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Vacation Homes in Flamingo

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

9.6 out of 10, Exceptional, (58)
"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

Charming Home in Key Largo

9.8 out of 10, Exceptional, (25)
"loved it!!"
$355 nightly
The price is $394
Aug 18 - Aug 19
Total includes taxes and fees
Charming Home in Key Largo

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

10.0 out of 10, Exceptional, (84)
"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

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

9.4 out of 10, Exceptional, (72)
"The house is great, tidy little spot to start all your Keys adventures from!"
$304 nightly
The price is $338
Aug 14 - Aug 15
Total includes taxes and fees
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

New Mariners Club Listing, Preferred Partner, Great Location, Epic Amenities

2.5 star property
10.0 out of 10, Exceptional, (19)
"This condo and the club is awesome. The pool is wonderful. We loved everything about or stay would come back! "
New Mariners Club Listing, Preferred Partner, Great Location, Epic Amenities

208 Mariners Club Key Largo | 3 Bed, 3 Bath

9.8 out of 10, Exceptional, (89)
"We had a Wonderful time! There was plenty of space for our family of five. We had a few minor issues with ants, but it did not impact our comfortable stay. We loved the pool and Pickleball court! Would highly recommend. "
208 Mariners Club Key Largo | 3 Bed, 3 Bath

Mariners Club Unit 904, Brand New Completely Remodeled Preferred Partner Listing

10.0 out of 10, Exceptional, (1)
"Beautiful property with a lot of space. Very well stocked with more than what you even think you need. Mariners Club is very nice with two great pools, a game room, marina, and pickleball courts. Only thing to note is there’s no beach access if that’s what you are looking for."
Mariners Club Unit 904, Brand New Completely Remodeled Preferred Partner Listing

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

9.8 out of 10, Exceptional, (66)
"Such a great, gated location with access to a variety of amenities. "
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool

Mariners Club Townhouse, Epic Amenities, Tennis & Indoor Pickleball

9.6 out of 10, Exceptional, (19)
"Clean , beautiful location and pools . "
Mariners Club Townhouse, Epic Amenities, Tennis & Indoor Pickleball

Waterfront Beach, Pool, Dock, Kayaks, Paddleboards

9.6 out of 10, Exceptional, (118)
"Best sunrise site."
$346 nightly
The price is $384
Aug 14 - Aug 15
Total includes taxes and fees
Waterfront Beach, Pool, Dock, Kayaks, Paddleboards

Catch your last summer glow at Mariners Club 606 w resort style amenities & more

10.0 out of 10, Exceptional, (138)
"Nice location with lots of restaurant choices, pools and especially the Grotto were awesome, Tarpon feeding was our favorite nearby activity."
$804 nightly
The price is $893
Aug 17 - Aug 18
Total includes taxes and fees
Catch your last summer glow at Mariners Club 606 w resort style amenities & more

Perfect Choice! With Stunning Views of the Island, Private Beach, Pet-Friendly

10.0 out of 10, Exceptional, (1)
"Clean and friendly. Great dining close by."
$156 nightly
The price is $170
Sep 7 - Sep 8
Total includes taxes and fees
Perfect Choice! With Stunning Views of the Island, Private Beach, Pet-Friendly

Waterfront Tiny House w Pool, Beach, and Boat Dock

9.6 out of 10, Exceptional, (57)
"My wife and I stayed here for our honeymoon , and we were absolutely thrilled with everything. We loved that the house had a bunch of mini splits to keep it nice and chilly. We also loved that the house was very clean and well kept. The tiki hut on the water with the tv and great lighting at night makes a perfect place to relax at the end of a fun filled day. All around this was a fantastic place to stay!"
$336 nightly
The price is $373
Sep 3 - Sep 4
Total includes taxes and fees
Waterfront Tiny House w Pool, Beach, and Boat Dock

VOTED BEST KEY LARGO VACATION RENTAL

10.0 out of 10, Exceptional, (81)
"We had a great stay! We loved having kayaks, snorkels, a lagoon and the ocean and everything nearby. We loved feeding the fish on the property. The kitchen is well stocked with everything we needed for making meals. Nice restaurants nearby! Thanks for meeting us, Norman - that was very helpful!!"
VOTED BEST KEY LARGO VACATION RENTAL

7 Bedroom with Dockage, Pool, Firepit, Paddle Boards & Kayaks

10.0 out of 10, Exceptional, (55)
"We have stayed in one of this Hosts properties for 5 years in a row. Always clean, always great communication and we always have a great time. We highly recommend."
7 Bedroom with Dockage, Pool, Firepit, Paddle Boards & Kayaks

Beautiful Key Largo Town Home Fully Renovated Top to Bottom

9.8 out of 10, Exceptional, (164)
"The porperty had everything we needed for a great family spring break. The kids especially enjoyed trips to the jetty on the golf cart!"
Beautiful Key Largo Town Home Fully Renovated Top to Bottom

Sunset Sanctuary Ultra-Lux Oceanfront Home, Heated Pool, Beach, Grill, Dock, Kay

9.4 out of 10, Exceptional, (41)
"Our family of 9 stayed in this lovely home for almost a week. We had EVERYTHING we needed available and then some. The home is very spacious and inviting with plenty of amenities. Loved that there was so much room even with all of us, we never felt like anyone was “under-foot”. Beds were super comfortable, and the house was nice and clean. The most amazing sunrises were enjoyed up on the large patios. I would definitely recommend this home. The pictures of the home are spot on."
Sunset Sanctuary Ultra-Lux Oceanfront Home, Heated Pool, Beach, Grill, Dock, Kay

Resort-Style Living at Mariner's Club – Steps from Pools, Marina, & Ocean Views!

10.0 out of 10, Exceptional, (8)
"We stayed at this property for our spring break trip and thoroughly enjoyed our stay. The home was clean, comfortable, and well-equipped with everything we needed. The location was great—close to local attractions yet peaceful enough for a relaxing getaway. The host was responsive and accommodating, making the entire experience seamless. We would definitely stay here again!"
Resort-Style Living at Mariner's Club – Steps from Pools, Marina, & Ocean Views!

PRIVATE WATERFRONT HOUSE DOCK 4KAYAKS 2SUP BOARD GOLF CART

10.0 out of 10, Exceptional, (138)
"We loved this house! Plenty of room, wonderful location. Super clean and the outdoor space was awesome! Hot tub, BBQ and plenty of toys to enjoy the lagoon❤️"
$845 nightly
The price is $887
Aug 17 - Aug 18
Total includes taxes and fees
PRIVATE WATERFRONT HOUSE DOCK 4KAYAKS 2SUP BOARD GOLF CART

611 Mariners Club Key Largo | 4 Bed, 4 Bath

9.0 out of 10, Wonderful, (96)
"The unit was set up perfect for my family as well as my brother-in-law‘s for a family wedding in Key Largo. The pools were beautiful. The property was well maintained and we had a wonderful time. "
611 Mariners Club Key Largo | 4 Bed, 4 Bath
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