Title: Roosevelt Roads Vacation Rentals from CA $148: Short-Term Rentals for 2026 | Expedia.ca [Roosevelt Roads Travel Guide](https://expedia.ca/Roosevelt-Roads.dx6360451)[Hotels in Roosevelt Roads](https://expedia.ca/Roosevelt-Roads-Hotels.d6360451.Travel-Guide-Hotels)[Flights to Roosevelt Roads](https://expedia.ca/Cheap-Flights-To-Roosevelt-Roads.d6360451.Travel-Guide-Flights)[Roosevelt Roads Car Rentals](https://expedia.ca/Car-Rentals-In-Roosevelt-Roads.d6360451.Car-Rental-Guide)[Roosevelt Roads Vacation Packages](https://expedia.ca/Roosevelt-Roads.d6360451.Destination-Travel-Guides) ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6360451&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=6360451&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=6360451&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=6360451&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Roosevelt Roads vacation rentals ![On the beach](https://images.trvl-media.com/lodging/117000000/116230000/116226000/116225958/w1179h1813x0y16-f593ef9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116230000/116226000/116225958/f8e803e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116230000/116226000/116225958/67a56afe_edited_6ccf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116230000/116226000/116225958/w509h683x258y0-32b61929.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mami Ana Beach House.10min ferry Vieques/Culebra. Beautifull, excelent location [](https://www.expedia.ca/Ceiba-Hotels-Mami-Ana-Beach-House10min-Ferry-ViequesCulebra-Beautifull.h116225958.Hotel-Information) Ceiba 6.0/10 (2 reviews) "This property was truly a beach house. It was exactly what we wanted. Close enough to areas with great restaurants and beaches to visit, but secluded enough to feel like you were on a private island. The hosts were always quick to respond to questions or concerns. We will definitely stay here again during future trips. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lillian D. CA $181 CA $342 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Ceiba-Hotels-Mami-Ana-Beach-House10min-Ferry-ViequesCulebra-Beautifull.h116225958.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74420000/74419100/74419074/2ef9c0f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/75000000/74420000/74419100/74419074/199c699c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74420000/74419100/74419074/c5e44c7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74420000/74419100/74419074/27e6a7a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Italian Megayacht [](https://www.expedia.ca/San-Juan-Hotels-Luxury-Italian-Megayacht.h74419074.Hotel-Information) Fajardo 9.8/10 Exceptional (8 reviews) "Amazing experience chartering a private yacht for our family vacation, highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeff S. CA $2,185 CA $2,486 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/San-Juan-Hotels-Luxury-Italian-Megayacht.h74419074.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/114000000/113450000/113444700/113444607/b0a41695.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113450000/113444700/113444607/df961307.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113450000/113444700/113444607/21071f03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113450000/113444700/113444607/f2e79e96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Get 10 Discount Bio-Bay Tour 65 - 10 = 55 with House Loveseat Tent Rental #212A [](https://www.expedia.ca/Vieques-Hotels-Stay-Glamping-In-Vieques-For-Less-2.h113444607.Hotel-Information) Esperanza 10/10 Exceptional (7 reviews) "Recommendation for a good stay with great hosts" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) olga F. CA $108 CA $143 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Vieques-Hotels-Stay-Glamping-In-Vieques-For-Less-2.h113444607.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109490000/109488600/109488556/w680h683x172y0-bfe00601.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109490000/109488600/109488556/w525h683x259y0-f94e16e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109490000/109488600/109488556/w508h683x258y0-dd41466c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109490000/109488600/109488556/w518h683x248y0-0e359aca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Camping Tent for 2 people: Hacienda Monte Rey [](https://www.expedia.ca/San-Juan-Hotels-Camping-Tent-For-2-People-Hacienda-Monte-Rey.h109488556.Hotel-Information) Sabana 10/10 Exceptional (1 review) "This was a very nice spot right by the river. The tent and bedding were clean and insect-free, though also had a strong but not unpleasant floral detergent scent. The shower had hot water (though give it plenty of time to warm up) and the bathroom was clean. We were the only guests at the time which was either good or a bit spooky. Lots of cool coqui frogs which we were able to find with a flashlight singing right around camp! Also heard an owl at night!It's clear the owners are putting... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen R. CA $73 CA $190 total includes taxes & fees Feb 4 - Feb 5 [](https://www.expedia.ca/San-Juan-Hotels-Camping-Tent-For-2-People-Hacienda-Monte-Rey.h109488556.Hotel-Information) ![Apartment](https://images.trvl-media.com/lodging/121000000/120160000/120158500/120158413/e08588a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120160000/120158500/120158413/c913fde3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 3 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/121000000/120160000/120158500/120158413/856681a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 3 Bedrooms | Living area](https://images.trvl-media.com/lodging/121000000/120160000/120158500/120158413/6efad7f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### RainForest House by Otium [](https://www.expedia.ca/Ceiba-Hotels-RainForest-House-By-Otium.h120158413.Hotel-Information) Ceiba 8.2/10 Very good (16 reviews) "Clean and easy to find. Turn on the side road for parking in the rear. Had towels soap shampoo great stay.Would stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Regan CA $64 CA $148 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Ceiba-Hotels-RainForest-House-By-Otium.h120158413.Hotel-Information) ![Deluxe Single Room](https://images.trvl-media.com/lodging/70000000/69970000/69967700/69967649/8cf8b399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Single Room | Living area](https://images.trvl-media.com/lodging/70000000/69970000/69967700/69967649/66409466.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Single Room | Living area](https://images.trvl-media.com/lodging/70000000/69970000/69967700/69967649/974e29c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69970000/69967700/69967649/15d3e154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Playa Colorá [](https://www.expedia.ca/San-Juan-Hotels-Playa-Colora.h69967649.Hotel-Information) Cabezas 9.2/10 Wonderful (215 reviews) "Room was clean and convenient " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tammie CA $127 CA $173 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/San-Juan-Hotels-Playa-Colora.h69967649.Hotel-Information) ![Deluxe Villa (Renata) | Beach/ocean view](https://images.trvl-media.com/lodging/77000000/76430000/76423000/76422933/8dad76de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76430000/76423000/76422933/afa1f42b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/77000000/76430000/76423000/76422933/34553168.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/77000000/76430000/76423000/76422933/3d81c284.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Picuas Village [](https://www.expedia.ca/San-Juan-Hotels-Picuas-Village.h76422933.Hotel-Information) Zarzal 7.2/10 Good (60 reviews) "Tranquil" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edia CA $293 CA $415 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/San-Juan-Hotels-Picuas-Village.h76422933.Hotel-Information) ![Standard Single Room | Living area](https://images.trvl-media.com/lodging/75000000/74830000/74823300/74823231/3cce75aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Single Room | Private kitchen](https://images.trvl-media.com/lodging/75000000/74830000/74823300/74823231/e3d6dd83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Single Room | Living area](https://images.trvl-media.com/lodging/75000000/74830000/74823300/74823231/dfdc8a00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74830000/74823300/74823231/d6f0c2f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Playa icacos [](https://www.expedia.ca/San-Juan-Hotels-Playa-Icacos.h74823231.Hotel-Information) Cabezas 9.2/10 Wonderful (81 reviews) "Clean, easy check in, 5-10 minute walk to beach and restaurants. Very friendly and helpful owner as property can be hard to find due to Apple Maps having wrong exact location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sara [](https://www.expedia.ca/San-Juan-Hotels-Playa-Icacos.h74823231.Hotel-Information) ![Luxury Villa | Private pool](https://images.trvl-media.com/lodging/79000000/78740000/78739600/78739568/61294254.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Villa](https://images.trvl-media.com/lodging/79000000/78740000/78739600/78739568/1f4fc1af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Villa | Terrace/patio](https://images.trvl-media.com/lodging/79000000/78740000/78739600/78739568/52549304.