Holiday rentals with a pool in Guaynabo

4.87 out of 5 average rating, 229 reviews

Villa in Guaynabo

Stargazing Villa Retreat w/pool, Near San Juan

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. You will enjoy a private pool inside the house in a beautiful courtyard where you can enjoy the tropical weather and relax in a peaceful environment in paradise and total tranquility. Max. 6 guest only, no parties. Late checkin extra charge. No self checkin

4.95 out of 5 average rating, 42 reviews

Guaynabo, Private pool, billiard 🎱room, jacuzzi.

Beautiful and modern house located in Guaynabo, one of the most popular cities of the metro area. Walking distance from the Torrimar train station, pharmacy, supermarket and gas station. Three minutes drive from Costco Los Filtros and the Bayamon Golf Course. Easy access to the Martinez Nadal highway; 15-20 minutes drive to Old San Juan, popular beaches, airport and 10 minutes drive to Plaza Las Americas Shopping mall. It includes full facility, Wi-Fi, 24-hour security in a gated neighborhood.

4.98 out of 5 average rating, 48 reviews

Guest suite in Caguas

Family-Friendly Peaceful Jungle Oasis with POOL!

Escape the hustle and bustle at this unique and tranquil jungle getaway in the mountains of Guaynabo - one of Puerto Rico’s most desirable neighborhoods. Enjoy warm evenings grilling by the pool and cool mornings with a coffee listening to the sound of birds. This is a 2 bedroom/2 bathroom guest suite, owners live in the other unit. You are 20 minutes driving from the best restaurants and beaches and 30 minutes from Old San Juan. Fully stocked kitchen, gym, laundry and beach gear provided.

5 out of 5 average rating, 5 reviews

Home in San Juan

Amazing Views of San Juan

Begin each day experiencing a breathtaking view of San Juan and end each day with the coqui's sweet song serenading you to sleep. The lush jungle setting of this home makes it easy to forget that you are only 20 minutes from the airport, Old San Juan, Isla Verde, La Placita de Santurce, and many of the best attractions that Puerto Rico has to offer. If you prefer to stay in, this home offers all the amenities you will need to have an unforgettable experience with those you care about most.

Top Guest favourite

4.95 out of 5 average rating, 37 reviews

Amapola House with pool (near the city)

My grandparent's 50 years house is located in Guaynabo in a family gated area (country area). 15 minute drive to San Juan, beaches, mall and mayor roads to initiate a trip anywhere on the island. The house was remodeled with love and care. A few original items were left to reconcile with the new. Surrounded by nature, flowers, birds. A one-story house perfect for those in search of some fresh environment away from the city stress but close enough to get everything you need thru a short drive.

4.82 out of 5 average rating, 45 reviews

Home in San Juan

Oasis Urbano #2 with Private Pool 10 minutes beach

Welcome to Oasis Urban #2. House with a terrace with a comfortable and cool Private Pool where you can spend pleasant and quiet moments and relax with your Family. This Accommodation 8 Peoples. located in San Juan,15 minutes from the airport. The accommodation is 10 minutes from the best beaches in San Juan, Playa el escambron, Playa del Condado, , near Malls, Plaza las Americas, San Patricio Plaza, a few minutes from the best restaurants in Creole food. with Panel Solar, and Cisterna.

Top Guest favourite

5 out of 5 average rating, 75 reviews

⭐️Casa De Las Palmas 🌴🌴

Breathe, relax and enjoy Casa de las Palmas, surrounded by beautiful palm trees that characterize our island of Puerto Rico. Live life, and stay where locals do. Open, bright, and spacious 3-bedroom/2.5 bathroom property located in the city of Guaynabo, about 12-18 minutes from Old San Juan and Condado. Very safe and upscale neighborhood with restaurants, shops, gas stations, and supermarkets walking distance or 5 min by car. Easy access to main road leading directly to Old San Juan.

4.89 out of 5 average rating, 54 reviews

Condo in San Juan

Near SJU Airport, Old San Juan & Train to Choli!

Descubre la comodidad cerca del Aeropuerto SJU y mucho mas. Disfruta de una refrescante piscina y acceso fácil a puntos clave como el Viejo San Juan, supermercados abiertos 24/7, Plaza Las Américas y la estación del Tren Urbano con conexión directa al Coliseo (Choliseo). Tu seguridad está garantizada con tres ascensores, estacionamiento privado y control de acceso. Vive el confort y la accesibilidad con conexiones rápidas a ciudades emblemáticas, autopistas, parques y playas cercanas.

4.75 out of 5 average rating, 224 reviews

Home in San Juan

Relaxing Oasis with Pool heater and Cabana

Escape to your own private paradise in this serene oasis featuring a heated pool and a stylish cabana. Whether you're enjoying a peaceful morning swim or hosting friends for an evening under the stars, this tranquil retreat combines comfort and luxury. The cabana offers shaded lounging, ambient lighting, and cozy furnishings, while the heated pool ensures a perfect dip no matter the season. Ideal for couples, families, or anyone seeking a peaceful escape with resort-style amenities.

4.79 out of 5 average rating, 151 reviews

Super comfortable Family Home w/ private pool

Welcome to our exclusive property located in a private community with 24/7 security, just 15 min from Old San Juan, Condado, touristic places. Only 20 min from SJU Airport. Furnitures, decoration and equipment were chosen to be of the outmost comfort and everything in the house is new. There are TVs with cable TV in all rooms and WiFi available. Patio is nice with large pool & BBQ area to enjoy. Ideal for families and group of friends. This is NOT a young people's party home!

4.94 out of 5 average rating, 16 reviews

La Casita de Moncha

Relaxing and Cozy Oasis with a Private Pool and BBQ and perfect location. Enjoy a cool,relaxing oasis with a private pool, patio area and BBQ on your trip to PR. This tropical and cozy home will fit up to 7 guests. The patio area with trees views is perfect to enjoy a pool day. This beautiful designed house offers cozy details and the warmth that only a tropical house would. This is pet friendly house & 24 hours check in. You’ll love staying at La Casita de Moncha.