Holiday rentals with a pool in San Rafael

4.96 out of 5 average rating, 142 reviews

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

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.

FamilyValuePool

4.89 out of 5 average rating, 242 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

If you are looking to stay in a great spacious Family-Business-Medical Visiting spot with amazing city and spectacular Mountains Views, in Escazu´s Prime Location,? THIS is your place! Close to dinning , 5 Minute Walking Distance to CIMA Hospital ( Best location to Medical - Dental - Pre Natal procedures. Business travelers will love easy highway access, local fusion restaurants and pubs, Entertainment and a bunch of Stores. Next to Avenida Escazu, on the 7th Floor, Elevator and Pool .

FamilyValueTV

4.99 out of 5 average rating, 142 reviews

A modern outdoor space is illuminated at night, featuring a glowing plunge pool with a waterfall. Colorful lights create an inviting ambiance. Comfortable seating is arranged under eaves, with plants adding a natural touch. The expansive view of the twinkling lights in the valley is visible.

Bungalow in San Rafael

Escazú Treetop Casita w/ Panoramic Luxury Views

Modern Loft-Style Casita w/ Private Terrace. 2-Acre Gated Estate in a Safe and Peaceful, Upscale Neighborhood -- One of the most Spectacular Views in Costa Rica. Expertly designed w/ every Creature Comfort -- All brand new and high-end. Ideal for Dental / Medical Tourists. Super Fast WIFI and Standing Desk for Digital Nomads. Full Kitchen, precisely stocked w/ everything you need to eat well. Sparkling Heated Salt Water Pool w/ Waterfall. Bright Gardens. Cool Breezes. Affordably Priced.

LocationValueCheck-in

4.94 out of 5 average rating, 351 reviews

Industrial 2BR perfect location w/AC + sunset view

Take a morning stroll in the park before heading back to your centrally-located, industrial 2 br apartment that will welcome you with high-speed wifi, top-of-the-line kitchen appliances, amazing decor, comfortable beds, and sunset views from a 12th floor overlooking the city. Not only will you have access to unparalleled amenities like a semi-Olympic pool, saunas, gym, and co-working space, you will be a walking distance from the best restaurants, coffee shops, and grocery stores in town.

ValueLocationCheck-in

Apartment in Mata Redonda

4.98 out of 5 average rating, 116 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!

LocationValueCondition

4.9 out of 5 average rating, 220 reviews

A spacious sleeping area features a large bed with crisp white linens and a deep blue blanket. A television is mounted on the wall opposite, while double-height windows offer views of the outdoors. A small balcony with two chairs is visible, enhancing the room's natural light.

Apartment in San Pablo

New Studio Near the Airport Hub

Welcome to our charming studio ! This space has been designed to make you feel at home from the moment you walk in. With its open layout and stunning double-height windows in each bedroom, you'll enjoy spectacular natural light throughout the day and unforgettable views of the mountains and the city. Imagine waking up each morning to the fresh breeze and a changing landscape: from the first rays of sunlight illuminating the mountains to the city lights twinkling at dusk.

LocationFamilyView

4.9 out of 5 average rating, 129 reviews

Apartment in San Rafael

Exclusive Penthouse with an excellent location

Penthouse located in an exclusive area in San Rafael de Escazu (Guachipelin). Close to important shopping areas such as Multiplaza, banks, restaurants, CIMA Hospital and pharmacy. We are close to the main roads to the beaches, downtown and Juan SantaMaría airport. This penthouse has beautiful views of the mountains and surrounding hills from all its spaces. Modern style design. Each space has everything you need for a very comfortable stay.

FamilyLocationKitchen

4.75 out of 5 average rating, 220 reviews

A winding pool area features a spacious swimming pool and a hot tub, both framed by wooden decking. Surrounding tropical greenery enhances the serene environment, while lounge chairs are arranged nearby for relaxation.

Apartment in San José

Spacious 4 bedroom Apt in Escazu | Pool | Parking

This 4 bedroom, 3 bathroom stylish condo is located in Escazu, San Jose Costa Rica! Escazu is the finest and most exclusive neighborhood in all of Costa Rica! This beautiful condo is located in the Riverside Condominium Project in the heart of Escazu, and features amazing features like a community Swimming Pool with jacuzzi, Indoor Racquetball Court, Exercise room with Showers and Sauna, as well as 24/7/365 Armed Security and Gated Access.

FamilyLocationPool

4.88 out of 5 average rating, 118 reviews

A modern living area features large glass doors that open to a balcony, allowing natural light to brighten the space. Soft, neutral-toned furniture includes a stylish sectional sofa and accent chairs. Decorative elements like pendant lighting and mirrored walls enhance the inviting ambiance.