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Villa | Private kitchen](https://images.trvl-media.com/lodging/79000000/78740000/78739600/78739568/b206cb84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SELVA by DW [](https://www.expedia.ca/San-Juan-Hotels-SELVA-By-DW.h78739568.Hotel-Information) Pitahaya 10/10 Exceptional (2 reviews) "This was our 1st experience in PR. This house was AMAZINGLY beautiful and really show cased the outdoor space!! It was VERY clean, high quality linens. Had a nice cook space. The space it self was STUNNING!! The outdoor space was PERFECTION!!!! We actually booked for the lounge net area, and it did not disappoint!! \*\*Downfalls \[we understand that somethings are out of anyones control so more of a FYI\] -There was nothing "comfy" about the house. It is all cement: bed frame, entire bathroom so... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jamie leigh [](https://www.expedia.ca/San-Juan-Hotels-SELVA-By-DW.h78739568.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/35000000/34520000/34515800/34515745/270-a3e5d81f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/35000000/34520000/34515800/34515745/5036ae8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34520000/34515800/34515745/d5721098.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34520000/34515800/34515745/3cbda6b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful apartment in Fajardo [](https://www.expedia.ca/San-Juan-Hotels-Beautiful-Apartment-In-Fajardo.h34515745.Hotel-Information) Fajardo 9.0/10 Wonderful (52 reviews) "Clean rooms and good communication with the host. Great stay for the night! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Isabella S. CA $121 CA $186 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/San-Juan-Hotels-Beautiful-Apartment-In-Fajardo.h34515745.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/87000000/86150000/86142200/86142198/c30cff96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/87000000/86150000/86142200/86142198/d8f99d06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/87000000/86150000/86142200/86142198/0925f498.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/87000000/86150000/86142200/86142198/32a6f859.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Garden Suite near the Beach and restaurants! [](https://www.expedia.ca/Naguabo-Hotels-Garden-Suite-Near-The-Beach-And-Restaurants.h86142198.Hotel-Information) Ucares 10/10 Exceptional (84 reviews) "Upscale and awesome accommodation. Beautiful private garden backyard with nice relaxed seating and lounges. Host was very courteous and accommodated our late night check-in." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leonard CA $146 CA $256 total includes taxes & fees Feb 4 - Feb 5 [](https://www.expedia.ca/Naguabo-Hotels-Garden-Suite-Near-The-Beach-And-Restaurants.h86142198.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101350000/101340900/101340884/0a0490c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101350000/101340900/101340884/66f03550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/102000000/101350000/101340900/101340884/fa14abbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Tent, River View](https://images.trvl-media.com/lodging/102000000/101350000/101340900/101340884/b5ac97f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Parcha [](https://www.expedia.ca/Naguabo-Hotels-Casa-Parcha.h101340884.Hotel-Information) Naguabo 10/10 Exceptional (35 reviews) "Casa Parcha was amazing! Clean, comfortable and unforgettable. Do not pass this place up, and book more than one night! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Traci CA $195 CA $229 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Naguabo-Hotels-Casa-Parcha.h101340884.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106440000/106437300/106437207/0310f4e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106440000/106437300/106437207/810e9b37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106440000/106437300/106437207/1d90d23a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106440000/106437300/106437207/ae40a967.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunny 1 bedroom in Esperanza close to everything [](https://www.expedia.ca/Vieques-Hotels-Sunny-1-Bedroom-In-Esperanza-Close-To-Everything.h106437207.Hotel-Information) Esperanza 10/10 Exceptional (31 reviews) "Clean apartment. Great location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher CA $177 CA $204 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Vieques-Hotels-Sunny-1-Bedroom-In-Esperanza-Close-To-Everything.h106437207.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106260000/106258700/106258644/3b8244aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![El Yunque Waterfall Romantic Stay | Mountain view](https://images.trvl-media.com/lodging/107000000/106260000/106258700/106258644/dc919019.