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

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.

Charming Apartment w A/C Near to the Int. Airport
Bienvenido a este encantador y elegante apartamento, en el piso 24; con una decoración exquisita Cuenta con dos cuartos, con camas de alta calidad: una Queen y otra matrimonial. Y un sofá cama en la sala 1 espacio de parqueo La cocina está completamente equipada. Disfruta de tus habilidades culinarias con tus seres queridos La torre cuenta con extraordinarias amenidades como piscina temperada, gimnasio y cuartos temáticos Aeropuerto: 16 km, aproximadamente 35 minutos, dependiendo del tráfico

15th Floor Apt / Amazing Views • 20 min to Airport
Experience San José from a modern apartment with panoramic city views in the exclusive Núcleo Sabana complex. Fully equipped with Wi-Fi 5G, Smart TV, full kitchen, and private parking. Enjoy premium amenities including a pool, gym, sauna, lap lanes, multi-sport court, karaoke room, and beautiful green areas. Located steps from La Sabana Park, and the National Stadium and any restaurants. Perfect for business travelers, couples, or anyone seeking comfort and style in Costa Rica’s lively capital.

Rabbit's Hole in Secrt Sabana
Beautiful apartment in exceptional building with ideal location. Experience all the amenities at the most popular building in the area. List of amenities: Pool Lobby 24/7 Bar Pet Park Laundry *Extra fees Cinema Playground 3 level gym Themed Rooms Rooftop terrace with amazing views Your apartment: Fully furnished Queen Bed Sofa bed Full bathroom Fully equipped kitchen Living area Breakfast bar Balcony AC Parking in NOT included but available *Extra fees, please inquire NO SMOKING, NO PARTIES

Urban Modern Apartment - Roof Top Pool
Centrally located near La Sabana Metropolitan Park, my apartment offers a perfect blend of relaxation and functionality. The space is designed for comfort and it’s ideal for virtual work, with a fully equipped kitchen for energizing breakfasts or intimate dinners. Enjoy restful sleep, complete privacy, and the convenience of a full and half bathroom. The unique contemporary ambiance enhances your stay. Additionally, the apartment offers free parking within the building for added convenience.

Stunning Views • Complete Privacy • Adventures
Escape to one of Costa Rica’s most breathtaking private retreats—just less than 2 hrs from San José Airport (SJO). Set on lush mountain grounds with a waterfall, pool, and stunning panoramic 180° views, this peaceful haven offers total privacy, modern comforts, and space to unwind. Surrounded by tropical fruit trees and nature, it’s perfect for both relaxation and adventure. There are lots of fun activities nearby for the whole family. Unplug, recharge, and experience an unforgettable stay.

A warm atmosphere surrounded by nature
Apartamento tipo estudio con entrada independiente, baño privado, 2 camas individuales y la posibilidad de colocar un colchón de aire adicional. Ubicado en una zona llena de naturaleza , hermosos paisajes, cataratas y ríos. Por su ubicación es el lugar ideal de descanso si viene o va para las playas del Caribe, Tortuguero, si se dirige a la zona de la Fortuna, Volcán Arenal. El apartamento es pequeño ideal para un máximo de 3 personas, contamos con piscina ecológica de agua 100% natural.

Studio with a beautiful view/ Amazing View Studio
Located on the 23rd floor of Torre iFreses in Curridabat, it overlooks the South area of 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.

Family|Business Flat w/ 270° Mountain+City Skyline
Great Pent House in one of the most Upscale location and Luxury 180° Mountain + City View places in San Jose, La Sabana. Lots of amenities, including Gym, Yoga, pool deck, Sauna & Steam Room, etc. Private 2x parking lots with private entrance. Security Surveillance. Walking distance to La Sabana Park and lots of access to anywhere in the Country. 18 mins to Juan Santamaria Int. Airport. 10 minutes to Multiplaza Mall in Escazu minutes to Barrio Escalante, San Pedro. 1.5 hrs to Jaco Beach.

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.

Best View, Luxury, Full Amenities, Nearby Airport
Welcome to our stunning retreat in Sabana, the heart of San José! Enjoy a breathtaking NATURE VIEW from our cozy apartment, just 20 minutes from the airport. There are 8 international RESTAURANTS IN THE BUILDING, including a coffee shop! This tranquil sanctuary offers convenience and serenity. Relax on the balcony, take a refreshing dip in the POOL, stay active at the GYM, work in the dedicated space, or stroll through the beautiful GARDENS. Enjoy the wonders of San José. Book now!

Urban Jewel on the 30th floor; SECRT
Immerse yourself in the magic of this apartment on the 30th floor of SECRT Sabana, inspired by *Alice in Wonderland*. Designed with warm plant and light decor, it features a private bedroom, closet, and workspace. Fully equipped kitchen with basics included, and bathroom with amenities. Enjoy spectacular views and purchase snacks, drinks, and personal items available in the apartment. Everything you need for a unique and comfortable stay. Parking $15 extra
Popular amenities for Guapiles rentals with a pool
House rentals with a pool

House w/Infinity Pool • Near Downtown Turrialba

Chill, Relax & Enjoy in a 11 bed 5 washroom house

The Selva Studio -Secrt Escalante | A/C | Parking

Cabin with private river access

La Parada House

House in Sonidos del Bosque

Playa Bejuco Condominium 243

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

URBN-Escalante apartment with parking

Fully equipped apartment in Nunciatura

Enjoy Barrio Escalante-Sjo

30 mins SJO | Pool View | Premium Appt | Parking

Flofy Apartment - Pool - Parking - Security

Cosmopolitan SkyView AC 2BR-King bd Laundry-in

Alicia's Garden Apartment at Secrt

Industrial 2BR perfect location w/AC + sunset view
Other holiday rentals with a pool

Pacuare Mountain Lodge “Ranita”

Cosmopolitan Tower, Apartamento A/C 15 min Airport

Modern Stay at Apart1508 — Secrt Escalante

SECRT Escalante · 19th Floor · View + Parking

River View Cozy Apt | Near Airport + A/C & Parking

Hide in the Nature of Turrialba

Charming 30th Floor Apt, King Bed, AC, Parking

Studio in San José, Costa Rica w/ Rooftop
When is the best time to visit Guapiles?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £56 | £49 | £56 | £54 | £56 | £56 | £56 | £56 | £47 | £47 | £56 | £56 |
| 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 |
Quick stats about holiday rentals with a pool in Guapiles

Total holiday rentals
Explore 40 holiday rentals in Guapiles

Nightly prices starting at
Guapiles holiday rentals start at £7 per night before taxes and fees

Verified guest reviews
Over 620 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Guapiles holiday rentals include wifi access

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

4.7 Average rating
Guapiles stays receive an average rating of 4.7 out of 5 from guests
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- Rentals with pools Costa Rica
- La Sabana Park
- National Stadium of Costa Rica
- Poás Volcano National Park
- Parque Diversiones
- Parque Nacional Braulio Carrillo
- Irazú Volcano National Park
- Parque Viva
- Parque Nacional Los Quetzales
- Turrialba Volcano National Park
- University of Costa Rica
- Children’s Museum
- Parque Central
- City Mall Alajuela
- San Jose Central Market
- Catarata del Toro
- Britt Coffee Tour
- Hacienda Alsacia Starbucks Coffee Farm
- Multiplaza Escazú
- Pre-Columbian Gold Museum
- Jade Museum
- Río Agrio Waterfall
- Basilica De Nuestra Señora De Los Ángeles
- La Paz Waterfall Gardens
- Multiplaza Curridabat





