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Holiday 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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Guest favourite
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.
Flat in Coconut Grove
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

Top guest favourite
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
4.97 out of 5 average rating, 116 reviews

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

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.
Apartment in Pompano Beach
4.85 out of 5 average rating, 267 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.

Top guest favourite
A vibrant scene is presented with tropical landscaping surrounding a 50-foot saltwater lap pool. Lush greenery and colorful flowers enhance the atmosphere, while bright blue skies frame the tranquil setting.
Flat in Oakland Park
4.97 out of 5 average rating, 261 reviews

El Parayso pet friendly Tropical Oasis

Well behaved & friendly pets are welcome. A $50 fee per pet, per stay. Apartment is attached to main house. Suite has LR, BR, KIT, bath "shower only". Parking. Tropical landscaping on the river, 50' saltwater lap pool. Shopping, gym, restaurants, beach & the nightlife on Wilton Drive are just minutes away. One host speaks Spanish. Stays longer than 10 days please message me for details. Mike is a local realtor. If you are looking to buy, sell, rent or invest, I can help. See special offer.

Guest favourite
A spacious backyard is showcased, featuring a private pool surrounded by a tiled deck. Colorful inflatable floats sit in the water. Nearby, a shaded gazebo provides seating, while lounge areas invite relaxation. Lush greenery and wooden fencing create a secluded ambiance.
Home in Fort Lauderdale
4.94 out of 5 average rating, 136 reviews

Private Paradise | Pool/BBQ/Gazebo | New Renovated

This recently renovated home has been carefully designed with the vacationer in mind. Located just north of downtown, this home features a huge resort style backyard to enjoy. The backyard includes a private pool, huge outdoor deck and dining area, tanning net, a gazebo with an outdoor TV, and even an outdoor refrigerator to store your drinks. This home is located just 15 minutes from Las Olas, the beach, and Wilton Drive. Ready to relax in the backyard oasis? Book with us today!

Top guest favourite
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.
Flat in Lake Ridge
4.99 out of 5 average rating, 158 reviews

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!!)

Top guest favourite
A balcony is observed with a neutral-toned chair and a small side table. The ocean view stretches to the horizon, showcasing calm turquoise waters. Below, a swimming pool and palm trees are visible, contributing to a serene coastal atmosphere.
Hotel room in Atlantic Heights
4.92 out of 5 average rating, 209 reviews

1205 Ocean View 1BD Free park Monte Carlo Collins

APART HOTEL. 24/7 FRONT DESK. FREE VALET PARKING. BEAUTIFUL OCEAN VIEW WITH BALCONY, 1 BEDROOM, 1 BATH LOCATED AT A LUXURY OCEAN-FRONT CONDO "MONTE CARLO" ON COLLINS AVE, MIAMI BEACH. UNIT HAS: WI-FI, KING SIZE BED, SLEEPER SOFA, ROLL-AWAY BED, CRIB, 2 TV'S, LAUNDRY, DISHWASHER, FULL KITCHEN AND FREE PARKING 2 SWIMMING POOLS, JACUZZI, GYM, STEAM ROOM, LOUNGE ROOM DIRECT BEACH ACCESS, LOUNGE CHAIRS AND UMBRELLAS AVAILABLE AT THE BEACH. WI-FI THROUGHOUT THE BUILDING. NETFLIX, HULU.

Top guest favourite
A shaded tiki hut provides a relaxing seating area with dark cushions and a patterned rug. A casual table sits in front, and vibrant yellow chairs complement the space. The inviting pool is visible, surrounded by lush greenery, creating a serene outdoor environment.
Villa in Fort Lauderdale
4.94 out of 5 average rating, 299 reviews

Villa w/ Pool Tiki Hut Full Gym King Bed Wi-Fi TV

15 minutes drive to Pompano Beach, 2 minute drive to DRV PNk Stadium, grocery store/restaurants 2-5 min. Can sleep 6 people. Home is 15 min. from FLL airport and less than 1 hour from MIA. Located in Fort Lauderdale . This home offers a unique combination of home/resort amenities: Full kitchen, large tiki hut, pool, gym, parking and plenty of yard space to entertain. New Memory foam mattresses in all bedrooms as well as 55 inch smart tvs in all bedrooms as well as living room.

Superhost
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
4.95 out of 5 average rating, 142 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

Top 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, 272 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
4.74 out of 5 average rating, 216 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.

Top guest favourite
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.
Home in Poinsettia Heights
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 Weston rentals with a pool

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Quick stats about holiday rentals with a pool in Weston

  • Total holiday rentals

    Explore 160 holiday rentals in Weston

  • Nightly prices starting at

    Weston holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 350 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    150 of Weston holiday 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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