Holiday rentals with a pool in San Juan

4.9 out of 5 average rating, 594 reviews

A spacious bed is positioned against a wooden accent wall, creating a warm atmosphere. Two bedside tables hold decorative lanterns, providing soft illumination. Neutral-toned pillows complement the bedspread, while a colorful wall art piece adds a touch of character to the room.

Apartment in Escalante

Stylish Studio with Sky Bar & City Views

New and exclusive Golden Coffee Studio, inspired by the history of Costa Rican coffee this apartment brings the best views of San Jose city. Walkable of the beaten heart of trendy gastronomic area Barrio Escalante, surrounded by the local vibes this place is on the best spot downtown for you to get ready and discover Costa Rica. One master room and a unique queen wallbed make this place an inviting and fun place for couples, friends and families. Spectacular amenities 100MBps Fiber optic Wifi

A bright living area features a light-colored sofa bed, paired with a minimalist black side table. Large windows are adorned with sheer white curtains, providing a view of vibrant trees outside. A floor lamp and small potted plant add subtle accents to the space.

4.96 out of 5 average rating, 156 reviews

NucleoSab IvoryApt-NearSJairport-FreeIndoorParking

Brand new luxury apartment at Nucleo Sabana. It has a minimalist style with all the appliances brand new, including A/C, 2 smart TVs. High speed internet with TVservice. Laundry room includes a washer/dryer, 2 in 1. It has a wonderful view to the top of the trees and the sky in the balcony. There is a river next to it so you can always enjoy the river sound. Complex: More than 30 amenities, including a gastronomic market(NucleoGastro). Located 10min from Juan Santamaría Int’l Airport (SJO).

An outdoor seating area is framed by a modern structure, overlooking a pool surrounded by lounge chairs. Umbrellas provide shade, and greenery is visible in the background, enhancing the relaxing environment.

4.85 out of 5 average rating, 326 reviews

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.

4.88 out of 5 average rating, 186 reviews

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

The kitchen features modern appliances, including a black refrigerator and built-in oven. A small island with sleek stools offers additional seating. A plant adds a touch of greenery, while the light countertops contrast with the dark cabinetry, creating an inviting cooking space.

4.95 out of 5 average rating, 167 reviews

Top Pick in La Sabana: Spotless & Comfy with A/C

Luxury apartment with A/C, cozy, and perfectly located in the heart of the city. This fully equipped space, with modern and elegant decoration, offers you the freedom to live safely and comfortably while exploring everything the city has to offer. Close to tourist attractions, banks, supermarkets, and restaurants. (The condominium has 8 restaurants within the facilities) The International Airport (SJO) is 20 minutes away, La Sabana Park and the new National Stadium are 3 min away in San Jose.

An infinity pool is seen on the rooftop, overlooking a city skyline at sunset. The water reflects the colors of the sky, while glass railings provide unobstructed views of the surrounding area and mountains in the distance.

4.97 out of 5 average rating, 183 reviews

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.

4.96 out of 5 average rating, 136 reviews

A modern kitchen with sleek dark cabinetry and stainless steel appliances is complemented by barstools with yellow upholstery. The cozy living area includes a light-colored sofa and a decorative table, with a vase of flowers adding a touch of color. Natural light fills the space.

Apartment in Escalante

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

4.92 out of 5 average rating, 186 reviews

A corner seating area features a light-colored sofa with a matching ottoman, positioned near a large window. Lush greenery is visible outside, complemented by gentle textures in the room, including a woven rug and a stylish floor lamp.

Apartment in Uruca

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!

4.89 out of 5 average rating, 481 reviews

A large outdoor swimming pool is surrounded by a sunlit deck, featuring lounge chairs positioned along one side. The modern high-rise building stands in the background, with expansive glass windows reflecting the blue sky and sunlight.

Apartment in Yoses

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.

4.95 out of 5 average rating, 132 reviews

Apartment in Escalante

Warm studio in Barrio Escalante

Experience Barrio Escalante, the city's most vibrant and gastronomic area. This apartment combines elegance and comfort, offering you an ideal space to rest after exploring unique restaurants, cafes and bars, all just steps from your door. All on the 13th floor with a beautiful view of the best sunsets and without neglecting the possibility of having access to highways that connect with other nearby tourist destinations, such as volcanoes, mountains and beaches.

