Fleming Key 4 Stars Hotels

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Our top choices for Fleming Key 4-star hotels

2 outdoor pools, open 7:00 AM to 11:00 PM, 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, (1761)
"Loved staying here and would again next time we are in Key West!!"
Canada
David
The price is NT$3,686
NT$5,901 total
includes taxes & fees
Dec 15 - Dec 16
Blue Flamingo Resort Key West
Couples treatment rooms, 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, (2925)
"Great stay with an actual beach which is rare in Key West. "
United States
Robert
The price is NT$6,162
NT$9,218 total
includes taxes & fees
Dec 16 - Dec 17
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, (1007)
"View was amazing, great location and friendly staff"
United States
Stacey
The price is NT$8,859
NT$12,002 total
includes taxes & fees
Dec 14 - Dec 15
Hyatt Centric Key West Resort and Spa
6 outdoor pools, free 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, (1750)
"Clean room, great and friendly staff, great pools, easy parking, everything was great "
United States
Zidan
The price is NT$5,111
NT$7,633 total
includes taxes & fees
Dec 14 - Dec 15
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, (1777)
" Great location "
United States
Kristen
The price is NT$6,208
NT$8,948 total
includes taxes & fees
Dec 14 - Dec 15
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, (1172)
"great place to stay "
United States
michael
The price is NT$8,091
NT$11,018 total
includes taxes & fees
Jan 11 - 2026/1/12
The Perry Hotel & Marina Key West
Outdoor pool, open 7:00 AM to 11:00 PM, 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, (1001)
"Very very nice stay! "
United States
Chloe
The price is NT$4,563
NT$6,186 total
includes taxes & fees
Dec 18 - Dec 19
DoubleTree Resort by Hilton Grand Key - Key West
4 outdoor pools, pool umbrellas, sun 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, (1189)
"Great hotel"
United States
Patrice
The price is NT$6,337
NT$8,919 total
includes taxes & fees
Jan 7 - 2026/1/8
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, (1073)
"Beautiful property, nice clean bungalows and great staff!"
United States
Robert
The price is NT$7,133
NT$9,603 total
includes taxes & fees
Dec 14 - Dec 15
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, (469)
"beautiful Hotel! "
Mexico
iria
The price is NT$7,799
NT$10,645 total
includes taxes & fees
Dec 14 - Dec 15
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, (284)
"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 NT$7,143
NT$9,089 total
includes taxes & fees
Dec 14 - Dec 15
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 NT$9,957
NT$13,237 total
includes taxes & fees
Dec 14 - Dec 15
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 NT$7,549
NT$10,364 total
includes taxes & fees
Dec 16 - Dec 17
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, (1021)
"Our stay was great!"
United States
Richard
The price is NT$8,703
NT$11,020 total
includes taxes & fees
Dec 14 - Dec 15
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 NT$6,443
NT$9,218 total
includes taxes & fees
Dec 16 - Dec 17
The Marker Key West Harbor Resort
Outdoor pool, sun 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 NT$13,070
NT$17,126 total
includes taxes & fees
Dec 17 - Dec 18
Ocean Key Resort - A Noble House Resort
Outdoor pool, sun 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, (1726)
"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 NT$9,259
NT$12,603 total
includes taxes & fees
Jan 5 - 2026/1/6
Havana Cabana at Key West
2 outdoor pools, sun loungers
Santa Maria Suites

Santa Maria Suites

Santa Maria Suites
4.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1001)
"Awesome place we loved it"
United States
Josh
The price is NT$10,263
NT$14,529 total
includes taxes & fees
Dec 15 - Dec 16
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 NT$8,394
NT$12,339 total
includes taxes & fees
Dec 16 - Dec 17
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, (319)
"Rooms were good size and the balcony added to the experience."
United States
DM Enakshi
Bishop Hotel Key West
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Top Fleming Key Hotel Reviews

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"This was really great! It was quiet, peaceful and everything about this place was just so accommodating. My family and I slept very good, we were very comfortable and the staff was very welcoming and catered to us the entire time of our stay. If we visit again, we will be back!"
Maurice 2-night trip
Posted 1 day ago
Blue Flamingo Resort Key West

Frequently asked questions

What are the best 4-star hotels in Fleming Key?
Kick back in the comfort and quality of The Marker Key West Harbor Resort. This 4-star hotel around Fleming Key is highly recommended by many Expedia customers and comes with concierge services and premium bedding. Another traveler favorite in or near this neighborhood is Hyatt Centric Key West Resort and Spa. A resort and spa facilities are a couple of things that make it popular.
How much does it cost to stay in a 4-star hotel in Fleming Key?
Expedia can help you quickly locate the perfect 4-star hotel for your getaway in Fleming Key. Use our handy filter tool to fine-tune your search by things like budget, amenities and star rating and get access to awesome deals in a couple of clicks.

  • Search for the lowest price from NT$5,901

What's the difference between 5-star and 4-star hotels in Fleming Key?
Offering an inviting guest experience and upmarket décor, 4-star hotels are a fabulous option for your Fleming Key escape. These kinds of accommodations generally come with loads of handy amenities that make it simple to unpack and relax — think large beds, bathrobes, restaurants and gyms. Or get a taste of the high life at a 5-star hotel designed to indulge you in high-end perks and amenities. On-site health clubs, premium toiletries and gourmet dining are typically featured at these swanky retreats.

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