Vacation rentals with a pool in Westchester

4.89 out of 5 average rating, 196 reviews

Home in Flagami

Miami Family Pool Retreat | Near Airport & Stadium

Stay in the heart of Miami at this spacious pool home, just 1 block from famous Calle Ocho! Only 7 miles from Miami International Airport and 14 miles from South Beach. Enjoy a private heated pool, comfortable living spaces, and easy access to top restaurants, shopping, nightlife, and the FIFA stadium. Perfect for families and groups looking for the ideal Miami getaway. You’ll love the cleanliness, comfort, and private heated pool. Perfect for families with a fully equipped kitchen for cooking

A spacious living area is presented with modern furnishings, including a large gray sofa facing a sleek television mounted on the wall. Light-colored cabinetry and a dining table are visible in the background, while a fireplace adds warmth to the ambiance. Potted plants offer a touch of greenery.

4.89 out of 5 average rating, 151 reviews

The Lux Paradise Miami “Breakfast included”

Enjoy a stylish experience at this centrally-located place. Located in the heart of Miami, our property is close to all the main attractions the city has to offer. Whether you’re looking to explore vibrant neighborhoods like Little Havana and Coconut Grove, enjoy the stunning beaches of Miami Beach, or visit popular spots like the Miami Zoo, Vizcaya Museum, and the bustling Brickell area, you’ll find everything within easy reach. Perfect for those who want to experience the best of Miami!

A modern living room showcases marble accents and a large wall-mounted flat screen TV. A plush sectional sofa with bold black and white patterns is arranged around a decorative coffee table. Natural light filters through the window with minimalistic blinds.

4.93 out of 5 average rating, 121 reviews

| LuxeLanding | Pool+Lounge+Chess+BBQ+Golf+Airport

Discover the magic of Miami at our stunning 4BR/3BA modern retreat in vibrant Little Havana’s west side! This spacious, open-concept home sleeps up to 11 and features a sleek living room, fully stocked kitchen with stainless steel appliances, dinnerware, wine/shot glasses, cookware, tabletop appliances & complimentary coffee. The highlight? A resort-style backyard with a pool, mini golf, life-size chess, cornhole, Connect Four, outdoor pool table, a covered gazebo & deluxe grill/hibachi!

5.0 out of 5 average rating, 486 reviews

A spacious backyard is showcased, featuring a clean saltwater pool surrounded by lounge chairs and tropical landscaping. A covered patio area is visible, with a stone countertop and decorative plants. The bright blue sky complements the serene outdoor setting.

Home in Fountainebleau

Miami Sanctuary | Heated Saltwater Pool & BBQ

Come and create unforgettable memories in this modernly designed single-family home with a spacious layout and a range of comfortable bedrooms. It features two king-size beds, one queen-size bed, and a twin fold-up bed, as well as an Italian queen-size sofa bed. The house is bathed in natural light and boasts modern amenities that cater to your convenience. Located in a prime location, this house is close to all the tourist areas!! The pool is salt water with heater, Also a grill area

A serene pool area is complemented by a covered outdoor seating space featuring a dark-colored sofa and a coffee table. Two lounge chairs are positioned beside the shimmering water, surrounded by vibrant greenery and a privacy fence, offering a peaceful retreat.

4.91 out of 5 average rating, 102 reviews

Prague Design • Pool + BBQ • Near MIA

🏊‍♂️ Private pool & chic outdoor lounge 🌸 Prague-inspired interiors — elegant & stylish 🍳 Full kitchen + air fryer, coffee & essentials 🧺 Pool & bath towels provided 🛏️ 5 bedrooms · 4 baths · 14 sleeps 📺 5 Smart TVs · fast Wi-Fi 🧳 Easy check-out — no chores 🎓 10 min → FIU · 🛒 10–15 min → restaurants & shops ✈️ 20–25 min → MIA Airport 🌆 25–30 min → Brickell, Wynwood & Miami Beach 🐾 Pets welcome · Pet fee applies 🤝 Superhost – English & Spanish 🚫 No parties or indoor smoking

4.92 out of 5 average rating, 112 reviews

Cheerful, peaceful 3-Bedroom house with pool

This cozy and peaceful house is perfect for group vacations. Your stay will never be a bore with a private heated swimming pool in the backyard and a BBQ grill, great for a chilling afternoon outside! Central location that is 20 mins from Brickell, 25 from the beaches and close to the airport! Close to hospitals 10 Minutes From UM 13 Minutes from Coral Gables 14 Minutes from Dolphin Mall 15 Minutes from Miami International Airport 20 from Downtown Miami 26 Minutes from South Beach

The pool area features a heated pool with gentle waterfalls, illuminated by soft lighting. Surrounded by palm trees, the outdoor dining space is visible in the background, furnished with a table and chairs, creating a serene environment for relaxation.

