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

Find Family Hotels in Cow Key, FL from CA $175

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Check availability on Cow Key Family Hotels

Tonight
Sep 19 - Sep 20
Tomorrow
Sep 20 - Sep 21
Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4

Our top choices for Cow Key family-friendly hotels

1. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
CA $187
CA $211 total
includes taxes & fees
Sep 20 - Sep 21
Hampton Inn Key West FL

2. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
  • Splash into family fun with 6 outdoor pools, free bike rentals, and poolside adventures at this waterfront Key West resort.
CA $148
CA $251 total
includes taxes & fees
Sep 28 - Sep 29
Hilton Key West Resort & Marina

3. Beachside Resort & Residences

Beachside Resort & Residences
Key West
CA $122
CA $271 total
includes taxes & fees
Sep 20 - Sep 21
Beachside Resort & Residences

4. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
CA $159
CA $265 total
includes taxes & fees
Sep 20 - Sep 21
The Perry Hotel & Marina Key West

5. Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
  • Family-friendly Key West getaway with outdoor pool, beach access, and daily breakfast to fuel sun-soaked adventures.
CA $162
CA $222 total
includes taxes & fees
Sep 30 - Oct 1
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

6. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
  • Family fun by the pool awaits with cabanas and activities, just minutes from Smathers Beach for adventure-filled stays.
CA $148
CA $205 total
includes taxes & fees
Oct 4 - Oct 5
Hilton Garden Inn Key West / The Keys Collection

7. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
  • Family fun thrives at Key West resort with mini golf, arcade games, and two refreshing pools for endless entertainment.
CA $153
CA $251 total
includes taxes & fees
Sep 20 - Sep 21
Blue Flamingo Resort Key West

8. Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
CA $142
CA $205 total
includes taxes & fees
Sep 20 - Sep 21
Ibis Bay Beach Resort

9. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
  • Kids splash into tropical fun across from Key West's Smathers Beach, with a sparkling pool and family activities that make memories last.
CA $249
CA $368 total
includes taxes & fees
Oct 5 - Oct 6
Margaritaville Beach House Key West

10. The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
Old Town Key West
CA $100
CA $175 total
includes taxes & fees
Sep 23 - Sep 24
The Southernmost Inn - Adults Only
View all properties

Choose what matters most at family-friendly hotels in Cow Key

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Cow Key Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

8/10 Good
"We enjoyed our stay. The only downside was the beach and odor coming from it. Not a fan."
Stephen 4-night trip
Posted 2 hours ago
Southernmost Beach Resort and Guesthouses
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

8/10 Good
"Air conditioning didn't work in room when we arrived, but problem was resolved with 2 new batteries in thermostat."
Queba 3-night trip
Posted 8 hours ago
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Southwinds Motel

Southwinds Motel

8/10 Good
"Place was ok, Bar on premise and they had music, my room had ants(I told em and came and sprayed), pool was clean, the roosters were cool, They want 22.50 a day to park, waived it I'm handicap"
Brett 2-night trip
Posted 10 hours ago
Southwinds Motel
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

8/10 Good
"The only issue I had with this hotel was the picture we’re not what I found when I went to the hotel. I the pictures show the water blue crystal clear water. That was not what I saw and the hotel did have some signs of wear which were not shown on the pictures"
Megan 3-night trip
Posted 13 hours ago
Casa Marina Key West, Curio Collection by Hilton
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Everything was ok"
Sadyr 1-night trip
Posted 16 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

8/10 Good
"The room was clean and exceptional. The staff was very friendly. The buffet was delicious 😋. Recommend it."
Terry Richard 4-night trip
Posted 17 hours ago
Hilton Garden Inn Key West / The Keys Collection
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

8/10 Good
"The place was clean and staff were very friendly. The room was nicely appointed. The non-Tesla chargers were all broken which was disappointing but I was able to trickle charge. One elevator was also out but another one nearby was available and quick. Overall, very nice and I’d likely stay again but the lack of a charger when it was billed as being available was a disappointment."
Ben 2-night trip
Posted 21 hours ago
Blue Flamingo Resort Key West
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 2 days ago
Beachside Resort & Residences

Frequently asked questions

What's Cow Key like for family-friendly vacations?
The destination of Cow Key is a good option if you've been considering a getaway with the kids. The beaches and restaurants are just a few things that make this an attractive spot for a family vacation. Take to the air and fly into Key West Intl. Airport (EYW), which is located 1 mi (1.6 km) from the city center.
When's the best time to book a family-friendly vacation in Cow Key?
The hottest months are usually August and July with an average temp of 84°F, while the coldest months are January and February with an average of 73°F. Average annual precipitation for Cow Key is 38 inches.
What's there to see and do with your family in Cow Key?
While you are vacationing in Cow Key, you and the family might want to see interesting spots such as Duval Street and Robbie's. Make sure you have lots of time for activities like Stock Island Yacht Club & Marina and Red Barn Theater.

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