Title: Monroe County Cottages from CA $285 | Expedia.ca

[Monroe County Hotels](https://expedia.ca/Destinations-In-Monroe-County.d553248635976430869.Hotel-Destinations)[Vacation Rentals in Monroe County](https://expedia.ca/Destinations-In-Monroe-County.d553248635976430869.Vacation-Rental-Destinations)[Monroe County Car Rentals](https://expedia.ca/Destinations-In-Monroe-County.d553248635976430869.Car-Rental-Destinations)[Monroe County Vacations](https://expedia.ca/Monroe-County.d553248635976430869.Destination-Travel-Guides)

![Mallory Dock](https://images.trvl-media.com/place/553248621563220296/e155ce65-e05d-4828-bad4-09cc4a36ce98.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/553248621563220296/e155ce65-e05d-4828-bad4-09cc4a36ce98.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=553248635976430869&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976430869&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=553248635976430869&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=553248635976430869&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Cities in Monroe County

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/497000/497918-south-beach-fm.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Key West

[](https://expedia.ca/Key-West-Cottages.d1187-aaCottages.Travel-Guide-Accommodation)

![Marathon which includes swimming, tropical scenes and a sandy beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63837-Marathon.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Marathon

[](https://expedia.ca/Marathon-Cottages.d2437-aaCottages.Travel-Guide-Accommodation)

![Key Largo showing outdoor eating and café scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/190000/190949-Key-Largo.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Key Largo

[](https://expedia.ca/Key-Largo-Cottages.d8369-aaCottages.Travel-Guide-Accommodation)

![Islamorada which includes tropical scenes and a sandy beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63860-Islamorada.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Islamorada

[](https://expedia.ca/Islamorada-Cottages.d10768-aaCottages.Travel-Guide-Accommodation)

![Big Pine Key featuring a bay or harbour, general coastal views and a river or creek](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63852-Big-Pine-Key.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Big Pine Key

[](https://expedia.ca/Big-Pine-Key-Cottages.d7195-aaCottages.Travel-Guide-Accommodation)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/340000/340394-Florida-Keys-Wild-Bird-Rehabilitation-Center.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Tavernier

[](https://expedia.ca/Tavernier-Cottages.d10047-aaCottages.Travel-Guide-Accommodation)

## Our top choices for Monroe County cottages

![Exterior](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/bee23682.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 Bedroom Aqua Lodge # 13 Barracuda | Living area](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/92962431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/cbb89b9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/2ece49e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Old Wooden Bridge Resort and Marina

[](https://www.expedia.ca/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information)

Punta Brisa

8.6/10

Excellent

(299 reviews)

"Great stay in Bug Pine Key! Clean and spacious room, excellent staff and Beautiful views!"

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

Peter

CA $253

CA $478 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/29000000/28910000/28908200/28908130/5966f443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Bungalow, Ensuite (Cottage 04) | Exterior](https://images.trvl-media.com/lodging/29000000/28910000/28908200/28908130/c85ca097.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/29000000/28910000/28908200/28908130/f9d0d816.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Food and drink](https://images.trvl-media.com/lodging/29000000/28910000/28908200/28908130/deec9d7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tropical Cottages

[](https://www.expedia.ca/Marathon-Hotels-Tropical-Cottages.h28908130.Hotel-Information)

Marathon

8.6/10

Excellent

(927 reviews)

"Room was great and clean. Had a sweet cat that roamed the premises. Parking is limited to 1 vehicle but that was fine. Definitely would stay there again!"

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

James

CA $253

CA $285 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Marathon-Hotels-Tropical-Cottages.h28908130.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/68000000/67450000/67446300/67446229/90b1662b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/68000000/67450000/67446300/67446229/4f45fe51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/68000000/67450000/67446300/67446229/c13e8747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/68000000/67450000/67446300/67446229/ab5b0a0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Dancing Rooster: 2 Blocks from Duval in Old Town.

[](https://www.expedia.ca/Key-West-Hotels-Southernmost-Retreat-2-Blocks-From-Duval-In-Old-Town.h67446229.Hotel-Information)

Old Town Key West

9.8/10

Exceptional

(136 reviews)

"Great place to stay"

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

JEFFREY Z.

