Key West Seaport Condo Rental

Key West Seaport Condo Rental +Key West Winter Vacation Condo Rentals on Front Street next to the Historic Seaport in Old Town.

05/16/2026

Insider Tip:
“LAZY WAY” at the HISTORIC SEAPORT
A short walk from our oceanfront condo rentals—just past Conch Republic Seafood restaurant—is an alleyway behind the late Jimmy Buffett’s abandoned, sticker-adorned music recording studio. There’s also a small park with benches to people watch. Several shops and a small sandwich shop are nearby. Enjoy a peaceful and picturesque walk along the waterfront. We’ve done it for years. You should try it too.
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Key West Seaport Condo Rental
Oceanfront Rentals / Stunning Views
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Like and follow our page for lots of tips, ideas, photos and info to make your visit to Key West more enjoyable. For more info on our oceanfront rentals, pick a view and week (above), then message us here from this page.

WINTER IS BEST IN KEY WEST!

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KW Insider Tip:JUST ANNOUNCED!IF you’re on the island on May 1, 2026NO TICKET REQUIRED!
04/30/2026

KW Insider Tip:
JUST ANNOUNCED!
IF you’re on the island on May 1, 2026
NO TICKET REQUIRED!

04/30/2026

Insider Tip:
AFTERDECK BAR @ LOUIE’S BACK YARD
Over the last 23 years, we’ve been here many times. Outside, inside—and on the ocean deck where the water can splash up occasionally. It’s a rather small actual bar but there’s plenty of seating around the deck. The atmosphere is terrific and the views are incredible. This is one of the closest bars to actual ocean in KW.
Lunch or Dinner too!
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Key West Seaport Condo Rental
Oceanfront Condos - Astonishing Views
Message us here for rental info
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Like and follow our page for more insider tips on restaurants, attractions and general info about Key West
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Insider Tip:May 2 Key West Spring Festival
04/21/2026

Insider Tip:
May 2 Key West Spring Festival

RENT A GREAT VIEW! BOOK NOW FOR THE 2026-2027 WINTER SEASON BEFORE THEY’RE GONE“Winter Is Best In Key West!”AVAILABLE WE...
02/11/2026

RENT A GREAT VIEW!
BOOK NOW FOR THE 2026-2027 WINTER SEASON BEFORE THEY’RE GONE

“Winter Is Best In Key West!”
AVAILABLE WEEKS FOR RENT - Book A Week From 6 Condo Balcony Views:

“Seaport Panorama” Dec 12-19
(2BR/2BA Sleeps 6) AVAILABLE
Oceanfront w Sunset Key coastal views

“Seaport Sunsets” Dec 26-Jan 2
(2BR/2BA Sleeps 6) RENTED
Pool & Oceanside Penthouse

“Seaport Serenity” Jan 2-9
(2BR/2BA Sleeps 6) AVAILABLE
Oceanfront w extra entrance

“Seaport Summit” Jan 9-16
(3BR/2BA Sleeps EIGHT) AVAILABLE
Marina & Ocean Penthouse

“Seaport Sailing” Jan 16-23
SOUTHERNMOST REGATTA RACES
(2BR/2BA Sleeps 6) AVAILABLE
Marina & Ocean Penthouse

“Seaport Skyline” Jan 23-30
(2BR/2BA Sleeps 6) RENTED
Marina & Ocean Penthouse

MESSAGE US NOW TO RESERVE A GREAT VIEW BEFORE THEY’RE GONE

“80 Degrees Without A Passport!”

Each Condo Rents For Seven Nights Only For Dates Shown. Oceanfront Near Mallory Square in Old Town, Key West. Book your “Private Beach Winter Escape”

***New Living/Dining/Kitchen Furniture/Decor/Painting (9/25)
***New Bedroom Decor/Bedding (9/26)

King Suite In Each Unit + Queen or Twins (and Sleep Sofa with Adjacent Wardrobe & Drawers)
King En-Suite Granite Double Sink Master Bath with Walk-in Shower & whirlpool bath

Private Balcony For Dining-Beach-Pool-Hot Tub-Daily Bingo-BBQ Patio with Umbrella Tables Plus Pro Grills & Free Propane-3 Cable TVs (one 55”)-Full Granite Kitchen & Dining Area-Wet Bar with Wine Racks & Glassware-in unit Washer & Dryer-Oceanfront Bar, Boardwalk & Sundecks-Marina Bar/Grill-Free Parking Garage-Private Fishing Pier-Fitness Room-Rooftop Harbor & City Observation Deck-On Site Water Sports With Boat Rentals & Fishing Tours-Golf Cart/Motor Bike/Bicycle Rentals To Explore Key West.

Restaurants-Shopping-Attractions-Happy Hour Bar Menus Just Steps From Your Elevator On Front Street. Duval Street Plus Daily World-Famous Mallory Square Sunset Celebration. Resort At The Entrance To The Historic Seaport Boardwalk.

RENT DIRECT FROM OWNER. SAVE GLOBAL TRAVEL PLATFORM EXTRA FEES.
MESSAGE US IF INTERESTED OR MORE QUESTIONS.
Or Like And Follow Us On Facebook For Year Around Key West Insider Travel Tips.
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Key West Seaport Condo Rental
Oceanfront Rentals - Stunning Views
“Winter Is Best In Key West”

Winter warmth and healthThis is part of the reason why we like winter in Key West. Relaxation, views—and fresh fish—comb...
01/26/2026

Winter warmth and health
This is part of the reason why we like winter in Key West. Relaxation, views—and fresh fish—combined with weather that’s easier on the cardio system makes for less cold weather wear, tear and blood vessel constriction as one ages during retirement. Our renters are catching on too. They join us from states like Minnesota, Michigan, New Hampshire, Ohio, Pennsylvania, New York, Wisconsin and Tennessee. Even a week here helps to brighten one’s outlook and spirits when it’s frigid in the North. It’s probably why the very elderly icon poet Robert Frost spent a lot of winters in KW. I always wondered.

Address

2973 N Providence Road
Media, PA
19063

Telephone

+16103486630

Website

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