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Flamingo Vacation Rentals

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Our top choices for Flamingo vacation rentals

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
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
$153 nightly
The price is $172
Dec 17 - Dec 18
Total with taxes and fees
Breezy Palms Resort

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
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
$251 nightly
The price is $282
Dec 13 - Dec 14
Total with taxes and fees
Treasure Harbor

Island Bay Resort

Island Bay Resort
2.5 star property
Tavernier
10.0 out of 10, Exceptional, (140)
"Very quiet and the outdoor spaces are very nice. Staff was very friendly also."
United States
Jacob
$267 nightly
The price is $301
Dec 14 - Dec 15
Total with taxes and fees
Island Bay Resort

Anchorage Resort & Yacht Club

Anchorage Resort & Yacht Club
3.0 star property
Key Largo
8.6 out of 10, Excellent, (297)
"Really good place to stay "
United States
Elier
$225 nightly
The price is $253
Dec 14 - Dec 15
Total with taxes and fees
Anchorage Resort & Yacht Club

Kings Kamp

Kings Kamp
2.5 star property
Key Largo
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
$248 nightly
The price is $278
Dec 14 - Dec 15
Total with taxes and fees
Kings Kamp

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.8 out of 10, Exceptional, (69)
"Great for family vacation with kids. love it"
United States
Dixania
$593 nightly
The price is $667
Dec 15 - Dec 16
Total with taxes and fees
The Islands of Islamorada

Premium Floating Bungalow by Stay Ombi

Premium Floating Bungalow by Stay Ombi
3.5 star property
Key Largo
$1,259 nightly
The price is $1,417
Jan 1 - Jan 2, 2026
Total with taxes and fees
Premium Floating Bungalow by Stay Ombi

Captain Jax

Captain Jax
3.0 star property
Key Largo
3.0 out of 10, (2)
"It’s only the back of the trailer with one room. The other halve will have other guesses that you could hear everything. "
United States
melyn
$385 nightly
The price is $433
Dec 13 - Dec 14
Total with taxes and fees
Captain Jax
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

Find out more about Flamingo

Everything you need to know about Flamingo vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Flamingo vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Flamingo vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Flamingo vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Flamingo. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Flamingo in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $172 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Flamingo rentals

At Expedia, we put the best Flamingo vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Flamingo rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Flamingo vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Flamingo. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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 are some of the best vacation home rentals in Flamingo?

New Tiny Home- Paddle Boards, Kayaks, Pool, Marina: This vacation home rental outside of Flamingo offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a garden.

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.