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

Long Bay Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Long Bay vacation rentals

A beach scene with clear turquoise water, a person on a swing, and lush greenery in the background.

1. 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 AED 148
AED 376 total
includes taxes & fees
15 Oct - 16 Oct
Private Oasis - Portland’s Coastal Gated Hideaway
A beach with clear turquoise water, a rocky cliff with vegetation, and a person standing in the water.

2. Ahh! (Ocean View Studio with Private Bath)

Ahh! (Ocean View Studio with Private Bath)
Boston Bay
10.0 out of 10, Exceptional, (2 reviews)
"Not the easiest drive up to the place, but the view is magnificent. The place is clean, and the hosts are friendly and helpful. If you're looking for an inexpensive decent studio in Portland with air conditioning, hot water, and a terrific view, consider this place."
United States
Jerry B.
The price is AED 272
AED 650 total
includes taxes & fees
18 Oct - 19 Oct
Ahh! (Ocean View Studio with Private Bath)
A two-story house with a balcony, surrounded by lush greenery.

3. Downstairs Bedroom at Robin Hood guesthouse

Downstairs Bedroom at Robin Hood guesthouse
Port Antonio
The price is AED 165
AED 261 total
includes taxes & fees
1 Oct - 2 Oct
Downstairs Bedroom at Robin Hood guesthouse
A two-story house with a balcony, surrounded by lush greenery.

4. Bright Country Apartment at Robin Hood guesthouse

Bright Country Apartment at Robin Hood guesthouse
Port Antonio
The price is AED 353
AED 426 total
includes taxes & fees
1 Oct - 2 Oct
Bright Country Apartment at Robin Hood guesthouse
A bedroom with a bed, white curtains, a wooden wardrobe, and an air conditioning unit.

5. 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 AED 367
AED 485 total
includes taxes & fees
27 Oct - 28 Oct
DreamEscape in Fairy Hill p.o : Your Getaway Near Frenchman cove ,Blue Lagoon
A wooden deck with a swimming pool, a covered seating area, and a view of the ocean.

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

Ahh! (Pool/Ocean View Room w/ Private Bath)
Boston Bay
The price is AED 303
AED 681 total
includes taxes & fees
1 Oct - 2 Oct
Ahh! (Pool/Ocean View Room w/ Private Bath)
A kitchen with dark wooden cabinets, a tiled backsplash, a stove, and a dining table with chairs.

7. Da Villa Juanita

Da Villa Juanita
Hordley
The price is AED 2,311
AED 2,907 total
includes taxes & fees
1 Oct - 2 Oct
Da Villa Juanita
A coastal landscape with clear blue water, rocky formations, and a cliff.

8. 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 AED 175
AED 253 total
includes taxes & fees
1 Oct - 2 Oct
Lovely 1 bedroom, 2 Guest +, holiday rentals in St Thomas Jamaica
A balcony with a view of a lush green landscape.

9. Charming 1-bedroom jacuzzi suite in fabulous Amity Hal with AC, WiFi

Charming 1-bedroom jacuzzi suite in fabulous Amity Hal with AC, WiFi
Amity Hal
The price is AED 551
AED 751 total
includes taxes & fees
1 Oct - 2 Oct
Charming 1-bedroom jacuzzi suite in fabulous Amity Hal with AC, WiFi
A living room with a sofa, a wooden coffee table, a dining table with chairs, and a red vase with decorative sticks.

10. Kingvilla

Kingvilla
2.0 star property
Port Morant
The price is AED 239
AED 348 total
includes taxes & fees
19 Oct - 20 Oct
Kingvilla
A cozy living room with wicker furniture, a coffee table, and a patterned rug.

11. The Grand Sinopia Inn Portland

The Grand Sinopia Inn Portland
3.5 star property
Port Antonio
The price is AED 1,706
AED 2,053 total
includes taxes & fees
28 Oct - 29 Oct
The Grand Sinopia Inn Portland
A covered outdoor area with white columns, potted plants, and a tiled floor.

