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Endless Blue: Luxury Cudjoe Key Waterfront Retreat | Heated Pool, Dock, Guest House & Dog-Friendly
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Entire home
Popular amenities
- Pool
- Kitchen
- Washer
- Dryer
- Pet friendly
- Air conditioning
Explore the area

Cudjoe Key, FL
- Upper Sugarloaf KeyPlace, Upper Sugarloaf Key3 min drive
- Upper Sugarloaf SoundPlace, Upper Sugarloaf Sound4 min drive
- Florida Keys BeachesPlace, Florida Keys Beaches9 min drive
- Key West, FL (EYW-Key West Intl.)Airport, Key West, FL (EYW-Key West Intl.)34 min drive
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About the neighborhood
Summerland Key
With a stay at this vacation home in Summerland Key, you'll be on the waterfront, within a 10-minute drive of Florida Keys Beaches and Upper Sugarloaf Key. .This vacation home is 6 mi (9.6 km) from Lower Sugarloaf Sound and 6.1 mi (9.8 km) from Boondocks Grille & Draft House.
What's nearby
- Upper Sugarloaf Key - 3 min drive - 1.9 miles
- Upper Sugarloaf Sound - 4 min drive - 2.7 miles
- Lower Sugarloaf Sound - 7 min drive - 4.9 miles
- Florida Keys Beaches - 9 min drive - 6.0 miles
- Great White Heron National Wildlife Refuge - 10 min drive - 4.8 miles
Getting around
- Key West Intl. Airport (EYW) - 30 min drive
Restaurants
- Baby's Coffee - 10 min drive
- Boondock's Grille & Drafthouse - 10 min drive
- Morning Joint - 3 min drive
- Looe Key Tiki Bar & Restaurant - 10 min drive
- Tonio's Seafood Shack & Tiki Bar - 7 min drive
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Endless Blue: Luxury Cudjoe Key Waterfront Retreat | Heated Pool, Dock, Guest House & Dog-Friendly
Endless Blue | Oceanfront Retreat with Rooftop Pool & Private Pier
Welcome to Endless Blue, a spectacular 6-bedroom oceanfront retreat where panoramic Atlantic views, a private rooftop pool and 400 feet of waterfront create an unforgettable Florida Keys escape.
Located on peaceful Cudjoe Key, approximately 30 minutes from Key West and 30 minutes from Marathon, Endless Blue is made for slowing down and reconnecting. Wake to ocean views, spend afternoons floating in the rooftop pool or exploring by kayak, then gather for dinner and drinks beneath the tropical sky.
From mornings overlooking the Atlantic to afternoons in the rooftop pool and evenings under the Keys sky, Endless Blue gives your group the space, privacy and waterfront setting to make your Florida Keys vacation one to remember.
OCEANFRONT LIVING
A 4-bedroom main home plus separate 2-bedroom guest house gives families and groups plenty of room to gather while still enjoying privacy.
The main home features bright contemporary spaces, expansive windows and a well-equipped kitchen with an oversized island perfect for group meals. Relax in the comfortable living areas or enjoy a little friendly competition around the pool table.
The guest house features two king bedrooms with en-suite bathrooms and a kitchenette, creating a private retreat just steps from the main home.
ROOFTOP POOL & OUTDOOR LIVING
The private heated rooftop pool overlooking the Atlantic is the centerpiece of Endless Blue. Swim beneath the Florida sun, relax with panoramic water views or gather at the rooftop bar at the end of another day in paradise.
Multiple decks and porches, outdoor seating and propane and charcoal grills make it easy to embrace the Keys lifestyle.
POOL SERVICE: The rooftop pool is professionally serviced weekly. Because there is no exterior rooftop access, the pool service provider must briefly enter the main home to access and service the pool during guest stays.
PRIVATE PIER & WATER ACCESS
A private pier extends through the mangroves toward the Atlantic and provides a beautiful setting for launching kayaks and paddleboards.
BOATERS: The property offers approximately 400' of oceanfront, but water at the pier is shallow at approximately 18" deep. Shallow-draft boats 18' or less are recommended. Depths fluctuate with tides and conditions; guests are responsible for confirming their vessel can safely navigate the area.
