Holiday Rentals in Cow Key

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Holiday Rentals in Cow Key

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very good, (304)
"We had a nice stay. The property was in a great location."
The price is €268
includes taxes & fees
4 Aug - 5 Aug
Hyatt Vacation Club at Sunset Harbor, Key West

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (156)
"Such a unique stay and affordable!"
The price is €210
includes taxes & fees
16 Jul - 17 Jul
Aqua Lodges at Hurricane Hole Marina

Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West

8.0 out of 10, Very good, (9)
"Kevin and Capt. Phil were great hosts. Would definitely stay there again. "
The price is €440
includes taxes & fees
1 Aug - 2 Aug
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West

Heart of Downtown Key West Cottage With Off-Street Parking

10.0 out of 10, Exceptional, (131)
"Perfect spot for small group or couple to stay one block over from Duval St. Highly recommend staying here!"
Heart of Downtown Key West Cottage With Off-Street Parking

COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

9.6 out of 10, Exceptional, (136)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Excellent stay, great location, quiet, clean, comfortable, exactly as described!"
The price is €265
includes taxes & fees
5 Aug - 6 Aug
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
8.2 out of 10, Very good, (815)
"Great place really nice rooms"
Coconut Mallory Resort And Marina By Kees Vacations

TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

9.2 out of 10, Wonderful, (178)
"We would definitely stay here again! Great location, exactly as described, overall great place."
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!

10.0 out of 10, Exceptional, (7)
"The ideal getaway, I brought a grill and a pan and did all the cooking outside on the deck. Took paddle boards through mangrove tunnels and saw tons of fish. Had a baby sea turtle swim up to the boat. "
The price is €236
includes taxes & fees
10 Jul - 11 Jul
Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!

Living the Dream Key West Style

10.0 out of 10, Exceptional, (19)
"Wonderful spot, great hosts. Spectacular sunset cruise aboard Serenity. "
The price is €298
includes taxes & fees
9 Jul - 10 Jul
Living the Dream Key West Style

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (390)
"this was exactly as advertised and close to all the action"
The price is €212
includes taxes & fees
27 Jul - 28 Jul
Steps from Duval, Pool on Site & Bikes Included!

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

9.6 out of 10, Exceptional, (138)
"Very clean, great location and wonderful amenities!"
The price is €215
includes taxes & fees
9 Jul - 10 Jul
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

WHITEHEAD ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool

9.0 out of 10, Wonderful, (10)
"Great time staying there "
The price is €216
includes taxes & fees
23 Jul - 24 Jul
WHITEHEAD ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool

JUST OFF DUVAL~ 2nd Floor Condo in Center of Duval St. with Parking Space!

9.6 out of 10, Exceptional, (160)
"Clean, comfortable and close to everything fun! "
JUST OFF DUVAL~ 2nd Floor Condo in Center of Duval St. with Parking Space!

ATLANTIC BREEZE ~ 2B/2BA Renovated Retreat w/ Pool, Fitness Area & Beach!

9.8 out of 10, Exceptional, (207)
"great property"
ATLANTIC BREEZE ~ 2B/2BA Renovated Retreat w/ Pool, Fitness Area & Beach!

Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

10.0 out of 10, Exceptional, (16)
"The Osprey Unit was terrific! Great location, clean, and most of all- the staff was incredibly kind and helpful."
The price is €282
includes taxes & fees
9 Jul - 10 Jul
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

VanGogh Studio | Updated, Old Town, Heated Pool

8.6 out of 10, Excellent, (23)
"We loved our stay. The room was great, small but all we needed. "
The price is €234
includes taxes & fees
9 Jul - 10 Jul
VanGogh Studio | Updated, Old Town, Heated Pool

CLASSIC HATTERAS MOTOR YACHT LOCATED AT THE PERRY MARINA, A 5-STAR RESORT.

The price is €547
includes taxes & fees
9 Jul - 10 Jul
CLASSIC HATTERAS MOTOR YACHT LOCATED AT THE PERRY MARINA, A 5-STAR RESORT.

Scott's Cottage - Truman @ Duval | Perfect Location! Ideal for Solos &Couples

10.0 out of 10, Exceptional, (4)
"Great location, friendly and helpful hosts, clean, perfect spot for my solo trip!"
Scott's Cottage - Truman @ Duval | Perfect Location! Ideal for Solos &Couples

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

10.0 out of 10, Exceptional, (18)
"Great location and getaway. Steps away from Duval street and restaurants. Highly recommend!"
The price is €302
includes taxes & fees
13 Jul - 14 Jul
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort

9.6 out of 10, Exceptional, (83)
"Quiet location and excellent communication from owners "
Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort
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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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?

THE DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town!: This holiday home rental outside of Cow Key is located in the city centre, and offers a BBQ, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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 Robbie's.

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.