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

Long Bay Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Long Bay vacation rentals

On the beach

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
$265 nightly
The price is $265
Sep 1 - Sep 2
Total with taxes and fees
Charming Beach Front 2-bedroom house with WiFi, AC in nice Long Bay, Portland
Beach

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
$94 nightly
The price is $94
Aug 12 - Aug 13
Total with taxes and fees
Private Oasis - Portland’s Coastal Gated Hideaway
2 bedrooms, iron/ironing board, WiFi (free)

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
$125 nightly
The price is $132
Aug 12 - Aug 13
Total with taxes and fees
DreamEscape in Fairy Hill p.o : Your Getaway Near Frenchman cove ,Blue Lagoon
Pool

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

Ahh! (Pool/Ocean View Room w/ Private Bath)
Boston Bay
$190 nightly
The price is $190
Aug 29 - Aug 30
Total with taxes and fees
Ahh! (Pool/Ocean View Room w/ Private Bath)
Exterior

5. Bright Country Apartment at Robin Hood guesthouse

Bright Country Apartment at Robin Hood guesthouse
Port Antonio
$116 nightly
The price is $116
Aug 12 - Aug 13
Total with taxes and fees
Bright Country Apartment at Robin Hood guesthouse
Exterior

6. Downstairs Bedroom at Robin Hood guesthouse

Downstairs Bedroom at Robin Hood guesthouse
Port Antonio
$71 nightly
The price is $71
Aug 12 - Aug 13
Total with taxes and fees
Downstairs Bedroom at Robin Hood guesthouse
Exterior detail

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.
$336 nightly
The price is $336
Aug 12 - Aug 13
Total with taxes and fees
Charming 3-bedroom house in enchanting Fairy Hill with WiFi, AC
View from property

8. Ridge Bay Chateau

Ridge Bay Chateau
3.0 star property
Port Antonio
$426 nightly
The price is $460
Aug 12 - Aug 13
Total with taxes and fees
Ridge Bay Chateau
Villa, 1 King Bed, Non Smoking | Living area | Flat-screen TV

9. The Grand Sinopia Inn Portland

The Grand Sinopia Inn Portland
3.5 star property
Port Antonio
$600 nightly
The price is $664
Aug 12 - Aug 13
Total with taxes and fees
The Grand Sinopia Inn Portland
Interior

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.
$319 nightly
The price is $332
Aug 12 - Aug 13
Total with taxes and fees
3-bedroom in lovely Amity Hall with WiFi, AC, Private Bathrooms, Best View
Sun loungers

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
$70 nightly
The price is $70
Aug 14 - Aug 15
Total with taxes and fees
Lovely 1 bedroom, 2 Guest +, holiday rentals in St Thomas Jamaica
Beach

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.
$257 nightly
The price is $291
Aug 12 - Aug 13
Total with taxes and fees
Charming new 2 BR, 2 BR ocean view villa in Snow District, AC, private/secure
Terrace/patio

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
$154 nightly
The price is $154
Aug 14 - Aug 15
Total with taxes and fees
Family Reunions Holiday 4 Bedrooms, 5 Beds Rentals in St Thomas,jamaica
Beach

14. 1 double bed in St Thomas, Jamaica

1 double bed in St Thomas, Jamaica
Port Morant
$62 nightly
The price is $62
Aug 16 - Aug 17
Total with taxes and fees
1 double bed in St Thomas, Jamaica
Property grounds

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
$109 nightly
The price is $109
Aug 28 - Aug 29
Total with taxes and fees
Rockery Villa is a cozy 1 Bedroom Townhouse an ideal space for a getaway.
Interior

16. Port Antonio East Side Villa

Port Antonio East Side Villa
Port Antonio
$145 nightly
The price is $145
Aug 12 - Aug 13
Total with taxes and fees
Port Antonio East Side Villa
Interior

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
$343 nightly
The price is $388
Aug 12 - Aug 13
Total with taxes and fees
One Bedroom Sea View Villa, Frenchman's Cove Resort
2 bedrooms, desk, iron/ironing board, WiFi (free)

18. holiday stay, 2 bed 1 bathroom

holiday stay, 2 bed 1 bathroom
Port Morant
$103 nightly
The price is $103
Aug 16 - Aug 17
Total with taxes and fees
holiday stay, 2 bed 1 bathroom
Beach towels

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
$141 nightly
The price is $141
Aug 12 - Aug 13
Total with taxes and fees
Charming 2-bedroom house with AC, WiFi in enchanting Port Antonio, Portland
Terrace/patio

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
$1,023 nightly
The price is $1,023
Aug 12 - Aug 13
Total with taxes and fees
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

Inn The Town

Inn The Town

8/10 Good
"Great view, overlooking the ocean and part of the town. It’s in a very convenient location, close to the beaches, banks, supermarkets restaurants and taxi stands(walking distance). I would definitely recommend you book your stay."
Jillian 4-night trip
Posted 7 hours ago
Inn The Town

Find out more about Long Bay

Everything you need to know about Long Bay vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Long Bay vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Long Bay vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Long Bay vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Long Bay. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Long Bay in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Long Bay rentals

At Expedia, we put the best Long Bay vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Long Bay rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Long Bay vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Long Bay. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.