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Holiday rentals in San Diego

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Top-rated holiday rentals in San Diego

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

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Top guest favourite
A hot tub is situated by large windows, offering views of the surrounding cityscape. Natural light floods the space, highlighting the soothing water within the tub. The wooden flooring creates a warm contrast to the contemporary design.
Flat in Curridabat
4.98 out of 5 average rating, 296 reviews

Sauna & Hot Tub + Queen Bed Digital Nomads Dream

Lets chat for a FREE early check in 24/7 security, ONLY building to park a PICK-UP Get up in the morning to the most magnificent view of Irazú Volcano, enjoying a cup of the most amazing costarican gourmet coffee. Get on to the amenities to enjoy a relaxing session in the Sauna or Hot Tub, put in a day of work then go out for a 2 minute walk to a delicious restaurant finally back home a comfy queen bed will welcome you. Tons of public transport available including a small train station.

Top guest favourite
A spacious living area features a plush blue sofa with yellow accent pillows. Large sliding glass doors provide a panoramic view of the valley below, leading to a furnished terrace. Natural light enhances the modern design, complemented by indoor plants and wooden accents.
Home in Escazu
4.99 out of 5 average rating, 281 reviews

KING BED, deluxe stay, @HillView, green areas, A/C

Enjoy this king-bed deluxe apartment, you will find everything needed for an enjoyable stay. It is situated in a prime location yet you will feel away from the city. Close to malls, restaurants, tours, etc. You will be impressed by every beautiful detail handcrafted by Giulio, a passionate architect who loves to create harmonious and inviting spaces. The apartment is bright and cozy, with large windows that let in natural light and offer a breathtaking view of the city and the countryside.

Guest favourite
An outdoor swimming pool is seen illuminated under night lighting, featuring calming blue tiles and a reflective surface. Surrounding areas include seating and an expansive view of the city skyline, showcasing distant lights.
Loft in Curridabat
4.91 out of 5 average rating, 371 reviews

Studio with a beautiful view/ Amazing View Studio

Located on the 23rd floor of Torre iFreses in Curridabat, it overlooks the South area of San José. Dentro del estudio encontrá todo lo necesario para su estadía, podrá hacer uso de las amenidades del condominio como la piscina y iwork. Located on the 23rd floor of iFreses tower in Curridabat, with great view of the south of San José city. Inside, you will have all that you need. You could use some of the amenities of the condo like pool and iwork. Check-in 3:00pm and Check-out 11:00am.

Guest favourite
A rooftop pool area is depicted, featuring lounge chairs positioned beside the pool. The expansive surrounding area offers scenic views of the city and mountains, under a clear blue sky. Decorative planters enhance the contemporary design of the space.
Flat in Curridabat
4.92 out of 5 average rating, 120 reviews

Rooftop Pool - AC - Gym - In Unit W/D - iFreses 7b

New Studio Apartment in a Brand New High Rise Building. Great location, Walk Score of 90 ("Walker's Paradise Daily errands do not require a car.") Queen size bed, couch, 50 inch smart TV. The building has every ammenity you could wish Rooftop pool, Movie Room, iWork area, coWork Area, Game Room, Gym, Landry Room, Art Room and many many more. Very close to Super Market (Automercado), Coffee Shops Just 11 minute bus ride to Downtown San José Or Just $3 Uber ride to Downtown San José

Guest favourite
An outdoor infinity pool offers scenic views of the surrounding mountains and cityscape. Several lounge chairs are positioned along the poolside, while a smooth, tiled deck extends for relaxation. The tranquil water reflects the overcast sky, providing a serene atmosphere.
Loft in Curridabat
4.84 out of 5 average rating, 429 reviews

Modern studio with spectacular view and amenities

Good and easy access location near supermarkets, malls, night life centers, near a Main Street on Curridabat and near a train station. Spectacular amenities such as coworking space, gym, tempered pool and other common areas, as well as friendly staff in the building. The apartment is equipped with crockery and basic kitchen utensils and the bathroom is provided with soap, shampoo and conditioner. There is a private WiFi, a smart tv and A/C. There is one bed an one sofa bed.

Guest favourite
The kitchen area is furnished with modern appliances and cabinetry, featuring a dining table with four chairs. Large glass doors open to an outdoor space, inviting natural light and a view of the garden beyond. The wooden ceiling adds warmth to the environment.
Home in Cartago
4.99 out of 5 average rating, 237 reviews

Casa Guadalupe, modern, relaxing and comfortable.

