Search Deals onStock Island Vacation Packages
Stock Island Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Southernmost Beach Resort and Guesthouses
Price was $2,587, price is now $1,852 per person
$1,852
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Book a stay at this spa hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and South Beach are located nearby.
Beautiful property. Friendly staff and clean. Loved it there. Will stay there again.
Reviewed on Nov 4, 2026
The Key West Hotel
Price was $3,794, price is now $2,352 per person
$2,352
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this guesthouse in Key West. Enjoy free WiFi, room service, and daily housekeeping. Popular attractions Duval Street and Mallory Square are located nearby.
Clean, clean, clean. Hidden! Elite Backyard Oasis. Top Tier bar and fantastic nightly entertainment. If your traveling with anyone under 25, choose different. Will be back, no doubt!
Reviewed on Oct 29, 2026
The Marker Key West Harbor Resort
Price was $2,647, price is now $1,903 per person
$1,903
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
Really nice boutique hotel with a great location, delicious food, pleasant service and lovely pool area. Will definitely return and recommend to others.
Reviewed on Nov 3, 2026
Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays
Save 100% on your flight
Price was $4,382, price is now $3,168 per person
$3,168
per person
Dec 31 - Jan 4
found 21 hours ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this cottage in Key West. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Duval Street and Mallory Square are located nearby.
Location, comfort and great customer service! A great place for a family to stay and share in some fun together!!
Reviewed on Jul 26, 2026
Blue Flamingo Resort Key West
Price was $2,919, price is now $2,126 per person
$2,126
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
toilet made noise all night . the room smelt like mildew
Reviewed on Nov 4, 2026
Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!
Price was $4,618, price is now $3,367 per person
$3,367
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this cottage in Key West. Enjoy a beach locale, patios, and an in-room coffeemaker. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Loved the closeness to Duval st and the privacy
Reviewed on Oct 17, 2025
The Perry Hotel & Marina Key West
Price was $3,403, price is now $2,490 per person
$2,490
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
All good.
Reviewed on Nov 3, 2026
Southernmost House - Adult Exclusive
Price was $3,875, price is now $2,871 per person
$2,871
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Duval Street and South Beach are located nearby.
Great place! Very peaceful and quiet. walking distance to duval street. Would definitely stay there again
Reviewed on Oct 26, 2026
Stock Island Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Stock Island Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Fri, Dec 18 - Mon, Dec 21
PIE
St. Petersburg-Clearwater Intl.
EYW
Key West Intl.
$128 Roundtrip, found 1 day ago
$128
Roundtrip
found 1 day ago
Fri, Dec 18 - Mon, Dec 21
TPA
Tampa Intl.
EYW
Key West Intl.
$195 Roundtrip, found 1 day ago
$195
Roundtrip
found 1 day ago
Tue, Feb 9 - Thu, Feb 18
ORD
O'Hare Intl.
EYW
Key West Intl.
$293 Roundtrip, found 5 hours ago
$293
Roundtrip
found 5 hours ago
Mon, Jan 25 - Tue, Feb 2
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$359 Roundtrip, found 11 hours ago
$359
Roundtrip
found 11 hours ago
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