Title: Portland Vacation Rentals from $93: Search Short-Term Rentals | Expedia.com

[Portland Travel Guide](https://expedia.com/Portland.dx6159622)[Portland Hotels](https://expedia.com/Destinations-In-Portland.d6159622.Hotel-Destinations)[Portland Flights](https://expedia.com/Destinations-In-Portland.d6159622.Flight-Destinations)[Car Rentals in Portland](https://expedia.com/Destinations-In-Portland.d6159622.Car-Rental-Destinations)[Portland Vacations](https://expedia.com/Portland.d6159622.Destination-Travel-Guides)

![#lifeatexpedia That blue, it just doesn’t stop! ](https://images.trvl-media.com/place/319626250106701481/3a4fc553-fc35-4cdc-9aaf-279302394926.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Kristi Miller

![](https://images.trvl-media.com/place/319626250106701481/3a4fc553-fc35-4cdc-9aaf-279302394926.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Top Cities in Portland

![Winnifred Beach which includes general coastal views as well as a small group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/110000/110325-Winnifred-Beach.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Port Antonio

[](https://expedia.com/Port-Antonio-Vacation-Rentals.d2855.Travel-Guide-VacationRentals)

## Our top choices for Portland vacation rentals

![Interior](https://images.trvl-media.com/lodging/39000000/38120000/38118900/38118878/a8fa68bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/39000000/38120000/38118900/38118878/558643d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/39000000/38120000/38118900/38118878/c18cf033.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/39000000/38120000/38118900/38118878/5dee4c22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Eco-Rustic Museum House & Art Stage between two beaches

[](https://www.expedia.com/Port-Antonio-Hotels-Eco-Rustic-House-Between-Two-Beaches.h38118878.Hotel-Information)

Port Antonio

7.0/10

Good

(2 reviews)

"Host was extremely Helpful and Kind. If you need a ride somewhere just ask. Walking distance to Beach and great places to eat. Its I nice Town with Friendly People. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Andrew

$70 nightly

$78 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Port-Antonio-Hotels-Eco-Rustic-House-Between-Two-Beaches.h38118878.Hotel-Information)

![2 bedrooms, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/115000000/114580000/114577900/114577850/d6611bbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/115000000/114580000/114577900/114577850/76439ae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/115000000/114580000/114577900/114577850/dcb78545.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/115000000/114580000/114577900/114577850/20865325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Port-Antonio-Hotels-DreamEscape-In-Fairy-Hill-Po-Your-Getaway-Near-Frenchman-Cove.h114577850.Hotel-Information)

Fairy Hill

8.0/10

Very Good

(1 review)

"The host was very welcoming, and miss Mariana was very kimd and friendly. Great place to stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Suzette

$125 nightly

$132 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Port-Antonio-Hotels-DreamEscape-In-Fairy-Hill-Po-Your-Getaway-Near-Frenchman-Cove.h114577850.Hotel-Information)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102170000/102161900/102161881/fbe4e978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/103000000/102170000/102161900/102161881/8f0f5ebc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102170000/102161900/102161881/e2463751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102170000/102161900/102161881/16b0e91b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kai's Place @ Tim Pappies 3rd Floor luxury villa

[](https://www.expedia.com/Port-Antonio-Hotels-Kais-Place-Tim-Pappies-3rd-Floor-Luxury-Villa.h102161881.Hotel-Information)

Port Antonio

10/10

Exceptional

(1 review)

"Totally recommend to stay at this accomodation!!!! The place was spectacular, looked exactly as the images provided!!! It is explained truthfully from the information provided.The ambiance of the place is so peaceful and relaxing!!! Double thumbs up to the hosts for being fantastic and welcoming!!!!"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Shanice M.

$124 nightly

$124 total

Feb 27 - Feb 28

Total with taxes and fees

[](https://www.expedia.com/Port-Antonio-Hotels-Kais-Place-Tim-Pappies-3rd-Floor-Luxury-Villa.h102161881.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/121000000/120300000/120298600/120298548/0caeff90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, toilet paper](https://images.trvl-media.com/lodging/121000000/120300000/120298600/120298548/a0aa726d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/121000000/120300000/120298600/120298548/6af0c9d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120300000/120298600/120298548/9e021eec_edited_597e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Port-Antonio-Hotels-Charming-New-2-BR.h120298548.Hotel-Information)

