Title: Portland Vacation Rentals from $96: 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)

## 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

![Villa, 1 King Bed, Non Smoking | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/33000000/32730000/32724300/32724294/7740d0e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, 1 King Bed, Non Smoking | Living room | Flat-screen TV](https://images.trvl-media.com/lodging/33000000/32730000/32724300/32724294/1fa8fa57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hallway](https://images.trvl-media.com/lodging/33000000/32730000/32724300/32724294/eacc5e3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, 1 King Bed, Non Smoking | Living room | Flat-screen TV](https://images.trvl-media.com/lodging/33000000/32730000/32724300/32724294/c462ecc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Grand Sinopia Inn Portland

[](https://www.expedia.com/Port-Antonio-Hotels-The-Grand-Sinopia-Inn-Portland.h32724294.Hotel-Information)

Port Antonio

$608 nightly

$664 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Port-Antonio-Hotels-The-Grand-Sinopia-Inn-Portland.h32724294.Hotel-Information)

![Lobby sitting area](https://images.trvl-media.com/lodging/37000000/36470000/36462700/36462638/2ec4f3fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/37000000/36470000/36462700/36462638/dbfd266b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Room, 1 Queen Bed | Blackout drapes, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/37000000/36470000/36462700/36462638/e57be092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kingvilla

[](https://www.expedia.com/Port-Morant-Hotels-Kingvilla.h36462638.Hotel-Information)

Port Morant

$85 nightly

$95 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Port-Morant-Hotels-Kingvilla.h36462638.Hotel-Information)

![Economy Studio | 2 bedrooms, hypo-allergenic bedding, in-room safe, iron/ironing board](https://images.trvl-media.com/lodging/10000000/9680000/9678100/9678010/f0470347.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Economy Studio | Private kitchen | Microwave, toaster, cookware/dishes/utensils, kitchen islands](https://images.trvl-media.com/lodging/10000000/9680000/9678100/9678010/edd91fa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Basic Townhome, Multiple Bedrooms, Kitchen | Living area | 32-inch Smart TV with digital channels](https://images.trvl-media.com/lodging/10000000/9680000/9678100/9678010/7be7c3c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/10000000/9680000/9678100/9678010/a7fc400c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Gardens

[](https://www.expedia.com/Kingston-Hotels-The-Gardens.h9678010.Hotel-Information)

Barbican

7.4/10

Good

(58 reviews)

"Safe and secure environment. Quiet and clean. Very comfy room for short stays. A little hard to locate based on gps (located off the main road, but my gps had me turn several times for no reason) but good otherwise. Would recommend. "

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

Patra

$95 nightly

$96 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Kingston-Hotels-The-Gardens.h9678010.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120720000/120711400/120711317/3f3f8da5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Apartment, Mountain View | Bathroom](https://images.trvl-media.com/lodging/121000000/120720000/120711400/120711317/f285ecc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![43-inch Smart TV with digital channels, Netflix, Hulu](https://images.trvl-media.com/lodging/121000000/120720000/120711400/120711317/1b3745dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Apartment, Mountain View | Terrace/patio](https://images.trvl-media.com/lodging/121000000/120720000/120711400/120711317/186e91ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Can sleep 7 people with private parking

[](https://www.expedia.com/Aeolus-Valley-Hotels-Can-Sleep-7-People-With-Private-Parking.h120711317.Hotel-Information)

Aeolus Valley

$127 nightly

$148 total

Feb 12 - Feb 13

Total with taxes and fees

[](https://www.expedia.com/Aeolus-Valley-Hotels-Can-Sleep-7-People-With-Private-Parking.h120711317.Hotel-Information)

