Portland Holiday Rentals
9.4
Exceptional
(58 Reviews)
- Portland
- Orange Bay
- 2.12 mi to center
650 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Condo
- Pool
- Ocean View
- Balcony/Terrace
د.إ.434/Night
For 7 Nights د.إ.3,041
10.0
Exceptional
(1 Review)
- Portland
- Port Antonio
- 0.89 mi to center
2400.35 ft²
12 Guests
5 Bedrooms
2 Bathrooms
Free Cancellation
House
- Balcony/Terrace
- Kitchen
- Parking
د.إ.2,204/Night
For 7 Nights د.إ.15,425
10.0
Exceptional
(12 Reviews)
- Portland
- Orange Bay
- 2.06 mi to center
1 Bedroom
1 Bathroom
Ocean View
House
- Oceanfront
- Pool
- Ocean View
د.إ.2,700/Night
For 7 Nights د.إ.18,895
9.8
Exceptional
(19 Reviews)
- Portland
- Orange Bay
- 2.16 mi to center
1200 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Pool
- Ocean View
د.إ.990/Night
For 7 Nights د.إ.6,930
New
- Portland
- Port Antonio
- 6.03 mi to center
3021.97 ft²
16 Guests
7 Bedrooms
5 Bathrooms
Free Cancellation
House
- Balcony/Terrace
- Parking
- Internet
د.إ.441/Night
For 7 Nights د.إ.3,085
9.8
Exceptional
(32 Reviews)
- Portland
- Orange Bay
- 2.22 mi to center
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Pool
- Balcony/Terrace
- Breakfast
د.إ.761/Night
For 7 Nights د.إ.5,325
9.4
Exceptional
(56 Reviews)
- Portland
- Orange Bay
- 2.02 mi to center
2200 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Villa
- Pool
- Ocean View
- Balcony/Terrace
د.إ.1,383/Night
For 7 Nights د.إ.9,681
8.4
Excellent
(8 Reviews)
- Portland
- Port Antonio
- 4.02 mi to center
4000 ft²
12 Guests
4 Bedrooms
4 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Pool
د.إ.2,472/Night
For 7 Nights د.إ.17,301
10.0
Exceptional
(11 Reviews)
- Portland
- Orange Bay
- 2.82 mi to center
350 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Hot Tub
- Pool
- Ocean View
د.إ.650/Night
For 7 Nights د.إ.4,550
Luxury Holiday Rentals in Portland
Over 528+ Luxury Holiday Rentals in or Near Portland
New
- Portland
- Port Antonio
- 4.98 mi to center
500 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Balcony/Terrace
- Kitchen
- Parking
د.إ.22,035/Night
For 7 Nights د.إ.154,245
New
- Portland
- Port Antonio
- 3.16 mi to center
5800 ft²
12 Guests
6 Bedrooms
6 Bathrooms
Family Friendly
Villa
- Private Pool
- Hot Tub
- Spa
د.إ.19,832/Night
For 7 Nights د.إ.138,821
New
- Portland
- Port Antonio
- 0.60 mi to center
23 Guests
10 Bedrooms
8 Bathrooms
Family Friendly
Villa
- Private Pool
- Pool
- Breakfast
د.إ.18,363/Night
For 7 Nights د.إ.128,538
New
- Portland
- Port Antonio
- 0.57 mi to center
8 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
Villa
- Private Pool
- Pool
- Balcony/Terrace
د.إ.15,425/Night
For 7 Nights د.إ.107,972
New
- Portland
- Port Antonio
- 3.19 mi to center
4499.31 ft²
9 Guests
4 Bedrooms
4 Bathrooms
Free Cancellation
Villa
- Private Beach
- Pool
- Ocean View
د.إ.14,690/Night
For 7 Nights د.إ.102,830
New
- Port Antonio
- Drapers
- 0.20 mi to center
8611 ft²
12 Guests
6 Bedrooms
7 Bathrooms
Ocean View
Villa
- Private Pool
- Oceanfront
- Spa
د.إ.9,119/Night
For 7 Nights د.إ.63,832
New
- Portland
- Orange Bay
- 3.33 mi to center
608 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Private Pool
- Pool
- Ocean View
د.إ.8,498/Night
For 7 Nights د.إ.59,487
10.0
Exceptional
(15 Reviews)
- Portland
- Port Antonio
- 4.23 mi to center
4500 ft²
10 Guests
5 Bedrooms
5 Bathrooms
Ocean View
Villa
- Oceanfront
- Hot Tub
- Ocean View
د.إ.6,427/Night
For 7 Nights د.إ.44,988
New
- Portland
- Orange Bay
