
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 $42 AUD 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.
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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!
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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.
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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.
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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.
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Penthouse en San Pedro vista de dioses. Lujo, A/C.
Este lugar tiene una ubicación estratégica: ¡será muy fácil planear tu visita!. Penthouse de lujo de dos pisos 16 y 17.!.A/C. Vista de dioses!. Con vista única y privilegiada, en la zona exclusiva de los Yoses. Cerca de toda la gastronomía Escalante. A sólo 3 minutos de la ciudad de San José. Con una vista espectacular a las montañas del sur de la ciudad y a los hermosos atardeceres al oeste. A sólo metros de supermercados y restaurantes, Estacionamiento incluido para nuestros clientes.
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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
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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
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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.
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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.
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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.
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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.
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Popular amenities for Guadalupe rentals with a pool
House rentals with a pool

Apartamento centrico en el este de San José
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4BR Casa Peces Santa Ana, Indoor Pool & Sauna!
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Casa Gaudi🦚Near SJO🦚Private Pool & King BD
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Casa Delios, Luxury Near the Airport, Private Pool
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8p Luxury Townhouse-Concierge & Cleaning
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Beautiful house with pool in Heredia Centro
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Condominio Playa Bejuco 243
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Casa Escobar
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Condo rentals with a pool

Estudio c/ vista, balcón y parqueo gratis · URBN
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La Madriguera Serena/ SECRT Sabana.
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Joya Urbana en el piso 30; SECRT
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Scenic, 3BR Condo | Pool, Gym & 24/7 Security
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Industrial 2BR perfect location w/AC + sunset view
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Charming Apartment w A/C Near to the Int. Airport
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The Gourmet Terrace & Coffee View w/AC
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Bohemian Apt IFreses! Pool, Wifi, Gym
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Other holiday rentals with a pool

Acogedor studio,mejor zona gastronómica Escalante
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Cheerful private 4-Bedroom Villa. Heated pool A/C
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Bö Escalante 507
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Breathtaking Mountain View Apt.
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Urban Modern Apartment - Roof Top Pool
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Airport Apt/floor16 AC+Paking+Rooftop views +Tours
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SECRT Escalante · 19th Floor · View + Parking
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Apartamento Ifreses: limpio/balcón/WiFi/escritorio
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When is the best time to visit Guadalupe?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $81 AUD | $81 AUD | $82 AUD | $82 AUD | $79 AUD | $76 AUD | $69 AUD | $71 AUD | $69 AUD | $75 AUD | $79 AUD | $88 AUD |
| 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
- Parque Diversiones
- Marina Pez Vela
- National Stadium of Costa Rica
- Poás Volcano National Park
- Chirripo National Park
- Parque Nacional Braulio Carrillo
- Parque Nacional Los Quetzales
- University of Costa Rica
- Multiplaza Escazú
- Turrialba Volcano National Park
- Carara National Park
- Parque Viva
- El Miro
- Children’s Museum
- Hacienda Alsacia Starbucks Coffee Farm
- Parque Central
- Britt Coffee Tour
- Basilica De Nuestra Señora De Los Ángeles
- Plaza de la Cultura





