Holiday houses in Maldonado

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Top-rated holiday rentals in Maldonado

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Top Guest favourite

Apartment in Punta del Este

KENNY RELAX Location • Comfort • Air conditioning and heating • King-size bed

On the 10th floor of the KENNEDY BUILDING, with an excellent location in La Peninsula, steps from La Rambla, the Port, the World Trade Center, restaurants, cafes, shops and more. Very bright and with large double-glazed windows and diagonal views of La Brava, the port, and La Mansa Modern and very comfortable for the whole year. Completely new in January 2026. Air conditioning (hot/cold), king-size bed with box spring, very comfortable sofa, 55" SMART TV and excellent Wi-Fi. Garage and cleaning service You're all set when you arrive. .

5.0 out of 5 average rating, 11 reviews

Superhost

Cottage in El Edén

Farm in Sierras de Maldonado 4 suites / 5 bathrooms

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.

5.0 out of 5 average rating, 3 reviews

Top Guest favourite

Home in José Ignacio

Entire house with a pool in José Ignacio

House located 300 meters from La Juanita beach, two minutes from Jose Ignacio. It has TWO en-suite bedrooms and two sofa beds in the living area, where there is a full bathroom! A fully equipped kitchen and a large social area and dining room. We offer Wi-Fi and DirectTV, plus air conditioning in all areas. In addition to a large outdoor area where there is a deck with armchairs and umbrella. Next to a covered barbecue area with a table and benches, and next to a heated pool!!

4.97 out of 5 average rating, 132 reviews

Top Guest favourite

Apartment in Punta del Este

High Luxury Seaview | 17th Floor Seagarden Tower

Luxury apartment, ocean view 17th floor and garage in the new SeaGarden tower. Indoor and outdoor heated pool all year round, gym, sauna, security, cinema, etc. The TV is not cable, each user will put their platform, Netflix, YouTube, etc. The apartment is in the best location in PDE, on Roosevelt 300m from the Devoto and the Cantegril a few blocks from the Mansa. Maid service is every 3 days but does not include crockery. We ask each guest to please leave the dishes clean

5.0 out of 5 average rating, 24 reviews

Top Guest favourite

Tiny home in Sauce de Portezuelo

BondiHouse - Converted Bus

Welcome to BondiHouse! A space we built with lots of love and care. ** Adults-only accommodation ** Perfect for romantic getaways 😍 This tiny house is ideal for disconnecting, relaxing, and enjoying the peace of nature and all its comforts. We invite you to experience a stay full of unique details and amenities, thoughtfully designed with a boutique feel—where you won’t miss a thing. Every corner was crafted with love so you feel right at home… or even better. ✨

4.98 out of 5 average rating, 101 reviews

Top Guest favourite

Condo in Punta del Este

BEACH FRONT, Playa Mansa, 4 pax. WIFI. Housekeepers.

Prime beachfront location on Playa Mansa, Parada 7, directly across from Parador Imarangatu. Panoramic views of the bay and Isla Gorriti, with stunning sunsets from the balcony. Fully renovated in 2023, everything brand new. Features 2 bedrooms, 2 bathrooms, a bright living area, and kitchen with laundry. Includes daily housekeeping, beach service in summer, 24h reception, parking, private high-speed fiber WiFi, and linens.

5.0 out of 5 average rating, 53 reviews

Top Guest favourite

Home in Santa Mónica

· Unique views of the sea and the Jose Ignacio lagoon

New. Surrounded by water, Calamar is a two-bedroom house perfect for disconnecting and enjoying the tranquility that nature offers. With a deck with a grill to enjoy outdoor meals, two bathrooms, one of which is en-suite. The walkable roof gives you the opportunity to enjoy unforgettable sunsets and starry nights, making it the perfect place to enjoy the natural beauty that surrounds it. Come and enjoy a unique stay!

4.93 out of 5 average rating, 81 reviews

Top Guest favourite

Dome in Cerro Arequita

Premium Dome in Cerro Arequita with Nordic hot 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.

4.95 out of 5 average rating, 22 reviews

Top Guest favourite

Home in Villa Serrana

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.

4.89 out of 5 average rating, 19 reviews

Top Guest favourite

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

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).

4.98 out of 5 average rating, 45 reviews

Top Guest favourite

A spacious living area is highlighted by large windows that provide views of the surrounding forest. The room features a wooden ceiling, a central coffee table, and a comfortable sofa. Two woven chairs are positioned near a wood stove, enhancing the cozy ambiance.

Home

Casa Cuarzo, Relax in the mountains

Relaxation is guaranteed in this unique place. Ideal to rest and disconnect. Casa Cuarzo is a house surrounded by forest and built on a quartz hill. Located within the Cerro Místico bio park, in the department of Lavalleja, 12 km from the city of Minas, Uruguay. It has 2 full bathrooms, an integrated kitchen and living room, a bedroom with a double bed and a mezzanine with mattresses.

4.98 out of 5 average rating, 114 reviews

Top Guest favourite

An inviting living area features large glass doors that open to a balcony with views of the Punta del Este Marina. Natural light floods the space, highlighting a soft couch and a potted plant nearby. The shimmering water and boats can be seen in the distance.

Condo in Punta del Este

Elegant flat close to the Marina ! Ocean View

Cozy condominium with breathtaking views of the Punta del Este Marina, Gorriti island and Playa La Mansa. Located just one block from the ocean, this elegant condo offers a superb stay for the traveler who values the traditional architecture of those buildings that in the '60 emerged in La Peninsula. 40% discount if you book one week in June-August-September . Please ask !

4.99 out of 5 average rating, 149 reviews