Comfortably enjoy the warmth of Casa Guadalupe, and wake up with wonderful views of the Irazú Volcano in the best climate in the country. Our guests confirm this with their 5-star reviews of our sophisticated service. Close to archaeological sites, the ruins of Carthage, the Basilica of Los Angeles, the Municipal Museum, and a wide variety of beautiful natural places. Enjoy fishing, rafting, canopy and more, hiking, a varied gastronomic offer in the surroundings

Top guest favourite
An aerial view of a modern condominium reveals a spacious outdoor area with a shimmering pool, surrounded by green landscaping. The gym is visible under a covered patio, with exercise equipment arranged inside. Clear pathways lead from the pool area to the building.
Apartment in Curridabat
4.99 out of 5 average rating, 77 reviews

Khaya Stay San José Costa Rica

Welcome to your home away from home 🏡✨ A fully equipped apartment so you can arrive, drop your bags, and start enjoying. ✅ Private parking 🏊‍♀️ Pool and jacuzzi to unwind 💻 Coworking space—perfect for working or studying 👧 Playground and green areas 📍 Prime location: close to universities, shopping centers, and hospitals. Plus, you have direct access to Aleste, with trails, shops, and great dining options. 🚌 Public transportation right next to the condo.

Guest favourite
Flat in Curridabat
4.93 out of 5 average rating, 178 reviews

Ifreses Apartment: clean/balcony/WiFi/desk

The space is very comfortable as it is equipped with kitchen utensils, a work table, Wi-Fi, TV, air conditioning, an individual armchair, a two-person armchair, shelves, closets, etc. that make it very cozy. It also has a balcony with sliding doors that allows you to enjoy beautiful views of San José and the mountains, incredible sunsets and fresh air. Most of the ratings highlight the cleanliness of the space, something we particularly care about offering.

Guest favourite
A warm interior space features wooden walls and a spiral staircase as a central element. Comfortable seating options include a light brown sofa and a vibrant red couch adorned with decorative pillows. Soft lighting enhances the cozy ambiance throughout the room.
Cabin in Carit
4.88 out of 5 average rating, 177 reviews

Chalet Chubasco Lodge, Tarbaca, Aserri, Costa Rica

A villa located in one of the most exclusive areas of Tarbaca de Aserrí, a mountainous place with a cold and humid climate, located near San José. It is a charming accommodation, ideal for resting, getting out of the routine and breathing fresh air. It has an incredible view of much of the Central Valley and the charming mountains of the Los Santos area. Being a mountainous area, we can be exposed to cold and windy weather 💨

Top guest favourite
A rooftop area features a long, light-colored table with multiple chairs, alongside a sleek infinity pool. The space is framed by large glass panels, offering expansive views of the mountains and the cityscape beyond. Clear skies and soft clouds enhance the inviting atmosphere.
Flat in Curridabat
4.95 out of 5 average rating, 133 reviews

Vivi's Hideaway

Enjoy this peaceful and centrally-located apartment, with sweeping 21st floor views of San Jose and the surrounding mountains. Fast internet, cool a/c, and a luxurious king sized, memory foam mattress await you after a day of exploring the Central Valley. Located in an exclusive high rise apartment, you will have access to one of the only rooftop pools in the central valley, a full gym, and inspiring coworking areas.

Top guest favourite
Loft in Curridabat
4.87 out of 5 average rating, 278 reviews

BeST RANkED SuPERHOST * 18th Floor * KInG sIZE BeD

Studio Apartment on the 18th floor. Peaceful and centrally-located place. KING SIZE BED GREAT VIEW of the mountains. The apartment is close to supermarkets, shopping malls, restaurants, and cafeterias. Located in a beautiful and fancy neighborhood. Close to bus stops and San Jose Metro-Area Fast Uber rides. *** This building is smoke free, therefore is not allowed to smoke in any location nor in the apartment ***

Superhost
An illuminated rooftop area features a heated pool overlooking the city, with lounge chairs positioned along the edge. Potted plants add a touch of greenery, while the calm water reflects the evening lights, enhancing the serene ambiance of the space.
Loft in Curridabat
4.84 out of 5 average rating, 235 reviews

San José Apt, Strawberries/Pool/Electronic Parking

This beautiful independent apartment located in Torre en el Este de San José, has all the amenities you need to have the best and most pleasant stay in the city. Just a few minutes walk away you can find the best restaurants, cafes, supermarkets and shopping centers. The Tower has a swimming pool, gym, laundry, co-working, cinema, game room, music room, and art room. The apartment is fully furnished and ready to live in!

Popular amenities for San Diego holiday rentals

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