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Vacation rentals in San Juan

City Center | Modern | Spacious | With Water Tank

City Center | Modern | Spacious | With Water Tank

City Center | Modern | Spacious | With Water Tank

City Center | Modern | Spacious | With Water Tank

City Center | Modern | Spacious | With Water Tank

City Center | Modern | Spacious | With Water Tank

1 bedroom·1 bath

San Juan

$533.40 USD total for 4 nights

Oct 4 – 8, 2026

Cozy dining nook with warm lighting, modern wooden chairs, and a welcoming table set for shared meals.

Walk 2 beach & Dining | Near airport-Remote work

A bright and cozy living room with comfy seating, warm décor, and a large TV, perfect for unwinding after a day in San Juan.

Walk 2 beach & Dining | Near airport-Remote work

Bright, rustic kitchen with open shelves and cozy dining nook

Walk 2 beach & Dining | Near airport-Remote work

3 bedrooms·1 bath

San Juan

$733.50 USD total for 3 nights

Sep 29 – Oct 2, 2026

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Hide in plain sight

1 bedroom·1 bath

San Juan

5(1 review)

$2,508.00 USD total for 33 nights

Mar 1 – Apr 3, 2027

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Large 5 bedroom home with Generator

5 bedrooms·5½ baths

San Juan

$2,725.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

★Luxury Beachfront Oasis ~ Ocean Views ~ ♛King Bed image 1

Right on the beach means RIGHT on the beach!

Master Bedroom- Also ocean great views from the master

★Luxury Beachfront Oasis ~ Ocean Views ~ ♛King Bed image 14

★Luxury Beachfront Oasis ~ Ocean Views ~ ♛King Bed

3 bedrooms·2 baths

San Juan

5(14 reviews)

$4,200.00 USD total for 10 nights

Sep 29 – Oct 9, 2026

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A Courtyard Affair

2 bedrooms·2 baths

San Juan

5(1 review)

$375.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

Great, open and spacious living room with Smart TV and large, comfy sofa.

Dining space that is open to the living room and kitchen.

Spacious kitchen, fully equipped for making a meal or heating up left overs.

Well lit bedroom with queen bed, AC, wall to ceiling mirrors, spacious closest, iron, ironing board, bath and beach towels.

San Juan Apartment with Concierge Services

San Juan Apartment with Concierge Services

2 bedrooms·1 bath

San Juan

4(10 reviews)

$707.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

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2 BR Condo on Isla Verde Beach

2 bedrooms·2 baths

Carolina

$875.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

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Isla Verde 2-bedroom Condo

2 bedrooms·1½ baths

Carolina

$875.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

Hillside Oasis

4 bedrooms·2½ baths

Trujillo Alto

5(90 reviews)

$1,890.36 USD total for 4 nights

Sep 29 – Oct 3, 2026

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Grandma's house

5 bedrooms·2 baths

Carolina

$1,290.00 USD $1,106.25 USD total for 3 nights

Sep 29 – Oct 2, 2026

CoastalHeritage w/ Heated Pool, 7 min from Airport

CoastalHeritage w/ Heated Pool, 7 min from Airport

CoastalHeritage w/ Heated Pool, 7 min from Airport

CoastalHeritage w/ Heated Pool, 7 min from Airport

CoastalHeritage w/ Heated Pool, 7 min from Airport

CoastalHeritage w/ Heated Pool, 7 min from Airport

4 bedrooms·2½ baths

Carolina

$1,500.00 USD total for 3 nights

Oct 4 – 7, 2026

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Casa Elena Spacious 3BR/2BA Home Bayamon DT

3 bedrooms·2 baths

Bayamón

4.83(12 reviews)

$530.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

Veranda sitting area

Plunge pool 12 x12, outdoor area

Private Pool

3 bedrooms·3½ baths

La Dolores • Río Grande

5(67 reviews)

$1,353.55 USD total for 3 nights

Oct 2 – 5, 2026

"Private Home Oasis Incredible Views, 2BR PVT Pool/Generator Rio Grande"

2 bedrooms·4 baths

La Dolores • Río Grande

$1,250.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

Villa Paraiso at Dorado Beach

Villa Paraiso at Dorado Beach

5 bedrooms·5 baths

Dorado

4.97(39 reviews)

$10,417.35 USD total for 3 nights

Sep 29 – Oct 2, 2026

Unwind in this peaceful hilltop retreat featuring stunning panoramic views and a cozy firepit. Nestled in a gated community near El Yunque and local beaches, it’s the perfect blend of privacy, nature, and comfort.

Cozy pergola lounge with warm lights, perfect for relaxing outdoors

Slip into the spa and enjoy pure sunset-lit relaxation.

Villa Azure by Dolce Vita Stays

Villa Azure by Dolce Vita Stays

Villa Azure by Dolce Vita Stays

4 bedrooms·2 baths

Zarzal • Río Grande

$1,711.00 USD total for 3 nights

Oct 5 – 8, 2026

Best Beaches are Steps Away and No Cleaning Fee!

After a full day, Cool at the Pool.

Explore the Rainforest trails, falls, pools and birds with a guide or on your own.

Offshore Island Bioluminescent experience.

Surf nearby uncrowded breaks. Take lessons or go on a guided surfing safari to a secluded surfing break.

5 Star Beach Condo. Pool. Rainforest. Golf. Gated.

2 bedrooms·2 baths

Río Grande

4.83(89 reviews)

$593.85 USD total for 3 nights

Sep 29 – Oct 2, 2026

Gorgeous beach just steps from the penthouse

View from one of the 6 balconies. Just a few steps to the beach.

View from one of the 6 balconies.

View from one of the 6 balconies.

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Beachfront large Pent House | private terrace

3 bedrooms·2½ baths

Río Grande

5(138 reviews)

$1,550.45 USD $1,456.08 USD total for 3 nights

Sep 29 – Oct 2, 2026

Gorgeous beach with amazing views. A few steps from the apartment.

Gorgeous beach just steps from the apartment.

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Beach view from the balcony. Just a few steps from the sand

Amazing beachfront apartment on the beach

2 bedrooms·2 baths

Río Grande

5(19 reviews)

$749.00 USD $704.06 USD total for 3 nights

Sep 29 – Oct 2, 2026

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Oceanfront 3-bedroom Sub-Penthouse in Luquillo PR

3 bedrooms·2 baths

Luquillo

$1,012.22 USD $953.35 USD total for 3 nights

Sep 29 – Oct 2, 2026

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Puerto Nuevo 3 bd Vega Baja Beach King bed Grill

3 bedrooms·1 bath

Puerto Nuevo • Vega Baja

5(30 reviews)

$592.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

Vista Mar Paraíso – Luxury Pool & Ocean Views

Stylish dining area designed for shared meals with rainforest and ocean scenery.

Bright, spacious living room blending indoor comfort with tropical nature views.

Vista Mar Paraíso – Luxury Pool & Ocean Views

Vista Mar Paraíso – Luxury Pool & Ocean Views

Vista Mar Paraíso – Luxury Pool & Ocean Views

4 bedrooms·1 bath

Pitahaya • Luquillo

$1,144.65 USD total for 3 nights

Sep 29 – Oct 2, 2026

Complex from above

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First floor outdoor terrace with views of pool area and ocean

Views of pool area and ocean from first floor terrace

Isle Be Back!! Steps to Beach and Pool!

3 bedrooms·3½ baths

Palmas del Mar • Humacao

4.81(32 reviews)

$844.35 USD total for 3 nights

Sep 29 – Oct 2, 2026