Package deals near Smathers Beach

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Top Smathers Beach vacation deals

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Beach House, Key West
3.5-star property

Hyatt Vacation Club at Beach House, Key West

9.4/10 Exceptional! (1,010 reviews)

Jan 8 - Jan 11

3 night stay

Boston (BOS) to Key West (EYW)

Delta • Non-stop • Coach

Key West (EYW) to Boston (BOS)

Spirit Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,112, price is now $671 per person
$671
per person
found 1 day ago
The property was truly amazing. We.rented a 2 bedroom villa and it was comfortable and very well decorated and equipped. The only complaint would be the " complimentary breakfast" needs to be better. It was only a selection of cruisants with water and orange juice. For the price spent, please add eggs, meat and coffee at least. Other than that, it was very nice

Reviewed on Sep 7, 2025

Winslow's Bungalows - Key West Historic Inns
4.0-star property

Winslow's Bungalows - Key West Historic Inns

Old Town Key West
9.2/10 Wonderful! (1,021 reviews)

Dec 21 - Dec 28

7 night stay

Boston (BOS) to Key West (EYW)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $2,812, price is now $1,462 per person
$1,462
per person
found 1 day ago
Professional staff, lovely rooms

Reviewed on Oct 21, 2025

Ella's Cottages - Key West Historic Inns
3.5-star property

Ella's Cottages - Key West Historic Inns

Old Town Key West
9.4/10 Exceptional! (378 reviews)

Jan 8 - Jan 11

3 night stay

Boston (BOS) to Key West (EYW)

Delta • Non-stop • Coach

Key West (EYW) to Boston (BOS)

Spirit Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,629, price is now $853 per person
$853
per person
found 1 day ago
We chose this historic inn based on central location to everything we wanted in less than 15 min. Front desk staff (Dwight and others) are fantastic and always willing to listen and provide assistance. Fort Zachary Taylor Beach Park is walkable - 25 min (beach water shoes recommended due to rocks). We didn't need to rent any transportation as it was easier for us to walk it out, so I can't comment on parking since I didn't use it (it is limited at most places). We felt very safe walking around, even at night. We used a taxi to and from Key West airport (both drivers familiar with this inn). Room is clean. Both night stands have power and USB charging outlets. Excellent daily room service and Sunshine Breakfast basket hand delivered to your room. Duval Loop bus stop 14 (free) in front of inn (bus route loop is an hour long and two buses running to ensure next bus in 30 min), so this is another convenient option if walking isn't your thing.

Reviewed on Dec 17, 2024

The Key West Hotel
2.5-star property

The Key West Hotel

Key West Historic District
9.2/10 Wonderful! (498 reviews)

Dec 31 - Jan 5

5 night stay

Boston (BOS) to Key West (EYW)

American Airlines • Coach

Key West (EYW) to Boston (BOS)

Spirit Airlines • Coach
Save 100% on your flight
Price was $4,288, price is now $2,375 per person
$2,375
per person
found 1 day ago
Gorgeous property right on Duval Street but hidden from the noise and bustle. Convenient to everything you want to do and see. Wonderfully helpful and friendly staff.

Reviewed on Jan 5, 2025

Oceans Edge Key West Resort, Hotel & Marina
4.0-star property

Oceans Edge Key West Resort, Hotel & Marina

8.8/10 Excellent! (1,732 reviews)

Dec 21 - Dec 28

7 night stay

Boston (BOS) to Key West (EYW)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $2,800, price is now $1,579 per person
$1,579
per person
found 1 day ago
great property, transportation to key west great, missing an additional dining option. Everything else was fantastic

Reviewed on Sep 21, 2025

Fitch Lodge - Key West Historic Inns
3.5-star property

Fitch Lodge - Key West Historic Inns

Key West Historic District
8.8/10 Excellent! (488 reviews)

Jan 26 - Jan 31

5 night stay

Boston (BOS) to Key West (EYW)

JetBlue Airways • Coach

Key West (EYW) to Boston (BOS)

United • Coach
Save 100% on your flight
Price was $1,452, price is now $848 per person
$848
per person
found 1 day ago
My only complaint is. “Pet friendly” property shouldn’t charge $100 to bring said pet. A deposit fine, but otherwise it’s ripoff

Reviewed on Jun 21, 2024

Hotel deals near Smathers Beach

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
0.21 mi from Smathers Beach
$235 nightly
The price is $264 total per night
$264 total
Dec 2 - Dec 3
Total with taxes and fees
Margaritaville Beach House Key West features an outdoor pool, a 24-hour gym, and a business center. The front desk is staffed 24/7 to help with dry cleaning/laundry, concierge services, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach hotel include an ATM and a banquet hall.
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
0.81 mi from Smathers Beach
$126 nightly
The price is $142 total per night
$142 total
Nov 30 - Dec 1
Total with taxes and fees
Guests of Fairfield Inn and Suites by Marriott Key West have access to an outdoor pool, a 24-hour gym, and free WiFi in public areas. If you drive, self parking is USD 11.25 per day, and there's also a beach shuttle. Multilingual staff at the front desk are standing by 24/7 to help with concierge services, securing valuables, and dry cleaning/laundry. Additional amenities include a 24-hour business center, coffee/tea in a common area, and a computer station.
Pool
Breakfast included
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
Free Cancellation
1.39 mi from Smathers Beach
$242 nightly
The price is $272 total per night
$272 total
Nov 30 - Dec 1
Total with taxes and fees
Guests of Southernmost Beach Resort and Guesthouses have access to a full-service spa, 3 outdoor pools, and a gym. Self parking is offered for USD 53.75 per day. Multilingual staff at the 24-hour front desk can assist with dry cleaning/laundry, luggage storage, and tours or tickets. Other amenities at this beach hotel include conference space, a 24-hour business center, and coffee/tea in a common area.
Pool
Spa
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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.

Book a Smathers Beach vacation package

Stop dreaming and start traveling. If you’ve always wanted to see Smathers Beach, now is the perfect time. Book your getaway to Key West with Orbitz and get ready to tick this attraction off your bucket list. Plus when you lock in your package with us, you’ll have plenty of cash leftover to splash out on other amazing Key West sights. Because travel is all about investing in experiences, not things!

If you’re hoping to stay close to Smathers Beach, we’ve got you covered. Choose from a great range of hotels not far from this attraction. Roll out of bed, slip on your walking shoes and you’ll be there within moments. What could be more convenient than that? You won’t just be close to all the action — you’ll save money on transportation, and a hot shower and cozy bed will be within reach after a big day of exploring. Now that’s what we call a stress- free, full-of-fun getaway.

Orbitz has your ticket to a rewarding Smathers Beach vacation. Book your Key West package with us and you’ll be able to access Orbitz Rewards. Earn Orbucks when you reserve your flights, hotels and activities with Orbitz and redeem them at over 385,000 hotels worldwide. $1 Orbuck = $1 off your next hotel. Join, earn, redeem — just like that! When you join Orbitz Rewards, you’ll also instantly unlock exclusive deals and save on thousands of properties with Insider Pricing.

We believe the best reward that you can give to yourself or others is the gift of travel. So, don’t put off exploring Smathers Beach any longer. Save a bundle and book your Key West escape with Orbitz today.

^Savings based on all package bookings with Flight + Hotel made on Orbitz.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.