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Vacation rentals with a pool in Maldonado

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Maldonado

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Superhost
Cottage in El Edén
5.0 out of 5 average rating, 3 reviews

Chacra en Sierras de Maldonado 4 suites / 5 baths

A divine farm to visit with family or a group of friends in the Sierras, with unique sunsets, moonlit nights, stars and silence. You will enjoy nearby farm animals and a great variety of birds. The infinity pool is perfect for relaxing and enjoying the horizon You'll experience country days with all the comforts 4 suites, each with an independent entrance + 1 bathroom in the living room Air conditioning in all rooms Floor stove, charcoal grill and gas barbecue 2 wood stoves with grill Firewood is available.

Top guest favorite
The image features multiple white chimneys atop a rustic thatched roof, set against a clear blue sky and lush greenery. Palm trees are visible in the background, indicating a peaceful rural environment.
Home in Punta del Este
4.94 out of 5 average rating, 143 reviews

El Angel - Granja JHH Henderson

El Angel is nested in beautiful Granja JHH Henderson farm and very close to Punta del Este. It is the main home of the owner of what once was an 111 acre farm. It started as a chicken farm where eggs were collected to be sold in supermarkets, evolved into a dairy farm, a cattle farm, a quarter horse farm and now a vacation destination to enjoy the farm type surrounding and the close proximity to Punta del Este. With pool and available for use between December and April!

Superhost
Home in Villa Serrana
4.86 out of 5 average rating, 138 reviews

Villa Toscana I - Hot tub, pool, beautiful views

This house with a Nordic tub and pool offers plenty of comfort and privacy. It's ideal for unwinding and enjoying panoramic views and spectacular sunsets, as it's located in a unique spot with no houses in front and few neighboring houses (which sets it apart). The heated pool (28 to 31°C) is available from October to April, and the Nordic tub (up to 42°C) can be enjoyed year-round, as it has a wood-burning boiler. **Please inquire about the pool in May and September.

Superhost
The exterior of a two-story house is illuminated softly at dusk, surrounded by lush greenery. A private parking space is visible in front of the house, with a light illuminating the driveway. The structure features a combination of large windows and balconies.
Home in Maldonado
4.82 out of 5 average rating, 136 reviews

Beautiful, ocean view, beach, heated pool

Beautiful House, Ocean View, 50 meters from the beach, heated pool, barbecue, WiFi, terrace, 3 bedrooms, and extra service bedroom, 3 bathrooms and full kitchen, gardens. The perfect place to enjoy with family and friends. Beautiful House, Punta del Este, Ocean View, 50 meters from the beach, heated pool, barbecue, WiFi, terrace, 3 bedrooms, and extra bedroom, 3 full bathrooms, equipped kitchen, gardens. The perfect place to enjoy with family and friends.

Top guest favorite
Apartment in Punta del Este
4.97 out of 5 average rating, 200 reviews

16th floor · Panoramic views of Punta del Este

Enjoy a high-end apartment on the 16th floor with panoramic views of Punta del Este. The building has an indoor and outdoor pool, gym, micro-cinema, game rooms for children and teenagers, a five-a-side soccer field, basketball hoop, solarium, and barbecues for common use. The apartment has a covered garage, 24-hour reception, all appliances and kitchen utensils, linens, towels, and everything you need for a carefree stay.

Guest favorite
An illuminated restored train car is set against a star-filled night sky. The spacious interior is visible through the open doorway, showcasing a cozy living space. The surrounding landscape is dark, emphasizing the vibrant celestial display above.
Cottage in Sierra de las Ánimas
4.93 out of 5 average rating, 121 reviews

"Sierras de Leskem", - Sierras de Maldonado (Maldonado Mountains)

Sierras de Leskem is a nature reserve, located in the Department of Maldonado, 30 minutes from Piriapolis and 20 minutes from Minas. Our accommodation consists of an old AFE train car, restored with all amenities, to enjoy tranquility with a spectacular 360-degree view of the mountains. We also have other lodging options that you can visit through networks. Comfortable place, surrounded by lots of peace and quiet.

