45 Best Vacation Rentals in Maldonado - Holiday Lettings - Cabins

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150 Vacation rentals

11

La Barra Vacation apartment rental

Maldonado / La Barra

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Excellent apartment in the heart of Montoya, 50 meters from the sea and a few blocks from the shopping center of La Barra. Living room, 2 bedrooms (1 en suite), 2 bathrooms, defined kitchen, terrace. It has maid service, 24-hour doorman and security cameras, beach servi …see more

from $250 / night

$1,750 / week

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from $250 / night

13

Vacation home in Maldonado

Maldonado Department / Maldonado

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 35 mi
  • Child friendly
  • Pet friendly
In an environment of peace and tranquility, enjoy the nature of the Sierras just 30 minutes Portezuelo beach, 45 minutes from Punta del Este, 30 minutes from Pan de Azucar, Piriapolis 45 min and 45 min of Minas. Ruta del Olivo, 7 km from PUEBLO EDEN, overlooking the Sie …see more

from $64 / night

$448 / week

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from $64 / night

19

Vacation home with golf nearby in Punta Ballena

Maldonado / Punta Ballena

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Con vista e accesso a pochi metri dal mare, affittiamo, a periodi brevi per un minimo di 1 settimana nella esclusiva località della ''Rinconada'' sulla spiaggia di Solana a 20 Km da Punta del Este Uruguay , un appartamento silenzioso costruito su 2 piani ognuna con la p …see more

from $248 / night

$1,735 / week

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Responds fast!
avg. 1 hour 49 minutes

from $248 / night

(1) Excellent 

24

Apartment rental in Punta Ballena with shared pool

Maldonado / Punta Ballena

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Swimming pool
APTOS fully equipped and furnished (01,02,03 Units environments and Penthouse) ------ final prices, no extras or commissions IMPORTANT --------- ------- ask before reserve for availability and prices. Does not include entrance to Crystal lagoon-buying is there same the …see more

from $120 / night

$1,990 / week

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from $120 / night

53

Vacation home with swimming pool, golf nearby in Punta Ballena

Maldonado / Punta Ballena

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 3 mi
  • Swimming pool
  • Child friendly
Chalet "La Serena" is a cozy house in a privileged area of ​​herschaflichen landowners on the Chakra "La Serena" (2 hectares) right on the Laguna del Sauce (nature and bird reservoir) and near the Atlantic Ocean (2.5 km.) (between Punta del Este and Piriapolis each abou …see more

from $124 / night

$868 / week

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from $124 / night

(1) Excellent 

22

Vacation home rental

Maldonado / Punta Ballena

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning
130 sqm, Fully equipped house. w/furniture, fine decoration. Magnificent view to Maldonado Bay. Owners spend long stays there. Well maintained gardens and terrace overlooking the sea. A/C in main bedroom, heating in winter. Help maid can be hired . Punta Ballena, 15 km …see more

from $70 / night

$450 - $1,400 / week

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Responds fast!
avg. 1 hour 41 minutes

from $70 / night

17

Vacation home in La Barra

Maldonado / La Barra

5 10 14 nights min

  • 5 bedrooms
  • Sleeps 10
  • 14 nights min
  • Air conditioning
  • Private garden
Casa de 5 dormitorios uno en suite mas 4 dormitorios y piscina. Ropa de cama, wifi, tv cable, alarma, cerco, parrillero, con sombra, reposeras, luminosa Living comedor,estufa comedor diario , baño social y cocina Piscina, parrillero, lavadero y cuar …see more

from $700 / night

$4,500 / week

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from $700 / night

10

La Barra Vacation home rental

Maldonado / La Barra

4 8 14 nights min

  • 4 bedrooms
  • Sleeps 8
  • 14 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
lovely house in La barra just 4 blocks from sea. it has 3 rooms inside and one outside fits 8, it has pool barbeque wif tv cable Smart tv alarma and fenced. Full kitchen livind and dining room.Very iluminated and practical , i live all years , all Works. Near …see more

from $150 / night

$4,000 / week

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from $150 / night

16

Vacation home with swimming pool in La Barra

Maldonado / La Barra

4 8 15 nights min

  • 4 bedrooms
  • Sleeps 8
  • 15 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
very cute and full house in the bar to 4 sea at the height of the post of cangrejo.Excelente pool with waterfall. cute and safe environment 4 bedrooms another suite with double bed and two rooms with 2 beds and share a bathroom. large living and dining area all fenced r …see more

