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Waterfront vacation rentals in Florida Keys

Find and book unique waterfront accommodations on Airbnb

Top-rated waterfront accommodations in Florida Keys

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

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Vacation home in Key Largo

4.84 out of 5 average rating, 254 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.

Jun. 23 – 30

$300 CAD per night

Guest favourite

Vacation home in Key Largo

4.99 out of 5 average rating, 145 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

Sep. 4 – 11

$329 CAD per night

Guest favourite

Condo in Key Colony Beach

4.96 out of 5 average rating, 171 reviews

Oceanfront Sunrise Condo Private Beach Heated Pool

Impeccable condo directly on the ocean with water views from every window. Located in Key Colony Beach (middle Keys) with heated pool and private beach. Unit #20 is a studio condo with a classic Keys interior: newly renovated bathroom and crisp white kitchen stocked with everything needed to cook a complete meal (stove, oven, toaster, microwave, blender, fridge, etc). Enjoy the private back balcony and private beach with lounge chairs, patio tables, tiki's and BBQ grills for guest use.

Sep. 1 – 8

$540 CAD per night

Guest favourite

Cottage in Little Torch Key

4.91 out of 5 average rating, 146 reviews

Waterfront Cozy Cottage with Boat Ramp & Dock!

Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with 250 foot dock, ramp, and basin for your boat. It's a must-see rustic outdoor environment and fishery experience, very typical in the Keys! The property lot is almost an acre with a work section and still very spacious. Stunning panoramic water views, sunrise and sunset. Steps away from ocean water. Bring or rent fishing and snorkel gear nearby to fish right off the dock and enjoy the underwater scenery!

Dec. 1 – 8

$765 CAD per night

Guest favourite

Boat in Islamorada

4.92 out of 5 average rating, 327 reviews

360 DEGREE WATERVIEW HOUSEBOAT

IMPORTANT Enjoy your own private retreat aboard a solar and wind powered houseboat moored 1/2 mile from land in the beautiful Islamorada Please do not arrive after dark and NO night riding. Need experience with hand pull outboard motors a 12 foot skiff with a 6hp outboard motor is provided reliable to go back and forth from shore NOT reliable for exploring No hot water on shower, heat water in Tpots or Solar bags. Please shave before arriving No suitcases, least amount of cloths.

Nov. 26 – Dec. 3

$296 CAD per night

Guest favourite

Home in Marathon

4.99 out of 5 average rating, 107 reviews

Sea Ray Cove , 75’ boat dock, 1 block from beach!

2024 - New Weber grill This ground level waterfront home has received a new face lift. Completely remodeled 3 bedroom with bonus room in the well known Sombrero Beach neighborhood. Just a short block walk to the sandy beach shore. Home has an open floor plan overlooking the in-ground pool deck and new tiki hut. Enjoy your morning coffee and happy hour in the screened-in porch with views of the wide lagoon. Come and create your family memories in the fabulous Keys.

Sep. 14 – 21

$688 CAD per night

Guest favourite

Cottage in Miami Lakes

4.98 out of 5 average rating, 168 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

$209 CAD per night

Guest favourite

Guesthouse in Key Largo

4.91 out of 5 average rating, 193 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.

Mar. 12 – 19

$314 CAD per night

Guest favourite

Guest suite in Tavernier

4.97 out of 5 average rating, 247 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 )

Oct. 18 – 25

$442 CAD per night

Guest favourite

Townhouse in Marathon

4.97 out of 5 average rating, 146 reviews

Marathon Keys Coral Lagoon Unit 2 Waterfront Villa

Welcome to paradise! We are proud to offer you one of the nicest waterfront units in Coral Lagoon! Please Note: For your safety, the entire house is sanitized prior to your arrival. Along with our standard cleaning practices we have a local company that comes in and fogs the entire house with hospital grade sanitizer.

Oct. 28 – Nov. 4

$902 CAD per night

Guest favourite

Home in Marathon

4.97 out of 5 average rating, 118 reviews

Marathon one-level home on the Marina - with slip!

***New Listing! Recently renovated with all new furnishings and appliances*** Beautiful oasis in the heart of the Florida Keys, Marathon is a fisherman's paradise. Coral Lagoon is the perfect destination for a relaxing family getaway and this home is all new with stylish interior and unbeatable location.

May 25 – Jun. 1

$956 CAD per night

Guest favourite

Tiny homes in Key Largo

4.98 out of 5 average rating, 167 reviews

The Oasis in key largo with your own private beach

Million Dollar view at a fraction of the price! This property is on the water with amazing bay views. It includes one kayak for 2 people and one paddle board. There is also a community pool for your enjoyment. Fishing rods are available for use.