- 3.20 mi to center
608 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Pool
- Ocean View
- Balcony/Terrace
د.إ.6,034/Night
For 7 Nights د.إ.42,237
Top-Rated Holiday Rentals with a Pool in Portland
Over 205+ The Best Private Villas and Holiday Rentals in Portland with a Pool
10.0
Exceptional
(63 Reviews)
- Portland
- Orange Bay
- 2.09 mi to center
1200 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Hot Tub
- Pool
- Ocean View
د.إ.878/Night
For 7 Nights د.إ.6,144
10.0
Exceptional
(34 Reviews)
- Portland
- Orange Bay
- 1.91 mi to center
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Pool
- Ocean View
- Balcony/Terrace
د.إ.1,010/Night
For 7 Nights د.إ.7,070
10.0
Exceptional
(26 Reviews)
- Portland
- Orange Bay
- 1.92 mi to center
1200 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Pool
- Ocean View
د.إ.1,047/Night
For 7 Nights د.إ.7,327
10.0
Exceptional
(11 Reviews)
- Portland
- Orange Bay
- 2.09 mi to center
2357.3 ft²
7 Guests
2 Bedrooms
3 Bathrooms
Ocean View
House
- Private Beach
- Oceanfront
- Pool
د.إ.2,045/Night
For 7 Nights د.إ.14,319
10.0
Exceptional
(11 Reviews)
- Portland
- Orange Bay
- 2.19 mi to center
8 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Pool
د.إ.1,795/Night
For 7 Nights د.إ.12,567
10.0
Exceptional
(8 Reviews)
- Portland
- Orange Bay
- 1.93 mi to center
1100 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Villa
- Pool
- Ocean View
- Balcony/Terrace
د.إ.1,035/Night
For 7 Nights د.إ.7,246
10.0
Exceptional
(6 Reviews)
- Portland
- Orange Bay
- 1.99 mi to center
10 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Hot Tub
- Pool
- Ocean View
د.إ.4,969/Night
For 7 Nights د.إ.34,782
10.0
Exceptional
(6 Reviews)
- Portland
- Orange Bay
- 2.07 mi to center
1100 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Villa
- Oceanfront
- Pool
- Ocean View
د.إ.666/Night
For 7 Nights د.إ.4,660
10.0
Exceptional
(4 Reviews)
- Portland
- Orange Bay
- 2.06 mi to center
1160 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Pool
- Ocean View
د.إ.859/Night
For 7 Nights د.إ.6,012
Pet-Friendly Holiday Rentals in Portland
Over 58+ Pet-Friendly Holiday Rentals in or Near Portland
New
- Portland
- Port Antonio
- 0.21 mi to center
2000 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Villa
- Breakfast
- Pet Friendly
- Kitchen
د.إ.747/Night
For 7 Nights د.إ.5,226
10.0
Exceptional
(3 Reviews)
- Port Antonio
- Snow Hill
- 0.42 mi to center
193.75 ft²
2 Guests
1 Bedroom
1 Bathroom
Free Cancellation
Apartment
- Private Pool
- Hot Tub
- Pool
د.إ.323/Night
For 7 Nights د.إ.2,262
10.0
Exceptional
(1 Review)
- Portland
- Port Antonio
- 0.33 mi to center
1000 ft²
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Ocean View
- Balcony/Terrace
د.إ.405/Night
For 7 Nights د.إ.2,835
10.0
Exceptional
(2 Reviews)
- Portland
- Port Antonio
- 1.06 mi to center
185.68 ft²
8 Guests
4 Bedrooms
4 Bathrooms
Free Cancellation
House
- Balcony/Terrace
- Pet Friendly
- Parking
د.إ.463/Night
For 7 Nights د.إ.3,239
9.6
Exceptional
(28 Reviews)
- Portland
- Orange Bay
- 2.22 mi to center
1160 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Pool
- Ocean View
د.إ.923/Night
For 7 Nights د.إ.6,460
9.2
Exceptional
(22 Reviews)
- Portland
- Orange Bay
- 2.08 mi to center
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Pool
د.إ.696/Night
For 7 Nights د.إ.4,873
9.2
Exceptional
(13 Reviews)
- Port Antonio
- Drapers
- 0.53 mi to center
1 ft²
14 Guests
7 Bedrooms
5 Bathrooms
Ocean View
