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Great weekend hotel deals in Monroe County, FL

Showing deals for:2 May - 4 May

Image gallery for Southernmost Beach Resort and Guesthouses

3 outdoor pools, pool umbrellas, pool loungers
VIP Access

Southernmost Beach Resort and Guesthouses

4.0 star property
Key West
8.6/10Excellent (2,425 reviews)
28% off
Price is NZ$3,090
NZ$1,545 per night
includes taxes & fees
Southernmost Beach Resort and Guesthouses

Top Cities in Monroe County

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Key West

Key West

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20 Apr - 21 Apr
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Top Hotels in Monroe County

Margaritaville Beach House Key West
Beach nearby, white sand

Margaritaville Beach House Key West

4.0 star property
8.6 out of 10, Excellent, (1732)
"Staff was outstanding. Building needs updating. "
The price is NZ$608
includes taxes & fees
12 May - 13 May
Margaritaville Beach House Key West
Southernmost Beach Resort and Guesthouses
3 outdoor pools, pool umbrellas, pool loungers

Southernmost Beach Resort and Guesthouses

4.0 star property
8.6 out of 10, Excellent, (2425)
"Broken sink drain. "
The price is NZ$656
includes taxes & fees
11 May - 12 May
Southernmost Beach Resort and Guesthouses
Oceans Edge Key West Resort, Hotel & Marina
6 outdoor pools, free pool cabanas, pool umbrellas

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
8.8 out of 10, Excellent, (1654)
"Ocean view was the perfect place for my wife and I to celebrate our 20th anniversary. It was away from the super busy historic district of key west but close enough to take either their provided shuttle or a rental golf cart they offer right on property. Daily amenities of bike and kayak rentals and an outstanding bar/ restaurant made this The perfect choice for us. We will be back and will recommend to friends. "
The price is NZ$430
includes taxes & fees
29 Apr - 30 Apr
Oceans Edge Key West Resort, Hotel & Marina
Parrot Key Hotel & Villas
Waterfront King Guest Room | Exterior

Parrot Key Hotel & Villas

4.0 star property
9.0 out of 10, Wonderful, (1013)
"Would highly recommend staying here! Beautiful all around; friendly & helpful staff."
The price is NZ$455
includes taxes & fees
19 May - 20 May
Parrot Key Hotel & Villas
Beachside Resort & Residences
Outdoor pool, pool umbrellas, pool loungers

Beachside Resort & Residences

3.5 star property
8.4 out of 10, Very good, (1022)
"Property on a very busy and noisy corner. All traffic enters and leaves Key West here. The facility is very nice, excellent service and easy parking. Pool and surroundings nice. The beach area is not a real beach. Resort is clean all round. Would stay again if can’t stay in old town Key West. "
The price is NZ$478
includes taxes & fees
20 May - 21 May
Beachside Resort & Residences
The Perry Hotel & Marina Key West
2 outdoor pools, open 8:00 AM to 10:00 PM, pool loungers

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1017)
"Our stay was awesome. The lady at the front desk was very nice. The room was very comfortable and spacious. We loved our stay here. The shuttle was also great since you aren’t in the middle of Key West. Being at the marina is nice too: "
The price is NZ$508
includes taxes & fees
19 May - 20 May
The Perry Hotel & Marina Key West
Havana Cabana at Key West
Outdoor pool, pool loungers

Havana Cabana at Key West

4.0 star property
8.8 out of 10, Excellent, (1725)
"Great place ! "
The price is NZ$500
includes taxes & fees
6 May - 7 May
Havana Cabana at Key West
Isla Bella Beach Resort & Spa
Property grounds

Isla Bella Beach Resort & Spa

5.0 star property
9.0 out of 10, Wonderful, (1011)
"Was an amazing experience "
The price is NZ$550
includes taxes & fees
27 Apr - 28 Apr
Isla Bella Beach Resort & Spa
Casa Marina Key West, Curio Collection by Hilton
Fireplace

Casa Marina Key West, Curio Collection by Hilton

4.0 star property
7.0 out of 10, Good, (1009)
"I have stayed at the Casa Marina many many times over the years. Although the outdoor area and grounds are stunning, the common areas, hallways, elevators, etc. leave much to be desired. The room was fine but small. Unfortunately, it was the third room we were assigned because the first two were unacceptable. The first didn’t have windows and high level rather any natural light started over 7 feet up on the wall. It felt like we were in a basement the second room option had big windows, but for...
The price is NZ$827
includes taxes & fees
12 May - 13 May
Casa Marina Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by Hilton
Outdoor pool, pool umbrellas, pool loungers

