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.
1818 Meridian House Apartments and Suites by Eskape Collection
South Beach
Price was $1,034, price is now $489 per person
$489
per person
Jan 31 - Feb 7
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.
Creekside Inn
Price was $1,453, price is now $557 per person
$557
per person
Jan 30 - Feb 4
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
South Beach
Price was $2,318, price is now $1,019 per person
$1,019
per person
Feb 1 - Feb 4
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
Price was $1,684, price is now $760 per person
$760
per person
Feb 28 - Mar 5
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.
President Hotel Villa
South Beach
Price was $1,430, price is now $664 per person
$664
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This hotel features a restaurant, 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 luggage storage are also offered.
Top Flamingo hotels deals
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$236 nightly
The price is $266 total per night
$266 total
Jan 8 - Jan 9, 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
Marina Del Mar Resort and Marina
527 Caribbean Drive Key Largo FL
Free Cancellation
Reserve now, pay when you stay
$179 nightly
The price is $202 total per night
$202 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
A marina, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Enjoy the gym and perks like free self parking and free WiFi. You'll appreciate the hot tub, bar/lounge, and laundry facilities.
Pool
Hot Tub
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
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
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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