
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 ﺩ.ﺇ 404 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 & 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

Wi-Fi availability
90 of Key West vacation rentals include wi-fi 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!
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*NEW* Private Beach, pool & fully loaded kitchen
Escape to paradise in our brand new, beautifully furnished Sun Life Vacation Homes beachfront oasis in the heart of Key Colony Beach, Florida, (some still call it Marathon). This luxurious two-bedroom, two-bathroom condominium invites you to experience the ultimate coastal retreat with private beach & pool access, tiki huts and BBQ grills. Come and experience the ultimate beachfront getaway at our Sun Life Vacation Homes, Key Colony Beach Club vacation rental. We recommend all guests purchas
BeachWalkabilityTV

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.
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Hyatt Beach House Condo Resort Sleeps 6 Full Kitch
7 night stays, 2 Bedroom 2 bath Full kitchen w/all essentials Washer/Dryer elevator & free parking. Some 6 or 5 night stays are available, inquire. $3100 for most 7 night stays or split the week into 5 or 6 nights, inquire. Some April-December 2024 dates are still available for 2 or more night stays, inquire Prices are generally $444 per night for full 7 nights+fees Weeks are usually Sunday check-in. There are very limited Saturday check-in dates, but other days may be available, inquire.
ViewBeachFamily

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.”
BeachWalkabilityFamily

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.
BeachWalkabilityAccess

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. ****
BeachWalkabilityLong stay

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.
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P87 - Modern 4 bedroom, 4 bath home on open water
Stunning views with premier Sombrero Beach location sets this home apart from all others! This ocean front home is spectacular inside and out! With 4 bedrooms and 4 full bathrooms this home can easily accommodate large groups; perfect for families or business colleagues. Please note, due to the number of stairs throughout this home it is not suitable for guests who have difficulty navigating stairs. There is no roof top is access.
BeachViewGetting around

*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!
ViewBeachTV

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.
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Popular amenities for Key West beachfront rentals
Beachfront home rentals with a pool

Oceanside home 111, dock,kayaks,bikes,pool,fishing
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Grouper Getaway @ Ocean Isles Fishing Village
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Private Beach in Marathons Key Colony Beach
WalkabilityBeachAccuracy

Paradise found! Sea-Esta Condo beach and pool.
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2 Bdrm Oceanfront Complex Private Beach & Pool
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Seaside Villa~ Charming Beachfront Condo w/ Pool!
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Beachfront Villa w/ Pier & Pool
WalkabilityBeachCleanliness

(# 6)Waterfront Beautiful 4 Bed 3 Bath Pool Home
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Beachfront home rentals with a hot tub

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

Cabana Club Condo: Key Colony Beach, FL
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Boaters delight! 1 min to open water, Dock & Beach
BeachWalkabilityAmenities

Marathon 2BR Waterfront property on Resort
FamilyLocationAmenities

Hyatt Beach House-Quiet Key West Spot!
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Suite Sanctuary at the Beach
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Canal/Dock - Cabana Club - Pickleball - Remodeled
WalkabilityViewComfort

Ocean Dream – Your Private Beach + Pool (M#31)
BeachViewSleep quality
Pet-friendly beachfront home rentals

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

NEW-Luxury Waterfront Island Home-BEACH, Pool Dock
FamilyCleanlinessGetting around

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

Coco Plum Beach Paradise w Heated Pool & Boat Slip
PoolCleanlinessLocation

Beach Home and Boater’s Paradise Sombrero
LocationKitchenComfort

Grassy Key Ocean Front Beach House
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Powell Family Resort
WalkabilityBeachBathroom

OCEAN FRONT PARADISE/ PRIVATE DOCK/AWESOME VIEWS
BeachWalkabilityWifi
When is the best time to visit Key West?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 2,299 | ﺩ.ﺇ 2,442 | ﺩ.ﺇ 2,350 | ﺩ.ﺇ 2,200 | ﺩ.ﺇ 1,983 | ﺩ.ﺇ 1,917 | ﺩ.ﺇ 1,711 | ﺩ.ﺇ 1,594 | ﺩ.ﺇ 1,568 | ﺩ.ﺇ 2,057 | ﺩ.ﺇ 2,086 | ﺩ.ﺇ 2,204 |
| 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
- Florida Keys Aquarium Encounters
- Southernmost Point
- Key West Lighthouse Museum
- Boca Grande Key
- Mel Fisher Maritime Museum
- Truman Little White House
- Key West Aquarium
- Key West Butterfly & Nature Conservatory
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