Vacation rentals in Playa San Juan del Sur

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Top-rated vacation rentals in Playa San Juan del Sur

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

Villa in San Juan del Sur

4.87 out of 5 average rating, 141 reviews

Peaceful Hillside Villa with Stunning Views

Villa Paraiso del Sur is a creative's dream. Unplug yourself from the crowd in this secluded off the beaten path location while you reflect, reconnect, and recharge. Nestled in the jungle and designed to enhance everything surrounding it, our hope is that you enjoy every part of your stay; from taking morning walks to a beautiful lookout point nearby, relaxing by the pool watching herds of monkeys pass by, or by sipping local beer/wine while watching epic sunsets and spectacular panoramic views.

Guest favorite

Home in San Juan del Sur

4.96 out of 5 average rating, 107 reviews

7 room Private Luxury Villa with Full Staff

A Bay View villa by 5 minutes from the sea. Experience luxury on a scale that’s almost unimaginable. Escape from it all with friends or family to a truly stunning 7-bedroom villa in San Juan del Sur. Top level of luxury up to the maximum in each room, with stunning views of the ocean & mountains. With a spacious balconies, 5 different terraces and living areas, multiple gardens, a private infinity pool and full time staff. If you book this luxurious villa, all of the above & more will be yours.

Guest favorite

Guesthouse in San Juan del Sur

4.91 out of 5 average rating, 34 reviews

Colina Escondida: monoAmbiente, 5-min walk to town

From this hidden hill, you can walk to town in just 5 minutes (7 to the beach)! Superb location & convenience coupled with oasis-like escapism, this home is purposely positioned to be your perfect hideaway when seeking to be near downtown, yet need a haven to retreat to on foot. You can be carefree (and car-free) at a moment's notice to stroll towards the energy of the beach town, yet easily recharge back home perched high above it all with gorgeous golden-hour views of the town and hillsides.

Top guest favorite

Home

5 out of 5 average rating, 6 reviews

Beachfront 30m above - infinity pool - 180° views

Villa Delfin is amazingly close to the ocean so you can look directly down on the sand and the high tide covering it. Best beachfront private pool area in Maderas with 180 degree bay view to enjoy the most amazing sunsets and wonderful views of the Pacific Ocean, including Maderas Rock and a view to the mountains in Costa Rica. Direct private beach access. Inside Villas Playa Maderas with fiber optic wifi inside and outside as good as any city in the world. Great privacy at outside areas.

Superhost

Apartment in San Juan del Sur

4.92 out of 5 average rating, 73 reviews

Wicks Getaway - 2bdrm Townhome, Ocean Views & Pool

Welcome to Wicks Getaway, your own slice of paradise complete with all the comforts you'd expect. Everything from the comfortable sofas to the beautiful deck furniture has been carefully chosen to ensure your vacation rental feels just like home...only with better weather ;-) Only a 12 minute stroll down the beach from downtown San Juan del Sur, we are located in one of the premier developments in Nicaragua. There just isn't anything else like it in San Juan del Sur. Trust us, we looked!

Top guest favorite

Home in Tola

4.98 out of 5 average rating, 45 reviews

Fort Walker (Beachfront House)

Fall in love with this beach front villa situated in the heart of Nicaragua’s Emerald Coast! You simply cannot beat the location, views and activities access from this truly one of a kind beach home. Ideal for families, retreats, and beachgoers looking for luxury at a uniquely accessible price. This rental property has become a favorite for surfers who come to enjoy the all day offshore winds which groom the fast and heavy barrels of Playa Colorado and the rolling peaks of Panga Drops.

Guest favorite

Home in Tola

4.9 out of 5 average rating, 67 reviews

THE BEST BEACH HOUSE IN NICARAGUA

Modern 2 bdr 2 bath in a private golf/surf estate with 24hr security and a private beach. Restaurant and pool right in front of the door. A/C and ceiling fans in both rooms. A/C and two fans in living room/ kitchen area. AppleTV and Bluetooth speaker. Bikes and golf carts available for rent on the premises. Urgent care clinic on premises. ATM. Two markets for food/drinks and nick knacks. Legit surf shop with boards, surf lessons, bikinis, sun block, rash guards, board shorts, etc.

Top guest favorite

Apartment in Tola

4.94 out of 5 average rating, 64 reviews

Beachfront in Hacienda Iguana!

Experience Beachfront coastal living redefined in our newly remodeled contemporary second home. Our Beachfront top floor retreat invites you to immerse yourself in the beauty of world-class waves and the abundant nature that surrounds. From your private balcony, indulge in breathtaking views that set the scene for a perfect escape. Not a surfer? no worries, the pool is also Beachfront! There you will find friendly residents and guests to help pass the time. Come change your latitude!

Superhost

Cabin in Escamequita

4.94 out of 5 average rating, 18 reviews

Surfers Paradise - Las Planadas Cabin Yankee Beach

in the heart of the village of Escamequita, our rustic cabin offers a unique escape surrounded by nature. This cozy cabin is where you can disconnect from the city life and reconnect with the beauty of the natural world. Our rustic wooden cabin is designed to harmonize seamlessly with the lush surroundings. Inside, you'll find a comfortable sleeping area and a well-equipped kitchen. Check our project and the beauty of the complex through youtube at Las Planadas de Escamequita.

Guest favorite

Home in Rivas Department

5 out of 5 average rating, 18 reviews

Window to the Waves: Colorados Surf Break (max 6)

*DEEP DISCOUNTS MAY & OCTOBER* Located at the Colorados surf break. This listing refers to the main house only rental option as Ventana a las Olas (3br/ sleeps 6) The master bedroom is upstairs with private balcony overlooking pool and surf break. Bedrooms two and three are downstairs, each have a pair of XL twin beds or a king bed according to guest requirements. All bedrooms have private bathroom and AC. Fully catered and airport shuttles available as extras.

Guest favorite

Home in San Juan del Sur

4.96 out of 5 average rating, 141 reviews

Stunning Hilltop Beach House-Ocean/Mountain Views!

Casa Buenavista Enjoy the best view of SJDS! Panoramic views to the ocean, mountains and city. The property is located in an upscale gated community located minutes from the beach, city center and attractions. The house is fully staffed to provide daily housekeeping and security and is equipped with modern appliances, furniture, AC, internet, and cable. This property is in high demand; we recommend to book in advance. We welcome you and look forward to your stay!

Superhost

Condo in Tola

5 out of 5 average rating, 7 reviews

Rancho Santana, Marvelous Beach Front Condo

Puerta del Mar Condo 3-D is a Front Row 3 bedroom 2 bath BEACH FRONT condo with a balcony. You are right in front of the Santana break and just steps from the sand. It features a living room, dining area, fully equipped kitchen, wifi, satellite TV, air conditioning and back up generator. Not only are you Beach Front but near most of the Amenities including restaurants, tennis court, grocery store, hiking and mountain bike trails, stables, spa and more.