12. 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 AED 1,157
AED 1,322 total
includes taxes & fees
26 Oct - 27 Oct
Charming 3-bedroom house in enchanting Fairy Hill with WiFi, AC
A dining area with a glass table, red chairs, and a patterned curtain.

13. Home from Home, 1 bed, 1 bunk bed, 1 bathroom in St. Thomas, Jamaica 🇯🇲

Home from Home, 1 bed, 1 bunk bed, 1 bathroom in St. Thomas, Jamaica 🇯🇲
Port Morant
The price is AED 153
AED 280 total
includes taxes & fees
1 Oct - 2 Oct
Home from Home, 1 bed, 1 bunk bed, 1 bathroom in St. Thomas, Jamaica 🇯🇲
A bright, sunlit room with a glass door leading outside, a small round table, and a chair.

14. Port Antonio East Side Villa

Port Antonio East Side Villa
Port Antonio
The price is AED 367
AED 533 total
includes taxes & fees
1 Oct - 2 Oct
Port Antonio East Side Villa
A beach with pebbles, waves, and dense green foliage.

15. 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 AED 324
AED 544 total
includes taxes & fees
1 Oct - 2 Oct
Charming 2-bedroom house with AC, WiFi in enchanting Port Antonio, Portland
A beach with a fallen tree trunk in the foreground and a clear view of the water and distant hills.

16. 1 double bed in St Thomas, Jamaica

1 double bed in St Thomas, Jamaica
Port Morant
The price is AED 175
AED 253 total
includes taxes & fees
26 Oct - 27 Oct
1 double bed in St Thomas, Jamaica
A bedroom with a bed, a ceiling fan, a window with a view, and a door.

17. Views from every angle - 2nd floor cozy villa

Views from every angle - 2nd floor cozy villa
Port Antonio
The price is AED 423
AED 570 total
includes taxes & fees
1 Oct - 2 Oct
Views from every angle - 2nd floor cozy villa
A dining area with a table and chairs, a decorative partition, and a view through a window with a metal grill.

18. Rockery Villa a Cozy hideaway and retreat.Perfect Romantic Getaway for couples.

Rockery Villa a Cozy hideaway and retreat.Perfect Romantic Getaway for couples.
Port Antonio
The price is AED 131
AED 380 total
includes taxes & fees
10 Oct - 11 Oct
Rockery Villa a Cozy hideaway and retreat.Perfect Romantic Getaway for couples.
Two children playing in shallow water at a beach with a clear view of the sea and distant land.

19. Mack's holiday room. 1 bedroom

Mack's holiday room. 1 bedroom
Port Morant
2.0 out of 10, (1 review)
"This listing has been changed since I booked it, but it's still inaccurate. It was originally listed as a 2brm 2ba entire home with fully loaded kitchen, linens, etc. It was all a lie! AND as if that wasn't enough, the host tried to make us feel guilty because he messed up the listing & wasn't making much money. He told us the 2nd ba wouldn't be available til 3wks into our 4wk stay. THEN, we found out the house was shared with other ppl. The kitchen isn't fully stocked, no dryer, no linens & the...
United States
Ronika C.
The price is AED 170
AED 248 total
includes taxes & fees
1 Oct - 2 Oct
Mack's holiday room. 1 bedroom
A garden with various plants and a metal fence.

20. 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 AED 146
AED 394 total
includes taxes & fees
11 Oct - 12 Oct
Rockery Villa is a cozy 1 Bedroom Townhouse an ideal space for a getaway.
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Long Bay Hotel Reviews

Jamaica Palace Hotel

Jamaica Palace Hotel

10/10 Excellent
"Beautiful serene place with nostalgic rooms! Gorgeous grounds with a beautiful sea view on one side!"
Priscilla 1-night trip
Posted 1 day ago
Jamaica Palace Hotel

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 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. Some other top choices in Long Bay are Oceanfront 5BDR on beautiful Long Bay Beach in Portland,JA and Charming Beach Front 2-bedroom house with WiFi, AC in nice Long Bay, Portland.

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.