Villa
- Private Pool
- Oceanfront
- Pool
د.إ.4,984/Night
For 7 Nights د.إ.34,885
8.0
Excellent
(6 Reviews)
8 Guests
4 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Ocean View
- View
د.إ.545/Night
For 7 Nights د.إ.3,812
7.0
Very Good
(2 Reviews)
- Portland
- Port Antonio
- 6.13 mi to center
40 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
د.إ.285/Night
For 7 Nights د.إ.1,994
Large Holiday Rentals and Private Villas in Portland
Over 108+ Large Holiday Rentals and Private Villas in or Near Portland
9.4
Exceptional
(13 Reviews)
- Portland
- Port Antonio
- 3.70 mi to center
10 Guests
5 Bedrooms
5 Bathrooms
Ocean View
Villa
- Private Pool
- Oceanfront
- Hot Tub
د.إ.3,140/Night
For 7 Nights د.إ.21,980
New
- Portland
- Windsor Castle
- 1.14 mi to center
139.93 ft²
8 Guests
4 Bedrooms
4 Bathrooms
Free Cancellation
Villa
- Parking
- Air Conditioner
- Child Friendly
د.إ.885/Night
For 7 Nights د.إ.6,196
10.0
Exceptional
(1 Review)
- Portland
- Saint Margarets Bay
- 0.37 mi to center
1 Bedroom
1 Bathroom
Ocean View
Villa
- Oceanfront
- Fireplace/Heating
- Ocean View
د.إ.1,087/Night
For 7 Nights د.إ.7,609
10.0
Exceptional
(1 Review)
- Portland
- Port Antonio
- 4.12 mi to center
3000 ft²
12 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
Villa
- Hot Tub
- Balcony/Terrace
- Kitchen
د.إ.5,154/Night
For 7 Nights د.إ.36,075
10.0
Exceptional
(1 Review)
- Port Antonio
- Snow Hill
- 0.46 mi to center
118.4 ft²
4 Guests
1 Bedroom
2 Bathrooms
Free Cancellation
Villa
- Balcony/Terrace
- View
- Parking
د.إ.973/Night
For 7 Nights د.إ.6,812
10.0
Exceptional
(1 Review)
- Portland
- Port Antonio
- 0.79 mi to center
20 Guests
10 Bedrooms
10 Bathrooms
Family Friendly
House
- Hot Tub
- Pool
- Balcony/Terrace
د.إ.564/Night
For 7 Nights د.إ.3,948
10.0
Exceptional
(1 Review)
- Portland
- Port Antonio
- 1.74 mi to center
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Villa
- Oceanfront
- Hot Tub
- Pool
د.إ.454/Night
For 7 Nights د.إ.3,180
9.8
Exceptional
(26 Reviews)
- Portland
- Orange Bay
- 6.48 mi to center
8444 ft²
14 Guests
5 Bedrooms
5 Bathrooms
Ocean View
Villa
- Private Pool
- Oceanfront
- Pool
د.إ.3,966/Night
For 7 Nights د.إ.27,764
9.4
Exceptional
(3 Reviews)
- Portland
- Orange Bay
- 3.02 mi to center
3 Guests
1 Bedroom
1 Bathroom
Ocean View
Villa
- Oceanfront
- Ocean View
- View
د.إ.832/Night
For 7 Nights د.إ.5,825
Wheelchair Accessible Holiday Homes in Portland
Over 30+ Wheelchair Accessible Holiday Homes in or Near Portland
New
- Portland
- Port Antonio
- 2.34 mi to center
8 Guests
4 Bedrooms
4 Bathrooms
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Pool
د.إ.4,619/Night
For 7 Nights د.إ.32,333
10.0
Exceptional
(1 Review)
- Port Antonio
- Fairy Hill
- 0.63 mi to center
150.69 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Kitchen
- Parking
- Internet
د.إ.294/Night
For 7 Nights د.إ.2,057
9.8
Exceptional
(20 Reviews)
- Portland
- Orange Bay
- 2.55 mi to center
1 Bathroom
Family Friendly
Resort
- Hot Tub
- Spa
- Pool
د.إ.1,927/Night
For 7 Nights د.إ.13,493
New
- Portland
- Port Antonio
- 0.23 mi to center
8 Guests
4 Bedrooms
4 Bathrooms
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Pool
د.إ.4,619/Night
For 7 Nights د.إ.32,333
9.6
Exceptional
(11 Reviews)
- Portland
- Port Antonio
- 3.57 mi to center
301.39 ft²
10 Guests
5 Bedrooms
5 Bathrooms
Free Cancellation
Villa
- Oceanfront
- Hot Tub
- Spa
د.إ.3,140/Night
For 7 Nights د.إ.21,980
New
- Portland
- Port Antonio
- 0.23 mi to center
