50 Best San Juan del Sur Vacation rentals on Holiday Lettings - House rentals

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Playa Maderas
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San Juan del Sur

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201 Vacation rentals

(1) Excellent 

23

Vacation villa rental

Rivas Department / San Juan del Sur

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 0.3 mi
  • Child friendly
  • Car not necessary
Welcome to the Oasis! A spacious, clean, quiet & secure 2 bdrm / 2.5 bthrm townhouse on 2 levels with vista views of the Pacific Ocean and the Christ statue overlook. Located in the quiet residential La Talanguera neighbourhood which is an easy 10 minute walk to town …see more

from $34 / night

$450 / week

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from $34 / night

(7) Excellent 

19

Vacation home in Playa Maderas

San Juan del Sur / Playa Maderas

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 0.1 mi
  • Child friendly
  • Pet friendly
Welcome to Dunia's home : 100 m from Playa Maderas (1min walk). House with full confort : equipped kitchen, private bathroom, livingroom with 2 couchbed, bedroom with king size bed.The house is designed to make your stay confortable : natural ventilation, windows and do …see more

from $60 / night

$420 / week

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from $60 / night

15

Vacation home in Playa El Coco

San Juan del Sur / Playa El Coco

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Child friendly
  • Pet friendly
This house is unique! composed of four independent units, located on more than one Ha, the turning of a dirt road, a driveway lined with palm trees accompany you to your little corner of paradise. Luis welcomes the arrival and help you in all your needs during your stay …see more

from $250 / night

$1,750 / week

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from $250 / night

(3) Excellent 

15

Vacation studio with shared pool in San Juan del Sur

Rivas Department / San Juan del Sur

Studio 2 1 night min

  • Studio
  • Sleeps 2
  • 1 night min
  • Swimming pool
  • Child friendly
  • Car not necessary
The ideal place for your stay in San Juan del Sur. Close to all the conveniences, the beach, the bars, the restaurants, the stores... In the peace in a luxuriant nature where you can observe multicolors birds as well as a family of howler monkeys. The apartment is situa …see more

from $180 / night

$820 / week

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Responds fast!
avg. 3 hours 20 minutes

from $180 / night

(10) Excellent 

15

Escamequita Vacation villa rental

San Juan del Sur / Escamequita

5 12 3 nights min

  • 5 bedrooms
  • Sleeps 12
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
In the deep south of Nicaragua, just a stone's throw from Costa Rica, there's the kind of beach you can only hope to stumble upon while traveling - Playa Escameca. Long and wide, this beach has only a couple of houses and a handful of beach bungalows dotted here and th …see more

from $350 / night

$2,000 - $2,800 / week

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from $350 / night

(4) Excellent 

26

Vacation villa in San Juan del Sur

Rivas Department / San Juan del Sur

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
A Nica style open plan 3300 sq.ft villa with 15m horizon pool (that's actually big enough to swim in! - 15m long) overlooking the Pacific Ocean. Set in a tropical forest in the Balcones de Majagual estate, Casa Francesca is a private villa that sleeps 4-6 people comfort …see more

from $250 / night

$1,750 / week

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Responds fast!
avg. 1 hour 6 minutes

from $250 / night

(1) Excellent 

10

Vacation home with swimming pool in Balcones de Majagual

San Juan del Sur / Balcones de Majagual

4 12 7 nights min

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool
• THE BEST LOCATION FOR YOUR SAN JUAN DEL SUR VACATION . . . . Casa 72 is right downtown San Juan del Sur, on a mild hill. It's only two blocks from the beach, and less than three blocks from restaurants, souvenir shops, surf stores, banks, cafés, a bookst …see more

from $400 / night

$2,350 - $2,875 / week

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from $400 / night

(3) Excellent 

10

Vacation b&b in San Juan del Sur

Rivas Department / San Juan del Sur

2 2 1 night min

  • 2 bedrooms
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Private garden
Our house is located in a peaceful green setting, nestled on a hill with magnificent views of the island of Ometepe and on the bay of San Juan del Sur. Beautiful walks are done on foot or horseback. Chez Nous you will feel at home. For lovers of nature, calm and serenit …see more

from $65 / night

$410 / week

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Responds fast!
avg. 3 hours 20 minutes

from $65 / night

(1) Excellent 

26

Vacation b&b in Balcones de Majagual

San Juan del Sur / Balcones de Majagual

1 10 1 night min

  • 1 bedroom
  • Sleeps 10
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
This is a Dormatory connected to a main house on the Ocean Front. At almost 100 ft above sea level the view of the coast line is spectacular and relaxing. The setting is a short walk to the waters edge where you can swim, surf, fish or just soak up the good weather. Hi …see more