Apartment in Escazu

Luxury 3-BR Condo in Escazú

Professionally decorated condo located five minutes away from Escazú, a vibrant town filled with restaurants, Multiplaza Mall, and best private hospital (CIMA).30 minutes drive from the airport. 24/7 Security. It's located on the fourth floor with great views of San Jose's Skyline and beautiful mountains. Fully equipped kitchen, smart TV, AC. The resort complex includes a pool, gym, lounge, pets park, 2 dedicated parking spots.

FamilyLocationView

4.94 out of 5 average rating, 174 reviews

A private home is set in a lush garden, featuring a swimming pool framed by potted plants. The patio area is visible, offering seating arrangements with a covered terrace, showcasing the inviting outdoor space for relaxation and dining.

Villa

Casa Maria

Welcome to your own private oasis in Costa Rica! This beautiful home is in a guarded community that backs to an 18-hole golf course and includes a pool and a lovely private guest cottage, "La Casita". This home is also located in the Mesa Central area of Costa Rica, which is known for its fantastic weather; low humidity, the perfect temperature during the day, and a little chilly at night - no AC needed

FamilyLocationQuiet

4.9 out of 5 average rating, 136 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 !

Casa Peces is located in nice neighbourhood, near to. the best private hospital, shopping centers, Gastronomic areas , theatres, hipódromos la Cañada as well just 60min from volcanos, water rafting Pacuare River and the best beaches of Costa Rica. Beautiful contemporary Style family town home in Rio Oro, Santa Ana, with 4BR, 3 baths and private indoor pool.

LocationValueOutdoor spaces

4.98 out of 5 average rating, 294 reviews

The loft features a spacious bed adorned with neutral bedding and decorative pillows. A wooden mezzanine area with a hammock is above, while wooden stairs offer access. Soft lighting is cast from bedside lamps, complementing nautical-themed artwork on the walls.

Loft in Santa Ana

ARANJUEZ LOFTS - Nautical Loft #7

Enjoy a nautical experience, the favorite of kids and young adults... Our Nautica Loft #7, is one of our 14 lofts in a beautiful property with shared large garden and pool. Conveniently located upon walking distance to Santa Ana downtown, and to supermarkets, restaurants, movie theaters and much more.

FamilyLocationIndoor spaces

Popular amenities for San Rafael rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.9 out of 5 average rating, 135 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

ValueFamilyAir conditioning

4.88 out of 5 average rating, 136 reviews

A rectangular pool with shimmering blue tiles is surrounded by a stone deck. A water slide extends from a raised platform to the pool. Lush palm trees and a small grassy area are featured alongside the pool, providing a relaxing outdoor space.

Home in Alajuela

Luxury in your Home, private Pool and Jacuzzi.

LocationValueWalkability

4.97 out of 5 average rating, 264 reviews

A vibrant sunset paints the sky in hues of purple and orange, viewed from the outdoor patio. Large glass windows showcase the interior spaces, which are complemented by seated areas, providing a seamless connection to the natural surroundings.

Home in Alajuela

Heated Infinity Pool Villa, 6BR, 25 Min SJO

FamilyValueOutdoor spaces

4.94 out of 5 average rating, 168 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

LocationFamilyAmenities

4.82 out of 5 average rating, 104 reviews

A cozy bedside table is presented, adorned with a small potted plant and a cup. An open book rests nearby, creating a tranquil reading space. The bed features bright yellow pillows against a dark wall, adding a touch of color to the room's design.

Home in San Joaquin

Vacation-Resort House 15 min from Arpt

FamilyLocationDecor

4.92 out of 5 average rating, 79 reviews

A sparkling pool is framed by well-maintained grass and tropical plants. The pool area is complemented by several outdoor lanterns and a spacious patio. The house's facade features large glass windows, allowing ample natural light to illuminate the interior.

Home in San Rafael

Authentic Costa Rican Luxurious Tropical Home

ValueFamilyLaundry

4.96 out of 5 average rating, 48 reviews

A heated swimming pool is surrounded by a spacious lawn adorned with tropical plants. Lounge chairs are positioned near the pool, providing relaxation spots. String lights enhance the outdoor ambiance, while a shaded area offers umbrellas and a glimpse of the nearby greenery.

