Photo by Shannon Willitts

Search Guest Houses in Roosevelt Roads

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Roosevelt Roads guest houses

Villa Coral

3.5 star property
Esperanza
8.6 out of 10, Excellent, (474)
"The room was cute, clean and perfect for our stay. The area was quiet, and we were able to storage our bags while going around."
United States
Mercedes
$98 nightly
The price is $107
Dec 11 - Dec 12
Total with taxes and fees
Villa Coral

Mamacita's Guest House

2.5 star property
Culebra Pueblo
8.0 out of 10, Very Good, (474)
"Room was really clean and the place is really close to both the airport and the ferry's port."
United States
Harry
$140 nightly
The price is $152
Jan 3 - Jan 4, 2026
Total with taxes and fees
Mamacita's Guest House

Waterside Inn

2.0 star property
Esperanza
7.8 out of 10, Good, (248)
"Great place to stay in probably the best area to be in on the island if you are looking to enjoy good beach and food near by"
United States
Andrew
$102 nightly
The price is $112
Dec 11 - Dec 12
Total with taxes and fees
Waterside Inn

The Vieques Guesthouse

3.0 star property
Esperanza
9.8 out of 10, Exceptional, (502)
"Great stay and lovely hotel & staff!"
United States
Amanda
$152 nightly
The price is $166
Dec 15 - Dec 16
Total with taxes and fees
The Vieques Guesthouse

Vieques Tropical Guest House

2.0 star property
Isabel II
8.2 out of 10, Very Good, (64)
"Good location"
United States
Elysamuel
$144 nightly
The price is $155
Dec 11 - Dec 12
Total with taxes and fees
Vieques Tropical Guest House

Mata e' Platano Guesthouse

3.5 star property
Mata de Plátano
8.8 out of 10, Excellent, (111)
"Super cute and clean place."
United States
Leydy
$174 nightly
The price is $199
Jan 8 - Jan 9, 2026
Total with taxes and fees
Mata e' Platano Guesthouse

Sueños del Mar Vacation Rentals

3.0 star property
Cabezas
8.8 out of 10, Excellent, (435)
"Excellent location, very nice host! "
United States
Erick
$179 nightly
The price is $192
Dec 11 - Dec 12
Total with taxes and fees
Sueños del Mar Vacation Rentals

Sonsoleá Host

4.0 star property
Barrio Pueblo
10.0 out of 10, Exceptional, (2)
"Very cute and unique. Had a litter of kittens living outside on the property which I loved. Easy check in process, beautiful area. Walking distance to beach and restaurants. "
United States
Miranda Raquel
$141 nightly
The price is $164
Dec 11 - Dec 12
Total with taxes and fees
Sonsoleá Host

El Yunque Waterfalls, forest & river tiny house

sector Camino Viejo
10.0 out of 10, Exceptional, (19)
"Very relaxing.... beautiful surroundings...owner, Yesina was very, helpful and friendly. We'd love to come back!"
United States
cathy H.
$228 nightly
The price is $242
Dec 12 - Dec 13
Total with taxes and fees
El Yunque Waterfalls, forest & river tiny house

Trade Winds Restaurant & Guesthouse

3.0 star property
Esperanza
$109 nightly
The price is $119
Dec 23 - Dec 24
Total with taxes and fees
Trade Winds Restaurant & Guesthouse
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Roosevelt Roads Hotel Reviews

Find out more about Roosevelt Roads

Roosevelt Roads Guest Houses information

Number of reviews
2,324
Accommodation
28 Guest Houses
Lowest Price
$107
Highest Price
$242

Frequently asked questions

What is the nightly rate for a guest house in Roosevelt Roads?
Rates for Roosevelt Roads guest houses vary, but travelers can find great-value prices from $107 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Roosevelt Roads guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Roosevelt Roads guest house and a B&B?
A guest house in Roosevelt Roads is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

Explore a world of travel with Expedia