Holiday rentals with a pool in Westchester

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, 171 reviews

Ily's House

Fabulous fully remodeled house. Stay near NU Stadium the heart of this year’s FIFA excitement. 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.

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.

4.87 out of 5 average rating, 122 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.

4.89 out of 5 average rating, 148 reviews

The Lux Paradise Miami

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!

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, 205 reviews

Miami Palm House with HEATED POOL & BBQ/BAR

Bring the whole family and friends to this Tropical Miami Home with lots of room for gatherings and entertainment! Enjoy the entire house with a stunning backyard, salt pool and gazebo! FREE PARKING 12 Guests. 4 Bedrooms. 9 Beds. 2 Baths Patio: Large Salt Pool (child friendly) BBQ Grill, Fridge, Wine Cooler, Bar Counter, Outdoor Lounge Furniture, Mini Golf Area Rooms: Bedroom 1: 1 Queen Bed Bedroom 2: 1 Queen Bed 1 Twin Bed Bedroom 3: 1 Queen Bed Bedroom 4: 5 Twin beds & (Game Room)

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.

4.96 out of 5 average rating, 110 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, 469 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

Sanctuary Salt water heated pool BBQ Grill Oasis

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

4.9 out of 5 average rating, 102 reviews

Luxury Stay w/ Heated Pool, Golf & Chess Yard

☀️ Enjoy the perfect vacation in the City of the Sun! ☀️ This spacious 4-bedroom, 4-bathroom home is located just minutes from the airport, top restaurants, bars, shops, and Miami’s main attractions. Ideal for families and groups, the property features a large backyard designed for entertainment: refreshing pool, mini beach, fire pit, golf putting area, and giant chess. Every corner is crafted for relaxation, fun, and unforgettable memories. Come live your best Miami experience! 🌴

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.

4.89 out of 5 average rating, 114 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!

An aerial view captures a refreshing pool surrounded by lush greenery. The pool features an octagonal spa and colorful floatation rings. A lounge chair is positioned nearby on the spacious deck, creating an inviting outdoor space for relaxation.

4.94 out of 5 average rating, 125 reviews

Pool & BBQ - 5BR/3 BTH - Miami Vacation

🏊‍♂️ Private pool & spa (not heated) 🌴 Covered patio, BBQ & outdoor lounge 🍳 Full kitchen + air fryer, coffee & basics 🛏️ 5 bedrooms + sofa beds · up to 12 guests 📺 6 Smart TVs + fast Wi-Fi 🧳 Easy check-out — no chores 🅿️ Parking for 4 cars 🎓 10 min → FIU · ✈️ 15 min → MIA Airport 🛒 10–15 min → Restaurants & shops 🌆 20–30 min → Brickell, Wynwood & Beaches 🐾 Pets welcome · Pet fee applies 🤝 Superhost hospitality – English & Spanish 🚫 No parties or indoor smoking

4.95 out of 5 average rating, 157 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! 🌴✨

4.95 out of 5 average rating, 950 reviews

Condo in Doral

Marriott Villas at Doral 2BD sleeps 8

Located in one of the most prestigious areas of Miami, Marriott's Villas at Doral are a tranquil hideaway; only 13 miles from the sizzling excitement of Miami Beach, yet a world away. Sharing the 650-acre lush landscape is the celebrated Trump National Doral Miami, a Trump-managed resort. There, you have access to four championship courses, a classic European spa, a water recreation playground and several restaurants.

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.

4.94 out of 5 average rating, 151 reviews

FourSeasons Italy | Pool/Spa/Sauna/Gym/FirePit/BBQ

🇮🇹 HOUSE OF ITALY – A Private Tuscan Escape 🇮🇹 🌟 GUEST FAVORITE with true resort-style luxury & top-rated reviews! 🌟 🎱 Pool Table • 💪 Private Gym • 😅 Sauna 🛌 4 Bedrooms • Sleeps up to 16 comfortably 🔥 Heated Pool • Hot Tub • Massage Beds • Sun Loungers 🍽 Outdoor Kitchen • BBQ • Fire Pit for unforgettable nights 🏀 Basketball Hoop & More ✨ More than a stay—an extraordinary experience from @BeyondTheBNB

Popular amenities for Westchester rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.96 out of 5 average rating, 163 reviews

A serene outdoor space is highlighted by a saltwater pool, surrounded by lush greenery. String lights create a warm ambiance above a covered dining area with a table and chairs, while a fire pit invites gatherings in the evening.