Snow District

$257 nightly

$291 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Port-Antonio-Hotels-Charming-New-2-BR.h120298548.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/46000000/45680000/45676200/45676142/ae1a5323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/46000000/45680000/45676200/45676142/46ce66ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45680000/45676200/45676142/87128253.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/46000000/45680000/45676200/45676142/f306e46b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Entire Luxury Apartment with contemporary decor

[](https://www.expedia.com/Bouvet-Island-Hotels-Vrbo-Property.h45676142.Hotel-Information)

Port Antonio

$263 nightly

$263 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Bouvet-Island-Hotels-Vrbo-Property.h45676142.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/77000000/76870000/76860100/76860023/52a06b00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/77000000/76870000/76860100/76860023/88cecf1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76870000/76860100/76860023/09933ef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76870000/76860100/76860023/d2de5ce4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hope Bay-Peaceful getaway w/ pool and steps to natural beach

[](https://www.expedia.com/Hope-Bay-Hotels-Hope-Bay-Peaceful-Getaway-W-Pool-And-Steps-To-Natural-Beach.h76860023.Hotel-Information)

Hope Bay

8.0/10

Very Good

(6 reviews)

"Good place to stay"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Fiona L.

$150 nightly

$150 total

Feb 28 - Mar 1

Total with taxes and fees

[](https://www.expedia.com/Hope-Bay-Hotels-Hope-Bay-Peaceful-Getaway-W-Pool-And-Steps-To-Natural-Beach.h76860023.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/92000000/91160000/91155900/91155804/b3b09d06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91160000/91155900/91155804/6152c56a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/92000000/91160000/91155900/91155804/bb31d634.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91160000/91155900/91155804/6b3f2811.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Boston-Bay-Hotels-Ahh-Boston-Beach.h91155804.Hotel-Information)

Boston Bay

$154 nightly

$154 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Boston-Bay-Hotels-Ahh-Boston-Beach.h91155804.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/68000000/67670000/67661100/67661042/f9e81320.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/68000000/67670000/67661100/67661042/14b92440.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/68000000/67670000/67661100/67661042/24429473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/68000000/67670000/67661100/67661042/66bf660a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Port Antonio East Side Villa

[](https://www.expedia.com/Port-Antonio-Hotels-Port-Antonio-East-Side-Villa.h67661042.Hotel-Information)

Port Antonio

$145 nightly

$145 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Port-Antonio-Hotels-Port-Antonio-East-Side-Villa.h67661042.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/92000000/91310000/91304900/91304895/eaf23896.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/92000000/91310000/91304900/91304895/89c4137e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91310000/91304900/91304895/97a02fe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/92000000/91310000/91304900/91304895/259b7d3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Large home in Portland Parrish

[](https://www.expedia.com/Large-Home-In-Portland-Parrish.h91304895.Hotel-Information)

Black Hill

$286 nightly

$286 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Large-Home-In-Portland-Parrish.h91304895.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/38000000/37280000/37276200/37276148/558ce0f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/38000000/37280000/37276200/37276148/18178de9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/38000000/37280000/37276200/37276148/1d909aed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, cookware/dishes/utensils](https://images.trvl-media.com/lodging/38000000/37280000/37276200/37276148/3a17ecde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The villa with ocean view

[](https://www.expedia.com/The-Ocean-View-Villa.h37276148.Hotel-Information)

Manchioneal

6.8/10

(3 reviews)

"The sea breeze was nice. The house was big and spacious but some parts were under construction. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveler

$76 nightly

$76 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/The-Ocean-View-Villa.h37276148.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/101000000/100440000/100430800/100430769/82201c4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/101000000/100440000/100430800/100430769/8f22b9c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100440000/100430800/100430769/aafaa0c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100440000/100430800/100430769/ab35523c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bright Country Apartment at Robin Hood guesthouse

[](https://www.expedia.com/Port-Antonio-Hotels-Bright-Country-Apartment.h100430769.Hotel-Information)

Port Antonio

$116 nightly

$116 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Port-Antonio-Hotels-Bright-Country-Apartment.h100430769.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/101000000/100510000/100507700/100507639/f8b29b87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/101000000/100510000/100507700/100507639/411250db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100510000/100507700/100507639/5f009b79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100510000/100507700/100507639/1c8f3922.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Upstairs Room with Terrace at RobinHood guesthouse

[](https://www.expedia.com/Port-Antonio-Hotels-Upstairs-Room-With-Terrace-Robin-Hood-Guesthouse.h100507639.Hotel-Information)

