
Vacation rentals with a pool in San Juan
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in San Juan

Total vacation rentals
Explore 30 vacation rentals in San Juan

Nightly prices starting at
San Juan vacation rentals start at G$2,092 GYD per night before taxes and fees

Verified guest reviews
Over 980 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
30 of San Juan vacation rentals include wi-fi access

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

4.8 Average rating
San Juan stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated rentals with a pool in San Juan
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Scenic, 3BR Condo | Pool, Gym & 24/7 Security
Located at walking distance from Sabana Park, this modern retreat offers the perfect blend of city energy and private peace in the heart of San Jose - High speed Internet (fiber) - Blackout curtains and quality beds to recharge. - Nice restaurants across street - Stunning rooftop gardens with 360 views - 3 Bedrooms with 3beds + Sofa bed - 2 TVs with digital channels. - Kitchen ready to cook anything. - Balcony - Laundry area with washing machine available - Air Conditioning - 2 car parking
ValueLocationCondition
4.94 out of 5 average rating, 105 reviews
15th Floor Apt/Amazing Views•20 min Airport+ Tours
San José with a modern apartment featuring panoramic views in the exclusive Núcleo Sabana complex. Fully equipped with 5G Wi-Fi, Smart TV, kitchen, and parking. Enjoy premium amenities, including a swimming pool, gym, sauna, lap lanes, multi-sport court, karaoke, and beautifully landscaped areas. Make the most of your stay with our exclusive one-day guided tours, designed to help you discover Costa Rica with ease. Conveniently located near La Sabana Metropolitan Park, the National Stadium & Rest
ValueLocationIndoor spaces
4.84 out of 5 average rating, 356 reviews
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
FamilyValueParks
4.9 out of 5 average rating, 608 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.
LocationFamilyIndoor spaces
4.96 out of 5 average rating, 143 reviews
Luxury High-Rise | 16th Floor | La Sabana-San José
Indulge in an unforgettable stay at this modern and luxurious 16th-floor apartment in Núcleo Sabana near the heart of the city. Designed for comfort, this stylish apt features: Spacious living room with a 60” Smart TV/Fully equipped kitchen/King-size bed for a restful night’s sleep/Dedicated workspace and high-speed internet. As a guest, you’ll have access to 30+ top-tier amenities & the best part? Gastro Núcleo – a culinary hub with 9 restaurants offering a variety of flavors just steps away!
ValueLocationCleanliness
4.85 out of 5 average rating, 103 reviews
Unique Industrial Apt Near Airport in La Sabana
Unique Industrial design in San Jose perfect to relax along with the sound of a cascade or with an indoors firepit to set the mood. You won't find another apartment like this in San Jose, each detail has been thought out to provide maximum comfort, privacy and relaxation. Located on a 3rd floor and poolside. Enjoy the proximity of 15mins away of the Airport, and yet, stay in the Green Heart of San Jose, La Sabana, with dozens of restaurants, activities and night life within walking distance!
ValueLocationCleanliness
4.88 out of 5 average rating, 103 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.
ValueLocationAir conditioning
4.97 out of 5 average rating, 202 reviews
Top Pick in La Sabana: Comfy & Spotless, San José
Luxury apartment, spotlessly clean, with high-speed Wi-Fi, 24/7 security, free parking, self check-in, AC, in-unit washer and dryer, blackout curtains for a restful night’s sleep, Smart TV, and a fully equipped kitchen. Strategically located just 25 minutes from Juan Santamaría International Airport, with easy access to downtown San José, La Sabana, and the National Stadium. 8 restaurants, cafés, a supermarket, and a vibrant dining district are conveniently located just across the street.
ValueLocationView
4.95 out of 5 average rating, 174 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.
ValueFamilyGetting around
4.94 out of 5 average rating, 353 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
LocationValueOutdoor spaces
4.92 out of 5 average rating, 127 reviews
*NEW* Luxury Condo | Stunning Views
Luxury condo with stunning views of the mountains & city. Just footsteps away from trendy coffee shops, bustling bars & over 50 restaurants. Located just 25 minutes from the airport. The building has 24/7 security, swimming pool & gym. This modern & professionally decorated condo offers a fully equipped kitchen, Full Size bed + a Queen pullout sofa bed. High Speed Wifi, AC & Smart TV’s in the bedroom & living room. This comfortable & cozy space truly feels like a home away from home.
LocationLaundryNearby
4.88 out of 5 average rating, 104 reviews
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.
ValueLocationAmenities
4.97 out of 5 average rating, 207 reviewsPopular amenities for San Juan rentals with a pool
House rentals with a pool