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![El Yunque Waterfall Romantic Stay | Private kitchen](https://images.trvl-media.com/lodging/107000000/106260000/106258700/106258644/2551cee7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![El Yunque Waterfall Romantic Stay | Water view](https://images.trvl-media.com/lodging/107000000/106260000/106258700/106258644/ed471c31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### El Yunque Rainforest [](https://www.expedia.ca/Naguabo-Hotels-El-Yunque-Rainforest.h106258644.Hotel-Information) Naguabo 10/10 Exceptional (46 reviews) "Everything was amazing" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heidi CA $335 CA $403 total includes taxes & fees Feb 6 - Feb 7 [](https://www.expedia.ca/Naguabo-Hotels-El-Yunque-Rainforest.h106258644.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/107000000/106520000/106518500/106518480/22b19cec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Towels, toilet paper](https://images.trvl-media.com/lodging/107000000/106520000/106518500/106518480/3677c43b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106520000/106518500/106518480/a68e6ef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106520000/106518500/106518480/dc8c0d9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartments for Travelers 3 [](https://www.expedia.ca/Yabucoa-Hotels-Apartments-For-Travelers-3.h106518480.Hotel-Information) Yabucoa 9.8/10 Exceptional (7 reviews) "We loved the area, it was quiet, safe, the host was very nice and responded on time. Clean and felt like home. Great Pricing for the amount of days we stayed there. I definitely recommend checking it out. We will be back again :) " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimberlene CA $73 CA $170 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Yabucoa-Hotels-Apartments-For-Travelers-3.h106518480.Hotel-Information) ![2 bedrooms, free WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/25000000/24280000/24275800/24275709/9034679b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/25000000/24280000/24275800/24275709/d53acf91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/25000000/24280000/24275800/24275709/6777cf81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/25000000/24280000/24275800/24275709/f8cfd51c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa San Juan entire apartment in downtown Vieques [](https://www.expedia.ca/Vieques-Hotels-Casa-San-Juan-Entire-Apartment-In-Downtown-Vieques.h24275709.Hotel-Information) Isabel II 9.4/10 Exceptional (88 reviews) "We loved our stay here and having an option for a car was wonderful! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mandy CA $147 CA $261 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Vieques-Hotels-Casa-San-Juan-Entire-Apartment-In-Downtown-Vieques.h24275709.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/106000000/105920000/105912500/105912429/52eec63b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/106000000/105920000/105912500/105912429/c0b99864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, travel crib, free WiFi](https://images.trvl-media.com/lodging/106000000/105920000/105912500/105912429/3b8ca574.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105920000/105912500/105912429/9b8161dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Dulce [](https://www.expedia.ca/San-Juan-Hotels-Vrbo-Property.h105912429.Hotel-Information) Ciénaga Baja 8.6/10 Excellent (4 reviews) "We were pleased with our stay. Great value for the space. Easy access to El Yunque. Host provided coffee, but no other food or spices. Beds were comfortable. We would stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bruce H. CA $96 CA $216 total includes taxes & fees Feb 4 - Feb 5 [](https://www.expedia.ca/San-Juan-Hotels-Vrbo-Property.h105912429.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/113000000/112910000/112904900/112904860/fb287edf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/113000000/112910000/112904900/112904860/39000b45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/113000000/112910000/112904900/112904860/f4601911.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/113000000/112910000/112904900/112904860/5f74181a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 1-bedroom apartment in charming Palmas del Mar walking distance to beach! [](https://www.expedia.ca/Humacao-Hotels-Cozy-1-Bedroom-Apartment-In-Charming-Palmas-Del-Mar-Walking-Distance-To-Beach.h112904860.Hotel-Information) Palmas del Mar 9.2/10 Wonderful (5 reviews) "Clean room, excellent location, great amenities." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica CA $109 CA $194 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Humacao-Hotels-Cozy-1-Bedroom-Apartment-In-Charming-Palmas-Del-Mar-Walking-Distance-To-Beach.h112904860.