Exclusive Pigeon Key Vacation Deals

Pigeon Key vacation package deals

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

Creekside Inn

2.5 out of 5
Price was $1,225, price is now $478 per person
$478
per person
Feb 23 - Feb 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This smoke-free motel's marina and 2 outdoor pools are some of the highlights. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area and barbecue grills are also provided.
Flow Miami Hotel

Flow Miami Hotel

3.5 out of 5
Downtown Miami
Price was $1,962, price is now $886 per person
$886
per person
Feb 25 - Mar 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This apartment features an outdoor pool and a 24-hour gym. WiFi in public areas is free. Valet parking and a safe deposit box are also offered on site.
Hawks Cay Resort

Hawks Cay Resort

4 out of 5
Price was $1,774, price is now $804 per person
$804
per person
Jan 20 - Jan 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This luxury hotel features a private beach, a full-service spa, and a marina. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. There's fun for all ages with a children's club and a children's pool, and families will appreciate the picnic area.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Price was $1,145, price is now $520 per person
$520
per person
Jan 30 - Feb 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Valet parking, a terrace, and express check-out are also offered.
The Shelborne By Proper, a Member of Design Hotels

The Shelborne By Proper, a Member of Design Hotels

4 out of 5
South Beach
Price was $2,691, price is now $1,264 per person
$1,264
per person
Feb 18 - Feb 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
A private beach, a 24-hour gym, and a restaurant are all featured at this boutique hotel. Relax with free beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Relax with a drink at one of the 3 bars/lounges and get perks like free WiFi.
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was $22,259, price is now $10,574 per person
$10,574
per person
Feb 19 - Feb 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This condo resort features 2 restaurants, 3 outdoor pools, and a gym. There's fun for all ages with a children's club and a children's pool, and babysitting is an added bonus. Enjoy the a rooftop terrace and perks like free WiFi.

Frequently asked questions

How much are vacation packages to Pigeon Key?
Grab an express ticket to an impressive deal with Travelocity's $478 Pigeon Key vacation package. Not only will you save some serious bucks on your return flights and hotel stay, you can also add on a few interesting local activities or even a rental car.
Where can I get the best vacation package deals for Pigeon Key?
Check out Travelocity. With access to 400 air carriers and a whopping 1,000,000 properties across the globe, finding the best Pigeon Key package deal couldn't be easier.
Why should I purchase my Pigeon Key vacation bundle with Travelocity?
Because you'll never roam alone if you lock in your trip through us, and we offer round-the-clock customer support and top-notch service to boot. Add to that our Price Match Guarantee and a huge range of destinations to select from. It's our job to help you jet off on the vacation of a lifetime.

Top Pigeon Key hotel deals

Drift Hotel

Drift Hotel

2.5 out of 5
95320 Overseas Hwy Key Largo FL
$159 nightly
The price is $179 total per night
$179 total
Dec 21 - Dec 22
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a picnic area are also on offer.
Parking included
Free WiFi
Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham

3 out of 5
147 Seaside Ave Key Largo FL
Free Cancellation
Reserve now, pay when you stay
$165 nightly
The price is $186 total per night
$186 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
A marina and an outdoor pool are featured at this traditional hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.
Pool
Hot Tub
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

4 out of 5
97000 Overseas Hwy Key Largo FL
$419 nightly
The price is $471 total per night
$471 total
Dec 20 - Dec 21
Total with taxes and fees
A private beach, 2 restaurants, and 2 outdoor pools are all featured at this resort. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Families will appreciate the arcade/game room and complimentary bicycles.
On private beach
Pool
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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.