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Endless Blue: Luxury Cudjoe Key Waterfront Retreat | Heated Pool, Dock, Guest House & Dog-Friendly

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A modern kitchen with a central island, bar stools, stainless steel appliances, and pendant lighting. - Endless Blue: Luxury Cudjoe Key Waterfront Retreat | Heated Pool, Dock, Guest House & Dog-Friendly (Cudjoe Key)
A bedroom with a bed, bedside tables, a lamp, an air conditioning unit, a window with curtains, and a chair. - Endless Blue: Luxury Cudjoe Key Waterfront Retreat | Heated Pool, Dock, Guest House & Dog-Friendly (Cudjoe Key)
A modern living room with a flat-screen TV, a sofa, and a wooden cabinet. - Endless Blue: Luxury Cudjoe Key Waterfront Retreat | Heated Pool, Dock, Guest House & Dog-Friendly (Cudjoe Key)
A pool area with a basketball hoop, lounge chairs, and a view of the sea. - Endless Blue: Luxury Cudjoe Key Waterfront Retreat | Heated Pool, Dock, Guest House & Dog-Friendly (Cudjoe Key)
A modern living room with a large flat-screen TV, a sofa, a chair, and a wooden entertainment unit. - Endless Blue: Luxury Cudjoe Key Waterfront Retreat | Heated Pool, Dock, Guest House & Dog-Friendly (Cudjoe Key)
Located close to Florida Keys Beaches, Endless Blue: Luxury Cudjoe Key Waterfront Retreat | Heated Pool, Dock, Guest House & Dog-Friendly has plenty to offer. Stay connected with in-room WiFi.

Entire home

462 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Air-conditioning

Add dates for prices

About this property

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

    • No RV parking

    • Linens & towels provided

    • Approx. 30 minutes to Key West & Marathon



    IMPORTANT POLICIES



    AGE & OCCUPANCY: Booking tenant must be 25+ and occupy the property throughout the stay. Vacation rental use only; no worker housing.



    DECEMBER–MARCH: Reservations must be for the entire calendar month, beginning at the start and ending at the end of the month. Consecutive full months may be booked. Contact us before booking alternative dates.



    PET POLICY: One friendly, well-behaved dog up to 25 lbs. may be considered with a $10/night pet fee. All guests must complete BetterPet Passport after booking, whether bringing a pet, requesting an assistance-animal accommodation or confirming no animal.



    SMOKING: Smoking is prohibited.



    MID-STAY CLEANING: Stays of 28+ nights may require a mid-stay cleaning, with additional cleanings every 28 nights for longer stays. Charges are collected separately.



    BOATING: Guests are responsible for confirming their vessel can safely navigate local waters and access the pier. Water depths and conditions vary.



    WILDLIFE: The Florida Keys are a tropical environment with insects, reptiles, Key deer and other wildlife. Routine pest control is provided, but complete elimination is not possible.



    CONSTRUCTION: Nearby construction, renovations or roadwork may occur without prior notice.



    SECURITY CAMERAS: Nine exterior security cameras monitor the property for safety and security. Cameras do not monitor private interior or outdoor living spaces.



    PHOTO DISCLAIMER: Photos are illustrative. Furnishings, décor, bedding, appliances and amenities may change in this privately owned home. Refer to the written description for current details.

Property amenities

Pool/Spa

  • Private pool

Internet

  • Available in the house: WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Dishwasher
  • Kitchenette
  • Microwave
  • Refrigerator

Bedrooms

  • 6 bedrooms

Bathroom

  • Hair dryer
  • Shampoo
  • Shower

Living spaces

  • Fireplace

Entertainment

  • TV

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Washing machine

Comfort

  • Air conditioning

Pets

  • Pet friendly

Suitability/Accessibility

  • Lift
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • On the waterfront

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Unit size: 4,976 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

About the area

Located in Summerland Key, this holiday home is on the waterfront. Florida Keys Beaches and Upper Sugarloaf Key reflect the area's natural beauty and area attractions include Wilhelmina Harvey Park and Blue Hole. Big Munson Island and Looe Key National Marine Sanctuary are also worth visiting. Visit our Summerland Key travel guide
View more Holiday homes in Summerland Key
Map
Cudjoe Key, FL

What's nearby

  • A thatched-roof outdoor seating area with tables and chairs overlooking a body of water.
    Lower Sugarloaf Sound
    7 min drive - 7.9 km
  • A wooden signpost with city names and distances, a beach with umbrellas, and lounge chairs.
    Florida Keys Beaches
    9 min drive - 9.6 km
  • Upper Sugarloaf Key
    3 min drive - 3.0 km
  • Upper Sugarloaf Sound
    4 min drive - 4.3 km
  • Great White Heron National Wildlife Refuge
    10 min drive - 7.7 km

Getting around

  • Key West, FL (EYW-Key West Intl.)
    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

Frequently asked questions

Is Endless Blue: Luxury Cudjoe Key Waterfront Retreat | Heated Pool, Dock, Guest House & Dog-Friendly pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Endless Blue: Luxury Cudjoe Key Waterfront Retreat | Heated Pool, Dock, Guest House & Dog-Friendly?

On-site parking is available at the property.

What time is check-in at Endless Blue: Luxury Cudjoe Key Waterfront Retreat | Heated Pool, Dock, Guest House & Dog-Friendly?

Check-in begins at 4:00 PM.

What time is check-out at Endless Blue: Luxury Cudjoe Key Waterfront Retreat | Heated Pool, Dock, Guest House & Dog-Friendly?

Checkout is at 10:00 AM.

Where is Endless Blue: Luxury Cudjoe Key Waterfront Retreat | Heated Pool, Dock, Guest House & Dog-Friendly located?

Situated on the waterfront, this holiday home is 1.8 mi (2.9 km) from Upper Sugarloaf Key and within 6 miles (10 km) of Florida Keys Beaches and Lower Sugarloaf Sound. Boondocks Grille & Draft House and Sugarloaf Beach are also within 9 miles (15 km).

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