
Holiday rentals with a pool in Guadalupe
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Guadalupe
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Loft with panoramic balcony view and private parking
Te ofrecemos un aparta en un piso 18, con vista panorámica y brisa fresca. Este loft moderno combina estilo y comodidad con un balcón integrado, cortinas blackout para mayor confort, wifi y parqueo privado. En el piso 25 contamos con una piscina infinita, área de iworking y más. Estamos ubicados en una zona segura y céntrica de Curridabat, donde tendrás todo a tu alcance. Como Súper Anfitrión Top 10% en Costa Rica, garantizo atención rápida y dedicada para que tu estadía sea inolvidable.

Exclusive Apartment in Downtown Costa Rica
This penthouse is in one of the most exclusive areas of Costa Rica, excellent restaurants, the nightlife is intense, full of life. The apartment has places to work inside the building, a gym, an pool, 24-hour security and the apartment is spacious, the view it has is impressive! day or night "it takes your breath away" its minimalist decoration gives you peace in a world "full of complications" …you are a winner, and you deserve a night that brings you closer to that top level you deserve!

Relaxing Apt 16th floor IFreses w/ WIFI, A/C, Pool
Apartamento Studio en Curridabat cerca de restaurantes, museos y parques. Ideal para relajarse con una vista impresionante, un libro o una buena película. Contamos con internet de alta velocidad y con cocina equipada con todo lo necesario para estadias largas TVHD 55" con Netflix, Prime, HBO, Disney+ Parlante inteligente para poner tu música favorita y crear el ambiente que queras Amenidades: *Piscina *Gimnasio *Sala de Cine *Play room *Cowork *Parqueo *Art Room Reserva ya!

Cityscape iFreses, 20th floor! AC, TV and Pool
Discover this elegant, fully furnished apartment in one of the safest residential-commercial areas of San José, featuring 24/7 security. Situated in the exclusive iFreses Condominium, this apartment offers stunning city views and amazing amenities! Its strategic location places you within walking distance of shopping centers, supermarkets, coffee shops, restaurants, banks, and universities. Bus and taxi stops are just 50 meters away, and the train station is 200 meters away.

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.

Penthouse in San Pedro, view of the gods. Luxury, A/C.
This special place is close to everything, making it easy to plan your visit. Luxury two-story penthouse 16 and 17!A/C. View of the gods! With a unique and privileged view, in the exclusive area of Los Yoses. Close to all the Escalante cuisine. Just 3 minutes from the city of San José. With a spectacular view of the mountains to the south of the city and the beautiful sunsets to the west. Just meters from supermarkets and restaurants, parking included for our customers.

Gorgeous sunsets at charming apartment in downtown
We welcome you to your new and luxurious apartment in the center of the city, located in one of the most iconic residential buildings in the country, with a variety of amenities and just a 5-minute walk away from the most famous gastronomic area of San José. The neighborhood is safe, and has different areas according to your preference (whether it's a night out, or a quiet afternoon in the park). A/C, WiFi 500 mbps, and parking included.

Couples Focused Magnificent Studio Apartment
FREE early check-in upon request!! Escape stress in our stunning 23rd-floor adult-only apartment, offering an erotic touch . Enjoy 24/7 self-check-in, secure parking, and a rooftop with a heated pool for sunset relaxation. Fully equipped kitchen and numerous restaurants, coffee shops and markets nearby. Perfect for couples local looking for a quick get away or the best option for foreigners to start or end their Costa Rica trip .

Upscale apartment at URBN Escalante
Luxurious 26th-floor condo in the heart of Barrio Escalante, San José, Costa Rica! Fully furnished with 2 bedrooms, 2 bathrooms, a modern kitchen, washer/dryer, and HD Smart TVs. Enjoy URBN Escalante’s 24/7 lobby, heated pool, gym, and proximity to top restaurants, cafes, and nightlife. Perfect for travelers or remote workers seeking comfort and convenience in this vibrant urban hub. Stays of 6+ days allow guest visitors.

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.

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 ***

Cozy Apartment with A/C and Sunset View
Tropical stylish one bedroom with a balcony facing downtown on the 21st floor of URBN Escalante. Enjoy recreation amenities such as pool, gym on the 7th floor and co working and lounge on the 29th floor with an outstanding view of San José. Additional features include complimentary wireless internet access in all the common areas of the building, brand new rooftop bar overlooking the city open from 7am to 11 pm
Popular amenities for Guadalupe rentals with a pool
House rentals with a pool

Relaxing House in Condo Costa Rica

4BR Casa Peces Santa Ana, Indoor Pool & Sauna!

Casa Maria

Casa Gaudi🦚Near SJO🦚Private Pool & King BD

Casa Delios, Luxury Near the Airport, Private Pool

Luxury Townhouse (8p max)-Pool & Fitness-Escazu

3BR Home w/ AC & high speed internet near airport

Smart loft in the heart of the city, A/C and Wi-Fi
Condo rentals with a pool

URBN-Escalante apartment with parking

Fully equipped apartment in Nunciatura

Modern/comfort great views 2Bdr 2Bath Escalante

Urban Jewel on the 30th floor; SECRT

Industrial 2BR perfect location w/AC + sunset view

The Gourmet Terrace & Coffee View w/AC

Super view and WiFi, 2 bedrooms, 2 bathrooms and 2 parking spaces

Modern apartment at gastronomic epicenter
Other holiday rentals with a pool

Urban charm on the 15th floor: design and location

Apartment in EscalanteOlive Loft 14th

Fairytale apartment in San José

Panoramic Penthouse 21 Escalante

Studio URBN Escalante Confortable and Luxury A/C

New Escalante Lifestyle

Escalante Relax 12th

Amazing Penthouse in San José
Quick stats about holiday rentals with a pool in Guadalupe

Total holiday rentals
Explore 70 holiday rentals in Guadalupe

Nightly prices starting at
Guadalupe holiday rentals start at $35 NZD per night before taxes and fees

Verified guest reviews
Over 1,590 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
70 of Guadalupe holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Guadalupe rentals

4.9 Average rating
Guadalupe stays are highly rated by guests—averaging 4.9 out of 5!
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- Fitness-friendly rentals Guadalupe
- Family-friendly rentals Guadalupe
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- Rentals with pools San Jose Province
- Rentals with pools Costa Rica
- Jaco Beach
- Dominical Beach
- La Sabana Park
- National Stadium of Costa Rica
- Parque Nacional Manuel Antonio
- Poás Volcano National Park
- Parque Diversiones
- Chirripo National Park
- Marina Pez Vela
- Parque Nacional Braulio Carrillo
- Parque Nacional Los Quetzales
- Irazú Volcano National Park
- Carara National Park
- La Cruz del Monte de la Cruz
- Turrialba Volcano National Park
- Children’s Museum
- Britt Coffee Tour
- Parque Viva
- Parque Central
- Hotel Pumilio
- Basilica De Nuestra Señora De Los Ángeles
- Costa Rica Institute of Technology
- Playa Jacó
- Multiplaza Curridabat




