
Apartment holiday rentals in Stock Island
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Top-rated apartment rentals in Stock Island
Guests agree: these apartments are highly rated for location, cleanliness and more.

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 New stainless Kitchen/appliances In-unit, full size washer/dryer Located near restaurants, a convenience store, & Smathers Beach End unit One parking space, free of charge

A Cuban Club Suite by Rent Key West Vacations
Built in 1917 as a “club” for Cuban cigar makers and their families as their home-away-from-home, this building soon became the center of social and community life for the Cuban population in Key West. After the original Cuban Club burned down in 1983, it was restored and converted to luxurious and spacious suites. The Cuban Club Suite stands as an award-winning historical landmark converted to a gorgeous two-bedroom suite filled with all the amenities needed for comfortable living. Climb the

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.

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.

"Abaco" Key West • 2/2 End Unit Waterfront+Dockage
Time to fish & relax! Bring your family & friends to this 1350 sqft waterfront corner condo home. Boat slip available on-site with commercial ice machine and fish cleaning station. Located in historic Downtown Key West. Walk/Bike everywhere less 1mi to Duval Street, Seaport, Hemingway House, etc. On-site amenities: heated pool, boat slip, tiki bar & grills, parking, secure keyless entry, & building elevator. Large Park adjacent with tennis courts. 10min from airport (EYW).

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.

Key Lime Paradise 2BR w/ Pool, HotTub, Near Beach!
Escape to Key Lime Paradise, a bright 2 bedroom 2 bath Key West condo with a king suite, queen room, and a queen sleeper sofa. Relax or work with high speed WiFi and smart TVs offering more than 150 channels including HBO Max. Enjoy an open living area, balcony, kitchen, workspace, beach gear, safe, and smart lock. Dive into resort vibes with a large pool, hot tub, gym, courts, and a BBQ area

Hyatt Beach House-Quiet Key West Spot!
Located 2.7 miles from Smathers Beach and 3.8 miles from the Ernest Hemingway Home & Museum, this quiet piece of Key West is the best location for relaxation. The property is on a corner of the island featuring its own private beach and water access. Other activities in the area include scuba diving, snorkeling, parasailing, fishing, dolphin watching, and boating.

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!

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.

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.

A Perfect Getaway
The perfect spot in the heart of Key West. Located in the exclusive Truman Annex’s gated community. Once you are in the Annex you are located near Fort Zachary Taylor National Beach and 2 blocks from Duval St. Everything is in walking distance.
Popular amenities for Stock Island apartment rentals
Weekly apartment rentals

Rum Cay at Sunrise Suites

Key West Andros 2BR•Waterfront, Pool, Dock&Pet OK

Anchor Drop modern elegance upgrades throughout vi

Heron Hideaway

Casa Arosa

Oceanfront Key West Condo

Downtown Key West 2BR/2BA•Pool, Dock, Pet "Aruba"

The Island Suite @ KW vacation
Pet-friendly apartment rentals

La Dolce Vita, Old Town Steps to Duval! 3 blks bch

Family Suite at Sugarloaf Key Hotel (Pet Friendly)

The Trinidad at Sunrise Suites - Shared Pool

Modern 2BR Condo Old Town/Balcony & Pool

Andy’s Attic | Budget-Friendly!

Florida | Waterfront 2BR/2BA w/ Pool + Dock Access

La Maisonnette~ Gated Condominium 1 Block to Duval

Lovely 2BR | Pool | Hot Tub| Tennis | Dog Friendly
Apartment rentals with a pool

Key West Paradise Poolside

Conch in the Treetops at The Beach

Villa Serena @ Duval Square - A peaceful retreat

Key West 2 BR Deluxe, Beach Front, sleeps: 6

Somewhere on the beach

Coconut Mallory. Waterfront & Key West charm.

Orchid Suite @ the Old Town Villas, steps from

Henry's Piece of Paradise On The Ocean In Key West
When is the best time to visit Stock Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹37,313 | ₹40,460 | ₹35,964 | ₹31,469 | ₹29,041 | ₹28,142 | ₹27,872 | ₹26,074 | ₹23,467 | ₹26,434 | ₹30,300 | ₹31,109 |
| 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 |
Quick stats about apartment rentals in Stock Island

Total holiday rentals
Explore 100 holiday rentals in Stock Island

Nightly prices starting at
Stock Island holiday rentals start at ₹8,092 per night before taxes and fees

Verified guest reviews
Over 5,310 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
100 of Stock Island holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Stock Island rentals

4.8 Average rating
Stock Island stays are highly rated by guests – averaging 4.8 out of 5!
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