![Exclusive Cabin | Terrace/patio](https://images.trvl-media.com/lodging/103000000/102900000/102894900/102894828/1dccee7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment, 4 Bedrooms | Free WiFi](https://images.trvl-media.com/lodging/103000000/102900000/102894900/102894828/040d803d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exclusive Cabin | Free WiFi](https://images.trvl-media.com/lodging/103000000/102900000/102894900/102894828/be0a8ae1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Elite Suite | Living area](https://images.trvl-media.com/lodging/103000000/102900000/102894900/102894828/865be3ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Reggae Legends Estate

[](https://www.expedia.com/Kingston-Hotels-Reggae-Legends-Estate.h102894828.Hotel-Information)

Jack's Hill

9.8/10

Exceptional

(6 reviews)

"Getting up on the hill was definitely a new experience but the place , view and employees were amazing. Owner himself made sure we had everything we needed , accommodated when needed even suggested places we should visit. Loved the experience and view was breath taking "

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

Anthony

$269 nightly

$310 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Kingston-Hotels-Reggae-Legends-Estate.h102894828.Hotel-Information)

![Luxury Apartment, 2 Bedrooms, 2 Bathrooms, City View | 2 bedrooms, Egyptian cotton sheets, premium bedding, in-room safe](https://images.trvl-media.com/lodging/18000000/17510000/17507200/17507129/2031acde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Royale Guest Apartment

[](https://www.expedia.com/Kingston-Hotels-Casa-Royale-Guest-Apartment.h17507129.Hotel-Information)

Molynes Gardens

9.6/10

Exceptional

(67 reviews)

"Place was very clean and comfortable."

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

Demar

[](https://www.expedia.com/Kingston-Hotels-Casa-Royale-Guest-Apartment.h17507129.Hotel-Information)

![Apartment | Living area](https://images.trvl-media.com/lodging/119000000/118680000/118676800/118676784/w923h613x5y0-b8901985.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/119000000/118680000/118676800/118676784/5f9fa57f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Private kitchen](https://images.trvl-media.com/lodging/119000000/118680000/118676800/118676784/w955h714x3y0-e64e8aac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Bathroom](https://images.trvl-media.com/lodging/119000000/118680000/118676800/118676784/a9e0f316.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Cozy 1BR Stay in New Kingston

[](https://www.expedia.com/Kingston-Hotels-Modern-Cozy-1BR-Stay-In-New-Kingston.h118676784.Hotel-Information)

New Kingston

$213 nightly

$246 total

Feb 10 - Feb 11

Total with taxes and fees

[](https://www.expedia.com/Kingston-Hotels-Modern-Cozy-1BR-Stay-In-New-Kingston.h118676784.Hotel-Information)

![Premium bedding, pillowtop beds, individually furnished, blackout drapes](https://images.trvl-media.com/lodging/102000000/101090000/101081400/101081400/3d7ef1e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![50-inch LED TV with cable channels, Netflix, streaming services](https://images.trvl-media.com/lodging/102000000/101090000/101081400/101081400/47d1ff0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, individually furnished, blackout drapes](https://images.trvl-media.com/lodging/102000000/101090000/101081400/101081400/0cd6660b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room dining](https://images.trvl-media.com/lodging/102000000/101090000/101081400/101081400/5c8207ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

###  Sweet Kensville

[](https://www.expedia.com/Kingston-Hotels-Avant.h101081400.Hotel-Information)

New Kingston

9.4/10

Exceptional

(3 reviews)

"Great stay"

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

Steve

$178 nightly

$206 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Kingston-Hotels-Avant.h101081400.Hotel-Information)

![Family House, Garden View | Private kitchen | Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109990000/109981200/109981158/138c4d2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family House, Garden View | Living area](https://images.trvl-media.com/lodging/110000000/109990000/109981200/109981158/caef3e00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family House, Garden View | 2 bedrooms, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/110000000/109990000/109981200/109981158/e0c57e06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family House, Garden View | Living area](https://images.trvl-media.com/lodging/110000000/109990000/109981200/109981158/cfe793d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Phoenix Park Villas Portmore

[](https://www.expedia.com/Portmore-Hotels-Phoenix-Park-Villas-Portmore.h109981158.Hotel-Information)

Portmore

10/10

Exceptional

(5 reviews)

"I will definitely recommend that you stay here is so peaceful security are strictly on point with everything and the comfort of the home is great will be staying back for sure ."

