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

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Playa Maderas
16 properties

San Juan del Sur

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83 Vacation rentals

(6) Excellent 

8

Vacation home in Playa Maderas

San Juan del Sur / Playa Maderas

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Child friendly
  • Pet friendly
  • Private garden
1 minute walk from Playa Maderas, best surf break near San Juan Del Sur. House with full confort : equiped kitchen, bathroom, livingroom with 2 couchbed, bedroom with king size bed. Perfect for families or group of friends. Surrounded by the tropical forest, with true …see more

from $60 / night

$420 / week

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from $60 / night

7

Vacation home in Playa Maderas

San Juan del Sur / Playa Maderas

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Child friendly
  • Pet friendly
Great beach house with three rooms 2 baths. Open air living area and kitchen. 4 restaurants within walking distance. Playa Marsella is one of the most tranquil beaches in Southwest Nicaragua. Great for swimming and one of the most popular surf beaches in Nicaragua is on …see more

from $100 / night

$500 / week

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from $100 / night

24

Vacation villa with swimming pool in San Juan del Sur

Rivas Department / San Juan del Sur

4 13 Min stay varies

  • 4 bedrooms
  • Sleeps 13
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
Villa Margo is a new and unique vacation home located in the exclusive community of Pacific Marlin in San Juan del Sur, Nicaragua. This beautiful contemporary home with its Nicaraguan and Polynesian flairs has unbelievable views of cruise ship tenders and sunsets. Desi …see more

from $850 / night

$5250 / week

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from $850 / 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 $150 / night

$1050 / week

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from $150 / night

17

Vacation home in Playa Maderas

San Juan del Sur / Playa Maderas

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
Proximity to the beach and main road to the best surfing beaches. You'll love my place because of accessibility, comfortable and elegant home. A short distance from San Juan del Sur, for shopping, restaurants and nightlife. My accommodation is good for couples, adventur …see more

from $75 / night

$350 / week

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from $75 / 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

(1) Excellent 

22

Vacation manor house rental

Rivas Department / San Juan del Sur

5 12 3 nights min

  • 5 bedrooms
  • Sleeps 12
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
Casa Sacuanjoche is located on the Pacific Ocean in San Juan del Sur, Nicaragua. It is a private, gated compound with 3 bedrooms in the main house, and 2 bedrooms in a separate guest house. The property is located on 3.5 acres overlooking the beautiful ocean with an inf …see more

from $1000 / night

$7000 / week

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from $1000 / night

(1) Excellent 

24

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 $20 / night

$100 - $110 / week

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from $20 / night

(3) Excellent 

21

San Juan del Sur Vacation villa rental

Rivas Department / San Juan del Sur

5 16 2 nights min

  • 5 bedrooms
  • Sleeps 16
  • 2 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 $70 / night

$560 - $4480 / week

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from $70 / night

47

Vacation villa rental

Rivas Department / San Juan del Sur

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning
Bahia del Sol Villas & Condominiums is located behind La Talanguera neighborhood, from the Mayor's Office or the Civic Centre 2.5 kms north on the right side of the dirt road that goes to the Chocolata. Another reference on how to get to Bahia del Sol is that after cros …see more

from $168 / night

$720 / week

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from $168 / night

14

Vacation home in Playa Maderas

San Juan del Sur / Playa Maderas

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
Outside of San Juan Del Sur, near beautiful sandy beaches as Mathilda And Maderas. Immerse yourself in the deep jungle, one of the most beautiful and natural environments to enjoy the peaceful sound of various birds and howler monkeys. If you looking for peace and quie …see more

from $85 / night

$482 / week

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from $85 / 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

10

Vacation home with swimming pool in Balcones de Majagual

San Juan del Sur / Balcones de Majagual

4 12 2 nights min

  • 4 bedrooms
  • Sleeps 12
  • 2 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 $345 / night

$2072 / week

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from $345 / night

(2) 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 $45 / night

$300 / week

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from $45 / night

(3) Excellent 

29

Vacation villa with shared pool in Playa Maderas

San Juan del Sur / Playa Maderas

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • 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