from $25 / night

$110 / week

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from $25 / night

8

San Juan del Sur Vacation apartment rental

Rivas Department / San Juan del Sur

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly
Nice place near San Juan Del Sur town on the way to famos beaches like : Maderas , Majagual , Marsella . Just in front of Nacascolo beach ! This apartment has all you need for smaller family or couple ! Near best surfing and swiming beaches and at same time just c …see more

from $40 / night

$200 / week

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from $40 / night

21

Vacation home in San Juan del Sur

Rivas Department / San Juan del Sur

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Child friendly
Fully renovated cottage with all amenities and ready to move straight. 2 bedrooms (1 queen and 2 single), 2 bathrooms, 2 closets / a large main room with kitchen and dining room. New 22-inch TV. Internet. Fridge freezer, coffee maker, blender, microwave. Ceiling …see more

from $70 / night

$350 / week

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from $70 / night

(1) Good 

17

Home rental in Balcones de Majagual

San Juan del Sur / Balcones de Majagual

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Who has not wanted to be just one minute from the beach? This is your chance. The property is located between two of the best beaches in the area, Playa Madera and Playa Majagual (San Lorenzo in google maps). Who has not wanted to be lying in the hammock, watching jumpi …see more

from $55 / night

$280 / week

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from $55 / night

(2) Excellent 

21

Vacation b&b in San Juan del Sur

Rivas Department / San Juan del Sur

2 8 3 nights min

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 9 mi
  • Child friendly
  • Pet friendly
An unforgettable experience for those who dream of being in nature. The house is located high in the heart of a traditional farm dedicated to organic production and traditional farming in the community of Collado 15 minutes from Playa Escameca, 20 minutes from Playa Coc …see more

from $52 / night

$307 / week

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from $52 / night

44

San Juan del Sur Vacation condo rental

Rivas Department / San Juan del Sur

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool
Wicks Getaway is furnished with all comforts in mind; the living room furniture is designed to let you relax after a day at the beach. There is a wicker outdoor set on the living room balcony to enjoy the outdoors while overlooking the pool and courtyard. …see more

from $175 / night

$1,225 / week

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Responds fast!
avg. 56 minutes

from $175 / night

8

Vacation home in Escamequita

San Juan del Sur / Escamequita

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
It's rustic luxury as we would call it. Comfortable mattresses, designer quality sheets, towels and pillows. Hot showers. Big washrooms. Great fans. Views of the sunset, like you would not believe! And only a 100 steps to one of the most gorgeous beaches in Nicaragua. W …see more

from $75 / night

$350 - $700 / week

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from $75 / night

7

Vacation home rental

San Juan del Sur / Escamequita

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
It's rustic luxury as we would call it. Comfortable mattresses, designer quality sheets, towels and pillows. Hot showers. Big washrooms. Great fans. Views of the sunset, like you would not believe! And only a 100 steps to one of the most gorgeous beaches in Nicaragua. W …see more

from $60 / night

$300 - $600 / week

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from $60 / night

7

Escamequita Vacation home rental

San Juan del Sur / Escamequita

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
It's rustic luxury as we would call it. Comfortable mattresses, designer quality sheets, towels and pillows. Hot showers. Big washrooms. Great fans. Views of the sunset, like you would not believe! And only a 100 steps to one of the most gorgeous beaches in Nicaragua. W …see more

from $70 / night

$300 - $600 / week

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from $70 / night

7

Home rental in Escamequita

San Juan del Sur / Escamequita

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Child friendly
It's rustic luxury as we would call it. Comfortable mattresses, designer quality sheets, towels and pillows. Hot showers. Big washrooms. Great fans. Views of the sunset, like you would not believe! And only a 100 steps to one of the most gorgeous beaches in Nicaragua. W …see more

from $60 / night

$300 - $600 / week

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from $60 / night

9

Vacation home in Escamequita

San Juan del Sur / Escamequita

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
It's rustic luxury as we would call it. Comfortable mattresses, designer quality sheets, towels and pillows. Hot showers. Big washrooms. Great fans. Views of the sunset, like you would not believe! And only a 100 steps to one of the most gorgeous beaches in Nicaragua. W …see more

from $75 / night

$350 - $700 / week

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from $75 / night

11

Vacation home in Escamequita

San Juan del Sur / Escamequita

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
It's rustic luxury as we would call it. Comfortable mattresses, designer quality sheets, towels and pillows. Hot showers. Big washrooms. Great fans. Views of the sunset, like you would not believe! And only a 100 steps to one of the most gorgeous beaches in Nicaragua. W …see more

