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Vacation rentals in Key Largo

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Top-rated vacation rentals in Key Largo

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Vacation home in Key Largo

4.84 out of 5 average rating, 252 reviews

Charming Waterside Cabana in Key Largo | Cabana 4

Enjoy water front living in Key Largo! Watch the boats go by with fresh catch served daily at the local restaurants. See manatees, nurse sharks and fish swim by the canal all day. Dock your boat at the Pilot House Marina just down the street. Our unit is Modern, Spacious and Spotless with Private Parking, Fast Wifi, Netflix, Cold AC, Plush Pillows and a Cozy bed. We are on a main canal to open ocean. Near Rodriguez Key, Mosquito Bank, Christ of the Abyss and many sunken shipwrecks for exploring.

Jul. 18 – 25

$301 CAD per night

Guest favourite

Tiny homes in Cutler Bay

4.99 out of 5 average rating, 155 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.

Sep. 5 – 12

$229 CAD per night

Guest favourite

Guest suite in Marathon

4.98 out of 5 average rating, 184 reviews

Casa Mariposa: Easy walk to Sombrero Beach

Book your relaxing getaway now at Casa Mariposa in the heart of the Florida Keys! See why we were rated a top 15 cozy retreat in the Keys, 1 0f 24 amazing AirBNB rentals in the Keys, and, in 2023, 1 of 23 Amazing Airbnbs In Florida Keys. Step out from your private suite to our 50' lap pool surrounded with tropical foliage, large patio, and tropical gardens. Avoid beach parking fees with a short walk from your suite at Casa Mariposa! Contact us if you are interested in other lengths of stay.

Aug. 2 – 9

$346 CAD per night

Guest favourite

Apartment in Key Largo

4.94 out of 5 average rating, 247 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!

Dec. 7 – 14

$296 CAD per night

Guest favourite

Home in Key Largo

4.98 out of 5 average rating, 118 reviews

Waterfront Sunsets, Great Price, Relaxing Spot!!!

Beautiful Waterfront, Modern Coastal Décor, Spacious !! Enjoy your vacation in this beautiful recently renovated home. Views from almost every window and door of the harbor. Walk to many local restaurants and bars for fresh local seafood and a cold draft beer!! Enjoy the sunsets from your private porch. Easy access to Atlantic Ocean. We Do Not Allow Fishing on our Property! 28 day I am a licensed charter captain and offer discounts to guests! Fishing, Sandbar or a Sunset Cruise!!!

Sep. 17 – 24

$343 CAD per night

Guest favourite

Cottage in Key Largo

4.96 out of 5 average rating, 145 reviews

Charming Key Largo Cottage on the Water w/Kayaks!

Charming "Tiny House" Cottage on a main canal just two units from open water. Amazing location for boaters, fisherman and alike. This is a quaint and close knit RV park where you can keep to yourself or wander around and enjoy happy hour with new local friends. Bar none the best kayak, paddle board and fishing area. Two Tandem (each kayak accommodates two people) Kayaks and two paddle boards included in rental. Great outdoor space to dock your boat, fish off of or enjoy a few cocktails!

Oct. 4 – 11

$543 CAD per night

Guest favourite

Boat in Islamorada

4.9 out of 5 average rating, 169 reviews

HOUSEBOAT 2BD, PRIVATE KEYS COTTAGE LOGGERHEAD

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.

Sep. 1 – 8

$280 CAD per night

Guesthouse in Key Largo

4.87 out of 5 average rating, 377 reviews

Guesthouse Tropical Paradise Beach sunset fishing

The Guesthouse/Cabin romantic *sunsets beach, docks and fishing pier, on a peaceful lush gardens with private parking enjoy and relax, surrounded by nature wildlife at its best birds, iguanas, manatees, dolphin’s, eagles only a short walk to the beach from the guesthouse fishing pier, boats cruising by, relax enjoying sipping cocktail. FYI a guesthouse is part as on a state, small separate dwelling on the grounds of a larger one, used for accommodating guests.

Jun. 16 – 23

$316 CAD per night

Guest favourite

Cottage in Miami Lakes

4.98 out of 5 average rating, 167 reviews

* Lake Cottage * SpaLike Bath *

The cottage is centrally located in the serene hidden gem of Mia Lakes. Perfect for couples, solo adventurers or business travelers. You will feel hidden away from it all but yet only 5- 10 min walk from restaurants, shopping, groceries, movie theater, spa, gym etc. Our lakefront guest cottage is surrounded by lots of native plants, trees & wild life. You may swim, fish (catch & release) on the lake, as well as use of a paddle board & kayak.

Aug. 23 – 30

$208 CAD per night

Guest favourite

Guesthouse in Key Largo

4.91 out of 5 average rating, 190 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.

Aug. 19 – 26

$311 CAD per night

Guest favourite

Home in Key Largo

4.9 out of 5 average rating, 347 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.

Jan. 13 – 20

$302 CAD per night

Guest favourite

Guest suite in Tavernier

4.97 out of 5 average rating, 246 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 )

Jul. 10 – 17

$439 CAD per night

Vacation rentals for every style

Get the amount of space that is right for you.

Houses

A space that's all yours, with room for everyone

Villas

Luxurious estates for the ultimate escape

Apartments

Convenient locations with everyday essentials

Popular amenities for Key Largo vacation rentals

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

Dolphins Plus Bayside94 locals recommend

Jimmy Johnson's Big Chill87 locals recommend

Key Largo Princess Glass Bottom Boat35 locals recommend

Cannon Beach4 locals recommend

Other great vacation rentals in Key Largo

Guest favourite

Bungalow in Homestead

4.92 out of 5 average rating, 374 reviews

Redlands Bungalow

Jun. 20 – 27

$222 CAD per night

Guest favourite

Boat in Islamorada

4.92 out of 5 average rating, 327 reviews

360 DEGREE WATERVIEW HOUSEBOAT

Jan. 28 – Feb. 4

$294 CAD per night

Guest favourite

Camper/RV in Key Largo

4.94 out of 5 average rating, 228 reviews

New Tinyhouse RV, Kayak, Beach, Fish, Marina, Pool

Sep. 5 – 12

$273 CAD per night

Guest favourite

Guest suite in Homestead

4.9 out of 5 average rating, 308 reviews

Honeymoon Suite~Beach essentials & free parking

Feb. 5 – 12

$231 CAD per night

Apartment in Lauderdale-by-the-Sea

4.88 out of 5 average rating, 216 reviews

Just a few minutes to the beach with Heated pool

Sep. 10 – 17

$211 CAD per night

Guest favourite

Condo in Tavernier

4.95 out of 5 average rating, 108 reviews

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach

Jul. 28 – Aug. 4

$365 CAD per night

Guest favourite

Vacation home in Homestead

4.89 out of 5 average rating, 123 reviews

Beautiful Cozy Apartment.

Jun. 23 – 30

$169 CAD per night

Guest favourite

Cottage in Key Largo

4.89 out of 5 average rating, 271 reviews

Cottage By The Sea

Dec. 27 – Jan. 3

$400 CAD per night

Quick stats about vacation 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

Destinations to explore