Vacation rentals with a pool in Weston

4.98 out of 5 average rating, 217 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.

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.

4.97 out of 5 average rating, 116 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

Apartment in Oakland Park

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.

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.

4.99 out of 5 average rating, 158 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!!)

Hotel room in Atlantic Heights

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.

4.92 out of 5 average rating, 210 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.

4.94 out of 5 average rating, 143 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

4.88 out of 5 average rating, 153 reviews

Home in Tamarac

The Leonie! Luxury Home (Woodlands Country Club)

Stunning swimming pool and soaking tub that offers heating. (Heating is 250.00 for every 3 days) The Country Club is Temporarily Closed. The Leonie is better in person than the pictures. The "Hot Tub" is a Soaking Tub that heats with the pool. CAMERAS: There are two active video security cameras face the driveway. Camera 1 is located directly under the garage facing the left of the driveway. Camera 2 is directly under the main entry gate facing the right of the driveway.

4.94 out of 5 average rating, 272 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.

4.74 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.

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, 133 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

4.97 out of 5 average rating, 192 reviews

The shared heated pool is surrounded by a spacious deck, featuring comfortable lounge chairs and a private patio area with a gas grill. Lush greenery is visible in the background, providing a tropical feel to the outdoor space.

Apartment in Edgewood

#9 Really Small / Newly Renovated / Private Grill

Questions? Just ask, no matter how late at night! This is a unit in a complex of ten units surrounding a large backyard. NO KITCHEN. Pool: shared, heated year round, 20x40’ (6x12m), very deep Grill: private gas grill & patio SmartTV: log on to your Netflix/HBO/etc account Kitchen: NONE Wifi: redundant high speed connections Parking: free, off-street, two cars Also: Pack N Play crib, beach gear The minimum age to book is 25.

Popular amenities for Weston rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.97 out of 5 average rating, 117 reviews

An outdoor dining area is set with a table and six chairs beneath an umbrella, surrounded by vibrant green foliage. A swimming pool glimmers in the background, complemented by lounge chairs on one side, creating a secluded and inviting atmosphere.

Home in Lake Ridge

Tranquil Getaway w/ Private Pool & Outdoor Dining

4.97 out of 5 average rating, 144 reviews

A private backyard features a heated saltwater pool surrounded by laid-back lounge chairs. Soft yellow side tables complement the setting, while a shaded patio area provides ample space for relaxation. Lush greenery and palm trees enhance the tranquil environment.

Home in Pompano Beach

Game Room, Salt Heated Pool Short Walk 2 the BEACH

4.89 out of 5 average rating, 142 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, 214 reviews

Home in Plantation

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

4.9 out of 5 average rating, 155 reviews

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.

Home in Davie

LakeFront - Home Near Casino w private pool

4.9 out of 5 average rating, 162 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

4.99 out of 5 average rating, 148 reviews

A shaded outdoor space is furnished with a wooden coffee table and two chairs, providing a cozy spot to relax. A heated pool is visible in the background, surrounded by lounge chairs and tropical greenery, creating an inviting environment for gatherings.

Home in Pompano Beach

Family vacation house, Heated Pool,1 mile to beach

4.97 out of 5 average rating, 145 reviews

The exterior view of the two-story lodge is illuminated at dusk, showcasing a private pool and spa. Lush tropical landscaping surrounds the space, while lounge chairs are positioned nearby on the wooden deck, offering an inviting outdoor relaxation area.

Home in Sailboat Bend

New River Lodge - Old-Florida style w/heated pool!

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.

4.94 out of 5 average rating, 217 reviews

Breathtaking OceanFront - 15th Floor (+Resort Fee)

Condo in Miami Design District

A comfortable seating area includes a twin-sized sofa bed, positioned beside a large wall art piece featuring circular designs. A work desk and smart TV are visible, complemented by floor-to-ceiling windows that open to a balcony, providing views of the surrounding cityscape.

4.87 out of 5 average rating, 140 reviews

Miami Design District Luxury Unit Stunning Views

5 out of 5 average rating, 101 reviews

An open-concept living area features a spacious sitting arrangement with a sleek coffee table and a large flat-screen television. A modern kitchen with bar seating for four is visible in the background, complemented by neutral tones and contemporary decor.

Condo in Central Beach

5-Star Luxury Condo at Tiffany House -4th floor

4.83 out of 5 average rating, 122 reviews

A spacious balcony features two cozy armchairs facing stunning views of the ocean and intracoastal waterway. A glass-topped table is positioned between the chairs, with sunlight illuminating the area. The skyline of Fort Lauderdale is visible in the background.

Condo in Coral Ridge

14th flr Penthouse - King Bed Panoramic Ocean View

4.94 out of 5 average rating, 128 reviews

A spacious outdoor pool area is surrounded by palm trees, creating a tropical ambiance. Sun loungers line the deck, and several umbrellas provide shade. The clear blue water of the pool reflects the sunny sky, inviting relaxation and leisure.

Condo in Bal Harbour

★★★★★Ocean front Bal Harbour Resort 2 Balcony

4.88 out of 5 average rating, 162 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

4.92 out of 5 average rating, 401 reviews

A modern beachfront studio features a plush king-size bed and a cozy sofa in a sleek, white setting. Large windows offer expansive views of the ocean, while the clean, bright decor is complemented by neutral artwork. A dining table is positioned near the window.

Condo in Ocean Front

Oceanfront 12th Floor Brand New Beachfront Flat

Condo in Miami Design District

4.89 out of 5 average rating, 171 reviews

Gorgeous 1 Bdrm 1 Bath - Magical City Views

Other vacation rentals with a pool

4.86 out of 5 average rating, 58 reviews

A spacious outdoor area showcases a large, sparkling swimming pool surrounded by inviting lounge chairs. Lush greenery encircles the space, providing a serene atmosphere. A shaded seating area is positioned near the pool, perfect for relaxation in the sun. The tranquil setting invites leisure.

Apartment in Lake Ridge

Sunny&Bright Poolside Studio w/BBQ close to Beach

4.88 out of 5 average rating, 32 reviews

Home in Sunrise

Private Pool Oasis • Sleeps 10 • Near FLL

4.88 out of 5 average rating, 26 reviews

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.

Home in Davie

The Corner House in Davie

4.95 out of 5 average rating, 37 reviews

A modern kitchen is featured with sleek cabinetry and stainless steel appliances. A large island with seating for four is present, along with a light fixture hanging above. Countertops are clear, showcasing a minimalist design, and natural light enters through a nearby window.

Apartment in Tamarac

Stylish 2 BD/2 BA Apartment!

4.98 out of 5 average rating, 52 reviews

A tranquil backyard area features a spacious heated pool surrounded by tropical greenery. Two lounge chairs with soft cushions are positioned beside the pool, while a shaded seating area invites relaxation. The brick patio showcases natural textures, enhancing the serene ambiance of the space.

Home in Lake Ridge

Heated pool private oasis! Beautiful home in FLL

4.76 out of 5 average rating, 42 reviews

A private outdoor pool is surrounded by lush greenery, featuring a paved patio area. A shaded gazebo with seating is visible in the background, enhancing the recreational space. The clear blue sky adds a bright contrast to the serene atmosphere.

Home in Sunrise

Home with private pool, parking, pool table, W/D

4.83 out of 5 average rating, 92 reviews

A single-story house is situated in a serene neighborhood, surrounded by mature trees and lush greenery. The front yard features well-maintained landscaping, and a spacious driveway accommodates parking. Sunlight filters through the leaves, creating a welcoming ambiance outside the home.

Home in Pembroke Pines

Miami Pines Retreat with Pool !