4.92 out of 5 average rating, 158 reviews

Tuscan Resort | Sleeps 16, Pool, Sauna, Gym, Spa

Your private Tuscan resort in Miami — heated pool, sauna, gym, pool table & room for 16 to spread out, never squeeze in. 🇮🇹 House of Italy — where Tuscany meets Miami. Resort amenities plus what hotels can't give: privacy, freedom, space to be together. 🌟 Guest Favorite — 4.95★ from 149 groups 🔥 Heated pool, hot tub, fire pit & BBQ 💪 Gym, sauna & massage beds 🎱 Pool table & basketball 📍 Minutes from Coral Gables & beaches More than a stay. An experience. @BeyondTheBNB

An outdoor dining area is set under a shaded patio, featuring a glass-top table surrounded by eight metal-framed chairs. Potted plants adorn the table, while a pool glistens in the background. Neatly arranged stone tiles lead towards lush greenery, enhancing the tranquil environment.

4.86 out of 5 average rating, 117 reviews

Miami Tropical Villa -Pool & BBQ

Welcome to "Miami Tropical Villa" – Miami's ultimate tropical escape! Immerse in luxury with the stunning blue pool, a haven of relaxation under the Florida sun. Poolside loungers invite you to unwind. Beyond the villa, Miami's treasures await. From South Beach nightlife to the Wynwood art scene, adventure is at your doorstep. This Tropical Villa invites you to make unforgettable memories in a tropical paradise that transcends the ordinary. Your escape to luxury begins here!

4.94 out of 5 average rating, 159 reviews

Miami Private Oasis • Heated Pool & Mini Golf

Escape to your private Miami oasis! Enjoy a sparkling heated pool, mini-golf, and a covered game terrace with pool table—perfect for families & groups of up to 12. Spacious interiors offer comfort and style, just minutes from Miami International Airport, top dining, and shopping. Ample parking included. Relax, reconnect, and create unforgettable memories in this fully private home. Questions about amenities or local attractions? We’re here to help anytime! 🌴✨

4.86 out of 5 average rating, 138 reviews

Gorgeous 5BR • Fire Pit & Games | Pool_Hot Tub_BBQ

Welcome to our home, a haven of entertainment and enjoyment that you won't want to depart. From the serene pool and hot tub to the thrilling games, this residence is crafted to deliver an unforgettable vacation for all ages. If you seek an all-inclusive getaway, look no further. 5 Bedrooms 3.5 Bathrooms Heated Pool/Jacuzzi/Pool Table/Ping Pong Table/Mega Chess/Basketball/Mini Golf/Kids Playground/BBQ/Hammock/Mini Beach/Outdoor furniture/Fire Pit/Cornhole Game

4.97 out of 5 average rating, 428 reviews

A spacious pool area is surrounded by vibrant greenery and palm trees. Seating arrangements with cushions are positioned near the water, complemented by a shaded area under an umbrella. The pool features a rock formation and is accented by colorful lounge chairs.

Home in Kendall

The Miracle Cottage & Pool on Acre Miami Florida

Beautiful, brand new PRIVATE cottage on an acre property situated in million dollar neighborhood. Perfect place to relax and enjoy the Miami sun. This is a little piece of heaven in the heart of a magical city. Come & enjoy your best vacation. Charming , peaceful & comfortable . Cottage is a completely separate building from the main house. It’s 900 sf of living area. Cleaning & Decontamination as per CDC guidelines before every check in.

A private pool with clear, inviting water reflects sunlight. The pool features a gentle gradient leading to a shallow entry with stainless steel steps. Lush greenery surrounds the area, providing a natural backdrop for relaxation.

4.82 out of 5 average rating, 172 reviews

Ily's House

Fabulous fully remodeled house. This comfortable and modern short term rental puts you close to the action while giving you a quiet private place to unwind. Private large pool and covered patio. New kitchen, fast Wi-Fi, smart tv’s. Fifteen minutes away from the airport. Close to many shopping plazas, restaurants and various entertainment. The University of Miami is 2.9 miles. The house is located near several Plastic Surgery Centers.

Popular amenities for Westchester rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A serene outdoor area features a private pool surrounded by landscaped grass. Comfortable lounge chairs are positioned near the water, while the terrace offers a dining table and hanging chair, all framed by a vibrant tree and clear blue sky.

4.86 out of 5 average rating, 125 reviews

Lake House in Miami

An inviting private patio features a swimming pool surrounded by lounge chairs, a vibrant mural, and lush palm trees. The setting is illuminated by a warm sunset, providing a serene atmosphere for relaxation and outdoor gatherings.

4.88 out of 5 average rating, 100 reviews

Villa Paradise | 17 PPL | Pool | BBQ | Game Room

The exterior of the home features a red-tiled roof and a spacious driveway, complemented by manicured landscaping with palm trees. Large arched windows adorn the front of the structure, allowing natural light to enter the interior.