6 Guests
3 Bedrooms
3 Bathrooms
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Pool
د.إ.3,463/Night
For 7 Nights د.إ.24,246
New
- Portland
- Port Antonio
- 0.23 mi to center
6 Guests
3 Bedrooms
3 Bathrooms
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Pool
د.إ.3,463/Night
For 7 Nights د.إ.24,246
New
- Portland
- Port Antonio
- 2.34 mi to center
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Pool
د.إ.2,311/Night
For 7 Nights د.إ.16,181
New
- Portland
- Port Antonio
- 0.23 mi to center
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Pool
د.إ.2,311/Night
For 7 Nights د.إ.16,181
Portland Private Villas and Holiday Homes Under $200
Over 300+ Portland Private Villas and Holiday Homes Under $200
10.0
Exceptional
(5 Reviews)
- Portland
- Port Antonio
- 0.77 mi to center
1 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Balcony/Terrace
- Kitchen
- Parking
د.إ.373/Night
For 7 Nights د.إ.2,615
7.0
Very Good
(1 Review)
1560.77 ft²
2 Guests
1 Bedroom
1 Bathroom
Free Cancellation
House
- Balcony/Terrace
- Parking
- Air Conditioner
د.إ.441/Night
For 7 Nights د.إ.3,085
9.8
Exceptional
(8 Reviews)
- Portland
- Port Antonio
- 5.62 mi to center
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Ocean View
- Balcony/Terrace
د.إ.253/Night
For 7 Nights د.إ.1,774
10.0
Exceptional
(3 Reviews)
1700 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Ocean View
- Balcony/Terrace
د.إ.496/Night
For 7 Nights د.إ.3,471
New
- Portland
- Orange Bay
- 2.10 mi to center
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Pool
- Parking
- Air Conditioner
د.إ.452/Night
For 7 Nights د.إ.3,162
10.0
Exceptional
(2 Reviews)
- Portland
- Port Antonio
- 0.96 mi to center
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Pool
- Balcony/Terrace
- Breakfast
د.إ.551/Night
For 7 Nights د.إ.3,856
10.0
Exceptional
(1 Review)
- Portland
- Orange Bay
- 3.56 mi to center
1000 ft²
2 Guests
1 Bedroom
2 Bathrooms
Family Friendly
Condo
- Hot Tub
- Pool
- Kitchen
د.إ.577/Night
For 7 Nights د.إ.4,040
10.0
Exceptional
(1 Review)
- Portland
- Port Antonio
- 1.18 mi to center
2 Guests
1 Bedroom
1 Bathroom
Couples Retreat
Bed & Breakfast
- Pool
- Balcony/Terrace
- Breakfast
د.إ.551/Night
For 7 Nights د.إ.3,856
10.0
Exceptional
(1 Review)
- Portland
- Port Antonio
- 1.20 mi to center
2 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
Bed & Breakfast
- Hot Tub
- Pool
- Balcony/Terrace
د.إ.551/Night
For 7 Nights د.إ.3,856
Instantly Bookable Holiday Homes in Portland
Over 217+ Instantly Bookable Holiday Homes in or Near Portland
8.8
Fabulous
(5 Reviews)
- Portland
- Orange Bay
- 2.71 mi to center
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Private Pool
- Oceanfront
- Hot Tub
د.إ.1,108/Night
For 7 Nights د.إ.7,753
New
- Portland
- Orange Bay
- 2.09 mi to center
1 Bedroom
1 Bathroom
Ocean View
House
- Hot Tub
- Pool
- Ocean View
د.إ.1,003/Night
For 7 Nights د.إ.7,018
10.0
Exceptional
(3 Reviews)
- Portland
- Orange Bay
- 2.09 mi to center
1163 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Pool
د.إ.2,023/Night
For 7 Nights د.إ.14,161
10.0
Exceptional
(2 Reviews)
- Portland
- Port Antonio
- 5.21 mi to center
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Kitchen
- Air Conditioner
- Internet
د.إ.1,238/Night
For 7 Nights د.إ.8,663
10.0
Exceptional
(1 Review)
3270 ft²
9 Guests
4 Bedrooms
4 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Pool
د.إ.2,479/Night
For 7 Nights د.إ.17,353
10.0
Exceptional
