Photo by Jim Fiorelli

Find hotels in Flamingo, FL from ฿3,149

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Our top choices for Flamingo hotels

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1267)
"Friendly staff and beautiful property !"
United States
ron
The price is ฿7,332
฿10,315 total
includes taxes & fees
5 Jan - 6 Jan 2026
Amara Cay Resort

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1601)
Drift into bliss at this tranquil Islamorada oceanfront retreat featuring 2 outdoor pools and a full-service marina. Complimentary breakfast, bike rentals, and spectacular sunset views create an idyllic Florida Keys getaway near diving attractions.

"The entire resort was wonderful."
Canada
Mat
The price is ฿5,884
฿8,370 total
includes taxes & fees
6 Jan - 7 Jan 2026
Chesapeake Beach Resort

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1002)
"The resort was perfect Everyone from checking in and during our stay could not have been nicer and helpful"
United States
Theresa
The price is ฿13,845
฿17,695 total
includes taxes & fees
9 Jan - 10 Jan 2026
Islander Resort

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1278)
"Fabulous waterfront, activities, and dining as well as the staff. "
Canada
David
The price is ฿12,532
฿16,395 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cheeca Lodge & Spa

Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1108)
Escape to this tropical resort with a private beach and complimentary kayaking along Florida's stunning coastline. 3 outdoor pools, tennis courts, and free bike rentals create endless recreation opportunities. Florida Boy restaurant serves American cuisine throughout the day.

"Great place "
United States
Oscar
Lime Tree Bay Resort

La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1001)
Experience Florida Keys charm at this beachfront paradise with a private marina. Unwind at the outdoor pool or grab a refreshing cocktail at the poolside bar. Near Bud n' Mary's Dive Centre and Hurricane Monument, the spacious rooms create an ideal island escape.

"Great stay and beautiful space"
United States
Amir
The price is ฿6,492
฿9,369 total
includes taxes & fees
6 Jan - 7 Jan 2026
La Siesta Resort & Villas

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (118)
Discover a waterfront escape at this Art Deco resort with 3 outdoor pools and 4 restaurants including Latin American cuisine. Kayak, snorkel, or unwind on the private beach while enjoying stunning ocean views and nearby marine attractions.

"Beautiful place to stay"
United States
Jonathan
The price is ฿9,584
฿12,867 total
includes taxes & fees
4 Jan - 5 Jan 2026
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Sunset Inn

Sunset Inn
3.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1000)
Explore the Florida Keys from this waterfront hotel with free bikes. The outdoor pool creates a perfect oasis after visiting nearby Islamorada Brewery & Distillery. Friendly staff and complimentary parking enhance the relaxed island experience.

"Room was clean and staff was helpful"
United States
Robert
The price is ฿4,847
฿5,803 total
includes taxes & fees
8 Jan - 9 Jan 2026
Sunset Inn

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (590)
Immerse yourself in Islamorada with this beachfront aparthotel featuring a marina and outdoor pool. Clean accommodation with kitchens and free WiFi await, while Bud n' Mary's Dive Centre and Hurricane Monument lie nearby.

"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 ฿4,591
฿6,778 total
includes taxes & fees
11 Jan - 12 Jan 2026
Breezy Palms Resort

La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (1003)
Experience coastal charm at this oceanside hotel with private beach access. Enjoy the outdoor pool after a day of hiking nearby trails. Convenient to Islamorada Brewery and Keys History Centre, with clean rooms and attentive staff to enhance your Florida Keys getaway.

"Great stay. Friendly staff, great accommodations, very nice complex. "
United States
Shela
La Jolla Resort

Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.4 out of 10, Exceptional, (206)
Set in Islamorada with marina access, this resort offers free bicycle rentals for exploring nearby Rain Barrel Village. After a day of hiking trails, cool off in the outdoor pool or relax on the terrace as helpful staff cater to your needs.

"Clean room, beautiful pool and quiet!"
United States
Robert
Ragged Edge Resort & Marina

Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.8 out of 10, Excellent, (1000)
This waterfront hotel offers an outdoor pool, complimentary kayaking, and free bike rentals to explore nearby attractions. Located near Windley Key Fossil Reef Geological State Park, guests appreciate the clean rooms and exceptional staff service.

"Had a wonderful stay at Drop Anchor! Very adorable and super clean. Loved the amenities and the hotel staff were amazing! "
United States
Laura
The price is ฿4,373
฿6,009 total
includes taxes & fees
11 Jan - 12 Jan 2026
Drop Anchor

Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1003)
"Comfortable stay. Great location. "
United States
Anand
The price is ฿4,629
฿6,223 total
includes taxes & fees
11 Jan - 12 Jan 2026
Hadley Resort and Marina

Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1001)
Soak in the Florida Keys atmosphere from this beachfront retreat with its own marina. Relax at the outdoor pool or grab refreshments at the beach bar. Rooms come with refrigerators and microwaves, perfect for enjoying the ocean breeze from your terrace.

