Vacation rentals with a pool in Guaynabo

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Guaynabo

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Bayamón

4.95 out of 5 average rating, 141 reviews

Casalta: A Unique Villa Experience in Puerto Rico

Welcome to our dream home, a labor of love meticulously designed and built by us. Nestled on 2.3 acres of Bayamon mountain terrain, our property offers breathtaking panoramic views that will leave you in awe. We're delighted to be a pet-friendly destination. Conveniently situated just 25 minutes from San Juan Airport, San Juan's beautiful beaches and the historic of Old San Juan. Our home is the perfect setting for creating cherished memories, for any special occasions you have in mind.

Dec 14 – 21

G$99,408 GYD per night

Guest favorite

Home in San Juan

4.98 out of 5 average rating, 151 reviews

Urban Beach Hideaway...a luxury family compound!

Prime location, a block from Ocean Park Beach and short walk to major hotels, casinos, fine dining, bistros, fast food, drug stores, convenience stores, bars, pubs, grocery stores, boutiques and specialty shops, this is a beautifully furnished and landscaped, fully equipped property featuring gourmet kitchens, central air conditioning, furnished terrace, roof terraces, unique swimming pool, 5 bedrooms, 6 baths and parking for 5 cars. Bedrooms include queen size beds and lots of storage.

Nov 10 – 17

G$238,905 GYD per night

Superhost

Villa in Guaynabo

4.89 out of 5 average rating, 196 reviews

Stargazing Villa Retreat w/pool, Near San Juan

Villa Maxine has a private pool inside the house and a beautiful courtyard where you can enjoy the tropical weather and relax in a peaceful environment in paradise and total tranquility. Villa is Located on a mountain top in a remote quiet location with a beautiful view. Here you will enjoy coqui singing at night to the moonlight and birds chirping to the sunrise. Best of all, your getaway is 20 min drive from airport. Max. of 6 guest only, no parties allowed.

Mar 30 – Apr 6

G$94,866 GYD per night

Superhost

Condo in San Juan

4.93 out of 5 average rating, 151 reviews

San Juan-Condado Ashford Ave. Best Studio!

We want you to feel like your home! Just remodeled studio-apartment with ocean view. This new and modern open loft studio has all the hotel amenities you need, including: pool, jacuzzi, gym and 24/7 security. It is located in the heart of Condado, San Juan’s main tourist district. The most dynamic, trendy and multicultural city area, close to the spectacular historic Old San Juan City. Nearby restaurants, markets and just a block away from the beach.

Sep 21 – 28

G$30,341 GYD per night

Guest favorite

Shipping container in Aguas Buenas

4.91 out of 5 average rating, 171 reviews

Casita Hygge

Disfruta de los sonidos de la naturaleza cuando te quedes en este lugar único. Hygge; palabra de origen danés cuyo significado se relaciona con la felicidad en las cosas simples, un buen café , el aroma del campo en la mañana y La Paz que el lugar emana. ¡Déjanos ofrecerte una experiencia Hygge! Contamos con cocina interior y exterior, dos baños, piscina con calefacción, y un espacio acogedor para que tu estadía sea perfecta y totalmente privada.

Dec 4 – 11

G$27,251 GYD per night

Guest favorite

Apartment in San Juan

4.99 out of 5 average rating, 204 reviews

Best location with pool, steps from beach!

Wake up on your super comfortable king premium bedding looking over a beautiful pool surrounded with gorgeous palm trees. Surprise your significant other preparing her/his breakfast choice in your fully equipped kitchen, get up to date with a super-fast internet connection under your secluded patio roofed pergola. Dive in your private pool, get a hot water outdoor shower before heading to the best beach of San Juan, just 50 yards from your house!

Aug 9 – 16

G$88,269 GYD per night

Guest favorite

Townhouse in Toa Baja

4.89 out of 5 average rating, 120 reviews

A Pasos Del Mar "2Rooms"

Beautiful and comfortable is the atmosphere offered by this apt., designed for up to 6 people. It has 1 smartTv and WiFi, 2 units of air conditioning, hot water, 2 parking, with bbq and domino table. Come to rest to work or just get away with the family for a few days, walking to the beach, to the lake and you can fish there is rest. Supermarket, bakery, night life, liquor, smoke shops. It is not necessary to have a vehicle to walk in this area.

Dec 29 – Jan 5

G$25,413 GYD per night

Guest favorite

Apartment in San Juan

4.89 out of 5 average rating, 140 reviews

Vacation mode: La Rada 220!

Location, Location, Location!! Enjoy your stay in La Rada 220 in this cozy, newly renovated studio apartment centrally located in the heart of Condado (San Juan, PR). This studio apartment with all the comforts and quickly access to all the most attractive places of the city like our historic Old San Juan. You’ll find a great variety of restaurants, cafes and shops at your doorsteps.

Jan 9 – 16

G$25,259 GYD per night

Superhost

Tent in Guaynabo

4.89 out of 5 average rating, 227 reviews

"Stellita Glamping"

Disconnect from the routine and enjoy the tranquility of the countryside in the city of Guaynabo, Puerto Rico, with a private pool and different decks where you can relax. The tent has a cozy queen bed, one air conditioners, inflatable jacuzzi, books and board games. You'll also have your private bathroom and outdoor area with bbq, refrigerator, pool and a cozy seating area.

Mar 24 – 31

G$35,625 GYD per night

Guest favorite

Condo in San Juan

4.95 out of 5 average rating, 301 reviews

Ashford, San Juan -“The Place”!

The heart of New San Juan... Fall in love with Condado, San Juan’s most exciting district. Condado’s oceanfront, tree-lined community offers an array of elegant hotels, restaurants, boutiques, and more. Everything is within walking distance, including stunning beaches where you can dine at beachside restaurants, go paddle boarding or just relax in the sun.

Aug 20 – 27

G$31,246 GYD per night

Guest favorite

Dome in Caguas

4.94 out of 5 average rating, 112 reviews

Secret Dome 2

Connect with Nature this unforgettable getaway getaway. Secret Glamping was born from two people 100% Puerto Ricans, entrepreneurs and lovers of innovation. Our desire is to ensure that guests can connect with nature, peace and quiet and delight in the beautiful views and landscapes of our surroundings.

Oct 3 – 10

G$51,426 GYD per night

Guest favorite

Guest suite in San Juan

4.94 out of 5 average rating, 271 reviews

Cozy Yane House

My accommodation is next to my house separated by a canopy with independent entrance, clean , comfortable ,quiet , with privacy and security ,the pool is exclusive for guests with parking and areas very close to very important 7 minutes , the airport , Mall San Juan , Bakery , Isla Verde .

Feb 12 – 19

G$24,015 GYD per night