A waterfront with a pier, calm water, and houses with palm trees in the background.

Sugarloaf Key Romantic Hotel

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Check availability on Sugarloaf Key Romantic Hotel

Tonight
25 Oct - 26 Oct
Tomorrow
26 Oct - 27 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

Our top choices for Sugarloaf Key romantic hotels

A waterfront property with a covered porch, a boat dock, and a clear sky.
A spacious living area with a ceiling fan, a television, and a seating area with a sofa and chairs.
A marina with boats, a dock, and a white building with a balcony.
A bedroom with a bed, a ceiling fan, a window with blinds, and a door with a sign.

1. SAVE BIG $$$ OCT./NOV. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ OCT./NOV. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
United States
Mckayla S.
HK$1,404
HK$3,676 total
includes taxes & fees
3 Nov - 4 Nov
SAVE BIG $$$ OCT./NOV. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
A swimming pool with lounge chairs and a thatched roof structure, surrounded by lush greenery and a brick patio.
A bar with a signboard listing various destinations.
A two-story house with a front porch, a staircase, and a garage.
A living room with a sofa, armchair, coffee table, and a cabinet with decorative items.

2. Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS

Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS
Stock Island
United States
Linda
HK$2,717
HK$5,402 total
includes taxes & fees
29 Oct - 30 Oct
Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS
A wide sandy beach with palm trees and a clear sky.
A balcony with a round table and chairs, overlooking a sunset over a marshy landscape.
A hotel with a green roof, multiple balconies, and a wooden bridge over a water body.
A swimming pool with lounge chairs and a shaded area, surrounded by palm trees and a building with balconies.

3. Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.

Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.
Key West
United States
Michelaine a.
HK$2,784
HK$4,249 total
includes taxes & fees
26 Oct - 27 Oct
Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.
A living room with two sofas, a coffee table, and a window with blinds.
A pool area with lounge chairs, a pool with clear blue water, and a covered patio with outdoor seating.
A covered outdoor deck with wicker furniture and a white railing.
A beach with palm trees and a clear sky.

4. HAVANA VIEJA ~ Adults Only, First Floor Queen Room w/ Community Pool!

HAVANA VIEJA ~ Adults Only, First Floor Queen Room w/ Community Pool!
Old Town Key West
United States
Vicki L.
HK$1,310
HK$2,749 total
includes taxes & fees
16 Nov - 17 Nov
HAVANA VIEJA ~ Adults Only, First Floor Queen Room w/ Community Pool!
A bedroom with a large bed, a wooden headboard, a desk with a chair, a mirror, and a view of the kitchen and bathroom.
Two orange armchairs with decorative pillows, a round coffee table with books, and a lamp.
A narrow pathway leading to a house with a blue exterior, a number '12' sign, and various potted plants.
A well-lit bedroom with a large bed, a desk, a chair, and a sofa. There are multiple pillows, a lamp, and a plant on the bedside table.

5. Studio Blu - Historic Key West Studio + Bikes

Studio Blu - Historic Key West Studio + Bikes
Old Town Key West
United States
Emily F.
HK$1,362
HK$2,904 total
includes taxes & fees
26 Oct - 27 Oct
Studio Blu - Historic Key West Studio + Bikes
A covered outdoor area with a table and chairs, surrounded by white railings and palm trees.
A wooden staircase with a view of greenery outside.
A spacious room with a ceiling fan, large windows, a sofa, two wicker chairs, and a small table with decorative items.
A beach with palm trees and a clear sky.

6. CORONA ~ Adults Only, 2nd Floor King Room w/ Community Pool at Azul Mansion!

CORONA ~ Adults Only, 2nd Floor King Room w/ Community Pool at Azul Mansion!
Old Town Key West
United States
The Rogue P.
HK$980
HK$2,331 total
includes taxes & fees
29 Oct - 30 Oct
CORONA ~ Adults Only, 2nd Floor King Room w/ Community Pool at Azul Mansion!
A covered outdoor deck with wicker furniture and a white railing.
A wooden staircase with a view of greenery outside.
A spacious room with a ceiling fan, large windows, a sofa, two wicker chairs, and a small table with decorative items.
A two-story white building with a balcony, surrounded by greenery and a white picket fence.