$776 - $1150 / week

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from $135 / 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

$1750 / week

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from $300 / night

22

Vacation home in San Juan del Sur

Rivas Department / San Juan del Sur

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • 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

$1225 / week

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from $175 / night

(12) Excellent 

44

Vacation home in San Juan del Sur

Rivas Department / San Juan del Sur

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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

$800 / week

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from $140 / night

(8) Excellent 

42

Vacation apartment with shared pool in San Juan del Sur

Rivas Department / San Juan del Sur

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
STUNNNG VIEW of the bay in San Juan Del Sur. This 5th Floor BEACHFRONT condominium is located in the delightful small beach town of San Juan Del Sur, Nicaragua. San Juan Del Sur is located south of Managua airport and only 30 minutes from the border with Costa Rica. Th …see more

from $200 / night

$1200 / week

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from $200 / night

(18) Very Good 

17

San Juan del Sur Vacation home rental

Rivas Department / San Juan del Sur

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool
Casa Cresta is a private, secluded pacific ocean paradise just north of San Juan Del Sur. This 3 bedroom, 2000 sq. ft custom home is perfectly situated between southern Nicaragua's most popular beaches Playa Marsella & Playa Madera. A huge private outdoor living space …see more

from $125 / night

$750 / week

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from $125 / night

(2) Excellent 

29

Vacation villa in Playa Maderas

San Juan del Sur / Playa Maderas

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
Casa Suerte serves as an idyllic setting for those looking for a tranquil and certainly unique Nicaraguan destination. Located hillside in the private ecological reserve and boutique community of Balcones de Majagual, the house features views directly out to beautiful …see more

from $135 / night

$776 - $1200 / week

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from $135 / night

(7) Excellent 

Certificate of Excellence

34

San Juan del Sur Vacation home rental

Rivas Department / San Juan del Sur

3 10 2 nights min

  • 3 bedrooms
  • Sleeps 10
  • 2 nights min
  • 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

$1700 - $2120 / week

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from $275 / night

(4) Excellent 

33

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 $275 / night

$1730 - $2835 / week

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from $275 / night

(1) Excellent 

23

Vacation home rental

San Juan del Sur / Playa Maderas

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
Welcome to Casa De Mono (Monkey House) a secluded, relaxing, ocean view get-away in an eco-friendly community. We are 8 miles north of San Juan Del Sur - far enough from town for seclusion yet close enough to go to dinner or shopping. Our home overlooks the best beache …see more

from $185 / night

$1225 - $1400 / week

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from $185 / night

28

Vacation home with swimming pool in San Juan del Sur

Rivas Department / San Juan del Sur

3 7 2 nights min

  • 3 bedrooms
  • Sleeps 7
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool
Nice beach house on a great location in San Juan del Sur. The house is located on "Colinas de Miramar - a new housing development 5 minutes close to town and on the way of the best beaches. You'll enjoy a place with all amenities, fully furnished, plus a relaxing pool a …see more

from $350 / night

$2100 / week

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from $350 / night

(10) Excellent 

6

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 ,construction 2015 ,best value in San Juan del Sur Nicaragua In the guarded and exclusive subdivision of Pacific Marlin , just in the city of San Juan Del Sur you can enjoy a quiet almost secluded feeling at the same time that a safe place a …see more

from $245 / night

$1716 / week

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from $245 / night

18

Vacation villa with swimming pool in Playa Maderas

San Juan del Sur / Playa Maderas

3 7 2 nights min

  • 3 bedrooms
  • Sleeps 7
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
A very special and tranquil place where you can relax, enjoy the silence and beauty of the forest with wonderful views of the Pacific Ocean. Our Villa has a magnificent sea view and is properly located near the forest. You will enjoy the characteristic sound of howler m …see more

from $295 / night

$1770 / week

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from $295 / night

(4) Excellent 

17

San Juan del Sur Vacation home rental

Rivas Department / San Juan del Sur

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool
“Casa Bahia Azul” is your perfect Nicaragua destination. With stunning 300deg Ocean views every room and location on property has an breathtaking view. Casa Bahia Azul was built using the finest American Standards, offers all modern amenities and comforts of home. Enjoy …see more

