
Holiday houses in Key West
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Key West
Guests agree: these stays are highly rated for location, cleanliness and more.

Honeymoon Hideaway, King bed, Private Deck & Spa!
This Historic unit has Pale blue interiors, small efficiency kitchen, platform Pottery Barn King memory foam bed with multiple basket drawers underneath for storage, large shower. Large private deck with 2 person spa, hammock, outdoor sofa and table/chairs. Bose Bluetooth speaker, Alexa. Private gated compound and gated entrance to Honeymoon Hideaway. Renovated August, 2019 with new full bathroom and designer kitchen with dishwasher, 2 burner stove, refrigerator with freezer, microwave!

Gorgeous Ocean View in Paradise, Close to Key West
This is paradise! Wake up to a gentle breeze and birds singing just outside your balcony. Watch the sunrise over the ocean and mangroves from your private balcony. Enjoy your privacy as you start your day, then venture out to explore all that Key West has to offer: water sports, quaint shops, delicious food, history all around you, and so much more! On property features: Pool, Hot Tub, Yellowfin Bar & Kitchen and Parking. Beach supplies included: Coolers, Snorkel Gear and Beach Towels.

The Writer's Block- Key West
Discover tranquility aboard this unique floating haven. It's a sleek modern retreat for those who crave space to read, write or find inspiration far from the stresses of the modern world --yet it's steps away from upscale restaurants, two fabulous pools, a gym and so much more. From a king bed to a full-sized shower and kitchenette, you'll enjoy the comforts of home while living directly on the water. Features a large private deck with panoramic views of the marina and its glorious sunsets.

Ocean front 1BR/1BA Suite w/ kitchen & living rm
1BR 1BA ocean front suite with a living room, kitchen and one bedroom. Doors that open to a balcony overlooking the Atlantic Ocean. Heated pool, hot tub, sun deck and a private sandy beach on the Atlantic ocean. 5 minutes walk to Duval street and the most Southern Point. Located between the prestigious Casa Marina and the top restaurant on the island Louise Back Yard. Free garage parking. Washer, dryers and ice maker are available for guests. Powerful, but sometimes noisy central a/c.

Amazing houseboat with 2nd floor observation deck
Escape to our one-of-a-kind houseboat “Wild One,” anchored minutes from Soencers boat yard Key West. Surrounded by turquoise waters, enjoy one complimentary round trip per day, with times arranged around our charters. Evening rides may be available on request, last ride 10 PM. Extra charge after 8 PM Special Promotion: End your day with a private Sunset Eco Trip (6–7 PM) as your nightly ride to the houseboat—watch the sky ignite before settling in for a peaceful night afloat.

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.

New Aqua Lodge 2Beds 1 Bath with Full Kitchens
This hip spot is the new thing in lodging. Aqua Lodge is all the modern amenities while being on the water. Full kitchens, flat screen tv's, wi-fi , pool, bikes, sunset beach. We have it all right at your finger tips. You can sleep up to 5 people comfortably. We have great air conditioning and big showers. The deck is furnished with a dining table for those romantic outdoor dinners in the moonlight. We also have a sunset beach area for the best sunsets in the Florida keys!

Studio Blu -Hip Studio/Old Town
*Recent Update (2025): We’ve made a wonderful upgrade to the studio bathroom — it’s now fully enclosed with walls extending to the ceiling and a new exhaust fan for ventilation. Situated in the heart of the Cuban district, just steps from arguably the best café con leche in Key West, this bright and breezy studio apartment is minutes from everything on the island. No car needed — bikes and beach chairs are provided free of charge so you can explore at your own pace.

Bella Vita: 1B/1B Condo for 2 Just Steps off Duval
1B/1B condo located in Old Town less than 1/2 block from Duval St. & a couple blocks from the Southernmost Point, Hemingway House & many other Key West attractions. Bella Vita accommodates 2 adults only and features a large porch with chairs & table, living room with leather sofa, galley kitchen with bar seating, king-size bed with Tempurpedic mattress, desk area, bathroom with large walk-in shower, wi-fi, sound machine, 2 Smart TVs & DVD players.

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

The Bartlum - Steps to Duval Street
Welcome to the Bartlum, a historic and luxurious studio apartment just steps to Duval Street. This studio, located on Caroline St, has been designed with comfort in mind, offering large windows for natural sunlight and plenty of space to spread out. Enjoy an updated kitchen, spacious bathroom, open concept layout, and all the hot spots of Key west within walking distance!

