your oversized balcony and experience the best of Florida’s coast. Book your Hollywood FL escape today! 🌊✨

Popular amenities for Hollywood rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.89 out of 5 average rating, 134 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!

5 out of 5 average rating, 102 reviews

A private backyard oasis is showcased, featuring a heated swimming pool surrounded by lush landscaping. Sun loungers are placed near the water, with a gazebo visible in the background. A BBQ grill is also present, enhancing the inviting outdoor space.

Home in Victoria Park

Beach Oasis, Heated Pool, Hot Tub, Kayaks, Gazebo

5 out of 5 average rating, 114 reviews

A clear view of the large heated pool reflects the colorful sky at dusk. Sun loungers are positioned beside the pool, while a cabana is visible in the nearby backyard. Soft lighting from the house and the outdoor space enhances the inviting atmosphere.

Home in Wilton Manors

Private & Cabana Heated Pool in Wilton Manors

4.97 out of 5 average rating, 138 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!

4.98 out of 5 average rating, 110 reviews

A tranquil salt-water pool is illuminated in soft hues of blue, surrounded by lush greenery and palm trees. Soft lighting enhances the outdoor space, with seating visible and a scenic lake view in the background, providing a peaceful atmosphere for relaxation.

Home in Miami

3B/2B Tropical Oasis w Salt-Water Pool! Lake views

5 out of 5 average rating, 128 reviews

An aerial view captures a modern home featuring a solar-paneled roof and a private pool. A spacious patio area with seating options is visible beside the pool. Lush greenery and neighboring properties provide a tranquil atmosphere.

Home in Davie

Modern pool home on lake near Hardrock FLL airport

4.99 out of 5 average rating, 115 reviews

An expansive view of the waterfront mansion at dusk, with a private dock accommodating a boat. The illuminated pool reflects the surrounding palm trees and twinkling lights from nearby homes. A serene waterway stretches into the distance, framed by lush greenery.

Home in Pompano Beach

Luxurious waterfront mansion - large heated pool

4.97 out of 5 average rating, 125 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

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.

4.93 out of 5 average rating, 207 reviews

SUNNY ISLES GORGEOUS 15A OCEAN FRONT (+hotel fees)

4.92 out of 5 average rating, 122 reviews

The living area features a spacious blue tufted sofa complemented by a sleek glass coffee table. A modern accent chair adds contrast, while large sliding glass doors provide ample natural light and stunning views of the surrounding skyline.

Condo in Downtown Miami

Make It Happen! Brand New with Amazing Water Views

Condo in Hallandale Beach

An inviting outdoor swimming pool is surrounded by palm trees and lounge chairs. The pool area is situated alongside the water, with modern buildings visible in the background under a clear blue sky. The serene atmosphere is enhanced by the gentle sunlight reflecting off the water.

4.87 out of 5 average rating, 126 reviews

Modern 1B/1B Condo with Intercostal/Ocean Views

4.95 out of 5 average rating, 112 reviews

A private wrap-around balcony features two white lounge chairs overlooking the expansive blue ocean. City skyline and distant landmasses are visible under a bright sky with scattered clouds. The green carpet adds a touch of color to this outdoor space.

Condo in Brickell

Front Facing Top Floor Penthouse with Ocean Views

A sweeping ocean view is presented from the 15th floor, showcasing a sandy beach lined with beach chairs and umbrellas. Gentle waves can be seen lapping at the shore, with lush palm trees framing the scene. The clear blue sky extends over the tranquil waters.

4.93 out of 5 average rating, 106 reviews

Tides -VIEW -Direct access to the beach-parking

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.

4.88 out of 5 average rating, 121 reviews

Oceanview 2BR + luxury amenities @Hyde Beach House

4.84 out of 5 average rating, 257 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

A spacious bedroom features a large bed adorned with soft linens and colorful accents. A balcony showcases ocean views, while resort amenities include a sunny pool area and lounge seating. The dining space is complemented by modern furnishings, and the overall design reflects contemporary elegance.

4.93 out of 5 average rating, 151 reviews

Free parking | Luxury Condo | Amazing Ocean Views

Other vacation rentals with a pool

4.75 out of 5 average rating, 12 reviews

Apartment in Hollywood

Close to Memorial Regional Hospital-Quiet-New1BR

5 out of 5 average rating, 52 reviews

A spacious outdoor patio features a covered sitting area with comfortable lounge chairs and a fire pit, creating a cozy atmosphere. Nearby, a game table offers entertainment options. The view expands to a large pool surrounded by sun loungers, inviting enjoyment of the tropical surroundings.

Home in Hollywood Hills

Hollywood, FL: Heated Pool, Mini Golf, Near Beach

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, 81 reviews

Lyfe Resort Oceanview Luxurious 2-Bedroom

4.91 out of 5 average rating, 57 reviews

A spacious outdoor living area features comfortable seating arrangements with neutral cushions and a central coffee table. A heated pool is visible beyond the seating, surrounded by lounge chairs and vibrant foliage illuminated by colorful lights.

Home in Tarpon River

Tiki on the River - Fort Lauderdale, FL

Townhouse in Fort Lauderdale

5 out of 5 average rating, 4 reviews

Las Olas Luxury Stay | Family-Friendly & HTD Pool

4.98 out of 5 average rating, 49 reviews

A serene outdoor space features a sparkling pool surrounded by lush greenery. Lounge chairs are placed near the water, and palm trees provide shade. The pool area includes a spa, and a gazebo is positioned in the background, creating a relaxing retreat.

Home in Plantation

NEW Fort Lauderdale Paradise Getaway!

4.87 out of 5 average rating, 45 reviews

A welcoming facade of a modern home is surrounded by lush greenery and mature palm trees. The driveway leads to a spacious entrance with large glass doors, while warm light from within enhances the inviting atmosphere during dusk.

Home in Wilton Manors

Wilton Manors Stunning Gated Oasis