from $90 / night

$540 - $1,450 / week

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from $90 / night

(1) Excellent 

21

Playa Yankee Vacation home rental

San Juan del Sur / Playa Yankee

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
Villa Monet A surfers paradise. Have you been dreaming of taking a surf trip to Nicaragua? Spending a week in an ocean view home with incredible views? Knowing when the waves are ripe for the picking by just looking out your window? Then Casa Monet is the perfect h …see more

from $200 / night

$1,300 / week

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from $200 / night

11

Apartment rental in San Juan del Sur with shared pool

Rivas Department / San Juan del Sur

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Bay condominium is a new and modern complex with prime location near the village and on the way to the best beaches. Are 6 apartments, 2 buildings with 3 apartments each. Shared pool and gazebo, it has security and private parking. Our apartment has a spectacular view o …see more

from $200 / night

$1,000 / week

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from $200 / night

19

San Juan del Sur Vacation condo rental

Rivas Department / San Juan del Sur

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
This is a 1st floor condo with 2 bedrooms and 1 bath. The 2nd floor condo is a 2 bedroom and 2 bath. They are separate. My place is walking distance to restaurants and dining, the beach, nightlife, and public transport. You’ll love my place because of the high ceilings, …see more

from $125 / night

$875 / week

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from $125 / night

(1) Excellent 

21

San Juan del Sur Vacation home rental

Rivas Department / San Juan del Sur

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
new house with 4 rooms equipped FULL Capacity 10 people, AA, Living Room, Kitchen, Terrace, Private Pool. BAHIA fabulous view of NACASCOLO Cleaning the entrance and exit included. Linens and towels included. Precious wood furniture. Speaker System In terrace and bar con …see more

from $171 / night

$1,100 / week

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Responds fast!
avg. 1 hour 48 minutes

from $171 / night

(7) Excellent 

Certificate of Excellence

34

San Juan del Sur Vacation home rental

Rivas Department / San Juan del Sur

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
Casa Vista del Rey is a brand new house, fully furnished, with internet, cable and a beautiful private pool. It is only about a 5 minute drive to town and close to all the popular nearby beaches. The master bedroom has a king size bed and futon (beds 3), the second r …see more

Certificate of Excellence

from $275 / night

$1,700 - $1,910 / week

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Responds fast!
avg. 3 hours 42 minutes

from $275 / night

(2) Excellent 

37

Vacation villa with shared pool in San Juan del Sur

Rivas Department / San Juan del Sur

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool
Experience life in one of the largest, privately owned ecological reserves in Central America, teeming with wildlife and natural beauty. This small, private boutique community has been designed using green building concepts, native fallen hardwoods and natural stone. …see more

from $125 / night

$850 - $1,575 / week

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from $125 / night

23

Vacation home with swimming pool in San Juan del Sur

Rivas Department / San Juan del Sur

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 5 mi
  • Swimming pool
  • Child friendly
Beautiful new house with a spectacular view of San Juan del Sur Bay and Nacascolo Bay. The property is fully furnished. The house is equipped with 4 bedrooms each with private bath, ceiling fans and A/C, comfortably sleeping 12. The Master bedroom has a king size bed pl …see more

from $300 / night

$1,750 / week

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Responds fast!
avg. 3 hours 38 minutes

from $300 / night

(2) Very Good 

22

Vacation villa with shared pool in San Juan del Sur

Rivas Department / San Juan del Sur

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Our 1600 square foot, two bedroom, two bath luxurious villa is within walking distance of the town of San Juan del Sur. The home is nestled on a hillside in a gated community with stunning landscaped grounds. Sip on local rum while relaxing on the patio or balcony and …see more

from $120 / night

$850 / week

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Responds fast!
avg. 40 minutes

from $120 / night

22

Vacation home in San Juan del Sur

Rivas Department / San Juan del Sur

3 9 2 nights min

  • 3 bedrooms
  • Sleeps 9
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Located only a short 5 minute walk to shops, restaurants and bars, our home features an open air living environment with a floor plan that flows onto the front veranda through 4 gorgeous custom built wooden glass doors that do not obstruct the views of San Juan del Sur …see more

from $175 / night

$1,225 / week

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from $175 / night

(1) Excellent 

28

Vacation villa in Playa Maderas

San Juan del Sur / Playa Maderas

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
Casa La Serena- your own secluded, exclusive piece of paradise in San Juan del Sur Casa La Serena is designed like a romantic hideout: private pool, stone table to dine outside while looking at the ocean, a master bedroom with plantation shutters all the way up (essent …see more

