Deals on vacations and trips to New Town

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New Town flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Save 100% on your flight
Price was $1,345, price is now $904 per person
$904
per person
Jun 1 - Jun 6
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.
The Key West Hotel

The Key West Hotel

2.5 out of 5
Key West Historic District
Save 100% on your flight
Price was $2,860, price is now $1,701 per person
$1,701
per person
May 7 - May 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
An outdoor pool is featured at this guesthouse, along with free WiFi in public areas and a garden. Luggage storage and concierge services are also provided.
Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 out of 5
Old Town Key West
Save 100% on your flight
Price was $2,381, price is now $1,517 per person
$1,517
per person
May 7 - May 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
An outdoor pool, self parking, and concierge services are featured at this hotel. WiFi in public areas is free.
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
Save 100% on your flight
Price was $1,745, price is now $1,116 per person
$1,116
per person
May 28 - Jun 1
found 1 day 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.
Fitch Lodge - Key West Historic Inns

Fitch Lodge - Key West Historic Inns

3.5 out of 5
Key West Historic District
Save 100% on your flight
Price was $1,391, price is now $936 per person
$936
per person
Jun 1 - Jun 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
An outdoor pool is featured at this hotel, along with free WiFi in public areas and luggage storage. Concierge services are provided for your convenience.

Top New Town hotels deals

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Free Cancellation
Reserve now, pay when you stay
$308 nightly
The price is $347 total per night
$347 total
Apr 26 - Apr 27
Total with taxes and fees
This hotel features 2 restaurants, 2 outdoor pools, and a 24-hour gym. There's fun for all ages with mini golf and an arcade/game room, and families will appreciate the picnic area. Unwind with a drink at one of the 2 poolside bars and enjoy freebies like WiFi in public areas and an area shuttle.
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
$339 nightly
The price is $381 total per night
$381 total
Apr 12 - Apr 13
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub and perks like free self parking.
Pool
Hot Tub
The Laureate Key West

The Laureate Key West

3.5 out of 5
3444 N Roosevelt Boulevard Key West FL
Free Cancellation
Reserve now, pay when you stay
$314 nightly
The price is $353 total per night
$353 total
Apr 12 - Apr 13
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A 24-hour business center, express check-out, and dry cleaning are also on offer.
Pool
Pet friendly
Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West

3 out of 5
2400 N Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
$249 nightly
The price is $280 total per night
$280 total
Apr 21 - Apr 22
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free continental breakfast each morning.
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

3.5 out of 5
3852 North Roosevelt Boulevard Key West FL
$285 nightly
The price is $321 total per night
$321 total
Apr 19 - Apr 20
Total with taxes and fees
This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and free perks like buffet breakfast and free self parking.
Pool
Breakfast included
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
Free Cancellation
Reserve now, pay when you stay
$363 nightly
The price is $408 total per night
$408 total
Apr 20 - Apr 21
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's a 24-hour gym on site, and a 24-hour front desk and dry cleaning are also provided.
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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.

Frequently asked questions

How much are vacation packages to New Town?
With Travelocity vacation packages, you can live the high life in New Town for as little as $904. Hotels, flights and experiences — we've got it all. You'll make great savings just for bundling together your bookings. With everything taken care of before leaving, you don't have to worry about a thing.
Where can I get the best vacation package deals for New Town?
No matter your adventure, Travelocity can help you lock in the best New Town package deal. The only thing you need to do is mix and match from our 400 partner airlines and 1,000,000 properties worldwide.
Why should I book my New Town vacation bundle via Travelocity?
Because we believe in crafting one-of-a-kind vacation experiences. From hotels and flights to car rentals and activities, our packages make traveling a breeze. Our customer support team is available 24/7 to make sure your needs are taken care of. We also have an amazing Price Match Guarantee, so you can book your getaway knowing you've landed the best deal possible. If you find a lower price, we'll match it!
Will I save money on my New Town car rental if I bundle it with a hotel or flight?
Definitely. And our New Town vacation packages will help you do it. In only a few clicks you can save cash as well as time by bundling your bookings. Collect the keys to your rental car then set your own course. Need to fill your itinerary? Throw some tours or experiences into your package and make savings on those too.

Photos of local treasures

Browse New Town vacation photos for more inspiration

Wide aerial panorama of Key West, Florida
Key West Style Three Bay House is a common style on the Keys. Photo taken on Key West, Florida, USA
St Paul's Episcopal Church, Key West, Florida, USA.
Skydiving in Key West