Vacation rentals with a pool in Westchester

4.94 out of 5 average rating, 108 reviews

Canalfront Pool • Family Escape • Near MIA

🏊‍♂️ Private pool + scenic canal views 🌴 Outdoor lounge, BBQ & open-air bathroom 🍳 Full kitchen + coffee, air fryer & essentials 🧺 Pool & bath towels provided 🛏️ 4 bedrooms · 2 king + 2 queen · sofa bed 📺 5 Smart TVs · fast Wi-Fi 🧳 Simplified check-out 🅿️ Parking 4 cars 🛍️ 10–15 min → Dolphin Mall & FIU ✈️ 16 min → MIA Airport 🌆 20–30 min → Brickell & Beaches 🐾 Pets welcome · Pet fee applies 🔑 Entire home · private use 🤝 Superhost - English & Spanish 🚫 No parties or indoor smoking

4.89 out of 5 average rating, 197 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 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, 128 reviews

Lake House in Miami

Relax with the whole family at this peaceful place to stay. Beautiful pool house with a lake. Master bedroom with a King Size Bed, walk in closet, spacious bathroom. Second bedroom with a Queen Size Bed, third bedroom with a twin bed, sofa bed in the living room. This house can accommodate 7 people. Full equipped kitchen. Outdoor terrace where you can enjoy the beautiful lake view, nice pool, great patio, with deck by the lake. Everything that you need to have a great vacation in Miami.

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.

4.88 out of 5 average rating, 154 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.

4.94 out of 5 average rating, 130 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, 494 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

4.92 out of 5 average rating, 114 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.

4.93 out of 5 average rating, 161 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.

4.87 out of 5 average rating, 119 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, 162 reviews

Miami Tropical Fun 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, 139 reviews

Modern Home • 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, 430 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.

Popular amenities for Westchester rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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, 102 reviews

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

4.98 out of 5 average rating, 104 reviews

Two lightly dusted croissants are placed on white plates, resting on a weathered wooden table. The serene pool in the background sparkles under sunlight, surrounded by lush greenery and vibrant tropical plants.

Home in South Miami

South Miami/Coral Gables House with Exclusive Pool

4.96 out of 5 average rating, 171 reviews

Home in Tamiami

Pool, Firepit & Game Room I 10 Min to Everglades

4.79 out of 5 average rating, 158 reviews

Waterfront Home 3/3.5 Resort Style-Heated Pool*

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, 147 reviews

Sunny Getaway: Relaxing Miami Home

4.98 out of 5 average rating, 116 reviews

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

5.0 out of 5 average rating, 66 reviews

Miami Chic-Near Coral Gables & FIU

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, 48 reviews

Miami Oasis: Charming home with private pool

Condo rentals with a pool

4.95 out of 5 average rating, 1004 reviews

Condo in Doral

Marriott Villas at Doral 2BD sleeps 8

4.9 out of 5 average rating, 201 reviews

Condo in Buena Vista

One Bedroom Condo King Bed With City Views

4.91 out of 5 average rating, 171 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

4.85 out of 5 average rating, 423 reviews

A spacious studio features a comfortable king-size bed and a queen pull-out sofa. Natural light floods the area through the large balcony door, which offers views of the city. A stylish dining area with a table is visible, complemented by decorative artworks on the walls.

Condo in Coconut Grove

SF Beautiful Blue & Gold Studio with Ocean View

4.75 out of 5 average rating, 217 reviews

Condo in Coconut Grove

Hotel Arya Apt w/Waterfront View, Free Parking

4.93 out of 5 average rating, 194 reviews

An aerial view captures the apartment building with its modern architecture, surrounded by lush greenery and park spaces. In the background, Biscayne Bay and a marina filled with sailboats create a serene coastal scene. The vibrant blue waters contrast with the greenery of the parks.

Condo in Coconut Grove

Guest Favorite Coconut Grove,pool, sauna,park free

4.92 out of 5 average rating, 132 reviews

Condo in Downtown Miami

Cali King 1 BedRoom: Pool Gym Balcony Jacuzzi

4.99 out of 5 average rating, 132 reviews

A bright bedroom features floor-to-ceiling windows offering expansive city views. A spacious bed is adorned with crisp white linens and colorful pillows. A television is positioned across from the bed, and a tall plant adds a touch of greenery to the inviting space.

Condo in Downtown Miami

Picasso Penthouse w/ Balcony | Downtown/ Brickell

Other vacation rentals with a pool

4.97 out of 5 average rating, 313 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, 116 reviews

Apartment in Westchester

Relaxing Tropical Miami Stay • Poolside Vibes

5.0 out of 5 average rating, 18 reviews

Modern 4BR Home w/ Pool, Fast Wi-Fi & Near Airport

4.91 out of 5 average rating, 11 reviews

Casa Solea | Luxury Private Pool Home in Miami

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.

4.82 out of 5 average rating, 79 reviews

Retro Chic Retreat-Heated Pool- PingPong Table

4.5 out of 5 average rating, 4 reviews

BBQ, Kitchen Island, Full Renovated 4BR Home Miami

4.92 out of 5 average rating, 71 reviews

Guesthouse in Miami

Private 4BR+resort-style shared outdoor amenities