
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 $155 SGD per night before taxes and fees

Verified guest reviews
Over 190 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.

Big Sur in Jose Ignacio w/ Heated Pool
2️⃣0️⃣2️⃣6️⃣ Pricing: Any period between Dec 27 to Jan 4 = USD20,000 🔴 🔠Jose Ignacio Premier Villas —> Welcome to Big Sur in Jose Ignacio. A paradise of charm and character that will transport you to new heights. Heated lap-pool, two exquisite master suites, a chefs kitchen, and a great-room to fill your stay with peace, happiness and a little glam. Perfect for couples or small families. Between tall trees, 5 blocks from La Mansa beach, 2 min drive to La Huella, 3 min walk to Juana & La Olada!

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

Heated pool, AC, Smart TV, Alarm, Wi-Fi,
HEATED POOL from October to March, (temperature subject to the weather), fenced for the safety of the little ones and family pets. Modern and warm house, to have an amazing time. INCLUDES ELECTRICITY and WATER CONSUMPTION. Air conditioning and smart TV in all rooms, new appliances, unlimited Wi-Fi, Direct TV, large deck and large grill to enjoy to the fullest. Designed to rest and relax when going out, for your comfort it has an alarm with response and security cameras.

Surfside, luxury, 2 suites + den, 2 garages
Espectacular esquinero prácticamente a estrenar en torre de primer nivel con todos los servicios en una ubicación privilegiada. Moderno y espacioso living comedor con cocina integrada. Balcón en L que rodea el departamento. 2 importantes suites + baño social con ducha + escritorio. La master suite cuenta con vestidor, baño mesada doble bacha, ducha y bañera. Aire acondicionado central Heladera doble puerta panelable. Lavavajillas panelable. 2 garajes individuales

Moon House in La Juanita
Located at the entrance to Jose Ignacio, enjoy a stay surrounded by vegetation, tall pines and with a beautiful open view of the La Juanita forest. In a super quiet environment, you will find Moon House, a 2-story house of 170 m2, with partial sea views, very comfortable and bright. You can walk 150 meters and reach the La Susana beach descent, and also shop in the shopping area 1 block away. Ideal for a family that wants to rest and be close to everything.

La Toscana Garzón | Bonjour Rentals
Stay and relax in this unique and peaceful accommodation. A house in the middle of a magical and natural environment with dreamy sunset views, ideal for enjoying family or friends Located between José Ignacio and the town of Garzón, recognized for its vineyards and wineries such as Brisas, Deicas and Garzón. This newly opened modern home is located on a 10-acre lot, with all the comforts, private pool, dishwasher, washing machine, AA in all environments.

Casa Brigitte, José Ignacio, Punta del Este
REVEILLON RATES: Dec 27-Jan 4: $18,000 + Airbnb Fees Dec 27-Jan 10: $19,000 + Airbnb Fees House "Brigitte" is located in Arenas de Jose Ignacio, elevated over the sand dunes, meters away from the ocean. Very private, has 3 rooms, a living room, a large deck and swimming pool. 5 minutes away from World famous La Huella restaurant.

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.)

Cool house w/pool in Club de Mar,
Brand new home in one of the top Latin American summer spots. Located within Club de Mar, enjoy beach service, a gym, kids center, clay tennis courts and more while relaxing in the only guarded community of this charming fishing town outside Punta del Este. Please note that, as is customary in the region, utilities (water, electricity) are charged as consumed in addition to price. We check the meters with you upon arrival / departure.

House in the treetops - EcoGarzon
Disconnect 100%!! Enjoy a unique experience in a magical place. We offer you a house in the treetops with incredible sunset views, next to the wood stove. Surrounded by the full nature of the largest Psamofio Forest in Uruguay, located in Laguna Garzón. Ideal for nature lovers, people who like privacy. At night, one of the best skies you can see in Uruguay, 100%. We provide bicycles, paddleboards, and kayaks. Disconnect!!

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.

Unique Vineyard House Garzon - Altos Jose Ignacio
Huset (House in Swedish) Garzon. Perfectly located between hot beach spot Jose Ignacio (25min away) and the uncrowded Pueblo Garzon (10min away). Unique 25 acres property recently built (2021), including private swimming pool, private vineyard in premises, and surrounded by an area of some of the best views and vineyards in Uruguay (Bodega Brisas 2min, Deicas 5min, and Bodega Garzon 12min away).
Popular amenities for Maldonado rentals with a pool
House rentals with a pool

Spectacular House with 1200 sq. meters of land and a swimming pool

Nature house, sea, lagoon, comfort

La Pocilga - Eden Village

Spectacular house in Barrio Golf

Relax Beyond The Sea

Beautiful, ocean view, beach, heated pool

Casa La Barra

Casa Gris - Club de Mar
Apartment rentals with a pool

Roosvelt Apartment and Ocean Drive Country Services

Apartment in Punta del Este two environments

Ocean view apartment, Palcos de La Posta

A DREAM PLACE TO REST !!

View Mansa + Garaje + Balcón ¡Sin gastos extras!

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 holiday rentals with a pool

Exclusive apartment in José Ignacio La Juanita

Beautiful cabin with a hot tub

Chacra in the Sierras - Route 60

Manglar Brava · A metros del mar · Piso 11

Apartment in Laguna Blanca - Sense Manantiales

Brava Apartment, Posada Paradiso, José Ignacio

Spectacular farm in the mountains, “La Soñada”

Brand new apartment
When is the best time to visit Maldonado?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,294 SGD | $445 SGD | $415 SGD | $427 SGD | $925 SGD | $569 SGD | $518 SGD | $777 SGD | $559 SGD | $498 SGD | $511 SGD | $1,105 SGD |
| Avg. temp | 22°C | 22°C | 21°C | 18°C | 14°C | 12°C | 11°C | 12°C | 13°C | 16°C | 18°C | 21°C |
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- Rentals with a patio Maldonado
- Rentals with beach access Maldonado
- Family-friendly rentals Maldonado
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- Rentals with outdoor seating Maldonado
- Rentals with a fireplace Maldonado
- Pet-friendly rentals Maldonado
- Rentals with a washing machine and dryer Maldonado
- Rentals with pools Maldonado
- Rentals with pools Uruguay
- Laguna Blanca
- Pueblo Eden
- Playa La Balconada
- Bikini Beach
- Playa Balneario Buenos Aires
- El Jagüel
- Bodega Garzón
- Punta Shopping
- Montoya
- Playa Brava
- Fundación Pablo Atchugarry
- Arboretum Lussich
- Arenas Del Mar Apartments
- Cerro San Antonio
- Museo Ralli
- Castillo Pittamiglio - Universo Pittamiglio
- The Hand
- Museo del Mar
- Reserva de Fauna y Flora del Cerro Pan de Azúcar
- Casapueblo
- Casapueblo
- Las Grutas