[](https://www.expedia.ca/Key-West-Hotels-Southernmost-Retreat-2-Blocks-From-Duval-In-Old-Town.h67446229.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/c2097fc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/e3b842fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/edf99776.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/b6dbb55d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval

[](https://www.expedia.ca/Key-West-Hotels-Heron-Suite-Vibrant-Retreat.h110161415.Hotel-Information)

Old Town Key West

9.8/10

Exceptional

(34 reviews)

"Clean room, amazing location, the host was very communicative and helpful. They had a car service ready to pick us up at the airport which was phenomenal. "

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

Lauren S.

CA $423

CA $841 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Key-West-Hotels-Heron-Suite-Vibrant-Retreat.h110161415.Hotel-Information)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/fc057fec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/80e4040d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/7cdeca5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/bd32f18f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pelican Suite | Cozy Cottage, Hot Tubs, Close to D

[](https://www.expedia.ca/Key-West-Hotels-Pelican-Suite-Cozy-Cottage.h110161435.Hotel-Information)

Old Town Key West

10/10

Exceptional

(30 reviews)

"Wonderful clean place. It was an enjoyable experiance. "

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

Chels J.

CA $423

CA $841 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Key-West-Hotels-Pelican-Suite-Cozy-Cottage.h110161435.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161439/8607d91b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161439/bad1b4a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161439/6beb6819.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161439/38fe930d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Seagull Suite | Inviting Studio, Steps From Duval

[](https://www.expedia.ca/Key-West-Hotels-Seagull-Suite-Inviting-Studio.h110161439.Hotel-Information)

Old Town Key West

9.8/10

Exceptional

(24 reviews)

"Great little place, perfect for southernmost area."

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

Lee G.

CA $510

CA $962 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Key-West-Hotels-Seagull-Suite-Inviting-Studio.h110161439.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161419/8ca45fdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161419/1b7554a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161419/22fd2dce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161419/28588881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

[](https://www.expedia.ca/Key-West-Hotels-Ibis-Suite-Bright-Hideaway.h110161419.Hotel-Information)

Old Town Key West

9.6/10

Exceptional

(27 reviews)

"Safe location. Clean room and comfortable beds."

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

Billie W.

CA $423

CA $841 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Key-West-Hotels-Ibis-Suite-Bright-Hideaway.h110161419.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33750000/33743700/33743667/e085b8a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33750000/33743700/33743667/c169f371.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33750000/33743700/33743667/0d348d40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/34000000/33750000/33743700/33743667/480f2a52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Direct Oceanfront Cottage-Sunrise View- #2,

[](https://www.expedia.ca/Summerland-Key-Hotels-Direct-Oceanfront-Cottage-Sunrise-View-2.h33743667.Hotel-Information)

Little Torch Key

8.6/10

Excellent

(195 reviews)

"Great location"

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

Kimberly W.

[](https://www.expedia.ca/Summerland-Key-Hotels-Direct-Oceanfront-Cottage-Sunrise-View-2.h33743667.Hotel-Information)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161428/5f2bb115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161428/fff32e8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161428/850c816e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161428/14f6d7b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Osprey Suite | Charming Hideaway, Hot Tubs!

[](https://www.expedia.ca/Key-West-Hotels-Osprey-Suite-Charming-Hideaway.h110161428.Hotel-Information)

Old Town Key West

9.8/10

Exceptional

(30 reviews)

"Loved this little place "

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

Charles N.

CA $510

CA $962 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/Key-West-Hotels-Osprey-Suite-Charming-Hideaway.h110161428.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/19000000/19000000/18992300/18992275/581aac52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/19000000/18992300/18992275/44bca27f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/19000000/19000000/18992300/18992275/87550a0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/19000000/19000000/18992300/18992275/6effd403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Conch Republic Consul General's Cottage.-Historic District

[](https://www.expedia.ca/Key-West-Hotels-Conch-Republic-Consul-Generals-Cottage-Historic-District.h18992275.Hotel-Information)

Old Town Key West

9.4/10

Exceptional

(167 reviews)

"Great cottage stay with an old time Key West vibe and cool refreshing pool. Quiet neighborhood location. Really enjoyed meeting and having a cold beer with the owner, Conch Republic ConsulGeneral Richard! Check and checkout couldn’t have been easier. "

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

Allen D.

