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

Total holiday rentals
Explore 80 holiday rentals in Guadalupe

Nightly prices starting at
Guadalupe holiday rentals start at $50 NZD per night before taxes and fees

Verified guest reviews
Over 2,670 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
80 of Guadalupe holiday 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.

Loft con balcón vista panorámica y parqueo privado
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.

Rooftop Pool - AC - Gym - In Unit W/D - iFreses 6c
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 amenity 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

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.

Apartamento Ifreses: limpio/balcón/WiFi/escritorio
El espacio es muy cómodo ya que está equipado con utensilios de cocina, mesa de trabajo, wifi, tv, aire acondicionado, sillón individual, sillón para dos personas, estantes, closets, etc que lo hacen muy acogedor. Además cuenta con un balcón con puertas corredizas que permite disfrutar de hermosas vistas hacia San José y montañas, atardeceres increíbles y aire fresco. La mayor parte de las calificaciones destacan la limpieza del espacio, algo que particularmente nos preocupamos en ofrecer.

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.

Tastefully Furnished Penthouse + Rooftop Pool
Lets chat for a FREE early check in 24/7 security extremely safe building and neighborhood Get up in the morning in this magnificent penthouse with the most magnificent view of Irazú and Barva Volcano, enjoying a cup of the most amazing costarican gourmet coffee. Get on to the amenities to enjoy a relaxing morning/sunset dip at the pool and workout in our fully equipped gym or grab a meal in one of the more than 80 restaurants in a 5 block radius following a nice pool table session

*NEW* Luxury Condo | Stunning Views
Luxury condo with stunning views of the mountains & city. Just footsteps away from trendy coffee shops, bustling bars & over 50 restaurants. Located just 25 minutes from the airport. The building has 24/7 security, swimming pool & gym. This modern & professionally decorated condo offers a fully equipped kitchen, Full Size bed + a Queen pullout sofa bed. High Speed Wifi, AC & Smart TV’s in the bedroom & living room. This comfortable & cozy space truly feels like a home away from home.

Whimsical 27th Floor Apt, King Bed, AC, Parking
Victorian “Steampunk” Alice in Wonderland inspired apartment! Located on the 27th floor, our comfortable apartment boasts amazing views of the city. Originally a 2-bdrm floorplan, this unit was converted into a 1-bdrm, making it larger than most 1-bdrm units in SECRT Sabana. Safe building, central location, within walking distance to the National Stadium, La Sabana Park, restaurants, and supermarkets. SECRT Sabana is a funky building, famous for its fun Alice-themed common areas.

SECRT Sabana 31st | A/C, Parking & View
Modern studio on the 31st floor of SECRT Sabana with an incredible view of the city and mountains. Enjoy unique sunrises and sunsets from the top level. The space includes AC, a Queen bed, equipped kitchen, smart TV, free parking in the building, and a peaceful environment to relax or work with total privacy. Located near restaurants, supermarkets, La Sabana, and with great access to transportation. Ideal for business trips or couple getaways. We look forward to hosting you!

Apartamento en Escalante Olive Loft 14th
Un Moderno y elegante estudio en el piso 14, con una vista increíble al atardecer. Ubicado en el corazón de Barrio Escalante, cerca de bares y excelentes restaurantes de gran variedad gastronómica, frente a una de las mejores 100 cafeterías del mundo, Perfecto para parejas, viajeros solos o nómadas digitales que buscan comodidad en una ubicación segura y caminable. Escalante es el epicentro cultural y gastronómico de San José, con vida local activa a cualquier hora del día.
Popular amenities for Guadalupe rentals with a pool
House rentals with a pool

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

Casa Delios, Luxury Near the Airport, Private Pool

Casa Gaudi🦚Near SJO🦚Private Pool & King BD

Luxury in your Home, private Pool and Jacuzzi.

Vacation-Resort House 15 min from Arpt

Heated Infinity Pool Villa, 6BR, 25 Min SJO

Casa Escobar

Buena Vista Home
Condo rentals with a pool

Estudio c/ vista, balcón y parqueo gratis · URBN

Modern apartment at gastronomic epicenter

The Studio Torre Los Yoses!

Modern Loft in San José with Rooftop Pool

City view, A/C near the airport, 1903

Industrial 2BR perfect location w/AC + sunset view

La Madriguera Serena/ SECRT Sabana.

Beautiful top floor apt. panoramic view Sabana a/c
Other holiday rentals with a pool

Curated Luxury Stay on the 22nd Floor

Best location, cozy Apartment!

Chic Escape in Trendy Barrio Escalante

Cosy Loft, 3 min from SJO airport, brand new

Apt BoEscalante/Free Parking compact car/City view

Escazú Treetop Casita w/ Panoramic Luxury Views

Hermoso loft piscina, gym, equipado en Escalante

Apartment with excellent location. AC/wifi
When is the best time to visit Guadalupe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $96 NZD | $96 NZD | $97 NZD | $97 NZD | $94 NZD | $91 NZD | $82 NZD | $84 NZD | $82 NZD | $89 NZD | $94 NZD | $104 NZD |
| 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 |
Destinations to explore
- 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
- University of Costa Rica
- Parque Nacional Braulio Carrillo
- Parque Nacional Los Quetzales
- Multiplaza Escazú
- Playa Jacó
- Turrialba Volcano National Park
- Carara National Park
- El Miro
- Children’s Museum
- Hacienda Alsacia Starbucks Coffee Farm
- City Mall Alajuela
- Basilica De Nuestra Señora De Los Ángeles
- Britt Coffee Tour