from $165 / night

$1,050 - $1,575 / week

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from $165 / night

31

San Juan del Sur Vacation villa rental

Rivas Department / San Juan del Sur

2 8 2 nights min

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
Located privately and centrally within the Pelican Eyes Resort and Spa, Casa Margarita has 2 bedrooms, 3 full baths, kitchen, and covered terraces on all three levels overlooking the famous bay of San Juan del Sur. Entry level has outside fountain and spacious patio a …see more

from $225 / night

$1,450 - $1,870 / week

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from $225 / night

(3) Excellent 

29

Vacation villa with shared pool in Playa Maderas

San Juan del Sur / Playa Maderas

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool
Casa Tres Peces- The House of Three Fish Set in the progressive, boutique community of Balcones de Majagual, Casa Tres Peces is open air design and living at it’s finest. Located 12km from the lovely town of San Juan del Sur, Casa Tres Peces was designed by the renowne …see more

from $135 / night

$900 - $1,150 / week

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from $135 / night

18

Vacation villa with swimming pool in Playa Maderas

San Juan del Sur / Playa Maderas

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
Beachfront Villa at the famous Playa Maderas, 30 m above sea level, surronded by forest with direct beach access. An unforgettable place, 11 km from San Juan del Sur to relax and have the best experience with family and friends, enjoying amazing sunsets and wonderful vi …see more

from $295 / night

$1,770 / week

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Responds fast!
avg. 3 hours 28 minutes

from $295 / night

(1) Excellent 

47

Vacation apartment in San Juan del Sur

Rivas Department / San Juan del Sur

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Beautiful NEW BEACHFRONT condominium located in the quaint unspoiled town of san Juan Del Sur which is located south of Managua airport and only 30 minutes from the border with Costa Rica. The condominium is right on the beach and walking distance to restaurants, bars a …see more

from $155 / night

$950 - $2,050 / week

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from $155 / night

(7) Excellent 

34

Vacation home rental

San Juan del Sur / Playa Marsella

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
Wow, it's right on the beach! We considered stopping the description there but we also wanted you to know that this 3 bedroom house at Playa Marsella has an infinity pool, hammocks, A/C, daily cleaning service, secure parking, hot water and internet. We even have a ge …see more

from $299 / night

$1,880 - $2,835 / week

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from $299 / night

(12) Excellent 

39

Vacation home in San Juan del Sur

Rivas Department / San Juan del Sur

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Suitable for children age 5+
Walk to the beach! Three standalone cabins interconnected with stairs are perched on a hill with amazing ocean views! A well-designed complex of comfortable rustic pine cabins in true Nicaraguan architectural style. Casa Malinche set in the quiet community of El Reman …see more

from $140 / night

$980 / week

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from $140 / night

(18) Very Good 

27

San Juan del Sur Vacation villa rental

Rivas Department / San Juan del Sur

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Set amongst the verdant foothills minutes outside San Juan del Sur with a breathtaking unobstructed vista over the picture perfect Nacoscolo Bay stands El Arbol de Limon. Everything within the house is locally crafted, from the timber for the impressive 5m vaulted ceili …see more

from $300 / night

$1,800 / week

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Responds fast!
avg. 2 hours 0 minutes

from $300 / night

(1) Excellent 

18

Vacation villa in San Juan del Sur

Rivas Department / San Juan del Sur

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
Beautiful 2bd 2br ocean view villa. Private entrance surrounded by nature with all the conveniences of a top rated resort. Abundance of natural light and air flow through this Mediterranean style villa with A/C. Guests have access to the resort spa, pool & restaurant ov …see more

from $109 / night

$500 - $675 / week

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from $109 / night

(10) Excellent 

30

Vacation villa with swimming pool in San Juan del Sur

Rivas Department / San Juan del Sur

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Air conditioning
  • Private garden
Wonderfull Villa located in the exclusive Pacific Marlin development. It offers you all the comfort you can wish for during your vacation in San Juan del Sur! The villa offers 3 spacious bedrooms and 3 bathrooms as well as a private pool, an exterior dining and seatin …see more

from $245 / night

$1,715 / week

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Responds fast!
avg. 1 hour 34 minutes

from $245 / night

(1) Excellent 

36

Vacation home in Playa Marsella

San Juan del Sur / Playa Marsella

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
Casa de Sol sits directly on the powdery sands of tranquil Playa Marsella and just 6.5 Km north of bustling San Juan Del Sur.  You can feel safe and comfortable on our pristine 1/2 mile beach which we share with only a handful of other houses.  Wake up to the chirping o …see more

from $250 / night

$1,500 - $1,535 / week

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Responds fast!
avg. 2 hours 51 minutes

from $250 / night