Home in Escazu

Large home, pool, and great view

ValueLocationOutdoor spaces

5.0 out of 5 average rating, 37 reviews

Home in Grecia

Lux Stay Near SJO Airport | Pool, Firepit & Views

FamilyLocationLong stay

Condo rentals with a pool

A modern kitchen area features a white island countertop with a stovetop, surrounded by sleek bar stools. A cozy living area with a gray sofa and decorative pillows is visible, alongside a window showcasing city views and palm plants adding a touch of greenery.

4.9 out of 5 average rating, 491 reviews

City view, A/C near the airport, 1903

ValueFamilyGetting around

A sleek lap pool is surrounded by lush greenery and tropical plants, providing a serene atmosphere. The pool features a stone border and is set against a wooden deck. Steps lead down to the pool area, with a panoramic view of the surroundings.

4.85 out of 5 average rating, 174 reviews

Fully equipped apartment in Nunciatura

ValueFamilyTV

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.

4.93 out of 5 average rating, 106 reviews

Sky Garden 1905 | Cozy Stay & Rooftop Pool

ValueLocationOutdoor spaces

4.95 out of 5 average rating, 172 reviews

A modern kitchen area features sleek cabinetry and stainless steel appliances, complemented by a dining space with stylish chairs. Large windows allow natural light to fill the room, providing a view of the greenery outside, creating a bright and open atmosphere.

Condo in Mata Redonda

Top Pick in La Sabana: Comfy & Spotless, San José

LocationFamilyKitchen

4.94 out of 5 average rating, 102 reviews

A spacious rooftop area is presented with stylish seating arrangements, including a sectional sofa and a coffee table. The view overlooks the city skyline and surrounding landscape, with warm light from the setting sun adding a serene ambiance.

Condo in Mata Redonda

Scenic, 3BR Condo | Pool, Gym & 24/7 Security

FamilyValueDecor

4.93 out of 5 average rating, 134 reviews

Condo in Sabana

The Madriguera Serena/ SECRT Sabana.

ValueFamilyWalkability

4.96 out of 5 average rating, 136 reviews

A living area features a large flat-screen TV mounted on a deep green wall. A soft gray sofa is positioned in front of a low coffee table with decor items. A tall plant adds greenery, and a glass door invites natural light from outside.

Condo in Desamparados

Casa Verde · 7 min from SJO · Pool+Gym · Fast WiFi

ValueFamilyWi-Fi

4.89 out of 5 average rating, 117 reviews

Condo in Mata Redonda

Comfort with A/C in the heart of La Sabana

ValueLocationKitchen

Other holiday rentals with a pool

Apartment in Mata Redonda

A cozy bedroom is highlighted by a tufted headboard and plush bedding. Soft lighting is provided by two bedside lamps. Artwork featuring Alice in Wonderland decorates the wall above. A large window offers expansive views of the city and landscape beyond.

4.97 out of 5 average rating, 202 reviews

Whimsical 27th Floor Apt, King Bed, AC, Parking

ValueLocationNearby

4.92 out of 5 average rating, 357 reviews

A modern interior is highlighted by sleek black stairs leading to a loft area. Large windows provide abundant natural light and stunning views of the landscape. A comfortable sofa sits nearby, complemented by decor pieces that add character to the contemporary design.

Apartment in Rohrmoser

Sabana Sunset Floor23 (parking,A/C,nearby Airport)

LocationFamilyAccuracy

Apartment in Mata Redonda

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, 478 reviews

Hideout in downtown San Jose-Sergio

FamilyLocationIndoor spaces

4.92 out of 5 average rating, 208 reviews

An industrial-themed living area features a spacious gray sofa, a wooden coffee table, and a modern dining set. Large windows provide ample natural light and showcase views of the surrounding cityscape. Pendant lights hang above the dining table, enhancing the open atmosphere.

Apartment in Rohrmoser

Incredible modern industrial apt

LocationFamilyCleanliness

4.87 out of 5 average rating, 182 reviews

The interior space features an open layout with a modern design. A comfortable gray sofa and a white accent chair are arranged around a round coffee table. A staircase leads to the upper level, while natural light floods the area through large windows, enhancing the room's brightness.

Loft in Rohrmoser

Art Loft - Luxurious Apt QBO Building, Rohrmoser

ValueFamilySleep quality

4.89 out of 5 average rating, 61 reviews

A bright and spacious living area is illuminated by large floor-to-ceiling windows, showcasing vibrant city views. Two modern sofas are arranged around a circular coffee table on a soft rug, complemented by decorative cushions. A tall plant adds a touch of greenery to the space.

Apartment in San Rafael

Euroloft Luxury Penthouse with Views and Balconies

FamilyValueAir conditioning

4.97 out of 5 average rating, 70 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

LocationFamilyOutdoor spaces