Holiday houses in Wisteria Island

5 out of 5 average rating, 9 reviews

Coral Palms 1BR/King/Queen, Pool, block to Duval

Escape to this charming 1BR, 2nd-floor condo in the heart of Historic Key West. Sleep soundly in a plush king bed and additional guests in a Queen & sofa bed in a spacious living area and a fully equipped kitchen. Lounge poolside under the palms, grill, or relax in the refreshing pool. No transportation needed, you're just steps from lively Duval Street, world-class dining, nightlife, and beaches. Perfect for a romantic getaway or a fun retreat, your island escape awaits! Hosted by Nautipussy!

4.77 out of 5 average rating, 363 reviews

Key West - Sunrise ❀ The Green House

Unique and beautifully renewed apartment in the heart of Key West. Spacious bedroom with King Size bed and Walk-in Closet, large living room with pull-out sofa bed and kitchen. Take advantage of our unbeatable price and enjoy! ♡ Best location for exploring Key West, in the epicenter of Old-Town and all attractions. One corner from world-famous Sloppy Joe's (Hemingway's favorite place) and Duval Loop, the free local ride. Check out the map and see all attractions right around The Green House!

4.98 out of 5 average rating, 505 reviews

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 & BlueTooth stereo system with CD player & radio.

4.93 out of 5 average rating, 111 reviews

WALK TO BEACH, MALLORY SQUARE, DUVAL STREET

Key West a little piece of the Caribbean, always warm with lovely turquoise waters. It's a short walk to Mallory Square, Hemingway's Home, the Truman White House, Duval Street. You're just a walk away from Zachary Taylor Park (where you can do yoga on the beach, swim, snorkel, or hang hammocks between the palms). We’re near numerous shops, restaurants, and museums. Enjoy coffee in the morning, wine at night on our oversized deck. THE ADJACENT UNIT MAY BE AVAILABLE FOR ADDITIONAL SPACE.

4.87 out of 5 average rating, 322 reviews

Holiday home in Key West

Historic Cigar House. 3rd floor Suite W/Kitchen

This unit is located in the historic "Cigar House" of the Island City House Hotel. Unit 12 is on the 3rd floor and is one of the most requested units in the entire hotel. Your private balcony overlooks the pool. Only 3 blocks from Duval street so close everything, yet quiet enough for a good nights sleep. You will have your own private entrance and use of all the hotel amenities. The space is a private 1BR with a kitchen and NEW sleeper sofa (12/23). In Old Town, walk to everything.

Houseboat in Stock Island

4.96 out of 5 average rating, 23 reviews

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.

4.84 out of 5 average rating, 1,338 reviews

At Mine | Key West Suite steps from Duval Street

Beautifully renovated boutique hotel suite steps from Duval Street. Located on a quiet street, it offers a private pool and peaceful stay for vacationers and business travelers. The unit includes a comfy Queen bed, mini fridge, microwave, iron & board, hangers, TV, and AC. Enjoy Key West's warm weather year-round. This special place is close to everything, making it easy to plan your trip. Just a heads-up: Key West’s famous roosters love to strut and crow—part of the island charm!

4.89 out of 5 average rating, 238 reviews

Tropical Old Town Bungalow

Great Location, Close to Duval & Beach Welcome to paradise! This Tropical Old Town Bungalow is located perfectly between Key West’s best beaches and the best restaurants and nightlife! The rental unit sits right between the White Street Art Gallery District and the Historic District, which features some of Key West’s most historic homes and properties. Whether you are walking, riding bikes or grabbing a quick cab, no destination is too far from this conveniently located rental.

4.97 out of 5 average rating, 100 reviews

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.

4.91 out of 5 average rating, 279 reviews

Starr's Suite - 2 person K Suite w/Private Spa!

Starr's Suite features a King Pillow-Top Memory Foam mattress. Renovated in 2010, it features a tumbled marble shower, granite counter-tops in kitchen with dishwasher and vanity. Tommy Bahama bath amenities are provided, as well as coffee, creamer and sugar. 56” Smart TV (bring UN/PW for Netflix, Amazon, etc. to watch your favorite shows). Private Solana spa in your private courtyard. Daily housekeeping is provided. Use of 2 heated pools.

4.85 out of 5 average rating, 237 reviews

Studio Near Downtown - The Bartlum

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!

4.96 out of 5 average rating, 280 reviews

Poolside Truman Annex 2 Bed | Conch Life Condo

Cozy condo in the Truman Annex to fully experience the conch life. It is close to Fort Zachery Beach and State Park, Hemingway House, Mallory Square, and Duval Street. Location is perfect due to Island proximity to any event and occasion. My place is a great getaway for couples, solo adventurers, business travelers, and families (with kids).

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Other great holiday rentals in Wisteria Island

4.96 out of 5 average rating, 71 reviews

Hotel room in Key West

Speakeasy Inn-Room 2 (1 King Bed & Sleeper Sofa)

CaylaRating, 5 stars4 days ago

This place is in the perfect location to see everything in Key West! Check in was easy, parking was provided, and we even got welcome drinks from the rum bar. The place is very clean, bed was comfortable, and AC works great. Would definitely recommend staying here!

5 out of 5 average rating, 10 reviews

Private room in Key West

Duval street downtown

VictoriaRating, 5 stars1 week ago

I loved staring at Juan’s place and will definitely stay here again if I am in Key West. His place is just south of all of the popular bars on Duval Street, which is nice because you’re close enough to the party scene but still pretty far away. I was able to get great sleep and the surroundings weren’t loud at all although there is a restaurant downstairs that plays music until midnight however, Juan provides earplugs, and I did not hear it or have any issues with the music. You can tell that he put a lot of thought and detail into the space such as sleep masks, chargers, full length mirror and a variety of soaps to choose from during your stay. Before I arrived, he sent me instructions, including a video on how to find this place which was spot on. He even has bikes that you can use during your stay which was awesome. I love riding bikes, so this was definitely a highlight of my trip! Thank you Juan for your hospitality!

Hotel room in Key West

4.68 out of 5 average rating, 117 reviews

Coastal Comfort | Sunset-watching. Outdoor Pool

RafaelRating, 5 stars2 weeks ago

Very nice place)) thank you so much guys!

4.95 out of 5 average rating, 21 reviews

Hotel room in Key West

Marrero's Guest Mansion Adult Only (21+) Room 6

LeannRating, 5 stars3 weeks ago

Stop looking and book this place! You will NOT be disappointed. You will experience friendly staff, comfy beds, roomy and the pool was amazing and private. Absolutely great location! One block from Duval street!

4.91 out of 5 average rating, 313 reviews

Boat in Key West

Tiki Suites ~ The Grand Tiki

JonathanRating, 5 stars1 month ago

The tiki was incredible, we had ama amazing time. The only thing is that the tiki is not 20 minutes from the dry tortuga national park, we had to go by sea plane because the timing of shuttle to and from the tiki did not allow to use the ferry. Regardless the tiki experience itself was really incredible just make sure to add in the expenses for the shuttle back and forth.