
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 140 vacation rentals in Maldonado

Nightly prices starting at
Maldonado vacation rentals start at $14 CAD per night before taxes and fees

Verified guest reviews
Over 1,060 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
130 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.

Luxury home near the beach, Montoya. Exclusive.
Jardím do Mar is a brand-new, exclusive luxury retreat ideal for 2 people (+2 in a sofa bed) in the heart of Montoya. It combines calm, design, comfort, quality materials and nature. Designer architecture, light and tropical vegetation: a unique and sophisticated experience. A few minutes' walk from one of the most beautiful beaches, with waves for surfing, and steps away from restaurants, cafes, supermarkets, and shops in La Barra. One of the few houses that is fully fenced, secure, and private.

La Dársena, a splendid house with a pool in La Barra
La Dársena's modern and comfortable style will allow you to enjoy the best of a vacation in La Barra in an atmosphere of total calm and comfort. The house's amenities will make your stay perfect: heated pool, barbecue with deck, spacious, super-bright living room with full integrated kitchen, and comfortable bedrooms. Explore every corner and discover how its architectural concept and decorative axis hides luxury and good taste behind its captivating simplicity.

Grey Stone
Relax steps from the sea in our cozy beach house! Designed for you to enjoy a perfect vacation. Located just half a block from the beach, with 2 bedrooms, 2 full bathrooms, a living room with a wood-burning fireplace for cooler nights, and a fully equipped kitchen. Large park with swimming pool, barbecue grill and fireplace to enjoy the outdoors. Ideal for families or groups of friends looking for comfort and proximity to the beach. Your perfect escape awaits!

House - Boat ll
El Barco 2 is a spectacular Italian-style house with a beachy touch, whose unique architectural design evokes the feeling of being on board a boat. With portholes and panoramic ocean views from all levels, here you will feel as if you are sailing on the ocean, surrounded by the tranquility and beauty of the sea. Located in Altos de Punta Piedra, just meters from the most beautiful and quiet beaches, it is the perfect place to relax and enjoy luxury and nature.

Surfside, luxury, 2 suites + den, 2 garages
Spectacular corner unit practically brand new in a first level tower with all services in a privileged location. Modern and spacious living/dining room with integrated kitchen. L-shaped balcony that surrounds the apartment. 2 large suites + guest bathroom with shower + desk. The master suite has a dressing room, bathroom, double sink, shower and bathtub. Central A/C Double door refrigerator with panels. Dishwasher with panels. 2 individual garages

Casa Corazón de La Barra - heated pool
House located in the heart of La Barra, in a quiet residential area, just 400 meters from La Posta del Cangrejo beach and the shopping area, restaurants and bars. It has a large living/dining room integrated into the kitchen, with large windows overlooking the street and the garden. North-facing house, very bright. You can enjoy the outdoor pool (heated from November to March), covered barbecue with outdoor furniture, wifi, 65-inch LED Smart TV.

Comfortable House in Bal. Buenos Aires a few meters from the sea
Casa "L'Escalier" is 40 meters from the sea in Balneario Buenos Aires (a few meters from Manantiales). 15 minutes from Jose Ignacio and 15 minutes from Punta del Este. It has 3 bedrooms, 1 en-suite bathroom and 1 toilet), swimming pool, 2 enclosed garages, barbecue with table for 10 diners, Air Conditioners in all rooms and centralized high-performance stove. Alarm and Video Surveillance. Fully equipped. Weekend, seasonal or winter rental.

Best Villa in Manantiales(PdelEste) - with MAID!
Excellent Villa, ideal for big groups, and families located in one of the most exclusive places of Punta del Este: Manantiales (El Chorro), Altos de Punta Piedras. Located strategically: - sea view 7 minutes walking distance to the beach. - 5 minutes by car to Bikini Beach - 10 minutes by car to La Barra - 15 minutes by car to José Ignacio - 15 minutes by car to Punta del Este "Peninsula"

Modern 2½-Bedroom in Luxury Tower
This luxury 2½-bedroom/3-bathroom apartment in the brand-new Surfside tower has everything you need to enjoy your stay in Punta! Very spacious, with a total of 220 square meters (2370 square feet). Housekeeping service, included in your reservation, is provided DAILY, 7 days per week, even holidays — the same as in a luxury hotel. And the Surfside building amenities are second to none!

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.

Aldeana Manantiales | Luxury Oceanfront Residence
Experience Manantiales from one of its most exclusive beachfront residences. Aldeana combines the privacy and comfort of a luxury residence with the services of a premium hotel in a privileged oceanfront location. Wake up to endless Atlantic Ocean views, enjoy the beach with exclusive beach service, and unwind in a residence designed for effortless, worry-free living.

Furnished house with ocean view
- Fully furnished house 6 blocks from the beach - Patio with heated pool (with solar panels) and enclosed grill - Three bedrooms (one en-suite with a king-size bed) - DirecTv - Wi-Fi - Alarm - A closed garage for two cars - Balcony with ocean views - A washing machine and clothes dryer - Air conditioning in every room - Heated floors - A set of beach chairs and umbrellas
Popular amenities for Maldonado rentals with a pool
House rentals with a pool

Beautiful new cabin

Temporary rental, house equipped for 7 people

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

Punta del Este Beachfront House.

El Angel, 4 bedroom house and pool in La Barra

House 4 blocks from the beach in La Barra

Spectacular house in Barrio Golf

Relax Beyond The Sea
Condo rentals with a pool

Mi Mar. Punta Ballena Quarter.

Beautiful apartment with excellent services

The sea at your feet! Playa los Ingleses

Apt. 4 people Punta del Este, Laguna del Diario

Very comfortable apartment in Green Park

204 Saint Honore in front of Conrad. With beach service

Apartment in Punta del Este two environments

Roosvelt Apartment and Ocean Drive Country Services
Other vacation rentals with a pool

Brand new Venetian Luxury apartment!

Heated swimming pool, cinema, large garden and deck

Spectacular view in Terrazas de Manantiales

Apartment in Laguna Blanca - Sense Manantiales

Bikini Beach, Punta del Este, Manantiales

Paradise next to the Lagoon and the Sea

Manantiales Beach House

El Quijote Chacras-Nature Reserve, Punta de Este
When is the best time to visit Maldonado?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $611 CAD | $479 CAD | $372 CAD | $376 CAD | $355 CAD | $369 CAD | $394 CAD | $397 CAD | $397 CAD | $413 CAD | $398 CAD | $551 CAD |
| 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 |
Destinations to explore
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- Castillo Pittamiglio - Universo Pittamiglio
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