SLEEPS UP TO 12
Bedroom 1 – Main House, 2nd Floor: King, en-suite bath, private patio & outdoor shower
Bedroom 2 – Main House, 2nd Floor: King, en-suite bath
Bedroom 3 – Main House, 1st Floor: King, en-suite bath, Smart TV
Bedroom 4/TV Room – Main House, 1st Floor: Pull-out king sofa, en-suite bath, Smart TV
Bedroom 5 – Guest House: King, en-suite bath
Bedroom 6 – Guest House: King, en-suite bath, Smart TV
Living Room: Sectional, chairs & Smart TV
Main Kitchen: Well equipped for preparing and serving meals
Guest House: Lightly equipped kitchenette
Smart TVs do not include cable/satellite service.
HIGHLIGHTS
• Private heated rooftop chlorine pool (14' x 13', approx. 4' deep; heated to approx. 85°F Nov–Apr)
• Panoramic Atlantic views & 400' of waterfront
• 4-bedroom main home + 2-bedroom guest house
• Private pier; approx. 18" water depth
• Kayaking & paddleboarding access
• Rooftop bar, decks & porches
• Propane & charcoal grills
• Pool table
• Pet-friendly for 1 dog, 25 lbs. or less
• Parking for up to 8 vehicles, including boat trailers
• Tesla charger available
Welcome to Endless Blue, a spectacular 6-bedroom oceanfront retreat where panoramic Atlantic views, a private rooftop pool and 400 feet of waterfront create an unforgettable Florida Keys escape.
Located on peaceful Cudjoe Key, approximately 30 minutes from Key West and 30 minutes from Marathon, Endless Blue is made for slowing down and reconnecting. Wake to ocean views, spend afternoons floating in the rooftop pool or exploring by kayak, then gather for dinner and drinks beneath the tropical sky.
From mornings overlooking the Atlantic to afternoons in the rooftop pool and evenings under the Keys sky, Endless Blue gives your group the space, privacy and waterfront setting to make your Florida Keys vacation one to remember.
OCEANFRONT LIVING
A 4-bedroom main home plus separate 2-bedroom guest house gives families and groups plenty of room to gather while still enjoying privacy.
The main home features bright contemporary spaces, expansive windows and a well-equipped kitchen with an oversized island perfect for group meals. Relax in the comfortable living areas or enjoy a little friendly competition around the pool table.
The guest house features two king bedrooms with en-suite bathrooms and a kitchenette, creating a private retreat just steps from the main home.
ROOFTOP POOL & OUTDOOR LIVING
The private heated rooftop pool overlooking the Atlantic is the centerpiece of Endless Blue. Swim beneath the Florida sun, relax with panoramic water views or gather at the rooftop bar at the end of another day in paradise.
Multiple decks and porches, outdoor seating and propane and charcoal grills make it easy to embrace the Keys lifestyle.
POOL SERVICE: The rooftop pool is professionally serviced weekly. Because there is no exterior rooftop access, the pool service provider must briefly enter the main home to access and service the pool during guest stays.
PRIVATE PIER & WATER ACCESS
A private pier extends through the mangroves toward the Atlantic and provides a beautiful setting for launching kayaks and paddleboards.
BOATERS: The property offers approximately 400' of oceanfront, but water at the pier is shallow at approximately 18" deep. Shallow-draft boats 18' or less are recommended. Depths fluctuate with tides and conditions; guests are responsible for confirming their vessel can safely navigate the area.
SLEEPS UP TO 12
Bedroom 1 – Main House, 2nd Floor: King, en-suite bath, private patio & outdoor shower
Bedroom 2 – Main House, 2nd Floor: King, en-suite bath
Bedroom 3 – Main House, 1st Floor: King, en-suite bath, Smart TV
Bedroom 4/TV Room – Main House, 1st Floor: Pull-out king sofa, en-suite bath, Smart TV
Bedroom 5 – Guest House: King, en-suite bath
Bedroom 6 – Guest House: King, en-suite bath, Smart TV
Living Room: Sectional, chairs & Smart TV
Main Kitchen: Well equipped for preparing and serving meals
Guest House: Lightly equipped kitchenette
Smart TVs do not include cable/satellite service.
HIGHLIGHTS
• Private heated rooftop chlorine pool (14' x 13', approx. 4' deep; heated to approx. 85°F Nov–Apr)
• Panoramic Atlantic views & 400' of waterfront
• 4-bedroom main home + 2-bedroom guest house
• Private pier; approx. 18" water depth
• Kayaking & paddleboarding access
• Rooftop bar, decks & porches
• Propane & charcoal grills
• Pool table
• Pet-friendly for 1 dog, 25 lbs. or less
• Parking for up to 8 vehicles, including boat trailers
• Tesla charger available