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Coconut Beach Resort
1500 Alberta St, Key West, FL 33040-4793
2.0 km from Waterfront Playhouse
  • Free Wifi
  • Free Parking
Casa Marina Key West, A Waldorf Astoria Resort
SAVE US$77
US$396
Expedia.com
US$319
View Deal
1500 Reynolds St, Key West, FL 33040-4768
2.1 km from Waterfront Playhouse
  • Pool
  • Beachfront
Banana Bay Resort - Key West
Travelocity
US$169
View Deal
2319 N Roosevelt Blvd, Key West, FL 33040-3835
3.0 km from Waterfront Playhouse
  • Free Parking
  • Breakfast included
Savings alert: 11% below average rate

The price you found is 11% lower than this hotel's average rate of US$189/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.

Fairfield Inn & Suites Key West
Fairfield Inn
US$209
View Deal
2400 N Roosevelt Blvd, Key West, FL 33040-3838
3.1 km from Waterfront Playhouse
  • 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
3.5 km from Waterfront Playhouse
  • Free Wifi
  • Pool
Sheraton Suites Key West
SAVE US$57
US$218
Booking.com
US$161
View Deal
2001 South Roosevelt Boulevard, Key West, FL 33040-5243
3.6 km from Waterfront Playhouse
  • Free Wifi
  • Pool
Courtyard Key West Waterfront
Courtyard
US$209
View Deal
3031 N Roosevelt Blvd # 41, Key West, FL 33040-4015
3.8 km from Waterfront Playhouse
  • Free Wifi
  • Free Parking
Savings alert: 34% below average rate

The price you found is 34% lower than this hotel's average rate of US$315/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.

Ibis Bay Beach Resort
SAVE US$29
US$172
Expedia.com
US$143
View Deal
3101 N Roosevelt Blvd, Key West, FL 33040-4118
4.0 km from Waterfront Playhouse
  • Free Wifi
  • Free Parking
Savings alert: 20% below average rate

The price you found is 20% lower than this hotel's average rate of US$179/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.

The Inn at Key West
No availability for your dates from these sites
3420 N. Roosevelt Blvd, Key West, FL 33040-4224
4.7 km from Waterfront Playhouse
  • 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
5.0 km from Waterfront Playhouse
  • Free Wifi
  • Free Parking
24 North Hotel
SAVE US$17
US$145
Travelocity
US$128
View Deal
3820 N Roosevelt Blvd, Key West, FL 33040-4535
5.4 km from Waterfront Playhouse
  • Free Wifi
  • Free Parking
The Gates Hotel | Key West
Hotels.com
US$157
View Deal
3824 N. Roosevelt Blvd., Key West, FL 33040-4535
5.5 km from Waterfront Playhouse
  • Free Wifi
  • Free Parking
Savings alert: 30% below average rate

The price you found is 30% lower than this hotel's average rate of US$224/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 Windward Pointe
Booking.com
US$319
View Deal
3675 S Roosevelt Blvd, Key West, FL 33040-5254
5.6 km from Waterfront Playhouse
  • Free Wifi
  • Free Parking
DoubleTree by Hilton Hotel Grand Key Resort - Key West
SAVE US$72
US$246
Booking.com
US$174
View Deal
3990 S Roosevelt Blvd, Key West, FL 33040-5204
5.6 km from Waterfront Playhouse
  • Free Wifi
  • Free Parking
Savings alert: 22% below average rate

The price you found is 22% lower than this hotel's average rate of US$223/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.

Hilton Garden Inn Key West - The Keys Collection
SAVE US$39
US$185
GardenInn.com
US$146
View Deal
3850 N Roosevelt Blvd, Key West, FL 33040-4535
5.6 km from Waterfront Playhouse
  • Free Wifi
  • Free Parking
Savings alert: 39% below average rate

The price you found is 39% lower than this hotel's average rate of US$239/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.

Key West Marriott Beachside Hotel
Booking.com
US$208
View Deal
3841 North Roosevelt Boulevard, Key West, FL 33040-4534
5.7 km from Waterfront Playhouse
  • Free Wifi
  • Pool
Savings alert: 17% below average rate

The price you found is 17% lower than this hotel's average rate of US$251/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.

Fairfield Inn & Suites by Marriott Key West at The Keys Collection
Booking.com
US$169
View Deal
3852 North Roosevelt Boulevard, Key West, FL 33040
5.7 km from Waterfront Playhouse
  • Free Wifi
  • Breakfast included
Savings alert: 19% below average rate

The price you found is 19% lower than this hotel's average rate of US$209/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, Beach House
No availability for your dates from these sites
5051 US Highway 1, Key West, FL 33040-4320
5.9 km from Waterfront Playhouse
  • Free Wifi
  • Free Parking
Best Western Key Ambassador Resort Inn
SAVE US$28
US$198
Booking.com
US$170
View Deal
3755 South Roosevelt Boulevard, Key West, FL 33040-5255
5.9 km from Waterfront Playhouse
  • Free Wifi
  • Free Parking
Savings alert: 20% below average rate

The price you found is 20% lower than this hotel's average rate of US$212/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.

The Perry Hotel Key West
SAVE US$5
US$195
Travelocity
US$190
View Deal
7001 Shrimp Rd, Key West, FL 33040
6.9 km from Waterfront Playhouse
  • Free Wifi
  • Free Parking
Savings alert: 32% below average rate

The price you found is 32% lower than this hotel's average rate of US$279/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.

Oceans Edge Key West Hotel & Marina
SAVE US$45
US$299
Booking.com
US$254
View Deal
5950 Peninsular Ave, Key West, FL 33040
8.0 km from Waterfront Playhouse
  • Pool
  • Restaurant
Savings alert: 12% below average rate

The price you found is 12% lower than this hotel's average rate of US$290/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.

Sugarloaf Lodge
No availability for your dates from these sites
17001 Overseas Hwy, Sugarloaf Key, FL 33042-3681
26.2 km from Waterfront Playhouse
  • Free Wifi
  • Free Parking
Venture Out Resort
701 Spanish Main Dr, Cudjoe Key, FL 33042-4333
35.3 km from Waterfront Playhouse
  • Free Parking
  • Pool
Melody Key
1 Melody Key, Summerland Key, FL 33042
38.9 km from Waterfront Playhouse
  • Free Wifi
  • Free Parking
Looe Key Reef Resort
Travelocity
US$154
View Deal
Mile Marker 27.5 Overseas Highway, 27340 Overseas Hwy, Ramrod Key, FL 33042
42.1 km from Waterfront Playhouse
  • Free Wifi
  • Free Parking
Little Palm Island Resort & Spa, A Noble House Resort
No availability for your dates from these sites
28500 Overseas Highway, Little Torch Key, FL 33042-5544
44.1 km from Waterfront Playhouse
  • Free Wifi
  • Pool
Parmer's Resort
Booking.com
US$139
View Deal
565 Barry Ave, Little Torch Key, FL 33042-5605
44.3 km from Waterfront Playhouse
  • Free Parking
  • Breakfast included
Savings alert: 10% below average rate

The price you found is 10% lower than this hotel's average rate of US$154/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.

*Prices are the average nightly price provided by our partners and may not include all taxes and fees. Taxes and fees that are shown are estimates only. Please see our partners for more details.