Prime Downtown Key West Spot - Walk Everywhere!
Welcome to The Cozy Little Cottage! A REAL ISLAND GETAWAY IN KEY WEST!!! Nestled in the heart of Key West, The Cozy Little Cottage, welcomes you to a sanctuary of comfort and convenience. As your host, we're delighted to extend our warmest greetings and ensure your stay is nothing short of exceptional.
Popular amenities for Key West holiday rentals
Other great holiday rentals in Key West

One Bedroom Suite | Beachside Resort

Luxurious Stay | Snorkeling. Outdoor Pool

Waterfront & Heated Pool - Awai's Floating Villa

Duval street downtown

Queen Room (Garden or Morning Room)

Charming 1BR two-story apartment with 2 balconies

Key West

Near Airport + Free Breakfast & Newly Renovated
When is the best time to visit Key West?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $575 AUD | $642 AUD | $609 AUD | $520 AUD | $468 AUD | $425 AUD | $435 AUD | $397 AUD | $365 AUD | $434 AUD | $465 AUD | $498 AUD |
| 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 |
Frequently Asked Questions
What are the best places to stay in Key West?
Key West has inviting neighborhoods like Old Town, known for historic homes, and Mallory Square, which is close to lively waterfront activities. Staying near Duval Street places you close to dining and entertainment, while quieter areas like Truman Annex often attract those seeking a relaxed atmosphere.
What are the best things to do in Key West with kids?
Families often explore the Key West Butterfly and Nature Conservatory, visit the Key West Aquarium, and play on sandy beaches. Interactive museums, pirate-themed tours, and dolphin-watching excursions are frequently suggested for children.
What are some of the best things to do in Key West?
You can explore Ernest Hemingway Home and Museum, stroll lively Duval Street, or watch the sunset at Mallory Square. Visitors frequently snorkel in clear waters, discover art galleries, and tour historic sites around the island.
How is the weather in Key West?
Key West has warm weather year-round, with winter temperatures around 65–76°F (19–24°C) and summer highs reaching 91°F (33°C). Rainfall tends to be higher from June through October, while breezes help make coastal areas pleasant.
What are the best places to visit in Key West?
Mallory Square draws crowds for daily sunset gatherings, and the Southernmost Point is popular for photos. The Ernest Hemingway Home and Museum and Key West Lighthouse highlight the island’s historic character.
What are some hiking trails in Key West?
Key West has shorter walking paths, like the nature trails at Key West Tropical Forest & Botanical Garden and scenic shoreline walks around Fort Zachary Taylor Historic State Park. These areas combine greenery with views of the water.
What are some family activities we can do in Key West?
Families can explore interactive exhibits at the Key West Shipwreck Museum, watch sea life at the Key West Aquarium, or join mangrove kayak tours. Sandy beaches and creative workshops are frequently suggested, especially for children.
What are some of the best day trip ideas from Key West?
Day trips often include exploring the islands and marine life in Dry Tortugas National Park, visiting nearby wildlife refuges, or snorkeling from local boat tours. Historic landmarks and island nature preserves are also frequently suggested.
Are there any pet friendly accommodations available in Key West?
Key West has pet-friendly vacation rentals in several neighborhoods, including Old Town and New Town. Many hosts welcome pets, and local parks make it easy to enjoy island walks with your dog.
What are some local tips for visiting Key West?
Locals recommend wearing reef-safe sunscreen, exploring by bike or foot, and trying fresh seafood at casual spots. Sunset gatherings in Mallory Square and early morning walks along quiet streets offer unique island perspectives.
What is Key West known for?
Key West is known for its lively Duval Street, colorful sunsets, and waterfront celebrations in Mallory Square. The city has a rich literary history, historic architecture, and active arts and water sports communities.
What are the best hidden gems to explore in Key West?
Smaller museums like the Key West Firehouse Museum and Secret Garden, tucked-away art studios, and secluded beaches are frequently suggested by locals. Exploring side streets often reveals tucked-away architecture and murals.
What are the best foods to try in Key West?
Key lime pie is frequently suggested, alongside fresh grouper sandwiches, conch fritters, and tropical fruit salads. Coastal restaurants highlight Caribbean-influenced seafood and Cuban flavors in many dishes.
What should I bring for a trip to Key West?
Pack light clothing, sun protection, swimwear, sturdy sandals, and a reusable water bottle for outdoor activities. A wide-brimmed hat and rain jacket can be useful, especially from late spring through early fall.
What is the nightlife in Key West like?
Duval Street is known for lively bars, music venues, and late-night gatherings, while waterfront lounges around Mallory Square attract sunset crowds. Explore dance floors, drag shows, and laid-back patios throughout the area for varied experiences.
What are the most popular events or festivals in Key West?
Fantasy Fest draws creative costumes and parades each fall, and Hemingway Days celebrates the author's legacy in summer. The Conch Republic Days highlight local history, while waterfront sunset celebrations are daily traditions.
Are there family friendly vacation rentals in Key West?
Key West has family-friendly vacation rentals in neighborhoods such as Old Town, Truman Annex, and Bahama Village. Many hosts provide amenities suitable for children, with easy access to beaches and parks.
When is the best time to visit Key West?
Late winter through spring is often recommended for milder temperatures, less rainfall, and lively events. The island buzzes with festivals, water activities, and vibrant sunsets during these months.
Quick stats about holiday rentals in Key West

