Romantic Hotel in Sugarloaf Key: Find Romantic Hotel in Sugarloaf Key

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

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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

Cudjoe Key

Mckayla S.

HK$1,404

HK$3,676 total

includes taxes & fees

3 Nov - 4 Nov

A swimming pool with lounge chairs and a thatched roof structure, surrounded by lush greenery and a brick patio.

A two-story house with a front porch, a staircase, and a garage.

A bar with a signboard listing various destinations.

A pathway through a lush garden with various plants and trees.

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

Stock Island

Linda

HK$1,906

HK$4,379 total

includes taxes & fees

26 Oct - 27 Oct

A wooden bridge with a metal railing, surrounded by lush green palm trees and a building with a green roof in the background.

A balcony with a round table and chairs, overlooking a sunset over a marshy landscape.

A swimming pool with lounge chairs and a shaded area, surrounded by palm trees and a building with balconies.

A wide sandy beach with palm trees and a clear sky.

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

Key West

Michelaine a.

HK$2,784

HK$4,249 total

includes taxes & fees

26 Oct - 27 Oct

A living room with two sofas, a coffee table, and a window with blinds.

A wooden staircase with a view of greenery outside.

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.

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

Old Town Key West

Vicki L.

HK$1,169

HK$2,567 total

includes taxes & fees

3 Nov - 4 Nov

A bedroom with a large bed, a wooden headboard, a desk with a chair, a mirror, and a view of the kitchen and bathroom.

A compact kitchen with a microwave, oven, and sink. There is a small dining table with a bowl and a chair. The kitchen has light blue tiles and wooden cabinets.

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.

A narrow pathway leading to a house with a blue exterior, a number '12' sign, and various potted plants.

5. Studio Blu - Historic Key West Studio + Bikes

Old Town Key West

Emily F.

HK$1,443

HK$3,004 total

includes taxes & fees

26 Oct - 27 Oct

A covered outdoor area with a table and chairs, surrounded by white railings and palm trees.

A beach with palm trees and a clear sky.

A spacious room with a ceiling fan, large windows, a sofa, two wicker chairs, and a small table with decorative items.

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

Old Town Key West

The Rogue P.

HK$855

HK$2,167 total

includes taxes & fees

26 Oct - 27 Oct

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

Old Town Key West

Gabby R.

HK$1,082

HK$2,462 total

includes taxes & fees

29 Oct - 30 Oct

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.

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

Old Town Key West

Darcie B.

HK$933

HK$2,270 total

includes taxes & fees

29 Oct - 30 Oct

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Top Sugarloaf Key Hotel Reviews

Hilton Key West Resort & Marina

10/10 Excellent

"Awesome"

Ibis Bay Beach Resort

10/10 Excellent

"Amazing cute property. Beach lounge, pool, restaurant on site. Close to shopping center."

Beachside Resort & Residences

8/10 Good

"The suite was beautifully appointed, spacious, and well furnished. The kitchen was fully stocked with everything we needed to cook, and our pool view was lovely. We especially enjoyed the private spiral staircase from our balcony that led directly down to the pool. The pool was advertised as heated, although the water temperature definitely suggested otherwise. Unfortunately, the biggest issue with our stay was significant and should not be taken lightly: there were tiny ants everywhere inside the unit. They were on the kitchen counters, dining room table, couch, and throughout the living space. We had to throw away all of the food we left on the counter because it became completely infiltrated with ants. They were so tiny that they were often difficult to see, but you could feel them crawling on you. It got to the point where we couldn't comfortably sit at the dining room table or even relax on the couch. It's unfortunate because the unit itself is beautiful and has so much going for it, but the ant infestation seriously impacted our ability to comfortably enjoy the suite. This is something management needs to address immediately before hosting future guests."

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"Exelente servicio"

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!"

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."

Parrot Key Hotel & Villas

10/10 Excellent

"This was a VERY clean property. Literally bleach cleaned OUTSIDE to keep bugs and critters at bay, and very well maintained grounds. The sand along the water front was groomed daily! The onsite eatery was under reconstruction and they had a pop up option in the grounds poolside, in addition to a food truck in the front parking area. It was pretty convenient. Cleaning was every other day, and fresh towels were offered daily. Loved the serenity, the water views and being off of Duval. Will be back again."

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Change your mind

Treat yourself

Be picky

Check availability on Sugarloaf Key Romantic Hotel

Our top choices for Sugarloaf Key romantic hotels

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

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

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

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

5. Studio Blu - Historic Key West Studio + Bikes

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

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

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

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

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

Top Sugarloaf Key Hotel Reviews

Hilton Key West Resort & Marina

Ibis Bay Beach Resort

Beachside Resort & Residences

Southernmost Beach Resort and Guesthouses

DoubleTree Resort by Hilton Grand Key - Key West

The Southernmost Inn - Adults Only

Parrot Key Hotel & Villas

Explore a world of travel with Expedia