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Parking
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Kitchen
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Air Conditioner
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Internet

Discover the Best Resort Vacations
Explore the top resorts, from luxury beachfront escapes to family-friendly all-inclusive resorts and relaxing spa retreats. Whether you’re planning a weekend getaway or an extended vacation, the Portland offers world-class resort destinations for every travel style, season, and budget.
Guests
- Hotels
- Villas
- Cabins
- Rentals
- Cottages
- Resorts
- Accommodations
- Portland
- ·
- Port Antonio
- 2.15 mi to center
-
Private Beach
-
Breakfast
-
Parking
-
Pool
-
Private Beach
-
Breakfast
-
Parking
-
Pool
- Portland
- ·
- Orange Bay
- 2.37 mi to center
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
- Portland
- ·
- Port Antonio
- 0.52 mi to center
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
- Port Antonio
- ·
- Drapers
- 0.47 mi to center
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Port Antonio
- ·
- Drapers
- 0.48 mi to center
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Portland
- ·
- Port Antonio
- 2.46 mi to center
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
- Portland
- ·
- Orange Bay
- 3.33 mi to center
-
Private Pool
-
Breakfast
-
Parking
-
Pool
-
Private Pool
-
Breakfast
-
Parking
-
Pool
- Portland
- ·
- Orange Bay
- 2.02 mi to center
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
- Portland
- ·
- Port Antonio
- 3.19 mi to center
-
Private Beach
-
Breakfast
-
Parking
-
Pool
-
Private Beach
-
Breakfast
-
Parking
-
Pool
- Portland
- ·
- Saint Margarets Bay
- 0.37 mi to center
-
Breakfast
-
Parking
-
Ocean View
-
Balcony/Terrace
-
Breakfast
-
Parking
-
Ocean View
-
Balcony/Terrace
- Portland
- ·
- Port Antonio
- 3.70 mi to center
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
- Portland
- ·
- Orange Bay
- 2.07 mi to center
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
- Portland
- ·
- Orange Bay
- 1.93 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
View
-
Parking
-
Pool
-
Balcony/Terrace
-
View
- Port Antonio
- ·
- Snow Hill
- 0.48 mi to center
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Parking
-
Kitchen
-
Air Conditioner
-
Internet
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
- Portland
- ·
- Port Antonio
- 1.74 mi to center
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
- Portland
- ·
- Port Antonio
- 4.94 mi to center
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Breakfast
-
Parking
-
Ocean View
-
Balcony/Terrace
-
Breakfast
-
Parking
-
Ocean View
-
Balcony/Terrace
- Port Antonio
- ·
- Long Bay
- 0.63 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
View
-
Parking
-
Pool
-
Balcony/Terrace
-
View
- Portland
- ·
- Port Antonio
- 0.19 mi to center
-
Balcony/Terrace
-
Internet
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Child Friendly
-
Laundry
-
Balcony/Terrace
-
Internet
-
Child Friendly
-
Laundry
- Portland
- ·
- Port Antonio
- 6.43 mi to center
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
- Portland
- ·
- Orange Bay
- 5.69 mi to center
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Breakfast
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Parking
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Balcony/Terrace
-
Kitchen
-
Breakfast
-
Parking
-
Balcony/Terrace
-
Kitchen
- Port Antonio
- ·
- Boston Bay
- 0.38 mi to center
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Balcony/Terrace
-
Kitchen
-
Internet
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Security/Safety
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Balcony/Terrace
-
Kitchen
-
Internet
-
Security/Safety
- Portland
- ·
- Port Antonio
- 5.38 mi to center
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Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
- Portland
- ·
- Port Antonio
- 0.56 mi to center
-
Child Friendly
-
Child Friendly
- Portland
- ·
- Orange Bay
- 2.12 mi to center
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
- Portland
- ·
- Port Antonio
- 0.89 mi to center
-
Parking
-
Balcony/Terrace
-
Air Conditioner
-
Internet
-
Parking
-
Balcony/Terrace
-
Air Conditioner
-
Internet
- Portland
- ·
- Orange Bay
- 2.06 mi to center
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
- Portland
- ·
- Orange Bay
- 2.22 mi to center
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
- Portland
- ·
- Orange Bay
- 2.02 mi to center
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
- Portland
- ·
- Port Antonio
- 3.96 mi to center
-
Private Pool
-
Parking
-
Pool
-
Ocean View
-
Private Pool
-
Parking
-
Pool
-
Ocean View
- Portland
- ·
- Orange Bay
- 2.82 mi to center
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
- Portland
- ·
- Port Antonio
- 3.70 mi to center
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
- Portland
- ·
- Port Antonio
- 1.81 mi to center
-
Parking
-
Pool
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Balcony/Terrace
-
Kitchen
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
- Portland
- ·
- Port Antonio
- 5.00 mi to center
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Parking
