A tropical beach with clear blue waters, sandy shore, and lush greenery.

Long Bay Vacation Rentals

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Our top choices for Long Bay vacation rentals

1. Charming Beach Front 2-bedroom house with WiFi, AC in nice Long Bay, Portland

Charming Beach Front 2-bedroom house with WiFi, AC in nice Long Bay, Portland
Long Bay
The price is CA $212
CA $364 total
includes taxes & fees
Sep 1 - Sep 2
Charming Beach Front 2-bedroom house with WiFi, AC in nice Long Bay, Portland

2. Private Oasis - Portland’s Coastal Gated Hideaway

Private Oasis - Portland’s Coastal Gated Hideaway
Fair Prospect
10.0 out of 10, Exceptional, (1 review)
"The listing didn’t really represent this quant hideaway. I grew up in this community so it was great visiting and have this place to decompress and chill. Very cute spot, the host was super, asked if I needed anything at the store and he was very available to assist as needed, I had my ex to assist so didn’t need him, but he checked if I needed anything and was available if I did. And the view from the gazebo was my favourite. You will not be disappointed perfect for couples or just friends...
Canada
Janet
The price is CA $63
CA $131 total
includes taxes & fees
Aug 11 - Aug 12
Private Oasis - Portland’s Coastal Gated Hideaway

3. DreamEscape in Fairy Hill p.o : Your Getaway Near Frenchman cove ,Blue Lagoon

DreamEscape in Fairy Hill p.o : Your Getaway Near Frenchman cove ,Blue Lagoon
Fairy Hill
8.0 out of 10, Very good, (1 review)
"The host was very welcoming, and miss Mariana was very kimd and friendly. Great place to stay "
United States
Suzette
The price is CA $139
CA $184 total
includes taxes & fees
Aug 11 - Aug 12
DreamEscape in Fairy Hill p.o : Your Getaway Near Frenchman cove ,Blue Lagoon

4. Ahh! (Pool/Ocean View Room w/ Private Bath)

Ahh! (Pool/Ocean View Room w/ Private Bath)
Boston Bay
The price is CA $115
CA $260 total
includes taxes & fees
Aug 29 - Aug 30
Ahh! (Pool/Ocean View Room w/ Private Bath)

5. Bright Country Apartment at Robin Hood guesthouse

Bright Country Apartment at Robin Hood guesthouse
Port Antonio
The price is CA $134
CA $162 total
includes taxes & fees
Aug 12 - Aug 13
Bright Country Apartment at Robin Hood guesthouse

6. Downstairs Bedroom at Robin Hood guesthouse

Downstairs Bedroom at Robin Hood guesthouse
Port Antonio
The price is CA $63
CA $99 total
includes taxes & fees
Aug 12 - Aug 13
Downstairs Bedroom at Robin Hood guesthouse

7. Charming 3-bedroom house in enchanting Fairy Hill with WiFi, AC

Charming 3-bedroom house in enchanting Fairy Hill with WiFi, AC
Fairy Hill
10.0 out of 10, Exceptional, (2 reviews)
"I spent the weekend with my family for my brothers birthday and it was a lovely experience , the ambiance was great and the rooms were spacious and beautiful! I would definitely come back ! Big up !"
United States
Sheneker R.
The price is CA $411
CA $466 total
includes taxes & fees
Aug 11 - Aug 12
Charming 3-bedroom house in enchanting Fairy Hill with WiFi, AC

8. Ridge Bay Chateau

Ridge Bay Chateau
3.0 star property
Port Antonio
The price is CA $455
CA $641 total
includes taxes & fees
Aug 11 - Aug 12
Ridge Bay Chateau

9. The Grand Sinopia Inn Portland

The Grand Sinopia Inn Portland
3.5 star property
Port Antonio
The price is CA $755
CA $908 total
includes taxes & fees
Aug 24 - Aug 25
The Grand Sinopia Inn Portland

10. 3-bedroom in lovely Amity Hall with WiFi, AC, Private Bathrooms, Best View

3-bedroom in lovely Amity Hall with WiFi, AC, Private Bathrooms, Best View
Amity Hal
10.0 out of 10, Exceptional, (1 review)
"Thank you Michelle for a beautiful stay at YAP. The views were amazing and the cleanliness. Top notch! Michelle was an amazing host and made my mother and I feel like one of the family! Will be returning!"
United States
Karen G.
The price is CA $348
CA $462 total
includes taxes & fees
Aug 11 - Aug 12
3-bedroom in lovely Amity Hall with WiFi, AC, Private Bathrooms, Best View

11. Lovely 1 bedroom, 2 Guest +, holiday rentals in St Thomas Jamaica

Lovely 1 bedroom, 2 Guest +, holiday rentals in St Thomas Jamaica
Port Morant
8.0 out of 10, Very good, (2 reviews)
"The house was perfect and thanks to lulu "
United States
Virginia
The price is CA $68
CA $98 total
includes taxes & fees
Aug 11 - Aug 12
Lovely 1 bedroom, 2 Guest +, holiday rentals in St Thomas Jamaica

