Cow Key Holiday Rentals

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Check prices for these dates

In two weeks
31 Oct - 2 Nov
In one month
14 Nov - 16 Nov
In two months
12 Dec - 14 Dec
In three months
9 Jan - 11 Jan

Holiday Rentals in Cow Key

Restaurant
Aqua Lodges at Hurricane Hole Marina
Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (164)
"The stay was beautiful "
The price is HK$665
HK$2,053 total
includes taxes & fees
15 Oct - 16 Oct
Aqua Lodges at Hurricane Hole Marina
Exterior
Hyatt Vacation Club at Sunset Harbor, Key West
Hyatt Vacation Club at Sunset Harbor, Key West
3.5 star property
8.4 out of 10, Very good, (314)
"Great hotel with excellent location "
The price is HK$1,824
HK$2,315 total
includes taxes & fees
13 Nov - 14 Nov
Hyatt Vacation Club at Sunset Harbor, Key West
Exterior
Steps from Duval, Pool on Site & Bikes Included!
Steps from Duval, Pool on Site & Bikes Included!
9.6 out of 10, Exceptional, (405)
"this was exactly as advertised and close to all the action"
The price is HK$693
HK$1,746 total
includes taxes & fees
21 Oct - 22 Oct
Steps from Duval, Pool on Site & Bikes Included!
Fridge, microwave, oven, stovetop
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC
8.8 out of 10, Excellent, (232)
"Property was cute and in a great location! "
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC
Marina
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
6.6 out of 10, (12)
"Unfortunately this stay was very disappointing. The marina was awesome. Tessa was awesome. The boat itself was disgusting. The pictures are very deceiving. What you see is not what you get. "
The price is HK$1,263
HK$2,578 total
includes taxes & fees
15 Oct - 16 Oct
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
Meeting facility
Coconut Mallory Resort And Marina By Kees Vacations
Coconut Mallory Resort And Marina By Kees Vacations
3.0 star property
8.2 out of 10, Very good, (819)
"Great place really nice rooms"
Coconut Mallory Resort And Marina By Kees Vacations
Exterior
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!
9.2 out of 10, Wonderful, (183)
"Great location; excellent property management "
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!
Outdoor pool, a heated pool
Perfect Location, Private Heated Pool, Pristine Luxury Home!
Perfect Location, Private Heated Pool, Pristine Luxury Home!
10.0 out of 10, Exceptional, (191)
"Outstanding place to stay, centrally located!"
The price is HK$7,391
HK$14,741 total
includes taxes & fees
21 Oct - 22 Oct
Perfect Location, Private Heated Pool, Pristine Luxury Home!
Pool
Comfortable Condo with Pool, Private Balcony, & Beach Access
Comfortable Condo with Pool, Private Balcony, & Beach Access
8.6 out of 10, Excellent, (135)
"Nice area, location, and wonderful apartment!"
The price is HK$1,284
HK$4,503 total
includes taxes & fees
26 Oct - 27 Oct
Comfortable Condo with Pool, Private Balcony, & Beach Access
Beach
RIPTIDES ~Stylish Studio Located in a Central Location Near All the Action!
RIPTIDES ~Stylish Studio Located in a Central Location Near All the Action!
9.6 out of 10, Exceptional, (190)
"Stayed for 2 weeks, very responsive to any questions/issues. Recommend staying here as it is close enough to the action, but far enough away to feel removed. "
RIPTIDES ~Stylish Studio Located in a Central Location Near All the Action!
Marina
1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools
1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools
The price is HK$1,945
HK$2,558 total
includes taxes & fees
15 Oct - 16 Oct
1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools
Marina
Living the Dream Key West Style
Living the Dream Key West Style
9.8 out of 10, Exceptional, (27)
"Great hosts and great accommodations!"
The price is HK$2,093
HK$2,550 total
includes taxes & fees
15 Oct - 16 Oct
Living the Dream Key West Style
Terrace/patio
Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK
Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK
9.2 out of 10, Wonderful, (95)
"Great space for a large party! Having both houses with the driveway in the middle provided a great spot for our weekend!"
The price is HK$3,143
HK$7,471 total
includes taxes & fees
13 Nov - 14 Nov
Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK
Exterior
Heart of Downtown Key West Cottage With Off-Street Parking
Heart of Downtown Key West Cottage With Off-Street Parking
10.0 out of 10, Exceptional, (138)
"Great Location, Free Parking, comfortable beds"
Heart of Downtown Key West Cottage With Off-Street Parking
1 bedroom
Island View 1BR Residence With Balcony
Island View 1BR Residence With Balcony
2.0 star property
10.0 out of 10, Exceptional, (1)
"The room was excellent, no complaints at all."
The price is HK$1,413
HK$2,252 total
includes taxes & fees
15 Oct - 16 Oct
Island View 1BR Residence With Balcony
A heated pool
GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!
GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!
9.8 out of 10, Exceptional, (47)
"Wonderful view, lot's of space, great location "
GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!
Beach nearby
FLOR DE CANA ~ Adults Only, Poolview Queen Room at Azul Mansion!
FLOR DE CANA ~ Adults Only, Poolview Queen Room at Azul Mansion!
9.8 out of 10, Exceptional, (139)
"Great location "
The price is HK$794
HK$1,985 total
includes taxes & fees
27 Oct - 28 Oct
FLOR DE CANA ~ Adults Only, Poolview Queen Room at Azul Mansion!
Outdoor dining
Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking
Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking
9.8 out of 10, Exceptional, (77)
"Nice and clean homes with great space for family."
Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking
Living area
Kingfish Keep | Lively Escape on Duval! Balcony!
Kingfish Keep | Lively Escape on Duval! Balcony!
10.0 out of 10, Exceptional, (18)
"Awesome location with excellent communication. "
The price is HK$1,385
HK$3,459 total
includes taxes & fees
26 Oct - 27 Oct
Kingfish Keep | Lively Escape on Duval! Balcony!
Beach
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome
8.6 out of 10, Excellent, (138)
"The view is amazing. Love watching the planes take off and coming back"
The price is HK$1,167
HK$2,940 total
includes taxes & fees
27 Oct - 28 Oct
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome
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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Top Cow Key Hotel Reviews

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

10/10 Excellent
"Phenomenal "
Timothy 2-night trip
Posted 23 hours ago
Oceans Edge Key West Resort, Hotel & Marina

Find out more about Cow Key

Search for holiday rentals in Cow Key on Expedia! You can easily find your home rentals, villas, holiday apartments in Cow Key using one of the methods below:

  • View our selection of featured holiday rentals in Cow Key
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Look no further and take a look at our great range of rental properties in Cow Key!

Frequently asked questions

Are there holiday rentals in Cow Key?

Yes, there are holiday rentals close to the most popular sights in Cow Key, or you can select a more secluded option if you're looking for a relaxing stay. Cow Key is known for its restaurants and shopping. Make sure you have time to check out the beaches while you're in the area.

What are some of the best holiday rentals that Cow Key has to offer?

Perfect Location, Private Heated Pool, Pristine Luxury Home!: This holiday home rental outside of Cow Key is located in the city centre, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What can I see and do in Cow Key?

Explore the area and family-friendly sights such as Mel Fisher Maritime Museum, or get out into nature at a spot like Key West Tropical Forest and Botanical Garden. In the wider area, you’ll find Duval Street and Stock Island Yacht Club & Marina.

What are holiday rentals like in Cow Key?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cow Key. Holiday rentals offer extras like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from shared hotel lifts and lobbies packed with people while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for family trips or small group gatherings.