Robbie's Vacation Deals: Robbie's, Key West Vacations

Robbie's vacation package deals

Price found within the past 48 hours. Click for updated prices.

Hyatt Vacation Club at Beach House, Key West

Save 100% on your flight

$688

per person

Nov 16 - Nov 20

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Key West (EYW)

This hotel features an outdoor pool and a hot tub. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A safe deposit box and concierge services are also provided.

Hyatt Vacation Club at Windward Pointe, Key West

Save 100% on your flight

$949

per person

Oct 18 - Oct 23

found 12 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

This hotel features an outdoor pool, a hot tub, and a restaurant. Guests will appreciate free perks like free self parking and WiFi in public areas. A snack bar/deli, concierge services, and barbecue grills are also on offer.

Oceans Edge Key West Resort, Hotel & Marina

Save 100% on your flight

$846

per person

Nov 15 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

A marina, 6 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. The restaurant provides options for dining, while the bar/lounge and poolside bar are great spots to unwind.

Lighthouse Hotel - Key West Historic Inns

Old Town Key West

Save 100% on your flight

$1,201

per person

Nov 15 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

This hotel features an outdoor pool and a poolside bar. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.

Winslow's Bungalows - Key West Historic Inns

Old Town Key West

Save 100% on your flight

$1,235

per person

Nov 15 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

This smoke-free hotel features 3 outdoor pools, a bar/lounge, and a poolside bar. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Self parking, a garden, and luggage storage are also offered.

Southernmost Beach Resort and Guesthouses

Old Town Key West

Save 100% on your flight

$1,341

per person

Nov 15 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling for business? Take advantage of the 24-hour business center, laundry service, and conference space.

Frequently asked questions

How much are vacation packages to Robbies?

If you love the idea of hassle-free planning and huge savings, our $688 Robbies vacation package has got you sorted. With your hotel and flights sorted, organizing your getaway around this awesome attraction is easier than ever.

Where can I get the best vacation package deals for Robbies?

Travelocity has endless ways to score an amazing Robbies package deal. Choose from 400 air carriers and 1,000,000 properties all over the world and create a travel itinerary that suits your style. With this amount of choice, you have inspiration galore for your next big getaway.

Why should I purchase my Robbies vacation package via Travelocity?

Travel is all about making cherished memories and leaving all your stresses behind — which is why we provide you with a friendly team of customer service experts available round-the-clock should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best price available on our impressive range of vacation packages. So what are you waiting for? There's no time like the present to lock in that vacation you've always wanted.

Top Robbie's hotel deals

Beachside Resort & Residences

3841 N Roosevelt Blvd, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$184 nightly

$207 total

Sep 2 - Sep 3

Total with taxes and fees

This smoke-free hotel features a private beach, a marina, and 2 restaurants. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies like WiFi in public areas and an area shuttle.

On private beach

Pool

Oceans Edge Key West Resort, Hotel & Marina

5950 Peninsular Avenue, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$219 nightly

$247 total

Sep 2 - Sep 3

Total with taxes and fees

A marina, 6 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. The restaurant provides options for dining, while the bar/lounge and poolside bar are great spots to unwind.

Pool

Pet friendly

Hilton Garden Inn Key West / The Keys Collection

3850 N Roosevelt Blvd, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$132 nightly

$149 total

Sep 2 - Sep 3

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Unwind with a drink at the bar/lounge and enjoy perks like a free area shuttle.

Pool

Pet friendly

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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.