Location

Dates

Guests

Vacation rentals in San Juan

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

Villa Mansion - Fountain & Rooftop - Old San Juan

Villa Mansion - Fountain & Rooftop - Old San Juan

Villa Mansion - Fountain & Rooftop - Old San Juan

Villa Mansion - Fountain & Rooftop - Old San Juan

Villa Mansion - Fountain & Rooftop - Old San Juan

Villa Mansion - Fountain & Rooftop - Old San Juan

3 bedrooms·2 baths

San Juan

5(6 reviews)

$1,211.21 USD total for 3 nights

Sep 29 – Oct 2, 2026

SunJoy Modern 2BR Apartment Isla Verde

SunJoy Modern 2BR Apartment Isla Verde

SunJoy Modern 2BR Apartment Isla Verde

SunJoy Modern 2BR Apartment Isla Verde

SunJoy Modern 2BR Apartment Isla Verde

SunJoy Modern 2BR Apartment Isla Verde

2 bedrooms·1 bath

Carolina

$549.10 USD total for 3 nights

Sep 29 – Oct 2, 2026

MoonJoy Chic 2BR Apartment Private Patio

MoonJoy Chic 2BR Apartment Private Patio

MoonJoy Chic 2BR Apartment Private Patio

MoonJoy Chic 2BR Apartment Private Patio

MoonJoy Chic 2BR Apartment Private Patio

MoonJoy Chic 2BR Apartment Private Patio

2 bedrooms·1 bath

Carolina

$528.23 USD total for 3 nights

Sep 29 – Oct 2, 2026

Casa Elena Spacious 3BR/2BA Home Bayamon DT image 1

Casa Elena Spacious 3BR/2BA Home Bayamon DT image 2

Casa Elena Spacious 3BR/2BA Home Bayamon DT image 3

Casa Elena Spacious 3BR/2BA Home Bayamon DT image 4

Casa Elena Spacious 3BR/2BA Home Bayamon DT image 5

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

Beach Villa Dorado Del Mar

Beach Villa Dorado Del Mar

Beach Villa Dorado Del Mar

Beach Villa Dorado Del Mar

Beach Villa Dorado Del Mar

Beach Villa Dorado Del Mar

2 bedrooms·1 bath

Dorado

$946.59 USD total for 3 nights

Oct 3 – 6, 2026

Beachside Villa Dorado Pool Beach Access

Beachside Villa Dorado Pool Beach Access

Beachside Villa Dorado Pool Beach Access

Beachside Villa Dorado Pool Beach Access

Beachside Villa Dorado Pool Beach Access

Beachside Villa Dorado Pool Beach Access

3 bedrooms·2 baths

Dorado

$1,115.62 USD total for 3 nights

Sep 29 – Oct 2, 2026

Golden Coast Haven Steps to Dorado Beach

Golden Coast Haven Steps to Dorado Beach

Golden Coast Haven Steps to Dorado Beach

Golden Coast Haven Steps to Dorado Beach

Golden Coast Haven Steps to Dorado Beach

Golden Coast Haven Steps to Dorado Beach

9 bedrooms·7 baths

Dorado

$2,080.08 USD total for 3 nights

Sep 29 – Oct 2, 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

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.

Beachfront large Pent House | private terrace image 5

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.

Amazing beachfront apartment on the beach image 4

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

Oasis Terrace! 15 guest near beach. Huge terrace!

Oasis Terrace! 15 guest near beach. Huge terrace!

Oasis Terrace! 15 guest near beach. Huge terrace!

Oasis Terrace! 15 guest near beach. Huge terrace!

Oasis Terrace! 15 guest near beach. Huge terrace!

Oasis Terrace! 15 guest near beach. Huge terrace!

4 bedrooms·2 baths

Sabana • Vega Baja

$1,323.00 USD $1,222.20 USD total for 3 nights

Sep 29 – Oct 2, 2026

Walking to the Beach 3 bedroom House Next to Ocean

Walking to the Beach 3 bedroom House Next to Ocean

Walking to the Beach 3 bedroom House Next to Ocean

Walking to the Beach 3 bedroom House Next to Ocean

Walking to the Beach 3 bedroom House Next to Ocean

Walking to the Beach 3 bedroom House Next to Ocean

3 bedrooms·1 bath

Luquillo

$617.82 USD total for 3 nights

Oct 7 – 10, 2026

Captain’s Beachfront Luquillo Beach House

Captain’s Beachfront Luquillo Beach House

Captain’s Beachfront Luquillo Beach House

Captain’s Beachfront Luquillo Beach House

Captain’s Beachfront Luquillo Beach House

Captain’s Beachfront Luquillo Beach House

2 bedrooms·1 bath

Luquillo

$554.18 USD total for 3 nights

Oct 4 – 7, 2026

Oceanfront 3-bedroom Sub-Penthouse in Luquillo PR image 1

Oceanfront 3-bedroom Sub-Penthouse in Luquillo PR image 2

Oceanfront 3-bedroom Sub-Penthouse in Luquillo PR image 3

Oceanfront 3-bedroom Sub-Penthouse in Luquillo PR image 4

Oceanfront 3-bedroom Sub-Penthouse in Luquillo PR image 5

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

Puerto Nuevo 3 bd Vega Baja Beach King bed Grill image 1

Puerto Nuevo 3 bd Vega Baja Beach King bed Grill image 2

Puerto Nuevo 3 bd Vega Baja Beach King bed Grill image 91

Puerto Nuevo 3 bd Vega Baja Beach King bed Grill image 3

Puerto Nuevo 3 bd Vega Baja Beach King bed Grill image 8

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

Oasis Wave! 15 Guest Unique Beach Getaway

Oasis Wave! 15 Guest Unique Beach Getaway

Oasis Wave! 15 Guest Unique Beach Getaway

Oasis Wave! 15 Guest Unique Beach Getaway

Oasis Wave! 15 Guest Unique Beach Getaway

Oasis Wave! 15 Guest Unique Beach Getaway

4 bedrooms·4 baths

Puerto Nuevo • Vega Baja

$1,428.00 USD $1,327.20 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

Ocean Retreat: Views, Steps to Beach & Pool! ! image 2

Ocean Retreat: Views, Steps to Beach & Pool! ! image 3

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