
Vacation rentals with a pool in Guadalupe
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Guadalupe

Total vacation rentals
Explore 80 vacation rentals in Guadalupe

Nightly prices starting at
Guadalupe vacation rentals start at ﺩ.ﺇ 110 per night before taxes and fees

Verified guest reviews
Over 2,670 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
80 of Guadalupe vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Guadalupe rentals

4.9 Average rating
Guadalupe stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated rentals with a pool in Guadalupe
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Smart loft en el corazón de la Ciudad A/C y wifi
Disfruta de la tranquilidad de este smart loft, elegante y céntrico con vista a la ciudad! Ideal para relajarse. Cuenta con todos los servicios necesarios para hacer de tu estadía la más agradable con la más alta calidad. Su ubicación es favorable ya que se encuentra cerca de restaurantes, centros comerciales y supermercados. Está a solo 15 min del casco central de San José. Cuenta con una gran cantidad de amenidades como piscina temperada, cine, sala de estudio, gimnasio y área de coworking.

Luxury 14th-Floor Apartment with Views in San José
Discover tranquility in this centrally-located haven near Barrio Escalante. Enjoy a cozy retreat just steps from the city’s top restaurants, offering local and international cuisine. You will find a grocery store just in front of the main gate. Next to the building, there is a bowling and a Mall 5 minutes waking. Immerse yourself in culture with nearby museums, cinemas, and art scenes. You’re less than an hour from stunning natural attractions-volcanoes, mountains, and beaches await!

Cálido estudio en Barrio Escalante
Vive la experiencia de Barrio Escalante, la zona más vibrante y gastronómica de la ciudad. Este apartamento combina elegancia y confort, ofreciéndote un espacio ideal para descansar después de explorar restaurantes, cafeterías y bares únicos, todos a pocos pasos de tu puerta. Todo en un piso 13 con una hermosa vista con los mejores atardeceres y sin dejar de lado la posibilidad de tener acceso autopistas que conectan con otros destinos turísticos cercanos, como volcanes, montañas y playas.

Studio con hermosa vista/ Amazing View Studio
Ubicado en el piso 23 de torre iFreses en Curridabat, cuenta con vista a la zona Sur de 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.

Amazing View at 20th SJO Floor Loft! Parking&Pool
There is no better way to experience the beauty of San Jose than by sleeping in the heart of the city with a spectacular vista of the north of the capital. The landscape of the Irazú volcano on the horizon will be the perfect complement to enjoying the sunrise in your bed. This apartment is perfect to start your experience in Costa Rica, relax after a business trip, or spend a romantic night with your partner. All from a privileged area within a walking distance of restaurants and shops.

Chic Escape in Trendy Barrio Escalante
Live Like a Local in the Heart of San José Welcome to our apartment in the vibrant and walkable neighborhood of Barrio Escalante. San José’s trendiest cultural and gastronomic district. Whether you’re here to explore the city, enjoy delicious food or simply relax, this thoughtfully designed apartment offers the perfect balance of comfort, style, and local experience. You will find yourself at walking distance from San Jose’s major attractions and some of the citie’s best restaurants

Acogedor studio,mejor zona gastronómica Escalante
🌿 Tranquilidad y comodidad en el corazón de San José con linda vista a las montañas 🌿 Disfruta de un alojamiento estratégico cerca de estaciones de bus, tren, museos, discotecas y restaurantes, en una de las zonas más seguras de la ciudad. Relájate con las amenidades del complejo: piscina, gimnasio, parque para niños y más. Rodeado de la mejor oferta gastronómica, con seguridad 24/7, es el lugar perfecto para descansar y explorar 📍 ¡Reserva ahora y vive San José al máximo! 🌟

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.

Best location, cozy Apartment!
Beautiful condo in perfectly located apartment building. The whole place has a modern feel to it without losing a touch of home. The unit is composed of one bedroom with an ensuite bathroom, living room and deck to relax and enjoy the views, as well as a modern kitchen and laundry machine. This cozy and modern apartment is close to all the best restaurants and night life in San Jose, as well as museums and downtown. Major public transportation is right outside the door.

