Exclusive Pye Key Vacation Deals
Pye Key vacation package deals
Price found within the past 48 hours. Click for updated prices.
Creekside Inn Islamorada
Price was $826, price is now $415 per person
$415
per person
Nov 9 - Nov 15
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 Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was $20,426, price is now $9,321 per person
$9,321
per person
Dec 7 - Dec 13
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.
Nobu Hotel Miami Beach
Mid Beach
Price was $2,322, price is now $1,096 per person
$1,096
per person
Dec 7 - Dec 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
A full-service spa, 2 restaurants, and 4 outdoor pools are all featured at this smoke-free resort. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. You'll appreciate the gym, poolside bar, and concierge services.
Cavalier Hotel South Beach
South Beach
Price was $1,231, price is now $590 per person
$590
per person
Dec 3 - Dec 6
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.
Bentley Hotel South Beach
South Beach
Price was $1,640, price is now $802 per person
$802
per person
Dec 3 - Dec 6
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 $1,273, price is now $629 per person
$629
per person
Dec 3 - Dec 6
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.
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.