Flamingo Vacation Rentals

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Check prices for these dates

Tonight
Jun 28 - Jun 29
Tomorrow
Jun 29 - Jun 30
Next weekend
Jul 4 - Jul 6
In two weeks
Jul 11 - Jul 13

Vacation Rentals in Flamingo

Breezy Palms Resort
Exterior

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (488)
"Laid back atmosphere with renovated rooms."
The price is ￥14,620
￥23,942 total
includes taxes & fees
Jun 29 - Jun 30
Breezy Palms Resort
Treasure Harbor
25-inch flat-screen TV with digital channels, TV

Treasure Harbor

3.0 star property
9.0 out of 10, Wonderful, (81)
"Very clean and great atmosphere "
The price is ￥13,899
￥35,969 total
includes taxes & fees
Jul 1 - Jul 2
Treasure Harbor
The Islands of Islamorada
2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers

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 ￥79,519
￥97,429 total
includes taxes & fees
Jul 7 - Jul 8
The Islands of Islamorada
Island Bay Resort
Private beach, sun loungers, beach umbrellas, beach towels

Island Bay Resort

2.5 star property
10.0 out of 10, Exceptional, (121)
"Amazing property and wonderful owners. Super nice people and definitely will be returning."
Island Bay Resort
Key Largo Cottages
Boating

Key Largo Cottages

2.5 star property
9.4 out of 10, Exceptional, (20)
"The stay was great and the property manager Jenn was amazing. Would stay again"
Key Largo Cottages
Anchorage Resort & Yacht Club
Exterior

Anchorage Resort & Yacht Club

3.0 star property
8.6 out of 10, Excellent, (287)
"It’s a good place to stay with family"
The price is ￥35,422
￥39,850 total
includes taxes & fees
Jun 29 - Jun 30
Anchorage Resort & Yacht Club
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)
"We enjoyed our short stay but looking forward to going back."
The price is ￥26,037
￥60,500 total
includes taxes & fees
Jun 30 - Jul 1
Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo
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, (60)
"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
Oceanfront Key Largo Paradise with Private Beach~Pool~Tennis~Marina & more....
A heated pool

Oceanfront Key Largo Paradise with Private Beach~Pool~Tennis~Marina & more....

10.0 out of 10, Exceptional, (261)
"The unit and location was perfect ! Great stay and we will be back next year !"
The price is ￥46,989
￥107,298 total
includes taxes & fees
Jul 18 - Jul 19
Oceanfront Key Largo Paradise with Private Beach~Pool~Tennis~Marina & more....
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, (283)
"We enjoyed the amenities at the Yacht Club very much. It was never too busy. Very quiet at night. Close to other entertainment and good restaurants. "
Summer Deals! OCEANFRONT Lux 1300sf with Stunning Views & All Amenities of home!
Kings Kamp
Superior Cabin | Terrace/patio

Kings Kamp

2.5 star property
8.6 out of 10, Excellent, (21)
"Kings Kamp was a charming stay. The owners were friendly and made the stay easy"
Kings Kamp
Condo in the Keys
Outdoor pool

Condo in the Keys

5.0 star property
9.0 out of 10, Wonderful, (7)
"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, (126)
"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
Oceanfront 165ft beach-Dock-Heated pool-4K sq.ft 4 bed/5 bath-Next avail 8.9.25
Terrace/patio

Oceanfront 165ft beach-Dock-Heated pool-4K sq.ft 4 bed/5 bath-Next avail 8.9.25

10.0 out of 10, Exceptional, (82)
"Everything just great except need better vaccum"
Oceanfront 165ft beach-Dock-Heated pool-4K sq.ft 4 bed/5 bath-Next avail 8.9.25
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, (179)
"Nice place, lots to do, great location, great views"
Ocean Front Private Beach, Pool/Hot Tub, Pool Bar, Marina with Cafe
Waterfront Tiny House w Pool, Beach, and Boat Dock
Interior

Waterfront Tiny House w Pool, Beach, and Boat Dock

9.6 out of 10, Exceptional, (55)
"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 ￥22,641
￥60,586 total
includes taxes & fees
Jul 1 - Jul 2
Waterfront Tiny House w Pool, Beach, and Boat Dock
Beachfront Retreat w Pool, Boat Ramp & Dock Rental
Property grounds

Beachfront Retreat w Pool, Boat Ramp & Dock Rental

8.6 out of 10, Excellent, (38)
"Word can not explain the place everything was the best and would stay again and again "
The price is ￥16,403
￥47,257 total
includes taxes & fees
Jul 2 - Jul 3
Beachfront Retreat w Pool, Boat Ramp & Dock Rental
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, (182)
"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
RESERVE QUICKLY! YOU’LL LOVE IT! EVERYONE DOES! Still have an open week in July!
Outdoor pool, a heated pool

RESERVE QUICKLY! YOU’LL LOVE IT! EVERYONE DOES! Still have an open week in July!

9.6 out of 10, Exceptional, (185)
"Great weather, clean accommodations, a few glitches that were quickly (mostly) resolved.Great pool, nice views, convenient location."
RESERVE QUICKLY! YOU’LL LOVE IT! EVERYONE DOES! Still have an open week in July!
Lady Blue Yacht in FL KEYS
Outdoor dining

Lady Blue Yacht in FL KEYS

7.0 out of 10, Good, (7)
"We enjoyed our stay from beginning to end. The checking and check out was very smooth. Thank you so much!"
The price is ￥34,699
￥56,639 total
includes taxes & fees
Jul 1 - Jul 2
Lady Blue Yacht in FL KEYS
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 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?

Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool: This vacation home rental outside Flamingo is located on the waterfront and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the garden in this rental home to help you unwind.

What’s there to see and do in Flamingo?

Everglades National Park and West Lake are a couple of lovely local spots to get outside and enjoy nature. While here, Flamingo Visitor Center and Buttonwood Canal 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.