Insta-worthy Apartment in a Beautiful Neighborhood
Welcome to your stylish and centrally located home away from home in San José, Costa Rica! Your custom apartment boasts a fully equipped kitchen. Relax in the comfort of the queen bed and enjoy the smart TV and FAST (200 mbps) internet. Amenities include a rooftop pool, gym, coworking area and 24/7 security for your peace of mind. Experience the best of the city with easy access to all the sights and sounds that San Jose has to offer.

10th floor Apartment w/ Sky-Level Pool in San José
Private, comfortable, and strategically located in the heart of Curridabat. This studio on the 10th floor of the iFreses building is perfect for couples, students, or travelers seeking a quiet and functional space. It offers all the essentials for a pleasant stay and is surrounded by universities, shopping centers, and restaurants. Its location makes it a strategic base to explore San José and plan your journey through Costa Rica.

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 .
Popular amenities for Guadalupe rentals with a pool
House rentals with a pool

Apartamento centrico en el este de San José

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

Casa Gaudi🦚Near SJO🦚Private Pool & King BD

Villa Bugambilia: Gran Villa colonial con Piscina.

Casa Delios, Luxury Near the Airport, Private Pool

Beautiful house with pool in Heredia Centro

8p Luxury Townhouse-Concierge & Cleaning

Casa Escobar
Condo rentals with a pool

Estudio c/ vista, balcón y parqueo gratis · URBN

La Madriguera Serena/ SECRT Sabana.

Amazing Apart SECRT Sabana/ AC+Gym+Swimming pool

Joya Urbana en el piso 30; SECRT

Alicia's Garden Apartment at Secrt

Industrial 2BR perfect location w/AC + sunset view

Charming Apartment w A/C Near to the Int. Airport

Bohemian Apt IFreses! Pool, Wifi, Gym
Other vacation rentals with a pool

Whimsical 27th Floor Apt, King Bed, AC, Parking

Cheerful private 4-Bedroom Villa. Heated pool A/C

Tropical-inspired urban retreat on the 22nd floor

Urban Modern Apartment - Roof Top Pool

Stylish Studio with Sky Bar & City Views

SECRT Escalante · 19th Floor · View + Parking

Penthouse en San Pedro vista de dioses. Lujo, A/C.

URBN 2601 | Panoramic Views & Prime Location
When is the best time to visit Guadalupe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 209 | ﺩ.ﺇ 209 | ﺩ.ﺇ 213 | ﺩ.ﺇ 191 | ﺩ.ﺇ 176 | ﺩ.ﺇ 187 | ﺩ.ﺇ 180 | ﺩ.ﺇ 184 | ﺩ.ﺇ 180 | ﺩ.ﺇ 195 | ﺩ.ﺇ 206 | ﺩ.ﺇ 228 |
| Avg. temp | 22°C | 23°C | 24°C | 24°C | 24°C | 24°C | 24°C | 23°C | 23°C | 23°C | 23°C | 23°C |
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- Rentals with pools San Jose Province
- Rentals with pools Costa Rica
- Jaco Beach
- Dominical Beach
- Playa Blanca
- Parque Nacional Manuel Antonio
- La Sabana Park
- National Stadium of Costa Rica
- Parque Viva
- Parque Diversiones
- Marina Pez Vela
- Poás Volcano National Park
- Chirripo National Park
- Parque Nacional Los Quetzales
- Parque Nacional Braulio Carrillo
- University of Costa Rica
- Turrialba Volcano National Park
- Playa Jacó
- Carara National Park
- Multiplaza Escazú
- El Miro
- Children’s Museum
- Hacienda Alsacia Starbucks Coffee Farm
- La Cruz del Monte de la Cruz
- Parque Central
- Britt Coffee Tour





