
Beachfront vacation rentals in Key West
Find and book unique beachfront homes on Airbnb
Quick stats about beachfront rentals in Key West

Total vacation rentals
Explore 90 vacation rentals in Key West

Nightly prices starting at
Key West vacation rentals start at $152 CAD per night before taxes and fees

Verified guest reviews
Over 1,550 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
90 of Key West vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Key West rentals

4.7 Average rating
Key West stays receive an average rating of 4.7 out of 5 from guests
Top-rated beachfront rentals in Key West
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

ATLANTIS...Ocean Front Cottage Retreat!
ATLANTIS~An ocean front cottage retreat! Completely remodeled, direct ocean-front cottage offers everything you'll need for the perfect getaway. Boat dock (25ft), HD TVs, washer & dryer, S/S appliances & gas cooking! Complimentary kayaks & bikes plus access to all the Venture Out Residential Condominium Community amenities: heated pool, Jacuzzi, kiddie pool, tennis, basketball & bocce courts, ocean bay swimming area, marina w/fuel, boat ramps & wash station, and a convenience market on-site!

*NEW* Private Beach, pool & fully loaded kitchen
Escape to paradise in our luxurious, beautifully furnished beachfront oasis in the heart of Key Colony Beach, Florida. This stunning two-bedroom, two-bath condo offers the ultimate Florida Keys getaway, featuring private beach access, a community pool with tiki huts, BBQ grills, lounge areas and beautiful ocean views. Perfect for families, couples, and small groups, this relaxing coastal retreat combines comfort, privacy, and an unbeatable beachfront location just steps from the sand and water

Amazing Ocean Front Views Key Colony Beach
Everything is brand new in this gorgeous condo with amazing oceanfront views. #40 has two queen beds, well equipped kitchen with full-size appliances and everything you need to cook & serve meals. Fast, reliable WiFi, large SmartTV. Super cold new A/C unit Enjoy stunning views of sunrise from your private balcony & sunsets next door at Sunset Park. Heated pool, beach BBQs & tiki huts for guest use We are centrally located to awesome Keys adventures just a few miles drive from the condo.

Grouper Getaway @ Ocean Isles Fishing Village
Escape to paradise at the Grouper Getaway located at Ocean Isles Fishing Village in Marathon Key, FL. This beautiful brand new fully furnished 1 bed/2 bath studio townhouse, offers a central location and an array of luxurious amenities for a truly unforgettable vacation. Steps away from the the Atlantic Ocean, enjoy the largest pool in Marathon with clear views of the VACA Cut boat traffic and the Sombrero Light House. Enjoy fishing, paddle boarding, kayaking, tiki huts, beach, and grills.

Beachside Unit 33-Private Tropical Beach Plus Pool
Unit 33 Details: Second Floor, Walk-in shower, Two Queen Beds, Maximum Occupancy 4 Guests (0-2 years old count as a guest). No elevator on site and Not Handicapped Accessible. A registration and liability waiver form signature will be required as part of your reservation. Our oceanfront property includes a private heated pool and private beach retreat on the Atlantic Ocean. Welcome to Continental Inn Condominiums in Key Colony Beach, Florida known as “The gem of the Florida Keys.”

Ocean front 1BR/1BA Suite w/ kitchen & living rm
1BR 1BA ocean front suite with a living room, kitchen and one bedroom. Doors that open to a balcony overlooking the Atlantic Ocean. Heated pool, hot tub, sun deck and a private sandy beach on the Atlantic ocean. 5 minutes walk to Duval street and the most Southern Point. Located between the prestigious Casa Marina and the top restaurant on the island Louise Back Yard. Free garage parking. Washer, dryers and ice maker are available for guests. Powerful, but sometimes noisy central a/c.

Waterfront Villa & Sunset Views
Come and relax on your own veranda that overlooks the turquoise waters of the beautiful Duck Key. The outdoor living space is quiet and serene, making it a perfect place to unwind. Families and honeymooners alike can enjoy this island oasis. Centrally located at Mile Marker 61, Duck Key is just a short drive to Key West. Explore everything the Florida Keys have to offer or stay local to enjoy world-renowned restaurants, fishing, snorkeling, and diving. The opportunities are endless.

Family Suite at Sugarloaf Key Hotel (Pet Friendly)
Discover the perfect blend of comfort, relaxation and adventure at the Sugarloaf Key Hotel, nestled within the Sugarloaf Key / Key West KOA Resort campground. Newly built in 2023, this beautiful 6-person pet-friendly vacation suite offers everything you need for a great stay. Nestled amongst gorgeous tropical scenery, this resort includes robust amenities including resort-style pool and hot tub with an adjacent pub, quaint sand beach, marina, water rentals, café, camp store and more!

Vibrant Beachfront Villa
Welcome to Beachfront Villa that has recently been renovated. The 2 bedroom 1.5 bath luxury villa is located in the popular area of Duck key alongside of Hawks Cay Resort. Duck Key marina is located across the street where you can dock your boat or charter a boat for the day. Enjoy stunning sunset views from the back porch. Kitchen includes all amenities including silverware ,plates , cups , and pots. Linens and towels provided. *** Pets welcome with host approval and pet fee. ****

The Lighthouse - Beach Houses Key West
If you’re reading this, you’re already one step closer to paradise. Thank you for considering us for your getaway. Our charming Lighthouse Bungalow is a 2-bedroom, 1-bath loft-style retreat located just steps from our private beach. The master bedroom loft, accessed by a spiral staircase, offers a stunning bird’s-eye view of the Atlantic Ocean. The nautical-inspired living area opens to an exterior deck overlooking the beach—an ideal spot for peaceful mornings and ocean breezes.

