Name: Mami Ana Beach House.10min ferry Vieques/Culebra. Beautifull, excelent location
Address: Ceiba
Price range: $254 total

Top Beach vacation packages in Roosevelt Roads

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

Ola Boutique Hotel

Condado

per person

Nov 2 - Nov 7

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to San Juan (SJU)

9/10 Wonderful! (453 reviews)

Place was very nice to us felt like home

Reviewed on Aug 12, 2025

Las Casitas Village at El Conquistador

Cabezas

per person

Oct 24 - Oct 29

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to San Juan (SJU)

9.2/10 Wonderful! (107 reviews)

definitely recommend I love it beautiful place

Reviewed on Aug 16, 2025

Hotel Puerto Valdes

San Juan Antiguo

Save 100% on your flight

per person

Oct 23 - Oct 27

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to San Juan (SJU)

8.8/10 Excellent! (460 reviews)

The staff was super friendly. This is convenient to be able to walk places.

Reviewed on Aug 16, 2025

Fairmont El San Juan Hotel

Isla Verde

Save 100% on your flight

per person

Sep 17 - Sep 21

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to San Juan (SJU)

8.4/10 Very Good! (1,894 reviews)

The rooms are spacious, butare due for an upgrade specially the bathrooms. My family and I stayed for 3 nights, in which my room and bathroom were cleaned daily but my kids room and bathroom weren't at all, I even asked one of the cleaning staff that was cleaning one of the rooms near mine if rooms were everyday or every other day, to which she reply everyday, so I mentioned that the room my kids were staying in weren't cleaned and they still skipped it. Everything else was ok.

Reviewed on Aug 18, 2025

OLV Fifty Five - Adults Only

Condado

Save 100% on your flight

per person

Nov 2 - Nov 7

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to San Juan (SJU)

8.8/10 Excellent! (522 reviews)

I like how the hotel is set up its is very romantic and couples friendly. The front desk staff was very helpful and friendly. My one complaint is that the bell boys did not do their job at all, I can count on my hand the number of times the door was opened for me and my wife with 4 guys standing outside on their phones. I was a vip customer but did not recieve that treatment at all times.

Reviewed on Aug 7, 2025

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5* Beach vacations in Roosevelt Roads

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

Condado Vanderbilt Hotel

Condado

Save 100% on your flight

per person

Sep 17 - Sep 21

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to San Juan (SJU)

9.2/10 Wonderful! (1,530 reviews)

Everything was great

Reviewed on Aug 17, 2025

Fairmont El San Juan Hotel

Isla Verde

Save 100% on your flight

per person

Sep 17 - Sep 21

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to San Juan (SJU)

8.4/10 Very Good! (1,894 reviews)

The rooms are spacious, butare due for an upgrade specially the bathrooms. My family and I stayed for 3 nights, in which my room and bathroom were cleaned daily but my kids room and bathroom weren't at all, I even asked one of the cleaning staff that was cleaning one of the rooms near mine if rooms were everyday or every other day, to which she reply everyday, so I mentioned that the room my kids were staying in weren't cleaned and they still skipped it. Everything else was ok.

Reviewed on Aug 18, 2025

Fairmont El San Juan Villa Experience

Isla Verde

Save 100% on your flight

per person

Oct 19 - Oct 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

7.6/10 Good! (122 reviews)

Love this resort. I’ve been here before and we will be back!

Reviewed on Jul 9, 2025

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3 Night Beach vacations in Roosevelt Roads

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

Ola Boutique Hotel

Condado

per person

Oct 19 - Oct 22

found 1 day ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

9/10 Wonderful! (453 reviews)

Place was very nice to us felt like home

Reviewed on Aug 12, 2025

Hotel Puerto Valdes

San Juan Antiguo

Save 100% on your flight

per person

Oct 24 - Oct 27

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to San Juan (SJU)

8.8/10 Excellent! (460 reviews)

The staff was super friendly. This is convenient to be able to walk places.

Reviewed on Aug 16, 2025

Aire de O:live

Isla Verde

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per person

Oct 19 - Oct 22

found 1 day ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

9.2/10 Wonderful! (230 reviews)

Property is nice and it on the beach and have access to umbrella and chair. The pool needs remodel. The rooftop restaurant delicious and the staff was great. Only issue was with the personal car service I paid for pickup at the airport, took a taxi to the hotel.

Reviewed on Aug 9, 2025

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4 Night Beach vacations in Roosevelt Roads

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

Ola Boutique Hotel

Condado

per person

Oct 19 - Oct 23

found 1 day ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

9/10 Wonderful! (453 reviews)

Place was very nice to us felt like home

Reviewed on Aug 12, 2025

VILLA JOYUDA

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per person

Nov 9 - Nov 13

found 20 hours ago

Roundtrip flight included

New York (JFK) to San Juan (SJU)

No reviews

Hotel Puerto Valdes

San Juan Antiguo

Save 100% on your flight

per person

Oct 23 - Oct 27

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to San Juan (SJU)

8.8/10 Excellent! (460 reviews)

The staff was super friendly. This is convenient to be able to walk places.

Reviewed on Aug 16, 2025

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How do I book the best Roosevelt Roads beach vacation packages?

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How can I find cheap beach vacations in Roosevelt Roads?

A rental steps from the shore creates an amazingly affordable Roosevelt Roads beach vacation. Seaside sojourns during low season start from $335. Prices and availability are subject to change. Additional terms may apply.

How can I book the best family beach vacations in Roosevelt Roads?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

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Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a Roosevelt Roads vacation beach house rental?

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Can I find Roosevelt Roads beach vacation deals?

Sort your search results by deals to delight in amazing Roosevelt Roads beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a Roosevelt Roads beach trip with free cancellation and/or flexible dates?

Just like the Roosevelt Roads tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my Roosevelt Roads beach vacation with Expedia?

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Top Beach Roosevelt Roads Hotels

Mami Ana Beach House.10min ferry Vieques/Culebra. Beautifull, excelent location

Ceiba

9 min drive from Ceiba Ferry Terminal

Stroll along the shoreline in Ceiba, as you'll be a short walk from the beach with a stay at this vacation home.

"To start you have to park a distance away and transport all your things across a makeshift bridge that is leaning to one side. You have to beal with roosters all over the place. The kitchen is in main level with minimal amenities and no ac.The upstairs was ok but the ac can only ho down to 70 and ..."

Reviewed on Aug 4, 2025

See all 2,083 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.