4.93 out of 5 average rating, 113 reviews

A private terrace is displayed with several lounge chairs and a small table, offering unobstructed views of the sunset over the city skyline. The dark stone flooring contrasts with the greenery of the potted plants, creating a serene outdoor retreat.

Apartment in Rohrmoser

Sunset PrivateTerrace Ü Nunciatura

¡Nuevo! Vive la experiencia urbana en San José Descubre este apartamento con una espectacular terraza privada, idealmente ubicado en el corazón de la ciudad. A pocos pasos encontrarás parques, restaurantes, cafeterías, supermercados y más. ¡Todo lo que necesitas está a tu alcance! Además, estás a solo 15 minutos en coche del Aeropuerto Internacional Juan Santamaría. Nota: piscina temporalmente en mantenimiento

A modern living area showcases a green sofa adorned with colorful cushions. Bright wall art featuring playful designs adds a lively touch. Large glass doors provide access to a balcony with expansive views, while a bedroom is visible through an open doorway, decorated with floral wallpaper.

4.94 out of 5 average rating, 458 reviews

Hideout in downtown San Jose-Sergio

Inspired in the magical world of Alice in Wonderland, this brand new uniquely stylized apartment is a jewel. It is very conveniently located in downtown San Jose: 10 min from the National Theater and multiple eating venues, 90 min from the beach and very accessible by public transportation. Amazing views from the 21st floor and just waiting for you.

Popular amenities for San Juan rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.89 out of 5 average rating, 132 reviews

An indoor pool is framed by vibrant green walls and a wooden ceiling. Comfortable lounge chairs in light green surround the pool. A hammock is elegantly positioned nearby, while an open sliding door reveals a spacious living area with cozy seating and organized shelving.

Home in Río Oro

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

Home in Finca La Ponderosa

A modern structure featuring an infinity pool that blends seamlessly with the surrounding landscape. The pool's clear water reflects the cloudy sky, while the terrace provides access to the building. Lush greenery and trees are visible in the background, enhancing the serene atmosphere.

5 out of 5 average rating, 14 reviews

Green Escape with Style

4.89 out of 5 average rating, 132 reviews

The outdoor area features a private pool with steps and a ramp for accessibility. A covered terrace with seating overlooks the pool. Lush greenery surrounds the space, enhancing the natural atmosphere. A pool lift is visible, ensuring inclusivity for all guests.

Home in Alajuela

Casa Gaudi🦚Near SJO🦚Private Pool & King BD

5 out of 5 average rating, 16 reviews

Home in Grecia

Lux Stay Near SJO Airport | Pool, Firepit & Views

4.92 out of 5 average rating, 119 reviews

An outdoor patio area is presented with a spacious table surrounded by black and white chairs. A small pool is visible in the corner, with textured walls and lights illuminating the space. The scene is complemented by greenery in the background.

Home in Río Oro

Casa Delios, Luxury Near the Airport, Private Pool

5 out of 5 average rating, 17 reviews

An outdoor dining area features a wooden table draped with a light blue cloth, surrounded by colorful chairs. In the background, a seating arrangement is visible with four wicker chairs and striped cushions. Sunlight brightens the space, showcasing the nearby swimming pool.

Home in Bejuco District

Playa Bejuco Condominium 243

4.94 out of 5 average rating, 161 reviews

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

Smart loft in the heart of the city, A/C and Wi-Fi

4.93 out of 5 average rating, 15 reviews

Home in Guácima

Tropical Nest | Modern Gated Home w/ Pool Near SJO

Condo rentals with a pool

A cozy living area is presented with a plush sofa featuring an orange throw. A neon sign reading 'WELCOME TO THE CONCRETE JUNGLE' illuminates a green wall adorned with plants. A doorway leads into one of the two bedrooms, enhancing the inviting atmosphere.

