Vacations Close To Robbie's
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Robbie's Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Key West Hotel
Key West Historic District
Price was $2,662, price is now $1,834 per person
$1,834
per person
Dec 19 - Dec 23
found 3 hours ago
Roundtrip flight included
Charlotte (CLT) to Key West (EYW)
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 Gardens Hotel
Old Town Key West
Price was $2,480, price is now $1,915 per person
$1,915
per person
Dec 19 - Dec 23
found 3 hours ago
Roundtrip flight included
Charlotte (CLT) to Key West (EYW)
Best place we have stayed. The staff was amazing location perfect and the room was perfect
Reviewed on Nov 3, 2026
Orchid Key Inn - Adults Only
Old Town Key West
Price was $1,883, price is now $1,474 per person
$1,474
per person
Dec 19 - Dec 23
found 3 hours ago
Roundtrip flight included
Charlotte (CLT) to Key West (EYW)
We loved this motel. The pool area is secluded and private. The staff are amazing. The room was so nice. We will be back.
Reviewed on Oct 29, 2026
Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays
Old Town Key West
Price was $2,758, price is now $2,175 per person
$2,175
per person
Dec 19 - Dec 23
found 3 hours ago
Roundtrip flight included
Charlotte (CLT) to Key West (EYW)
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
Island City House Hotel
Key West Historic District
Price was $1,737, price is now $1,379 per person
$1,379
per person
Dec 19 - Dec 23
found 3 hours ago
Roundtrip flight included
Charlotte (CLT) to Key West (EYW)
Enjoyed the slush garden area and location to everything we normally frequent in Key West
Reviewed on Nov 1, 2026
Southernmost House - Adult Exclusive
Old Town Key West
Price was $1,682, price is now $1,370 per person
$1,370
per person
Dec 19 - Dec 23
found 3 hours ago
Roundtrip flight included
Charlotte (CLT) to Key West (EYW)
Great place! Very peaceful and quiet. walking distance to duval street. Would definitely stay there again
Reviewed on Oct 26, 2026
Best Lodging Options Near Robbie's
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
1.98 km from Robbie's
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
Hilton Key West Resort & Marina
5950 Peninsular Avenue Key West FL
0.85 km from Robbie's
Book a stay at this luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
1.38 km from Robbie's
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
2.22 km from Robbie's
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 ...
The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
0.63 km from Robbie's
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 ...
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
2.81 km from Robbie's
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
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.