Holiday rentals with a pool in Weston

4.91 out of 5 average rating, 152 reviews

A tiki bar area is framed by thatched roofing, featuring a seating arrangement with white cushions and red accents. A large pool is visible in the background, surrounded by loungers. A hammock hangs nearby, with lush greenery completing the serene outdoor setting.

Home in Plantation

Unique Tropical Paradise! Heated Pool & Tiki Bar

Enjoy a Fully Fenced .5 an Acre w/ a Heated Pool, Tiki Bar and New Game Room to Create Lasting Memories with Loved Ones. Perfect for Families, Couples, Business Travelers or Big Groups. You are Walking Distance to Sawgrass Mills Mall Shopping, FLA Stadium, Dining, Entertainment, Nightlife, Family-Friendly Activities & Parks. Less than 15 mins to Hard Rock & Las Olas Beach Enjoy the Balance Between a Very Peaceful Neighborhood & Being Close to the Action of the City. Book Your Vacation Today!

4.97 out of 5 average rating, 230 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.

4.97 out of 5 average rating, 197 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

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.

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.

5 out of 5 average rating, 127 reviews

Modern pool home on lake near Hardrock FLL airport

Luxurious lakefront pool home, newly remodeled modern design, conveniently located within minutes of Hardrock Hotel & Casino and Ftl airport. Spacious enough for the whole family. Private and quiet. Sit by the pool and watch the beautiful Florida sunsets or head east 15 minutes to the famous Ft. Lauderdale beach. Enjoy the firepit, light up the BBQ, and enjoy the day poolside. Publix is located less than 1 minute away. Looking for a rental car for your trip? Message me today for more info!

4.97 out of 5 average rating, 212 reviews

A spacious living area features a large gray sectional sofa, facing an entertainment unit with a mounted smart TV displaying a scenic pool view. The kitchen island, equipped with bar stools, overlooks a bright area through modern window treatments, enhancing the open layout.

Home in Plantation

Chic + Upscale + Heated Pool | 15 min FLL & Beach

Experience the perfect vacation in this immaculately clean, recently remodeled modern 3-bedroom home with a prime location just 15 minutes away from Las Olas, the beach, FLL airport, Hard Rock Casino, and Hard Rock Stadium, the convention center. Sleeps 8 and features a shared heated pool with the next-door unit. Enjoy amenities like a fire pit circle, artificial turf, night lighting, axe throwing, cornhole, connect 4, and more. Luxury towels and linen are a staple of ours for your comfort.

4.93 out of 5 average rating, 123 reviews

A spacious screened-in pool area features a large pool with lounge chairs arranged along one side. A dining table and bar area with seating are visible under the shelter, surrounded by greenery and natural light filtering through the screens.

Villa in Plantation

Fully Remodeled 4 bed 4 bath Retreat, Heated Pool

Experience a stunning villa with a five-star resort feel. This 4-bedroom, 4-bath retreat features an open-concept living area and a top-of-the-line kitchen. Enjoy the screened-in heated pool, a fenced backyard, and a spacious outdoor lounge and dining area, perfect for relaxation and entertaining. - Three of the four bedrooms boast in-suite bathrooms - Very spacious, perfect for large families! - Custom interior design. - Screened-in pool and outdoor area. - 25 minutes from the beach.

4.95 out of 5 average rating, 117 reviews

The private pool is illuminated with soft purple lighting against a backdrop of evening skies and clouds. Comfortable lounge chairs are positioned near the poolside, with greenery and a gazebo subtly enhancing the tranquil atmosphere.

Home in Hollywood

Family Oasis | Heated Pool | Hollywood

The Ultimate Hollywood Family Getaway! This spacious, modern 3-bed, 2-bath home is your private oasis. Fully equipped chefs kitchen and onsite laundry. Relax in your private and gated pool area, equipped with a BBQ grill, pool toys, outdoor dining, and a cozy lounge. Enjoy extra perks like our WATERSLIDE (May-Aug) & HEATED POOL (Nov-May). Prime Location! 3 minute drive to Hard Rock Hotel & Casino | Short drive to Hollywood Beach & FLL Airport | Walking distance to houses of worship.

4.94 out of 5 average rating, 250 reviews

A bright yellow sofa is positioned in the living area, accented by dark green cushions. A dining table with white chairs and a patterned chair can be observed in the background. A silver refrigerator is visible nearby, complementing the overall functionality of the space.

Guest suite in Miramar

Poolside Studio near Hard Rock Stadium

Your Retreat Awaits. Immerse yourself in the comfort and peace of our private 400 square foot studio, nestled beside a serene pool. Whether you're looking for a brief escape or a prolonged getaway, this space is ideally situated to fulfill all your needs. Just a short 10 to 20-minute drive will take you to a variety of destinations including Hard Rock Stadium, Hollywood Beach, Miami, Fort Lauderdale, casinos, an array of shops, and a selection of restaurants.

Home in Southwest Ranches

A welcoming entrance is showcased with a gated driveway lined by stone pillars. Tropical palm trees rise above, surrounding the property. A well-manicured lawn is visible, leading to a spacious home in the background, framed by vibrant plants and flowers.

4.75 out of 5 average rating, 214 reviews

Ft. Lauderdale Guest House

Modern horse country property located on 2.5 acres of a private gated ranch. Escape the hustle and bustle of the city and relax at the enormous pool during the day or cook smores over the fire pit at night. Enjoy the trampoline at your own risk, mini basketball court, billiards (pool table) and ping pong table (table tennis). Entire Night life in downtown Fort Lauderdale and the beaches are only 30 minutes away and famous South Beach is 35 minutes away.

