Vacation rentals with a pool in Punta Santiago

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Top-rated rentals with a pool in Punta Santiago

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

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Top guest favorite

A clear blue pool is showcased, reflecting sunlight across its surface. A playful beach ball floats gently on the water, surrounded by a wooden fence that provides privacy. The scene conveys a serene atmosphere, ideal for relaxation and leisure.

Home in Punta Santiago

4.97 out of 5 average rating, 154 reviews

Lake and Beach Village, Humacao

Casa privada completamente amueblada y equipada para 6 personas, aire acondicionado en toda la casa, marquesina cerrada para 2 autos, piscina,BBQ de gas, TV 50 pulgadas con Netflix, Internet Wifi, Nevera,lavadora, secadora, estufa, microondas, cafetera, utensilios de cocina, ollas, calderos, vasos, platos etc. Ropa de cama y toallas limpias. Muy cerca de la Reserva Natural de Humacao, y cerca de el Malecón de Naguabo, donde encontrarás una excelente oferta gastronómica con excelente vista al mar

Top guest favorite

A tranquil scene captures a person standing at the edge of an infinity pool, gazing at the horizon. The pool reflects the soft glow of the setting sun, while lush tropical greenery is visible in the background.

Home in Buena Vista

4.98 out of 5 average rating, 103 reviews

Amazing Infinity pool @Coqui Tropical House

Incredible vacations await for you in this house with infinity pool in a private land on the countryside area. We are located 3 minutes from the PR-53 highway near to Palmas del Mar beach resort in Humacao. Fully furnished house, 3 Bedroom with AC, 2 1/2 bathroom, WIFI, TV includes Netflix, fully equipped kitchen. Washer & dryer, open carport space, terrace with hammock, Pergola, gas BBQ, and reclining beach chairs. Outdoor security camera. Pet allowed(one and up to medium size advance notice)

Top guest favorite

A wooden terrace is shown with a stool positioned near the railing. The sun rises above a distant landscape, casting warm light over lush green hills and the ocean. An infinity pool is visible nearby, blending beautifully with the scenic surroundings.

Tiny home in Fajardo

4.99 out of 5 average rating, 236 reviews

Magical! Ocean view Cabana w/ Pool Spa on mountain

This memorable place is anything but ordinary. You will get to enjoy this amazing and super private space surrounded by nature and unbelievable views of the ocean and the city. Fully equipped with everything you will need during your stay to include kitchen, full bath with rain shower, A/C, living space with 55" TV, dinning and sleeping areas, terrace with killer views, and of course the pool spa with infinity view! And many more. All of this while enjoying of a complementary bottle of Wine!

Top guest favorite

A tranquil outdoor pool is seen, featuring a sunbathing area with two sleek lounge chairs. The pool's clear water reflects the bright blue sky with fluffy clouds, while tropical plants enhance the scenic mountainous backdrop.

Tiny home in Naguabo

4.98 out of 5 average rating, 130 reviews

Casa Suiza (Mountainous Area)

Casa Suiza es un lugar para escapadas románticas, sólo para parejas, ubicado en la montaña. Somos un lugar que ofrece sesiones fotográficas con un columpio gigante para las fotos. Ésta área no interfiere con la privacidad de la habitación en absoluto, en caso que tengamos una sesión fotográfica, se lo notificaremos con anterioridad; ya que NO es una actividad frecuente. Tenga en cuenta que dirigirse a nuestra propiedad es por calles con curvas y pendientes completamente transitables.

Top guest favorite

An aerial view captures the geodesic dome surrounded by lush greenery. A wooden deck leads to a private hot tub, while a shaded area features seating under a tent. Soft lighting highlights the surrounding plants, creating an inviting and tranquil outdoor environment.

Dome in Cayey

4.99 out of 5 average rating, 507 reviews

Escape to Puerto Rico

¡Vive una experiencia única y mágica de glamping en las hermosas montañas de Puerto Rico! Xcape Dome PR es el lugar perfecto para darte un “xcape” de la rutina y reconectar con la naturaleza. Ubicado en el pueblo de Cayey, PR, a solo 10 minutos de las vías principales. Sumérgete en esta aventura romántica diseñada para parejas, aventureros o viajeros y disfruta de las imponentes montañas, paisajes, flora y fauna, así como, de los detalles únicos que hacen de Xcape Dome PR un lugar especial.

Guest favorite

An outdoor terrace features a wooden deck with a table and chairs, providing ample seating. A cozy swing chair hangs nearby, surrounded by lush greenery and expansive views of the mountainous landscape. Decorative string lights add warmth to the inviting setting.

