
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$2,092 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

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.

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!

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.

Tiny House Ocean Park | stove-nature-rest
Unwind and relax in this spacious and serene space, surrounded by nature and located in an incredible spa! Wood-burning stove for a cozy atmosphere all year round. Our cozy tiny house is fully equipped for you to enjoy a pleasant stay. It has a spacious covered deck with a barbecue grill, ideal for spending time outdoors together. Heated pool from October to April (check other dates), shared with the complex. Fenced and independent perimeter, perfect for pets.

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.)

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.

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.

House in a natural setting with a heated pool
Enjoy the tranquility between the forest and the sea in Sauce de Portezuelo. Just 200 meters from the beach, surrounded by eucalyptus trees and nature. A terrace with barbecue, a private heated pool (Dec–Apr), and spaces designed for rest and comfort. Only 20 minutes from Punta del Este and 15 minutes from Piriápolis, it’s the perfect place to combine relaxation, nature, and leisure all year round.
Popular amenities for Maldonado rentals with a pool
House rentals with a pool

La Pocilga - Eden Village

House with wood-burning stove and heated pool

Relax Beyond The Sea

House in Sauce de Portezuelo 200 meters from the sea.

Beautiful, ocean view, beach, heated pool

"PARADISO" Pueblo Mio! Beach, countryside, nature

house on the lake 100 meters from the beach, heated pool

Luxurious villa with pool in Piriápolis
Condo rentals with a pool

Apartment in Punta del Este two environments

Solanas, Punta del Este

Green Park Torre K (*)

A DREAM PLACE TO REST !!

View Mansa + Garage + Balcony. No extra charges!

The sea at your feet! Playa los Ingleses

202 Saint Honore in front of Conrad. With beach service

Very comfortable apartment in Green Park
Other vacation rentals with a pool

Beautiful house with a wood-burning stove

Stylish Beach House in Chihuahua + Jacuzzi + Pool

Spacious and modern apartment with a pool near everything

A house to rest between nature and the sea

Loft Dome in Piedra de las Ánimas

House in a spectacular setting. Heated Pool

Manglar Brava · Meters from the sea · 11th floor

Spectacular duplex & best views
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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
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