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

Kimoya

$241 nightly

$278 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Portmore-Hotels-Phoenix-Park-Villas-Portmore.h109981158.Hotel-Information)

![Deluxe Studio Suite, 1 King Bed, Refrigerator & Microwave, Mountain View | 1 bedroom, premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/18000000/17470000/17467000/17466977/5a6e6f7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Apartment, 1 Bedroom, Non Smoking, Refrigerator & Microwave | Living area | Flat-screen TV, Netflix](https://images.trvl-media.com/lodging/18000000/17470000/17467000/17466977/9cea752b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Apartment, 1 Bedroom, Non Smoking, Refrigerator & Microwave | Living area | Flat-screen TV, Netflix](https://images.trvl-media.com/lodging/18000000/17470000/17467000/17466977/d042b39e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/18000000/17470000/17467000/17466977/f5b25a31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Abacus Jamaica the Zana Suite

[](https://www.expedia.com/Kingston-Hotels-Abacus-Jamaica-The-Zana-Suite.h17466977.Hotel-Information)

Constant Spring

8.2/10

Very Good

(65 reviews)

"Great spot for a quiet stay, staff was extremely helpful."

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

Hopeton

$121 nightly

$135 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Kingston-Hotels-Abacus-Jamaica-The-Zana-Suite.h17466977.Hotel-Information)

![House | Beach](https://images.trvl-media.com/lodging/96000000/95700000/95697700/95697634/95d71285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Exterior](https://images.trvl-media.com/lodging/96000000/95700000/95697700/95697634/ca73843e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Living area | TV](https://images.trvl-media.com/lodging/96000000/95700000/95697700/95697634/6a86c449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | View from property](https://images.trvl-media.com/lodging/96000000/95700000/95697700/95697634/57bddcce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### House - Sleeps 6 - Patio - Parking

[](https://www.expedia.com/Port-Morant-Hotels-Stunning-5-Bed.h95697634.Hotel-Information)

Port Morant

$148 nightly

$172 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Port-Morant-Hotels-Stunning-5-Bed.h95697634.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92160000/92150500/92150486/7cc9a206.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/93000000/92160000/92150500/92150486/e9524ed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92160000/92150500/92150486/90431a70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/93000000/92160000/92150500/92150486/4d51c78f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tapioca Village Retreat

[](https://www.expedia.com/Tapioca-Village-Retreat.h92150486.Hotel-Information)

Castleton

6.0/10

(2 reviews)

"There is so much nature and friendliness! "

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

Günter

$80 nightly

$93 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Tapioca-Village-Retreat.h92150486.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/120000000/119470000/119466100/119466035/1c2ea778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 outdoor pools](https://images.trvl-media.com/lodging/120000000/119470000/119466100/119466035/434c6325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathroom](https://images.trvl-media.com/lodging/120000000/119470000/119466100/119466035/f0642b3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Condo | Extra beds](https://images.trvl-media.com/lodging/120000000/119470000/119466100/119466035/cc5524bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Premium Suite at The Vineyards

[](https://www.expedia.com/Kingston-Hotels-Premium-Suite-At-The-Vineyards.h119466035.Hotel-Information)

Kingston

$277 nightly

$320 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Kingston-Hotels-Premium-Suite-At-The-Vineyards.h119466035.Hotel-Information)

