Holiday rentals with a pool in Punta Santiago

Find and book unique homes with a pool on Airbnb

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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Superhost

Home in Yabucoa

4.89 out of 5 average rating, 19 reviews

Casa LaDera 5 Bed Ocean View w Private Pool

NEW LISTING Casa LaDera, COMPLETE REMODEL 5 bedroom, 2 bathroom home in the beautiful coastal town of Yabucoa and 1/4 mile drive to gorgeous beach El Cocal Beach G00gle that beach, Puerto Rico. Located at the top of the mountain of this Beach community, private pool and a rooftop deck w breathtaking ocean views, groups, or couples looking for a relaxing stay in the Caribbean. It's a new listing and our other rental in Puerto Rico has 20 of 20 reviews , all with 5 Star ratings, its a Great Value

Superhost

Apartment in Loíza

4.8 out of 5 average rating, 69 reviews

Beach Resort Living in Paradise

3BR/2B garden apartment, not a single stair step to get home! in beautiful Aquatika beach resort. This is a beautifully maintained Beach Resort style with pools throughout the entire complex. Beachfront gated community. It features 5 pools,water park that runs on weekends,hot tubs,lazy river,basketball courts, mini golf, tennis & beach volleyball courts. The complex has direct access to a semi private secluded beach! It is perfect for families or couples. Our vacation oasis is waiting for you."

Top Guest favourite

Home in Luquillo

4.97 out of 5 average rating, 116 reviews

Fabulous Ocean Views /Private Infinity Pool /4 BR

Relax at this spacious home with a private heated infinity pool with swim-up bar! With fabulous ocean and rainforest views from two covered decks, this house is family-friendly in a safe gated community only 5 minutes from Luquillo Beach and 15 minutes from the Rainforest. Other nearby activities include world-class golf, bio-bay kayaking, jet skis, ATV, horseback riding, go-karts, snorkeling, scuba diving, ziplining, great restaurants & a casino. Community pool, basketball & tennis courts too!

Guest favourite

Home in Luquillo

4.91 out of 5 average rating, 170 reviews

Enchanted Pool Beach House

Take it easy at this tropical and peaceful getaway with a private pool where is only for the guest staying at the house. The house is 5 minutes away from many beaches like La Pared Beach, Playa Azul, Costa Azul Beach, Balneario La Monserrate Luquillo and Northeast Ecological Corridor. 10 minutes away from Bioluminescent Bay and Seaven Seas Beach in Fajardo. Also 15 minutes away from El Yunque National Forest in Rio Grande and 5 minutes from Caribbean Cinemas Theater, Shopping mall and Pharmacy.

Guest favourite

Home in Toa Alta

4.84 out of 5 average rating, 124 reviews

A Cozy Place Like Home.

Gated community with 24/7 security officers and access control. Quiet neighborhood, two-story house, fully equipped kitchen, wi-fi, and swimming pool with jacuzzi. Independent A/C units in each bedroom, all bedrooms upstairs. The Master bedroom has a balcony. Costco, Walgreens, gas stations, three malls, and restaurants are minutes away. Approximately eleven miles from Dorado beach and fifteen miles from Isla Verde beach. A auto-generator is on premises in the event of an electrical outage.

Guest favourite

Home in San Juan

4.91 out of 5 average rating, 47 reviews

Pool/3BR 11 min SJU airprt/beach

THIS IS FOR THE ENTIRE HOUSE! ONLY THE POOL AND BASKETBALL PATIO ARE SHARED BETWEEN THE TWO UNITS, NO SMOKING/VAPING/TOBBACO, NO PETS, NO DRUGS, PLENTY STREET PARKING. Enjoy our townhouse on a quiet cul de sac close to everything. Gated yard with outside parking. 20 ft swimming pool, 10ft basketball hoop, giant 75 inch tv, barbeque grill, open kitchen plan, 1.5 bathrooms. ADULTS ONLY. Note that POOL cleaning service is on Tuesdays and Fridays ,you will have to maintain between cleanings.

Superhost

Apartment in Trujillo Bajo

4.77 out of 5 average rating, 94 reviews

Bohemian II King Bed Suite w/ Private Heater Pool

Bohemian Suite with private pool heated and great outdoor area to take a good tan Located 12 minutes from San Juan Airport, 14 Minutes from Isla Verde, 18 Minutes from Condado Beach and 22 Minutes from Old San Juan. Take a short 18 minutes drive to Calle Loiza, La placita and Condado. There's two parking available for a vehicle or you can Easily Uber anywhere. Uber is available and will get you to the place, but we definitely recommend a rental car

Top Guest favourite

Apartment in San Juan

4.99 out of 5 average rating, 242 reviews

Best location with pool, steps from beach!

Wake up in a luxurious king bed with premium bedding, gazing out at your private pool framed by lush palm trees. Start the day with breakfast from the fully equipped kitchen, then catch up online with blazing-fast Wi-Fi under the shaded pergola. Cool off in the pool or rinse in the outdoor hot shower before walking just 50 yards to San Juan’s best beach. Ideal for couples, solo travelers, remote workers, or small families seeking comfort and style.

Superhost

Villa in Guardarraya

5 out of 5 average rating, 4 reviews

Seafront Beach House #2 Heated Pool & Beach Access

Just a 30-second walk to the beach, our unique Airbnb features a spacious heated pool, sundeck, and jacuzzi. This is a fully separate property, ensuring your privacy and comfort. We also have another property in the same neighborhood, just 20 seconds away. Nestled in one of Puerto Rico’s safest cities, you’ll have peace of mind while being close to restaurants and supermarkets. Book your stay today and experience the best of beachside living!

Guest favourite

Home in Fajardo

4.88 out of 5 average rating, 304 reviews

ONE STOP VACATION HOME, w private pool and jaquzzi

ONE STOP VACATION HOMES OFFERS PRIVATE POOL W/ JACUZZI If you are looking for a place where you can relax at the private pool and entertain with family or a few friends at a beautiful place, !your search ends here!. This great property which is located just a few minutes from Seven Sea Beach, Las Croabas, Biobay, Scuba diving, El Yunque Rain Forest, Zipline at the Rain Forest, ATV Riding at Carabali, Luquillo Kioskos and Luquillo Beach.

Superhost

Home in San Juan

4.84 out of 5 average rating, 58 reviews

Puerto Rican Escape: Private Pool, Patio & Comfort

Indulge in our spacious home, where comfort meets elegance. Relax on the large patio or take a dip in your private pool—perfect for unwinding under the sun. With 2 king beds, 2 queen beds, and private bathrooms, every detail is designed for your utmost comfort. Nestled in an exclusive gated community, you're just 15 minutes from the beach and airport, offering both privacy and convenience for your stay.

Superhost

Place to stay in Río Grande

4.82 out of 5 average rating, 137 reviews

Beachfront with Private Pool | Pods by SOKZO #1

Pods by Sokzo is the perfect place for you to get away and reconnect with your significant other. Your beachfront suite includes your very own private pool and direct access to Las Picuas beach, one of Puerto Rico’s best-kept secrets. Located in Rio Grande, just 35min from the airport and 45 minutes from Old San Juan. Ask about our private Yoga lessons!