Key West Vacation Homes

Key West Vacation Homes Vacation rentals in Key West.

New year, same picturesque view. Cheers to you and yours! 🥂 We can’t wait to welcome you back to Key West in 2026.
12/31/2025

New year, same picturesque view. Cheers to you and yours! 🥂 We can’t wait to welcome you back to Key West in 2026.

12/30/2025

A 360° look at your future getaway: plenty of space to gather, a large dining table for shared meals, and a gourmet kitchen made for memories. Link in bio to browse all our Key West properties!

12/27/2025

Here’s your post-holiday moment of zen. Two chairs, open water, and nature doing the talking. The to-do lists can wait.

Merry Christmas from all of us at Key West Vacation Homes and . Thank you for letting us be part of your holidays, your ...
12/25/2025

Merry Christmas from all of us at Key West Vacation Homes and . Thank you for letting us be part of your holidays, your getaways, and your special moments. Wishing you warmth, joy, and a little island magic this season. 🎄🎁❤️

Bathroom so nice we had to show it thrice. 😉 Our luxurious vacation homes are spacious from top to bottom. There’s no wa...
12/23/2025

Bathroom so nice we had to show it thrice. 😉

Our luxurious vacation homes are spacious from top to bottom. There’s no waiting for the shower or jostling for getting ready space. Plus, many of our homes have en-suite bathrooms, ensuring privacy and comfort for every member of your group.

Link in bio to book your next vacation!

Christmas looks a little different in Key West—sunshine, ocean breeze, and a tree by the water. 🌲 📸:
12/20/2025

Christmas looks a little different in Key West—sunshine, ocean breeze, and a tree by the water. 🌲

📸:

12/15/2025

Imagine waking up to this in your backyard. Well, now you don’t have to imagine. 😉 Check out our vacation rentals with boat slips using the link in bio!

12/08/2025

Southern Comfort is calling… and it’s bringing ALL the perks. 🏝️✨

Wake up to floor-to-ceiling water views, sip coffee on your private balcony, and spend your afternoons floating in your waterfront pool.

✔️ 3 en-suite bedrooms with porch access
✔️ King beds + twin rooms for the whole crew (sleeps up to 8!)
✔️ Open-concept living room with plush seating + Smart TVs
✔️ Chef’s kitchen + dining for 10
✔️ Covered lanai, poolside dining & propane grill
✔️ Private garage + off-street parking
✔️ Dog-friendly 🐾
✔️ Tucked inside the exclusive Key Cove Landings, yet walking distance to Publix & shopping

This is island living the way it’s meant to be—peaceful, private, and perfectly positioned for your next Key West escape ☀️🌴 Whether it’s sunrise swims, sunset cocktails, or movie nights after the beach… Southern Comfort delivers. Link in bio to book!

11/29/2025

Holiday magic hits different in Key West — palm trees, salty breezes, and festive lights everywhere you turn. Here’s what’s lighting up the island this season! 🎄

🚲 Dec 5 — BeLighted Bike Ride & Holiday Village
Carnival fun, food trucks & a glowing bike ride through town.

🎉 Dec 6 — Key West Holiday Parade
Floats, bands & candy-tossing cheer along Truman and Duval.

🛍️ Dec 12 — Custom House Concert & Bazaar
Local art, island gifts & festive music at the historic museum.

⛵ Dec 13 — Lighted Boat Parade
The harbor shines with boats decked in holiday lights.

🖼️ Dec 14, 21 & 28 — Artisan Market
Sundays by the beach with local makers, art & island vibes.
From glowing bikes to twinkling boats, there’s no better place to celebrate the season than under the Key West sun.

See you in paradise!

Happy Thanksgiving! Wherever you’re celebrating, we hope your Thanksgiving is filled with comfort, gratitude, and moment...
11/27/2025

Happy Thanksgiving! Wherever you’re celebrating, we hope your Thanksgiving is filled with comfort, gratitude, and moments worth remembering. 🦃🍽 ✨

11/24/2025

Dreaming of a stay with water views from your bedroom? Consider this your sign.

11/23/2025

Luxury. Privacy. Paradise now.

is where luxury meets the laid-back island spirit of Key West.

Features include:
🌴 A serene location on the edge of Old Town
🌴 Spacious waterfront condos that offer everything you and your extended group need for an unforgettable escape
🌴 Private pool on the edge of sea
🌴 Boat lovers, your adventure begins right at your doorstep with our complimentary boat slips

Book now using link in bio!

Address

201 Front Street Suite 103
Key West, FL
33040

Opening Hours

Monday 9am - 9pm
Tuesday 9am - 9pm
Wednesday 9am - 9pm
Thursday 9am - 9pm
Friday 9am - 9pm
Saturday 9am - 9pm
Sunday 9am - 9pm

Telephone

+13052928905

Website

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