A sunset over a beach with a wooden pier and a small structure on it.

Find Extended Stay Hotels in Cow Key, FL

Top Cow Key Extended Stay Hotels | Reserve now, pay later

Our top choices for Cow Key hotels with a kitchen

1. Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
Key West
United States
Mauricio
$194 nightly
$219 total
Oct 4 - Oct 5
Total with taxes and fees
Hyatt Vacation Club at Windward Pointe, Key West

2. Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
United States
Stephanie
$130 nightly
$146 total
Sep 20 - Sep 21
Total with taxes and fees
Ibis Bay Beach Resort

3. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
TRICIA LYNN
$234 nightly
$263 total
Oct 1 - Oct 2
Total with taxes and fees
Margaritaville Beach House Key West

4. Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
Key West
United States
Jose
$204 nightly
$229 total
Oct 4 - Oct 5
Total with taxes and fees
Hyatt Vacation Club at Beach House, Key West

5. Authors of Key West Guest House

Authors of Key West Guest House
Key West Historic District
United States
Christopher
$84 nightly
$95 total
Sep 28 - Sep 29
Total with taxes and fees
Authors of Key West Guest House

6. Duval House

Duval House
Old Town Key West
United States
Robert
$115 nightly
$127 total
Sep 20 - Sep 21
Total with taxes and fees
Duval House

7. The Grand Guesthouse

The Grand Guesthouse
Old Town Key West
United States
Alissa
$138 nightly
$155 total
Sep 20 - Sep 21
Total with taxes and fees
The Grand Guesthouse

8. Douglas House - Adults Only

Douglas House - Adults Only
Old Town Key West
United States
michael
$99 nightly
$111 total
Sep 21 - Sep 22
Total with taxes and fees
Douglas House - Adults Only

9. Alexander Palms Court

Alexander Palms Court
Old Town Key West
United States
Andrew
$135 nightly
$152 total
Sep 27 - Sep 28
Total with taxes and fees
Alexander Palms Court

10. Duval Inn

Duval Inn
Old Town Key West
United States
Arnold J
$144 nightly
$162 total
Oct 1 - Oct 2
Total with taxes and fees
Duval Inn
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Most booked related extended stays in Cow Key in 2026

Frequently asked questions

Why book an extended stay hotel in Cow Key through Expedia?
Book your extended stay hotel in Cow Key through Expedia and you're certain to save. In addition to our competitive offers and reward programs, we make finding the perfect long-term stay a cinch. Use the filters to search for accommodations based on location, ratings, nearby attractions and more. Some long-term rentals may offer weekly rates to help you stay within budget. Usually equipped with home comforts like a kitchen and laundry, your next extended stay in Cow Key is just a few clicks away!
What can I expect from an extended stay hotel?
With amenities such as kitchens, dining areas and laundries, extended stay hotels in Cow Key can be a convenient and wallet-friendly alternative to your standard accommodations. Whip up delicious meals for your family and save on laundromat bills. Sometimes offering discounted weekly rates, extended stay hotels range from modest studios to luxurious and spacious options with a few rooms. They also have many of the same amenities you'd expect in a standard hotel, like gyms and 24/7 guest services. If you want flexibility, privacy and the comforts of home for a while, an extended stay hotel is a top choice.

Top Cow Key Hotel Reviews

Beachside Resort & Residences

Beachside Resort & Residences

8/10 Good
"The staff was very helpful. I had absolutely no problem with my suite. It was a very well furnished, one bedroom apartment. The the problem I guess, would be that the outside hot tub at the pool had not been working for months. The elevators were being repaired on the side where I was at the restaurant there. To me was overpriced, and not a lot to choose from. The outside bar, the staff really didn't either know how to make certain drinks, or they didn't have the ingredients to make certain drinks. And the food was so so they only had one Van. That brought you to and from downtown. And they stated that they had 2 more vans, but they've been broke for a very long time, because they can't get parts. Well, how about management getting involved? And going as high up as it takes to get the type of vans that you need and to get the place maintained and staffed properly. There was no pool person, and you had to go inside to get your towels, and it got a little messy at the pool area...And then I heard that there's some people that did have some issues with a room, but those problems were fixed within a day. So, I had wished that the Van would have offered rides to the airport, which was just a 12 minute ride down the street. If that.... the extra excursions they offered did not work out because they didn't have enough people to go on the boat they had. So you had to seek out other sailboats or boats in the area to do things. And if they were no"
Maria 4-night trip
Posted 3 hours ago
Beachside Resort & Residences
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"This is the second year we have stayed here for our annual girl's trip. Everything was as great as it was last year. We plan on staying again next year."
Amanda 7-night trip
Posted 15 hours ago
Hyatt Vacation Club at Windward Pointe, Key West
Southwinds Motel

Southwinds Motel

10/10 Excellent
"Second time staying at this hotel and will be back ASAP"
Susan 4-night trip
Posted 1 day ago
Southwinds Motel
Ibis Bay Beach Resort

Ibis Bay Beach Resort

10/10 Excellent
"Had a great time here."
Stephanie 2-night trip
Posted 1 day ago
Ibis Bay Beach Resort

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