Title: Roosevelt Roads Vacation Home Rentals : Search Top Private Vacation Homes for Rent | 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)[Vacation Rentals in Roosevelt Roads](https://expedia.ca/Roosevelt-Roads-Vacation-Rentals.d6360451.Travel-Guide-VacationRentals)[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) ![](https://mediaim.expedia.com/destination/2/6880a131bc87a79cf0cbf185fd52ccb6.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Shannon Willitts # Roosevelt Roads Vacation Rentals ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6360451&startDate=2025-10-10&endDate=2025-10-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6360451&startDate=2025-10-17&endDate=2025-10-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6360451&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6360451&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Roosevelt Roads Vacation Homes ![Beach](https://images.trvl-media.com/lodging/113000000/112400000/112390400/112390315/w547h683x238y0-64d001ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112400000/112390400/112390315/w915h683x55y0-6c01ef84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112400000/112390400/112390315/33f86865.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112400000/112390400/112390315/w689h683x169y0-92c0d522.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casita Bella, Tropical Homestead Ceiba 10/10 Exceptional (2) "We loved our stay in this truly unique property. Rachel was a wonderful host, bringing us fresh picked mangos and quenepas. We picked our own star fruit and enjoyed snuggling with the kittens that reside on the property. We enjoyed every moment of our off the beaten path stay!" CA $109 CA $335 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Ceiba-Hotels-Casita-Bella.h112390315.Hotel-Information) ![Beach towels](https://images.trvl-media.com/lodging/115000000/114530000/114524700/114524681/122465a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/115000000/114530000/114524700/114524681/7ede01ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/115000000/114530000/114524700/114524681/1e14b52b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach towels](https://images.trvl-media.com/lodging/115000000/114530000/114524700/114524681/e65fa8aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bananas Vieques Guesthouse Room 8/Vibrant Area/Private/Steps to the beach Esperanza 8.8/10 Excellent (6) "My family and I loved being conveniently close to all of our activities. We were within walking distance to the meet up location for our Bioluminescent tour & the best restaurant/bars in Esperanza. Internet connection was great and the room was really comfortable. The room seemed clean at first glance but the floor & bathroom were filthy. " CA $147 CA $215 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Vieques-Hotels-Bananas-Vieques-Guesthouse-Room-8Vibrant-AreaPrivateSteps-To-The-Beach.h114524681.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/118000000/117650000/117649400/117649339/w906h683x59y0-6ba0ed02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, stovetop](https://images.trvl-media.com/lodging/118000000/117650000/117649400/117649339/67c2253b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117650000/117649400/117649339/w904h683x60y0-62170806.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117650000/117649400/117649339/w902h683x61y0-1a2ac7f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 2-bedroom RV in peaceful Vieques with WiFi, AC Vieques CA $117 CA $244 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Vieques-Hotels-Cozy-2-Bedroom-RV-In-Peaceful-Vieques-With-WiFi.h117649339.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116230000/116226000/116225958/w905h683x59y0-5f02425f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/117000000/116230000/116226000/116225958/w907h683x58y0-68811f8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/117000000/116230000/116226000/116225958/w906h683x59y0-cfa25839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/117000000/116230000/116226000/116225958/bb7e5dbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mami Ana Beach House.10min ferry Vieques/Culebra. Beautifull, excelent location Ceiba 2.0/10 (1) "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 if you need anything from the kitchen you have to go outside and down stairs to get to it. Now onto the visit.I was notified a day or 2 before check in that there is a very bad smell in the area due to... CA $208 CA $379 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Ceiba-Hotels-Mami-Ana-Beach-House10min-Ferry-ViequesCulebra-Beautifull.h116225958.Hotel-Information) ![Exclusive Tent, River View](https://images.trvl-media.com/lodging/102000000/101350000/101340900/101340884/4fff80cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/102000000/101350000/101340900/101340884/121d38a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/102000000/101350000/101340900/101340884/eebae815.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 Naguabo 9.8/10 Exceptional (30) "Very nice place to stay." CA $202 CA $237 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Naguabo-Hotels-Casa-Parcha.h101340884.