4.98 out of 5 average rating, 112 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.

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.

4.94 out of 5 average rating, 753 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!

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, 113 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 Weston rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.97 out of 5 average rating, 182 reviews

A shaded outdoor seating area features a hanging chair, a small table, and decorative lanterns. The pool is visible in the background, surrounded by a well-maintained garden and sun loungers. The space is designed for relaxation, with ample natural light filtering through.

Home in Miami Springs

Spanish House 3 Bedroom Pool House

4.94 out of 5 average rating, 134 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

4.98 out of 5 average rating, 54 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

A sunlit pool area features a private pool framed by a wooden deck. Two lounge chairs are positioned beneath a large umbrella, offering shaded seating. Lush greenery surrounds the space, contributing to a tranquil outdoor atmosphere.

5 out of 5 average rating, 17 reviews

The Corner House in Davie

The exterior of the house is showcased, featuring a private pool surrounded by lounge chairs. A large tree provides shade, and a landscaped area leads to a serene lake view. The bright blue sky complements the inviting atmosphere of the backyard.

4.9 out of 5 average rating, 151 reviews

LakeFront - Home Near Casino w private pool

4.91 out of 5 average rating, 112 reviews

A vibrant pink flamingo float is positioned in a heated pool surrounded by lush greenery. Palm trees and tropical plants frame the area, creating a serene outdoor space perfect for relaxation. The clear blue water reflects the sunny sky, enhancing the inviting atmosphere.

Home in Cooper City

Tropical Oasis with Heated Salt Water Pool & Bar!

4.96 out of 5 average rating, 111 reviews

An inviting pool area is highlighted under a twilight sky, featuring a shimmering blue pool surrounded by lush greenery. Comfortable seating areas and a shaded patio are visible, providing ample space for relaxation and outdoor gatherings.

Home in Miami

MIA Oasis: Best Brickell Location, Pool, Spacious!

4.92 out of 5 average rating, 120 reviews

Home in Fort Lauderdale

Fort Lauderdale • Pool • Close to Beaches

Condo rentals with a pool

4.93 out of 5 average rating, 114 reviews

Aerial view of the vibrant Fort Lauderdale coastline, showcasing golden sandy beaches lined with blue beach chairs and umbrellas. The iconic W Fort Lauderdale building is visible, along with modern structures and palm trees, under a partly cloudy sky.

Condo in Central Beach

Beachfront W Hotel Residence

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, 124 reviews

Luxury Beach & City View Condo 5 min walk to beach

4.85 out of 5 average rating, 254 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

4.9 out of 5 average rating, 148 reviews

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.

Condo in Hollywood Beach

Beachfront and Lovely Unit Near Aventura Mall

4.89 out of 5 average rating, 153 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

Condo in Miami Design District

4.88 out of 5 average rating, 161 reviews

Gorgeous 1 Bdrm 1 Bath - Magical City Views

4.82 out of 5 average rating, 137 reviews

Two comfortable chairs are positioned on a balcony, offering unobstructed views of the coastline and city below. The expansive blue sky stretches overhead, while the gentle waves of the ocean create a serene backdrop.

Condo in Hollywood Beach

Exclusive LPH 40 floor beachfront at Hollywood FL

4.83 out of 5 average rating, 216 reviews

Condo in Hollywood Beach

Sea, City, Sun, views and wonderful surroundings

Other holiday rentals with a pool

4.8 out of 5 average rating, 65 reviews

A serene pool area is surrounded by elegant landscaping featuring palm trees and colorful plants. Comfortable loungers are arranged around the water, while a modern circular chaise lounge offers a cozy seating spot near the edge, inviting relaxation under the sun.

Apartment in Tamarac

Eden Suite

4.95 out of 5 average rating, 87 reviews

A heated pool is surrounded by lush greenery and features a rock waterfall. An umbrella provides shade over a lounge chair positioned on the pool deck. The view beyond includes an open lawn, creating a peaceful outdoor setting.

Home in Cooper City

Pool Heat | Firepit+BBQ | 75”TV | Foosbal | 581mbp

5 out of 5 average rating, 4 reviews

Apartment in Hollywood

{Soft Sands} ~Beach ~ Pool ~ Balcony ~ Sleeps 6

Home in Southwest Ranches

A refreshing pool is surrounded by lush landscaping and palm trees. A stone walkway leads to the pool area, where lounge chairs are arranged invitingly. The home’s exterior features a warm color, blending harmoniously with the natural surroundings on a clear day.

5 out of 5 average rating, 17 reviews

Colossal 4 Bedroom Villa w/ Pool

4.96 out of 5 average rating, 45 reviews

A spacious outdoor area features a well-maintained pool, surrounded by lounge chairs and tropical plants. Soft lighting illuminates the space as the sunset casts warm colors across the sky, setting a tranquil atmosphere for relaxation.

Home in Imperial Point

Secluded Escape | Private Pool | *3 Miles to Beach

A serene pool area is highlighted by crystal-clear water, surrounded by tropical plants and a decorative waterfall. Soft, white floating lights drift on the surface, enhancing the tranquil setting under a screened enclosure.

4.83 out of 5 average rating, 78 reviews

Beautiful Oasis in Ft Lauderdale

4.95 out of 5 average rating, 38 reviews

A modern living room is presented with a large wall-mounted television and a comfortable gray sofa adorned with colorful pillows. A vibrant rug is displayed under stylish coffee tables, while a balcony view features plants and outdoor seating, enhancing the space's bright ambiance.

Condo in Harbordale

Elegant 1BR with Pool & Full Amenities