The Reach Key West, Curio Collection by Hilton

4.0 star property
8.4 out of 10, Very good, (935)
"It was a very pleasant and relaxing stay"
The price is NZ$692
includes taxes & fees
12 May - 13 May
The Reach Key West, Curio Collection by Hilton
Hawks Cay Resort
5 outdoor pools, pool cabanas (surcharge), pool umbrellas

Hawks Cay Resort

4.0 star property
7.8 out of 10, Good, (1006)
"Beautiful property, restaurants close too early for later eaters. "
The price is NZ$593
includes taxes & fees
27 Apr - 28 Apr
Hawks Cay Resort
Hilton Garden Inn Key West / The Keys Collection
Outdoor pool, pool cabanas (surcharge), pool loungers

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
7.8 out of 10, Good, (1010)
"Check in was easy. "
The price is NZ$384
includes taxes & fees
27 Apr - 28 Apr
Hilton Garden Inn Key West / The Keys Collection
The Gates Hotel Key West Newly Renovated
Exterior

The Gates Hotel Key West Newly Renovated

4.0 star property
7.6 out of 10, Good, (1008)
"Nice Hotel and clean with a large pool, close to the old town and shopping area and restaurants."
The price is NZ$485
includes taxes & fees
27 Apr - 28 Apr
The Gates Hotel Key West Newly Renovated
Lime Tree Bay Resort
Exterior

Lime Tree Bay Resort

3.5 star property
9.2 out of 10, Wonderful, (1070)
"The views were amazing! The staff were all nice and the food at the restaurant was so good!!"
The price is NZ$375
includes taxes & fees
29 Apr - 30 Apr
Lime Tree Bay Resort
Reefhouse Resort & Marina
3 restaurants, breakfast, lunch, dinner served; American cuisine

Reefhouse Resort & Marina

3.5 star property
9.2 out of 10, Wonderful, (1337)
"Great place, convenient location "
The price is NZ$634
includes taxes & fees
23 Apr - 24 Apr
Reefhouse Resort & Marina
Chesapeake Beach Resort
Private beach, white sand, sun-loungers, beach towels

Chesapeake Beach Resort

2.5 star property
9.0 out of 10, Wonderful, (1433)
"Great views, easy beach and pool access. 2 hours of included daily use of kayaks and paddle boards. Quiet, relaxing, friendly staff. Great location between Miami and Key West."
The price is NZ$491
includes taxes & fees
28 Apr - 29 Apr
Chesapeake Beach Resort
DoubleTree Resort by Hilton Grand Key - Key West
Outdoor pool, open 7:00 AM to 11:00 PM, free pool cabanas, pool loungers

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
8.0 out of 10, Very good, (1008)
"Friendly staff."
The price is NZ$442
includes taxes & fees
27 Apr - 28 Apr
DoubleTree Resort by Hilton Grand Key - Key West
24 North Hotel Key West - Newly Renovated
Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, pool loungers

24 North Hotel Key West - Newly Renovated

4.0 star property
7.6 out of 10, Good, (1424)
"good hotel"
The price is NZ$400
includes taxes & fees
20 May - 21 May
24 North Hotel Key West - Newly Renovated
Cheeca Lodge & Spa
Private beach, sun-loungers, beach umbrellas, beach towels

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1066)
"Beautiful property all around! Plenty of activities on property. Great food at the on property Atlantic's Edge Restaurant. Beautiful 'beach' but it's not especially sandy at all. Poor daily room refresh, may or may not complete the process. Leaky above counter sink, bugs in room (both dead and alive), glasses left on walkway outside our 3 floor room (a few got broken and broken glass left all over), vacuum cleaner left in elevator daily. Pizza box left for days on outside trash can by the...
The price is NZ$481
includes taxes & fees
12 May - 13 May
Cheeca Lodge & Spa
Ocean Key Resort - A Noble House Resort
Outdoor pool, pool loungers

Ocean Key Resort - A Noble House Resort

4.0 star property
9.2 out of 10, Wonderful, (1006)
"The staff was AMAZING, The room was AMAZING especially the window between the bed and the shower. THe food and service was AMAZING and Key West was AMAZING! "
The price is NZ$1,069
includes taxes & fees
11 May - 12 May
Ocean Key Resort - A Noble House Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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