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/109000000/108900000/108892200/108892174/dfcf6d60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108900000/108892200/108892174/497642cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/109000000/108900000/108892200/108892174/faf557e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108900000/108892200/108892174/964addeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa M - Downtown Caribbean Home Isabel II 9.6/10 Exceptional (4) "We enjoyed our stay in Vieques and Casa M is in a great location. The host was easy to work with and very helpful." CA $192 CA $338 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Vieques-Hotels-Casa-M-Downtown-Caribbean-Home.h108892174.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/106000000/105920000/105912500/105912429/9b8161dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105920000/105912500/105912429/7ded5466.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, travel crib, WiFi](https://images.trvl-media.com/lodging/106000000/105920000/105912500/105912429/71b5e19b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/106000000/105920000/105912500/105912429/5ec4b098.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Dulce Ciénaga Baja 8.6/10 Excellent (4) "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. " CA $96 CA $220 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/San-Juan-Hotels-Vrbo-Property.h105912429.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/87000000/86150000/86142200/86142198/d956953c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/87000000/86150000/86142200/86142198/dc193551.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/87000000/86150000/86142200/86142198/387dd158.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/87000000/86150000/86142200/86142198/1e4b82ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Garden Suite near the Beach and restaurants! Ucares 10/10 Exceptional (73) "Adam is such a great host and the place is beautiful and clean. We stayed here for 3 days to be near the rainforest and it was perfect. It's also near a cute town Nyguabo with some great restaurants right on the water. Highly recommend!" CA $148 CA $261 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Naguabo-Hotels-Garden-Suite-Near-The-Beach-And-Restaurants.h86142198.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112910000/112901200/112901116/6eb427eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/113000000/112910000/112901200/112901116/5fe2cc32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/113000000/112910000/112901200/112901116/ca1f4d07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112910000/112901200/112901116/ad416b78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tropical Naguabo Beach House | Pool & Beach Naguabo 10/10 Exceptional (1) "Beautiful spacious great location. Thank you for experience " CA $82 CA $250 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Naguabo-Hotels-Tropical-Naguabo-Beach-House-Pool-Beach.h112901116.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/107000000/106490000/106485800/106485799/6f9d9408.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/107000000/106490000/106485800/106485799/d7460834.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/107000000/106490000/106485800/106485799/03a9bf27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106490000/106485800/106485799/ba6ca72c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Las Casitas Boutique 2 Humacao 7.4/10 Good (3) "Very clean, quite, and comfortable with beautiful views." CA $250 CA $471 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Humacao-Hotels-Las-Casitas-Boutique-2.h106485799.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112910000/112901200/112901114/166915be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112910000/112901200/112901114/2496f71b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/113000000/112910000/112901200/112901114/4f975462.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112910000/112901200/112901114/603141a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Luquillo | Cozy Retreat House W/ BBQs & Tub Pitahaya 10/10 Exceptional (2) "Cute home with a great backyard " CA $137 CA $323 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/San-Juan-Hotels-Casa-Luquillo-Cozy-Retreat-House-W-BBQs-Tub.h112901114.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108560000/108553600/108553582/3e59f078.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108560000/108553600/108553582/2fcaa868.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108560000/108553600/108553582/87ec0295.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108560000/108553600/108553582/987003d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Mariposa - Hilltop home with Pool and Rooftop Villa Borinquen 10/10 Exceptional (4) "This property was perfect for our multi-family vacation..we each had our own units & bathroom. The main unit was plenty spacious for us to gather - eat together. The air-conditioning was nice for the super hot nights. The pool was clean & very nice to have. The communication with the owner was quick & cordial. I would highly recommend this home. We will definitely be staying here again. " CA $499 CA $884 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Vieques-Hotels-Casa-Mariposa-Hilltop-Home-With-Pool-And-Rooftop.h108553582.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/104000000/103710000/103708400/103708311/ebbd5be5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103710000/103708400/103708311/3963286a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103710000/103708400/103708311/03b111e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103710000/103708400/103708311/f9c02c0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Home with Beach Gear and Outdoor Space Esperanza 10/10 Exceptional (17) "Great visit and want to go back" CA $188 CA $364 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Vieques-Hotels-Spacious-Home-With-Beach-Gear-And-Outdoor-Space.h103708311.