Shipping container in Gurabo

4.98 out of 5 average rating, 184 reviews

Vista Linda Haus

At Vista Linda Haus, from the moment you start the journey to the beautiful town of Gurabo, the adventure begins. A unique experience towards the favorite destination. You will find panoramic landscapes, lakes, mountains, farms, cities, and a community with the Puerto Rican warmth of our mountains. Just 35 minutes from the Luis Muñoz Marín International Airport, over 1,000 feet above sea level, you will breathe freedom and peace, in a harmonious environment full of energy and pure nature.

Top guest favorite

A serene outdoor area features a sparkling pool surrounded by lush greenery and tropical plants. A shaded seating area is provided by a large umbrella, along with a cozy hanging chair in the background. The peaceful ambiance is enhanced by bright blue skies.

Guest suite in Luquillo

5 out of 5 average rating, 174 reviews

Casa Encanto - Experience El Yunque Rainforest.

This Guest Suite, on the lower level of our exclusive luxury villa, Casa Encanto, is the perfect tropical getaway. Nestled in the peaceful and lush foothills of the El Yunque Rain Forest, Located in Luquillo with many nearby attractions. You’ll have easy access to downtown Luquillo, El Yunque National Rainforest, Luquillo Beach, Caribali Adventure Park, Las Paylas, charter boat trips, snorkeling, zip lines and much more. The Guest Suite is fully solar with Tesla Batteries and backup

Guest favorite

A cozy chalet is nestled in a lush green landscape, featuring a red roof and warm yellow exterior. A private heated pool is visible, surrounded by a wooden deck, and scenic hills are seen in the background under a colorful sunset.

Chalet in Caguas

4.99 out of 5 average rating, 153 reviews

Chalet De Los Vientos (Chalet of the Winds)

Chalet de Los Vientos is a beautiful and cozy tiny house located in 25 acres , in the mountains of Caguas , PR at 2000ft above sea level with a spectacular view, heated pool and the privacy you deserve! This Chalet is a couples retreat and the perfect getaway for you and your loved one to disconnect from the daily routine. If you love coffee as much as we do, there is a dedicated coffee bar for you to make your espresso drink. We also have a 19Kw Caterpillar backup generator 💡

Guest favorite

A private pool is illuminated with vibrant blue light, featuring a calming waterfall cascading from a stone wall. Comfortable lounge chairs are positioned nearby, while colorful accent lighting adds a playful touch. Lush plants frame the scene, enhancing the outdoor ambiance.

Home in Humacao

4.91 out of 5 average rating, 274 reviews

Beautiful House, 24/7 Security, Gated Community

Sanitized! Beautiful and comfortable residence with Private Pool, Jacuzzi and Grill. 12min from Palmas del Mar that has beach, bars, night life and sea food restaurant. Minutes from Palma Real Mall, Walmart, restaurants, fast food & much more. 20 min from El Malecon de Naguabo which has many Seafood Restaurants, and beach. 30min to the boat terminal to go to Vieques and Culebra, 40 min from Luquillo Kiosk, 35 min from the Croabas, 45 min to the airport, 50 min to Old San Juan

Guest favorite

A tranquil pool area is surrounded by palm trees and includes a smooth stone deck. The clear water glistens under the sun, while a stone wall features a waterfall that gently cascades into the pool. The ocean is visible beyond the lush greenery.

Home in Punta Santiago

4.94 out of 5 average rating, 141 reviews

Wake up to the ocean! True beachfront living!

Please ask about our other home nearby. Beachfront living with pool - 4 bedrooms. Lose yourself in paradise in this newly remodeled beachfront home with pool - 4 bedrooms, 3 baths. You will have the best of both worlds - beach and pool - for your pleasure. Enjoy unobstructed ocean/beach views from bed and through the house. Perfect for family vacations, romantic getaways or just to get away from it all. Cribs and high chairs available for little vacationers.

Top guest favorite

A private pool is situated next to a covered terrace area, featuring ample seating arrangements. The pool's clear waters reflect sunlight, while surrounding tiles and fencing offer a secure atmosphere. Windows along the building provide a view of the pool area from the interior.

Cottage in Naguabo

4.96 out of 5 average rating, 107 reviews

Casa Playa Tropical-Tropical Beach House & Pool

Ven y disfruta con toda la familia en esta espaciosa casa frente a la playa, Único concepto con piscina bar privada y terraza bar unidas techada, 5 camas con un mínimo de alquiler de 2 noches, Ademas tenemos 1300-PC de patio,Llegada y salida sin horario, Tiene una cajita de seguridad con las llaves y un código para la entrada,, “Tenemos energia electrica completa en la temporada de Huracanes y todo el año sin problemas,”

Guest favorite

Tiny home in Matón Abajo

4.9 out of 5 average rating, 155 reviews

Instantes II Heated Private Pool, Scenic Views

Enjoy the lovely setting of this romantic spot in nature. Stay in the clouds with this amazing location in the mountains of Cayey, PR. Spectacular views, pool with heater, fire pit, see horses, cows, and other animals running through the lot, among many other amenities.