Photo by Shannon Willitts

Roosevelt Roads holiday homes

We found 730 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Roosevelt Roads

Showing deals for:13 Nov - 20 Nov

Dining
Marina
Exterior detail
Room
Exceptional
(49 reviews)

Experience the beauty of Puerto Rico at Zebra House!

Fajardo

11% off
NZ$1,529
for 7 nights, 1 home
NZ$218 per night
includes taxes & fees
Experience the beauty of Puerto Rico at Zebra House!
Private kitchen
Pool
Room
Interior
Exceptional
(17 reviews)

Enjoyable Getaway with Private Pool, Rainforest, Volleyball, Badminton, Soccer

Luquillo

7% off
NZ$7,070
for 7 nights, 1 home
NZ$1,010 per night
includes taxes & fees
Enjoyable Getaway with Private Pool, Rainforest, Volleyball, Badminton, Soccer
Room
Property grounds
Interior
Interior
Exceptional
(95 reviews)

Garden Suite near the Beach and restaurants!

Naguabo

8% off
NZ$1,680
for 7 nights, 1 home
NZ$240 per night
includes taxes & fees
Garden Suite near the Beach and restaurants!
Exterior
Property grounds
Room
Interior
Exceptional
(50 reviews)

Beautiful Home - Rooftop - Private Jacuzzi - Rainforest & Beach ☀

Luquillo

7% off
NZ$7,469
for 7 nights, 1 home
NZ$1,067 per night
includes taxes & fees
Beautiful Home - Rooftop - Private Jacuzzi - Rainforest & Beach ☀
Living area
Outdoor dining
Property grounds
Room
Exceptional
(16 reviews)

Villa del Bosque Super close to great hiking trails, river, and charco hippie

Naguabo

8% off
NZ$1,002
for 7 nights, 1 villa
NZ$143 per night
includes taxes & fees
Villa del Bosque Super close to great hiking trails, river, and charco hippie
Room
Living area
Interior
Private kitchen
Exceptional
(12 reviews)

Bayshore Apt.|2PPL| Beach| Balcony| Top Location

Luquillo

8% off
NZ$1,830
for 7 nights, 1 apartment
NZ$261 per night
includes taxes & fees
Bayshore Apt.|2PPL| Beach| Balcony| Top Location
Living area
Visit Hacienda Carabali, just 15 min. away, enjoy great food and live music.
Living area
Exterior detail
Exceptional
(37 reviews)

Wonderful 2-bedroom cottage with AC in charming Ceiba. Minutes from the Ferry.

Ceiba

9% off
NZ$1,241
for 7 nights, 1 cottage
NZ$177 per night
includes taxes & fees
Wonderful 2-bedroom cottage with AC in charming Ceiba. Minutes from the Ferry.
Interior
Interior
Room
Private kitchen
Exceptional
(11 reviews)

Serene 3BR Beach House - Family & Remote Work Haven, Sleeps 6 + Pack ’n Play

Fajardo

8% off
NZ$2,228
for 7 nights, 1 home
NZ$318 per night
includes taxes & fees
Serene 3BR Beach House - Family & Remote Work Haven, Sleeps 6 + Pack ’n Play
Room
Living area
Living area
Outdoor dining
Exceptional
(7 reviews)

Charming studio in fabulous Luquillo with AC, WiFi close to the Beach

Luquillo

8% off
NZ$1,164
for 7 nights, 1 apartment
NZ$166 per night
includes taxes & fees
Charming studio in fabulous Luquillo with AC, WiFi close to the Beach
Living area
Las Cabezas de San Juan 20 minutes away, make reservations with one week ahead.
Bedroom #3
Family
Exceptional
(63 reviews)

A Beautiful Home Located Close To Beaches, Rain Forest, Golfing And Much More!

Luquillo

8% off
NZ$3,628
for 7 nights, 1 home
NZ$518 per night
includes taxes & fees
A Beautiful Home Located Close To Beaches, Rain Forest, Golfing And Much More!
Living area
Pool
Fully equiped kitchen
Enjoy open spaces with an oceanview.
Excellent
(8 reviews)

Ocean view apartment- close to beaches and Yunque

Luquillo

8% off
NZ$3,030
for 7 nights, 1 apartment
NZ$433 per night
includes taxes & fees
Ocean view apartment- close to beaches and Yunque
Interior
Exterior
Interior
Dining
Exceptional
(6 reviews)

Luquillo Mar Home, 3 Bedrooms

Luquillo

8% off
NZ$3,764
for 7 nights, 1 home
NZ$538 per night
includes taxes & fees
Luquillo Mar Home, 3 Bedrooms
Room
Interior
Living area
Private kitchen
Exceptional
(30 reviews)

PLAYA AZUL ROMANTIC STUDIO,VIEW,TOP LOCATION, RELAX..

Luquillo

8% off
NZ$1,874
for 7 nights, 1 apartment
NZ$268 per night
includes taxes & fees
PLAYA AZUL ROMANTIC STUDIO,VIEW,TOP LOCATION, RELAX..
Property grounds
Property grounds
Private kitchen
Pool
Exceptional
(28 reviews)

Best Panoramic Ocean View !!! You need to be here to believe it !!!

