Vacation rentals in San Juan del Sur

4.95 out of 5 average rating, 57 reviews

Luxury 5 bed estate, pool, hotel-like experience

Beautiful, spacious hotel-like tropical villa atop the hills overlooking San Juan Del Sur and the Pacific. Private estate with pool on 6 acres of mountaintop tranquility. To the west you can see San Juan Del Sur and the Pacific & South the coastline of Costa Rica. Drink your coffee laying in a hammock on it'massive porch overlooking the Pacific and enjoy the sounds of the tropical birds and animals. All buildings have A/C. Full time maid service with allrooms cleaned and beds made daily.

5 out of 5 average rating, 18 reviews

Home in Escamequita

Casa Grillo Big Sky Ranch

Casa Grillo is a haven of relaxation and sophistication. Located in the highly sought after, equestrian-inspired gated community of Big Sky Ranch in Escamequita, this luxury home is surrounded by jungle mountains and mature tropical landscaping, offering maximum privacy in a tranquil setting. The gated neighborhood is extremely safe and has 24/7 security. It has 3 bedrooms and 3.5 bathrooms and is fully powered by solar energy so you can enjoy the benefits of living life completely off grid.

5 out of 5 average rating, 60 reviews

Oceanfront - Extraordinary Views

Villa Diamante sits atop a promontory with unobstructed 270-degree views. Your greatest dilemma will be deciding which of three breathtaking views to focus on: the dramatic south coast, the open ocean and its mesmerizing mix of blues, or the waves crashing on Remanso beach. Yes, the pictures are incredible, but they simply cannot do this property justice. The Villa Diamante views are simply unparalleled. More than one former guest is now my neighbor-I think that says it all. Recommend 4x4 SUV

5 out of 5 average rating, 17 reviews

Home in Playa Maderas

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.

Condo in San Juan del Sur

4.88 out of 5 average rating, 112 reviews

Penthouse with pool in the heart of SJDS

This show-stopper is located directly in front of the beach in the heart of town. Once inside you will marvel at the penthouse's incredible ocean view and sleek design. With nearly 180 degree view of the beach, you're sure to get the best Insta shots to make your friends jealous! Directly across the street are restaurants, bars, and shopping to enjoy your days and evenings. UPDATE: The pool has been fully resurfaced and is like new once again! ALSO: There is no elevator.

4.96 out of 5 average rating, 160 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!

4.94 out of 5 average rating, 110 reviews

Fantastic mediterranean villa

Location, space, views. Beautiful mediterranean style house overlooking the bay and town. A short 5 minute walk to beach, restaurants and bars, yet it feels like a private oasis. Gorgeous sunset views. Backup power & double pane windows. Potential noise coming from town. CCTV security -respect guest limit. You get exclusive use of the house (NO access to the stairway leading to an upper level). 6+ groups please check our Mediterranean villa listing option.

5 out of 5 average rating, 35 reviews

Villa Solstice- Pacific Marlin - Luxury Villa

Villa Solstice is not just a home, it's an unparalleled experience. Soaring 22 stories above Nacascolo Bay in Nicaragua's most prestigious subdivision, Pacific Marlin, this architectural marvel offers unobstructed Pacific Ocean views, sweeping bay vistas, and 270-degree panoramas of lush valleys. 5 minutes to the vibrant nightlife and beachfront restaurants of downtown San Juan Del Sur. 10 minutes to world-class surfing, yet private, quiet, and secure.

4.95 out of 5 average rating, 168 reviews

Home in El Remanzo

Introductory rates! New Remanso beach house

We welcome you to stay at this incredible 6 bedrooms 5 bathrooms house just steps from Remanso beach! 4 bedrooms have direct ocean views. Beds are incredibly comfortable and they all feature upgraded mattresses. 4k smart tv’s throughout the house with Netflix and cable. Reliable internet and solar energy backup. Water purification system and daily housekeeping will make your stay unforgettable! Salt water pool, ping pong table and trampoline!

Superhost

Villa in San Juan del Sur

4.91 out of 5 average rating, 99 reviews

Private Pool - Ocean View - Design Home

Santa Cruz in San Juan del Sur welcomes you. Wake-up in the morning and enjoy a stuning ocean view over the bay of San Juan del Sur. Take a bath in your private pool surrounded of tropical palms and plants. You have full privacy in your own pool house. Just 5 walking minutes from the beach and the City of San Juan del Sur. But Santa Cruz is enough far away from the city to be nestled in your privacy with your private pool. New with ROKU-TV.

4.83 out of 5 average rating, 81 reviews

HOUSE NEAR THE BEACH AND TOWN*

Clean and bright home located in San Juan Del Sur nestled among lush tropical trees. Just a 5 min walk to the beach and 10 - 15 min walk to town along the beach. Close to the action but far enough for a quiet sleep. The home is an oasis where you can return after a day of exploring to have a glass of wine on the patio, swim in the pool, eat on the open rooftop patio, relax on the hammock or just watch a movie.