![Design Apartment, 2 Bedrooms, Non Smoking, Kitchen | 2 bedrooms, Egyptian cotton sheets, premium bedding, in-room safe](https://images.trvl-media.com/lodging/12000000/11310000/11306500/11306423/aeab00ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Design Apartment, 2 Bedrooms, Non Smoking, Kitchen | Living area | 50-inch flat-screen TV with cable channels, TV, DVD player](https://images.trvl-media.com/lodging/12000000/11310000/11306500/11306423/9852e46f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/12000000/11310000/11306500/11306423/ea4f5a29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Design Apartment, 2 Bedrooms, Non Smoking, Kitchen | Living area | 50-inch flat-screen TV with cable channels, TV, DVD player](https://images.trvl-media.com/lodging/12000000/11310000/11306500/11306423/2eaa08ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Alexandria Guest Apartment

[](https://www.expedia.com/Kingston-Hotels-Casa-Alexandria-Guest-Apartment.h11306423.Hotel-Information)

Constant Spring

9.6/10

Exceptional

(55 reviews)

"Kevin and Tasha are good hosts. The apartment looks newly renovated. The beds are very comfortable and the complex is very quiet."

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

Kevin

[](https://www.expedia.com/Kingston-Hotels-Casa-Alexandria-Guest-Apartment.h11306423.Hotel-Information)

![Studio, Balcony | Free WiFi](https://images.trvl-media.com/lodging/119000000/118710000/118703600/118703555/w960h714x2y0-23302f38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio, Balcony | Bathroom](https://images.trvl-media.com/lodging/119000000/118710000/118703600/118703555/31c80576.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio, Balcony | In-room dining](https://images.trvl-media.com/lodging/119000000/118710000/118703600/118703555/26357471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio, Balcony | Private kitchen](https://images.trvl-media.com/lodging/119000000/118710000/118703600/118703555/06cb67d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish Studio in Chelsea Manor

[](https://www.expedia.com/Kingston-Hotels-Stylish-Studio-In-Chelsea-Manor.h118703555.Hotel-Information)

New Kingston

8.0/10

Very Good

(2 reviews)

"I loved that it was private and the staff was very welcoming everything was exactly what i wanted. I definitely would book agsin everything was so clean and neat"

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

DONNA

$261 nightly

$302 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Kingston-Hotels-Stylish-Studio-In-Chelsea-Manor.h118703555.Hotel-Information)

![Family House, 2 Bedrooms, Accessible, Garden View | 2 bedrooms, Egyptian cotton sheets, premium bedding, in-room safe](https://images.trvl-media.com/lodging/14000000/13090000/13081000/13080939/1c5629b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![50-inch flat-screen TV with cable channels, TV, DVD player](https://images.trvl-media.com/lodging/14000000/13090000/13081000/13080939/0fb66e83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/14000000/13090000/13081000/13080939/34ed618c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Signature Villa, 2 Bedrooms, Accessible, Garden View | 2 bedrooms, Egyptian cotton sheets, premium bedding, in-room safe](https://images.trvl-media.com/lodging/14000000/13090000/13081000/13080939/5d2e02f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Victoria Golf Retreat

[](https://www.expedia.com/Kingston-Hotels-Casa-Victoria-Golf-Retreat.h13080939.Hotel-Information)

Kingston

9.6/10

Exceptional

(74 reviews)

"Our stay was very comfortable and relaxing,we didn't stay in but it had all the nesscessary things that we were looking for. I would recommend it to anyone who are travelling with their family to stay there.lovely place,!!"

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

Desmond

$217 nightly

$238 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Kingston-Hotels-Casa-Victoria-Golf-Retreat.h13080939.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106080000/106074600/106074531/a95c9d31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, Kitchen, Courtyard View | 2 bedrooms, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/107000000/106080000/106074600/106074531/efdcc75d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106080000/106074600/106074531/14c9fd01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, Kitchen, Courtyard View | Private kitchen](https://images.trvl-media.com/lodging/107000000/106080000/106074600/106074531/7925ab33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Serenity Oasis Apartment 

[](https://www.expedia.com/Spanish-Town-Hotels-Serenity-Oasis-Apartment.h106074531.Hotel-Information)