Home in Tamiami

Luxe Pool & Fire Pit | 5 min to Dolphin Mall

4.88 out of 5 average rating, 191 reviews

Home in Flagami

Pool home 7 miles from Airport & near FIFA Stadium

4.92 out of 5 average rating, 107 reviews

Cheerful, peaceful 3-Bedroom house with pool

A private pool area is surrounded by lush greenery, featuring a mosaic-tiled pool reflecting vibrant colors in the water. Two woven lounge chairs are positioned nearby, inviting relaxation. The sky showcases a blend of warm colors at sunset, enhancing the serene outdoor setting.

4.96 out of 5 average rating, 143 reviews

Luxury Villa | Spa - Pool |Top Location| Pets |BBQ

4.83 out of 5 average rating, 175 reviews

Home in Flagami

Luxury Vacation House in Miami’s Center!

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.

4.94 out of 5 average rating, 145 reviews

Sunny Getaway: Relaxing Miami Home

4.98 out of 5 average rating, 42 reviews

Waterfront Retreat + Heated Pool + Sand Court

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, 46 reviews

Miami Oasis: Charming home with private pool

Condo rentals with a pool

4.97 out of 5 average rating, 158 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!

4.74 out of 5 average rating, 210 reviews

Condo in Coconut Grove

Hotel Arya Apt w/Waterfront View, Free Parking

4.99 out of 5 average rating, 150 reviews

Condo in Coconut Grove

Bay Views, Pool & Gym Access in Coconut Grove

5.0 out of 5 average rating, 142 reviews

A spacious studio suite features two comfortable Queen beds with light-colored bedding. A large television is positioned on a wooden dresser, and modern artwork enhances the decor. Natural light streams in through glass sliding doors, leading to a balcony, complemented by soft, neutral carpeting.

Condo in Miami

Suite at The Ritz-Carlton Key Biscayne Miami

Condo in Bay Harbor Islands

4.93 out of 5 average rating, 733 reviews

Luxurious 2BR 3BA Walk to Beach Pool Jacuzzi

4.85 out of 5 average rating, 120 reviews

An airy bedroom features a spacious bed adorned with a colorful throw. Two modern lamps stand on bedside tables, and wall art adds character to the room. A large glass door opens to a balcony, providing a view of the surrounding landscape.

Condo in Doral

Modern Apartment in Downtown Doral

4.93 out of 5 average rating, 119 reviews

A panoramic view captures the bustling downtown Miami skyline alongside the shimmering waters of Biscayne Bay. The image showcases a blend of modern high-rise buildings and green spaces, with bustling streets and the bay visible below, framed by a clear blue sky dotted with clouds.

Condo in Downtown Miami

39th Floor 3BR · Bay & City Views · Sleeps 8

4.9 out of 5 average rating, 192 reviews

Condo in Buena Vista

One Bedroom Condo King Bed With City Views

Other holiday rentals with a pool

Apartment in Downtown Miami

4.88 out of 5 average rating, 520 reviews

Modern Downtown Studio | Walk to Kaseya Center

4.95 out of 5 average rating, 287 reviews

Holiday home in Hialeah

Home of love and happiness

Townhouse in Kendale Lakes

The modern kitchen features sleek white cabinetry and stainless steel appliances, including a refrigerator and oven. Counter space is ample, with a window above the sink allowing natural light. A bowl of fruit sits on the counter, adding a touch of color.

4.93 out of 5 average rating, 56 reviews

Cozy 2 Bedroom Modern Farmhouse in Miami

5.0 out of 5 average rating, 25 reviews

Luxury Stunning Pool | Games| 13 PP+TOP Location

A modern, newly remodeled home is presented with a clean white exterior and a striking entrance. Lush green landscaping frames the pathway, which is lined with symmetrical concrete stepping stones leading to the entrance. The bright blue sky enriches the overall appearance.

4.9 out of 5 average rating, 39 reviews

Great for family gatherings / Miami Vacay

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.

4.86 out of 5 average rating, 76 reviews

Retro Chic Retreat-Heated Pool- PingPong Table

5.0 out of 5 average rating, 60 reviews

Miami Chic-Heated Pool Near FIU and Coral Gables