from $275 / night

$1,925 / week

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from $275 / night

10

Vacation home in La Barra

Maldonado / La Barra

2 4 14 nights min

  • 2 bedrooms
  • Sleeps 4
  • 14 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Housing simple comfortable in Woody surroundings very quiet low noise 10 blocks from the sea with all amenities closed premises barbecue and garage. For 4 persons air conditioning in living room and master bedroom. TV direct tv, Wi-Fi, washing machine, kitchen and bed l …see more

from $150 / night

$1,000 / week

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Responds fast!
avg. 20 minutes

from $150 / night

23

Vacation home in La Barra

Maldonado / La Barra

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Great house on the sea Heated swimming pool Fully equipped in the best area of ​​the bar .................................. ...................------------------------------- -------------------------------------------------- -------------------------------------------- …see more

from $5,500 / night

$50,000 / week

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Responds fast!
avg. 39 minutes

from $5,500 / night

56

Vacation home rental

Maldonado / La Barra

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This fantastic 6-bedroom Home has been done-up to a very high standard both inside and outside. At the end of a large garden, you will find the gorgeous pool area, which feels like a tropical oasis with palm trees, stunning pool furniture, and barbecue. The property its …see more

from $1,875 / night

$13,125 / week

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from $1,875 / night

(1) Excellent 

26

Vacation home in La Barra

Maldonado / La Barra

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 2 mi
  • Child friendly
  • Private garden
Beautiful villa with 3 bedrooms and three bathrooms, two in the main house and one bathroom in a separate house on more than a thousand meters of fantastic garden. The bathrooms are compartmentalized, sink, shower and separate toilets. 2 bath is en suite and features Sc …see more

from $248 / night

$1,487 - $2,602 / week

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from $248 / night

36

Punta Ballena Vacation home rental

Maldonado / Punta Ballena

4 9 3 nights min

  • 4 bedrooms
  • Sleeps 9
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
 Chalet located on the beach in Solanas Portezuelo or, steps from it, arguably almost second line; in a privileged place with all the security guard and family. You will find very close hostels, restaurants, ice cream parlors, supermarkets, doctor and pharmacy. PUNTA th …see more

from $100 / night

$700 - $1,204 / week

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from $100 / night

(4) Very Good 

10

Vacation apartment rental

Maldonado / La Barra

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
A walk to the sea, more environment department of a bathroom. Located in a great spot on montoya (between La Barra and Manantiales). Fully equipped - very comfortable and secure-services: pool, bbq, laundry, etc. - A metros del mar, departamento de un ambiente mas ba …see more

from $73 / night

$400 - $600 / week

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Responds fast!
avg. 1 hour 0 minutes

from $73 / night

53

Vacation home in Maldonado

Maldonado Department / Maldonado

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets
Very comfortable home with fine furnishings and well equipped. All you 3 LCD TV's, 1 Flat TV, Wifi, washer/dryer, Air Conditioning, Central Heater, Freezer, etc. 5 rooms with very good matrices, Pool with solar heater, Barbecue, garden and terraces, nice surroundings, …see more

from $400 / night

$2,500 - $2,800 / week

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from $400 / night

(2) Excellent 

22

Vacation home in La Barra

Maldonado / La Barra

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
HOUSE BRAND NEW FT FROM THE BEACH. QUIET AREA, IDEAL FOR RELAXING, ENJOYING THE SEA AND THE LARGE FISHING WINDOWS FROM WHERE YOU CAN SEE SEA HOUSE DESIGN IS VERY MODERN, BRIGHT AND SPACIOUS ROOMS HAVE ALL THE NECESSARY EQUIPMENT FOR A HOLIDAY COMFORTABLE AREA BOASTS SEV …see more

from $180 / night

$1,260 / week

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from $180 / night

(4) Excellent 

19

Vacation apartment in Maldonado

Maldonado Department / Maldonado

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 1 mi
  • Child friendly
  • Air conditioning
Apartment with great lighting Two bedrooms and a bathroom. A few meters from the beach. Has an ocean view is located 10 minutes from Punta del Este and 10 minutes from Punta Ballena (Casa Pueblo) drive, and a few blocks from the city of Maldonado. A few blocks from the …see more

from $90 / night

$625 / week

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Responds fast!
avg. 1 hour 47 minutes

from $90 / night

(1)  

