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Oceans Edge Key West Hotel & Marina
SAVE US$54
US$359
OceansEdgeKeyWest
US$305
View Deal
5950 Peninsular Ave, Key West, FL 33040-6012
0.2 km from High Stakes Charters
  • Pool
  • Restaurant
The Perry Hotel Key West
Travelocity
US$345
View Deal
7001 Shrimp Rd, Key West, FL 33040-6053
1.0 km from High Stakes Charters
  • Free Wifi
  • Free Parking
DoubleTree by Hilton Hotel Grand Key Resort - Key West
SAVE US$75
US$359
Booking.com
US$284
View Deal
3990 S Roosevelt Blvd, Key West, FL 33040-5204
2.3 km from High Stakes Charters
  • Free Wifi
  • Free Parking
Best Western Key Ambassador Resort Inn
BestWestern.com
US$319
View Deal
3755 South Roosevelt Boulevard, Key West, FL 33040-5255
2.3 km from High Stakes Charters
  • Free Wifi
  • Free Parking
Fairfield Inn & Suites by Marriott Key West at The Keys Collection
Fairfield Inn
US$269
View Deal
3852 N Roosevelt Blvd, Key West, FL 33040-4535
2.4 km from High Stakes Charters
  • Free Wifi
  • Breakfast included
Hyatt Residence Club Key West, Beach House
No availability for your dates from these sites
5051 US Highway 1, Key West, FL 33040-4320
2.4 km from High Stakes Charters
  • Free Wifi
  • Free Parking
Key West Marriott Beachside Hotel
Marriott Hotels
US$322
View Deal
3841 North Roosevelt Boulevard, Key West, FL 33040-4534
2.5 km from High Stakes Charters
  • Free Wifi
  • Pool
Savings alert: 13% below average rate

The price you found is 13% lower than this hotel's average rate of US$368/night.

We analyze rates over a 60 day period, and compare your selection to the average rate of comparable stays to ensure you're getting the best possible deal.

Hyatt Residence Club Key West, Windward Pointe
Booking.com
US$439
View Deal
3675 S Roosevelt Blvd, Key West, FL 33040-5254
2.5 km from High Stakes Charters
  • Free Wifi
  • Free Parking
Hilton Garden Inn Key West - The Keys Collection
SAVE US$19
US$313
Booking.com
US$294
View Deal
3850 N Roosevelt Blvd, Key West, FL 33040-4535
2.6 km from High Stakes Charters
  • Free Wifi
  • Free Parking
The Gates Hotel | Key West
SAVE US$43
US$348
Booking.com
US$305
View Deal
3824 N. Roosevelt Blvd., Key West, FL 33040-4535
2.7 km from High Stakes Charters
  • Free Wifi
  • Free Parking
24 North Hotel
SAVE US$37
US$308
Booking.com
US$271
View Deal
3820 N Roosevelt Blvd, Key West, FL 33040-4535
2.8 km from High Stakes Charters
  • Free Wifi
  • Free Parking
Key West Bayside Inn & Suites
No availability for your dates from these sites
3444 N Roosevelt Blvd, Key West, FL 33040-4224
3.3 km from High Stakes Charters
  • Free Wifi
  • Free Parking
Havana Cabana Key West
TripAdvisor
View Deal
3420 N. Roosevelt Blvd, Key West, FL 33040-4224
3.4 km from High Stakes Charters
  • Free Wifi
  • Free Parking
Ibis Bay Beach Resort
Booking.com
US$279
View Deal
3101 N Roosevelt Blvd, Key West, FL 33040-4118
4.1 km from High Stakes Charters
  • Free Wifi
  • Free Parking
Courtyard Key West Waterfront
Courtyard
US$279
View Deal
3031 N Roosevelt Blvd # 41, Key West, FL 33040-4015
4.2 km from High Stakes Charters
  • Free Wifi
  • Free Parking
Parrot Key Hotel and Resort
No availability for your dates from these sites
2801 N Roosevelt Blvd, Key West, FL 33040-4073
4.5 km from High Stakes Charters
  • Free Wifi
  • Pool
Sheraton Suites Key West
SAVE US$26
US$340
Expedia.com
US$314
View Deal
2001 South Roosevelt Boulevard, Key West, FL 33040
4.5 km from High Stakes Charters
  • Free Wifi
  • Pool
Fairfield Inn & Suites Key West
Fairfield Inn
US$299
View Deal
2400 N Roosevelt Blvd, Key West, FL 33040-3838
4.8 km from High Stakes Charters
  • Free Wifi
  • Free Parking
Banana Bay Resort - Key West
SAVE US$20
US$249
Travelocity
US$229
View Deal
2319 N Roosevelt Blvd, Key West, FL 33040-3835
5.0 km from High Stakes Charters
  • Free Parking
  • Breakfast included
Casa Marina Key West, A Waldorf Astoria Resort
Booking.com
US$449
View Deal
1500 Reynolds St, Key West, FL 33040-4768
6.4 km from High Stakes Charters
  • Pool
  • Beachfront
Coconut Beach Resort
1500 Alberta St, Key West, FL 33040-4793
6.6 km from High Stakes Charters
  • Free Wifi
  • Free Parking
Silver Palms Inn
Expedia.com
US$339
View Deal
830 Truman Avenue, Key West, FL 33040-6426
6.7 km from High Stakes Charters
  • Free Wifi
  • Free Parking
The Reach Key West, A Waldorf Astoria Resort
SAVE US$40
US$489
Travelocity
US$449
View Deal
1435 Simonton Street, Key West, FL 33040-3116
6.8 km from High Stakes Charters
  • Free Wifi
  • Pool
Travelocity
US$639
View Deal
1401 Simonton St, Key West, FL 33040-3116
6.9 km from High Stakes Charters
  • Free Wifi
  • Free Parking
Eden House
Booking.com
US$342
View Deal
1015 Fleming Street, Key West, FL 33040-6962
6.9 km from High Stakes Charters
  • Free Wifi
  • Free Parking
Best Western Hibiscus Motel
SAVE US$37
US$369
Hotwire.com
US$332
View Deal
1313 Simonton St, Key West, FL 33040-3113
6.9 km from High Stakes Charters
  • Free Wifi
  • Free Parking
Key Lime Inn Key West
Booking.com
US$319
View Deal
725 Truman Ave, Key West, FL 33040-6423
6.9 km from High Stakes Charters
  • Free Wifi
  • Breakfast included
Southwinds Motel
Booking.com
US$283
View Deal
1321 Simonton St, Key West, FL 33040-3113
6.9 km from High Stakes Charters
  • Free Wifi
  • Free Parking
Chelsea House Hotel in Key West
Booking.com
US$319
View Deal