Vacation rentals with a pool in Weston

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Weston

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Superhost
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
4.9 out of 5 average rating, 155 reviews

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!

Top guest favourite
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
4.97 out of 5 average rating, 234 reviews

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.

Top guest favourite
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
4.98 out of 5 average rating, 203 reviews

#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.

Top guest favourite
A view of a private fenced yard featuring a rectangular pool surrounded by a concrete patio. Outdoor seating, including a wicker chair, is positioned nearby. Lush greenery and wooden fencing create a serene atmosphere, contributing to a tranquil space for relaxation.
Place to stay in Davie
4.95 out of 5 average rating, 124 reviews

Guitar View Hideaway With Paradise Pool/Gameroom

Enjoy a beautiful 3/2 residence in a unique area! On a cul-de-sac private fenced in yard with HEATED POoland gameroom 20 away from FLL Airport. Indulge in breakfast, lunch or dinner with an amazing scenery of the cannel on a Hugh deck with sounds of the exotic birds.Lay back at night with the beautiful view of the Hard Rock guitar lights shooting way up into the atmosphere W/a fire pit. Just minutes from the Hard Rock Casino nearby great restaurants/Entertainment Less then 20mins from beach.

Guest favourite
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
4.85 out of 5 average rating, 259 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.

Guest favourite
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.
Condo in Sunny Isles Beach
4.93 out of 5 average rating, 129 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!

Guest favourite
A private pool area is framed by a white fence, featuring a smooth patio and multiple lounge chairs for relaxation. A water slide sits beside the pool, and a shaded gazebo can be seen in the background, surrounded by lush greenery and a clear blue sky.
Home in Hollywood
4.95 out of 5 average rating, 120 reviews

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.

Guest favourite
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
4.96 out of 5 average rating, 133 reviews

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 favourite
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
4.94 out of 5 average rating, 257 reviews

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.

Superhost
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.
Home in Southwest Ranches
4.75 out of 5 average rating, 215 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.

Guest favourite
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
4.98 out of 5 average rating, 115 reviews

***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.

Top guest favourite
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.
Guest suite in Pembroke Pines
4.94 out of 5 average rating, 763 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 Weston rentals with a pool

When is the best time to visit Weston?

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Quick stats about vacation rentals with a pool in Weston

  • Total vacation rentals

    Explore 160 vacation rentals in Weston

  • Nightly prices starting at

    Weston vacation rentals start at $41 CAD per night before taxes and fees

  • Verified guest reviews

    Over 270 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    150 of Weston vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Weston rentals

  • 4.6 Average rating

    Weston stays receive an average rating of 4.6 out of 5 from guests

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