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/98000000/97430000/97427500/97427468/6921cbd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/98000000/97430000/97427500/97427468/57a24154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/98000000/97430000/97427500/97427468/c5a4247d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/98000000/97430000/97427500/97427468/b376cd3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oasis Beach Apt in Palmas del Mar w/ Pool & Views [](https://www.expedia.ca/Oasis-Beach-Apt-In-Palmas-Del-Mar-W-Pool-Views.h97427468.Hotel-Information) Palmas del Mar 9.2/10 Wonderful (7 reviews) "Very nice view" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Guillermo CA $80 CA $266 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Oasis-Beach-Apt-In-Palmas-Del-Mar-W-Pool-Views.h97427468.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/67000000/66410000/66406200/66406125/52ead11b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/67000000/66410000/66406200/66406125/67eda517.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/67000000/66410000/66406200/66406125/b177cacc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Blackout drapes, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/67000000/66410000/66406200/66406125/b34d8626.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Playa Escondida [](https://www.expedia.ca/San-Juan-Hotels-Playa-Escondida.h66406125.Hotel-Information) Cabezas 9.4/10 Exceptional (110 reviews) "Excelente " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zachely [](https://www.expedia.ca/San-Juan-Hotels-Playa-Escondida.h66406125.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-14&endDate=2026-02-15®ionId=6360451&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Roosevelt+Roads%2C+Puerto+Rico®ionId=6360451&latLong=18.237254%2C-65.648027&adults=2&startDate=2026-05-01&d1=2026-05-01&endDate=2026-05-04&d2=2026-05-04&lodging=CABIN) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Roosevelt+Roads%2C+Puerto+Rico®ionId=6360451&latLong=18.237254%2C-65.648027&adults=2&startDate=2026-05-01&d1=2026-05-01&endDate=2026-05-04&d2=2026-05-04&lodging=APART_HOTEL) Villas [](https://www.expedia.ca/Hotel-Search?destination=Roosevelt+Roads%2C+Puerto+Rico®ionId=6360451&latLong=18.237254%2C-65.648027&adults=2&startDate=2026-05-01&d1=2026-05-01&endDate=2026-05-04&d2=2026-05-04&lodging=VILLA) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Roosevelt+Roads%2C+Puerto+Rico®ionId=6360451&latLong=18.237254%2C-65.648027&adults=2&startDate=2026-05-01&d1=2026-05-01&endDate=2026-05-04&d2=2026-05-04&lodging=COTTAGE) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Roosevelt+Roads%2C+Puerto+Rico®ionId=6360451&latLong=18.237254%2C-65.648027&adults=2&startDate=2026-05-01&d1=2026-05-01&endDate=2026-05-04&d2=2026-05-04&lodging=APARTMENT) Condos [](https://www.expedia.ca/Hotel-Search?destination=Roosevelt+Roads%2C+Puerto+Rico®ionId=6360451&latLong=18.237254%2C-65.648027&adults=2&startDate=2026-05-01&d1=2026-05-01&endDate=2026-05-04&d2=2026-05-04&lodging=CONDO) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Roosevelt+Roads%2C+Puerto+Rico®ionId=6360451&latLong=18.237254%2C-65.648027&adults=2&startDate=2026-05-01&d1=2026-05-01&endDate=2026-05-04&d2=2026-05-04&lodging=VACATION_HOME) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Roosevelt+Roads%2C+Puerto+Rico®ionId=6360451&latLong=18.237254%2C-65.648027&adults=2&startDate=2026-05-01&d1=2026-05-01&endDate=2026-05-04&d2=2026-05-04&lodging=HOUSE_BOAT) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Roosevelt+Roads%2C+Puerto+Rico®ionId=6360451&latLong=18.237254%2C-65.648027&adults=2&startDate=2026-05-01&d1=2026-05-01&endDate=2026-05-04&d2=2026-05-04&lodging=CHALET) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FRoosevelt-Roads-Vacation-Rentals.d6360451.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FRoosevelt-Roads-Vacation-Rentals.d6360451.Travel-Guide-VacationRentals) ## Top Roosevelt Roads Hotel Reviews ![Anchors Hotel](https://images.trvl-media.com/lodging/119000000/118940000/118940000/118939936/d3102988_y.jpg) ### Anchors Hotel 10/10 Excellent "The rooms were clean and the staff were very friendly and accommodating. " [](https://expedia.ca/San-Juan-Hotels-Anchors-Hotel.h118939936.Hotel-Information) ![El Conquistador Resort](https://images.trvl-media.com/lodging/1000000/450000/447600/447559/926a31f3_y.jpg) ### El Conquistador Resort 10/10 Excellent "The rooms were spotless and staff was wonderful. We had issues with our doors and maintenance promptly fixed our front doors." [](https://expedia.ca/San-Juan-Hotels-El-Conquistador-Resort.h447559.Hotel-Information) ![Fairfield by Marriott Luquillo