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

Total holiday rentals
Explore 90 holiday rentals in Key West

Nightly prices starting at
Key West holiday rentals start at $190 NZD per night before taxes and fees

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

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

Pet-friendly accommodation
Find 40 rentals that welcome pets

Holiday rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
90 of Key West holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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 accommodation 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!
BeachWalkabilitySleep quality

*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
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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.
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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.
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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!
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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. ****
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Beachside Unit 22 - Private Beach on Atlantic
Unit 22 Details: Main Floor, Walk-in Shower, 2 Queen Beds and Queen Sofa Pull-out, Maximum Occupancy 4 Guests (0-2 years old count as a guest), 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.”
WalkabilityBeachCondition

P01 - New 3 bed, 3 bath with private pool
This beautiful new home offers 3 bedrooms, 3 baths and a comfortable open floorplan. Additionally, this property boasts and abundance of fabulous outdoor living space and is ideally located minutes from Coco Plum Beach. - Maximum Occupancy: 6 guests (includes adults and children of any age) (*children of any age, including infants, count toward occupancy) - No day guests or visitors allowed above the advertised max. occupancy. - Parking: 3 vehicle max - 3 bedroom/3 bathroom
BeachWalkabilityHot tub

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.
BeachViewWi-Fi

*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!
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Key West Condo with Balcony Ocean View
Enjoy beautiful views of the Atlantic Ocean while enjoying a private balcony. Newly re-modeled kitchen. Air conditioning and ceiling fans located in every room. Amenities include pool, hot tub, and tennis courts. Just a few steps across the street in Smathers Beach which offers beach chairs, umbrellas, paddle boards, kayaks and sailboats available for rent. Two vehicles max. NO TRAILERS of any kind allowed to park on property.
WalkabilityBeachLocation

Oceanfront Sunrise Condo Private Beach Heated Pool
Impeccable condo with some of the best direct ocean views in the Keys. Well equipped kitchen with full size appliances is stocked with everything you need to cook and serve meals. Enjoy stunning views of sunrise from our private beach and sunsets next door at Sunset Park. Heated pool, beach BBQs and tiki huts for guest use. We are centrally located to awesome Keys adventures just a few miles drive from the condo.
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Popular amenities for Key West beachfront rentals
Pet-friendly beachfront home rentals

Villa 5027 on Duck Key BOAT SLIP available
WalkabilityBeachCleanliness

Latitudes-Ocean Front Pool
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SeaEsta! Bring your boat & 1 block to the beach!
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Luna Light ~ Waterfront ~ Pool ~ Dock ~ Views!
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New Private 4/3 Single Family - Kayaks & Bicycles+
BeachWalkabilityCondition

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

Beach Home and Boater’s Paradise Sombrero
WalkabilityBeachCleanliness

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

Private Beach in Marathons Key Colony Beach
WalkabilityBeachKitchen

2 Bdrm Oceanfront Complex Private Beach & Pool
BeachWalkabilityDecor

Cabana Club Condo: Key Colony Beach, FL
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Paradise found! Sea-Esta Condo beach and pool.
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Seaside Villa~ Charming Beachfront Condo w/ Pool!
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Canal/Dock - Cabana Club - Pickleball - Remodeled
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Beachfront Villa w/ Pier & Pool
WalkabilityBeachLayout

Calypso Cottage
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Private beachfront home rentals

A Suite Escape
WalkabilityBeachBathroom

Paradise awaits.
BeachWalkabilityNearby

Amazing Ocean Front Views Key Colony Beach
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Sunrise View Condo - Key Colony - Private Beach
WalkabilityBeachCleanliness

Coastal Key Colony Beach Condo, Oceanfront Complex
ViewWalkabilityIndoor spaces

Nautical Condo Oceanfront Complex w/ Heated Pool
WalkabilityViewKitchen

Oceanfront Breeze, Stunning Views, Beach/Pool
BeachWalkabilityValue

Exquisite Luxury Oceanfront Complex Key Colony
WalkabilityBeachHospitality
When is the best time to visit Key West?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,083 NZD | $1,151 NZD | $1,108 NZD | $1,037 NZD | $935 NZD | $903 NZD | $806 NZD | $751 NZD | $739 NZD | $969 NZD | $983 NZD | $1,038 NZD |
| 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 |
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- Beachfront rentals Monroe County
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- 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
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