[](https://www.expedia.ca/Key-West-Hotels-Conch-Republic-Consul-Generals-Cottage-Historic-District.h18992275.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/76000000/75870000/75862800/75862770/1387427b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/76000000/75870000/75862800/75862770/792acc55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/76000000/75870000/75862800/75862770/3bedcb76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75870000/75862800/75862770/a01f6053.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

[](https://www.expedia.ca/Summerland-Key-Hotels-Old-Florida-Style.h75862770.Hotel-Information)

Cudjoe Key

8.6/10

Excellent

(77 reviews)

"Place was everything we needed, would definitely stay again "

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

James h.

CA $338

CA $629 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Summerland-Key-Hotels-Old-Florida-Style.h75862770.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/00d423f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/f3c522ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/fcb4c32a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/fa9fff97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage with swimming pool and dockage, just minutes to Key West!

[](https://www.expedia.ca/Summerland-Key-Hotels-Cottage-With-Swimming-Pool-And-Dockage.h33566283.Hotel-Information)

Cudjoe Key

9.0/10

Wonderful

(165 reviews)

"Everything was there that I needed. Very nice area for my dog."

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

Terry

CA $246

CA $443 total

includes taxes & fees

Feb 15 - Feb 16

[](https://www.expedia.ca/Summerland-Key-Hotels-Cottage-With-Swimming-Pool-And-Dockage.h33566283.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/94e4b670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/16e13244.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/4681bad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/bce2dd72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Canal front, dockage, 2 bedroom, 2 bath

[](https://www.expedia.ca/Summerland-Key-Hotels-Canal-Front.h61585151.Hotel-Information)

Cudjoe Key

9.0/10

Wonderful

(92 reviews)

"The facility is very nice with lots of amenities. It was clean and located close to everything we wanted to do."

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

Jennifer D.

[](https://www.expedia.ca/Summerland-Key-Hotels-Canal-Front.h61585151.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/72000000/71430000/71420100/71420009/a360c147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/72000000/71430000/71420100/71420009/87670e64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71430000/71420100/71420009/e85f26a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/72000000/71430000/71420100/71420009/2d5a1a19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

[](https://www.expedia.ca/Cudjoe-Key-Hotels-Old-Florida-Style.h71420009.Hotel-Information)

Cudjoe Key

8.8/10

Excellent

(90 reviews)

"Nice place to vacation "

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

Kevin D.

CA $338

CA $629 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Cudjoe-Key-Hotels-Old-Florida-Style.h71420009.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/101000000/100980000/100977000/100976967/w530h683x257y0-60617f62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100980000/100977000/100976967/w507h683x259y0-fbd9d6d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/101000000/100980000/100977000/100976967/w904h683x60y0-87aab92e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/101000000/100980000/100977000/100976967/b889b20d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### One Bedroom Cottage House in Old Town Key West by the Hemingway House.

[](https://www.expedia.ca/Key-West-Hotels-Old-Town-Cottage-House-In-Old-Town-Key-West.h100976967.Hotel-Information)

Old Town Key West

[](https://www.expedia.ca/Key-West-Hotels-Old-Town-Cottage-House-In-Old-Town-Key-West.h100976967.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912031/2c7b5ad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912031/761d8c20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912031/a14e8a95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912031/9baadd6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage with Pool and Boat Dockage just minutes to Key West!

[](https://www.expedia.ca/Summerland-Key-Hotels-Cottage-With-Pool-And-Boat-Dockage-Just-Minutes-To-Key-West.h33912031.Hotel-Information)

Cudjoe Key

8.6/10

Excellent

(157 reviews)

"This cottage served our purpose well, very close to our family’s home and was very clean and comfortable for a short stay."

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

Richard S.