Spanish Town

$115 nightly

$133 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Spanish-Town-Hotels-Serenity-Oasis-Apartment.h106074531.Hotel-Information)

![Premium Apartment, 2 Bedrooms, Mountain View | Private kitchen | Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/17000000/16790000/16781000/16780973/a82e5f72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Apartment, 2 Bedrooms, Mountain View | Private kitchen | Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/17000000/16790000/16781000/16780973/f55a6075.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Apartment, 2 Bedrooms, Mountain View | Terrace/patio](https://images.trvl-media.com/lodging/17000000/16790000/16781000/16780973/96c73b30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Apartment, 2 Bedrooms, Mountain View | Living room | 50-inch flat-screen TV with cable channels, TV, DVD player](https://images.trvl-media.com/lodging/17000000/16790000/16781000/16780973/7728605e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Caribe Estate Guest Apartment I

[](https://www.expedia.com/Portmore-Hotels-Caribe-Estate-Guest-Apartment-I.h16780973.Hotel-Information)

Greater Portmore

10/10

Exceptional

(5 reviews)

"The entire set up was amazing and what i liked most was the communication and hospitality service..."

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

Anonymous traveler

[](https://www.expedia.com/Portmore-Hotels-Caribe-Estate-Guest-Apartment-I.h16780973.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/10000000/9680000/9678900/9678841/51dab38b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Apartment, 2 Bedrooms, 2 Bathrooms, City View | 1 bedroom, Egyptian cotton sheets, premium bedding, in-room safe](https://images.trvl-media.com/lodging/10000000/9680000/9678900/9678841/a8faef2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Apartment, 2 Bedrooms, 2 Bathrooms, City View | Private kitchen | Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/10000000/9680000/9678900/9678841/76d83379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Apartment, 2 Bedrooms, 2 Bathrooms, City View | Living area | 50-inch flat-screen TV with cable channels, TV, DVD player](https://images.trvl-media.com/lodging/10000000/9680000/9678900/9678841/a8343d88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Tianna Guest Apartments

[](https://www.expedia.com/Kingston-Hotels-Casa-Tianna-Guest-Apartments.h9678841.Hotel-Information)

Havendale

9.2/10

Wonderful

(54 reviews)

"We had a three night stay here and it was magnificent! We had a quiet night just drinking a couple of beers on the master balcony. Damian was an attentive, host Excellent place to stay in Kingston!"

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

Deborah

$230 nightly

$245 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Kingston-Hotels-Casa-Tianna-Guest-Apartments.h9678841.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/17000000/16730000/16727600/16727540/b3e5ba01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom, Kitchen, Mountain View | In-room dining](https://images.trvl-media.com/lodging/17000000/16730000/16727600/16727540/1ef3c839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom, Kitchen, Mountain View | Living room | 50-inch flat-screen TV with cable channels, TV, DVD player](https://images.trvl-media.com/lodging/17000000/16730000/16727600/16727540/e57449a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom, Kitchen, Mountain View | 1 bedroom, Egyptian cotton sheets, premium bedding, in-room safe](https://images.trvl-media.com/lodging/17000000/16730000/16727600/16727540/026784c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New Kingston Apt at Wellington Cove

[](https://www.expedia.com/Kingston-Hotels-New-Kingston-Apt-At-Wellington-Cove.h16727540.Hotel-Information)

Liguanea

8.0/10

Very Good

(9 reviews)

"I rented this apartment for about a week during business presentation in Kingston. The staff were helpful, detailed and kind. Also, the location and general layout is very safe and well-kept. I appreciated having laundry appliances and a full kitchen with pots and pans so that I could cook, too. Security guards at gate 24/7 plus staff on WhatsApp made me feel like everything was always taken care of. Also, I was concerned about mosquitos, but the apartment is set up so that they basically...