from $150 / night

$1050 / week

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from $150 / night

(2) Excellent 

29

San Juan del Sur Vacation home rental

Rivas Department / San Juan del Sur

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
Perched 100 feet above the Pacific coast, Casa de Mono Encantado is a brand new (March 2015) luxury villa built by Will Pattison in the desirable Paradise Bay gated community, with magnificent ocean views, semi-private beach access and continuous, soothing sounds of cra …see more

from $275 / night

$1800 / week

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from $275 / night

(3) Very Good 

21

Vacation home in Playa Yankee

San Juan del Sur / Playa Yankee

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Casa Monet A surfers paradise. Have you been dreaming of taking a surf trip to Nicaragua? Spending a week on 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 …see more

from $200 / night

$1200 - $1950 / week

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from $200 / night

(21) Excellent 

39

San Juan del Sur Vacation villa rental

Rivas Department / San Juan del Sur

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool
Casa Cielo Azul is a 4,000 square foot home designed by renowned architect Matthew Falkiner of Simplemente Madera. Experience peaceful treetop living in eco-luxury with breathtaking views of the Pacific Ocean. Sounds of the waves from three nearby beaches can be heard f …see more

from $215 / night

$1350 - $1700 / week

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from $215 / 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

$1800 / week

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from $300 / night

(1) Excellent 

19

San Juan del Sur Vacation villa rental

Rivas Department / San Juan del Sur

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
Beachfront at famous Playa Maderas 30 m below sea level at forest - direct beach access. A very special unforgettable place where you can relax and be together with friends or family enjoying sunset . Wonderful different views of the Pacific Ocean. In front of our hou …see more

from $295 / night

$1770 / week

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from $295 / night

27

Home rental in San Juan del Sur with swimming pool

Rivas Department / San Juan del Sur

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Casa Los Miradores is a custom built home located in the quiet Los Miradores gated community a few minutes outside the popular beachfront community of San Juan del Sur. It is located near the popular Playas Maderas, Marsella, and Majagual known for world class surfing. …see more

from $300 / night

$2100 / week

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from $300 / night

26

Lodge rental in Escamequita with shared pool

San Juan del Sur / Escamequita

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Private garden
In addition to offering the famous Horseback Rides to the Beach, Rancho Chilamate's main hacienda has four guest rooms for you to choose from. Note: Room rates includes breakfast and our famous family style dinner with complimentary wine and beer. If you like the idea …see more

from $129 / night

$903 / week

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from $129 / night

(1) Very Good 

9

Vacation apartment in Playa Maderas

San Juan del Sur / Playa Maderas

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning
A super secluded piece of tranquility, only 5 min from the tourists favourite surf beach Playa Maderas. A fully equipped apartment based on comfort: A/C, big lounge sofa, internet, fully equipped kitchen, bathroom - all topped off with 12 meters of ocean view. Book thi …see more

from $65 / night

$455 / week

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from $65 / night

39

Vacation home in Playa Marsella

San Juan del Sur / Playa Marsella

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • 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 $270 / night

$1551 - $3000 / week

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from $270 / night

14

San Juan del Sur Vacation home rental

Rivas Department / San Juan del Sur

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.32 mi
  • Child friendly
Mar y Sol Beach House is located on the most beautiful beach cove of the Pacific Coast, Remanso Bay, close to San Juan del Sur area, only 6 km from center of the town. This 1700 sq. ft. beach house will provide you with all the comfort during your vacation. Surrounded b …see more

from $100 / night

$600 / week

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from $100 / night

(5) Excellent 

26

Home accommodation in San Juan del Sur with swimming pool

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
Dear Visitor, It is with great pleasure that we now share our home which offers many one of a kind features that will ensure you experience the natural wonders of Nicaragua both inside and out! We did our best to mesh nature with modern comforts. It's traditional, Sp …see more

from $220 / night

$2135 - $3535 / week

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from $220 / night

1