Vacation rentals in San Mateo

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Top-rated vacation rentals in San Mateo

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

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Superhost

Guest suite in Playa Hermosa

4.88 out of 5 average rating, 117 reviews

Beach Bungalow downstairs deluxe 1st floor studio

My place is 100 meters from the sand at the best surfing beach in the area with great sunset views. You’ll love my place due to the ambiance, the outdoors space, the comfy bed, and the peaceful, quiet neighborhood. My place is good for couples and solo adventurers. It is located on the first floor below my bungalow. **Please note, I live directly above this studio apartment with my wife & 3-yr-old baby. There will be Happy Feet noise at times but we try to be mindful. Discount applied for this.

Guest favorite

A spacious balcony is shown, featuring a sectional sofa adorned with pillows and a glass-top coffee table. Tropical plants are placed nearby, and expansive glass doors reveal a stunning ocean view. The sky transitions into twilight with clouds reflecting soft colors.

Apartment in Jaco

4.95 out of 5 average rating, 157 reviews

Diamante 702s - Downtown Beachfront, Amazing Views!

Stay in style at this bright and airy, modern high-rise condo in the center of Jaco Beach! You’ll have spectacular ocean views, enjoy dining on the private balcony, walk to all the restaurants, nightlife and shops within minutes. Features high speed WIFI, Smart TVs, full AC, newly remodeled with luxury custom furniture and high quality bedding. If you’re searching for a wonderful beach vacation with great views and location, check this place out and see why so many love it and choose to return!

Guest favorite

Condo in Mata Redonda

4.95 out of 5 average rating, 113 reviews

Concrete Jungle Experience 25th Floor Secrt Sabana

Welcome to Concrete Jungle Experience! Nestled in Secrt Sabana, one of the most beautiful condos in San Jose, Costa Rica, our full apartment offers a unique stay. Located just 200 meters from La Sabana Park and a short drive from Downtown San Jose and Juan Santamaria Airport, our place combines urban convenience with tropical charm. Enjoy top-notch amenities like a pool, cinema, gym, and photo-worthy spots. Experience the essence of Costa Rica's tropical forests right in the heart of the city!

Guest favorite

A lightweight beach tent is set up on a sandy shoreline, offering shade under a clear sky. Palm trees are visible in the background, complementing the serene coastal environment. The tent features a bright blue and white design, with mesh panels for ventilation.

Townhouse in CR

4.9 out of 5 average rating, 221 reviews

Modern Family-Friendly Vida Villa 1block to beach

We are a brand new listing and are looking for 5 star reviews! Please let us know what we can do to earn that! Check out our completely remodeled 3 bedroom/2 bath condo, with custom woodwork, tons of natural light and modern design perfect for families or couples! Multiple pools and just a block from the beach. On the main strip; 50+ restaurants, markets, bars and more offering local and fusion cuisine from around the world. Very safe offering the peace of mind needed to fully enjoy your trip.

Guest favorite

A refreshing outdoor pool is surrounded by lounge chairs, offering a relaxing space under the clear blue sky. Tropical plants and trees provide a natural backdrop, while shaded areas feature covered seating for comfort. A nearby building adds to the inviting atmosphere.

Apartment in Santa Ana

4.92 out of 5 average rating, 53 reviews

Tranquil Oasis: 1BR Retreat

Experience tranquility in our one-bedroom retreat, where modern elegance meets comfort. Dive into the refreshing pool, savor outdoor delights with our barbecue, and stay fit in the on-site gym. Your cozy haven features super-fast WiFi, cable TV, full kitchen, and laundry stack. Ideal for business travelers, couples, solo adventurers, and families alike, this meticulously designed apartment offers contemporary charm and thoughtful amenities. Book at Tranquil Oasis now for your ultimate escape.

Guest favorite

A large swimming pool is surrounded by meticulously landscaped gardens featuring vibrant tropical plants. Tall palm trees and elegant buildings rise in the background against a clear blue sky, creating a serene and inviting resort atmosphere.

