
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 50 vacation rentals in Maldonado

Nightly prices starting at
Maldonado vacation rentals start at $56 CAD per night before taxes and fees

Verified guest reviews
Over 790 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
40 of Maldonado vacation 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!
Top-rated rentals with a pool in Maldonado
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Stylish private studio with pool and jacuzzi
Private studio for 2 people, with a swimming pool, jacuzzi and barbecue for exclusive use. It has a wood-burning stove, air conditioning, a pellet stove in the hot tub area, and a fully equipped kitchen (fridge, microwave, toaster, and utensils). A space designed so that you have everything you need and can cook comfortably. The entire property is private, with no shared spaces. Ideal location: bus stop 100 m away, supermarket 200 m away and beach 350 m away. We include sheets and towels.

House with wood-burning stove and heated pool
Brand new house in Punta Colorada, 50 meters from the beach, on the way down the street. Modern, bright and fully equipped with everything you need to enjoy. Three bedrooms (one en suite), a second full bathroom, and a spacious living-dining room with a high-performance stove integrated into the kitchen. Large windows lead to the barbecue area overlooking the heated pool—all designed for sharing. The terrain continues with a tree-lined background that descends down to the stream.

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

Beach House, Pool and Garden
Escape to this family-friendly beach house. Located in a quiet area, it has 4 bedrooms, 2.5 bathrooms and a beautiful private pool surrounded by garden and palm tree. Enjoy the deck with hammock to relax overlooking the hill. Cozy and functional interior, fully equipped kitchen and a comfortable living room. Close to the beach and local amenities, perfect place to unwind and enjoy an unforgettable vacation. ¡We look forward to seeing you! Does not include Agua ni luz

Luxurious villa with pool in Piriápolis
Spectacular house located in Piriápolis, on the hill of San Antonio. It has a unique design in Uruguay that combines comfort and elegance in the middle of a natural environment. The house has a large living room with a wood-burning stove and a drinks bar, offering an incredible ocean view from all its spaces. Three comfortable bedrooms, the master bedroom being en suite and with a dressing room. Comfortable terraces to enjoy the views. Grill and mud oven. Pool.

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.

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.

El Desquite – Refugio entre Olivos – Pool & Design
Discover El Desquite – Refugio entre Olivos, a designer home surrounded by nature, perfect for unwinding. Located near Nuova 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. Enjoy a private pool, a fire pit, and unique spots to relax at sunset.

Unique house on a hill with full ocean view
Relax on this unique and peaceful getaway. It is a unique house on the hillside of the Pan de Azúcar hill, with exceptional sea views from every corner. Surrounded by nature, it offers the perfect combination of proximity to all amenities and the ideal distance to rest away from the hustle and bustle of Piriápolis. A bright and serene refuge, totally enjoyable both in summer and winter.

In Bella Vista, Quiet Private Neighborhood Aznarez
Relax in this quiet and elegant space. Spacious and bright house in a private neighborhood, 4 blocks from the sea, surrounded by countryside and mountains. Ideal for families or groups of up to 8 people. It has TV, WiFi, wood stove, heated pool (October to April), children's games and horseback riding. Everything you need to rest, reconnect and enjoy nature without giving up comfort.

Comfortable cabin with heated pool
This accommodation exudes tranquility: relax with the whole family! Between hills and just 700 m from the sea, enjoy a cabin ideal for family vacations. Relax in the heated pool and share unforgettable moments on a large 45 m² deck with a barbecue for different meals. Nature, comfort and proximity to the sea: the perfect balance to rest and enjoy all year round.
Popular amenities for Maldonado rentals with a pool
House rentals with a pool

NEST HOUSE. In the forest. Between the Sierra and the Sea

La Pocilga - Eden Village

Relax Beyond The Sea

Casa Azu, 3 bedrooms, 2 bathrooms, heated pool

House in Playa Grande

Heated pool and beautiful green spaces.

House with pool in Playa Grande

Beautiful house with heated enclosed pool and Jacuzzi
Condo rentals with a pool

Roosvelt Apartment and Ocean Drive Country Services

Apartment in Punta del Este two environments

Green Park Torre K (*)

A DREAM PLACE TO REST !!

View Mansa + Garage + Balcony. No extra fees!

The sea at your feet! Playa los Ingleses

204 Saint Honore in front of Conrad. With beach service

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

Excellent apartment with ocean views

Brand new house with pool, 50m from the beach

Loft Dome in Piedra de las Ánimas

Chacra in the Sierras - Route 60

Casa Nopal 1

Aldeana Manantiales | Luxury Oceanfront Residence

Beautiful house with ocean and hill views, and near the beach

Ocean Front Villa, Private Pool, & Majestic Views
When is the best time to visit Maldonado?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $258 CAD | $216 CAD | $181 CAD | $186 CAD | $167 CAD | $160 CAD | $174 CAD | $174 CAD | $173 CAD | $223 CAD | $159 CAD | $237 CAD |
| 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 |
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- Museo Ralli
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- Museo del Mar
- Teatro Verano
- Reserva de Fauna y Flora del Cerro Pan de Azúcar
- Casapueblo
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