A large flock of flamingos standing in shallow water.

Flamingo Holiday Rentals

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Our top choices for Flamingo holiday rentals

1. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (777 reviews)
"Such a great place to stay!!"
United States
Gavin
The price is NZ$230
includes taxes & fees
3 Nov - 4 Nov
Breezy Palms Resort

2. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (180 reviews)
"Had a very enjoyable stay at Hemingway House. The place was spotless! All staff were very friendly and helpful. Would highly recommend staying here!"
United States
Diane
The price is NZ$464
includes taxes & fees
3 Nov - 4 Nov
Treasure Harbor

3. Anchorage Resort & Yacht Club

Anchorage Resort & Yacht Club
3.0 star property
Key Largo
8.8 out of 10, Excellent, (350 reviews)
"Very nice room"
United States
Sabrina
The price is NZ$318
includes taxes & fees
3 Nov - 4 Nov
Anchorage Resort & Yacht Club

4. Florida Keys Getaway - Slps 4 - Ocean View

Florida Keys Getaway - Slps 4 - Ocean View
Tavernier
9.8 out of 10, Exceptional, (43 reviews)
"great stay and value! glad we went with this place for our trip, everyone loved it! beautiful, clean and the pool was great too!"
Canada
Nick
The price is NZ$561
includes taxes & fees
3 Nov - 4 Nov
Florida Keys Getaway - Slps 4 - Ocean View

5. Cozy bedroom near Florida Keys

Cozy bedroom near Florida Keys
Florida City
9.4 out of 10, Exceptional, (3 reviews)
"Pleasant stay, bed comfortable, room and bathroom with clean. "
United States
John Q.
The price is NZ$146
includes taxes & fees
9 Nov - 10 Nov
Cozy bedroom near Florida Keys

6. Dazzling Ocean View Suite w/heated pool, beach, marina, tennis/pickleball

Dazzling Ocean View Suite w/heated pool, beach, marina, tennis/pickleball
Tavernier
9.0 out of 10, Wonderful, (103 reviews)
"Great visit!"
United States
Leigh D. H.
The price is NZ$635
includes taxes & fees
3 Nov - 4 Nov
Dazzling Ocean View Suite w/heated pool, beach, marina, tennis/pickleball

7. Paradise Palms | 2 Balconies | Ocean Pointe 1206

Paradise Palms | 2 Balconies | Ocean Pointe 1206
Tavernier
9.8 out of 10, Exceptional, (8 reviews)
"Super clean and neat location!"
United States
Christopher R.
The price is NZ$778
includes taxes & fees
4 Nov - 5 Nov
Paradise Palms | 2 Balconies | Ocean Pointe 1206

8. Coastal Joy | Ocean View 2BR | Ocean Pointe 3412

Coastal Joy | Ocean View 2BR | Ocean Pointe 3412
Tavernier
9.4 out of 10, Exceptional, (3 reviews)
"Very clean. The view was amazing. Very comfortable beds. We are definitely coming back to this condo! "
United States
Jason U.
The price is NZ$792
includes taxes & fees
10 Nov - 11 Nov
Coastal Joy | Ocean View 2BR | Ocean Pointe 3412

9. Aqua Vista | Ocean View 2BR | Ocean Pointe 3307

Aqua Vista | Ocean View 2BR | Ocean Pointe 3307
Tavernier
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful & perfect place for a getaway. Really enjoyed our stay. Highly recommend."
United States
Michelle
The price is NZ$756
includes taxes & fees
5 Nov - 6 Nov
Aqua Vista | Ocean View 2BR | Ocean Pointe 3307

10. Ocean Pointe Ocean View w/heated pool beach marina

Ocean Pointe Ocean View w/heated pool beach marina
Tavernier
8.6 out of 10, Excellent, (13 reviews)
"Great location and host is great with communication!"
United States
Mary Katherine B.
The price is NZ$611
includes taxes & fees
15 Nov - 16 Nov
Ocean Pointe Ocean View w/heated pool beach marina

11. 2BR Oceanfront Suite w/ Beach & Marina Access

2BR Oceanfront Suite w/ Beach & Marina Access
Key Largo
10.0 out of 10, Exceptional, (2 reviews)
"This was a great place to stay. Incredibly clean and homey feel. I felt super safe walking the area after dinner at night"
United States
Alyssa H.
The price is NZ$513
includes taxes & fees
30 Nov - 1 Dec
2BR Oceanfront Suite w/ Beach & Marina Access

