Flamingo Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
29 Jul - 30 Jul
Tomorrow
30 Jul - 31 Jul
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Holiday Rentals in Flamingo

Breezy Palms Resort
Exterior

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (497)
"Great Property, easy check in and "
The price is HK$635
HK$1,122 total
includes taxes & fees
17 Aug - 18 Aug
Breezy Palms Resort
The Islands of Islamorada
2 outdoor pools, open 8:00 AM to 6:00 PM, pool loungers

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (64)
"Absolutely outstanding resort. Legitimate 5 star property. "
The price is HK$4,278
HK$5,245 total
includes taxes & fees
6 Aug - 7 Aug
The Islands of Islamorada
Treasure Harbor
25-inch flat-screen TV with digital channels, TV

Treasure Harbor

3.0 star property
9.0 out of 10, Wonderful, (89)
"Very cute bost houses. Clean and quiet. "
The price is HK$911
HK$2,129 total
includes taxes & fees
17 Aug - 18 Aug
Treasure Harbor
Island Bay Resort
Private beach, sun-loungers, beach umbrellas, beach towels

Island Bay Resort

2.5 star property
10.0 out of 10, Exceptional, (126)
"Clean, friendly, has its own beach"
Island Bay Resort
Key Largo Cottages
Boating

Key Largo Cottages

2.5 star property
9.4 out of 10, Exceptional, (22)
"Beautiful and peaceful place "
Key Largo Cottages
Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo
Outdoor pool, a heated pool

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

9.8 out of 10, Exceptional, (217)
"Great middle point to explore all the keys and relax and enjoy! "
The price is HK$1,570
HK$3,468 total
includes taxes & fees
17 Aug - 18 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
Marina

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

9.8 out of 10, Exceptional, (184)
"Nice place, lots to do, great location, great views"
Ocean Front Private Beach, Pool/Hot Tub, Pool Bar, Marina with Cafe
OCEANFRONT ANGLERS REEF in ISLAMORADA -Pool, Dock, Beach, Kayaks, Paddle Boards
A heated pool

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

10.0 out of 10, Exceptional, (183)
"We had such a nice time at the Windley Cottage. The owners effectively communicated information about the home and check in before the stay, making arrival very easy. The home was very clean and had everything that we needed. The Anglers Reef area was nice and quiet. We enjoyed walks to the docks, kayaking, and swimming in the pool. We absolutely loved Islamorada and hope to visit again!"
OCEANFRONT ANGLERS REEF in ISLAMORADA -Pool, Dock, Beach, Kayaks, Paddle Boards
Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7
Terrace/patio

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

10.0 out of 10, Exceptional, (84)
"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!
Property grounds

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

9.6 out of 10, Exceptional, (287)
"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!
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool
Exterior

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

9.8 out of 10, Exceptional, (65)
"Such a great little property in a awesome community! A from the host he was such a nice person and communicating was superior would definitely rent again! "
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool
Charming Home in Key Largo
Fridge, microwave, oven, stovetop

Charming Home in Key Largo

9.8 out of 10, Exceptional, (22)
"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 HK$643
HK$2,580 total
includes taxes & fees
4 Aug - 5 Aug
Charming Home in Key Largo
Condo in the Keys
Outdoor pool

Condo in the Keys

5.0 star property
8.8 out of 10, Excellent, (9)
"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
Terrace/patio

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

9.8 out of 10, Exceptional, (130)
"The property is older but was clean and orderly. Good access to the rest of the city. First time staying in Key Largo so can’t gauge the property against others. "
Kawama Yacht Club - 2 Bedrooms with a Private Ocean Front Beach
BEACHFRONT POOL HOME
Outdoor pool, a heated pool

BEACHFRONT POOL HOME

9.6 out of 10, Exceptional, (106)
"Another fantastic stay in an amazing spot!!"
BEACHFRONT POOL HOME
Key Largo Sunset Estate
Property grounds

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
Condo with Pool and Beach Access
Terrace/patio

Condo with Pool and Beach Access

10.0 out of 10, Exceptional, (21)
"We liked everything about the property. This is a quite end unit and was nicely finished. Would definitely highly recommend staying here."
Condo with Pool and Beach Access
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
Marina

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

9.4 out of 10, Exceptional, (70)
"Great tiny house, enjoyed our stay"
The price is HK$958
HK$2,914 total
includes taxes & fees
25 Aug - 26 Aug
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
Kings Kamp
Fishing

Kings Kamp

2.5 star property
8.6 out of 10, Excellent, (22)
"The property is beautiful, nicely renovated and clean. A true gem is a covered patio with grill and a small beach right outside the door. There is plenty of local attractions to choose from near by. We had a fantastic stay and would highly recommend this property. We hope to come back again some day. Thank you!"
Kings Kamp
Waterfront Tiny House w Pool, Beach, and Boat Dock
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 HK$1,043
HK$3,032 total
includes taxes & fees
21 Aug - 22 Aug
Waterfront Tiny House w Pool, Beach, and Boat Dock
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Flamingo Hotel Reviews

Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

10/10 Excellent
"A resort in the keys with a beach is a rare find. Its a gem."
Jorge 4-night trip
Posted 1 day ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton

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.