
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$2,087 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
FamilyLocationCheck-in

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
LocationFamilyBeach

Spectacular sunset view, access to the sea
Apartment located in the Quartier de la Ballena, a private condominium with an excellent level of amenities. It has a living room and the main room overlooking the sea, 2 bedrooms, 2 bathrooms, equipped kitchen, terrace balcony with barbecue and sea view to enjoy the best sunsets. It has a Club House with 2 heated swimming pools, Jacuzzi, sauna, gym, kids club, park, Buffet service and beach service in Olaff beach in summer. Daily maid service and 24 hour security. Laundry. Wifi.
FamilyLocationIndoor spaces

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.
FamilyLocationHospitality

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.
FamilyValueAccess

Very comfortable apartment in Green Park
IN MAY AND JUNE THE COMPLEX'S RECREATIONAL AREAS (POOLS, GYM, COURTS, ETC.) DO NOT WORK. Apartment in Green Park Private Club, inside Solanas Vacation Club (Tower L). Surrounded by greenery and minutes from the beach. Ideal for vacations with family or friends. Fresh air, relaxation, hiking, and fun. Access to Solanas' gym, swimming pools, sauna, and recreational activities for all ages. Access to the Crystal Lagoon is not included. If you want to go, get a pass right there.
FamilyValueAmenities

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.
FamilyLocationQuiet

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.)
LocationFamilyNearby

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!
ValueLocationAccess

"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.
LocationValueComfort

El Desquite, a Refuge Amidst Olive Trees, Pool & Design
Discover El Desquite – Refugio entre Olivos, a designer home surrounded by nature, ideal for unwinding. Located near Nueva 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 spaces. Enjoy a private pool, a wood-burning stove, and unique spots to relax at sunset.
HospitalityViewSleep quality

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

El Angel - Granja JHH Henderson
ValueLocationPool

Beautiful house with a pool on Tío Tom beach.
FamilyLocationBathroom

House in Sauce de Portezuelo 200 meters from the sea.
LocationFamilyComfort

Ocean Park House 1 block from the beach
LocationFamilyCheck-in

House with wood-burning stove and heated pool
LocationValueCondition

Casa en entorno natural con piscina climatizada
FamilyLocationGrill

Luxurious villa with pool in Piriápolis
LocationFamilyAmenities

Beautiful house with a wood-burning stove
FamilyLocationHospitality
Condo rentals with a pool

Apt. 4 people Punta del Este, Laguna del Diario
ValueLocationIndoor spaces

The sea at your feet! Playa los Ingleses
ValueLocationSleep quality

Greenpark: charming lakefront apartment, tower L, P 3
LocationFamilyAir conditioning

A DREAM PLACE TO REST !!
LocationFamilyAmenities

Green Park Torre K (*)
LocationFamilyView

202 Saint Honore in front of Conrad. With beach service
ValueFamilyHospitality

View Mansa + Garage + Balcony. No extra charges!
FamilyValueGrill

Beautiful apartment with excellent services
FamilyLocationAccuracy
Other vacation rentals with a pool

Ocean Front Villa, Private Pool, & Majestic Views
FamilyValueDecor

Las Hortensias Cabin
LocationFamilyKitchen

Chacra in the Sierras - Route 60
LocationValueWifi

A paradise for relaxation
FamilyLocationGrill

Casa Mara Sierra- 3
LocationAir conditioningGrill

Excellent house-type apartment with garden and ocean views
LocationBikingParking

Brand new Venetian Luxury apartment!
LocationConditionIndoor spaces

Excellent apartment with ocean views
LocationFamilyHot tub
When is the best time to visit Maldonado?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$40,070 GYD | G$32,766 GYD | G$30,679 GYD | G$29,009 GYD | G$31,305 GYD | G$31,305 GYD | G$31,096 GYD | G$31,305 GYD | G$31,305 GYD | G$31,305 GYD | G$26,087 GYD | G$40,070 GYD |
| 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
- The Hand
- Museo del Mar
- Reserva de Fauna y Flora del Cerro Pan de Azúcar
- Casapueblo
- Casapueblo
- Costa Urbana Shopping
- Las Grutas
- Arenas Del Mar Apartments
- Salto del Penitente