Port Antonio

$71 nightly

$71 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Port-Antonio-Hotels-Upstairs-Room-With-Terrace-Robin-Hood-Guesthouse.h100507639.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/101000000/100510000/100505400/100505333/59cd4c17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100510000/100505400/100505333/55ec3c1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/101000000/100510000/100505400/100505333/c98ae4d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100510000/100505400/100505333/8c92bc46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Jeff's Downstairs Room at Robin Hood guesthouse

[](https://www.expedia.com/Port-Antonio-Hotels-Jeffs-Downstairs-Room-Robin-Hood-Guesthouse.h100505333.Hotel-Information)

Port Antonio

$71 nightly

$71 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Port-Antonio-Hotels-Jeffs-Downstairs-Room-Robin-Hood-Guesthouse.h100505333.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/101000000/100730000/100724600/100724595/575c95ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100730000/100724600/100724595/e998597c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100730000/100724600/100724595/8b23725c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/101000000/100730000/100724600/100724595/280bcb62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### One Bedroom Sea View Villa, Frenchman's Cove Resort

[](https://www.expedia.com/Port-Antonio-Hotels-1-Bedroom-Sea-View-Villa.h100724595.Hotel-Information)

Drapers

$248 nightly

$280 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Port-Antonio-Hotels-1-Bedroom-Sea-View-Villa.h100724595.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/38000000/37620000/37610800/37610736/7c5d1b24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/38000000/37620000/37610800/37610736/5eead10e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/38000000/37620000/37610800/37610736/f748650e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/38000000/37620000/37610800/37610736/6c4bd279.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Ocean View Villa

[](https://www.expedia.com/The-Ocean-View-Villa.h37610736.Hotel-Information)

Portland

$89 nightly

$89 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/The-Ocean-View-Villa.h37610736.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/120000000/119580000/119570200/119570190/22a5ff9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom](https://images.trvl-media.com/lodging/120000000/119580000/119570200/119570190/736abc10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119580000/119570200/119570190/w2389h1284x194y0-219cbcce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119580000/119570200/119570190/515dc4dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ocean View Suite with Rooftop Lounge – Portland, Jamaica

[](https://www.expedia.com/Port-Antonio-Hotels-Ocean-View-Suite-With-Rooftop-Lounge-Portland.h119570190.Hotel-Information)

Snow Hill

$154 nightly

$177 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Port-Antonio-Hotels-Ocean-View-Suite-With-Rooftop-Lounge-Portland.h119570190.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/105000000/104830000/104820600/104820556/29aad673.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104830000/104820600/104820556/592377e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104830000/104820600/104820556/d9c4ab9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/105000000/104830000/104820600/104820556/886821d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### King’s Hidden Treasure 

[](https://www.expedia.com/Port-Antonio-Hotels-Kings-Hidden-Treasure.h104820556.Hotel-Information)

Fairy Hill

$115 nightly

$115 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Port-Antonio-Hotels-Kings-Hidden-Treasure.h104820556.Hotel-Information)

![Beach towels](https://images.trvl-media.com/lodging/115000000/114910000/114905200/114905102/e600332b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114910000/114905200/114905102/98192260.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114910000/114905200/114905102/1180d13e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114910000/114905200/114905102/999efabc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Port-Antonio-Hotels-Charming-2-Bedroom-House-With-AC.h114905102.Hotel-Information)

Port Antonio

$141 nightly

$141 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Port-Antonio-Hotels-Charming-2-Bedroom-House-With-AC.h114905102.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/101000000/100510000/100506300/100506245/94b156a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100510000/100506300/100506245/c33136ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/101000000/100510000/100506300/100506245/57cb5399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100510000/100506300/100506245/f36b10c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blue Balcony Room at Robin Hood guest house

[](https://www.expedia.com/Port-Antonio-Hotels-Blue-Balcony-Room-At-Robin-Hood-Guest-House.h100506245.Hotel-Information)

Port Antonio

$71 nightly

$71 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Port-Antonio-Hotels-Blue-Balcony-Room-At-Robin-Hood-Guest-House.h100506245.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/101000000/100510000/100507200/100507101/024aedf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/101000000/100510000/100507200/100507101/268c32a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/101000000/100510000/100507200/100507101/17955e67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100510000/100507200/100507101/d61a7195.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Downstairs Bedroom at Robin Hood guesthouse

[](https://www.expedia.com/Port-Antonio-Hotels-Our-Downstairs-Bedroom-In-Sherwood-Forest.h100507101.Hotel-Information)

