
Apartment holiday rentals in Florida Keys
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Top-rated apartment rentals in Florida Keys
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When Paradise is Key: Tropical Oceanfront Condo
🚨*PRICE YOU SEE IS ALL IN! Includes Airbnb fees and taxes!*🚨 🚨09.09.26 - 10.14.26 Elevator will be out of service due to installation of a new elevator 🚨 ☀️ Discover the ultimate beachfront getaway in our top floor, two-bedroom, two-bathroom condo, perfectly designed to offer an unforgettable escape. Nestled right on the oceanfront, this retreat comfortably accommodates up to six guests, making it ideal for families, friends, or couples seeking a serene coastal experience. ⛱️
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Penthouse in Paradise
Coconut Mallory is a waterfront private community that provides resort amenities. Hop in one of the two on-site pools to cool down after soaking up the sun at Smathers Beach, Key West's largest public beach just 2 miles away. There is also a Jacuzzi and a picnic area with BBQs for guest use. This unit is a two bedroom two bath. It also features two off street parking spaces included. *The Master Tub is not to be used per the community as leaks have occurred in other units before.
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Waterfront Studio 2| Couples Oasis | Kayaks | Pool
Enjoy gorgeous sunsets and excellent views of Manatee Bay from this beautifully upgraded studio apartment. The perfect spot for couples and small families, this modern studio comes with kayaks and paddle boards so you can get out on the water like a local. The ideal location offers easy access to the Bay, great restaurants, and local beaches. 10 Min Drive to the Gilbert’s Resort 15 Min Drive to John Pennekamp Coral Reef State Park Experience Key Largo With Us & Learn More Below!
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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.
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Starr's Suite - 2 person K Suite w/Private Spa!
Starr's Suite features a King Pillow-Top 14" Memory Foam mattress. Completed renovated with quartz counter-tops in kitchen with dishwasher, microwave, 2 burner cooktop, blender, coffee maker, toaster, etc. Tommy Bahama bath amenities are provided, as well as coffee, creamer and sugar. 56” Smart TV. Breakfast bar w/swivel stools. Safe, iron, ironing board. 2 person spa in your private courtyard. Daily housekeeping is provided. Use of 2 heated pools.
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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.
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Breathtaking Views Studio Suite | Downtown Miami
"Spectacular apartment with breathtaking views, amazing amenities, and perfect functionality." This contemporary studio suite offers stunning Downtown Miami & Biscayne Bay views. Steps away from Bayfront Park (2 min walk), it’s built for solo travelers seeking truly effortless stays. Perfect for post-procedure relaxation or a comfortable temporary base. Enjoy zero-hassle hospitality and ultimate convenience.
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4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina
Top Floor - Oceanview condo with tennis courts, pickleball, hot tub, BBQ, marina & private beach. ★ "Exactly as described & very clean. Beautiful views & a nice peaceful escape." ➠ Resort size heated pool + Jacuzzi ➠ Balcony w/ ocean view ➠ Private beach access w/ sun lounger ➠ Fully equipped + stocked kitchen ➠ Double Master Suites ➠ 55” smart TVs w/ cable ➠ Car park (2 cars max) ➠ 250 Mbps WIFI
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Elegant 2-Bedroom 2-Bathroom on Ocean Drive
Coastal Breeze units bring in the freshness of the sea and the easy, seaside vibe of Miami. Each elegant beige-and-blue apartment offers a comfortable Queen-sized bed, an attractive and homey living area perfect for family or friends, a modern writing desk so you can mix in some business with pleasure, and all the space you’ll want for an airy, relaxing sanctuary in the ever-busy Ocean Drive.
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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!
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Waterfront Condo FREE Slip & Pool 2B2B in Key West
🌴 Key West Waterfront Paradise – FREE Dockage Included! Wake up to breathtaking marina views, unwind in the heated pool, and walk or bike to Duval Street in minutes. Enjoy a spacious condo with a private balcony, exclusive boat slip, and all the comforts you need for an unforgettable stay in the heart of Key West.
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#204 Key West Suites
Welcome to your charming private studio apartment right on Duval street! Built in 1919, it was called the Central Hotel because it’s located at the most central location on Duval bordering Southard Street and is on the second floor overlooking both Duval and Southard Streets.
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Popular amenities for Florida Keys apartment rentals
Weekly apartment rentals

Duval Balcony - Suite Mischief
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KW Luxury 2/2 Beachfront resort Tropical Oasis
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Island Time at Ocean Pointe Luxe 2 King Spa BR/BA
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Beachside Unit 22 - Private Beach on Atlantic
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Castaway Cove: Pet-friendly 2/2 condo near beach!
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Ocean View 2br/2ba w/pool, bar, gym + dockage 28ft
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5. Key Largo Waterfront Studio | Kayak & Reef
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Waterfront Suite | Pool & Tiki Bar
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Private apartment rentals

Surreal Southbeach Luxury & huge 2BR apt & terrace
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Sunnyside Up - Shared Pool
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The HMH House
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Keys Sunset Sanctuary
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Ocean Isles Peace and Serenity VACA-25-62
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Elevated Retreat | Sunset Access + Boat Basin
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Casa Caribe 2bed2bath sleeps 6 beautiful decorated
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Newly Renovated 2/2 Bath Condo, with shared pool
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Apartment rentals with a hot tub

Ocean Pointe 2309 with Ocean Views
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Ocean View Sorrento Fontainebleau Miami Beach Unit
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2-Story 3BD Brickell Penthouse | Heated Pool | Gym
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Stunning Corner Water/City View Free Pkg/Pool
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29th Floor Studio Unit in the Heart of Brickell
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Suite Apartment In South Beach
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New Presidential Royale Direct Oceanfront Apt-1001
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Penthouse 1907 Ocean Front View 2BD Monte Carlo
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- Brickell City Centre
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