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, (306)
"We had a nice stay. The property was in a great location."
The price is €257
includes taxes & fees
28 Aug - 29 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, (160)
"It was a great place to stay! There were a few bugs in the aqua Lodge in the kitchen area, but other than that awesome place!"
The price is €220
includes taxes & fees
10 Aug - 11 Aug
Aqua Lodges at Hurricane Hole Marina

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

7.4 out of 10, Good, (10)
"We were here celebrating 55th birthdays and had a blast. Great location and communication with Capt. We will return for sure, hoping to make it an annual get together."
The price is €707
includes taxes & fees
11 Aug - 12 Aug
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (393)
"this was exactly as advertised and close to all the action"
The price is €193
includes taxes & fees
3 Aug - 4 Aug
Steps from Duval, Pool on Site & Bikes Included!

Heart of Downtown Key West Cottage With Off-Street Parking

10.0 out of 10, Exceptional, (133)
"We very much enjoyed our stay at the cottage. Everything you need for a comfortable stay and a location that can't be beat. Also, the off-street parking was a time, money, and sanity saver. Thanks to Marcela and family!"
Heart of Downtown Key West Cottage With Off-Street Parking

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
8.2 out of 10, Very good, (818)
"Great place really nice rooms"
Coconut Mallory Resort And Marina By Kees Vacations

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: Great getaway, far enough away from noise, but close enough to enjoy all Key West has to offer. Place was just what we were looking for."
The price is €220
includes taxes & fees
30 Jul - 31 Jul
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

10.0 out of 10, Exceptional, (18)
"We had a wonderful stay here with our kids. Can’t beat the location."
The price is €288
includes taxes & fees
13 Aug - 14 Aug
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

9.2 out of 10, Wonderful, (178)
"Place is centrally located which is ideal for walking from place to place. House was very clean and had everything needed for my time spent there"
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
31 Jul - 1 Aug
Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!

Resort View 1BR Suite

2.0 star property
10.0 out of 10, Exceptional, (2)
"Cleanliness "
The price is €296
includes taxes & fees
26 Aug - 27 Aug
Resort View 1BR Suite

Living the Dream Key West Style

10.0 out of 10, Exceptional, (19)
"Great hosts and great accommodations!"
The price is €323
includes taxes & fees
21 Aug - 22 Aug
Living the Dream Key West Style

Southernmost Retreat | On Duval! With Hot Tub, Patio, & Private Parking

9.2 out of 10, Wonderful, (5)
"The units were perfect and the customer service was amazing. "
The price is €779
includes taxes & fees
4 Aug - 5 Aug
Southernmost Retreat | On Duval! With Hot Tub, Patio, & Private Parking

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

10.0 out of 10, Exceptional, (18)
"Will stay here again "
The price is €282
includes taxes & fees
3 Aug - 4 Aug
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Holly's Hideaway - Truman @ Duval | Two-Bedroom Prime Location!

9.8 out of 10, Exceptional, (11)
"Property was cute ... cleanly and in a great location for what we were looking for. Would definitely recommend to anyone and stay there again ourselves "
The price is €348
includes taxes & fees
3 Aug - 4 Aug
Holly's Hideaway - Truman @ Duval | Two-Bedroom Prime Location!

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

10.0 out of 10, Exceptional, (8)
"Great location, friendly and helpful hosts, clean, perfect spot for my solo trip!"
The price is €246
includes taxes & fees
27 Aug - 28 Aug
Scott's Cottage - Truman @ Duval | Perfect Location! Ideal for Solos &Couples

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 €262
includes taxes & fees
30 Jul - 31 Jul
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

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

9.6 out of 10, Exceptional, (140)
"Very clean, great location and wonderful amenities!"
The price is €215
includes taxes & fees
6 Aug - 7 Aug
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

GEIGER SUITE @ Inn on Fleming~ADULTS ONLY 2 BR 3rd Floor Suite w/Shared Pool!

9.2 out of 10, Wonderful, (15)
"We had a great time at this property. The owner is super attentive to detail and immediately responds to any questions or requests. You can really tell that they CARE about their property and guests. Property is well cared for and charming. Highly recommend!"
The price is €268
includes taxes & fees
30 Jul - 31 Jul
GEIGER SUITE @ Inn on Fleming~ADULTS ONLY 2 BR 3rd Floor Suite w/Shared Pool!

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

9.2 out of 10, Wonderful, (10)
"Great time staying there "
The price is €211
includes taxes & fees
31 Jul - 1 Aug
WHITEHEAD ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool
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

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?

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 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.