
Holiday rentals with beach access in Key West
Find and book unique accommodation with beach access on Airbnb
Top-rated Accommodation with Beach Access in Key West
Guests agree: These holiday homes with beach access are highly rated for location, cleanliness and more.

Fully renovated 2/2 bath condo w/ shared pool!
**Brand New Listing** Welcome to Captains Choice - The NICEST Unit at Sunrise Suites Key West, unit 302. Tropical winds, sunset views and Key West charm await when you book your stay in this gorgeous completely renovated two bedroom, two bathroom condo "Captain's Choice". Highlights include: Smart TVs in each room Keurig New stainless Kitchen/appliances In-unit, full size washer/dryer Located near restaurants, a convenience store, & Smathers Beach End unit One parking space, free of charge

Harrison's Hideaway-Sleeps up to 4, K & F Sl Sofa!
Historic Harrison's Hideaway is in an 1880's Cigar Maker's cottage renovated in 2010. It features a K size Pottery Barn memory foam bed, custom made full sleeper sofa, renovated kitchen with granite counter tops, 2 burner stove, under counter fridge/freezer, dishwasher, microwave, air fryer/oven tumbled marble 2 person shower, private front deck with seating for 4, 2 person Solana spa. Perfect for a couple or a family with children. Freshly painted a Caribbean blue with plantation shutters.

Captain’s Quarters Ahoy Mateys! Florida, Keys
This is located at the Florida Keys in Key Colony, Marathon. It is a spacious two bedroom, two bathroom duplex surrounded by water. It is a renovated beauty and close to the best restaurants and the tranquility of this city. It is the perfect getaway where you can recharge your exhausted batteries. Captain’s Quarters is a clean and spacious base camp location for the many adventures that await you in this amazing location. Water views and the accessibility to the best fishing in the world.

A Great Escape! Private 2 Bed Rm Beautiful Marina
Our Marina has a pool and a small private beach overlooking the beautiful Keys water! More affordable than most places in Key West while able to reconnect with nature at this private getaway on the Great Escape. As you approach the boat, you feel your dream vacation has come true . One of a lifetime. Staying on a beautiful sportfisher yacht, laying in the waters of the calm keys and in the most beautiful peaceful marina, will definitely set you free from all your worries and stress.

Hidden Beach unit 1 The Perfect Place to stay
This place is extraordinary. There is nothing like it in Key West. Just 3 blocks from Duval Street, this property sits on Key West’s only natural beach. Hidden Beach is right on the Atlantic Ocean nestled between Key West’s best restaurant (Louie’s Backyard) and the beautiful, luxurious Reach Resort.Here, you can enjoy spectacular views and sunsets from one of the islands only private beaches or you can stroll through Old Town, an amazing architectural and botanical treasure.

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.”

Poolside Cottage #411
Welcome! This beautiful cottage is located in the Coconut Mallory Resort & Marina on the eastern end of Key West. This secluded, waterfront oasis includes outdoor pools, hot tub, on-site marina and boat dock. There's also a new bar & grill, Gumbo's, in the resort. When you want to get out and explore KW, you're only minutes from beaches, the Seaport and world famous Duval Street! Bikes, kayaks, paddle boards and golf carts can be rented locally

Exquisite Oceanfront Paradise - Key Colony Beach
Experience a wonderful ocean view from our beachfront condo in Key Colony Beach. Newly renovated ground floor with a stunning, clean white interior and just a few steps from our private beach and heated pool. Continental Inn Unit #10 offers one King size bed that sleeps two people. A fully equipped kitchen with essentials (dishes, cookware, utensils, glassware, stove, oven, toaster, microwave, blender, fridge, etc). Reliable WiFi and Smart TV.

Paradise in Key Colony Beach + Cabana Club
Beautiful two bedroom, two bathroom property in the prestigious Key Colony Beach neighborhood. This property is a ten minute walk from Sunset Beach, two minute walk from restaurants and bars in KCB and across the street from a golf course, tennis court and playground. Dockage for boats up to 50ft and beautiful water views. Key Colony Beach Cabana Club is included with your stay. You'll feel completely relaxed in this tropical oasis.

Key West Beachside 1400sf, 2 Bedroom Condo
Welcome to our Key West Condo. This spacious well appointed 2 bedroom, 2 bath condo sleeps 6 and is next to the best beach on Key West. This condo is the perfect alternative to staying in a hotel. It gives you a true island experience. Great for Couples and Families We have a Website specific to our Condo where we offer special pricing, discounts and additional pictures Search-keywestbeachsidecondo

KCB Waterfront Split Home Walkable to Cabana Club
3BR/ 2 BA stilt home on crystal clear canal with open water views on deep water with 30 foot boat slip on a cul de sac. Short walking distance to multiple restaurants/bars, shops, and the Cabana Club with beach, pool, and hot tub. Fenced in waterfront patio with tiki hut. Kid friendly, with toys and high chair. Covered parking. Guests required to sign Regulations for Key Colony Beach form.

