Fleming Key Hotel Guide - 4 Stars Hotels in Fleming Key, Key West

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Check availability on Fleming Key 4 Star Hotels

Our top choices for Fleming Key 4-star hotels

2 outdoor pools, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.0 out of 10, Very good, (1758)
"Loved staying here and would again next time we are in Key West!!"
Canada
David
The price is Rp1.828.523
Rp2.995.113 total
includes taxes & fees
14 Dec - 15 Dec
Blue Flamingo Resort Key West
Couples treatment room(s), facials, massages
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.8 out of 10, Excellent, (2919)
"Great stay with an actual beach which is rare in Key West. "
United States
Robert
The price is Rp3.436.924
Rp5.086.180 total
includes taxes & fees
17 Dec - 18 Dec
Southernmost Beach Resort and Guesthouses
Exterior
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1006)
"View was amazing, great location and friendly staff"
United States
Stacey
The price is Rp4.735.984
Rp6.416.091 total
includes taxes & fees
14 Dec - 15 Dec
Hyatt Centric Key West Resort and Spa
6 outdoor pools, free pool cabanas, pool umbrellas
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
Stock Island
9.0 out of 10, Wonderful, (1748)
"Clean room, great and friendly staff, great pools, easy parking, everything was great "
United States
Zidan
The price is Rp2.732.532
Rp4.080.329 total
includes taxes & fees
14 Dec - 15 Dec
Oceans Edge Key West Resort, Hotel & Marina
Food and drink
Margaritaville Beach House Key West

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1776)
" Great location "
United States
Kristen
The price is Rp3.318.524
Rp4.783.739 total
includes taxes & fees
14 Dec - 15 Dec
Margaritaville Beach House Key West
Marina
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1171)
"great place to stay "
United States
michael
The price is Rp4.325.152
Rp5.889.869 total
includes taxes & fees
11 Jan - 12 Jan 2026
The Perry Hotel & Marina Key West
Outdoor pool, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.0 out of 10, Very good, (1000)
"Very very nice stay! "
United States
Chloe
The price is Rp2.335.641
Rp3.190.411 total
includes taxes & fees
16 Dec - 17 Dec
DoubleTree Resort by Hilton Grand Key - Key West
4 outdoor pools, pool umbrellas, pool loungers
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1188)
"Great hotel"
United States
Patrice
The price is Rp3.387.729
Rp4.768.064 total
includes taxes & fees
7 Jan - 8 Jan 2026
Parrot Key Hotel & Villas
Front of property
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1071)
"Beautiful property, nice clean bungalows and great staff!"
United States
Robert
The price is Rp3.812.967
Rp5.133.894 total
includes taxes & fees
14 Dec - 15 Dec
Winslow's Bungalows - Key West Historic Inns
Suite, 1 King Bed, Lanai, Oceanfront | View from room
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very good, (468)
"beautiful Hotel! "
Mexico
iria
The price is Rp4.219.028
Rp5.746.967 total
includes taxes & fees
14 Dec - 15 Dec
Casa Marina Key West, Curio Collection by Hilton
Exterior
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (283)
"Hotel staff was amazing. Room was spotless! Excellent place to stay! Will definitely stay here again in the future! "
United States
Tracy
The price is Rp3.818.804
Rp4.858.969 total
includes taxes & fees
14 Dec - 15 Dec
La Concha Key West, Autograph Collection
Private beach, white sand, sun-loungers, beach umbrellas
Pier House Resort & Spa

Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1005)
"Lovely hotel, great room and ideal location."
United States
Donald
The price is Rp5.189.571
Rp6.926.376 total
includes taxes & fees
14 Dec - 15 Dec
Pier House Resort & Spa
Private beach, scuba diving, sailing, kayaking
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very good, (1002)
"Great view, amazing room and friendly staff"
United States
Kristine
The price is Rp3.885.508
Rp5.371.756 total
includes taxes & fees
15 Dec - 16 Dec
The Reach Key West, Curio Collection by Hilton
Front of property – evening/night
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1019)
"Our stay was great!"
United States
Richard
The price is Rp4.319.084
Rp5.515.754 total
includes taxes & fees
17 Dec - 18 Dec
Opal Key Resort & Marina, Key West
Exterior
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1006)
"Fantastic staff, great breakfast"
United States
Kelly
The price is Rp3.436.924
Rp4.917.127 total
includes taxes & fees
16 Dec - 17 Dec
The Marker Key West Harbor Resort
Outdoor pool, pool loungers
Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1004)
"Great stay."
United States
Sarit
The price is Rp6.987.244
Rp9.155.206 total
includes taxes & fees
17 Dec - 18 Dec
Ocean Key Resort - A Noble House Resort
Outdoor pool, pool loungers
Havana Cabana at Key West

Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
New Town
8.8 out of 10, Excellent, (1725)
"Pretty much everything you could hope for out of a resort. Staff was great, amenities were nice, the room was clean. We loved out stay"
United States
alec lawrence
The price is Rp4.949.572
Rp6.737.589 total
includes taxes & fees
5 Jan - 6 Jan 2026
Havana Cabana at Key West
2 outdoor pools, pool loungers
Santa Maria Suites

Santa Maria Suites

Santa Maria Suites
4.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1000)
"Awesome place we loved it"
United States
Josh
The price is Rp6.653.724
Rp8.611.070 total
includes taxes & fees
15 Dec - 16 Dec
Santa Maria Suites
Front of property – evening/night
Southernmost House

Southernmost House

Southernmost House
4.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1001)
"Great place to stay. Staff was very friendly"
United States
Jacob
The price is Rp4.487.512
Rp6.596.193 total
includes taxes & fees
16 Dec - 17 Dec
Southernmost House
Room 28A - Signature Room - King Bed - Adults Only 21+ | View from room
Bishop Hotel Key West

Bishop Hotel Key West

Bishop Hotel Key West
4.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (318)
"Great staff and amenities "
United States
Elizabeth
Bishop Hotel Key West
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Top Fleming Key Hotel Reviews

Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Our stay at Pier House Resort was truly amazing. The ambiance throughout created a genuine “Don’t Worry, Be Happy” atmosphere that made our getaway unforgettable. Every staff member we interacted with was courteous, professional, and friendly — they took wonderful care of us from start to finish. Between the private beach, great dining, and the legendary Chart Room bar, we felt completely at ease. We’re already looking forward to planning our return."
Rick 4-night trip
Posted 2 days ago
Pier House Resort & Spa

Frequently asked questions

What are the best 4-star hotels in Fleming Key?
The Marker Key West Harbour Resort and Hyatt Centric Key West Resort and Spa are two highly rated escapes situated in or near Fleming Key. Both have a 4-star rating and promise high-end comfort alongside an unrivaled guest experience. Book a stay at the first and get access to premium bedding and a swimming pool. The second has concierge services and beauty services, among other conveniences.
How much does it cost to stay in a 4-star hotel in Fleming Key?
Expedia can help you easily locate the ideal 4-star hotel for your stay in Fleming Key. Use our handy filter tool to fine-tune your search by things like price, conveniences and property star rating and get access to fabulous deals in a couple of clicks.

  • Search for the lowest price from Rp2.995.113

What's the difference between 5-star and 4-star hotels in Fleming Key?
Treat yourself to luxury living during your Fleming Key getaway by choosing a 4-star hotel. As well as featuring upscale accommodation, these retreats are usually filled with amenities like large beds, complimentary bathrobes and plenty more. A 5-star hotel will go the extra mile to make your trip an even more lavish and special one. Concierge assistance, on-site spas and gourmet dining are only the start of the first-rate conveniences and services you'll likely have access to.

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