4.87 out of 5 average rating, 222 reviews

Concrete Jungle Experience 25th Floor Secrt Sabana

4.87 out of 5 average rating, 272 reviews

An open studio layout is visible, featuring a dining table set for two, with blue plates and glassware. A comfortable sofa and a workspace with a chair are included. A neatly organized kitchen area is present, along with a glimpse of the bedroom area behind sliding doors.

Condo in Escalante

URBN-Escalante apartment with parking

4.94 out of 5 average rating, 101 reviews

A light-filled studio features a comfortable leather sofa paired with a decorative throw pillow. The open kitchen showcases modern appliances and a flowing countertop, complemented by stylish bar stools. Soft, neutral tones create a calm atmosphere, with minimalist wall art adding a touch of elegance.

Condo in Rohrmoser

COZY studio w/ Sky pool, WiFi, WIFI & GYM

4.9 out of 5 average rating, 232 reviews

A spacious bedroom features a king-size bed adorned with soft pillows and a cozy throw. Large windows provide a view of the mountains, while a mounted television is positioned on the wall. Light-colored artwork decorates the walls, enhancing the room's ambiance.

Condo in San José

Magical Penthouse in Prime Location+ Cima Hospital

The image captures a serene pool area surrounded by lush greenery, offering views of the city skyline and distant mountains. Bright blue skies provide a natural backdrop, while two green chairs are positioned nearby for relaxation.

4.92 out of 5 average rating, 219 reviews

9.9 mill SJO | Pool View | Cozy Loft | Parking

4.85 out of 5 average rating, 259 reviews

A modern studio apartment is presented, featuring a well-equipped kitchen and a cozy seating area. A spacious bed is visible beyond a dining table, with light streaming in through two windows. A vibrant plant adds a touch of greenery to the space.

Condo in Escalante

Enjoy Escalante-Sjo Neighborhood

A living area is furnished with a pink and white patterned loveseat and a matching armchair. A glass coffee table is positioned at the center, reflecting natural light from the large glass doors that open to a lush exterior view.

4.83 out of 5 average rating, 362 reviews

Alicia's Garden Apartment at Secrt

4.76 out of 5 average rating, 232 reviews

A modern kitchen area features sleek cabinetry and stainless steel appliances. A cozy green sofa is positioned beside a circular dining table with white chairs. Natural light emanates from large windows, accentuating the contemporary decor and artistic wall elements.

Condo in San José

The Gourmet Terrace & Coffee View w/AC

Other holiday rentals with a pool

4.97 out of 5 average rating, 66 reviews

An aerial view reveals a spacious villa with a terracotta-tiled roof surrounded by lush greenery. The private pool glistens in the evening light, contrasting with the garden's vibrant foliage. Pathways lead invitingly through the landscape, enhancing the tranquil ambiance of the property.

Villa in San José

Luxury European Villa - Escazú

4.99 out of 5 average rating, 91 reviews

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

Apartment in Escalante Olive Loft 14th

4.99 out of 5 average rating, 71 reviews

Modern Luxury Condo in La Sabana Pool, Gym & View

5 out of 5 average rating, 7 reviews

Condo in Pavas

Boho Apartment Rohrmoser | Pool Gym WiFi | Nova

4.97 out of 5 average rating, 38 reviews

A modern kitchenette features sleek appliances and artistic wall decor, complemented by open shelving displaying various items. A round dining table with soft chairs is positioned in the center. Expansive glass doors open to a balcony, inviting natural light and showcasing outdoor greenery.

Condo in Uruca

River view! & Cozy Apt. Central Modern Amenities

4.98 out of 5 average rating, 42 reviews

A spacious living area features a light-colored sectional sofa and a minimalist round coffee table. A wooden wall art piece adds a distinctive touch. Natural light floods the space from the large glass door that opens to a private balcony with seating and views of greenery.

Apartment in Uruca

Bohemian Bliss in exclusive area w rooftop+Pool

5 out of 5 average rating, 85 reviews

A bright living area features a comfortable sofa and a coffee table, with a large window offering a view of the vibrant greenery outside. Decorative artwork adorns the walls, and a potted plant adds a touch of nature indoor.

Condo in Uruca

River View Retreat · Pool · 20 min to Airport