[](https://www.expedia.ca/Summerland-Key-Hotels-Cottage-With-Pool-And-Boat-Dockage-Just-Minutes-To-Key-West.h33912031.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33560000/33557700/33557696/012c9f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33560000/33557700/33557696/e1365b54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/34000000/33560000/33557700/33557696/1577bf53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/34000000/33560000/33557700/33557696/3b42facf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quaint cottage, pool, dockage just minutes to Key West!

[](https://www.expedia.ca/Summerland-Key-Hotels-Quaint-Cottage.h33557696.Hotel-Information)

Cudjoe Key

9.0/10

Wonderful

(150 reviews)

"great location, we are return visitors & will be back!"

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

Shannon W.

[](https://www.expedia.ca/Summerland-Key-Hotels-Quaint-Cottage.h33557696.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/112000000/111430000/111420200/111420134/e3ccacfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/112000000/111430000/111420200/111420134/b95e86ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111430000/111420200/111420134/abc3c11e.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/112000000/111430000/111420200/111420134/8db40406.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### \~Hibiscus Cottage\~ Adults Only cottage near Duval with shared pool

[](https://www.expedia.ca/Key-West-Hotels-Hibiscus-Cottage-Adults-Only-Cottage-Near-Duval-With-Shared-Pool.h111420134.Hotel-Information)

Key West Historic District

10/10

Exceptional

(12 reviews)

"This property was amazing!"

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

Samuel C.

[](https://www.expedia.ca/Key-West-Hotels-Hibiscus-Cottage-Adults-Only-Cottage-Near-Duval-With-Shared-Pool.h111420134.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/33000000/32770000/32769900/32769817/7be878d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32770000/32769900/32769817/bb4b367a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32770000/32769900/32769817/c22e8ffc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/33000000/32770000/32769900/32769817/0475eeae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### \*\*DARLING OF DUVAL @ OLD TOWN\*\* Estate Cottage + Spa + LAST KEY SERVICES…

[](https://www.expedia.ca/Key-West-Hotels-DARLING-OF-DUVAL-OLD-TOWN-Estate-Cottage-Spa-LAST-KEY-SERVICES.h32769817.Hotel-Information)

Key West Historic District

9.8/10

Exceptional

(148 reviews)

"Beautiful spot and conveniently located in the middle of Duval activities "

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

Stanley L.

[](https://www.expedia.ca/Key-West-Hotels-DARLING-OF-DUVAL-OLD-TOWN-Estate-Cottage-Spa-LAST-KEY-SERVICES.h32769817.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/107000000/106450000/106444400/106444309/d15a83e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/107000000/106450000/106444400/106444309/12359c9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106450000/106444400/106444309/05ea6ca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/107000000/106450000/106444400/106444309/39b1f049.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Key Largo Waterfront Paradise w/Kayaks, Private Dock & BBQ

[](https://www.expedia.ca/Key-Largo-Hotels-Key-Largo-Waterfront-Paradise-W-Kayaks-Private-Dock.h106444309.Hotel-Information)

Key Largo

10/10

Exceptional

(7 reviews)

"This tiny home was beautiful and had everything we needed to make our honeymoon amazing. Great location, close to plenty of wonderful things to do. We are definitely already planning our next visit. "

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

Evelyn H.

[](https://www.expedia.ca/Key-Largo-Hotels-Key-Largo-Waterfront-Paradise-W-Kayaks-Private-Dock.h106444309.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.ca/Hotel-Search?startDate=2026-02-21&endDate=2026-02-22&regionId=553248635976430869&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Private vacation homes

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Aparthotels

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Houseboats

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Villas

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Condos

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Apartments

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Cottages

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Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Monroe+County%2C+Florida%2C+United+States+of+America&regionId=553248635976430869&latLong=24.562557%2C-81.772437&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=CABIN)

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## Top Monroe County Hotel Reviews

![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg)

### Cheeca Lodge & Spa

10/10 Excellent

"Paradise away from Home!! Thank you!"

[](https://expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information)

![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77_y.jpg)

### Pier House Resort & Spa

10/10 Excellent

"Yes! Was fabulous! The view the staff!"