12. Ocean view condo with balcony/marina view

Ocean view condo with balcony/marina view
Tavernier
8.6 out of 10, Excellent, (46 reviews)
"Wonderful stay! Beautiful view from the balcony"
United States
Katy T.
The price is NZ$680
includes taxes & fees
15 Nov - 16 Nov
Ocean view condo with balcony/marina view

13. Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Tavernier
10.0 out of 10, Exceptional, (171 reviews)
"Beautifully appointed, clean and comfortable. This place is worth it! We had a great stay. Location is also excellent. Would definitely stay here again. "
United States
Erica C.
The price is NZ$617
includes taxes & fees
15 Nov - 16 Nov
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

14. Your Happy Place - gorgeous 2 bed/2 bath oceanfront suite with full kitchen

Your Happy Place - gorgeous 2 bed/2 bath oceanfront suite with full kitchen
Tavernier
9.8 out of 10, Exceptional, (25 reviews)
"The property was in a great location, close to several beach bars and restaurants, the condo was so cute and the host was accessible throughout the entire process before and after our stay."
United States
Alicia
The price is NZ$739
includes taxes & fees
3 Nov - 4 Nov
Your Happy Place - gorgeous 2 bed/2 bath oceanfront suite with full kitchen

15. Starfish Seas | Ocean View | Ocean Pointe 1302

Starfish Seas | Ocean View | Ocean Pointe 1302
Tavernier
9.8 out of 10, Exceptional, (30 reviews)
"The space was family friendly and worked well for our stay. The pool area was very clean and the Island Grill on site was great for snacks and drinks while we swam."
United States
Miranda J.
Starfish Seas | Ocean View | Ocean Pointe 1302

16. Serene Oceanfront Keys Condo

Serene Oceanfront Keys Condo
Tavernier
9.8 out of 10, Exceptional, (44 reviews)
"Great stay, amazing pool and property, "
United States
Abbigail R.
Serene Oceanfront Keys Condo

17. Amazing Ocean view condo

Amazing Ocean view condo
Tavernier
9.6 out of 10, Exceptional, (53 reviews)
"Excellent accommodations. Unit was even nicer than it looked in pictures, everything was clean and in working order. Enjoyed our stay very much and would definitely stay here again!"
United States
Jerad E.
The price is NZ$585
includes taxes & fees
3 Nov - 4 Nov
Amazing Ocean view condo

18. Cozy 1-bedroom apartment with kitchen in peaceful Tavernier/Key largo

Cozy 1-bedroom apartment with kitchen in peaceful Tavernier/Key largo
Tavernier
9.8 out of 10, Exceptional, (6 reviews)
"Very clean with everything you could need for your time in the Florida keys! The host was very responsive and helpful. Perfect place for a weekend with our dog."
United States
Anonymous traveller
The price is NZ$492
includes taxes & fees
15 Nov - 16 Nov
Cozy 1-bedroom apartment with kitchen in peaceful Tavernier/Key largo

19. Sunrise Sanctuary | Top Floor | Ocean Pointe 2415

Sunrise Sanctuary | Top Floor | Ocean Pointe 2415
Tavernier
9.8 out of 10, Exceptional, (20 reviews)
"Great stay"
United States
Blain R.
Sunrise Sanctuary | Top Floor | Ocean Pointe 2415

20. Boho Chic | Steps to Pool | Ocean Pointe 3214

Boho Chic | Steps to Pool | Ocean Pointe 3214
Tavernier
9.8 out of 10, Exceptional, (15 reviews)
"The condo was nice and clean. The view from the balcony is very nice. The property is also nice with things to do but not too busy. The host was great and responsive. "
United States
Anthony F.
The price is NZ$794
includes taxes & fees
10 Nov - 11 Nov
Boho Chic | Steps to Pool | Ocean Pointe 3214
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Flamingo holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Flamingo. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Flamingo. Seeing all the best attractions is bound to make you fall in love with Flamingo. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Flamingo short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Flamingo?

Yes, there are holiday rentals close to the most popular sights in Flamingo, or you can select a more secluded option if you're looking for a relaxing stay. Flamingo is known for its waterfront.

What are some of the best holiday rentals that Flamingo has to offer?

Oceanfront, 2 Pools, Lagoon, Tennis, Picketball, Marina, Fishing & Great Views! : This holiday home rental outside of Flamingo is located by the ocean, and has a balcony, a selection of games and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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, West Lake and Eco Pond are other places worth a visit.

What’s a holiday rental in Flamingo like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Flamingo. Holiday rentals feature extras such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from public hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for family gatherings.