7. CAPTIVA~Adults Only, 2nd Floor King Room w/Community Pool at Azul Mansion!

CAPTIVA~Adults Only, 2nd Floor King Room w/Community Pool at Azul Mansion!
Old Town Key West
United States
Gabby R.
HK$1,082
HK$2,462 total
includes taxes & fees
29 Oct - 30 Oct
CAPTIVA~Adults Only, 2nd Floor King Room w/Community Pool at Azul Mansion!
A covered outdoor deck with wicker furniture and a white railing.
A living room with a large painting, a glass coffee table, a beige sofa, and a view through a glass door to an outdoor area with plants.
A beach with palm trees and a clear sky.
A pool area with lounge chairs, a pool with clear blue water, and a covered patio with outdoor seating.

8. CLARO ~ Adults Only, Pool View (2nd Floor) King Room in Azul Mansion!

CLARO ~ Adults Only, Pool View (2nd Floor) King Room in Azul Mansion!
Old Town Key West
United States
Darcie B.
HK$933
HK$2,270 total
includes taxes & fees
29 Oct - 30 Oct
CLARO ~ Adults Only, Pool View (2nd Floor) King Room in Azul Mansion!
A covered outdoor deck with wicker furniture and a white railing.
A covered outdoor area with wicker furniture and a pool.
A beach with palm trees and a clear sky.
A wooden staircase with a view of greenery outside.

9. FUENTE ~ Adults Only, 2nd Floor, Pool View, King Room at Azul Mansion!

FUENTE ~ Adults Only, 2nd Floor, Pool View, King Room at Azul Mansion!
Old Town Key West
United States
Daniel H.
HK$1,490
HK$2,975 total
includes taxes & fees
10 Nov - 11 Nov
FUENTE ~ Adults Only, 2nd Floor, Pool View, King Room at Azul Mansion!
A covered outdoor area with wicker furniture and a pool.
A wooden staircase with a view of greenery outside.
A beach with palm trees and a clear sky.
A pool area with lounge chairs, a pool with clear blue water, and a covered patio with outdoor seating.

10. FLOR DE CANA ~ Adults-Only 2nd Floor Queen Room w/Pool View at Azul Mansion!

FLOR DE CANA ~ Adults-Only 2nd Floor Queen Room w/Pool View at Azul Mansion!
Old Town Key West
United States
Cindy D.
HK$894
HK$2,218 total
includes taxes & fees
27 Oct - 28 Oct
FLOR DE CANA ~ Adults-Only 2nd Floor Queen Room w/Pool View at Azul Mansion!
View all properties

Top Sugarloaf Key Hotel Reviews

Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Staff was very helpful in making our stay special for our Birthday(s)"
Timothy 4-night trip
Posted less than an hour ago
Beachside Resort & Residences
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Excellent service… enjoyed our stay"
Tabitha 5-night trip
Posted 1 hour ago
Blue Flamingo Resort Key West
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

8/10 Good
"Property is just a short walk to Duval Street. Grounds are very nice with lush vegetation and palm trees. There are 3 pools. They are small but very well maintained. Outside bar is near one pool."
James 3-night trip
Posted 2 hours ago
Winslow's Bungalows - Key West Historic Inns
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Easy check in, huge property, great location and beautiful grounds."
Charles 3-night trip
Posted 3 hours ago
Southernmost Beach Resort and Guesthouses
Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

10/10 Excellent
"Awesome"
Rich 3-night trip
Posted 16 hours ago
Hilton Key West Resort & Marina
Ibis Bay Beach Resort

Ibis Bay Beach Resort

10/10 Excellent
"Amazing cute property. Beach lounge, pool, restaurant on site. Close to shopping center."
Jessica 2-night trip
Posted 18 hours ago
Ibis Bay Beach Resort
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"The property is beautiful and well kept . Pool awesome and shuttles to airport and old town ! Rooms comfortable and roomy!"
Shari 3-night trip
Posted 23 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

8/10 Good
"Wonderfully situated & quiet suite on United. Cleaning could have been better if more attention had been paid. Warm & hot water took forever. Shower could be much better if it had an attached hose for all around water. Water pressure sucked! Maudia (check in person) was excellent. Kitchen staff appeared angry & was less than helpful. Pool surroundings not kept up. Temperatures of both hot tub & pools were good."
L Kaye 3-night trip
Posted 1 day ago
The Southernmost Inn - Adults Only

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