[](https://expedia.ca/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information)

![NYAH Key West - Adults Only](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/77f11bb4_y.jpg)

### NYAH Key West - Adults Only

10/10 Excellent

"Staff courteous and room was clean."

[](https://expedia.ca/Key-West-Hotels-NYAH-Key-West-Adults-Only.h7500588.Hotel-Information)

![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1_y.jpg)

### Blue Flamingo Resort Key West

10/10 Excellent

"Very nice stay, staff was wonderful, rooms very nice and it was easy to get another room when our plane experience a weather delay. "

[](https://expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information)

![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg)

### Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent

"Beautiful beach- gorgeous hotel-top level service - love everything about it!"

[](https://expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information)

![Havana Cabana at Key West ](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/becea015_y.jpg)

### Havana Cabana at Key West 

10/10 Excellent

"The room and the entire place was wonderful. The staff couldn't be nicer. Shuttle service was excellent. We would stay here again."

[](https://expedia.ca/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information)

![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg)

### Southernmost Beach Resort and Guesthouses

10/10 Excellent

"The staff was very friendly and helpful. I enjoyed how the hotel had activities on certain days. The rooms were very clean."

[](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information)

![Chesapeake Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg)

### Chesapeake Beach Resort

10/10 Excellent

"We loved this place. It’s small and easy to get around. Beautiful setting, watched the sunrise from bed, and the best hotel breakfast we’ve ever had. "

[](https://expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information)

![Hyatt Centric Key West Resort and Spa](https://images.trvl-media.com/lodging/1000000/10000/1000/901/0b72a249_y.jpg)

### Hyatt Centric Key West Resort and Spa

10/10 Excellent

"Room was large and clean. Could use some updating though and the unit for heat and a/c was a bit noisy. The bed was very comfortable and the location of the Hyatt to the hot spots in Key west is fantastic. It's also just a short walk from the Key West express ferry port. Kelsey at the front desk was wonderful. The weather was not warm during our visit so couldn't take advantage of the pool but it looked inviting. If I ever return to Key West I would definitely book this hotel again. "

[](https://expedia.ca/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information)

## Find out more about Monroe County

## Monroe County Cottages information

| Number of reviews | 2,705        |
| ----------------- | ------------ |
| Accommodation     | 264 Cottages |
| Lowest Price      | CA $285      |
| Highest Price     | CA $962      |

