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

Find Romantic Hotels in Stock Island, FL

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Stock Island Romantic Hotels

Our top choices for Stock Island romantic hotels

Marina

Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!

Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!
Stock Island
9.4 out of 10, Exceptional, (43 reviews)
"Great Stay"
United States
Denton S.
The price is AED 826
AED 1,398 total
includes taxes & fees
27 Jul - 28 Jul
Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!
Exterior

SAVE BIG $$$ JULY/AUG. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ JULY/AUG. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.4 out of 10, Exceptional, (109 reviews)
"Enjoyed our stay at Venture Out. Loved having the water view. We used the pool, bikes and kayaks. Owners were very responsive. House was clean. Would definitely stay again."
United States
Lindsey S.
The price is AED 1,355
AED 2,610 total
includes taxes & fees
15 Aug - 16 Aug
SAVE BIG $$$ JULY/AUG. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Property grounds

Cudjoe Cottages, swimming pool, just 20 miles from Key West

Cudjoe Cottages, swimming pool, just 20 miles from Key West
Cudjoe Key
8.8 out of 10, Excellent, (161 reviews)
"This was our second stay here and just as we remembered. It was clean and we had everything we needed. Would recommend it for visiting Key West as its only a 30 minute drive in."
United States
John S.
The price is AED 992
AED 2,174 total
includes taxes & fees
23 Jul - 24 Jul
Cudjoe Cottages, swimming pool, just 20 miles from Key West
Beach nearby, beach towels

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
9.2 out of 10, Wonderful, (115 reviews)
"Cute little place, host was very on top with communication."
United States
Michael L.
The price is AED 1,010
AED 1,615 total
includes taxes & fees
12 Aug - 13 Aug
Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.
Exterior detail

Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
Old Town Key West
10.0 out of 10, Exceptional, (122 reviews)
"Very communicative, property was as pictured and bikes were perfect for getting around. We didn’t need a car but had no trouble parking right next to the front door. Sandy’s had the best coffee and food was delicious! Will definitely come again!"
United States
Emily F.
The price is AED 722
AED 1,466 total
includes taxes & fees
28 Jul - 29 Jul
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
Beach

Summer special@ 129 July, Aug. Sun thru Wed.ngts lodging only 129 + extras

Summer special@ 129 July, Aug. Sun thru Wed.ngts lodging only 129 + extras
Old Town Key West
9.6 out of 10, Exceptional, (253 reviews)
"Loved our stay here!"
United States
Kristin E.
The price is AED 511
AED 1,230 total
includes taxes & fees
8 Aug - 9 Aug
Summer special@ 129 July, Aug. Sun thru Wed.ngts lodging only 129 + extras
Outdoor pool

BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL

BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL
Key West Historic District
10.0 out of 10, Exceptional, (126 reviews)
"Great little house for a family "
United States
Edward M.
The price is AED 2,204
AED 5,330 total
includes taxes & fees
18 Aug - 19 Aug
BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL
Terrace/patio

CLARO ~ Adults Only, Pool View King Room in Azul Mansion!

CLARO ~ Adults Only, Pool View King Room in Azul Mansion!
Old Town Key West
9.8 out of 10, Exceptional, (161 reviews)
"Very convenient and extremely comfortable!"
United States
Bill B.
The price is AED 325
AED 915 total
includes taxes & fees
26 Jul - 27 Jul
CLARO ~ Adults Only, Pool View King Room in Azul Mansion!
Beach towels

OLD TOWN, STEPS TO DUVAL! 'LA DOLCE VITA SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST

OLD TOWN, STEPS TO DUVAL! 'LA DOLCE VITA SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST
Old Town Key West
9.6 out of 10, Exceptional, (157 reviews)
"Excellent location for a week in the Keys. Was able to walk to all the Duval Street attractions. "
United States
Michael R.
The price is AED 331
AED 1,328 total
includes taxes & fees
26 Jul - 27 Jul
OLD TOWN, STEPS TO DUVAL! 'LA DOLCE VITA SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST
Outdoor pool, a heated pool

Perfect Location, Private Heated Pool, Pristine Luxury Home!

Perfect Location, Private Heated Pool, Pristine Luxury Home!
Old Town Key West
10.0 out of 10, Exceptional, (212 reviews)
"Beautiful house in a perfect location! We thoroughly enjoyed our stay and highly recommend house. "
United States
Deb W.
The price is AED 4,683
AED 8,472 total
includes taxes & fees
21 Jul - 22 Jul
Perfect Location, Private Heated Pool, Pristine Luxury Home!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Stock Island Hotel Reviews

Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"The room was very well cleaned, and the staff were very friendly as well as helpful when it came to discovering activities. The breakfast was fine; we found something to eat for our short stay. Overall, great experience!"
Marnie 2-night trip
Posted 9 hours ago
Hampton Inn Key West FL

Explore a world of travel with Expedia