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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Guest favorite

Home in Punta del Este

4.94 out of 5 average rating, 128 reviews

El Angel - JHH Henderson Farm

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!

Guest favorite

Cottage in Laguna del Sauce

4.81 out of 5 average rating, 110 reviews

Modern farm in Laguna del Sauce

The farm located in Laguna del Sauce within the Chacras de la Laguna Urbanization, is a safe and unique place that invites rest and relaxation. It is a house with minimalist decor surrounded by green areas overlooking the Lagoon and a beautiful garden with a swimming pool and outdoor games. At night you can see a clear sky and in the afternoon beautiful sunsets. The environment is very pleasant with a unique energy. If you are looking for tranquility, this is the place

Top guest favorite

A swimming pool is set within a grassy area, surrounded by fencing. The clear blue water reflects the sky, while the adjacent space features a shaded pergola. In the background, distant hills and a rustic house can be observed, contributing to the landscape's natural beauty.

Cottage in Pan de Azucar

4.99 out of 5 average rating, 80 reviews

Chacra in the Sierras - Route 60

Christmas Thursday, Friday, Saturday, and Sunday. Ideal for three families. Stays of 7 nights have a $ benefit. There are 3 independent houses. 1 day of cleaning lady included. (must be coordinated). 40 hectares. 1. Firewood included. 400Kg A cross-shaped cooking stove. A place to have fun as a group. Adults and kids have fun. In summer with a pool or a trip to the "waterfalls" or the beach. The view from the whole house is spectacular. Nice walks in the mountains.

Top guest favorite

An infinity pool is positioned on a rocky outcrop, providing expansive views of the surrounding lush hills. The gentle glow of the sunset reflects off the water's surface, enhancing the serene atmosphere of the natural setting.

Cottage in Pan de Azucar

5 out of 5 average rating, 32 reviews

Casa Mara Sierra. A natural paradise.

This unique place has a style all its own. The 60-meter house in the Sierra de las Animas is located on the mountain top, with wonderful landscapes that can be seen from all areas. The house is for 2 adults. It has a large bedroom, bathroom, and full kitchen integrated into the living room with a wood-burning stove. The house has its own deck with a barbecue grill. Seasonal heated infinity pool, located on the rock in the common area of the 3 houses above Solarium.

Top guest favorite

A small balcony features a wooden octagonal table with two matching chairs. A bottle of champagne and two glasses sit at the center. The view overlooks the blue sea, with a clear sky and a glimpse of the coastal promenade.

Apartment in Piriápolis

4.9 out of 5 average rating, 102 reviews

The best view of Piriapolis,in front of the beach

Apartment with excellent location facing the sea. Overlooking the harbor and San Antonio Hill In the bedroom there is 1 sommier for 2 people, a sofa bed in for 1 in the living room and 2 inflatable mattresses.Air conditioning in both rooms. Smart TV, Direct TV and Wifi. Black out curtains. Books, box sets for adults and children. Covered garage, security cameras, maid service, common barbecue. Hydromassage pool electricity $100 Uruguayan pesos per day

Superhost

The modern multi-level house is set against a clear blue sky, featuring a spacious pool surrounded by sun loungers. Large glass windows reflect the serene outdoor environment, and natural stone accents provide a contrasting texture to the sleek design.

Home in Piriápolis

5 out of 5 average rating, 4 reviews

Luxurious villa with pool in Piriápolis

Spectacular house located Piriápolis, on the Cerro de San Antonio. It has a unique design in Uruguay that combines comfort and elegance in the middle of a natural environment. The house has a spacious living room with a wood-burning stove and a drink bar, offering an incredible ocean view from all its spaces. Three comfortable bedrooms, being the master en suite and with walk-in closet. Comfortable terraces to enjoy the view. Grill and mud oven. Pool.