Port Antonio

$71 nightly

$71 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Port-Antonio-Hotels-Our-Downstairs-Bedroom-In-Sherwood-Forest.h100507101.Hotel-Information)

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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## 

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## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Portland%2C+Jamaica&regionId=6159622&latLong=18.176361%2C-76.445929&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=CABIN)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Portland%2C+Jamaica&regionId=6159622&latLong=18.176361%2C-76.445929&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=VILLA)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Portland%2C+Jamaica&regionId=6159622&latLong=18.176361%2C-76.445929&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Portland%2C+Jamaica&regionId=6159622&latLong=18.176361%2C-76.445929&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=COTTAGE)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Portland%2C+Jamaica&regionId=6159622&latLong=18.176361%2C-76.445929&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=APARTMENT)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Portland%2C+Jamaica&regionId=6159622&latLong=18.176361%2C-76.445929&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=CONDO)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Portland%2C+Jamaica&regionId=6159622&latLong=18.176361%2C-76.445929&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=APART_HOTEL)

Residences

[](https://www.expedia.com/Hotel-Search?destination=Portland%2C+Jamaica&regionId=6159622&latLong=18.176361%2C-76.445929&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=RESIDENCE)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Portland%2C+Jamaica&regionId=6159622&latLong=18.176361%2C-76.445929&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=CHALET)

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## Top Portland Hotel Reviews

![ROK Hotel Kingston, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/72000000/71560000/71554900/71554883/3213ca97_y.jpg)

### ROK Hotel Kingston, Tapestry Collection by Hilton

10/10 Excellent

"Was excellent stay"

[](https://expedia.com/Kingston-Hotels-Rok-Hotel-Kingston-Tapestry-Collection-By-Hilton.h71554883.Hotel-Information)

![AC Hotel by Marriott Kingston, Jamaica](https://images.trvl-media.com/lodging/36000000/35560000/35559600/35559503/5af7ff9f_y.jpg)

### AC Hotel by Marriott Kingston, Jamaica

10/10 Excellent

"Great staff. "

[](https://expedia.com/Kingston-Hotels-AC-Hotel-By-Marriott-Kingston.h35559503.Hotel-Information)

![R Hotel Kingston](https://images.trvl-media.com/lodging/19000000/18990000/18989600/18989524/a675b6b0_y.jpg)

### R Hotel Kingston

10/10 Excellent

"Very clean and comfortable bed! Slept like a baby! It was a short stay - but the breakfast was very good! Staff - very courteous, helpful and friendly!"

[](https://expedia.com/Kingston-Hotels-R-Hotel-Kingston.h18989524.Hotel-Information)

![The Courtleigh Hotel and Suites](https://images.trvl-media.com/lodging/1000000/480000/470200/470179/a412135d_y.jpg)

### The Courtleigh Hotel and Suites

10/10 Excellent

"Staff was very professional, helpful and courteous!"

[](https://expedia.com/Kingston-Hotels-The-Courtleigh-Hotel-And-Suites.h470179.Hotel-Information)

![Match Resort Hotel](https://images.trvl-media.com/lodging/12000000/11740000/11731200/11731183/9a155882_y.jpg)

### Match Resort Hotel

10/10 Excellent

"clean room "

[](https://expedia.com/Port-Antonio-Hotels-Match-Resort-Hotel.h11731183.Hotel-Information)

![Sea Cliff Resort](https://images.trvl-media.com/lodging/17000000/16020000/16015600/16015510/93c0f924_y.jpg)

### Sea Cliff Resort

10/10 Excellent

"I had a great stay. The room was very clean and well maintained, and the check-in process was seamless and efficient. The manager was especially helpful and accommodating, which really made the experience even better. I would definitely recommend this hotel and would stay here again."

[](https://expedia.com/Port-Antonio-Hotels-Sea-Cliff-Resort.h16015510.Hotel-Information)

![Jamaica Palace Hotel](https://images.trvl-media.com/lodging/1000000/600000/597000/596970/07f4439e_y.jpg)

### Jamaica Palace Hotel

10/10 Excellent

"Clean room snd bathroom friendly and helpful staff."

