Roosevelt Roads Holidays from £1,013

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Top Roosevelt Roads Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
La Calma Poshtel

La Calma Poshtel

2 out of 5
Santurce
Price was £1,348, price is now £1,013 per person
£1,013
per person
15 Jan - 22 Jan
found 21 hours ago
Return direct flight included
London (LHR) to San Juan (SJU)
7.2/10 Good! (895 reviews)

Trópica Beach Hotel

Trópica Beach Hotel

3.5 out of 5
Santurce
Price was £1,652, price is now £1,232 per person
£1,232
per person
27 Jan - 3 Feb
found 1 day ago
Return direct flight included
London (LON) to San Juan (SJU)
9.4/10 Exceptional! (1,002 reviews)
Stayed one night at a business trip, hotel is small but beautiful and clean Would recommend it to anyone

Reviewed on 5 Nov 2026

DREAMCATCHER by DW - ADULTS ONLY

DREAMCATCHER by DW - ADULTS ONLY

3.5 out of 5
Santurce
Price was £2,333, price is now £1,759 per person
£1,759
per person
15 Jan - 22 Jan
found 21 hours ago
Return direct flight included
London (LHR) to San Juan (SJU)
9.4/10 Exceptional! (1,001 reviews)

DUNA by DW

DUNA by DW

3.5 out of 5
Santurce
Price was £1,774, price is now £1,362 per person
£1,362
per person
27 Jan - 3 Feb
found 1 day ago
Return direct flight included
London (LON) to San Juan (SJU)
9.4/10 Exceptional! (101 reviews)

Bahia Urbana Hotel

Bahia Urbana Hotel

2 out of 5
Puerta de Tierra
Price was £1,737, price is now £1,337 per person
£1,337
per person
15 Jan - 22 Jan
found 21 hours ago
Return direct flight included
London (LHR) to San Juan (SJU)
8.2/10 Very good! (674 reviews)
Room was perfect and spacious. Located in the middle of San Juan so I was able to walk to the beach and Old San Juan. Yes, got my steps in but was able to see things i wouldn’t see while driving. Only complaint is the shower had no hot water. Besides that, I enjoyed my stay.

Reviewed on 26 Oct 2026

Roosevelt Roads Essential Information

Language
Spanish
Currency
U.S dollars
Local Welcome
¡Hola!
Local Goodbye
Adiós
Closest Airport
Luis Munoz Marin Intl. Airport (SJU)

Top hotels in Roosevelt Roads

Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

4 out of 5
200 Coco Beach Blvd. Highway 955-I Río Grande
Fully refundableReserve now, pay when you stay
The price is £254 per night from 10 Nov to 11 Nov
£254
10 Nov - 11 Nov
includes taxes & fees
9.2/10 Wonderful! (3,529 reviews)
"Friendly people-clean!"

Reviewed on 7 Nov 2026

Hyatt Regency Grand Reserve Puerto Rico
El Conquistador Resort

El Conquistador Resort

4 out of 5
1000 Conquistador Avenue Fajardo
Fully refundableReserve now, pay when you stay
The price is £324 per night from 8 Nov to 9 Nov
£324
8 Nov - 9 Nov
includes taxes & fees
9.2/10 Wonderful! (3,686 reviews)
"Water park"

Reviewed on 6 Nov 2026

El Conquistador Resort
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

5 out of 5
6000 Rio Mar Boulevard Río Grande
Fully refundableReserve now, pay when you stay
The price is £588 per night from 8 Nov to 9 Nov
£588
8 Nov - 9 Nov
includes taxes & fees
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
See all 2,268 properties in Roosevelt Roads
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Holidays
All Inclusive Holidays
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Family Friendly Holidays

Stay near popular Roosevelt Roads attractions

Playa Blanca

6.6/10 (4 reviews)
Why not spend a lazy afternoon at Playa Blanca during your trip to Guayacán?
See properties

Frequently asked questions

How much does a Roosevelt Roads travel package cost?
From as little as £1,013. Yes, you read that correctly. Our Roosevelt Roads packages are the best way to stretch your budget. Bundle your favourite hotels, flights and rental car and get out and see this popular destination.
If I'm not able to travel, can I cancel my Roosevelt Roads travel package?
We totally understand that life sometimes gets in the way of your plans. If you've locked in a Roosevelt Roads travel package and need to cancel or amend it, we're here to help. We recommend having a look at our Customer Service Portal first for information. But generally speaking, if you've taken out your package in the last 24 hours, you may be able to change your itinerary for free. If it's more than 24 hours, your airline, hotel or car rental company may impose a charge.
How do I get a cheap travel package to Roosevelt Roads?
One of the simplest ways to save cash (and time) is to bundle your bookings with Expedia. Flights, hotels, rental cars and activities — we've got them all. Pick a combination that best suits you and watch your savings stack up. We know a travel package is never one-size-fits-all. That's why Expedia offers over 550 partner airlines and 1,000,000 hotel options worldwide, which lets you customize your Roosevelt Roads holiday.
Does Expedia offer Book Now, Pay Later Roosevelt Roads holidays?
We certainly do. Expedia has joined forces with online lender Klarna to help you easily pay for your holiday in instalments. Simply pick the payment plan that suits you best during checkout and take the stress out of budgeting for your trip. Be sure to bundle your flights, car hire and accommodation with Expedia to get the biggest bang for your travel buck. Consider these flexible payment options below:

  • Pay monthly holidays: Klarna offers easy monthly payment plans that suit all budgets, so you can take that well-earned holiday sooner.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay for your holiday across multiple transactions.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the full total upfront) makes it easier to click that "book now" button, go for a low deposit holiday payment plan from Klarna.

How far in advance should I book my Roosevelt Roads holiday?
To bag discount prices, book as early as you can. Air carriers usually release flight tickets, along with some of the lowest fares, around 12 months prior to departure. Hotels, experiences and car rental should also be booked well in advance so you can have the pick of the bunch. If you've decided on a last-minute getaway in Roosevelt Roads, there are always plenty of great deals to be had on Expedia. Book your escape today!
What does an Expedia Roosevelt Roads travel package include?
It comes down to what you're after. If you're travelling by yourself, you might decide to bundle hotels and flights. Taking the whole crew to Roosevelt Roads? A travel package including hotels, flights and rental cars might be a better fit. Expedia gives you the flexibility and freedom to customize your travel package.
What should I know before booking a Roosevelt Roads travel package?
Tailor deals that match your budget with an Expedia package. Airfares, hotels, rental cars — we have them all. You'll save loads just for combining your bookings. Whether you're embarking on a snow and ski adventure or drinking cocktails on a beach, your dream getaway is only a few clicks away.
Can I choose my airline with a Roosevelt Roads Expedia travel package?
Yes, you're in control. We offer more than 550 partner airlines throughout the world, so you can design your Roosevelt Roads getaway according to your needs and budget.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.