
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 G$27,198 GYD per night before taxes and fees

Verified guest reviews
Over 1,800 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.

Cabana Club Condo: Key Colony Beach, FL
Located on the Atlantic Ocean in the middle keys. Accommodations for up to 10 people. Waking up to the sounds of ocean waves and the beautiful waters of the Florida Keys is breath taking. Very few are on a private beach. The unit is very spacious and well kept. Large master closet for storage. Private entrance and Cabana Club access during operating hours: ( Monday 10-5, Tuesday-Sunday 10-7 ). New furnishings, full kitchen, clothes washer and dryer. Minimum one week rental, seven nights.

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!

Beautiful Beachfront Villa w/ Pool/Tiki/Dock
Beautiful Beachfront home located directly across the street from famous Sombrero Beach, with heated pool & Tiki Bar. Large wrap around balconies provides stunning beach views, sunrises & sunsets for relaxation. It boasts open floor plan with a large entertainment area that includes a gorgeous Olhausen Pool table, large bedrooms & the master bath is also a steam room. A 45' dock & spacious yard is great for entertaining or barbecuing. Pool Heater is available for an additional fee.

Island Breeze
Key Colony Beach is walking distance to some of the very best restaurants, harbor, parks, & aquarium but best of all is located on one of the rare private white sandy beaches in the Keys. Enjoy the beautiful sunrise and sunsets without leaving your unit. 2+2 both ensuite, fully furnished, kitchen gourmet ready with plenty of counter space. Washer & dryer, under cover 2 car parking, elevator, pool and more. Book your stay today. POOL is open. 7 day minimum City requirement.

SeaEsta! Bring your boat & 1 block to the beach!
Take a 1 Block walk to Sombrero Beach, dock your boat at this waterfront home or simply relax on the patio. 3 Bedrooms 3 baths. Large deck for cooking out. Direct access to the Atlantic. 65" TVs in all rooms. Enjoy your mornings by starting at our Coffee bar. Our home is fully furnished with all the essentials. We even include Kayaks, Bikes and Fishing Poles as well as Corn Hole and Giant Jenga. Boat Rental is offered at an additional cost. - VR License No: VACA -20-147

Villa 5027 on Duck Key BOAT SLIP available
Boat slip available for additional $100 a night. Ask for availability. This villa boasts breathtaking sunsets, close to watersports, charter fishing, restaurants while being surrounded by one of the most exclusive island neighborhoods with lush landscaping. Duck Key is family-friendly, or it can be a serene couples retreat. Dine with Sunsets on the rear deck, or explore the world-class restaurants of the middle keys. Please NO Smoking indoors and NO pets.

Beachside Unit 33-Private Tropical Beach Plus Pool
Unit 33 Details: Second Floor, Walk-in shower, Two Queen Beds, Maximum Occupancy 4 Guests, 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.”

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.

Exquisite Oceanfront Paradise - Key Colony Beach
Experience a wonderful ocean view from our beachfront condo in Key Colony Beach. Newly renovated studio condo in Key Colony Beach, Florida Keys. Unit #10 offers one king bed, a fully equipped kitchen with full-size appliances and essentials, reliable WiFi, and a SmartTV for a comfortable stay. Enjoy the heated pool and private sandy beach just steps away. Sunset Park is next door-perfect for catching a beautiful Florida Keys sunset.

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.

*NEW* Penthouse-Beach Front
Live the island dream in this stunning 2 Bed | 2 Bath Penthouse Condo perfectly situated in the heart of Key Colony Beach, Florida. Perched on the top floor, this coastal retreat offers sweeping, unobstructed views of the Atlantic Ocean and direct beach access—your private paradise in the Florida Keys. The primary suite includes a private bath and sliding doors that open directly to the balcony, letting you enjoy amazing Sunsets.

KW Beach house with heated pool, dock, accessible
This is a minimum 28 night minimum rental. Welcome to your dream getaway, just 13 miles from downtown Key West! This charming two-level beach home offers the perfect blend of relaxation, adventure, and luxury. With accommodations for up to 10 guests, bring the entire family, friends, and even your fur babies, and don’t forget your boat!
Popular amenities for Key West beachfront rentals
Beachfront home rentals with a pool

Wreckers House King Room - Adults Only

Oceanfront Sunrise Condo Private Beach Heated Pool

Stunning tropical Ocean view condo

Oceanfront Breeze, Stunning Views, Beach/Pool

Amazing Beachfront Studio w/ Stunning Gulf Views!

Florida Keys Getaway w/ Stunning Ocean Views

Large 1 Bedroom Oceanview Condo With Two Balconies

Coastal Key Colony Beach Condo, Oceanfront Complex
Beachfront home rentals with a hot tub

The Galleon Resort in beautiful Key West-2 bedroom

Suite Sanctuary at the Beach

Hyatt Windward Pointe Resort: Beachfront Condo

Oceanfront Key West Condo

P87 - Modern 4 bedroom, 4 bath home on open water

Hyatt Beach House-Quiet Key West Spot!

Canal/Dock - Cabana Club - Pickleball - Remodeled

Family Retreat
Pet-friendly beachfront home rentals

Beach Home and Boater’s Paradise Sombrero

Powell Family Resort

OCEAN FRONT PARADISE/ PRIVATE DOCK/AWESOME VIEWS

Coco Plum Beach Paradise w Heated Pool & Boat Slip

Charming Beach House directly ON the beach

Sale! Lux Home, Walk to Beach, 90' Dock, Pool

Key West Luxury Houseboat at Yacht Club Resort

New Private 4/3 Single Family - Kayaks & Bicycles+
When is the best time to visit Key West?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$120,298 GYD | G$128,876 GYD | G$109,628 GYD | G$117,578 GYD | G$109,837 GYD | G$107,745 GYD | G$97,494 GYD | G$90,799 GYD | G$89,334 GYD | G$117,160 GYD | G$118,834 GYD | G$125,528 GYD |
| 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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- Sombrero Beach
- Smathers Beach
- Long Beach
- Bahia Honda State Park
- Fort Zachary Taylor Historic State Park
- Ernest Hemingway Home & Museum
- Sunset Park
- Seven Mile Bridge
- Key West Lighthouse Museum
- Florida Keys Aquarium Encounters
- Southernmost Point
- Key West Butterfly & Nature Conservatory
- The Turtle Hospital
- Boyd's Key West Campground
- Calusa Beach & Loggerhead Beach
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