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Flamingo Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Flamingo vacation rentals

25-inch flat-screen TV with digital channels, TV
Treasure Harbor

Houseboat in Islamorada

Treasure Harbor
3.0 star property
9.0 out of 10, Wonderful, (117)
"I am obsessed with tiny houses and this one floats! It was so relaxing to sit on the deck and enjoy the view. The bed was very comfy and the gentle motion of the water put me right to sleep. The staff are friendly and helpful. Islamorada is beautiful and fun to explore."
United States
Mary
Treasure Harbor
Exterior
Breezy Palms Resort

Aparthotel in Matecumbe

Breezy Palms Resort
2.5 star property
8.8 out of 10, Excellent, (584)
"we stayed in the beach front cottage kitchen was stocked room was clean and the views were great friendly staff "
United States
Terry
The price is ₩136,481
₩230,138 total
includes taxes & fees
Dec 17 - Dec 18
Breezy Palms Resort
Private beach, sun loungers, beach umbrellas, beach towels
Island Bay Resort

Aparthotel in Tavernier

Island Bay Resort
2.5 star property
10.0 out of 10, Exceptional, (140)
"Very quiet and the outdoor spaces are very nice. Staff was very friendly also."
United States
Jacob
The price is ₩375,235
₩422,152 total
includes taxes & fees
Dec 15 - Dec 16
Island Bay Resort
2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers
The Islands of Islamorada

Villa in Matecumbe

The Islands of Islamorada
4.0 star property
9.8 out of 10, Exceptional, (69)
"Great for family vacation with kids. love it"
United States
Dixania
The price is ₩885,148
₩1,077,250 total
includes taxes & fees
Dec 15 - Dec 16
The Islands of Islamorada
Exterior
Anchorage Resort & Yacht Club

Aparthotel in Key Largo

Anchorage Resort & Yacht Club
3.0 star property
8.6 out of 10, Excellent, (297)
"Really good place to stay "
United States
Elier
The price is ₩332,485
₩374,053 total
includes taxes & fees
Dec 15 - Dec 16
Anchorage Resort & Yacht Club
Fishing
Kings Kamp

Aparthotel in Key Largo

Kings Kamp
2.5 star property
8.8 out of 10, Excellent, (23)
"Kings Kamp was a charming stay. The owners were friendly and made the stay easy"
United States
Erica
Kings Kamp
Boating
Key Largo Cottages

Apartment in Key Largo

Key Largo Cottages
2.5 star property
9.6 out of 10, Exceptional, (27)
"Beautiful and peaceful place "
United States
Jacqueline
Key Largo Cottages
Manatee: Luxury Bungalow, 4 Bedrooms, Bay View | Beach/ocean view
Mangrove Marina and Resort Aqualodge Houseboats

Houseboat in Tavernier

Mangrove Marina and Resort Aqualodge Houseboats
3.0 star property
9.4 out of 10, Exceptional, (331)
"Everything was good, cleaning, bar , pool and service was excellent "
United States
orampa
Mangrove Marina and Resort Aqualodge Houseboats
55-inch Smart TV with digital channels, books
Premium Floating Bungalow by Stay Ombi

Houseboat in Key Largo

Premium Floating Bungalow by Stay Ombi
3.5 star property
The price is ₩1,860,806
₩2,093,407 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Premium Floating Bungalow by Stay Ombi
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.
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Top Flamingo Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Room was great. Staff was awesome views amazing !!!!!"
Jeff 7-night trip
Posted 3 days ago
Chesapeake Beach Resort

Find out more about Flamingo

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Frequently asked questions

Can I find a vacation rental in Flamingo?

Yes, we offer vacation rentals close to popular attractions in Flamingo, or you can go with a more remote option if you want a relaxing place to stay. Flamingo is known for its waterfront.

What’s there to see and do in Flamingo?

Everglades National Park and Flamingo Visitor Center are a couple of lovely local spots to get outside and enjoy nature. While here, Buttonwood Canal and Eco Pond are other places worth a visit.

What’s a vacation rental in Flamingo like?

A vacation rental is a private property you can stay in for a couple of days or more in Flamingo. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from public hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a family trip or a small group gathering.