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

Balcony Sunset View 21st Floor Apartment
Located 21st floor of the stylish URBN Escalante building in the heart of San José, this modern one bedroom apartment has all the amenities for a pleasurable stay. Feel free to make use of the lobby with 24/7 concierge, heated pool, lounge area, co-working spaces, gym, yoga room, cinema, library, BBQ area and playground. Internet is available at all common areas as well as high-speed internet connection -100Mbps- in the apartment. 5-10 minute walk to Pubs, Restaurants and Supermarkets. Netflix👍

Luxury 14th-Floor Apartment with Views in San José
Discover tranquility in this centrally-located haven near Barrio Escalante. Enjoy a cozy retreat just steps from the city’s top restaurants, offering local and international cuisine. You will find a grocery store just in front of the main gate. Next to the building, there is a bowling and a Mall 5 minutes waking. Immerse yourself in culture with nearby museums, cinemas, and art scenes. You’re less than an hour from stunning natural attractions-volcanoes, mountains, and beaches await!

San José Downtown view apartment with A/C
Welcome to our charming Apartamento Valiente (Brave) in Urbn Escalante, located in a strategic point of San José, in one of the best towers in the capital of Costa Rica. In our apartment you and your family or friends will be able to relax with the spectacular views that the apartment has and in the different amenities of the building. Fully equipped to make you feel at home. 2 beautiful bedrooms, 2 full bathrooms and a spectacular living room for the comfort of the group. ** FREE PARKING**

Studio with a beautiful view
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.

21st Floor Cozy Apartment w A/C
Your home away from home awaits you. An industrial design unit with both antique and contemporary accents are throughout this cozy space to help make your experience unforgettable. Welcome to this tastefully decorated sanctuary located in San José’s Barrio Escalante district, known for its eclectic cuisine and selection as one of the world’s “Coolest Neighborhoods” by Time Out magazine. This unit is perfect for singles and couples. Enjoy the breathtaking sunsets from the private balcony.

Penthouse in San Pedro, view of the gods. Luxury, A/C.
This special place is close to everything, making it easy to plan your visit. Luxury two-story penthouse 16 and 17!A/C. View of the gods! With a unique and privileged view, in the exclusive area of Los Yoses. Close to all the Escalante cuisine. Just 3 minutes from the city of San José. With a spectacular view of the mountains to the south of the city and the beautiful sunsets to the west. Just meters from supermarkets and restaurants, parking included for our customers.

Cozy loft with panoramic view of San José
The loft is equipped so you can rest all day or work from here. You have a beautiful view of San José. It has a kitchen, comfortable bed, a comfortable bathroom, and all the amenities. But if you decide to go out for a walk, you will have the most relevant gastronomic area of San José, graffiti, restaurants, parks so you can have a coffee in a safe area full of the Costa Rican capital spirit. Work or rest, in a central and accessible area.

Smart loft in the heart of the city, A/C and Wi-Fi
Enjoy the tranquility of this smart, elegant and centrally located loft with city views! Ideal for relaxing. It has all the amenities you need to make your stay the most pleasant with the highest quality. Its location is favorable as it is close to restaurants, shopping centers, and supermarkets. It's just 15 minutes from downtown San José. It has a large number of amenities such as a heated pool, cinema, study room, gym and coworking area.

Couples Focused Magnificent Studio Apartment
FREE early check-in upon request!! Escape stress in our stunning 23rd-floor adult-only apartment, offering an erotic touch . Enjoy 24/7 self-check-in, secure parking, and a rooftop with a heated pool for sunset relaxation. Fully equipped kitchen and numerous restaurants, coffee shops and markets nearby. Perfect for couples local looking for a quick get away or the best option for foreigners to start or end their Costa Rica trip .

Upscale apartment at URBN Escalante
Luxurious 26th-floor condo in the heart of Barrio Escalante, San José, Costa Rica! Fully furnished with 2 bedrooms, 2 bathrooms, a modern kitchen, washer/dryer, and HD Smart TVs. Enjoy URBN Escalante’s 24/7 lobby, heated pool, gym, and proximity to top restaurants, cafes, and nightlife. Perfect for travelers or remote workers seeking comfort and convenience in this vibrant urban hub. Stays of 6+ days allow guest visitors.

San José Apt, Strawberries/Pool/Electronic Parking
This beautiful independent apartment located in Torre en el Este de San José, has all the amenities you need to have the best and most pleasant stay in the city. Just a few minutes walk away you can find the best restaurants, cafes, supermarkets and shopping centers. The Tower has a swimming pool, gym, laundry, co-working, cinema, game room, music room, and art room. The apartment is fully furnished and ready to live in!

Chic Bohemian Loft
Discover our Bohemian Sky Retreat on the 18th floor, a blend of bohemian elegance and comfort with stunning city views. Enjoy vibrant decor, a plush living area with a smart TV, and a fully equipped kitchen. The serene bedroom promises a restful night beside mesmerizing skyline views. Steps from cafes, dining, and attractions, this urban oasis offers an unforgettable city experience.
Popular amenities for San Pedro rentals with a pool
House rentals with a pool

Relaxing House in Condo Costa Rica

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

Beautiful house with private pool

Casa Gaudi🦚Near SJO🦚Private Pool & King BD

5 beds | SJO | Fast Internet | Heredia |

Luxury Townhouse (8p max)-Pool & Fitness-Escazu

City Scapes Home2BR 2131ft2 Amenities Security24X7

Casa Escobar
Condo rentals with a pool

Fully equipped apartment in Nunciatura

Luxury Apartment, San José, La Sabana, Del Lago

AC and King Bed - Full Equipped Apartment

Enjoy Escalante-Sjo Neighborhood

Modern/comfort great views 2Bdr 2Bath Escalante

Urban Jewel on the 30th Floor; SECRT

Industrial 2BR perfect location w/AC + sunset view

Modern apartment at gastronomic epicenter
Other holiday rentals with a pool

Modern and comfortable

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

Apartment in EscalanteOlive Loft 14th

Sunsets & Style — Modern Stay in Trendy Escalante

Cozy New Studio - A / C. Excellent Location

Vino Spot - AC-Free parking

URBN Studio - with AC 100mbps - 18th Floor.

Amazing Penthouse in San José
When is the best time to visit San Pedro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $88 NZD | $88 NZD | $88 NZD | $86 NZD | $86 NZD | $88 NZD | $88 NZD | $89 NZD | $88 NZD | $80 NZD | $84 NZD | $88 NZD |
| 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 San Pedro

Total holiday rentals
Explore 230 holiday rentals in San Pedro

Nightly prices starting at
San Pedro holiday rentals start at $54 NZD per night before taxes and fees

Verified guest reviews
Over 14,380 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
190 properties have a dedicated workspace

Wi-Fi availability
220 of San Pedro holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across San Pedro rentals

4.8 Average rating
San Pedro stays are highly rated by guests—averaging 4.8 out of 5!
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