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Balcony/Terrace
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Air Conditioner
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Internet
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Parking
-
Balcony/Terrace
-
Air Conditioner
-
Internet
- Portland
- ·
- Port Antonio
- 0.60 mi to center
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Parking
-
Ocean View
-
Balcony/Terrace
-
View
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
- Portland
- ·
- Moore Town
- 4.52 mi to center
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Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
- Portland
- ·
- Port Antonio
- 1.92 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
- Portland
- ·
- Port Antonio
- 1.23 mi to center
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
- Portland
- ·
- Port Antonio
- 3.65 mi to center
-
Parking
-
Kitchen
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Air Conditioner
-
Internet
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
- Portland
- ·
- Orange Bay
- 1.82 mi to center
-
Oceanfront
-
Breakfast
-
Parking
-
Ocean View
-
Oceanfront
-
Breakfast
-
Parking
-
Ocean View
- Portland
- ·
- Orange Bay
- 3.16 mi to center
-
Air Conditioner
-
Internet
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Child Friendly
-
Bedding/Linens
-
Air Conditioner
-
Internet
-
Child Friendly
-
Bedding/Linens
- Port Antonio
- ·
- Long Bay
- 0.63 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
View
-
Parking
-
Pool
-
Balcony/Terrace
-
View
- Portland
- ·
- Orange Bay
- 1.94 mi to center
-
Hot Tub
-
Breakfast
-
Pool
-
Spa
-
Hot Tub
-
Breakfast
-
Pool
-
Spa
- Port Antonio
- ·
- Drapers
- 0.42 mi to center
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Balcony/Terrace
-
Kitchen
-
Air Conditioner
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Child Friendly
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Child Friendly
- Port Antonio
- ·
- Drapers
- 0.47 mi to center
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Child Friendly
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Child Friendly
- Port Antonio
- ·
- Drapers
- 0.47 mi to center
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Child Friendly
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Child Friendly
- Port Antonio
- ·
- Drapers
- 0.47 mi to center
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Child Friendly
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Child Friendly
- Portland
- ·
- Port Antonio
- 1.05 mi to center
-
Pool
-
Internet
-
Designated Smoking Area
-
Pool
-
Internet
-
Designated Smoking Area
- Portland
- ·
- Moore Town
- 9.75 mi to center
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Parking
-
Pool
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Balcony/Terrace
-
Kitchen
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
- Portland
- ·
- Moore Town
- 11.54 mi to center
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
Find the Perfect Resort Vacation in the Portland
What makes our resorts stand out?
Verified Properties
Every vacation home shown on Resort Vacation comes from trusted travel sources and verified hosts, so you can browse with confidence.
Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.
Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
Popular Resort Destinations in the Portland
What are the Top Resort Locations Across the Portland?
Discover resorts in the most sought-after travel destinations nationwide:
Surrey County
Surrey County VACATION RENTALSMoore Town
Moore Town VACATION RENTALSDrapers
Drapers VACATION RENTALSPort Antonio
Port Antonio VACATION RENTALSTitchfield Peninsula
Titchfield Peninsula VACATION RENTALSFairy Hill
Fairy Hill VACATION RENTALSOrange Bay
Orange Bay VACATION RENTALSBoston Bay
Boston Bay VACATION RENTALSSnow Hill
Snow Hill VACATION RENTALSLong Bay
Long Bay VACATION RENTALSSaint Margarets Bay
Saint Margarets Bay VACATION RENTALSBuff Bay
Buff Bay VACATION RENTALSHow to Reserve Your Resorts Vacation Accommodation?
Booking Made Simple
Resorts Vacations connects travelers with verified resort stays from trusted partners across the Portland. Once you find the perfect resort, you’ll be seamlessly guided to our partner’s secure booking platform to complete your reservation with confidence.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
Confirm your stay safely through our trusted travel partners.
Common Resort Vacation Amenities in the Portland
What Amenities Can You Expect When Booking with Resorts Vacations?
Resorts Vacations offers carefully selected resort stays across the Portland, designed for comfort, convenience, and memorable experiences.
Indoor Amenities
Spacious guest rooms and suites
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Places to Stay with Resorts Vacations
Looking for the perfect resort vacation in the Portland? Discover a curated collection of resort stays offering comfort, convenience, and unforgettable experiences in top destinations nationwide. Whether you’re searching for a beachfront resort, a family-friendly escape, or a luxury retreat, Resorts Vacations makes it easy to explore and compare verified resort options for your next getaway.