12. Charming new 2 BR, 2 BR ocean view villa in Snow District, AC, private/secure

Charming new 2 BR, 2 BR ocean view villa in Snow District, AC, private/secure
Snow District
10.0 out of 10, Exceptional, (2 reviews)
"As someone who will only stay at a property that has white sheets & presents as very updated/clean, this property was 10/10. Coming from someone who spent several hours looking for the perfect airbnb for our stay in Portland, to get a 10/10 from me is pretty wild. My husband and I booked last minute and the owner Randy and his team were responsive and helpful from the beginning. The property was exactly as pictured but better. At the time of booking, they didn't have any many photos that really...
United States
Matthew N.
The price is CA $314
CA $402 total
includes taxes & fees
Aug 11 - Aug 12
Charming new 2 BR, 2 BR ocean view villa in Snow District, AC, private/secure

13. Family Reunions Holiday 4 Bedrooms, 5 Beds Rentals in St Thomas,jamaica

Family Reunions Holiday 4 Bedrooms, 5 Beds Rentals in St Thomas,jamaica
Port Morant
8.0 out of 10, Very good, (1 review)
"It was a Wonderful week at this facility, my family was comfortable, its freedom, it’s a quiet place/area. It’s close to a lot of places, the stores, beaches etc, the care taker for the house comes by everyday to check on the family ohh, what a blessing. Yes I would recommend others to stay. Fr:The ANDERSON’S ❤️."
United States
Brenda
The price is CA $184
CA $214 total
includes taxes & fees
Aug 11 - Aug 12
Family Reunions Holiday 4 Bedrooms, 5 Beds Rentals in St Thomas,jamaica

14. 1 double bed in St Thomas, Jamaica

1 double bed in St Thomas, Jamaica
Port Morant
The price is CA $56
CA $87 total
includes taxes & fees
Aug 12 - Aug 13
1 double bed in St Thomas, Jamaica

15. Rockery Villa is a cozy 1 Bedroom Townhouse an ideal space for a getaway.

Rockery Villa is a cozy 1 Bedroom Townhouse an ideal space for a getaway.
Port Antonio
The price is CA $56
CA $152 total
includes taxes & fees
Aug 16 - Aug 17
Rockery Villa is a cozy 1 Bedroom Townhouse an ideal space for a getaway.

16. Port Antonio East Side Villa

Port Antonio East Side Villa
Port Antonio
The price is CA $139
CA $202 total
includes taxes & fees
Aug 11 - Aug 12
Port Antonio East Side Villa

17. One Bedroom Sea View Villa, Frenchman's Cove Resort

One Bedroom Sea View Villa, Frenchman's Cove Resort
Drapers
6.0 out of 10, (1 review)
"The property has a unique cove and the beach area was very clean and well maintained. The staff there were very polite and helpful. The Villa itself was tidy but showed signs of massive wear and tear. It was more a lack of maintenance rather than true heritage status."
Canada
David
The price is CA $418
CA $535 total
includes taxes & fees
Aug 11 - Aug 12
One Bedroom Sea View Villa, Frenchman's Cove Resort

18. holiday stay, 2 bed 1 bathroom

holiday stay, 2 bed 1 bathroom
Port Morant
The price is CA $94
CA $143 total
includes taxes & fees
Aug 11 - Aug 12
holiday stay, 2 bed 1 bathroom

19. Charming 2-bedroom house with AC, WiFi in enchanting Port Antonio, Portland

Charming 2-bedroom house with AC, WiFi in enchanting Port Antonio, Portland
Port Antonio
The price is CA $113
CA $197 total
includes taxes & fees
Aug 11 - Aug 12
Charming 2-bedroom house with AC, WiFi in enchanting Port Antonio, Portland

20. Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.

Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.
Port Antonio
9.4 out of 10, Exceptional, (14 reviews)
"The staff made the visit memorable. "
United States
Eric
The price is CA $1,255
CA $1,408 total
includes taxes & fees
Aug 11 - Aug 12
Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.
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.
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Top Long Bay Hotel Reviews

Find out more about Long Bay

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 Long Bay. 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.

Frequently asked questions

Are there vacation rentals in Long Bay?

Yes, there are vacation rentals close to top sights in Long Bay, or you can select a more remote option if you want a relaxing place to stay. Our travelers say Long Bay has a good selection of restaurants. Make sure you have time to check out the bars and waterfalls during your trip.

What's the top vacation rental in Long Bay?

Perfect View - Entire House: This vacation home rental outside of Long Bay has free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind. Our travelers also rate Charming Beach Front 2-bedroom house with WiFi, AC in nice Long Bay, Portland as a favorite home for rent in Long Bay.

How many vacation rentals will I find in Long Bay?

Expedia has 9 vacation rentals for your stay in Long Bay.

What can I see and do in Long Bay?

While you're exploring the area, Long Bay Beach and Boston Bay Beach are a couple of picturesque spots to get outside and enjoy nature. Winnifred Beach and Blue Lagoon are a couple of places you'll find in the larger area.

What are vacation rentals like in Long Bay?

Vacation rentals are privately owned properties you can book for a couple days or more in Long Bay. Vacation rentals offer amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a small group gathering.