Guest favorite

An inviting infinity pool extends towards the horizon, surrounded by lounge chairs and large umbrellas. The clear blue water reflects the sunny sky, with scenic views of the bay in the background. The peaceful atmosphere invites relaxation and enjoyment of the natural surroundings.

Apartment in Punta Ballena

4.93 out of 5 average rating, 125 reviews

A beautiful apartment in Quartier Punta Ballena

The exclusive Quartier villa complex is located in the best bay of Uruguay, on the ridge of Punta Ballena with unbeatable views of the sea, beach, and hills. It is truly a dreamy and unique place, you can enjoy unparalleled sunsets in a quiet and natural environment. It's the perfect combination of comfort, luxury, and nature. Inside the complex you can enjoy swimming pools, jacuzzi, spa, gym, 24-hour security, restaurant and daily room service.

Top guest favorite

A view from the terrace showcases the ocean and cityscape of Piriápolis. The image captures the blue waters, a winding pathway along the shoreline, and various buildings in the distance. A common pool is visible below, nestled in the landscaped garden.

Apartment in Piriápolis

4.83 out of 5 average rating, 341 reviews

Waterfrot view! Pool & parking. 2 bedroom

¡Apartamento con balcón aterrazado y una vista privilegiada al mar, al puerto y al centro de Piriápolis! Propiedad con jardín, piscina y estacionamiento sobre la rambla y bajo el cerro San Antonio. - WIFI - TV LED 32 con cable, Chromecast - 1 cama matrimonial - 2 camas individuales - 1 cama individual en el living comedor - Baño con ducha - Cocina completa - Hogar a leña y estufa a gas + 3 Aire Acondicionado Frio/Calor - Edificio con ascensor

Guest favorite

A private, heated pool is framed by wooden decking, providing a serene atmosphere. Two lounge chairs are positioned nearby, offering space for relaxation. Floor-to-ceiling glass doors create a connection between indoor and outdoor settings, allowing natural light to fill the area.

Home in Barra de Portezuelo

5 out of 5 average rating, 15 reviews

30° pool, rooftop, and pet friendly, 50 meters from the sea

Relax in this serene and elegantly designed space that invites you to disconnect. Enjoy the heated pool (in spring/summer) exclusively for guests, just a few steps from the beach. Ideal for an R&R get away. Located just an hour and a half from Montevideo and 30 minutes from Punta del Este, it is the perfect place to enjoy the tranquility without losing the best of the coast. We look forward to making your stay an unforgettable experience!

Guest favorite

Cottage in Pan de Azucar

4.98 out of 5 average rating, 42 reviews

Chacra San Ignacio - pool and mountain views

San Ignacio is a modern home built from an abandoned old stone house. It is a large, comfortable and modern country house with 5 large en-suite bedrooms. There are 650m2. It has capacity for 24 people. Several living rooms, dining room, galleries, barbecue, an firepit space, swimming pool with deck and barbecue area, an outdoor heated jacuzzi in a dome, all framed in a magnificent spot with panoramic views of “Sierra de las Ánimas.”

Guest favorite

A serene view of a rectangular pool reflecting the clear sky, bordered by lush greenery. Sun loungers are positioned under a large umbrella, overlooking the ocean and distant hills, providing a peaceful outdoor space.

Apartment in Punta Ballena

4.96 out of 5 average rating, 122 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.

Guest favorite

A secluded pool area features a rectangular swimming pool surrounded by a stone patio. Two red chairs and a small table are visible nearby. Lush greenery, including palm trees and flowering plants, creates a serene outdoor environment.

Farm stay in Piriápolis

4.92 out of 5 average rating, 106 reviews

house on a farm /Piriápolis

nice little house (100m²) for the whole year in a 7-hour farm for 2-6 people, living room, equipped kitchen, 1 double bedroom, mezzanine with beds for 3, a full bed, bathroom, hot water, wood stove bed linen, towels, washing machine barbecue grill, swimming pool, garden horses, sheep, chickens, cats and 3 dogs