Holiday houses in Key Largo

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Top-rated holiday rentals in Key Largo

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Guest favourite

Tiny home in Cutler Bay

4.99 out of 5 average rating, 151 reviews

Quiet tropical Oasis setting with 1 bed and 1 bath

Tropical oasis centrally located between Miami Beach and Key Largo. Although you may never want to leave. The cozy casita with private bath and balcony is tucked away, surrounded by lush vegetation and sounds of the waterfall. Take a dip in the pool or grotto, relax with an afternoon cocktail under the tiki hut, or snooze in the hammock. During those cooler months soak in the hot tub. We have bikes available to cruise the miles of nearby paths stretching from Coconut Grove to Black Point Marina.

29 Jul – 5 Aug

$283 NZD per night

Guest favourite

Campervan/RV in Key Largo

5.0 out of 5 average rating, 16 reviews

New Winnebago Trailer in the Heart of Key Largo.

Paradise in the first Key.Restaurant and Marina 300’Charter fishing and diving boats. Coral Reef restoration 400’. Key Largo Fisheries .03. Use Kayaks or bicycles. American Legion 400’ Dolphin Plus Marine Mammal 04 . Key Largo community Park .05 m Base Ball Diamond, tennis & paddle courts, poolJohn Pennekamp Coral State Park is 3.6 a beautiful large glass bottom boat,Dive boats, Kayak, paddle board rentals.nature trails, boat ramp,Dive shop. Beach area. Theater of the Sea 15m. So much more.

27 Jan – 3 Feb

$350 NZD per night

Guest favourite

Apartment in Key Largo

4.94 out of 5 average rating, 246 reviews

Waterfront Studio 1| Kayaks | Pool |Bay View |Wifi

Escape to Northern Key Largo for a relaxing vacation! Discover great restaurants, beautiful state parks, and marine life. This bright, modern studio boasts excellent views of Manatee Bay, free kayaks and paddle boards, and a full kitchen. With access to a swimming pool and docks, there’s always something to do. 10 Min Drive to the Gilbert’s Resort 15 Min Drive to John Pennekamp Coral Reef State Park 22 Min Drive to African Queen Canal Cruise Experience Key Largo With Us & Learn More Below!

7–14 Dec

$353 NZD per night

Guest favourite

Tiny home in Key Largo

4.98 out of 5 average rating, 62 reviews

Oceanfront Lookout Point w/two Kayaks & Deck

Lookout Point is Wide open breathtaking Water View , Amazing Sunrises with a cup of Morning coffee, Refreshing breeze, Sound of water and Rustle of palm trees will start your day… Fishing right from the property, Kayaking. Taking sunbath on Chaise lounges or Reading books or just sitting under Tiki having a nice conversations and enjoying beautiful scenery of the view. You will see fishes jumping out of water, seagulls trying to catch up it , you might see manatee swimming by or dolphins.

9–16 Dec

$547 NZD per night

Guest favourite

Holiday home in Key Largo

4.99 out of 5 average rating, 142 reviews

Waterfront, GROUND LEVEL, Awesome Sunsets!!!

This ground level unique location is close to everything. Walk to some of the most iconic restaurants and bars Key Largo has to offer for fresh seafood and awesome drinks! We Do Not allow fishing on our Property! Dockage Available for additional fee! Enjoy the amazing sunsets over the water from your private porch and dock. John Pennekamp Coral Reef State Park close by. Walk to dolphin research center!! 28 day rental I am a licensed charter boat captain and offer discounts for all guests

2–9 Oct

$417 NZD per night

Guest favourite

Cottage in Islamorada

4.85 out of 5 average rating, 124 reviews

1 BD PRIVATE HOUSEBOAT/ COTTAGE TARPON

Tucked away in the vibrant Florida Keys, is our pristine paradise. We are located in the heart of Islamorada, where the weather is always gorgeous, the fishing never disappoints, and the sunsets are mesmerizing. If you are seeking a relaxing get away, look no further. On site, you will have the luxury of renting your own private boat. Boat rentals are 20% off for guests! Unfortunately, we do not have spare slips for private boats at this time. A 5% lodging tax will be charged on arrival.

4–11 Aug

$400 NZD per night

Guest favourite

Home in Key Largo

4.99 out of 5 average rating, 73 reviews

Little Cottage on an island

Very nice quiet neighborhood. Clean updated home with new appliances. Owner does live on property. There is a shared washer/dryer outside. The house is fully furnished with a queen bed and pullout sofa bed twin size. The home has a beautiful little office to work in and a full kitchen with all dishes and cooking utensils. Centrally located in Key Largo... 1 mile away from everything you need! There is a 21 yrs and over policy - house does have liquor bar. Thank you! 🏝️😊

18–25 Jul

$333 NZD per night

Guest favourite

Guesthouse in Key Largo

4.91 out of 5 average rating, 186 reviews

Oceanside, 1 bedroom, Bungalow in Key Largo

Canal front bungalow with beautiful views of the ocean. Private water front and pergola with steamer chairs and hammock. BBQ your fresh catch while lounging on the back porch, relaxing in the tropical landscape. One bedroom with Queen bed. Queen size pull-out couch in the living-room. Full kitchen boasting high-end appliances. One Car Parking by unit. Centrally located between shopping centers and destination activities.

