
Holiday rentals with a pool in Maldonado
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Maldonado

Total holiday rentals
Explore 40 holiday rentals in Maldonado

Nightly prices starting at
Maldonado holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 630 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
40 of Maldonado holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Maldonado rentals

4.9 Average rating
Maldonado stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated rentals with a pool in Maldonado
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Excellent house-type apartment with garden and ocean views
Excellent apartment with a garden and unbeatable views of the ocean and Punta del Este. Lots of sunshine, ideal all year round, orientation N. Located on the back of the whale, in an environment of vegetation and rock, building with unique characteristics that mimic with the materials and vegetation of the place. Apartment of 98 m2 total; 49 m2 covered and 49 m2 of garden, of a bedroom and with the possibility of turning it into a unique environment giving the feeling of being in a house with a large living room and garden.

New house, 3 bedrooms, pool, bright near the sea
New Home in Portezuelo Beach Town, just 15 Minutes from Punta del Este and all its services. Enjoy this comfortable, year-round retreat just steps from the beach. The house features 2 AA units, a high-efficiency wood-burning stove, and a spacious covered barbecue area seamlessly integrated into the living room. It also includes a carport and an electric gate. Relax to the sound of the waves in a peaceful, tree-filled setting Beach access nearby. Supermarket & ATM located about 15 blocks away

NEST HOUSE. In the forest. Between the Sierra and the Sea
Enjoy a unique experience in this warm tiny house, located in the quiet seaside resort of Sauce de Portezuelo The house combines functionality and aesthetics, with simple and cozy details that invite you to slow down and reconnect surrounded by wooded forests and very close to the sea Designed with all the comforts to enjoy the environment, nature and La Paz without having to move. Nearby attractions such as Cerro Pan de Azúcar, Nueva Carrara, Lussich and wineries are just minutes away

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.

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

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!

House in Sauce de Portezuelo 200 meters from the sea.
A very peaceful place to enjoy nature and a beautiful beach 200 meters away. 15k from Punta del Este and Piriapolis. And 5 minutes from Laguna del Sauce Airport. House equipped with air conditioners, a master bedroom, and a dining room. High-performance stove in the living room, making the house extremely pleasant on cold days. Barbecue with PVC enclosures to enjoy a delicious barbecue. The house has well water. No parties allowed. The pool does not work in winter.

Ocean Park House 1 block from the beach
2-story house in Ocean Park, 1 block from the beach with ocean view 2 bedrooms (1 en-suite), with double beds + 2 sofa beds Semi-open barbecue integrated with a swimming pool and ocean view It has WiFi and Directv (the latter is the tenant's responsibility if interested). Fully equipped kitchen. Fully fenced house and indoor garage. Check-in time from 1:00 PM (depending on availability). Check-out time: 11:00 AM. Sheets and towels are not provided.

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.)

"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.

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.

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.
Popular amenities for Maldonado rentals with a pool
House rentals with a pool

Beautiful house with a pool on Tío Tom beach.

Beautiful new cabin

Camomila - Nature near the sea

House in a natural setting with a heated pool

Beautiful house with a wood-burning stove

Relax Beyond The Sea

Accommodation in El Chorro with ocean views

House with wood-burning stove and heated pool
Apartment rentals with a pool

Very comfortable apartment in Green Park

Greenpark: charming ap front lake, tower L, P 3

Apt. 4 people Punta del Este, Laguna del Diario

Beautiful apartment with excellent services

The sea at your feet! Playa los Ingleses

Green Park Torre K (*)

A DREAM PLACE TO REST !!

204 Saint Honore in front of Conrad. With beach service
Other holiday rentals with a pool

Las Hortensias Cabin

Chacra in the Sierras - Route 60

HOUSE IN SOLANAS COMPLEX FOR FAMILY GETAWAYS

Paradise by the Lagoon and the Sea

Brand new Venetian Luxury apartment!

Ocean Front Villa, Private Pool, & Majestic Views

Casa Mara Sierra- 3

Ocean View in Punta Ballena
When is the best time to visit Maldonado?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $244 SGD | $199 SGD | $187 SGD | $177 SGD | $191 SGD | $191 SGD | $189 SGD | $191 SGD | $191 SGD | $191 SGD | $159 SGD | $244 SGD |
| Avg. temp | 23°C | 22°C | 21°C | 18°C | 14°C | 11°C | 11°C | 12°C | 13°C | 16°C | 19°C | 21°C |
Destinations to explore
- Montevideo Holiday rentals
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- Mar del Plata Holiday rentals
- Punta del Diablo Holiday rentals
- Piriápolis Holiday rentals
- Maldonado Holiday rentals
- Lavalleja Holiday rentals
- Punta Ballena Holiday rentals
- Santana do Livramento Holiday rentals
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- Pinamar Holiday rentals
- Laguna Blanca
- Pueblo Eden
- Bikini Beach
- Punta Shopping
- Playa Balneario Buenos Aires
- Montoya
- El Jagüel
- Bodega Garzón
- Fundación Pablo Atchugarry
- Playa Brava
- Cerro San Antonio
- Castillo Pittamiglio - Universo Pittamiglio
- Museo Ralli
- Arboretum Lussich
- Museo del Mar
- The Hand
- Reserva de Fauna y Flora del Cerro Pan de Azúcar
- Casapueblo
- Las Grutas
- Costa Urbana Shopping
- Arenas Del Mar Apartments
- Casapueblo
- Salto del Penitente