Houseboat Getaway In Marathon
Get ready to indulge in a relaxing and unforgettable experience at the first overwater houseboat getaway in Marathon, Florida! 🌴🌊 What awaits you is - fun filled days living and exploring out on the fabulous florida keys waters in your own private aqualodge, breathtaking sunsets, and a private sanctuary perched above the sea. 😍 Don't miss out on this one-of-a-kind experience! Book your stay now and create memories that will last a lifetime.

*New* Turtles Pace-Private Beach
Discover the perfect getaway in this beachfront condo in Key Colony Beach, FL. With direct access to a private beach, you’ll enjoy breathtaking ocean views and endless relaxation. This condo features modern amenities, a fully equipped kitchen, and comfortable living spaces. Whether you’re soaking up the sun on the beach or exploring local attractions, this is the ultimate coastal escape. Don't miss the chance to experience paradise!
Popular amenities for Key West beachfront rentals
Pet-friendly beachfront home rentals

Latitudes-Ocean Front Pool

New Private 4/3 Single Family - Kayaks & Bicycles+

SeaEsta! Bring your boat & 1 block to the beach!

Mermaid's Paradise ~ Pool ~ Dock ~ Games ~ Views!

Walk to Beach, 90' Dock, Huge Pool, Kayaks

Boaters delight! 1 min to open water, Dock & Beach

Beach Home and Boater’s Paradise Sombrero

Coco Plum Beach Paradise w Heated Pool & Boat Slip
Beachfront home rentals with a pool

Atlantic Parrot | Oceanfront Condo w/ Pool

P01 - New 3 bed, 3 bath with private pool

Private Beach in Marathons Key Colony Beach

2 Bdrm Oceanfront Complex Private Beach & Pool

Oceanside home 109, dock,kayaks,bikes,pool,fishing

Cabana Club Condo: Key Colony Beach, FL

Suite Sanctuary at the Beach

Hyatt Beach House-Quiet Key West Spot!
Private beachfront home rentals

Villa 5028 on Duck Key BOAT SLIP available

First Floor Coastal Escape | Restaurant Onsite

Beachfront Villa w/ Pier & Pool

Calypso Cottage

Oceanfront oasis beach views heated pool U34

OCEAN FRONT PARADISE/ PRIVATE DOCK/AWESOME VIEWS

(# 6)Waterfront Beautiful 4 Bed 3 Bath Pool Home

Sea Breeze in the Keys
When is the best time to visit Key West?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $866 CAD | $920 CAD | $885 CAD | $828 CAD | $747 CAD | $722 CAD | $644 CAD | $600 CAD | $591 CAD | $775 CAD | $786 CAD | $830 CAD |
| Avg. temp | 21 °C | 22 °C | 24 °C | 25 °C | 27 °C | 29 °C | 30 °C | 30 °C | 29 °C | 27 °C | 25 °C | 23 °C |
Destinations to explore
- Miami Vacation rentals
- Four Corners Vacation rentals
- Miami Beach Vacation rentals
- Orlando Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Hollywood Vacation rentals
- Kissimmee Vacation rentals
- Cape Coral Vacation rentals
- Nassau Vacation rentals
- St. Petersburg Vacation rentals
- Clearwater Vacation rentals
- Hotel rooms Key West
- Rentals with breakfast Key West
- Boat rentals Key West
- Rentals with a kayak Key West
- Villa rentals Key West
- Resort rentals Key West
- Pet-friendly rentals Key West
- Serviced apartment rentals Key West
- Cottage rentals Key West
- Family-friendly rentals Key West
- Rentals with a hot tub Key West
- Townhouse rentals Key West
- Apartment rentals Key West
- Waterfront rentals Key West
- Luxury rentals Key West
- Boutique hotels Key West
- Mansion rentals Key West
- Bed and breakfasts Key West
- Rentals with pools Key West
- Rentals with an accessible height toilet Key West
- Rentals with lake access Key West
- Beach condo rentals Key West
- House rentals Key West
- Beach house rentals Key West
- Rentals with beach access Key West
- Condo rentals Key West
- Houseboat rentals Key West
- Beachfront rentals Monroe County
- Beachfront rentals Florida
- Beachfront rentals United States
- Sombrero Beach
- Smathers Beach
- Bahia Honda State Park
- Ernest Hemingway Home & Museum
- Seven Mile Bridge
- Fort Zachary Taylor Historic State Park
- Southernmost Point
- Florida Keys Aquarium Encounters
- Key West Butterfly & Nature Conservatory
- Key West Lighthouse Museum
- Boca Grande Key
- Mel Fisher Maritime Museum
- Truman Little White House
- Key West Aquarium
- Things to do Key West
- Water sports Key West
- Cultural tours Key West
- Food tours Key West
- Things to do Monroe County
- Cultural tours Monroe County
- Food tours Monroe County
- Dining Monroe County
- Art workshops Monroe County
- Tastings Monroe County
- Water sports Monroe County
- Wildlife Monroe County
- Landmarks Monroe County
- Outdoors Monroe County
- Flying Monroe County
- Things to do Florida
- Landmarks Florida
- Performances Florida
- Flying Florida
- Wellness Florida
- Water sports Florida
- Tastings Florida
- Outdoors Florida
- Cooking Florida
- Workouts Florida
- Cultural tours Florida
- Dining Florida
- Food tours Florida
- Art workshops Florida
- Wildlife Florida
- Things to do United States
- Shopping and fashion United States
- Dining United States
- Museums United States
- Cultural tours United States
- Architecture United States
- Workouts United States
- Flying United States
- Art workshops United States
- Wellness United States
- Wildlife United States
- Landmarks United States
- Water sports United States
- Performances United States
- Food tours United States
- Tastings United States
- Galleries United States
- Cooking United States
- Beauty United States
- Outdoors United States