Total holiday rentals
Explore 2,130 holiday rentals in Key West

Nightly prices starting at
Key West holiday rentals start at $15 AUD per night before taxes and fees

Verified guest reviews
Over 69,260 verified reviews to help you choose

Family-friendly holiday rentals
1,280 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 680 rentals that welcome pets

Holiday rentals with a pool
1,650 properties feature pools

Rentals with dedicated workspaces
1,010 properties have a dedicated workspace

Wi-Fi availability
2,050 of Key West holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Self check-in, Free parking on premises and Monthly stays across Key West rentals

4.8 Average rating
Key West stays are highly rated by guests—averaging 4.8 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
- Rentals with a kayak Key West
- Rentals with lake access Key West
- Smoking-friendly rentals Key West
- Houseboat rentals Key West
- Rentals with outdoor seating Key West
- Rentals with a hot tub Key West
- Rentals with a fire pit Key West
- Hotel rooms Key West
- Rentals with an EV charger Key West
- Apartment rentals Key West
- Rentals with a washing machine and dryer Key West
- Resort rentals Key West
- House rentals Key West
- Boutique hotels Key West
- Fitness-friendly rentals Key West
- Waterfront rentals Key West
- Rentals with breakfast Key West
- Luxury rentals Key West
- Rentals with pools Key West
- Family-friendly rentals Key West
- Rentals with an accessible height toilet Key West
- Cottage rentals Key West
- Beachfront rentals Key West
- Rentals with a fireplace Key West
- Pet-friendly rentals Key West
- Condo rentals Key West
- Serviced apartment rentals Key West
- Beach house rentals Key West
- Mansion rentals Key West
- Bed and breakfasts Key West
- Rentals with beach access Key West
- Boat rentals Key West
- Beach condo rentals Key West
- Villa rentals Key West
- Townhouse rentals Key West
- Rentals with a patio Key West
- Key West Lighthouse Museum
- Ernest Hemingway Home & Museum
- Sombrero Beach
- Smathers Beach
- The Turtle Hospital
- Calusa Beach & Loggerhead Beach
- Long Beach
- Bahia Honda State Park
- Fort Zachary Taylor Historic State Park
- Sunset Park
- Florida Keys Aquarium Encounters
- Seven Mile Bridge
- Key West Butterfly & Nature Conservatory
- Southernmost Point
- Boyd's Key West Campground
- Things to do Key West
- Food and drink Key West
- Tours Key West
- Nature and outdoors Key West
- Sports activities Key West
- Art and culture Key West
- Sightseeing Key West
- Things to do Monroe County
- Art and culture Monroe County
- Food and drink Monroe County
- Nature and outdoors Monroe County
- Sightseeing Monroe County
- Tours Monroe County
- Entertainment Monroe County
- Sports activities Monroe County
- Things to do Florida
- Sightseeing Florida
- Art and culture Florida
- Wellness Florida
- Tours Florida
- Food and drink Florida
- Sports activities Florida
- Nature and outdoors Florida
- Entertainment Florida
- Things to do United States
- Sightseeing United States
- Food and drink United States
- Art and culture United States
- Wellness United States
- Nature and outdoors United States
- Sports activities United States
- Tours United States
- Entertainment United States




