Exclusive Pye Key Vacation Deals
Pye Key vacation package deals
Price found within the past 48 hours. Click for updated prices.
Park Central South Beach
South Beach
Price was $1,589, price is now $641 per person
$641
per person
Oct 26 - Nov 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This historic resort features 2 restaurants, 2 outdoor pools, and a 24-hour gym. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. There's a poolside bar on site, and a 24-hour front desk and concierge services are also provided.
Cavalier Hotel South Beach
South Beach
Price was $1,611, price is now $739 per person
$739
per person
Dec 4 - Dec 9
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 Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was $26,662, price is now $12,384 per person
$12,384
per person
Dec 3 - Dec 8
found 22 hours ago
Roundtrip non-stop 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.
Bentley Hotel South Beach
South Beach
Price was $2,244, price is now $1,064 per person
$1,064
per person
Dec 4 - Dec 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This hotel features an outdoor pool and a rooftop terrace. Enjoy the hot tub and perks like free WiFi. There's a poolside bar on site, and a 24-hour front desk and concierge services are also provided.
President Hotel
South Beach
Price was $1,570, price is now $747 per person
$747
per person
Dec 4 - Dec 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This hotel features an outdoor pool and a bar/lounge. Guests will appreciate free perks like full breakfast and WiFi in public areas. Valet parking, a terrace, and a garden are also offered.
The Penguin Hotel
South Beach
Price was $1,442, price is now $693 per person
$693
per person
Dec 4 - Dec 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. WiFi in public areas is free. Valet parking, a terrace, and a garden are also offered.
Top Pye Key hotel deals
Anchors Aweigh 10% off Fall 2025!
This vacation home featured laundry facilities and barbecue grills.
Pool
Kitchen
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.