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

Find all hotels by Highgate Independent in Cow Key, FL from SAR 675

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
14 Sep - 15 Sep
Tomorrow
15 Sep - 16 Sep
This weekend
18 Sep - 20 Sep
Next weekend
25 Sep - 27 Sep

Our top choices for Cow Key Highgate Independent

1. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
United States
Deaenna
SAR 655
SAR 1,012 total
includes taxes & fees
28 Sep - 29 Sep
Southernmost Beach Resort and Guesthouses

2. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Danielle
SAR 412
SAR 675 total
includes taxes & fees
16 Sep - 17 Sep
Blue Flamingo Resort Key West

3. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
United States
Joelle
SAR 710
SAR 1,035 total
includes taxes & fees
27 Sep - 28 Sep
The Marker Key West Harbor Resort

4. Duval Gardens at Southernmost Beach Resort – Adults Only

Duval Gardens at Southernmost Beach Resort – Adults Only
Old Town Key West
United States
JoAnn
Duval Gardens at Southernmost Beach Resort – Adults Only

5. The Guesthouses at Southernmost Beach Resort

The Guesthouses at Southernmost Beach Resort
Old Town Key West
United States
Kellie
The Guesthouses at Southernmost Beach Resort
View all properties
Save an average of 15% on thousands of hotels when you're signed in

Top Cow Key Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"It was beautiful. I didn’t like the $60 amenity fee or $50 parking but it was very nice"
Carlos 2-night trip
Posted 1 hour ago
Southernmost Beach Resort and Guesthouses
Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"Relaxed atmosphere"
Carrie 1-night trip
Posted 1 hour ago
Havana Cabana at Key West
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

8/10 Good
"Overall decent stay. This was my 3rd time in Key West, but 1st time staying here. Some issues along the way, like a broken A/C and a clogged sink. Maintenance was great though. Most days the family pool was good, usually could find a chair. Beach was unusable bc of all the seaweed and it smelled horrible. Beautiful lobby and grounds. Food and drinks wildly overpriced, same with the gift shop. Quiet part of town which was nice. Would i stay here again? Maybe."
Jennifer 4-night trip
Posted 2 hours ago
Casa Marina Key West, Curio Collection by Hilton
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"We loved our room! It was clean and comfortable. The swimming pool was excellent. The hotel staff were super helpful and friendly. We would come back here and bring our kids next time!"
Mary Elizabeth 4-night trip
Posted 3 hours ago
Hyatt Vacation Club at Windward Pointe, Key West
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Beautiful property so much to do when you want a relaxing pool day!"
Danielle 4-night trip
Posted 5 hours ago
Blue Flamingo Resort Key West
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Offered ocean view at check in ! The 2 reception ladies offered us upgrade then when a person already checked In. Came back and wanted upgrades after seeing their room they declined us. The next morning went to complain and night manager gave us a free upgrade to ocean front ! She made my 70th birthday. They need to train those 2 ladies !!"
john 4-night trip
Posted 8 hours ago
Pier House Resort & Spa
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

8/10 Good
"Beautiful place to stay, would definitely stay here again."
Jade 6-night trip
Posted 9 hours ago
The Perry Hotel & Marina Key West
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Clean hotel, clean room, staff was very friendly. We would definitely stay here again!"
Sherill 2-night trip
Posted 16 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
Margaritaville Beach House Key West

Margaritaville Beach House Key West

8/10 Good
"The only beach on island is across the road and I love that about this location. Very small beach and not much to it, coming from Tampa we have better beaches. The location of hotel is 20-30 minutes away from the bars and restaurants. Good thing is they have a free shuttle running daily with helps a lot. If you drive parking is about $10 an hour anywhere in town. Down side of hotel is that it’s starting to show signs of wear and tear. Water pressure was low, but the room was clean and overall had a good weekend getaway."
Luis 2-night trip
Posted 1 day ago
Margaritaville Beach House Key West