Home Vacation Condo Rentals By Owner In Key West, FL

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Poolside Palms - Truman Annex 2/2 Shipyard Condo

Key West, Florida, United States

If island living in a verdant park setting sounds appealing, this 2 bedroom, 2 bath condo fits the bill perfectly. Nestled in Truman Annex, Key West’s most exclusive gated waterfront community, this second-floor residence named Poolside Palms is centrally located for easy walking or biking to all there is to do and see. Plus it offers loads of amenities: reserved parking; a spacious balcony that lets you enjoy what locals call “the sweet weather”; and close access to a residences-only pool with lots of comfy lounge chairs. Yet impact doors and windows guarantee you absolute peace and quiet inside the residence. brbrLocated down a garden path past wooden structures reminiscent of 17th century New England architecture are double-story condos called The Shipyard. Poolside Palms is located on the second story which creates more privacy and better views. Behind a coded security lock and up a short flight of stairs, the first thing you notice is the striking abundance of natural light from windows and doors. The living, dining, and kitchen flow together in an open floor plan with high ceilings. The eye is immediately drawn to the French doors at the living room end that open onto a balcony with chairs, table for two, and an inviting lounge recliner. The balcony is so spacious it can be accessed from the Master bedroom as well. The tree-top view is of vibrant green palm trees swaying in a warm ocean breeze which begins to explain the condo’s apt name. From here you can even smell the refreshing crispness of salt water close by.brbrThe living room area provides what you need for comfortable seating whether you want to have a conversation, read your vacation book or magazine, or watch sports and movies on the large flatscreen TV conveniently located for viewing. Choose the large, comfy couch or one of the equally comfy chairs. A rattan and glass coffee table make it easy to imagine having beverages and snacks here. Under the TV is a rattan, white-washed wood cabinet with three drawers and two doors that is not only decorative but also great for storing stuff out of sight. Of course there’s central AC, cable, high-speed internet, DVD player, three flat-screen TVs, hardwood floors, and ceiling fans throughout. The whole residence is immaculate. brbrWhether you choose to dine alfresco on the balcony or inside, a dining table and four rattan chairs are located very conveniently between the living and kitchen areas. It’s the ideal spot to enjoy a morning pastry or lunch plate of leftovers warmed in the microwave from a meal out the night before. The galley kitchen is extremely ergonomic with key functions clustered near each other. Cabinets above and below store all the accoutrements you’d need to prepare a four-course meal or make a simple sandwich. The essential appliances are at your fingertips: refrigerator, stove, microwave, dishwasher, disposal, coffee maker, and more. And with cabinets above and below, there’s plenty of storage. Two artisan stools at the far end of the kitchen counter provide a perfect informal place for sitting, snacking, or sipping any kind of beverage you can think of. At the other end is a large window overlooking tropical landscaping and the inviting pool below that is for the exclusive use of Shipyard guests.brbrIn a closet just off the kitchen is Whirlpool’s latest style stacked washer/dryer in case you need to do a load or fluff some beach towels. To the right is the King bedroom where the bed can easily be separated into two twins if that configuration suits your needs. This bedroom has a generous window looking out at tropical foliage and down at the sparkling pool. But remember that the impact glass means full sight but no sound echoes. There’s a ceiling fan, a flatscreen TV perfectly located for viewing from the bed, bedside tables with lamps and drawers, and a closet with plenty of space for hanging items and folded items. The full bath is adjacent and perfectly laid out in terms of floor plan. The other bedroom, the queen bedroom that opens onto the balcony, offers similar amenities: very comfy bed, ceiling fan, flat screen TV, side tables, closet storage for hanging and for folded items, and a full ensuite bathroom. brbrWhen you’re ready to explore Key West, leave your car in its reserved space because world-famous Duval Street is only two blocks away. Stroll through the manicured landscaping, verdant palms, and interconnecting pathways that give this Truman Annex neighborhood its park-like atmosphere. Then head out through the wrought iron privacy gate to find yourself immersed in the sights and sounds of Duval’s attractions. brbrCheck out the tours, museums, shopping, and over four hundred restaurants/bars, many with open-air seating, some on the first floor, some on the second, and some right on the water. If you’re interested in watersports, there’s all kinds: diving, fishing, parasailing, snorkeling, and jet skiing to name a few. Don’t miss the Butterfly & Nature Conservatory at the Atlantic Ocean end of Duval and the nightly sunset celebration at Mallory Square on the Gulf of Mexico. Gather with other visitors and locals alike to applaud as the sun slips below the horizon. After sunset, stick around for the street party that follows. brbrIf this is your first trip to the Conch Republic, a guidebook from Books & Books on Eaton Street or a stop at the Chamber of Commerce Information Center on Greene Street will help make sure you don’t miss anything. Other info on the current music scene, movies, plays, gallery openings, and charitable events can be found at milezerokeywest.com (calendar section). Historic Hideaways' informative Area Guide/Events page located on our website also has a Calendar of Events. We DO NOT guarantee that the information VRBO (and affiliated sites) scrapes from our site to display on theirs is 100% accurate, particularly the amenities. If you come to us through them, be sure to look at all the information on our site related to your rental once you book to be sure you have accurate and up to date information.
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$387.53

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Resort suite with pool, hot tub, tennis & full kitchen

