Flamingo Holiday Rentals

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Holiday Rentals in Flamingo

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (488)
"Laid back atmosphere with renovated rooms."
The price is AU$246
includes taxes & fees
27 July - 28 July
Breezy Palms Resort

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (61)
"Absolutely outstanding resort. Legitimate 5 star property. "
The price is AU$1,034
includes taxes & fees
20 July - 21 July
The Islands of Islamorada

Treasure Harbor

3.0 star property
9.0 out of 10, Wonderful, (85)
"Very clean and great atmosphere "
The price is AU$445
includes taxes & fees
5 Aug - 6 Aug
Treasure Harbor

Island Bay Resort

2.5 star property
10.0 out of 10, Exceptional, (125)
"Clean, friendly, has its own beach"
Island Bay Resort

Key Largo Cottages

2.5 star property
9.4 out of 10, Exceptional, (21)
"The stay was great and the property manager Jenn was amazing. Would stay again"
Key Largo Cottages

Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo

9.8 out of 10, Exceptional, (217)
"We enjoyed our short stay but looking forward to going back."
The price is AU$689
includes taxes & fees
31 July - 1 Aug
Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo

Ocean Front Private Beach, Pool/Hot Tub, Pool Bar, Marina with Cafe

9.8 out of 10, Exceptional, (183)
"Nice place, lots to do, great location, great views"
Ocean Front Private Beach, Pool/Hot Tub, Pool Bar, Marina with Cafe

Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7

10.0 out of 10, Exceptional, (83)
"Everything just great except need better vaccum"
Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7

Summer Deals! OCEANFRONT Lux 1300sf with Stunning Views & All Amenities of home!

9.6 out of 10, Exceptional, (286)
"Visited with my Mother, sister and cousin. Felt very safe with the gated security. The grounds were beautiful and very well maintained. Location was great! The beach, marina, pool were all very close by. And the condo was fabulous and very well stocked."
Summer Deals! OCEANFRONT Lux 1300sf with Stunning Views & All Amenities of home!

OCEANFRONT ANGLERS REEF in ISLAMORADA -Pool, Dock, Beach, Kayaks, Paddle Boards

10.0 out of 10, Exceptional, (183)
"Rodger and Linda is home and Islamorada is wonderful. They are unbelievably accommodating property owners and made the trip extra special. I look forward to returning and staying there again."
OCEANFRONT ANGLERS REEF in ISLAMORADA -Pool, Dock, Beach, Kayaks, Paddle Boards

Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool

9.8 out of 10, Exceptional, (64)
"Enjoyed our stay. Lots to do if you’re wanting a relaxing day or a day of swimming, tennis, walking or cycling. "
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool

Condo in the Keys

5.0 star property
8.6 out of 10, Excellent, (8)
"Thoroughly enjoyed our stay! The pool, beach area and pickleball courts were fantastic! Also enjoyed the premium cable. "
Condo in the Keys

Kawama Yacht Club - 2 Bedrooms with a Private Ocean Front Beach

9.8 out of 10, Exceptional, (129)
"Jorge was the consummate host! We had requested additional items to enhance our stay, and he was agreeable without hesitation. The condo was in a great location and suited all our needs. We had a lovely stay!! "
Kawama Yacht Club - 2 Bedrooms with a Private Ocean Front Beach

New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

9.4 out of 10, Exceptional, (69)
"Great tiny house, enjoyed our stay"
The price is AU$604
includes taxes & fees
21 July - 22 July
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

Waterfront Tiny House w Pool, Beach, and Boat Dock

9.6 out of 10, Exceptional, (57)
"We stayed here in April 2025 - perfect location with a great patio overlooking the waterfront harbor, perfect for us. Everything you need is a short drive - grocery Publix is close enough to walk to. The tiny house is adorable and clean, well stocked kitchen - We found great place to hike /Hamock State Park and Rowell’s was a great place to swim "
The price is AU$632
includes taxes & fees
17 July - 18 July
Waterfront Tiny House w Pool, Beach, and Boat Dock

Coastal Luxury: Key Largo 2BR Condo w/ Lagoon, Golf Cart, Pools & Amenities

10.0 out of 10, Exceptional, (6)
Coastal Luxury: Key Largo 2BR Condo w/ Lagoon, Golf Cart, Pools & Amenities

Anchorage Resort & Yacht Club

3.0 star property
8.6 out of 10, Excellent, (288)
"It’s a good place to stay with family"
The price is AU$342
includes taxes & fees
28 July - 29 July
Anchorage Resort & Yacht Club

Charming Home in Key Largo

9.8 out of 10, Exceptional, (21)
"Amazing spot in the Keys. Stayed there the weekend for a wedding in Tavernier and was close to everything we needed. Would definitely stay here again when I come back. "
The price is AU$691
includes taxes & fees
24 July - 25 July
Charming Home in Key Largo

Venetian Tropics weekly Pvt home w/heated Pool, 3 bedroom /70ft dock w/canal

9.6 out of 10, Exceptional, (55)
"The property is central location in Islamorada, best location....The outdoor area is perfect,pool heated very enjoyable.. great neighborhood..Friendly Host JoAnn is amazing, and prompt response, a delightful person, and a wonderful host!"
Venetian Tropics weekly Pvt home w/heated Pool, 3 bedroom /70ft dock w/canal

Key Largo Sunset Estate

10.0 out of 10, Exceptional, (56)
"We loved our stay! Plenty of room for all of us, amazing view, beautiful sunsets, and live music every night."
Key Largo Sunset Estate
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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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?

Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7: This holiday home rental outside of Flamingo is located on the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a rooftop terrace, a private garden and a selection of games so that you can immerse yourself in your holiday.

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 Buttonwood Canal 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.