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- [Cottages in Key West ](https://www.expedia.ca/Key-West-Cottages.d1187-aaCottages.Travel-Guide-Accommodation)
- [Country Houses in Key West ](https://www.expedia.ca/Key-West-Country-House.d1187-aaCountryHouse.Travel-Guide-Accommodation)
- [Cruise Ships in Key West ](https://www.expedia.ca/Key-West-Cruise-Ships.d1187-aaCruiseShips.Travel-Guide-Accommodation)
- [Guest Houses in Key West ](https://www.expedia.ca/Key-West-Guest-Houses.d1187-aaGuestHouses.Travel-Guide-Accommodation)
- [Holiday Park Resorts in Key West ](https://www.expedia.ca/Key-West-Holiday-Parks.d1187-aaHolidayParks.Travel-Guide-Accommodation)
- [Hostels in Key West ](https://www.expedia.ca/Key-West-Hostels.d1187-aaHostels.Travel-Guide-Accommodation)
- [All Inclusive Resorts and in Key West ](https://www.expedia.ca/Key-West-Hotels-All-Inclusive-Hotel.0-0-d1187-tAllInclusiveHotel.Travel-Guide-Filter-Hotels)
- [Key West Hotels ](https://www.expedia.ca/Key-West-Hotels.d1187.Travel-Guide-Hotels)
- [Houseboats in Key West ](https://www.expedia.ca/Key-West-Houseboats.d1187-aaHouseboats.Travel-Guide-Accommodation)
- [Inns in Key West ](https://www.expedia.ca/Key-West-Inns.d1187-aaInns.Travel-Guide-Accommodation)
- [Motels in Key West ](https://www.expedia.ca/Key-West-Motels.d1187-aaMotels.Travel-Guide-Accommodation)
- [Vacation Homes in Key West ](https://www.expedia.ca/Key-West-Private-Vacation-Homes.d1187-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Rv Parks in Key West ](https://www.expedia.ca/Key-West-RV-Parks.d1187-aaRVParks.Travel-Guide-Accommodation)
- [Ranches in Key West ](https://www.expedia.ca/Key-West-Ranches.d1187-aaRanches.Travel-Guide-Accommodation)
- [Resorts in Key West ](https://www.expedia.ca/Key-West-Resort-Hotels.d1187-aaResortHotels.Travel-Guide-Accommodation)
- [Townhomes in Key West ](https://www.expedia.ca/Key-West-Townhomes.d1187-aaTownhomes.Travel-Guide-Accommodation)
- [Treehouses in Key West ](https://www.expedia.ca/Key-West-Treehouses.d1187-aaTreehouses.Travel-Guide-Accommodation)
- [Villas in Key West ](https://www.expedia.ca/Key-West-Villas.d1187-aaVillas.Travel-Guide-Accommodation)
- [All Inclusive Resorts and in Midtown ](https://www.expedia.ca/Midtown-Key-West-Hotels-All-Inclusive-Hotel.0-n553248635976480489-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels)
- [Beach Hotel Hotels in Midtown ](https://www.expedia.ca/Midtown-Key-West-Hotels-Beach-Hotel.0-n553248635976480489-0-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Boutique Hotels in Midtown ](https://www.expedia.ca/Midtown-Key-West-Hotels-Boutique-Hotel.0-n553248635976480489-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
- [Hotels with Free Airport Shuttle in Midtown ](https://www.expedia.ca/Midtown-Key-West-Hotels-Hotels-With-Free-Airport-Shuttle.0-n553248635976480489-0-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels)
- [Spa Hotels in Midtown ](https://www.expedia.ca/Midtown-Key-West-Hotels-Spa-Hotel.0-n553248635976480489-0-tSpaHotel.Travel-Guide-Filter-Hotels)
- [Midtown Hotels ](https://www.expedia.ca/Midtown-Key-West-Hotels.0-n553248635976480489-0.Travel-Guide-Filter-Hotels)
- [Adults Only Resorts & in New Town ](https://www.expedia.ca/New-Town-Key-West-Hotels-Adults-Only-Resorts.0-n553248635976480351-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)
- [Beach Hotel Hotels in New Town ](https://www.expedia.ca/New-Town-Key-West-Hotels-Beach-Hotel.0-n553248635976480351-0-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Cheap Hotels in New Town ](https://www.expedia.ca/New-Town-Key-West-Hotels-Cheap-Hotels.0-n553248635976480351-0-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Hotels & Resorts for Couples in New Town ](https://www.expedia.ca/New-Town-Key-West-Hotels-Couples-Resorts-Hotels.0-n553248635976480351-0-tCouplesResortsHotels.Travel-Guide-Filter-Hotels)
- [Family Hotels in New Town ](https://www.expedia.ca/New-Town-Key-West-Hotels-Family-Hotel.0-n553248635976480351-0-tFamilyHotel.Travel-Guide-Filter-Hotels)
- [Hotels with Free Airport Shuttle in New Town ](https://www.expedia.ca/New-Town-Key-West-Hotels-Hotels-With-Free-Airport-Shuttle.0-n553248635976480351-0-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in New Town ](https://www.expedia.ca/New-Town-Key-West-Hotels-Luxury-Hotel.0-n553248635976480351-0-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Mountain Hotels in New Town ](https://www.expedia.ca/New-Town-Key-West-Hotels-Mountain-Hotels.0-n553248635976480351-0-tMountainHotels.Travel-Guide-Filter-Hotels)
- [Oceanfront Hotels in New Town ](https://www.expedia.ca/New-Town-Key-West-Hotels-Oceanfront-Hotels.0-n553248635976480351-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Pet-Friendly Hotels in New Town ](https://www.expedia.ca/New-Town-Key-West-Hotels-Pet-Friendly-Hotel.0-n553248635976480351-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Romantic Hotels in New Town ](https://www.expedia.ca/New-Town-Key-West-Hotels-Romantic-Hotel.0-n553248635976480351-0-tRomanticHotel.Travel-Guide-Filter-Hotels)
- [Shopping Hotels in New Town ](https://www.expedia.ca/New-Town-Key-West-Hotels-Shopping-Hotel.0-n553248635976480351-0-tShoppingHotel.Travel-Guide-Filter-Hotels)
- [Spa Hotels in New Town ](https://www.expedia.ca/New-Town-Key-West-Hotels-Spa-Hotel.0-n553248635976480351-0-tSpaHotel.Travel-Guide-Filter-Hotels)
- [Waterpark Hotels in New Town ](https://www.expedia.ca/New-Town-Key-West-Hotels-Waterpark-Hotels.0-n553248635976480351-0-tWaterparkHotels.Travel-Guide-Filter-Hotels)
- [New Town Hotels ](https://www.expedia.ca/New-Town-Key-West-Hotels.0-n553248635976480351-0.Travel-Guide-Filter-Hotels)
- [Cheap Hotels in Northside Resort ](https://www.expedia.ca/Northside-Resort-Key-West-Hotels-Cheap-Hotels.0-n864982599800745984-0-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Northside Resort Hotels ](https://www.expedia.ca/Northside-Resort-Key-West-Hotels.0-n864982599800745984-0.Travel-Guide-Filter-Hotels)
- [Hotels near Smathers Beach ](https://www.expedia.ca/Smathers-Beach-Hotels.0-l6069255-0.Travel-Guide-Filter-Hotels)

