
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.

Blue Flamingo Resort Key West
New Town
Price was $1,055, price is now $865 per person
$865
per person
Dec 10 - Dec 14
found 4 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
This building is older. Know that going in. It is also across the street from the water. When they say water view that's a little deceptive. Yes you have a water view from the walkway outside of your room but because the walkway is outside of your room you can't really just keep the curtains open. The rooms are dark and the Furnishings are a little budget. The grounds of the hotel are phenomenal and gorgeous. It does not have a hot tub on site. We were hoping for a hot tub and they do not have one. We ended up moving hotels. This hotel was not what I intended for my anniversary. Thank you
Reviewed on Nov 2, 2026


Orchid Key Inn - Adults Only
Old Town Key West
Price was $1,743, price is now $1,306 per person
$1,306
per person
Dec 10 - Dec 14
found 4 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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


Southernmost House - Adult Exclusive
Old Town Key West
Price was $2,626, price is now $2,095 per person
$2,095
per person
Dec 10 - Dec 14
found 4 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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

Pier House Resort & Spa
Key West Historic District
Price was $1,927, price is now $1,587 per person
$1,587
per person
Dec 10 - Dec 14
found 4 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
The location is perfect. All the staff that we interacted with was very friendly and helpful. The room was great. We will be back!
Reviewed on Nov 3, 2026

Caribbean House
Old Town Key West
Price was $1,127, price is now $948 per person
$948
per person
Dec 10 - Dec 14
found 4 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Check-in was super easy. The location was excellent. I got Lucky and was able to find parking nearby, but having the option to purchase a parking spot is super helpful. The room was small, but I didn’t spend much time there, so it didn’t really matter. The property owners did everything possible to make that small room everything I needed. The shower is very small. I’m short, so it didn’t bother me. But if you are big and tall, I would consider another room or another hotel. Thank you I would definitely book a room here again if I’m ever in Key West.
Reviewed on Oct 28, 2026

Lighthouse Suites Collection
Old Town Key West
Price was $3,252, price is now $2,770 per person
$2,770
per person
Dec 10 - Dec 14
found 5 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
My favorite place now. Won’t stay anywhere else. Lost track of the amount of my Key West stays, but this place has been the the most memorable.
Reviewed on Sep 13, 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.

