
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 €97 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!
4.89 out of 5 average rating, 178 reviews
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.
4.97 out of 5 average rating, 286 reviews
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.
4.85 out of 5 average rating, 113 reviews
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!
4.97 out of 5 average rating, 37 reviews
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. ****
4.81 out of 5 average rating, 238 reviews
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.
4.93 out of 5 average rating, 134 reviews
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.”
4.86 out of 5 average rating, 153 reviews
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.
4.87 out of 5 average rating, 142 reviews
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.
5.0 out of 5 average rating, 19 reviews
*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!
5.0 out of 5 average rating, 23 reviews
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.
5.0 out of 5 average rating, 46 reviews
Hyatt Beach House-Quiet Key West Spot!
Located 2.7 miles from Smathers Beach and 3.8 miles from the Ernest Hemingway Home & Museum, this quiet piece of Key West is the best location for relaxation. The property is on a corner of the island featuring its own private beach and water access. Other activities in the area include scuba diving, snorkeling, parasailing, fishing, dolphin watching, and boating.
5.0 out of 5 average rating, 22 reviewsPopular amenities for Key West beachfront rentals
Beachfront home rentals with a pool

Grouper Getaway @ Ocean Isles Fishing Village
4.99 out of 5 average rating, 76 reviews
*NEW* Private Beach, pool & fully loaded kitchen
4.93 out of 5 average rating, 42 reviews
Paradise found! Sea-Esta Condo beach and pool.
4.96 out of 5 average rating, 52 reviews
2 Bdrm Oceanfront Complex Private Beach & Pool
4.93 out of 5 average rating, 41 reviews
Oceanside home 111, dock,kayaks,bikes,pool,fishing
4.97 out of 5 average rating, 33 reviews
Private Beach in Marathons Key Colony Beach
5.0 out of 5 average rating, 29 reviews
Seaside Villa~ Charming Beachfront Condo w/ Pool!
4.84 out of 5 average rating, 19 reviews
Sombrero Beach Serenity 4/3 Lagoon Views
5.0 out of 5 average rating, 5 reviewsBeachfront home rentals with a hot tub

Family Retreat
4.78 out of 5 average rating, 9 reviews
SeaEsta! Bring your boat & 1 block to the beach!
4.88 out of 5 average rating, 16 reviews
Cabana Club Condo: Key Colony Beach, FL
4.93 out of 5 average rating, 55 reviews
Boaters delight! 1 min to open water, Dock & Beach
4.92 out of 5 average rating, 24 reviews
Canal/Dock - Cabana Club - Pickleball - Remodeled
4.98 out of 5 average rating, 48 reviews
Marathon 2BR Waterfront property on Resort
5.0 out of 5 average rating, 10 reviews
Ocean Dream – Your Private Beach + Pool (M#31)

The Galleon Resort in beautiful Key West-2 bedroom
Pet-friendly beachfront home rentals

Mermaid's Paradise ~ Pool ~ Dock ~ Games ~ Views!
5.0 out of 5 average rating, 60 reviews
Beach Home and Boater’s Paradise Sombrero
4.5 out of 5 average rating, 8 reviews
New Private 4/3 Single Family - Kayaks & Bicycles+
4.94 out of 5 average rating, 94 reviews
Walk to Beach, 90' Dock, Huge Pool, Kayaks
5.0 out of 5 average rating, 7 reviews
NEW-Luxury Waterfront Island Home-BEACH, Pool Dock
5.0 out of 5 average rating, 5 reviews
Coco Plum Beach Paradise w Heated Pool & Boat Slip
5.0 out of 5 average rating, 6 reviews
Grassy Key Ocean Front Beach House
5.0 out of 5 average rating, 10 reviews
Charming Beach House directly ON the beach
5.0 out of 5 average rating, 6 reviewsWhen is the best time to visit Key West?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €550 | €584 | €562 | €526 | €474 | €459 | €409 | €381 | €375 | €492 | €499 | €527 |
| 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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