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/35000000/34540000/34530600/34530513/8d24a6bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34540000/34530600/34530513/614c2f06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34540000/34530600/34530513/796826d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, DVD player, books](https://images.trvl-media.com/lodging/35000000/34540000/34530600/34530513/c51a5ae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Panoramic Ocean Views and Tropical Breezes Isabel II 10/10 Exceptional (56) "Loved the balcony and the property was perfect for our family visit. Would stay again for sure." CA $207 CA $666 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Vieques-Hotels-Panoramic-Ocean-Views-And-Tropical-Breezes.h34530513.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110930000/110925000/110924912/84b62ede.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110930000/110925000/110924912/bbe2b103.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110930000/110925000/110924912/de13c464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110930000/110925000/110924912/b554ab8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Casita del Este Fajardo 10/10 Exceptional (3) "Great place to stay. Cozy & comfortable." CA $119 CA $278 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/San-Juan-Hotels-La-Casita-Del-Este.h110924912.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116090000/116089100/116089094/314ba3a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/117000000/116090000/116089100/116089094/2da8d288.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116090000/116089100/116089094/12ca73f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116090000/116089100/116089094/1c7c5f1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom apartment with WiFi, AC in peaceful Humacao Humacao 7.0/10 Good (2) "For a Vrbo rental, I never experienced what I had experience. First to me the walkway to the so-called apartment was kind of spooky. I didn’t feel safe even though it had bars all around the house. I was able to close the door downstairs, put the door upstairs to the apartment did not close properly meaning the lock did not go in to the door frame to close the door safely. Then the bed wasn’t really a bed. It had a cheap frame on it and the mattress was cheap and I had an uncomfortable night... CA $57 CA $156 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Humacao-Hotels-Charming-1-Bedroom-Apartment-With-WiFi.h116089094.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95240000/95239900/95239868/a1687911.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95240000/95239900/95239868/a494ea9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/96000000/95240000/95239900/95239868/4ae1e447.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95240000/95239900/95239868/c243e72a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Scenic Views in Paradise Resorts Barrio Pueblo 8.0/10 Very good (1) "Place was really good and very clean. We enjoyed the stay. Rooms are pretty big. So is the bathroom. The only thing we suggest to have some more sitting chairs and a more firm mattress, they were too soft. We do recommend it." CA $99 CA $304 total includes taxes & fees Oct 18 - Oct 19 [](https://www.expedia.ca/San-Juan-Hotels-Scenic-Views-In-Paradise-Resorts.h95239868.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/118000000/117290000/117289100/117289098/8b6b012e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/118000000/117290000/117289100/117289098/63efe0ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Books](https://images.trvl-media.com/lodging/118000000/117290000/117289100/117289098/46dc855c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/118000000/117290000/117289100/117289098/e8d71831.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Esperanza Studio A/C Up Hill Apt. B Esperanza CA $135 CA $213 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Vieques-Hotels-Esperanza-Studio-AC-Up-Hill-Apt-B.h117289098.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/118000000/117610000/117607000/117606944/31dce02c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117610000/117607000/117606944/91bc595d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/118000000/117610000/117607000/117606944/w1088h821x0y0-f435ffc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117610000/117607000/117606944/85d6a4b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Room w/ba AC Wi-Fi in Esperanza Apt. 1 Esperanza CA $109 CA $185 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Vieques-Hotels-Room-Wba-AC-Wi-Fi-In-Esperanza-Apt-1.h117606944.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/20000000/19750000/19743000/19742918/d9ca42ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/20000000/19750000/19743000/19742918/09f1a025.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/20000000/19750000/19743000/19742918/bec5c264.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/20000000/19750000/19743000/19742918/w1828h1224x0y0-5e83cb58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SPECTACULAR Ensenada View @ Villa Ilusion Villa 2 - Punta Aloe #1 Playa Sardinas II 9.0/10 Wonderful (27) "Beautiful porch view, wonderful interior, very cozy!" CA $205 CA $351 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Culebra-Hotels-Ocean-Front-Villa-2-Ensenada.h19742918.