A sunset over a coastal landscape with a small island surrounded by water.

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Check availability on Stock Island Romantic Hotels

Tonight
Oct 19 - Oct 20
Tomorrow
Oct 20 - Oct 21
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Stock Island romantic hotels

A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A balcony with a wooden table and chairs, overlooking a swimming pool and palm trees.
A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.
A marina with boats docked, a swimming pool, and palm trees.

1. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Jade
￥13,679
￥24,907 total
includes taxes & fees
Nov 2 - Nov 3
The Perry Hotel & Marina Key West
A marina with boats docked, a pool area, and a building with a white facade.
A marina with numerous boats docked, a swimming pool, and palm trees.
A covered outdoor seating area with tables and chairs, overlooking a marina with boats.
A clear view of turquoise ocean water and a blue sky with clouds.

2. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Eric A
￥19,307
￥30,964 total
includes taxes & fees
Oct 25 - Oct 26
Hilton Key West Resort & Marina
A beach with lounge chairs, palm trees, and a water body.
A two-story house with a staircase, a covered porch, and outdoor seating.
A waterfront property with a large building, a dock with boats, and palm trees.
A swimming pool with lounge chairs and palm trees, surrounded by a fence.

3. Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
United States
Brent H.
￥39,505
￥89,479 total
includes taxes & fees
Oct 26 - Oct 27
Grand Marina Suite - Poolside & Waterfront Condo
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 living room with a sofa, armchair, coffee table, and a cabinet with decorative items.
A pathway through a lush garden with various plants and trees.

4. 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
￥37,688
￥86,804 total
includes taxes & fees
Oct 20 - Oct 21
Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS
A dining area with a wooden table, woven placemats, and a chandelier.
A swimming pool with a 3 FT depth sign, surrounded by lounge chairs, palm trees, and a thatched-roof structure.
A white door with a window, a green number plate, and two potted plants on a wooden deck.
A dining area with a dark wooden table, woven placemats, and a starfish decoration on the wall.

5. 3-bedroom townhome in Key West with fitness room, WiFi

3-bedroom townhome in Key West with fitness room, WiFi
Stock Island
United States
Emily F.
￥95,997
￥201,861 total
includes taxes & fees
Oct 25 - Oct 26
3-bedroom townhome in Key West with fitness room, WiFi
A balcony with a view of a pool area, palm trees, and outdoor seating.
A sign for Doubletree by Hilton Grand Key Resort surrounded by lush greenery and palm trees.
An outdoor patio area with tables and chairs, umbrellas, and palm trees.
A large conference room with round tables, chairs, and a central carpeted area.

6. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Danee
￥18,836
￥26,524 total
includes taxes & fees
Oct 25 - Oct 26
DoubleTree Resort by Hilton Grand Key - Key West
Pool
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.
A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.
A couple holding hands in a tropical setting with palm trees and greenery.

7. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Esteban
￥19,768
￥31,130 total
includes taxes & fees
Oct 25 - Oct 26
Blue Flamingo Resort Key West
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.
A hotel room with a large bed, a TV mounted on a wooden cabinet, and a balcony with a view of palm trees.
A bar area with a thatched roof, wooden chairs, and a poolside view.
A hotel room with a balcony, a bed, a desk, and two chairs.

8. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
Canada
Erika
￥26,705
￥30,043 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn Key West FL
A hammock in a garden with a wooden pergola, palm trees, and a view of the ocean.
A swimming pool surrounded by palm trees and lounge chairs, with a clear view of the ocean in the background.
A resort with a well-maintained lawn, palm trees, a pool area, and a view of the ocean.
A two-story building with a central entrance, surrounded by palm trees and a wooden walkway.

9. Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
Key West
United States
Tina
￥30,008
￥40,870 total
includes taxes & fees
Oct 26 - Oct 27
Hyatt Vacation Club at Windward Pointe, Key West
Two wooden Adirondack chairs on a sandy beach with a view of the sea and a sailboat in the distance.
A two-story building with a balcony, arched windows, and a green roof.
A poolside lounge area with a wicker chair, a straw hat, and a beach bag.
A wooden deck with two wooden chairs and a small table, surrounded by white railings and palm trees.

10. Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
Key West
United States
Rachel
￥32,710
￥43,911 total
includes taxes & fees
Oct 20 - Oct 21
Hyatt Vacation Club at Beach House, Key West
View all properties

Top Stock Island Hotel Reviews

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"It was my first time to Key West with friends and we didnt know where to stay but we are glad we choose the Blue Flamingo. We had a late arrival from Miami and checked in about 130am which was quick and easy. Our room was clean, comfy beds, great AC 👌 since we were exhausted from traveling. We stayed 3 nights and enjoyed the pool. This location had security on-site for the parking lot also. We felt safe at night. I liked the scent of the front lobby. We didnt get a chance to enjoy any of the restaurants on property. We have no complaints and I would return."
Andrea 3-night trip
Posted 1 hour ago
Blue Flamingo Resort Key West
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

10/10 Excellent
"We had an amazing stay. Check in was easy and everyone on the property was helpful and friendly. Our room was clean and comfortable and loved the updated bathroom. Loved the private pool and happy hour complete with visits from wildlife. It was in a wonderful location but far enough away from any loud craziness. Overall no complaints"
Dana 3-night trip
Posted 3 hours ago
The Southernmost Inn - Adults Only
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"I would like to Thank the evening staff for always being helpful, the front desk espically."
sandra 2-night trip
Posted 5 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Everything was exceptional at Pier House. Breakfast by the water every morning great music and drinks from the bar, well maintained property and beach! Staff went out of their way and were very kimd. Our room with lanai was fantastic! Thank you Pier House!"
Steven 3-night trip
Posted 6 hours ago
Pier House Resort & Spa
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

10/10 Excellent
"The hotel was in a great location. The staff was helpful. The room was spacious and clean."
Geraldine 1-night trip
Posted 6 hours ago
Opal Key Resort & Marina, Key West
Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"The resort offers shuttle service into town which made it very easy to explore Key West."
Sophia 6-night trip
Posted 8 hours ago
Beachside Resort & Residences
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Location, location, location! This resort is on the beach at the southern end of Duval St, next to the buoy. There are 4 pools, two of which have bars with wonderful, friendly tenders. The staff is enthusiastic and attentive."
John 6-night trip
Posted 10 hours ago
Southernmost Beach Resort and Guesthouses
Ibis Bay Beach Resort

Ibis Bay Beach Resort

10/10 Excellent
"Todo maravillosamente genial"
Yurianay 1-night trip
Posted 1 day ago
Ibis Bay Beach Resort
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

10/10 Excellent
"Staff was friendly and very helpful. Their shuttle to downtown was excellent"
Koreena 1-night trip
Posted 1 day ago
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

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