(1 Review)
1850 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Ocean View
- Balcony/Terrace
د.إ.1,040/Night
For 7 Nights د.إ.7,279
10.0
Exceptional
(1 Review)
- Portland
- Orange Bay
- 2.16 mi to center
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Pool
د.إ.1,036/Night
For 7 Nights د.إ.7,250
10.0
Exceptional
(1 Review)
- Portland
- Orange Bay
- 2.05 mi to center
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Condo
- Pool
- Ocean View
- Balcony/Terrace
د.إ.546/Night
For 7 Nights د.إ.3,819
10.0
Exceptional
(1 Review)
- Portland
- Port Antonio
- 3.65 mi to center
8 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Cottage
- Kitchen
- Parking
- Air Conditioner
د.إ.404/Night
For 7 Nights د.إ.2,828
Book a Last Minute Place to Stay in Portland
About Casai's Private Villas and Holiday Rentals in Portland
Discover more than 537 vacation rentals available in Portland. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Portland.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Portland, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Portland. On average, places to stay near Portland offer 635.19 ft², with nightly prices averaging د.إ.1,173.
With Casai, finding and comparing holiday rentals in Portland is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Portland
| Type | Count |
|---|---|
| Vacation Homes | 207 |
| Holiday Apartments | 119 |
| Villas | 86 |
| Cottages | 15 |
Use these Quick Filters to Find a Holiday Rental in Portland
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Portland.
Top Attractions Around Portland, JM
Casai offers a large selection of top attractions around Portland . Research things to do on your vacation before you visit Portland.
Other Places to Stay in Portland, JM
Frequently Asked Questions About Portland?
What are the top holiday rentals in Portland?
With numerous options available in Portland, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Portland:
- Private Luxury Beachfront/Oceanfront Townhome in Beautiful Negril, Jamaica
- Private Oasis in Negril: Beachfront Luxury!
- 'Sunset Vista' - Negril Seafront Townhouse - W/Solar Power
- Port Antonio Seaside Villa in Jamaica SeaStar
- Stunning Ocean View
- Stunning Ocean View
- Villa Sweet J - Run on Island Time
- Swim, Sleep and Exhale. Good for 1, perfect for 2 - 24hr security, Free Wifi
- The Sapphire | Negril Sunset Oceanfront Villa
- All Inclusive Negril Beachfront Family Villa located in a gated country club
How many holiday rentals have private pools in Portland?
Discover a selection of holiday rentals with private pools near Portland with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Tranquility Villa ~ Your Jamaica Home Away from Home!
- Master Room - Ferdie's Place
- All Nations Guesthouse
- CHARMING 2 BEDROOM HOME: 3 BEDS, SLEEPS 1-5, 24hr SECURITY, PRIVATE POOL & BEACH
Which holiday homes in Portland are best for families?
If you're searching for a family-friendly holiday home in Portland, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Portland:
- Secluded self contained cabin close to Blue lagoon
- Bird Bliss Burlington Portland
- Paradise at Little Bay Cournty Club
How many Casai.ae holiday rentals are available in Portland?
As of 2026, Casai boasts over 537 properties listed in the Portland area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Portland.
People Also Ask
Finding the best prices in Portland
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