[](https://expedia.com/Port-Antonio-Hotels-Jamaica-Palace-Hotel.h596970.Hotel-Information)

![S Hotel Kingston](https://images.trvl-media.com/lodging/3000000/2460000/2450100/2450088/57e4091f_y.jpg)

### S Hotel Kingston

10/10 Excellent

"Room was spotless, excellent staff, great location, superb restaurants and Dwight, the tour guide assigned to the hotel through their transportation services was outstanding. "

[](https://expedia.com/Kingston-Hotels-The-Spanish-Court-Hotel.h2450088.Hotel-Information)

![Jamaica Colors Eco-Retreat Hotel and Spa](https://images.trvl-media.com/lodging/84000000/83770000/83764300/83764245/1de72ac7_y.jpg)

### Jamaica Colors Eco-Retreat Hotel and Spa

10/10 Excellent

"Staff was friendly. My kids enjoyed the pool and the grounds. The room was clean and comfortable and the breakfast was delicious. The views from the pool is juat amazingly beautiful. Definitely recommend."

[](https://expedia.com/Jamaica-Colors-Eco-Retreat-Hotel-And-Spa.h83764245.Hotel-Information)

## Find out more about Portland

## Discover your perfect Portland vacation rental with Expedia

#### How many vacation rentals are available in Portland? 
  
Expedia has plenty of vacation rentals to choose from in and around Portland, so you’re guaranteed to find the right one for you. 
  
#### How much is a vacation rental in Portland? 
  
The selection of Portland vacation rentals we have selected for you start as low as $93 per night. Entering your travel dates in the search wizard you might find even better deals! 
  
#### What type of vacation rental can I get in Portland? 
  
Vacation rentals in Portland come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Portland vacation rentals to suit everyone. 
  
#### Why should I choose a vacation rental in Portland? 
  
 Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Portland vacation rental often works out to be a fantastic, cost-effective option for [groups](https://www.expedia.com/lp/b/vr/large) and [families](https://www.expedia.com/lp/b/vr/family) visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. 
  
#### How do I find the best deal on a vacation rental in Portland? 
  
 Find vacation rentals in Portland by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Portland. 
  
#### What amenities are available in a vacation rental in Portland? 
  
 The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a [swimming pool](https://www.expedia.com/lp/b/vr/private-pool) is more your thing. Of course, there’s always the treat of having [your own hot tub](https://www.expedia.com/lp/b/vr/hot-tub). Expedia has a vast range of amenities in Portland vacation rentals designed to suit every budget and trip type. 
  
#### When is the best time to stay in a vacation rental in Portland? 
  
 Everytime is a great time to head to Portland! Staying in a Portland vacation rentals you will always find lots going on to keep you entertained. 
  
#### Why book a vacation rental with Expedia? 
  
 Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Portland. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Portland vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Portland, you can save even more. 
  
#### Can I cancel my vacation rental through Expedia? 
  
 Yes, you can cancel or change your Portland vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted. 
  
## Explore a world of travel with Expedia

- Popular Portland Cities
- All accommodation types in Portland

- [Port Antonio Vacation Rentals ](https://expedia.com/Port-Antonio-Vacation-Rentals.d2855.Travel-Guide-VacationRentals)
- [Long Bay Vacation Rentals ](https://expedia.com/Long-Bay-Vacation-Rentals.d6237109.Travel-Guide-VacationRentals)
- [Rural Hill Vacation Rentals ](https://expedia.com/Rural-Hill-Vacation-Rentals.d6237272.Travel-Guide-VacationRentals)
- [Buff Bay Vacation Rentals ](https://expedia.com/Buff-Bay-Vacation-Rentals.d553248635974804686.Travel-Guide-VacationRentals)
- [Hope Bay Vacation Rentals ](https://expedia.com/Hope-Bay-Vacation-Rentals.d553248635942909793.Travel-Guide-VacationRentals)

- [Vacation Homes in Portland ](https://expedia.com/Portland-Private-Vacation-Homes.d6159622-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Villas in Portland ](https://expedia.com/Portland-Villas.d6159622-aaVillas.Travel-Guide-Accommodation)
- [Guest Houses in Portland ](https://expedia.com/Portland-Guest-Houses.d6159622-aaGuestHouses.Travel-Guide-Accommodation)
- [B&B in Portland ](https://expedia.com/Portland-Bed-And-Breakfast.d6159622-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Cabin Rentals in Portland ](https://expedia.com/Portland-Cabins.d6159622-aaCabins.Travel-Guide-Accommodation)
- [Resorts in Portland ](https://expedia.com/Portland-Resorts.d6159622-aaResorts.Travel-Guide-Accommodation)