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

Melanie

$221 nightly

$234 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Kingston-Hotels-New-Kingston-Apt-At-Wellington-Cove.h16727540.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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-02-22&endDate=2026-02-23&regionId=6159622&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Villas

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Cabins

[](https://www.expedia.com/Hotel-Search?destination=Portland%2C+Jamaica&regionId=6159622&latLong=18.176361%2C-76.445929&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=CABIN)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Portland%2C+Jamaica&regionId=6159622&latLong=18.176361%2C-76.445929&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Portland%2C+Jamaica&regionId=6159622&latLong=18.176361%2C-76.445929&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=APARTMENT)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Portland%2C+Jamaica&regionId=6159622&latLong=18.176361%2C-76.445929&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=COTTAGE)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Portland%2C+Jamaica&regionId=6159622&latLong=18.176361%2C-76.445929&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=CONDO)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Portland%2C+Jamaica&regionId=6159622&latLong=18.176361%2C-76.445929&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&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=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=RESIDENCE)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Portland%2C+Jamaica&regionId=6159622&latLong=18.176361%2C-76.445929&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=CHALET)

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## Top Portland Hotel Reviews

![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

"I had a wonderful stay at The Courtleigh Hotel and Suites from last Sunday until today. Everything was excellent. The staff were friendly, caring, and truly welcoming from start to finish. The front desk team was always helpful and kind, making check-in and any questions easy and stress-free. Housekeeping was absolutely superb—special thanks to Nadia, who kept my room spotless every single day. Her hospitality and attention to detail did not go unnoticed. The complimentary breakfast was always fresh and delicious. Big thanks to the chef and all the dining room staff for consistently great service. Overall, shout-out to all the staff, even though I don’t remember everyone’s name. Your professionalism and warmth made this stay special. One love ❤️ I’ll definitely be back—no other hotel for me. Courtleigh all the way. "

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

"Everything good "

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

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

### S Hotel Kingston

10/10 Excellent

"The staff was wonderful "

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

![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

"The staff really stood out for my husband and I! The most polite staff on the island of Jamaica. Made us feel very welcome "

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

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

### R Hotel Kingston

10/10 Excellent

"Excellent service "

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

![Geejam](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211904/48b4eb11_y.jpg)

### Geejam

10/10 Excellent

"Our stay at Geejam was amazing, hotel rooms were large and really cool decor, the environment and views were spectacular and the food was incredible. Geejam team couldn’t have been more helpful, always on hand and delivering great customer care. Studio tour was also a great experience "

[](https://expedia.com/Port-Antonio-Hotels-Geejam.h2211904.Hotel-Information)

![The Jamaica Pegasus Hotel](https://images.trvl-media.com/lodging/1000000/900000/891100/891006/ec7a53a5_y.jpg)

### The Jamaica Pegasus Hotel

10/10 Excellent

"We arrived early and even though the room was not ready checking in was very courteous, friendly an professional. Our front desk person even traveled out to where we were relaxing near the pool bar lounge to let us know the room was ready and provided us with the room keys. The room was clean and comfortable. We enjoyed the balcony overlooking the pool area and the view of the Kingston downtown. The breakfast buffet was exceptional and more than we had expected with courteous staff. Overall a great stay and we plan on staying at the Pegasus on future trips."

[](https://expedia.com/Kingston-Hotels-The-Jamaica-Pegasus-Hotel.h891006.Hotel-Information)

![Inn The Town](https://images.trvl-media.com/lodging/47000000/46100000/46092800/46092758/f9c44600_y.jpg)

### Inn The Town

10/10 Excellent

"Next time I visit, I will definitely staying here again. The staff were nice and personable. We felt welcome the whole time. We got a great night sleep every night, as it was quiet and comfortable. The inn located in the perfect spot. I would recommend this accommodation to anyone. "

[](https://expedia.com/Port-Antonio-Hotels-Inn-The-Town.h46092758.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 $96 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)
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- [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)
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Flights

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- [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)