Deals on vacations and trips to Flamingo
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Flamingo flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Bay Breeze Premium Apartments By Eskape Collection
Save 100% on your flight
Price was $675, price is now $330 per person
$330
per person
Feb 23 - Feb 26
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.
Creekside Inn
Price was $1,446, price is now $587 per person
$587
per person
Feb 28 - Mar 5
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.
Cavalier Hotel South Beach
South Beach
Price was $959, price is now $439 per person
$439
per person
Feb 9 - Feb 12
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 $23,185, price is now $11,076 per person
$11,076
per person
Mar 8 - Mar 14
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.
Casablanca Miami Beach
North Beach
Price was $1,350, price is now $653 per person
$653
per person
Feb 8 - Feb 15
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.
Top Flamingo hotels deals
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$231 nightly
The price is $260 total per night
$260 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
A private beach, a marina, and 2 outdoor pools are all featured at this smoke-free hotel. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind with a drink at the bar/lounge and enjoy perks like free continental breakfast and free WiFi.
On private beach
Pool
Fairway Inn Florida City Homestead Everglades
100 SE 1st Ave Florida City FL
Free Cancellation
Reserve now, pay when you stay
$85 nightly
The price is $96 total per night
$96 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the 24-hour business center. There's an outdoor pool on site, and a 24-hour front desk and a garden are also provided.
Pool
Parking included
Garden Inn Homestead
51 South Homestead Blvd. Homestead FL
Free Cancellation
Reserve now, pay when you stay
$84 nightly
The price is $95 total per night
$95 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's an outdoor pool on site, and laundry facilities and free newspapers are also offered.
Pool
Breakfast included
Lime Tree Bay Resort
68500 Overseas Hwy Long Key FL
$184 nightly
The price is $208 total per night
$208 total
Jan 15 - Jan 16, 2026
Total with taxes and fees
This resort features a private beach, 3 outdoor pools, and a restaurant. Business travelers can take advantage of the free WiFi in public areas. Enjoy the outdoor tennis court and perks like free self parking.
On private beach
Pool
Floridian Hotel
990 N Homestead Blvd Homestead FL
Free Cancellation
Reserve now, pay when you stay
$99 nightly
The price is $112 total per night
$112 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This hotel features an outdoor pool and a gym. Families will appreciate the playground and barbecue grills. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking.
Pool
Breakfast included
Waterside Suites & Marina
201 Ocean Drive Key Largo FL
Free Cancellation
Reserve now, pay when you stay
$154 nightly
The price is $174 total per night
$174 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
A marina and an outdoor pool are featured at this smoke-free hotel. WiFi in public areas is free. A terrace, a picnic area, and luggage storage are also on offer.
Pool
Pet friendly
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.
Popular places to visit
West Lake
Commune with nature and explore the great outdoors at West Lake during your travels in Flamingo. While you're in the area, stroll along the marina.
Eco Pond
Commune with nature and explore the great outdoors at Eco Pond during your travels in Flamingo. While you're in the area, stroll along the marina.
Flamingo Visitor Center
4.5/5(74 reviews)
Explore the great outdoors at Flamingo Visitor Center, a lovely green space in Flamingo. While you're in the area, wander around the natural setting.
Frequently asked questions
Photos of local treasures
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