Top guest favorite
Dome in Cerro Arequita
4.95 out of 5 average rating, 20 reviews

Premium Dome in Cerro Arequita with Nordic tub

Exclusive premium dome with panoramic views of the natural surroundings of Cerro Arequita. Designed to combine comfort, privacy and nature, it offers large spaces, careful decoration and a spectacular terrace with a balcony and a fire pit, ideal for enjoying the scenery and starry nights. A unique retreat to unwind, breathe fresh air, and have an unforgettable experience in an environment of absolute tranquility.

Top guest favorite
Home in Villa Serrana
4.94 out of 5 average rating, 17 reviews

Sukha I Wood-burning stove and panoramic views

Sukha I is a modern retreat designed for disconnecting and enjoying total calm in the heart of nature. Located in the Cerro Guazubirá area, it combines modern architecture, large windows and a panoramic view of the mountains. It can accommodate up to 4 people and has a master bedroom and a sofa bed in the living room. Ideal for enjoying nature, privacy, an outdoor barbecue or a night by the wood-burning stove.

Top guest favorite
Home in Nueva Carrara
5.0 out of 5 average rating, 5 reviews

El Desquite, a Refuge Amidst Olive Trees, Pool & Design

Discover El Desquite – Refugio entre Olivos, a designer home surrounded by nature, ideal for unwinding. Located near Nueva Carrara, it blends into the landscape with olive trees and expansive green spaces. It combines modern architecture, high-quality materials, and large windows that connect the interior and exterior spaces. Enjoy a private pool, a wood-burning stove, and unique spots to relax at sunset.

Top guest favorite
A spacious terrace is presented with a white wooden deck, featuring a large table and two beige armchairs. A decorative pottery piece sits on the table. The open area offers panoramic views of the ocean and is shaded by large white awnings.
Apartment in Punta Ballena
4.96 out of 5 average rating, 155 reviews

Amazing apartment overlooking the sea

Spectacular apartment in Punta Ballena on the seafront. Next to Casa Pueblo, house and museum of the artist Carlos Páez Vilaró. It has 2 en-suite bedrooms, an integrated kitchen and dining room, a living room and a large terrace. Air conditioning and automatic blinds. Sheets, towels, beach chairs, and umbrella included. Optional maid service at an extra cost. Optional bicycles at an additional cost.

Top guest favorite
An outdoor dining area features a long wooden table surrounded by multiple chairs. Two large pendant lights hang overhead, providing illumination. A comfortable seating arrangement is visible adjacent to the table, with a private swimming pool and scenic green hills in the background.
Home in Garzon
4.98 out of 5 average rating, 45 reviews

Unique Vineyard House Garzon - Altos Jose Ignacio

Huset (House in Swedish) Garzon. Perfectly located between hot beach spot Jose Ignacio (25min away) and the uncrowded Pueblo Garzon (10min away). Unique 25 acres property recently built (2021), including private swimming pool, private vineyard in premises, and surrounded by an area of some of the best views and vineyards in Uruguay (Bodega Brisas 2min, Deicas 5min, and Bodega Garzon 12min away).

Top guest favorite
A serene living space features large windows that showcase a tranquil waterfront view at sunset. Natural light filters in through bamboo shades, illuminating comfortable seating and a wooden coffee table adorned with decorative items, enhancing the peaceful ambiance.
Home in Santa Mónica
5.0 out of 5 average rating, 28 reviews

CASA LAGO 4 - José Ignacio Lagoon

3km from Jose Ignacio, 100% wooden house, ideal for couples looking for tranquility. It has a beautiful view of the Jose Ignacio lagoon and the sea, and is 50 m from the beach. It has two bedrooms with queen beds and sleeps 4. The dining room and kitchen are fully equipped. The pool deck faces the sunset. For kitesurfing lovers, we have direct access to the lagoon.

Popular amenities for Maldonado rentals with a pool