36

Vacation home in Punta Ballena

Maldonado / Punta Ballena

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Child friendly
Gueshouse in 2 acres ranch near the Sause lake not far form the beach Ocean Park (2 km) 20 min from Punta del Este, 15 min from Piriapolis using a car or bus This is an unattached and very cozy lodge located in a quiet and peaceful setting near a huge lake ( only 800 …see more

from $85 / night

$500 / week

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Responds fast!
avg. 2 hours 47 minutes

from $85 / night

19

La Barra Vacation apartment rental

Maldonado / La Barra

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
Oceanfront - first line - only with great views of the two main beaches (montoya and bikini) - barbecue own beachfront garden allowing umbrellas and chairs winded - 4 bedrooms, 3 bathrooms - very few condo units - the background common services are pool, paddle court, b …see more

from $500 / night

$2,400 - $6,790 / week

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Responds fast!
avg. 1 hour 0 minutes

from $500 / night

(1) Very Good 

87

Vacation home in La Barra

Maldonado / La Barra

4 7 14 nights min

  • 4 bedrooms
  • Sleeps 7
  • 14 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
Pantai Kapal is located just in front of famous Montoya Beach, La Barra, Punta del Este Uruguay. 250 square meter house with 5 suite bedrooms all with great beach and atlantic ocean views. New for this season, 8x3 meter infinity pool with heated water. Fully equipped. I …see more

from $500 / night

$2,000 - $4,700 / week

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Responds fast!
avg. 2 hours 29 minutes

from $500 / night

9

Vacation home in Maldonado

Maldonado Department / Maldonado

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Ask about pets
Beautiful Beach Vacation rental one block from beach. Experience the fun, tourist places and come home to nature away from the crowds. Private beach. one block from bus line. easy to travel without a car. Lovely huge kitchen, with bbq inside. guaranteed you will …see more

from $125 / night

$800 - $2,600 / week

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Responds fast!
avg. 2 hours 17 minutes

from $125 / night

19

Vacation home in Punta Ballena

Maldonado / Punta Ballena

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden
"ChihuahuaRent Home" functional and comfortable for a large number of guest house, very bright with open front and back of the house spaces. My accommodation is good for couples, adventurers, families (with children) and large groups. Enclosed parking for several cars, …see more

from $250 / night

$1,750 / week

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Responds fast!
avg. 2 hours 42 minutes

from $250 / night

15

Vacation home with swimming pool, golf nearby in Punta Ballena

Maldonado / Punta Ballena

5 12 14 nights min

  • 5 bedrooms
  • Sleeps 12
  • 14 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
MUY BIEN UBICADA calle por medio con el mar; RENOVADA Nuevamente ESTE AÑO! , muy bien equipada y alhajada. Gran living comedor, amplia terraza techada, 5 dormitorios, 4 baños, dep. de serv., garaje, play-room., piscina, gran barbacoa techada. VERY WELL LOC …see more

from $2,000 / night

$14,000 / week

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from $2,000 / night

32

Vacation home in La Barra

Maldonado / La Barra

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Child friendly
4 bedroom, 2 bedrooms with queen beds, 1 with 2 singles and 1 with 4 bunk beds. Living with integrated and large breakfast area, 2 bathrooms, kitchen garden 2,000 meters. exterior galleries, towels and sheets, Wi-Fi, Direct TV, alarm throughout the house, fully equipped …see more

from $350 / night

$2,450 / week

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from $350 / night

12

Apartment rental in La Barra

Maldonado / La Barra

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
Attractions: family activities, nightlife and public transport. You'll love my place because of the light, welcoming space and high ceilings. My accommodation is good for couples, adventurers and business travelers. Other highlights FREE BIKES! ;-) Also Available! Ask f …see more

from $190 / night

$1,330 / week

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from $190 / night

14

Home rental in La Barra with swimming pool

Maldonado / La Barra

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
House of 200 m2 on 1000 m2 of land. Located in a quiet neighborhood "Altos de La Barra". Surrounded by large gardens. No traffic. Developed on one floor, very comfortable with large windows in every room overlooking the garden. Enjoyable in summer and winter, as it has …see more

from $800 / night

$5,000 / week

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from $800 / night

24

La Barra Vacation home rental

Maldonado / La Barra

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Take a deep breath in the morning and breathe in nature’s fragrance, days are very relaxed and you will enjoy them in the middle of the 1600m2 that surrounds La Laguna Blanca. The house is hidden between trees and has four super-comfortable bedrooms so that you experien …see more

from $725 / night

$5,075 / week

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from $725 / night

33

Vacation apartment in La Barra

Maldonado / La Barra

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
What better place to entertain family and friends than making cocktails at your own personal living room bar while looking out over the best views in La Barra? Or if you prefer to catch the afternoon rays, let your friends have a dip in your private roof top pool while …see more

from $1,000 / night

$7,000 / week

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from $1,000 / night

9

Shepherds hut rental in Punta Ballena with shared pool

Maldonado / Punta Ballena

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly
In a beautiful area of ​​Punta Ballena, L'Aldea is a place for relaxation and enjoyment for travelers, couples and groups of friends. Ideal to recharge and escape the bustle of the city, and only 20 mins. You may be in whole movement of Punta del Este (restaurants, beac …see more