Feb. 27 – Mar. 6

$466 CAD per night

Vacation rentals for every style

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Apartments

Convenient locations with everyday essentials

Popular amenities for Florida Keys waterfront rentals

Free parking on premises

Air conditioning

Waterfront apartment rentals

Guest favourite

Apartment in Key Largo

4.92 out of 5 average rating, 231 reviews

Waterfront Studio 2| Couples Oasis | Kayaks | Pool

Dec. 7 – 14

$304 CAD per night

Guest favourite

Apartment in Key Largo

4.98 out of 5 average rating, 126 reviews

Key Largo Kawama Lagoon Free Cancel Deutsch Spain

May 25 – Jun. 1

$489 CAD per night

Guest favourite

Apartment in Tavernier

4.95 out of 5 average rating, 149 reviews

Boho FL Keys Condo

Mar. 7 – 14

$664 CAD per night

Guest favourite

Apartment in Key Largo

4.92 out of 5 average rating, 106 reviews

2/1 Oceanfront Apartment with Dockage

Oct. 12 – 19

$434 CAD per night

Guest favourite

Apartment in Tavernier

4.83 out of 5 average rating, 255 reviews

Breathtaking Oceanfront Views at Tropical Daze

Jul. 15 – 22

$548 CAD per night

Guest favourite

Apartment in Marco Island

4.94 out of 5 average rating, 173 reviews

Backwater Paradise

Mar. 29 – Apr. 5

$624 CAD per night

Apartment in Miami

4.85 out of 5 average rating, 1336 reviews

Suite Ocean Drive Heart of South Miami Beach

Sep. 11 – 18

$239 CAD per night

Guest favourite

Apartment in Miami

4.92 out of 5 average rating, 123 reviews

Penthouse 1908 Ocean Front View 1BD Monte Carlo

Jun. 6 – 13

$824 CAD per night

Waterfront house rentals

Guest favourite

Home in Key Largo

4.96 out of 5 average rating, 136 reviews

Key Largo Waterfront Home with Tiki & Boat Dock

Sep. 26 – Oct. 3

$444 CAD per night

Guest favourite

Home in Tavernier

4.87 out of 5 average rating, 208 reviews

Clean Houseboat w/ Great Wi-Fi,Luxury on the water

Dec. 19 – 26

$622 CAD per night

Guest favourite

Home in Key Largo

5.0 out of 5 average rating, 50 reviews

The Paradise 2

Sep. 4 – 11

$580 CAD per night

Guest favourite

Home in Key Colony Beach

5.0 out of 5 average rating, 15 reviews

Coral House: 2/2 Waterfront in KCB w/ King Beds

May 11 – 18

$266 CAD per night

Guest favourite

Home in Key Largo

4.97 out of 5 average rating, 32 reviews

Treetops

Sep. 9 – 14

$514 CAD per night

Guest favourite

Home in Marathon

5.0 out of 5 average rating, 17 reviews

Horizon

Apr. 5 – 12

$1,683 CAD per night

Guest favourite

Home in Marathon

5.0 out of 5 average rating, 15 reviews

Florida Keys Oceanside Utopia

Jan. 11 – 18

$635 CAD per night

Guest favourite

Home in Marathon

4.98 out of 5 average rating, 85 reviews

Anglers Terrace, Condé Nast Traveler's Best Airbnb

Aug. 24 – 31

$758 CAD per night

Waterfront condo rentals

Guest favourite

Condo in Tavernier

4.95 out of 5 average rating, 108 reviews

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach

Sep. 25 – Oct. 2

$408 CAD per night

Guest favourite

Condo in Key Colony Beach

4.91 out of 5 average rating, 112 reviews

Beachside Unit 39 Tiki Huts, Private Beach & Pool

Nov. 13 – 20

$370 CAD per night

Guest favourite

Condo in Tavernier

4.93 out of 5 average rating, 135 reviews

It's Tiki Time! Top Floor SeaView Mid-Mod 1 Br/1Ba

Jan. 30 – Feb. 6

$635 CAD per night

Guest favourite

Condo in Tavernier

4.96 out of 5 average rating, 159 reviews

Best View Ocean Pointe Pool Beach King Bed, Gated

Jan. 28 – Feb. 4

$789 CAD per night

Guest favourite

Condo in Tavernier

4.98 out of 5 average rating, 142 reviews

Ocean Views at Ocean Pointe

Oct. 3 – 10

$580 CAD per night

Guest favourite

Condo in Key Largo

4.98 out of 5 average rating, 116 reviews

Oceanfront Condo w/Lake, Kayak, Paddleboard & Bike

Feb. 23 – Mar. 2

$798 CAD per night

Guest favourite

Condo in Key West

4.89 out of 5 average rating, 148 reviews

Large waterfront 2/2 end unit with boat slip

Apr. 25 – May 2

$1,112 CAD per night

Guest favourite

Condo in Key Largo

4.97 out of 5 average rating, 147 reviews

KEYS BEACH RETREAT WITH CAPTIVATING WATERVIEW!

Feb. 1 – 8

$1,029 CAD per night

Destinations to explore