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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.

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Guest favorite
An inviting outdoor area features a private heated pool surrounded by tropical plants and potted flowers. Comfortable seating options, including a hammock and lounge chairs, are positioned around the pool, with a cozy dining area visible in the background under soft lighting.
Villa in Mata Redonda
4.96 out of 5 average rating, 141 reviews

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

For a group or a cozy couple, this bright and spacious home delivers comfort and style. Located in a quiet, modern, and safe neighborhood, you’re just minutes away from downtown. Great restaurants are close by and a block away from new Microsoft tower. 4 bedrooms (A/C), sleeps up to 9 , 3 full bathrooms & private heated pool. Fully equipped modern kitchen, stocked with staples and more. Starts at $195 per night for up to 4 guests, $35 per extra guest. Cleaning included. Come dive into city life.

Guest favorite
A spacious bed with neutral-toned bedding is positioned near large glass windows, offering a nighttime city view filled with twinkling lights. Soft curtains frame the windows, complementing the warm color palette of decorative pillows arranged on the bed.
Home in Curridabat
4.94 out of 5 average rating, 168 reviews

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.

Top guest favorite
Loft in Curridabat
4.94 out of 5 average rating, 150 reviews

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.

Guest favorite
A rooftop pool is seen overlooking expansive views of the city and distant mountains. The pool's water appears inviting under a clear blue sky. Lounge chairs are positioned nearby on a tiled deck, providing space for relaxation.
Apartment in Curridabat
4.86 out of 5 average rating, 104 reviews

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

Guest favorite
A bright bedroom features a spacious bed with a dark blue throw blanket. Floor-to-ceiling windows provide an expansive view of the city and mountains. A bedside table holds a sleek lamp, while a textured area rug adds comfort to the wooden floor.
Apartment in San Pedro
4.93 out of 5 average rating, 131 reviews

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!

Guest favorite
Apartment in Escalante
4.95 out of 5 average rating, 152 reviews

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.

Guest favorite
A spacious bedroom features a wooden bed against a backdrop of large windows, providing a panoramic view of the urban landscape below. The room is equipped with light-colored bed linens and a nearby white cabinet, enhancing the minimalist design.
Loft in Curridabat
4.91 out of 5 average rating, 416 reviews

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.

Top guest favorite
A panoramic view of the city is showcased at dusk, with vibrant clouds illuminated by the setting sun. The skyline features a mix of tall buildings, while distant mountains rise in the background, providing a dramatic contrast against the colorful sky.
Apartment in San José
4.95 out of 5 average rating, 131 reviews

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.

Top guest favorite
Apartment in Escalante
4.95 out of 5 average rating, 112 reviews

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

Guest favorite
Apartment in Mata Redonda
4.98 out of 5 average rating, 113 reviews

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!

Top guest favorite
A modern studio is displayed with a cozy sleeping area featuring a spacious bed. A dining table is set with elegant glassware and decorative elements. Large windows allow natural light to brighten the room, complemented by soft curtains. A wall-mounted TV completes the inviting atmosphere.
Loft in Escalante
4.98 out of 5 average rating, 105 reviews

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.

Top guest favorite
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
4.86 out of 5 average rating, 469 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.

Popular amenities for Guadalupe rentals with a pool

When is the best time to visit Guadalupe?

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Avg. priceﺩ.ﺇ 209ﺩ.ﺇ 209ﺩ.ﺇ 213ﺩ.ﺇ 213ﺩ.ﺇ 206ﺩ.ﺇ 198ﺩ.ﺇ 180ﺩ.ﺇ 184ﺩ.ﺇ 180ﺩ.ﺇ 195ﺩ.ﺇ 206ﺩ.ﺇ 228
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