### Expedia's Latest Trends

Hotels

- [All-inclusive Resorts in Saint James](https://expedia.com/Destinations-In-Saint-James-All-Inclusive-Hotel.0-0-d6159625-tAllinclusiveHotel.Hotel-Filter-Destinations)
- [All-inclusive Resorts in Hanover](https://expedia.com/Destinations-In-Hanover-All-Inclusive-Hotel.0-0-d6232669-tAllinclusiveHotel.Hotel-Filter-Destinations)
- [All-inclusive Resorts in Saint Mary](https://expedia.com/Destinations-In-Saint-Mary-All-Inclusive-Hotel.0-0-d6159627-tAllinclusiveHotel.Hotel-Filter-Destinations)
- [All-inclusive Resorts in Saint Elizabeth](https://expedia.com/Destinations-In-Saint-Elizabeth-All-Inclusive-Hotel.0-0-d6232673-tAllinclusiveHotel.Hotel-Filter-Destinations)
- [All-inclusive Resorts in Trelawny](https://expedia.com/Destinations-In-Trelawny-All-Inclusive-Hotel.0-0-d6159629-tAllinclusiveHotel.Hotel-Filter-Destinations)
- [Hotels in Saint Thomas](https://expedia.com/Destinations-In-Saint-Thomas.d6232737.Hotel-Destinations)
- [All-inclusive Resorts in Saint Ann](https://expedia.com/Destinations-In-Saint-Ann-All-Inclusive-Hotel.0-0-d6232727-tAllinclusiveHotel.Hotel-Filter-Destinations)
- [Hotels in Clarendon](https://expedia.com/Destinations-In-Clarendon.d6232724.Hotel-Destinations)
- [Beach Hotels in Trelawny](https://expedia.com/Destinations-In-Trelawny-Beach-Hotel.0-0-d6159629-tBeachHotel.Hotel-Filter-Destinations)
- [All-inclusive Resorts in Westmoreland](https://expedia.com/Destinations-In-Westmoreland-All-Inclusive-Hotel.0-0-d6159782-tAllinclusiveHotel.Hotel-Filter-Destinations)

Flights

- [Cheap Flights to Saint Mary](https://expedia.com/Destinations-In-Saint-Mary.d6159627.Flight-Destinations)
- [Cheap Flights to Saint Ann](https://expedia.com/Destinations-In-Saint-Ann.d6232727.Flight-Destinations)
- [Cheap Flights to Saint Thomas](https://expedia.com/Destinations-In-Saint-Thomas.d6232737.Flight-Destinations)

Activities

- [Things to do in Clarendon](https://expedia.com/Things-To-Do-In-Clarendon.d6232724.Travel-Guide-Activities)
- [Things to do in Saint Andrew](https://expedia.com/Things-To-Do-In-Saint-Andrew.d3000431989.Travel-Guide-Activities)
- [Things to do in Saint Ann](https://expedia.com/Things-To-Do-In-Saint-Ann.d6232727.Travel-Guide-Activities)
- [Things to do in Hanover](https://expedia.com/Things-To-Do-In-Hanover.d6232669.Travel-Guide-Activities)
- [Things to do in Westmoreland](https://expedia.com/Things-To-Do-In-Westmoreland.d6159782.Travel-Guide-Activities)
- [Things to do in Saint Catherine](https://expedia.com/Things-To-Do-In-Saint-Catherine.d6232729.Travel-Guide-Activities)
- [Things to do in Trelawny](https://expedia.com/Things-To-Do-In-Trelawny.d6159629.Travel-Guide-Activities)
- [Things to do in Saint Elizabeth](https://expedia.com/Things-To-Do-In-Saint-Elizabeth.d6232673.Travel-Guide-Activities)
- [Things to do in Saint Mary](https://expedia.com/Things-To-Do-In-Saint-Mary.d6159627.Travel-Guide-Activities)

Packages

- [Clarendon Vacation Packages](https://expedia.com/Clarendon.d6232724.Destination-Travel-Guides)
- [Hanover Vacation Packages](https://expedia.com/Hanover.d6232669.Destination-Travel-Guides)

General

- [Visit Westmoreland](https://expedia.com/Westmoreland.dx6159782)
- [Visit Saint Mary](https://expedia.com/Saint-Mary.dx6159627)
- [Visit Saint Andrew](https://expedia.com/Saint-Andrew.dx3000431989)
- [Visit Saint Ann](https://expedia.com/Saint-Ann.dx6232727)
- [Visit Manchester](https://expedia.com/Manchester.dx6232719)
- [Visit Trelawny](https://expedia.com/Trelawny.dx6159629)