"Staff are excellent, resort has been recently upgraded. Best describe his quaint, comfortable and cozy."
Canada
scott
Pines & Palms Resort

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (154)
Overlooks Florida Bay with a stunning outdoor pool and private beach area. This hotel offers complimentary breakfast and parking, plus convenient access to diving spots and Windley Key Fossil Reef Geological State Park.

"Great place to stay! Clean, great location and great customer service. Very easy to check in, front desk was so sweet! Highly recommended!!! Had a great experience overall"
United States
Elaysi
The price is ฿6,473
฿7,282 total
includes taxes & fees
7 Jan - 8 Jan 2026
Coconut Cove Resort and Marina

Matecumbe Resort

Matecumbe Resort
2.0 star property
Matecumbe
8.8 out of 10, Excellent, (83)
This waterfront getaway offers a refreshing outdoor pool and complimentary bikes to explore nearby attractions like Robbie's of Islamorada. Each room includes convenient refrigerators and microwaves for holiday comfort.

"Safe covered parking and stocked kitchen"
United States
Bonnie
The price is ฿5,294
฿5,956 total
includes taxes & fees
11 Jan - 12 Jan 2026
Matecumbe Resort

Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
8.8 out of 10, Excellent, (401)
Located by the ocean, this Islamorada resort offers 3 restaurants and a refreshing outdoor pool. Unwind at the bar/lounge after exploring nearby Hurricane Monument. Free WiFi and parking enhance your Florida Keys escape.

"Beautiful stay!!!"
United States
Lakyne
The price is ฿8,964
฿12,185 total
includes taxes & fees
7 Jan - 8 Jan 2026
Bayside Villas by Islander Resort

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (117)
Experience waterfront comfort at this Florida Keys gem with an outdoor pool. Located near Rain Barrel Village and hiking trails, the hotel offers free WiFi and parking. Premium bedding ensures relaxation after a day of snorkelling adventures.

"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

Casa Morada

Casa Morada
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (415)
Surrounded by lush gardens on the bay, this Islamorada sanctuary features an outdoor pool with poolside bar. Complimentary bicycles let you explore the area, while deep-tissue massages provide ultimate relaxation. Close to local brewery and discovery centre.

"always a pleasant stay."
United States
robert
The price is ฿11,275
฿14,587 total
includes taxes & fees
24 Dec - 25 Dec
Casa Morada

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.8 out of 10, Exceptional, (70)
Relaxing waterfront villa in Islamorada with pillowtop beds, dressing gowns, and premium linens. Swim in 2 outdoor pools, soak in the hot tub, or grab a drink at the pool bar. Near the History of Diving Museum and just 40 minutes from Marathon Airport.

"Great for family vacation with kids. love it"
United States
Dixania
The price is ฿18,955
฿23,040 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Islands of Islamorada
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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Stay near popular Flamingo attractions

Learn more about Flamingo

Nestled within Everglades National Park, this tiny outpost offers boat tours where you'll spot manatees, crocodiles, and countless wading birds. Rent kayaks to paddle through mangrove tunnels or join a ranger-led programme to learn about this unique ecosystem's restoration efforts.

Kayaking in the Everglades, such a gorgeous and interesting park.
Photo by Jim Fiorelli
Open Photo by Jim Fiorelli

Top Flamingo Hotel Reviews

More cheap stays in Flamingo

Frequently asked questions

Where is the best place to stay in Flamingo?
Chesapeake Beach Resort, located 24.1 mi (38.8 km) from the heart of Flamingo, is a top choice for your stay, based on our traveller data. Two other choices for your stay in the area are Travelodge by Wyndham Florida City/Homestead/Everglades and Fairway Inn Florida City Homestead Everglades. See all available top hotels, or vacation rentals in Flamingo.
If I need to cancel my hotel reservation in Flamingo, will I receive a refund?
Yes, you'll find most room reservations are fully refundable if cancelled prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your arrival date. If your reservation is non-refundable, you might be able to still cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Flamingo.
How is it staying in Flamingo?
Visitors can enjoy all that Flamingo has to offer, including its waterfront. A top sight in the city is Everglades National Park. There are 811 hotels and other accommodation options in the surrounding area. Find out more about Flamingo.
What is there to see in Flamingo?
Natural beauty is on display at Everglades National Park, Flamingo Visitor Center and Buttonwood Canal. A couple of additional sights to add to your itinerary are Eco Pond and Pa-hay-okee Trail. Take a look at what more there is to see and do in Expedia's Flamingo guide.
What's the weather like in Flamingo?
The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 22°C. Average annual precipitation for Flamingo is 1123 mm.

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