27 Mar – 3 Apr

$385 NZD per night

Guest favourite

Home in Key Largo

4.9 out of 5 average rating, 346 reviews

Your Keys Getaway!

Beautiful two bedrooms, 1 bath Keys Home fully renovated interior in a quiet residential neighborhood. Large breeze veranda for open air meals and relaxation. Large fence yard for sunbathing or playing around. Close to restaurants, shopping center, major hospital, beaches, parks and water sport activities. Perfectly located between Key Largo and Islamorada. Once you've been here you will want to come back.

21–28 Jan

$365 NZD per night

Guest favourite

Guest suite in Tavernier

4.97 out of 5 average rating, 244 reviews

POOL ! Key Largo! Tavernier! Welcome to Paradise!

POOL! A perfect tropical getaway! Life is good today! Bright, airy, 500 plus sq ft., canal front studio, close to the bay. From the dock you can KAYAK to mangrove tunnels, fish, or just relax. Cold drink in your hand, life is good today! You are going to have an awesome vacation!! ( NOTE: THE POOL MAY BE SHARED ON OCCASION, WITH OUR FAMILY. A SIGNED LIABILITY RELEASE IS REQUIRED AT CHECK IN )

20–27 Sep

$542 NZD per night

Guest favourite

Apartment in Key Largo

5.0 out of 5 average rating, 21 reviews

Studio apartment in Calusa Resort & Campgrounds

Beautiful 1 bedroom suite with separate entrance, outside dinning area, outside sitting are tv, BBQ grill, steps to community pool, boat ramp and dock. Located inside Calusa Campgrounds with community tennis courts, basketball courts, kids playground, pool, boat ramp, boat dock

7–14 Aug

$322 NZD per night

Guest favourite

Guest suite in Homestead

4.92 out of 5 average rating, 126 reviews

Cozy 1BR guestroom, private entrance, free parking

This is a 1 bed 1 bath with queen bed, controllable AC, and private entrance. WiFi and Netflix included. Ideal for planning a quick trip to the keys or the Everglades. Florida Keys Outlet shops and Knauss Berry Farm are just a few minutes drive!

27 Jul – 3 Aug

$167 NZD per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Key Largo holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Stay near Key Largo's top sights

John Pennekamp Coral Reef State Park403 locals recommend

Gilbert's Resort74 locals recommend

Jimmy Johnson's Big Chill87 locals recommend

Dolphins Plus Bayside94 locals recommend

Cannon Beach4 locals recommend

Key Largo Princess Glass Bottom Boat35 locals recommend

Other great holiday rentals in Key Largo

Guest favourite

Cottage in Key Largo

4.91 out of 5 average rating, 46 reviews

THE PARADISE

25 Feb – 4 Mar

$395 NZD per night

Guest favourite

Campervan/RV in Key Largo

4.96 out of 5 average rating, 45 reviews

Key Largo, Florida

5–12 Oct

$326 NZD per night

Guest favourite

Home in Key Largo

5.0 out of 5 average rating, 13 reviews

Private 1 Acre House~Private Beach~Tiki Hut~Dock

1–8 Sep

$1,928 NZD per night

Guest favourite

Guesthouse in Homestead

4.95 out of 5 average rating, 42 reviews

Villa Samsara - on a beautiful 5 acre farm

13–20 Nov

$299 NZD per night

Guest favourite

Home in Key Largo

4.88 out of 5 average rating, 8 reviews

Waterfront Key Largo Home - Tropical Paradise

27 Jul – 3 Aug

$1,151 NZD per night

Guest favourite

Townhouse in Key Largo

4.96 out of 5 average rating, 53 reviews

Marina Villa 3 Bedroom townhome on Oceanside

12–19 Dec

$1,112 NZD per night

Guest favourite

Home in Key Largo

4.93 out of 5 average rating, 15 reviews

Keys Paradise 3/3 Waterfront, Jacuzzi, Kayaks+More

6–13 Nov

$890 NZD per night

Guest favourite

Apartment in Tavernier

5.0 out of 5 average rating, 15 reviews

Beautiful condo with a balcony

8–15 Nov

$368 NZD per night

Show all

Quick stats about holiday rentals in Key Largo

Total rentals	1.1K properties
Rentals with dedicated workspaces	450 properties have a dedicated workspace
Rentals with a pool	650 properties have a pool
Pet-friendly rentals	380 properties allow pets
Family-friendly rentals	880 properties are a good fit for families
Total number of reviews	27K reviews

Holiday houses in Key Largo

Top-rated holiday rentals in Key Largo

Tiny home in Cutler Bay

Campervan/RV in Key Largo

Apartment in Key Largo

Tiny home in Key Largo

Holiday home in Key Largo

Cottage in Islamorada

Home in Key Largo

Guesthouse in Key Largo

Home in Key Largo

Guest suite in Tavernier

Apartment in Key Largo

Guest suite in Homestead

Holiday rentals for every style

Cottages

Villas

Houses

Popular amenities for Key Largo holiday rentals

Stay near Key Largo's top sights

Other great holiday rentals in Key Largo

Cottage in Key Largo

Campervan/RV in Key Largo

Home in Key Largo

Guesthouse in Homestead

Home in Key Largo

Townhouse in Key Largo

Home in Key Largo

Apartment in Tavernier

Quick stats about holiday rentals in Key Largo

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Destinations to explore