Apartment holiday rentals in Sunset Key

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Top-rated apartment rentals in Sunset Key

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Superhost

Apartment in Key West

Sky Loft - Steps from Duval Street & Shared Pool

Experience the best of Key West from Sky Loft, your perfect weekend getaway! Just one block from the iconic Duval Street, this top-floor gem puts you right at the heart of the action. From vibrant bars and restaurants to must-see local attractions, adventure is just steps away. Unwind by the inviting pool, complete with cozy lounge chairs, and soak in the island vibes. Bright, airy, and perfectly located, Sky Loft offers incredible value for couples or friends looking to enjoy the ultimate Key

ValueLocationView

4.74 out of 5 average rating, 188 reviews

Top guest favourite

A serene courtyard is surrounded by lush tropical landscaping, featuring a sparkling pool at its center. Comfortable loungers are positioned around the pool area, providing a space for relaxation. The backdrop includes a charming two-story building, enhancing the inviting atmosphere of this private retreat.

Apartment in Key West

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!

ValueLocationBiking

4.98 out of 5 average rating, 88 reviews

Top guest favourite

Aerial view showcasing a waterfront property bordered by vibrant green mangroves. The calm turquoise water reflects the blue sky dotted with white clouds. A marina with docked boats is visible nearby, creating a serene coastal landscape.

Apartment in Key West

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.

LocationFamilyLayout

4.99 out of 5 average rating, 141 reviews

Guest favourite

A modern living area features a spacious layout with a comfortable seating arrangement and a large flat-screen TV mounted on the light green wall. Natural light floods in through expansive glass doors, revealing views of the outdoors. A stylish kitchen island with sleek countertops complements the space.

Apartment in Key West

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 & drip coffee New stainless appliances In-unit, full size washer/dryer Located near restaurants, a convenience store, Beach, beach towels One parking space, no charge

LocationFamilyCondition

4.95 out of 5 average rating, 212 reviews

Superhost

Apartment in Key West

Orchid Suite @ the Old Town Villas, steps from

The Orchid Suite is a bi-level suite decorated in a rich contemporary Danish style. The bedroom is located upstairs with a bookcase divider separating two different sleeping areas, each with a queen bed. The upstairs bathroom features a tiled shower with a glass door, hairdryer, and all necessary linens. Large beach towels are also provided. Downstairs is a living room. With A/C, ceiling fans, a TV, DVD player, stereo with CD player, and free wi-fi you can keep cool and connected to the

4.76 out of 5 average rating, 110 reviews

Top guest favourite

A private balcony is shown, featuring colorful patio chairs and vibrant tropical plants. The space is framed by white railings and light blue shutters, creating a fresh and inviting setting for relaxation.

Apartment in Key West

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.

FamilyValueGetting around

4.9 out of 5 average rating, 305 reviews

Guest favourite

A bright and airy living space features a large sectional sofa, a dining area with a light-colored table and chairs, and large glass doors leading to a balcony with water views. Light wood paneling and artwork enhance the overall ambiance.

Apartment in Key West

Waterfront Dock Pool Condo Near Duval St Pet OK

Bring friends and family to this spacious 1,350 sq ft waterfront corner condo in historic downtown Key West. Enjoy a full kitchen, open living space, and a private balcony with marina and pool views. Dockage available with a fish cleaning station and commercial ice maker, perfect for boating and fishing. Located about 1 mile from Duval Street, the Historic Seaport, and Hemingway House. Amenities include a heated pool, tiki area, BBQ grills, parking, elevator, and secure entry.

LocationFamilyWalkability

4.89 out of 5 average rating, 288 reviews

Guest favourite

Apartment in Key West

Orchid Bay Condo + Pool • Old Town • Walk to Duval

Stay in a beautifully restored historic building, originally built circa 1889, in the heart of Key West’s Historic Seaport. Just 3 blocks from Duval Street, you’ll be within walking distance of the waterfront, shops, restaurants, and nightlife. Relax by the shared pool after a day of exploring Old Town, then return to your comfortable private suite. Experience authentic island charm, modern comfort, and one of Key West’s best locations.

LocationFamilyHospitality

4.92 out of 5 average rating, 153 reviews

Guest favourite

A spacious living room is furnished with a soft blue sofa and matching armchair. Light wooden flooring complements the room's bright atmosphere, and a coffee table sits in the center. Large sliding glass doors lead to a patio area, allowing natural light to fill the space.

Apartment in Key West

Tropical Escape at Sunrise

We thoroughly sanitize upon check-out. This luxurious condo features a wonderful tropical interior design. It includes 2 spacious BR's: king bed/ full bath, queen bed/ full bath). Our living room sofa bed accommodates 1 guest. A fully equipped kitchen. Patio overlooks pool. WiFi, basic cable, 3 TV's, A/C, washer-dryer, workout center, BBQ, tennis court, elevator, parking. Accommodates no more than 5 guests. Must be 25 and older.

FamilyLocationHot tub

4.91 out of 5 average rating, 182 reviews

Superhost

A spacious living area is furnished with light-colored plush couches arranged around a central coffee table. A large flat screen TV mounted on the wall provides entertainment, while natural light floods in from multiple windows, enhancing the room's bright atmosphere.

Apartment in Key West

Suzy's Parrot Perch at Old Town

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! ** Last Key Realty requires a credit card on file for all reservations. ** SUZY'S PARROT PERCH is a charming apartment that is located in the heart of Old Town on the corner of two historic streets (Whitehead and Virginia) just steps from Duval and two blocks from the Southernmost Point.

FamilyLocationCheckout

4.87 out of 5 average rating, 84 reviews

Guest favourite

An Olympic size pool is highlighted in the image, surrounded by palm trees and lounge chairs. The building in the background offers several balconies, and a well-maintained garden area is visible, enhancing the outdoor setting next to the beach.

Apartment in Key West

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!

LocationValueView

4.78 out of 5 average rating, 315 reviews

Guest favourite

Apartment in Key West

Moonlight Paradise Upgraded Family oasis Tropical

Moonlight is a totally renovated condo that is located at 1800 Atlantic Blvd on the beach, with sunset views right from your own private balcony. Beautiful tropical decor. No attention to detail has been spared. Stainless Appliances & luxurious finishes.

LocationFamilyLaundry

4.87 out of 5 average rating, 142 reviews