from $144 / night

$1,008 / week

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from $144 / night

42

Vacation home in Punta Ballena

Maldonado / Punta Ballena

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
Enjoy the summer in this exclusive home with a privileged location in the heart of La Barra, just steps from the best beaches, bars, nightclubs and top restaurants in Punta del Este. Barra Brava offers tranquility and privacy during your stay as well as some of the most …see more

from $865 / night

$6,055 / week

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from $865 / night

27

Vacation home in Punta Ballena

Maldonado / Punta Ballena

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Picture this for a moment: each morning you wake up, pull back the drapes and right before your eyes you see the beach right on your doorstep. Sounds pretty idyllic to us! This stunning house has the most sensational views of the beautiful Uruguayan coast you could hope …see more

from $540 / night

$3,750 / week

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from $540 / night

5

La Barra Vacation apartment rental

Maldonado / La Barra

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Rent apartment in Punta del Este downtown with large windows with panoramic view to the sea where you can admire both sunset and sunrise. It has a private bathroom and two bedrooms with two bathrooms, as well as wi-fi, cable, maid service, Concierge service and covered …see more

from $200 / night

$1,400 / week

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from $200 / night

47

Vacation home in La Barra

Maldonado / La Barra

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This charming 5-bedroom home is equipped with everything necessary for a lovely visit to Punta Del Este. With stone floors, rustic wooden furniture and local artwork, there is an authentic Uruguayan style to La Oriental that makes you feel right at home – a perfect bala …see more

from $625 / night

$4,375 / week

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from $625 / night

40

Vacation home with shared pool in La Barra

Maldonado / La Barra

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
Elegantly stated and beautifully designed, Yellowstone evokes plenty of rustic beachside vibes with a twist of modernism in this 5-bedroom Manantiales complex. The home’s laid-back feel is underscored by wooden accents, funky décor and a streamlined architectural style, …see more

from $480 / night

$3,900 / week

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from $480 / night

128

Apartment rental in Punta Ballena

Maldonado / Punta Ballena

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
Our unit 3 bedrooms, 3 bathrooms, a spacious ideal for families or large groups traveling together condominium. It has modern furnishings and the latest technology to make this the best place to vacation. This apartment, located on site Alexander Boulevard has 3 bedroom …see more

from $145 / night

$1,015 / week

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from $145 / night

(1) Excellent 

39

Punta Ballena Vacation apartment rental

Maldonado / Punta Ballena

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Child friendly
Plan a peaceful escape to the coast of Uruguay with this culturally rich condo near Maldonado. Offering an oceanfront location, ocean views, and access to a shared pool, up to four guests will enjoy a vacation here! Sitting in a scenic location on Punta del Este of Uru …see more

from $600 / night

$4,200 / week

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from $600 / night

(3) Excellent 

26

Vacation home in Maldonado

Maldonado Department / Maldonado

4 7 14 nights min

  • 4 bedrooms
  • Sleeps 7
  • 14 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
BRAND NEW HOUSE BUILT ONE YEAR AGO. VERY MODERN AND CONFORTABLE. FRESH IN SUMMER AND WARM IN WINTER TIME. LARGE SPACES. THE YARD IS WILD, WITH BIG OLD PINES. THE INFINITY EDGE POOL, HAS ALSO A LOW DEPTH AEREA SPECIAL FOR CHILDREN. BARBECUE IS OUT DOOR CLOSE TO THE GAZE …see more

from $400 / night

$2,750 / week

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from $400 / night

18

Vacation home with golf nearby in La Barra

Maldonado / La Barra

3 6 30 nights min

  • 3 bedrooms
  • Sleeps 6
  • 30 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
House equipped for 6 people, located in a very wild area and only 300 meters away from the sea. It has 1 double bedroom en-suite, 2 bedrooms with 2 single beds each una.2 bathrooms, kitchen and living room, garden with barbecue and Grill, washing machine, wifi, alarm, …see more

from $248 / night

$1,735 / week

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from $248 / night

39

Vacation cottage rental

Maldonado / La Barra

6 21 Min stay varies

  • 6 bedrooms
  • Sleeps 21
  • Min stay varies
  • Nearest beach 10 mi
  • Swimming pool
  • Child friendly
Located on a blade of Cerro Eguzquiza, La dazzled offers total privacy in a peaceful and harmonious environment. Ideal to disconnect and enjoy family and / or friends. It combines the best of both worlds: the countryside a few minutes from the beaches, restaurants and n …see more

from $650 / night

$4,550 / week

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from $650 / night