Beach](https://images.trvl-media.com/lodging/99000000/98480000/98473400/98473320/096e01ca_y.jpg) ### Fairfield by Marriott Luquillo Beach 10/10 Excellent "The place was great clean perfectly centered will return " [](https://expedia.ca/San-Juan-Hotels-Fairfield-By-Marriott-Luquillo-Beach.h98473320.Hotel-Information) ![Mamacita's Guest House](https://images.trvl-media.com/lodging/1000000/980000/978800/978723/29206c7b_y.jpg) ### Mamacita's Guest House 10/10 Excellent "The room was very clean, the staff was very helpful - and proactively communicative regarding the ferry, and right in the heart of Culebra. The hotel does have three floors without an elevator, so just be prepared in this regard with your luggage! Great location to stay!" [](https://expedia.ca/Culebra-Hotels-Mamacitas-Guest-House.h978723.Hotel-Information) ![Wyndham Grand Rio Mar Rainforest Beach and Golf Resort](https://images.trvl-media.com/lodging/1000000/50000/41700/41642/0558d37f_y.jpg) ### Wyndham Grand Rio Mar Rainforest Beach and Golf Resort 10/10 Excellent "Pretty hotel and grounds, but LOUD. The voices and music just reverberate due to all the hard surfaces. Our room had the noisiest neighbors. One side allowed their screaming kids out on the balcony at 7AM each day waking us up. They would yell “Hi” down to the workers below. The other side had a family reunion every morning at 7:45 with LOUD voices. The hotel should have an adult-only side. The restaurants were very good, but pricey. The pool cabana price was grossly misrepresented to my friend. And the pools were cold. The beach was amazing and had complimentary chairs and umbrella. The Rain forest is so close. I recommend going more than once and take bug spray. It’s beautiful. The rooms included a small refrigerator, and the shower and bed were great! We saw a cabaret show at The Vault. It was good, but the drinks and appetizers were way too expensive. My husband played golf 4 times and liked it. My friend had a massage and said it was wonderful, but they kept trying to upsell her on add-ons. The resort fees were over $100 day and parking was $25 day. Would I go back? Maybe. It is very nice, but I felt a little too expensive for the value, but it’s also one of the best places to stay in PR. Just know you’ll pay for it. " [](https://expedia.ca/San-Juan-Hotels-Wyndham-Grand-Rio-Mar-Puerto-Rico-Golf-Beach-Resort.h41642.Hotel-Information) ![Villa Coral](https://images.trvl-media.com/lodging/9000000/8350000/8344000/8343991/73e6179c_y.jpg) ### Villa Coral 10/10 Excellent "We had a great time in Vieques. The Villa Coral is a pleasure place to stay" [](https://expedia.ca/Vieques-Hotels-Villa-Coral.h8343991.Hotel-Information) ![Aquatika Paraiso Tropical](https://images.trvl-media.com/lodging/17000000/16110000/16109900/16109820/91c51c9e_y.jpg) ### Aquatika Paraiso Tropical 10/10 Excellent "We were pleasantly surprised to find it had a roof top terrace, as well as an upper game room. The grounds were pretty, pools were very nice and one was even heated. Appreciated the private beach. " [](https://expedia.ca/San-Juan-Hotels-Aquatika-Paraiso-Tropical.h16109820.Hotel-Information) ![Las Casitas Village at El Conquistador](https://images.trvl-media.com/lodging/92000000/91570000/91562100/91562080/7e550371_y.jpg) ### Las Casitas Village at El Conquistador 10/10 Excellent "The room was gorgeous and staff went above and beyond their regular duties, at our beck and call. I will definitely return." [](https://expedia.ca/San-Juan-Hotels-Las-Casitas-Village-At-El-Conquistador.h91562080.Hotel-Information) ![Sea Gate Hotel](https://images.trvl-media.com/lodging/5000000/4680000/4675500/4675477/438a5d23_y.jpg) ### Sea Gate Hotel 10/10 Excellent "Sea Gate offers an authentic feel. The place was clean, hosts were very helpful, beautiful view, lots of Iquanas running around and your morning starts with the sounds of the island. I would definitely recommend " [](https://expedia.ca/Vieques-Hotels-Sea-Gate-Hotel.h4675477.Hotel-Information) ## Find out more about Roosevelt Roads You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded. As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Roosevelt Roads. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do. ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in Roosevelt Roads ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals ](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals ](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals ](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals ](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals ](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals ](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals ](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - 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