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Holiday 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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Top guest favourite
Home in Ocean Park
4.98 out of 5 average rating, 55 reviews

La tiny-NativePark ¡Calidez, descanso y serenidad!

Desconectá y relajate en este espacio amplio y sereno, rodeado de naturaleza y ubicado en un balneario increíble! Nuestra cálida tiny house está totalmente equipada para que disfrutes una estadía placentera. Cuenta con un espacioso deck techado con parrillero,ideal para compartir al aire libre. Piscina climatizada de octubre a abril (consultar otras fechas),compartida con el complejo. Perímetro cercado e independiente,perfecto para mascotas.Estufa a leña para un ambiente acogedor todo el año.

Top guest favourite
Flat in Maldonado
4.92 out of 5 average rating, 223 reviews

Oceanfront apartment with grill, pool, Cruceros III

Hermoso apartamento en primera línea frente al mar, Parada 36 de Playa Mansa. Luminoso y confortable, con terraza, parrillero privado, vista directa al mar, lavasecarropas, sábanas, toallas y garaje techado. Dispone de un dormitorio y medio con cucheta. El edificio ofrece servicio de limpieza diario (no incluye vajilla) , piscina climatizada interior todo el año, piscina exterior de temporada, sauna, gimnasio, sala de juegos, barbacoas (con costo), recepción 24hs y servicio de playa.

Top guest favourite
A modern two-story house is set amidst lush greenery, featuring large glass windows that invite natural light. A spacious balcony is visible on the upper level, overlooking the landscaped surroundings. Tall pine trees provide a serene backdrop to the property.
Home in Ocean Park
4.98 out of 5 average rating, 59 reviews

Punta del Este Beachfront House.

First line facing the sea, on a beautiful beach. Located close to the Punta del Este International Airport. 18 minutes from downtown Punta del Este, 7 minutes from Solanas and Punta Ballena and 10 minutes from Piriápolis. Pool (11m x 5m) and playroom. 5 bedrooms with 9 beds and 2 baby toys. Air conditioning, wifi and Directv, Netflix. Pool 11 x 5 m, fenced and security protection for children on rails and stairs throughout the house. Does not include electricity and water costs.

Guest favourite
A modern living area features a spacious white sofa and a matching dining table surrounded by stylish chairs. Large glass doors offer natural light, while a black pendant light hangs above. A neutral rug provides a comfortable contrast against the sleek tiled floor.
Apartment in Punta Ballena
4.91 out of 5 average rating, 257 reviews

Very comfortable apartment in Green Park

IN MAY AND JUNE THE COMPLEX'S RECREATIONAL AREAS (POOLS, GYM, COURTS, ETC.) DO NOT WORK. Apartment in Green Park Private Club, inside Solanas Vacation Club (Tower L). Surrounded by greenery and minutes from the beach. Ideal for vacations with family or friends. Fresh air, relaxation, hiking, and fun. Access to Solanas' gym, swimming pools, sauna, and recreational activities for all ages. Access to the Crystal Lagoon is not included. If you want to go, get a pass right there.

Top guest favourite
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, 140 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 favourite
A modern living area features a sleek white sectional sofa and a round chair, enhanced by natural light from large sliding glass doors. A soft rug lies on the tiled floor, while scenic views of the outdoors are visible beyond the glass.
Cottage in Laguna del Sauce
4.82 out of 5 average rating, 130 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

Guest favourite
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
4.83 out of 5 average rating, 127 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 favourite
An aerial view showcases a collection of beachfront homes bordered by lush green landscapes. Beaches stretch along the shoreline, with gentle waves meeting the sand. The sun sets in the background, casting a warm glow over the scene and reflecting on the water's surface.
Home in Punta Ballena
5 out of 5 average rating, 104 reviews

Maria Paz Beach House

Beautiful garden, pool, and grill. Perfect for families with young children. Quiet neighborhood. Spectacular beachfront house, 20 meters from the beach. Accommodates up to 13 people. Private wind-sheltered garden with a swimming pool and barbecue grill! Ideal for families with small children. The pool has child protection. Sheets, towels, and beach towels included. Equipped with high quality appliances (washing machine, dryer, dishwasher, etc.)

Guest favourite
Home in Ocean Park
4.93 out of 5 average rating, 15 reviews

Beautiful house with pool and barbecue

Descubrí un refugio ideal para familias y amantes de la tranquilidad. Esta casa espaciosa y luminosa te espera con un ambiente sereno y rodeado de naturaleza. A solo pasos de la playa, vas a disfrutar de un entorno verde y calmo, perfecto para relajarte. La casa cuenta con piscina privada y un parrillero para disfrutar de asados en familia o con amigos. Un lugar tranquilo y perfecto para tu próxima escapada.

Top guest favourite
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.
Flat in Punta Ballena
4.96 out of 5 average rating, 141 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 favourite
A modern wooden house features large glass windows that provide expansive views of the surroundings. A sparkling pool reflects the clear blue sky, with lounge chairs arranged nearby. The spacious deck is positioned to enjoy outdoor living.
Home in Santa Mónica
4.97 out of 5 average rating, 77 reviews

LAGO 1 HOUSE / Laguna Jose Ignacio

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.

Top guest favourite
A gray sofa is positioned against a stone wall, accompanied by a round marble-top coffee table. Two patterned stools are placed nearby on a light area rug, creating a cozy seating area. Natural elements are introduced with a wooden bowl filled with decorative items.
Flat in Punta Ballena
4.91 out of 5 average rating, 140 reviews

Exclusive Apt in Punta Ballena - Punta del Este

Brand new apartment in Sierra Ballena II with a panoramic view of Punta del Este and Gorriti Island. It is located on the back of the whale facing east, which is very bright during the day, with a unique sunrise. The complex has 24-hour security. Parking with direct access to the unit. It has a private stove. Pool and SUM with grills for common use.

Popular amenities for Maldonado rentals with a pool

When is the best time to visit Maldonado?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$223 SGD$179 SGD$129 SGD$163 SGD$128 SGD$102 SGD$128 SGD$128 SGD$128 SGD$128 SGD$116 SGD$171 SGD
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Quick stats about holiday rentals with a pool in Maldonado

  • Total holiday rentals

    Explore 60 holiday rentals in Maldonado

  • Nightly prices starting at

    Maldonado holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,000 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    60 of Maldonado holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Maldonado rentals

  • 4.8 Average rating

    Maldonado stays are highly rated by guests – averaging 4.8 out of 5!

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