Title: Road Town Vacation Home Rentals from CA $452: Search Top Private Vacation Homes for Rent | Expedia.ca [Road Town Travel Guide](https://expedia.ca/Road-Town.dx9666)[Hotels in Road Town](https://expedia.ca/Road-Town-Hotels.d9666.Travel-Guide-Hotels)[Vacation Rentals in Road Town](https://expedia.ca/Road-Town-Vacation-Rentals.d9666.Travel-Guide-VacationRentals)[Flights to Road Town](https://expedia.ca/Cheap-Flights-To-Road-Town.d9666.Travel-Guide-Flights)[Things to do in Road Town](https://expedia.ca/Things-To-Do-In-Road-Town.d9666.Travel-Guide-Activities)[Road Town Car Rentals](https://expedia.ca/Car-Rentals-In-Road-Town.d9666.Car-Rental-Guide)[Road Town Vacation Packages](https://expedia.ca/Road-Town.d9666.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/74465c52d3dd0b374ad7bec1ec9d79b8.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Road Town Vacation Rentals ![](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 Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=9666&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=9666&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=9666&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=9666&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Road Town Vacation Homes ![Property grounds](https://images.trvl-media.com/lodging/106000000/105790000/105786000/105785912/1e87fdd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105790000/105786000/105785912/400cffd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105790000/105786000/105785912/66f07307.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/106000000/105790000/105786000/105785912/fb81fd77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Friendly, centrally located - modern & spacious 2 bed 2 bath retreat. Tortola 10/10 Exceptional (3) "We were very pleased with our friendly accommodating host. The house provided everything we needed plus more! It is very spacious and cleanliness was top notch. I would definitely return and plan to stay longer next time!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Carmen S. CA $280 CA $452 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Road-Town-Hotels-Family-Friendly.h105785912.Hotel-Information) ![Spa](https://images.trvl-media.com/lodging/92000000/91270000/91264500/91264408/395e23f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach towels](https://images.trvl-media.com/lodging/92000000/91270000/91264500/91264408/1e8409a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/92000000/91270000/91264500/91264408/02cd4ad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/92000000/91270000/91264500/91264408/ed2a5c3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Luxury Villas in Trunk Bay, Tortola Tortola 10/10 Exceptional (1) "Villa Odyssea was a great place for our family vacation. We enjoyed going down to trunk bay beach and evening dinners on the patio. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey D. CA $839 CA $1,400 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Modern-Luxury-Villa-In-Trunk-Bay.h91264408.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/111000000/110910000/110902100/110902015/89ea2878.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110910000/110902100/110902015/w1078h725x0y3-01879c2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110910000/110902100/110902015/w1080h761x0y1-f9ced522.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, music library](https://images.trvl-media.com/lodging/111000000/110910000/110902100/110902015/b06b4619.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Eyrie Guest Cottage, Greenbank Greenbank Estate CA $979 CA $1,430 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Road-Town-Hotels-Eyrie-Guest-Cottage.h110902015.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/100000000/99410000/99400900/99400833/feff87ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games](https://images.trvl-media.com/lodging/100000000/99410000/99400900/99400833/52856cfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99410000/99400900/99400833/1cfa93c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/100000000/99410000/99400900/99400833/c03e3a63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Top of the Hill Blue Sunshine Parham Town 9.8/10 Exceptional (10) "What an awesome view we loved this place and it’s the only place I will stay the host was awesome !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) john CA $280 CA $467 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/East-End-Hotels-Top-Of-The-Hill-Blue-Sunshine.h99400833.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76910000/76908000/76907986/408ebd9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76910000/76908000/76907986/e5d77349.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76910000/76908000/76907986/94492b88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, stereo, computer monitors, printers](https://images.trvl-media.com/lodging/77000000/76910000/76908000/76907986/e583dd34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The view!!! White bay jost van dyke 10/10 Exceptional (4) "My stay here was absolutely amazing! The house came with everyone I could have needed and includes the use of a car! Shey was an excellent host and the view was awesome! I'll definitely be back again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sean M. CA $357 CA $520 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Jost-Van-Dyke-Hotels-The-View.h76907986.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/76000000/75630000/75625000/75624956/d61915f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/76000000/75630000/75625000/75624956/97dda805.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/76000000/75630000/75625000/75624956/dac01716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/76000000/75630000/75625000/75624956/1f1b0bc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fort Recovery Beachfront Villa and Suites Hotel luxury 2BR Tortola 8.4/10 Very good (5) "Perfect accomodation, recommended. We had 2 appartments for our Sailing group(no. 11 and 14). Everything was arrange perfectly with Justin , who he communicated quickly and was very helpful. We appreciated housekeeping / perfect cleanliness. the rooms are spacious, the AC worked great. location by the sea is ideal for swimming any time . We didnt use Kitchen in App.11 / only in app.14 which has better kitchen utensils and electric stove. ( app.11 has has stove)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michaela V. CA $601 CA $726 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/West-End-Hotels-Fort-Recovery-Beachfront-Villa-And-Suites-Hotel-Luxury-2BR.h75624956.