4BR Casa Peces Santa Ana, Indoor Pool & Sauna!
LocationValueBathroom
4.9 out of 5 average rating, 138 reviews
Smart loft in the heart of the city, A/C and Wi-Fi
ValueLocationIndoor spaces
4.94 out of 5 average rating, 171 reviews
Luxury in your Home, private Pool and Jacuzzi.
LocationFamilyAmenities
4.88 out of 5 average rating, 137 reviews
Casa Delios, Luxury Near the Airport, Private Pool
FamilyLocationDecor
4.92 out of 5 average rating, 126 reviews
Casa Gaudi🦚Near SJO🦚Private Pool & King BD
FamilyValueBathroom
4.9 out of 5 average rating, 136 reviews
Vacation-Resort House 15 min from Arpt
FamilyLocationAccuracy
4.79 out of 5 average rating, 105 reviews
Casa Escobar
LocationFamilyBathroom
4.92 out of 5 average rating, 60 reviews
The Woburn Studio –Secrt Escalante |A/C| Parking
LocationComfortCondition
4.91 out of 5 average rating, 11 reviewsCondo rentals with a pool

Modern apartment at gastronomic epicenter
FamilyLocationCheck-in
4.95 out of 5 average rating, 196 reviews
La Madriguera Serena/ SECRT Sabana.
LocationValueAmenities
4.93 out of 5 average rating, 143 reviews
Studio with view, balcony and free parking · URBN
ValueLocationTV
4.88 out of 5 average rating, 286 reviews
Stylish whole apt • Upscaled Comfort in La Sabana
ValueFamilyCleanliness
4.83 out of 5 average rating, 118 reviews
Urbn Escalante Downtown View
ValueLocationLong stay
4.79 out of 5 average rating, 184 reviews
High-Rise Bliss Urban Flat - Cafes & Rest
FamilyValueAir conditioning
4.89 out of 5 average rating, 102 reviews
Charming Apartment w A/C Near to the Int. Airport
ValueFamilyKitchen
4.94 out of 5 average rating, 387 reviews
Oasis | URBN Escalante | A/C • Queen • Pool
ValueLocationLong stay
4.92 out of 5 average rating, 301 reviewsOther vacation rentals with a pool

Airport Apt/floor16 AC+Paking+Rooftop views +Tours
FamilyValueNearby
4.99 out of 5 average rating, 165 reviews
SECRT Sabana 31st | A/C, Parking & View
LocationValueLong stay
4.98 out of 5 average rating, 121 reviews
Best View, Luxury, Full Amenities, Nearby Airport
ValueLocationOutdoor spaces
4.92 out of 5 average rating, 200 reviews
Apt BoEscalante/Free Parking compact car/City view
FamilyLocationAccuracy
4.87 out of 5 average rating, 114 reviews
Amazing View at 20th SJO Floor Loft! Parking&Pool
LocationFamilyGetting around
4.86 out of 5 average rating, 638 reviews
Escazú Treetop Casita: Panoramic Views & Pool
ValueFamilyCondition
4.99 out of 5 average rating, 149 reviews
Penthouse in San Pedro, view of the gods. Luxury, A/C.
LocationValueIndoor spaces
4.95 out of 5 average rating, 132 reviews
Penthouse Sky Lounge with Pool+Sauna+Gym
FamilyLocationNearby
4.95 out of 5 average rating, 41 reviewsWhen is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$12,973 GYD | G$11,508 GYD | G$11,090 GYD | G$11,090 GYD | G$10,671 GYD | G$10,671 GYD | G$11,090 GYD | G$12,345 GYD | G$11,508 GYD | G$12,764 GYD | G$13,601 GYD | G$15,484 GYD |
| 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 |
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- Jaco Beach
- Playa Blanca
- Parque Nacional Manuel Antonio
- La Sabana Park
- National Stadium of Costa Rica
- Parque Viva
- Parque Diversiones
- Marina Pez Vela
- University of Costa Rica
- Poás Volcano National Park
- Parque Nacional Braulio Carrillo
- Multiplaza Escazú
- Parque Nacional Los Quetzales
- Playa Jacó
- Carara National Park
- Turrialba Volcano National Park
- El Miro
- Hacienda Alsacia Starbucks Coffee Farm
- City Mall Alajuela
- Children’s Museum
- Britt Coffee Tour
- Basilica De Nuestra Señora De Los Ángeles
- Plaza de la Cultura
- Parque Central