Affordable Beachfront Luxury Condo Sleeps 6
My place sits on Smather's beach! Close to downtown and the airport. You’ll love the condo because of the location, the large indoor space, it's quiet, the pool, and has all the comforts of home. My condo is good for couples, solo adventurers, business travelers, families (with kids), and big groups. It’s spacious - and very clean!
Popular amenities for Key West Accommodation with Beach Access
Apartment rentals with beach access

Seaside Villa~ Charming Beachfront Condo w/ Pool!

#1 Island Hideaway 89 - OCEAN FRONT

Marathon Studio on Lovely Gulf Front Resort

Henry's Penthouse On The Ocean

Luxury Waterfront Suite w/ Marina, Pool, Tiki Bar

2 Bdrm Oceanfront Complex Private Beach & Pool

Oceanview condo w/pool, jacuzzi

Beachfront Condo w/ Ocean Views in Marathon
Holiday House Rentals with beach access

Florida Keys Oceanside Utopia

Oceanfront Rooftop Views w/ 75ft of Dockage

KCB Tropical Escape

Secluded Waterfront home, Views, Dock, Amenities,

The Roseate House at Grassy Key Lic. #VACA-25-222

Beachfront Villa - Florida Keys

Grand Arenas/120'Dock/MiniGolf/HtPool/GameRoom/BBQ

Waterfront House with 37 ft Dock & Cabana Club
Holiday condos with beach access

Conch in the Treetops at The Beach

Ocean Front Studio private Sandy Beach in Key West

Villa 5087 on Duck Key BOAT SLIP available

Family Suite at Sugarloaf Key Hotel (Pet Friendly)

Private Beach in Marathons Key Colony Beach

Hyatt Beach House-Quiet Key West Spot!

Paradise found! Sea-Esta Condo beach and pool.

Sandy Toes Approved — Studio Beach Escape
When is the best time to visit Key West?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $661 NZD | $660 NZD | $684 NZD | $613 NZD | $518 NZD | $439 NZD | $468 NZD | $444 NZD | $411 NZD | $486 NZD | $524 NZD | $602 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 |
Quick stats about holiday rentals with beach access in Key West

Total holiday rentals
Explore 390 holiday rentals in Key West

Nightly prices starting at
Key West holiday rentals start at $148 NZD per night before taxes and fees

Verified guest reviews
Over 12,800 verified reviews to help you choose

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

Pet-friendly accommodation
Find 140 rentals that welcome pets

Holiday rentals with a pool
330 properties feature pools

Rentals with dedicated workspaces
210 properties have a dedicated workspace

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

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Key West rentals

4.9 Average rating
Key West stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Havana Holiday rentals
- Fort Lauderdale Holiday rentals
- Four Corners Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Tampa Bay Holiday rentals
- Boat rentals Key West
- House rentals Key West
- Beachfront rentals Key West
- Rentals with an EV charger Key West
- Rentals with outdoor seating Key West
- Serviced apartment rentals Key West
- Family-friendly rentals Key West
- Beach house rentals Key West
- Smoking-friendly rentals Key West
- Rentals with an accessible height toilet Key West
- Fitness-friendly rentals Key West
- Cottage rentals Key West
- Villa rentals Key West
- Beach condo rentals Key West
- Houseboat rentals Key West
- Rentals with a fireplace Key West
- Pet-friendly rentals Key West
- Rentals with a hot tub Key West
- Luxury rentals Key West
- Hotel rooms Key West
- Rentals with a fire pit Key West
- Boutique hotels Key West
- Bed and breakfasts Key West
- Rentals with a washing machine and dryer Key West
- Condo rentals Key West
- Resort rentals Key West
- Rentals with a patio Key West
- Townhouse rentals Key West
- Apartment rentals Key West
- Rentals with lake access Key West
- Rentals with pools Key West
- Waterfront rentals Key West
- Mansion rentals Key West
- Rentals with breakfast Key West
- Rentals with a kayak Key West
- Rentals with beach access Monroe County
- Rentals with beach access Florida
- Rentals with beach access United States
- Sombrero Beach
- Smathers Beach
- Calusa Beach & Loggerhead Beach
- Bahia Honda State Park
- Long Beach
- Florida Keys Aquarium Encounters
- Sunset Park
- Key West Butterfly & Nature Conservatory
- Southernmost Point
- Fort Zachary Taylor Historic State Park
- Seven Mile Bridge
- Key West Lighthouse Museum
- Ernest Hemingway Home & Museum
- The Turtle Hospital
- Boyd's Key West Campground
- Things to do Key West
- Tours Key West
- Art and culture Key West
- Sightseeing Key West
- Food and drink Key West
- Sports activities Key West
- Nature and outdoors Key West
- Things to do Monroe County
- Nature and outdoors Monroe County
- Tours Monroe County
- Entertainment Monroe County
- Sightseeing Monroe County
- Food and drink Monroe County
- Sports activities Monroe County
- Art and culture Monroe County
- Things to do Florida
- Tours Florida
- Wellness Florida
- Art and culture Florida
- Food and drink Florida
- Sightseeing Florida
- Entertainment Florida
- Sports activities Florida
- Nature and outdoors Florida
- Things to do United States
- Sightseeing United States
- Food and drink United States
- Tours United States
- Entertainment United States
- Sports activities United States
- Nature and outdoors United States
- Wellness United States
- Art and culture United States




