Exclusive Pigeon Key Vacation Deals

Pigeon Key vacation package deals

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

Casablanca Miami Beach

3 out of 5
North Beach
Price was $1,211, price is now $566 per person
$566
per person
Jan 20 - Jan 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
An outdoor pool, valet parking, and laundry facilities are featured at this aparthotel. A grocery/convenience store, a communal living room, and express check-out are also on offer.
Creekside Inn

Creekside Inn

2.5 out of 5
Price was $1,977, price is now $790 per person
$790
per person
Feb 21 - Feb 28
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.
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 $3,071, price is now $1,350 per person
$1,350
per person
Feb 1 - Feb 5
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.
Hawks Cay Resort

Hawks Cay Resort

4 out of 5
Price was $2,422, price is now $1,069 per person
$1,069
per person
Feb 22 - Feb 28
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.
1818 Meridian House Apartments and Suites by Eskape Collection

1818 Meridian House Apartments and Suites by Eskape Collection

3 out of 5
South Beach
Price was $1,387, price is now $633 per person
$633
per person
Jan 20 - Jan 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This aparthotel features free WiFi in public areas, laundry facilities, and self parking. A terrace, limo/town car service, and a garden are also on offer.
Bay Breeze Premium Apartments By Eskape Collection

Bay Breeze Premium Apartments By Eskape Collection

4 out of 5
Price was $1,242, price is now $568 per person
$568
per person
Feb 22 - Feb 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This aparthotel features an outdoor pool and a rooftop terrace. WiFi in public areas is free. Self parking, a garden, and luggage storage are also offered.

Frequently asked questions

How much are vacation packages to Pigeon Key?
Grab an express ticket to an impressive deal with Travelocity's $566 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
$450 nightly
The price is $506 total per night
$506 total
Jan 8 - Jan 9, 2026
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.