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=2025-10-18&endDate=2025-10-19®ionId=6360451&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](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-Private-Vacation-Homes.d6360451-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FRoosevelt-Roads-Private-Vacation-Homes.d6360451-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Roosevelt Roads Hotel Reviews ![Selva Boutique Hotel - Luquillo Oceanfront Retreat - Adults only](//images.trvl-media.com/lodging/100000000/99430000/99428500/99428460/c7dc3c36_y.jpg) ### Selva Boutique Hotel - Luquillo Oceanfront Retreat - Adults only 10/10 Excellent "Absolutely beautiful Stay here. Loved the staff, they were phenomenal!! Having the pets there would be amazing, they have a cat and dog on staff, love Selva and Wepita! The staff was so helpful and have many great recommendations for places to go and dining options. The view from the room was perfect, and the ocean waves lulled us to sleep every night. We will definitely be going back here. Wonderful vacation spot. " [](https://expedia.ca/San-Juan-Hotels-Selva-Boutique-Hotel.h99428460.Hotel-Information) ![Hacienda Tamarindo](//images.trvl-media.com/lodging/13000000/12370000/12369400/12369349/8fe16eb7_y.jpg) ### Hacienda Tamarindo 10/10 Excellent "What an amazing hotel! We loved the room with a view, the kind staff, all the well appointed amenities. We loved the breakfast and the location! Would definitely stay there again. " [](https://expedia.ca/Vieques-Hotels-Hacienda-Tamarindo.h12369349.Hotel-Information) ![The Vieques Guesthouse](//images.trvl-media.com/lodging/28000000/27600000/27595000/27594919/2229c460_y.jpg) ### The Vieques Guesthouse 10/10 Excellent "We stayed overnight and would come back in a heartbeat. Amanda and Todd were very kind and gracious hosts. We appreciated their hospitality and personal advice for getting around the island and making the most of our time. Highly recommend staying more than one night in Vieques if you're visiting. There's more than the Bio bay! (including some really beautiful secret spots)" [](https://expedia.ca/Vieques-Hotels-The-Vieques-Guesthouse.h27594919.Hotel-Information) ![Hyatt Regency Grand Reserve Puerto Rico](//images.trvl-media.com/lodging/1000000/980000/979700/979694/08d6d09c_y.jpg) ### Hyatt Regency Grand Reserve Puerto Rico 10/10 Excellent "Ocean view was beautiful. Only thing we ran out of water for 3 hours but other than that it was pleasant staying there. " [](https://expedia.ca/San-Juan-Hotels-Hyatt-Regency-Grand-Reserve-Puerto-Rico.h979694.Hotel-Information) ![Wyndham Grand Rio Mar Rainforest Beach and Golf Resort](//images.trvl-media.com/lodging/1000000/50000/41700/41642/dbe15866_y.jpg) ### Wyndham Grand Rio Mar Rainforest Beach and Golf Resort 10/10 Excellent "Great property! Very clean and staff was super friendly and helpful. " [](https://expedia.ca/San-Juan-Hotels-Wyndham-Grand-Rio-Mar-Puerto-Rico-Golf-Beach-Resort.h41642.Hotel-Information) ![Anchors Hotel](//images.trvl-media.com/lodging/119000000/118940000/118940000/118939936/d3102988_y.jpg) ### Anchors Hotel 10/10 Excellent "Hotel is fairly new and in absolute great condition. It’s sparkly clean, amazing staff and very peaceful and welcoming. Only 7 mins drive down to the beautiful seven seas beach. " [](https://expedia.ca/San-Juan-Hotels-Anchors-Hotel.h118939936.Hotel-Information) ![El Conquistador Resort](//images.trvl-media.com/lodging/1000000/450000/447600/447559/926a31f3_y.jpg) ### El Conquistador Resort 10/10 Excellent "This is hands down the most beautiful and spectacular hotel in all of Puerto" [](https://expedia.ca/San-Juan-Hotels-El-Conquistador-Resort.h447559.Hotel-Information) ![Fairfield by Marriott Luquillo Beach](//images.trvl-media.com/lodging/99000000/98480000/98473400/98473320/096e01ca_y.jpg) ### Fairfield by Marriott Luquillo Beach 10/10 Excellent "Clean, close to the beach" [](https://expedia.ca/San-Juan-Hotels-Fairfield-By-Marriott-Luquillo-Beach.h98473320.Hotel-Information) ![Club Vieques - Adults Only Resort - LGBT Friendly](//images.trvl-media.com/lodging/112000000/111500000/111493700/111493663/ba4c78d2_y.jpg) ### Club Vieques - Adults Only Resort - LGBT Friendly 10/10 Excellent "Very friendly and polite welcoming thank you Andrew you made us feel at home. A very special thanks you to Pablo for all the recommendation on the island as well as SJ " [](https://expedia.ca/Vieques-Hotels-Club-Vieques.h111493663.Hotel-Information) ## Find out more about Roosevelt Roads ## Roosevelt Roads Vacation Homes information | Number of reviews | | | --- | --- | | Accommodation | Vacation Homes | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [Cabezas Hotels](https://www.expedia.ca/Cabezas-San-Juan-Hotels.0-n553248635976173724-0.Travel-Guide-Filter-Hotels) - [Villas in Caimito](https://www.expedia.ca/Caimito-Villas.d6360477-aaVillas.Travel-Guide-Accommodation) - [Hotels near Carabali Rainforest Park](https://www.expedia.ca/Carabali-Rainforest-Park-Hotels.0-l553248621565183035-0.Travel-Guide-Filter-Hotels) - [Vacation Homes in Carolina](https://www.expedia.ca/Carolina-Private-Vacation-Homes.d180540-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Hotels near Ceiba Ferry Terminal](https://www.expedia.ca/Ceiba-Ferry-Terminal-Hotels.0-l553248635974547356-0.Travel-Guide-Filter-Hotels) - 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