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

Total vacation rentals
Explore 40 vacation rentals in Maldonado

Nightly prices starting at
Maldonado vacation rentals start at G$2,090 GYD per night before taxes and fees

Verified guest reviews
Over 630 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 of Maldonado vacation rentals include wi-fi 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.

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

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 - 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!

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.

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.)

Pool, stove, and pet-friendly, just meters from the sea
Relax in this serene space with an elegant design that invites you to disconnect. Enjoy the heated pool (in spring/summer) exclusively for guests, just steps from the beach. Ideal for a relaxing getaway. Located just an hour and a half from Montevideo and 30 minutes from Punta del Este, it is the perfect place to enjoy tranquility without missing out on the best of the coast. We look forward to making your stay an unforgettable experience!

"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.

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.

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
House rentals with a pool

Beautiful, ocean view, beach, heated pool

Relax Beyond The Sea

Luxurious villa with pool in Piriápolis

La Pocilga - Eden Village

Ocean Park House 1 block from the beach

Casa en entorno natural con piscina climatizada

Tiny House Ocean Park | stove-nature-rest

Unique house on a hill with full ocean views
Condo rentals with a pool

Very comfortable apartment in Green Park

The sea at your feet! Playa los Ingleses

Apt. 4 people Punta del Este, Laguna del Diario

A DREAM PLACE TO REST !!

Greenpark: charming lakefront apartment, tower L, P 3

204 Saint Honore in front of Conrad. With beach service

View Mansa + Garage + Balcony. No extra charges!

Beautiful apartment with excellent services
Other vacation rentals with a pool

Excellent house-type apartment with garden and ocean views

Casa Mara Sierra- 3

Piedra de las Ánimas Cabin

Chacra in the Sierras - Route 60

Spectacular duplex & best views

Brand new Venetian Luxury apartment!

Ocean Front Villa, Private Pool, & Majestic Views

A paradise for relaxation
Destinations to explore
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- Laguna Blanca
- Pueblo Eden
- Bikini Beach
- Playa Balneario Buenos Aires
- Punta Shopping
- Bodega Garzón
- El Jagüel
- Montoya
- Fundación Pablo Atchugarry
- Playa Brava
- Arboretum Lussich
- Cerro San Antonio
- Castillo Pittamiglio - Universo Pittamiglio
- Museo Ralli
- The Hand
- Museo del Mar
- Reserva de Fauna y Flora del Cerro Pan de Azúcar
- Casapueblo
- Casapueblo
- Costa Urbana Shopping
- Las Grutas