Fajardo

8% off
NZ$6,841
for 7 nights, 1 apartment
NZ$977 per night
includes taxes & fees
Best Panoramic Ocean View !!! You need to be here to believe it !!!
Living area
Property grounds
Living area
Interior
Exceptional
(14 reviews)

Spacious 5-bedroom house in gated community, private pool and semi-private beach

Humacao

8% off
NZ$6,351
for 7 nights, 1 home
NZ$907 per night
includes taxes & fees
Spacious 5-bedroom house in gated community, private pool and semi-private beach
First Floor Living Space & Kitchen
First Floor Living Space
Interior
Private Home | 2 Jacuzzis | Breathtaking View
Exceptional
(53 reviews)

★ Private Getaway Mansion - Breathtaking View - 5BD - Near Rainforest - 5 ☆

Luquillo

7% off
NZ$7,472
for 7 nights, 1 home
NZ$1,067 per night
includes taxes & fees
★ Private Getaway Mansion - Breathtaking View - 5BD - Near Rainforest - 5 ☆
Interior
Pool
Private kitchen
Interior
Exceptional
(8 reviews)

Nest by the Marina

Fajardo

7% off
NZ$2,957
for 7 nights, 1 apartment
NZ$422 per night
includes taxes & fees
Nest by the Marina
Dining
Living area
Living area
Private kitchen
Exceptional
(47 reviews)

! 8 minutes from the beach and tourist sites! Comfortable and central house.

Fajardo

12% off
NZ$1,865
for 7 nights, 1 home
NZ$266 per night
includes taxes & fees
! 8 minutes from the beach and tourist sites! Comfortable and central house.
Dining
Outdoor dining
Spacious well groomed backyard
Living area
Exceptional
(30 reviews)

5 minutes from Luquillo Beach! Fully stocked kitchen and bbq grill

Luquillo

8% off
NZ$2,575
for 7 nights, 1 home
NZ$368 per night
includes taxes & fees
5 minutes from Luquillo Beach! Fully stocked kitchen and bbq grill
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Roosevelt Roads getaway

Learn about the unique charm of Roosevelt Roads with a stay in a holiday home rental. This city has something for everyone. Luquillo Beach and El Conquistador Golf Course are just a couple of the must-see attractions in the area. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in Roosevelt Roads

Are you hoping to find attractions to see during your stay? Venture out of your cosy holiday rental and experience everything that makes Roosevelt Roads a fun spot to go on holiday. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • El Conquistador Golf Course (8.4 mi / 13.5 km)
  • Carabali Rainforest Park (11.6 mi / 18.6 km)
  • Wyndham Rio Mar Golf Course (12.4 mi / 20 km)
  • Palmas Del Mar Golf Club (13.8 mi / 22.2 km)
  • Coco Beach Golf and Country Club (15.4 mi / 24.8 km)
  • Mandara Spa at the Westin Rio Mar Beach Resort (12.6 mi / 20.3 km)

Exploring the natural landscape of Roosevelt Roads

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Roosevelt Roads is a great place to spend some time outside. These are some of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Luquillo Beach (11.5 mi / 18.5 km)
  • El Yunque National Forest (10.2 mi / 16.5 km)
  • Balneario Seven Seas (9.2 mi / 14.7 km)
  • Palomino Island (9.3 mi / 15 km)
  • Las Cabezas de San Juan Nature Reserve (9.3 mi / 15 km)
  • Cayo Icacos (11 mi / 17.7 km)

Frequently asked questions

How much does it cost to rent a holiday home in Roosevelt Roads?
A number of things can affect the price of a holiday home in Roosevelt Roads, like the type of property, season and length of stay. But, all of our holiday homes have one thing in common — amazing value. Simply enter your travel dates to find your dream escape.
How much does it cost to rent a beach house in Roosevelt Roads?
Prices for beach houses in Roosevelt Roads can vary depending on the size and style of the property and time of year you're travelling. Simply enter your dates of travel into Bookabach and the number of guests to view your options and prices. From there you can use the filters to tailor your search results by nearby activities, ratings, amenities and more.
What are the top attractions for families in Roosevelt Roads?
Keeping the kiddos entertained during your Roosevelt Roads holiday is a snap with these leading family-friendly attractions:
  • Playa Blanca
  • Playa Los Machos
  • Playa Medio Mundo
How old do you have to be to rent a holiday home in Roosevelt Roads?
The minimum required age is normally 16, 18 or 21. It can vary between properties on Bookabach, so look at the rules of your preferred Roosevelt Roads holiday home before you book.
How long can I rent a holiday home in Roosevelt Roads for?
How long you can rent a holiday home in Roosevelt Roads varies according to the property. Just enter your chosen dates to view a list of options offering extended stays. With tons of features such as air conditioning and full kitchens, as well as some offering discounted weekly or monthly prices, you're sure to find a terrific place to call your home away from home in Roosevelt Roads.

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