
Holiday rentals with a pool in Punta Santiago
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Punta Santiago

Total holiday rentals
Explore 30 holiday rentals in Punta Santiago

Nightly prices starting at
Punta Santiago holiday rentals start at $115 AUD per night before taxes and fees

Verified guest reviews
Over 1,680 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Punta Santiago holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Punta Santiago rentals

4.9 Average rating
Punta Santiago stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated rentals with a pool in Punta Santiago
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Hacienda Lucero: Your Tropical Lakefront Escape
Amazing views from our two bedroom lake house in Toa Alta, Puerto Rico. The house is on a hill overlooking Lake La Plata and surrounded by 12 acres of private rain forest. It is a quiet place perfect for nature lovers, bird watchers and photographers. There are about two miles of hiking trails as well as lookout points where you can enjoy sunsets and sunrises. If you use a 4x4 vehicle you can drive down to the floating dock to drop in your kayak or use ours. Please enjoy the trails and hikes.

5 bedroom Exclusive Beach Villa- WOW!
Discover Puerto Rico at a safe, beachfront, gated community in a nature preserve in the town of Humacao. Experience local life of fresh food in small family-run eateries and quiet beaches in our large five-bedroom beach villa with two outdoor spa showers, grill and a NEW POOL. In a private beach just at the end of our street, and private entrance to the nature preserve for great hiking and nature viewing for birds, fish, crabs, and other island animals. Prolific Turtle nesting zone. Book Now!

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!

Casa Playa Tropical, Tropical Beach House & Pool
Come and enjoy with the whole family in this spacious house, TROPICAL BEACH HOUSE - CASA PLAYA TROPICAL. Beachfront house, unique concept with pool bar attached to the terrace for a better delight to guests. Three fully equipped rooms, one with a king size bed and its private bathroom, another with a double bed, a bunk bed and another bathroom and another with another double bed and another bunk bed. We have an automatic 40 kilo electric generator, for entry there is a safety box with key

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.

La Casita: Private Heated Pool W/ Ocean Views
Nestled atop a lush hill at the beachfront town of Ceiba, this 2-bedroom house is a haven of luxury & tranquility, offering a spectacular panoramic view of the ocean, the rainforest, mountains & neighboring islands. As you approach the property, a winding driveway bordered by vibrant, blooming flowers leads you to the entrance, setting the tone for the enchanting retreat that awaits. Just a 1-hour drive from SJU's International Airport & half hour ride from El Yunque National Rainforest.

Breathtaking relaxing!! Easy Walk to the Beach
Located in the beautiful town of Punta Santiago, Humacao. This beach home is fully remodeled and furnished with air conditioning in the entire house, fully equipped kitchen, WIFI, washer & dryer inside the unit, private pool and BBQ area and much more! At only a 45 minute drive from the San Juan airport, historic Old San Juan and a 25 minute drive from El Yunque Rainforest, the ferry to Culebra and Vieques island and many more water attractions. This house is perfect for family vacations!

Secluded Rainforest Villa w/ Pool & Ocean Views
Overlooking a sparkling swimming pool and an endless sea of rainforest, this rainforest mansion sits at the feet of El Yunque—a 28,000-acre wildland that is the only tropical rainforest protected by the US Forest System. There’s Roku, a TV, and even WiFi but you likely won’t need it thanks to the property’s luxe outdoor pool, mountain-view terrace, fire pit, hammocks, one-acre private garden, airy living room, coral-grouted rain shower, open kitchen, bbq, and serene reading nook.

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 💡

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. 45 min to the airport, 50 min to Old San Juan. 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.

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.

Escape Puerto Rico | Luxury Dome + Pool + Views
Escape to a romantic and luxurious glamping dome surrounded by the lush mountains of Cayey, Puerto Rico🌿. Enjoy total privacy with a private heated pool, panoramic views, and elegant design — the perfect retreat for couples or solo travelers seeking peace, comfort, and connection with nature. Wake up to mountain sunrises, relax under the stars, and experience a serene escape just an hour from San Juan — were nature and luxury meet in perfect harmony.
Popular amenities for Punta Santiago rentals with a pool
House rentals with a pool

Amazing Infinity pool @Coqui Tropical House

Vieques ocean view eco villa+pool

Modern 3BR Retreat with Private Pool & Waterfall

Hacienda Azucena, Río Grande, Yunque Rainforest

Hilltop Cabin w/ Pool & Views – 18 Mins to Airport

Hadrian's Villa

Casita Paraíso

Daddy’s Place Airbnb
Condo rentals with a pool

Luxury Beach Front Condo Balcony Pool and Jacuzzi

Palmas Del Mar -Ocean front, Golf & Vieques view

New! Breath Taking View at Las Casitas Village

Paradise Vacay!

Beachfront Apt. Ocean-Facing Bed & City Views+Pool

Beach Front Villa Inside Wyndham Rio Mar Resort

Ocean View Luxury Condo

Beachfront Boutique Feel @ Wyndham Rio Mar Resort
Other holiday rentals with a pool

Secret Dome 2 with lake view

Casa Encanto Rainforest Retreat

Home relaxing nature in Cayey

Romantic Getaway with Private Pool in Caguas PR

Luna Escondida

Instantes II Heated Private Pool, Scenic Views

Private Rainforest Retreat ~10 min to Playa Azul~

Villa Vista Hermosa, Río Grande, Puerto Rico
When is the best time to visit Punta Santiago?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $422 AUD | $387 AUD | $322 AUD | $430 AUD | $415 AUD | $424 AUD | $394 AUD | $404 AUD | $322 AUD | $351 AUD | $374 AUD | $326 AUD |
| Avg. temp | 25°C | 25°C | 26°C | 27°C | 28°C | 28°C | 28°C | 29°C | 29°C | 28°C | 27°C | 26°C |
Destinations to explore
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- Rentals with pools Humacao Region
- Rentals with pools Puerto Rico
- Flamenco Beach
- El Yunque National Forest
- Liquillo Beach
- Playa las Picuas, Rio Grande
- Distrito T-Mobile
- Puerto Rico Convention Center
- Rio Mar Village
- Playa Puerto Nuevo
- José Miguel Agrelot Coliseum
- La Pared Beach
- Playa de Luquillo
- Carabali Rainforest Park
- Cond Marbella del Caribe Este
- Toro Verde Adventure Park
- Punta Bandera Luquillo PR
- Plaza Las Americas
- San Patricio Plaza
- Isla Verde Beach West
- Museo de Arte de Puerto Rico
- Playa puerto nuevo
- Isla Palomino
- Balneario de Luquillo
- Hacienda Campo Rico
- Cond Marina Lanais