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/93000000/93000000/92998400/92998387/b506610c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/93000000/93000000/92998400/92998387/88bf7077.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/93000000/93000000/92998400/92998387/f46401f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/93000000/92998400/92998387/fa5ba99c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family-sized villa- 5 mins from secluded beach! 10 mins from city centre! Road Town 9.8/10 Exceptional (14) "We had a quick one night stay, but would definitely recommend. The secluded beach is so beautiful. Definitely coming back to explore more." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Braxton H. CA $684 CA $941 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/East-End-Hotels-Family-Sized-Villa-5-Mins-From-Secluded-Beach.h92998387.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=2025-11-07&endDate=2025-11-08®ionId=9666&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&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%2FRoad-Town-Private-Vacation-Homes.d9666-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FRoad-Town-Private-Vacation-Homes.d9666-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Road Town Hotel Reviews ![Nanny Cay Resort and Marina](//images.trvl-media.com/lodging/83000000/82780000/82772900/82772861/a2039b19_y.jpg) ### Nanny Cay Resort and Marina 10/10 Excellent "Clean facilities, nice restaurant and bar ocean front, easy and free parking" [](https://expedia.ca/Road-Town-Hotels-Nanny-Cay-Resort-And-Marina.h82772861.Hotel-Information) ![Sebastian's on the Beach](//images.trvl-media.com/lodging/1000000/810000/803300/803227/87c5eb76_y.jpg) ### Sebastian's on the Beach 10/10 Excellent "Had an amazing stay! Loved being able to walk from my room right on to the beach. The staff were friendly and accommodating at all points- check in, cleaning, restaurant etc. A bucket of water was placed outside the room so that I would not drag sand from the beach into the room. I loved that touch - very thoughtful. The beach and the sky in the evening definitely competed for most gorgeous view. Food at the restaurant was delicious and extremely convenient. Parking was opposite the property and secure. I solo traveled and felt safe at all times, so much so that I hardly closed the doors so I can hear the waves on the beach. The hotel is a bit out of the way if you want to go to town so I would advise a car rental... but it is approximately 8min drive from the ferry that takes you over to St Thomas and other places. I found out that the hotel has its own brand of rum and merch, which I thought was really cool! Highly recommend! I did not want to leave and would most certainly return." [](https://expedia.ca/West-End-Hotels-Sebastians-On-The-Beach.h803227.Hotel-Information) ![Village Cay Hotel and Marina](//images.trvl-media.com/lodging/18000000/17440000/17433100/17433001/e6337bd9_y.jpg) ### Village Cay Hotel and Marina 10/10 Excellent "Comparable to otger more expensive hotels. It only needs better parking area." [](https://expedia.ca/Road-Town-Hotels-Village-Cay-Hotel-And-Marina.h17433001.Hotel-Information) ![Maria's By the Sea Hotel](//images.trvl-media.com/lodging/7000000/6910000/6901700/6901663/afb93840_y.jpg) ### Maria's By the Sea Hotel 10/10 Excellent "Everything was excellent from the courteous staff, very clean rooms with daily cleaning, amazing food, balcony view of harbor and option of the town. Love this place" [](https://expedia.ca/Road-Town-Hotels-Marias-By-The-Sea-Hotel.h6901663.Hotel-Information) ![Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola](//images.trvl-media.com/lodging/118000000/117010000/117009600/117009523/8cb104a5_y.jpg) ### Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola 10/10 Excellent "FABULOUS stay! This VRBO is worth the drive! Stunning views, private and such nice hosts. Enjoy the steam shower and sauna in the bathroom. Sit on out on one of the verandas at night and star gaze to the sound of frogs as the puffs of clouds float by just overhead. I cannot WAIT to return and stay longer! Thank you Mitzy!!" [](https://expedia.ca/Road-Town-Hotels-Zafira-Luxe-1-Bedroom-Villa-With-Sauna.h117009523.Hotel-Information) ![Maxi Cooper Bay](//images.trvl-media.com/lodging/95000000/94740000/94737900/94737833/cb50ca47_y.jpg) ### Maxi Cooper Bay 10/10 Excellent "You never want to leave. Beautiful house, amenities,and scenary" [](https://expedia.ca/Road-Town-Hotels-Maxi-Cooper-Bay.h94737833.Hotel-Information) ![Paradiso Ocean View. A perfect getaway. 10 mins drive to Smugglers Cove Beach..](//images.trvl-media.com/lodging/101000000/100030000/100021400/100021370/569e5522_y.jpg) ### Paradiso Ocean View. A perfect getaway. 10 mins drive to Smugglers Cove Beach.. 10/10 Excellent "This is a BEAUTIFUL property with incredible views and a short drive to many stunning beaches. We had four couples and two young children on the trip. There was plenty of room for all of us and every bedroom is a clean and spacious master suite. This is a wonderful property and Rehanna was excellent to work with. Our concierge, Sylvia, met us at our rental car agency and directed us to the home. She had painkillers and a charcuterie board waiting for us at the villa. We had everything we needed and the host/concierge were always readily available. I'm looking forward to staying here again! " [](https://expedia.ca/Road-Town-Hotels-Paradiso-Ocean-View-A-Perfect-Getaway.h100021370.Hotel-Information) ![*last minute Christmas discount at VENTANA](//images.trvl-media.com/lodging/91000000/90190000/90183200/90183116/2c6ec144_y.jpg) ### \*last minute Christmas discount at VENTANA 10/10 Excellent "Words cannot describe how amazing this house, location and the Host were! We loved every second at this Villa. The Host went above and beyond to make sure everything was perfect and that each detail was looked after. The house was perfect and all areas were in superb working order. Five Stars for everything!" [](https://expedia.ca/Road-Town-Hotels-VENTANA-Contemporary-Beach-House-Wpool.h90183116.Hotel-Information) ![Fort Burt Hotel](//images.trvl-media.com/lodging/10000000/9770000/9767200/9767158/03ab77f9_y.jpg) ### Fort Burt Hotel 10/10 Excellent "Perfect location. Friendly staff. Rooms need face lift. " [](https://expedia.ca/Road-Town-Hotels-Fort-Burt-Hotel.h9767158.Hotel-Information) ## Find out more about Road Town ## Road Town Vacation Homes information | Number of reviews | 37 | | --- | --- | | Accommodation | 32 Vacation Homes | | Lowest Price | CA $452 | | Highest Price | CA $1,430 |