- Portland
- ·
- Orange Bay
- 1.94 mi to center
-
Hot Tub
-
Breakfast
-
Pool
-
Spa
-
Hot Tub
-
Breakfast
-
Pool
-
Spa
- Port Antonio
- ·
- Long Bay
- 0.63 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
View
-
Parking
-
Pool
-
Balcony/Terrace
-
View
- Portland
- ·
- Orange Bay
- 2.81 mi to center
-
Private Beach
-
Oceanfront
-
Parking
-
Pool
-
Private Beach
-
Oceanfront
-
Parking
-
Pool
- Portland
- ·
- Orange Bay
- 1.93 mi to center
-
Private Beach
-
Oceanfront
-
Hot Tub
-
Breakfast
-
Private Beach
-
Oceanfront
-
Hot Tub
-
Breakfast
- Portland
- ·
- Orange Bay
- 2.09 mi to center
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
- Portland
- ·
- Orange Bay
- 2.7 mi to center
-
Private Beach
-
Breakfast
-
Parking
-
Pool
-
Private Beach
-
Breakfast
-
Parking
-
Pool
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
- Portland
- ·
- Orange Bay
- 2.83 mi to center
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
- Portland
- ·
- Port Antonio
- 3.96 mi to center
-
Breakfast
-
Pool
-
Balcony/Terrace
-
Kitchen
-
Breakfast
-
Pool
-
Balcony/Terrace
-
Kitchen
- Portland
- ·
- Orange Bay
- 2.38 mi to center
-
Private Beach
-
Oceanfront
-
Hot Tub
-
Breakfast
-
Private Beach
-
Oceanfront
-
Hot Tub
-
Breakfast
- Portland
- ·
- Orange Bay
- 1.73 mi to center
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
- Portland
- ·
- Orange Bay
- 2.09 mi to center
-
Oceanfront
-
Parking
-
Pool
-
Spa
-
Oceanfront
-
Parking
-
Pool
-
Spa
Resorts Vacations FAQs
What are the top vacation rentals in Portland?
There are a lot of options in Portland. If you plan on staying in the Portland area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Portland:
- Sunset at the Palms Resort - Adults Only - All Inclusive
- Pimento Lodge Resort
- Point Village Studio
- Sunset at the Palms Resort - Adults Only - All Inclusive
- Hotel Riu Palace Tropical Bay - All Inclusive
- Grand Lido Negril Au-Naturel, An Autograph Collection All-Inclusive Resort - Adults Only
- Sky's Villa Resort
- Sandals Jamaica Negril All Inclusive Adults Only
- Goblin Hill Villas at San San
- Couples Negril
How many vacation rentals have private pools in Portland?
There are 19 vacation rentals with private pools near Portland. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Portland are best for families?
If you are looking for a family-friendly vacation home in Portland, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Portland:
How many vacation rentals are available in Portland?
Currently, the total number of properties listed in 2026 is over 38 in the Portland area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Portland.
More Resorts Vacations to Explore
- Portland
- ·
- Port Antonio
- 1.05 mi to center
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
View
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
View
- Portland
- ·
- Moore Town
- 7.35 mi to center
-
Breakfast
-
Parking
-
Balcony/Terrace
-
View
-
Breakfast
-
Parking
-
Balcony/Terrace
-
View
- Portland
- ·
- Orange Bay
- 2.81 mi to center
-
Private Beach
-
Oceanfront
-
Parking
-
Pool
-
Private Beach
-
Oceanfront
-
Parking
-
Pool
- Portland
- ·
- Orange Bay
- 2.98 mi to center
-
Oceanfront
-
Parking
-
Spa
-
Ocean View
-
Oceanfront
-
Parking
-
Spa
-
Ocean View
- Portland
- ·
- Port Antonio
- 1.78 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
View
-
Parking
-
Pool
-
Balcony/Terrace
-
View
- Portland
- ·
- Port Antonio
- 0.84 mi to center
-
Parking
-
Balcony/Terrace
-
Air Conditioner
-
Internet
-
Parking
-
Balcony/Terrace
-
Air Conditioner
-
Internet
- Portland
- ·
- Orange Bay
- 3.01 mi to center
-
Breakfast
-
Parking
-
Spa
-
Balcony/Terrace
-
Breakfast
-
Parking
-
Spa
-
Balcony/Terrace
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
- Port Antonio
- ·
- Long Bay
- 0.40 mi to center
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
- Port Antonio
- ·
- Long Bay
- 0.63 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
View
-
Parking
-
Pool
-
Balcony/Terrace
-
View
- Portland
- ·
- Orange Bay
- 2.98 mi to center
-
Oceanfront
-
Parking
-
Ocean View
-
View
-
Oceanfront
-
Parking
-
Ocean View
-
View
- Port Antonio
- ·
- Drapers
- 0.42 mi to center
-
Parking
-
Balcony/Terrace
-
View
-
Air Conditioner
-
Parking
-
Balcony/Terrace
-
View
-
Air Conditioner