4.95 out of 5 average rating, 146 reviews

Sunny Getaway: Relaxing Miami Home

4.98 out of 5 average rating, 111 reviews

Oasis & Art, Heated Pool, Beach & Mini Golf.

An outdoor dining area features a wooden table with game pieces and seating. Beyond the table, a salt pool is visible, surrounded by lounge chairs and umbrellas under a clear blue sky. Ceiling fans are installed for airflow, enhancing the space's comfort.

4.89 out of 5 average rating, 206 reviews

Miami Palm House with HEATED POOL & BBQ/BAR

4.83 out of 5 average rating, 176 reviews

Home in Flagami

Luxury Vacation House in Miami’s Center!

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.

4.97 out of 5 average rating, 145 reviews

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

A spacious living area is presented with natural light flowing through large windows. The design features a warm-toned leather sofa and two green armchairs. A dining table for six is visible in the background, complemented by light wooden flooring and decorative plants.

5.0 out of 5 average rating, 47 reviews

Miami Oasis: Charming home with private pool

Condo rentals with a pool

4.97 out of 5 average rating, 161 reviews

A modern living area features a gray sofa adorned with decorative pillows, complemented by a stylish coffee table. A flat-screen TV is mounted on the wall, while a dining area with sleek furnishings is visible in the backdrop. Soft lighting enhances the open atmosphere.

Condo in Doral

Best area of Doral with all the services!

4.9 out of 5 average rating, 196 reviews

Condo in Buena Vista

One Bedroom Condo King Bed With City Views

4.91 out of 5 average rating, 167 reviews

An open-concept living and dining area is featured, illuminated by natural light from large windows offering water views. A sleek, white dining table is accentuated by colorful chairs, while a stylish sofa invites relaxation. A decorative light fixture adds a contemporary touch, enhancing the space.

Condo in Downtown Miami

Elevate! Water and Park Views

4.87 out of 5 average rating, 161 reviews

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.

Condo in Buena Vista

Design District Studio · City View · Free Parking

4.79 out of 5 average rating, 113 reviews

The living area features a spacious sectional sofa arranged around a television. Decorative wall art in vibrant colors adds interest to the surroundings. Large doors provide access to an outdoor space, while a few potted plants complement the room's layout.

Condo in Miami

Beautiful apt. 1st floor 2/2. wifi and parking

4.75 out of 5 average rating, 216 reviews

Condo in Coconut Grove

Hotel Arya Apt w/Waterfront View, Free Parking

4.97 out of 5 average rating, 133 reviews

A spacious living area is highlighted by large windows allowing ample natural light. A textured green wall adds a unique touch, complemented by modern furniture including a sectional sofa, glass tables, and round ottomans. Subtle décor accents create a refined atmosphere.

Condo in Doral

Luxury Condo - 3B/3B with Amazing Skyline View

5.0 out of 5 average rating, 212 reviews

A dining area is set at a white table adorned with blue glasses and stylish tableware. Large windows provide panoramic water views and a clear sky, enhancing the bright atmosphere. A television screen displays a beach scene.

Condo in Buena Vista

Penthouse Level Studio• Water Views • Free Parking

Other vacation rentals with a pool

4.97 out of 5 average rating, 312 reviews

A heated pool is surrounded by palm trees, offering a refreshing oasis. Comfortable outdoor seating arrangements include chairs and loungers, alongside a sun umbrella. The patio area is designed for relaxation and leisure, with vibrant greenery adding to the tranquil atmosphere.

Guesthouse in Miami

Guesthome w/ Heated Pool 5 mins from Miami Airport

4.76 out of 5 average rating, 115 reviews

Apartment in Westchester

Relaxing Tropical Miami Stay • Poolside Vibes

4.91 out of 5 average rating, 11 reviews

Casa Solea | Luxury Private Pool Home in Miami

5.0 out of 5 average rating, 13 reviews

Miami Oasis Home 3 BR| BBQ| Pool |Driveway |Games

5.0 out of 5 average rating, 3 reviews

BBQ, Kitchen Island, Full Renovated 4BR Home Miami

5.0 out of 5 average rating, 64 reviews

Miami Chic-Heated Pool Near Coral Gables & FIU

4.93 out of 5 average rating, 58 reviews

A covered seating area is positioned beside a private heated pool, featuring comfortable wicker chairs and a shaded lounge. Palm trees dot the surroundings, adding a tropical feel. The patio is paved with light-colored stone, complementing the tranquil atmosphere of the space.

Home in Tamiami

Tropical Oasis with Heated Pool and BBQ

An outdoor area features vibrant green grass with two picnic tables shaded by large umbrellas. A contemporary pool glistens under the sun, while palm trees line the perimeter, creating a relaxed atmosphere. The space encourages enjoyment and comfort for outdoor gatherings.