Key West, Florida, United States

Exquisite 2-bedroom condo that has been extensively updated and completely remodeled, featuring beautiful new vinyl plank flooring, stainless steel appliances, granite countertops, and fully renovated bathrooms, along with many additional upgrades. New photos coming soon!brbrMake those dreams of a beach getaway a reality and book your next Florida vacation at this luxurious Key West condo. With upscale resort amenities like a shared pool and hot tub, tennis courts, a fitness center, and a covered parking space, your vacation will be packed with tropical excitement from start to finish. One dog is allowed.brbrThis rental is part of the exclusive Sunrise Suites Resort, conveniently located only a short drive from the Key West International Airport on the east side of the island. With a covered parking spot, bicycle rentals, it's easy to reach Key West's most popular attractions in just a few minutes! Stroll along the historic boardwalk, try to spot Cuba from the Southernmost Point, or go snorkeling through the island's colorful coral reefs.brbrIf you'd rather stay closer to home, you'll find plenty at the resort to keep you entertained. Take a nap in the shade of a palm tree beside the lagoon-shaped pool, sink into the bubbling waters of the community hot tub, or get your heart rate going in the fitness room. Upstairs, you'll find cable, free WiFi, and a fully equipped kitchen for your use, along with a private balcony for relaxing on. With tropical landscaping at every turn, you'll never be far from Key West's beautiful scenery.brbrYour next favorite vacation is waiting! Book your reservation today.brbrTHINGS TO KNOW
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$391.53

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Cozy Dog-Friendly Condo w/ Shared Pool, Hot Tub, Private Deck & Parking

Key West, Florida, United States

Welcome to Sunset Suite -- Catalina Suite 311, your slice of paradise in vibrant Key West! This inviting two-bedroom condo is part of the upscale Sunrise Suites Resort, where tropical comfort meets resort-style amenities.brbrStep onto your private deck to soak in the island breeze, then spend your day swimming in the heated pool, unwinding in the hot tub, or hitting the on-site tennis courts and fitness center. With marinas, beaches, Old Town shops, and Key West's lively dining scene just minutes away, every day can be as relaxing—or adventurous—as you choose.brbrInside, Sunset Suite -- Catalina Suite 311 offers all the comforts of home, including central AC, free WiFi, cable TV, and a fully equipped kitchen. Two spacious bedrooms ensure restful nights, while on-site parking and elevator access make getting around a breeze. Even better, your pup can join the fun—this condo is dog-friendly for a small nightly fee.brbr✨ Highlights of Sunset Suite -- Catalina Suite 311br • ️ 2 bedrooms for comfort and privacybr • Private deck with tropical viewsbr • Resort pool & hot tubbr • Tennis courts + fitness centerbr • Dog-friendly (small fee)br • Free WiFi + cable TVbr • Fully equipped kitchen with modern appliancesbr • On-site parking + elevator accessbr • ✈️ Minutes to Old Town, marinas, and the airportbrbr Points of Interest Nearbybr • Smathers Beach – 1.5 milesbr • Higgs Beach – 2.5 milesbr • Southernmost Point – 3.5 milesbr • Duval Street / Old Town Key West – 3.5 milesbr • Mallory Square Sunset Celebration – 4 milesbr • Key West Butterfly & Nature Conservatory – 3 milesbr • Ernest Hemingway Home & Museum – 3.5 milesbr • Fort Zachary Taylor Historic State Park & Beach – 4 milesbr • Key West Golf Club – 3 milesbrbr ️ Shopping & Diningbr • Publix Super Market – 1.5 milesbr • Winn-Dixie Grocery – 2 milesbr • Local Boutiques & Galleries – Along Duval Street (3.5 miles)br • Key West Farmers Market (Thursdays) – 1.5 milesbr • Popular Restaurants Nearby:br • Hogfish Bar & Grill – 2 milesbr • El Siboney (authentic Cuban) – 3 milesbr • Conch Republic Seafood Co. – 4 milesbrbr Your Key West Escape AwaitsbrbrWhether you're here for laid-back beach days, world-class fishing, or the nightlife of Old Town, Sunrise Suites – Catalina Suite 311 is the perfect home base for your Key West adventure.brbr Book your stay today and experience the island lifestyle in comfort and style!brbrTHINGS TO KNOWbrUnit offers a shared, paid laundry room on site
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$230.47

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Dog-friendly, Gulf-front condo with pool, hot tub & gorgeous sunset views

Key West, Florida, United States

Find your own little piece of paradise at Tarpon Watch, a waterfront escape offering gorgeous views of the Gulf of Mexico, plenty of room for you and your loved ones to relax, and an ideal location close to Key West's most beloved attractions. At the end of each beautiful day, mix up a favorite beverage at the wet bar, step out onto the large balcony overlooking the Gulf, and take in one of the breathtaking sunsets Key West is known for.brbrTarpon Watch is part of Sunset Marina Residences, a gated Gulf-front community on Stock Island, also known as 'the new Key West.' On the grounds, you'll have access to a waterfront pool and hot tub, a long meandering dock for wildlife-watching, and a dedicated parking space in a covered garage (along with ample visitor parking). For boating or fishing, feel free to inquire for details about boat rentals/slips. Or, simply drive or hop in an Uber to Old Town or Smathers Beach.brbrNewly and beautifully renovated throughout, this first-floor condo is full of bold colors, comfortable furnishings, and elegant finishes. There are thoughtful touches at every turn, including a well-equipped kitchen with stainless steel appliances, a wet bar with a wine fridge for evening cocktails, and TVs in the living room and both bedrooms. Each bedroom is paired with its own bathroom, including a primary suite with a walk-in closet, both a shower and a jetted tub, and direct access to the balcony.brbrBonus features of the condo include a sleeper sofa in the living room, a private washer/dryer to help you pack light, and central air conditioning and heating to keep you comfortable all year round.brbrThings to Know:brStreaming services are available with guests' own account credentials.brCheck-in time: 4:00 PM.brCheck-out time: 10:00 AM.brAll guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AM.brNo smoking is permitted anywhere on the premises.brThis property is managed by Seven Keys Vacations by Casago.
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