Condo in Jaco

4.84 out of 5 average rating, 310 reviews

Condo Jaco Bay Resort A1

Located in one of the best luxury resorts in Jaco Beach, one of the most happening beach towns in Costa Rica, we are just 65 miles away from the San José International Airport. The Jaco Bay Resort is one of the newest destination resorts in the area, with the nicest and largest newly renovated pool in all of Jaco; perfect for anyone wanting to explore the stunning Central Pacific Coast of Costa Rica. We are walking distance to the beach, restaurants, bars, shopping, supermarkets and banks.

Guest favorite

A modern entrance features a pair of open gates framed by lush greenery. The pathway leads to a pool area visible beyond, set against a clear blue sky and ocean backdrop. Blue planters with plants are placed along the entrance.

Home in Playa Hermosa

4.97 out of 5 average rating, 116 reviews

Stunning Beachfront Home!

This newly renovated 6 bedroom and 7 bathroom home is right on the water. It is sparkling clean and brand new.You can hear the waves crash from every room.There are 4 bedrooms with king size beds, 2 twins, 1 sofa bed, and 2 bedrooms with queen size beds.Each room has its own bathroom and air conditioner.A large deck offers breathtaking views of the ocean.The pool is next to the spacious outdoor kitchen.Play by the pool, prepare a meal, sip a cocktail, and watch the waves roll in.

Top guest favorite

A bright living area features a spacious white sectional sofa adorned with colorful cushions. Large glass doors provide views of lush palm trees and the outdoors, while natural light fills the room. A contemporary ceiling fan adds to the airy atmosphere.

Condo in Jaco

4.98 out of 5 average rating, 110 reviews

Stunning Ocean Views Diamante Del Sol Unit 401N

It's your time for breathtaking views of beach and mountains with this gorgeously modern and spacious condo. The living room and every bedroom has balcony access to relax and take in the outdoors. A sparkling pool with beach views awaits, coupled with great dining just steps away. Prime location, easy walking distance to shops, restaurants, clubs, massage, gyms, ATV riding and more. Gated entrance with free parking. This stylish place to stay is perfect for group trips.

Top guest favorite

Condo in Jaco

4.96 out of 5 average rating, 130 reviews

Family Beach Private Condo 2BD Gated 4D

Experience the ultimate relaxation in our stylish 2BD 1BA beach getaway, ideal for young families. Recently updated, our paradise offers both comfort and convenience. Located in a peaceful gated community with stunning mountain views, it's just 1.5 miles from the ocean. Stay connected with 150 mbps high-speed cable internet, Spanish TV channels, and rest easy with 24/7 security. Create unforgettable memories in this serene beach vacation haven.

Top guest favorite

A private terrace features a small pool overlooking expansive views of lush greenery and the ocean in the distance. Comfortable lounge chairs are positioned beside the pool, with a white railing providing safety and enhancing the serene atmosphere.

Home in Playa Hermosa

4.98 out of 5 average rating, 184 reviews

Romantic Beach House, Private, Safe & Ocean Views

This charming, private one-bedroom house, nestled on a hill just above Calle Hermosa, is only a mile from the beach and located in a safe, gated neighborhood. Our guests often call it a hidden gem, as reflected in their reviews. Enjoy a tranquil and relaxing stay in a beautifully decorated space with stunning views, a gourmet kitchen, and a wonderfully comfortable bed. It's the perfect home away from home while you're on vacation!

Top guest favorite

A resort pool area is illuminated at night, featuring a striking blue water hue. Comfortable lounge chairs are arranged around the pool, with covered seating under open-air pavilions visible in the background. Soft lighting enhances the serene atmosphere of the space.

Condo in Jaco

4.96 out of 5 average rating, 160 reviews

Irina's Condo 3 beds brand new property Viva Jaco

It’s a family place, and security won't allow inappropriate activities. Wow! The place is brand new. The pools at the resort are beautiful! Your family will be close to everything when you stay at this centrally-located place. You'll be dreaming about coming back. Totally recommended to anyone looking for a peaceful, family friendly place very close to the beach!