- [Flights to Key West ](https://www.expedia.ca/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)
- [Flights from Key West Intl. ](https://www.expedia.ca/lp/airports/eyw/flights-from-key-west-intl-airport)
- [Flights from Buffalo (BUF) to Key West (EYW) ](https://www.expedia.ca/lp/flights/buf/eyw/buffalo-to-key-west)
- [Flights from Detroit (DTW) to Key West (EYW) ](https://www.expedia.ca/lp/flights/dtw/eyw/detroit-to-key-west)
- [Flights from Fort Lauderdale (FLL) to Key West (EYW) ](https://www.expedia.ca/lp/flights/fll/eyw/fort-lauderdale-to-key-west)
- [Flights from Orlando (MCO) to Key West (EYW) ](https://www.expedia.ca/lp/flights/mco/eyw/orlando-to-key-west)
- [Flights from Miami (MIA) to Key West (EYW) ](https://www.expedia.ca/lp/flights/mia/eyw/miami-to-key-west)
- [Flights from Syracuse (SYR) to Key West (EYW) ](https://www.expedia.ca/lp/flights/syr/eyw/syracuse-to-key-west)
- [Flights from Ottawa (YOW) to Key West (EYW) ](https://www.expedia.ca/lp/flights/yow/eyw/ottawa-to-key-west)
- [Flights from Montreal (YUL) to Key West (EYW) ](https://www.expedia.ca/lp/flights/yul/eyw/montreal-to-key-west)
- [Flights from Calgary (YYC) to Key West (EYW) ](https://www.expedia.ca/lp/flights/yyc/eyw/calgary-to-key-west)
- [Flights from Toronto (YYZ) to Key West (EYW) ](https://www.expedia.ca/lp/flights/yyz/eyw/toronto-to-key-west)

- [Visit Northside Resort ](https://www.expedia.ca/Key-West-Northside-Resort.dx864982599800745984)
- [Visit White Street Gallery District ](https://www.expedia.ca/Key-West-White-Street-Gallery-District.dx553248635976482119)
- [Key West Vacations ](https://www.expedia.ca/Key-West.d1187.Destination-Travel-Guides)
- [Smathers Beach ](https://www.expedia.ca/Smathers-Beach-Beachside.d6069255.Vacation-Attraction)

- [Things to do in Key West ](https://www.expedia.ca/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)

- [Book Cottages in Monroe County on Expedia.com ](https://www.expedia.com/Monroe-County-Cottages.d553248635976430869-aaCottages.Travel-Guide-Accommodation)