
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 60 vacation rentals in Maldonado

Nightly prices starting at
Maldonado vacation rentals start at $28 CAD per night before taxes and fees

Verified guest reviews
Over 1,000 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
60 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.

Beautiful house with a wood-burning stove
Descubrí un refugio ideal para familias y amantes de la tranquilidad. Esta casa espaciosa y luminosa te espera con un ambiente sereno, rodeado de naturaleza y a solo pasos de la playa, donde vas a disfrutar de un entorno verde y calmo, perfecto para relajarte. La casa cuenta con piscina privada, parrillero y una acogedora estufa a leña tradicional, ideal para disfrutar de noches cálidas y un ambiente único en cualquier época del año. Un lugar tranquilo y perfecto para tu próxima escapada.

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

Volterra Beautiful house in Chihuahua
Volterra, hermosa casa donde se conjuga naturaleza, paz y armonia. Amplio fondo con piscina climatizada, jardin y rodeada de pinos, totalmente cercada. A 400 metros aprox de playa naturista Chihuahua, y a minutos de Playas como Tío Tom, Portezuelo, etc. Gran variedad de servicios a minutos (supermercados, farmacias, restaurantes, estación de servicios, cajeros, etc.). Y si a la tranquilidad de tus vacaciones quieres agregarle diversión y espectáculos estarás a 15 kms de Punta del Este!

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.

Unique oceanfront, exclusive, impeccable, EVERYTHING.
Quartier Punta Ballena is a complex located in Punta del Este's best bay, Punta Ballena. Security and cleaning every day free of charge, amenities and access to the sea, swimming pools, jacuzzi and gym. Ideal for families or romantic getaways. Unique, exclusive, complete, comfortable and pleasant. Incredible view from two private galleries of a furnished house with individual grills, exit to the green garden and flowers. Privacy. Fully equipped. Flexible check-in and check-out.

Beautiful house with a pool on Tío Tom beach.
Beautiful house with heated pool in a quiet and wooded environment 2 blocks from the paradise beach of Tío Tom. Ideal for enjoying the unforgettable sunsets of Punta Ballena!! Equipped for 8 people, it has 2 bedrooms, 2 bathrooms, a living room and an integrated kitchen with a high-performance wood-burning stove, and air conditioning. Covered gallery with barbecue, jacuzzi, heated pool and fire pit. The entire property is fenced and pet-friendly. Enjoy a dream vacation!

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

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.

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

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

Breathtaking House - With Pool - Grill

New house, 3 bedrooms, pool, bright near the sea

House in a natural setting with a heated pool

Relax Beyond The Sea

House in Sauce de Portezuelo 200 meters from the sea.

House in a spectacular setting. Heated Pool

Cozy Forest House in Playa Chihuahua

Chamonix and Miramar 2
Condo rentals with a pool

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

202 Saint Honore in front of Conrad. With beach service

Aldeana Manantiales | Luxury Oceanfront Residence

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

Excellent apartment with ocean views

Paradise next to the Lagoon and the Sea

Ocean View in Punta Ballena

"PARADISO" Pueblo Mio! Beach, countryside, nature

Chacra in the Sierras - Route 60

Manglar Brava · A few metres from the sea · 11th floor

Spectacular duplex & best views

Excellent house-type apartment with garden and ocean views
When is the best time to visit Maldonado?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $242 CAD | $195 CAD | $141 CAD | $139 CAD | $139 CAD | $143 CAD | $139 CAD | $139 CAD | $139 CAD | $139 CAD | $127 CAD | $187 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 |
Destinations to explore
- Montevideo Vacation rentals
- Colonia del Sacramento Vacation rentals
- Mar del Plata Vacation rentals
- Punta del Diablo Vacation rentals
- Piriápolis Vacation rentals
- Lavalleja Vacation rentals
- Maldonado Vacation rentals
- La Plata Vacation rentals
- Tandil Vacation rentals
- Santana do Livramento Vacation rentals
- Punta Ballena Vacation rentals
- La Paloma Vacation rentals
- Laguna Blanca
- Pueblo Eden
- Bikini Beach
- Punta Shopping
- Montoya
- Playa Balneario Buenos Aires
- 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
- Casapueblo
- Las Grutas
- Costa Urbana Shopping
- Salto del Penitente





