Book Hotels in Flamingo, FL
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Top Flamingo hotels

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$249 nightly
The price is $280 total per night from Jan 28 to Jan 29
$280 total
Jan 28 - Jan 29
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 ...
Very clean and nice. Not a 5 star resort. But nice. Breakfast was good
Reviewed on Jan 11, 2026

Lime Tree Bay Resort
68500 Overseas Hwy Long Key FL
$169 nightly
The price is $190 total per night from Jan 13 to Jan 14
$190 total
Jan 13 - Jan 14
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 ...
Great property for the price. Our first room was right next to a very noisy construction project, and smelled very strongly of cleaning liquid -- they were great about moving us to an upgraded room and we had an absolutely lovely stay other than that. If you're a strong kayaker or paddleboarder you ...
Reviewed on Jan 4, 2026

Travelodge by Wyndham Florida City/Homestead/Everglades
409 SE 1st Ave Florida City FL
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $95 total per night from Jan 14 to Jan 15
$95 total
Jan 14 - Jan 15
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business ...
Great staff
Reviewed on Jan 11, 2026

Waterside Suites & Marina
201 Ocean Drive Key Largo FL
Fully refundableReserve now, pay when you stay
$167 nightly
The price is $188 total per night from Jan 13 to Jan 14
$188 total
Jan 13 - Jan 14
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 ...
Friendly staff, clean rooms, not far from highway, right on canal, just need to be able to handle stairs to get to upstairs bedroom/shower
Reviewed on Jan 7, 2026

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$356 nightly
The price is $400 total per night from Jan 21 to Jan 22
$400 total
Jan 21 - Jan 22
Total with taxes and fees
This Art Deco resort features a private beach, a marina, and 4 restaurants. Enjoy a day at the beach snorkeling, or relax with sun loungers. Families will appreciate ...
Amazing place - so much variety
Reviewed on Jan 6, 2026

Marina Del Mar Resort and Marina
527 Caribbean Drive Key Largo FL
Fully refundableReserve now, pay when you stay
$151 nightly
The price is $170 total per night from Jan 25 to Jan 26
$170 total
Jan 25 - Jan 26
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 ...
Amazing
Reviewed on Jan 7, 2026

Fairway Inn Florida City Homestead Everglades
100 SE 1st Ave Florida City FL
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $79 total per night from Jan 14 to Jan 15
$79 total
Jan 14 - Jan 15
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. ...
The room was very nice and clean
Reviewed on Jan 8, 2026

Floridian Hotel
990 N Homestead Blvd Homestead FL
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $112 total per night from Jan 13 to Jan 14
$112 total
Jan 13 - Jan 14
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 ...
Breakfast had many options to choose and convenient. Staff were friendly. Rooms were cleaned and towels would be changed daily. Would come here again!
Reviewed on Jan 7, 2026

Garden Inn Homestead
51 South Homestead Blvd. Homestead FL
Fully refundableReserve now, pay when you stay
$58 nightly
The price is $65 total per night from Jan 13 to Jan 14
$65 total
Jan 13 - Jan 14
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 ...
We had some noisy neighbors, when we reached out to the front desk, a person came straight away and told the noisy neighbors to quite down or they could be removed from the premises. It worked and we were able to sleep.Excellent, caring and dutiful staff!!
Reviewed on Jan 7, 2026
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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Recent Flamingo hotel reviews by fellow wanderers

Chesapeake Beach Resort
5 out of 5
Posted 1 day ago
Travelocity Verified Review
"The king suite with ocean view was fantastic. The resort is in good shape with plenty of space to lounge, activities and includes nice breakfast options.
Also close to many bars and restaurants. "
A verified traveler stayed at Chesapeake Beach Resort
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