Entire home

$and D0llar$: Indulge in Luxury & Spectacular Open Water Views, Private Pool, Dock & Pet-Friendly!

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Pool
Beach
Property grounds
Marina
Interior

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms4 bathroomsSleeps 122943 sq ft

Popular amenities

  • Dryer
  • Washer
  • Pool
  • Pet friendly
  • Kitchen
  • Barbecue grill

Explore the area

Map
Sugarloaf Key, FL
  • Florida Keys Beaches
    ‪4 min drive‬
  • Sugarloaf Beach
    ‪6 min drive‬
  • Upper Sugarloaf Key
    ‪8 min drive‬
  • Key West, FL (EYW-Key West Intl.)
    ‪25 min drive‬

Room options

About the neighborhood

Summerland Key

This vacation home places you within a leisurely stroll of Lower Sugarloaf Sound and Upper Sugarloaf Sound. The vacation home includes a private pool, a kitchen, and a patio.

What's nearby

  • Lower Sugarloaf Sound - 13 min walk - 0.7 miles
  • Upper Sugarloaf Sound - 15 min walk - 0.8 miles
  • Florida Keys Beaches - 4 min drive - 1.7 miles
  • Sugarloaf Beach - 6 min drive - 2.3 miles
  • Upper Sugarloaf Key - 8 min drive - 4.7 miles

Getting around

  • Key West Intl. Airport (EYW) - 25 min drive

Restaurants

  • ‪Mangrove Mama's - ‬9 min drive
  • ‪Baby's Coffee - ‬7 min drive
  • ‪The Square Grouper Bar & Grill - ‬13 min drive
  • ‪My New Joint - ‬13 min drive
  • ‪South Of The Seven - ‬5 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.

$and D0llar$: Indulge in Luxury & Spectacular Open Water Views, Private Pool, Dock & Pet-Friendly!

County zoning requires a minimum rental period of 28 nights, no exceptions can be made. Please review additional policies below.

Welcome to $and D0llar$, your ultimate waterfront escape in the heart of the Florida Keys! This extraordinary property promises an unforgettable retreat, where every moment is adorned with the beauty of the open water and the charm of tropical living. Step onto the second-floor deck and immerse yourself in the magic of breathtaking sunset views, a perfect backdrop for sipping cocktails and creating timeless memories with loved ones. The backyard of $and D0llar$ transforms into a tropical oasis, complete with a heated saltwater pool where laughter echoes as children splash about, and the dock becomes a haven for fishing enthusiasts. Whether you're an avid angler or just seeking tranquility by the water, this retreat caters to every whim. For those with a passion for boating, the possibilities are endless. Embark on thrilling adventures to the backcountry sandbars or venture out to the Atlantic for world-famous fishing excursions. The waters are your playground, and the experiences are as diverse as the marine life that surrounds you. While $and D0llar$ offers a myriad of activities within arm's reach, the allure of the Florida Keys beckons exploration. Conveniently located just 20 minutes from the vibrant energy of Key West and 45 minutes from the allure of Marathon, you're perfectly positioned to dive into the rich culture, dining, and entertainment the Keys have to offer. $and D0llar$ isn't just a vacation rental; it's a gateway to a world of tropical wonders and endless possibilities.

Sleeps Maximum of 12 Guests:

Bedroom 1 (2nd Floor): King Bed, En-Suite Bathroom, Smart TV (no cable/satellite TV)

Bedroom 2 (2nd Floor): King Bed, Smart TV (no cable/satellite TV)

Bedroom 3 (1st Floor): King Bed, Smart TV (no cable/satellite TV)

Bedroom 4 (1st Floor): Queen Bed, Smart TV (no cable/satellite TV)

Flex Room: Queen Bed, Queen Bunk Beds

Living Room: Sofa, Loveseat, Two Chairs, Smart TV (no cable/satellite TV)

Kitchen: Nicely equipped (all things necessary to prepare and serve a meal)

AMENITIES:

- Saltwater Heated Pool (heated to ~83-87 degrees Nov-Apr)

- 26' Dockage

- Exterior Elevator

- Fish Cleaning Station W/ Water

- Bait Freezer

- Outdoor Seating

- Propane BBQ Grill

- Parking for a maximum of 4 vehicles (including boat trailers) on the property. RVs may not be parked on the property.

- Linen's and towels provided

Important Policies for Your Stay:

Age & Occupancy: The booking tenant must be 25 years or older and must occupy the property for the entire duration of the stay. This property is exclusively available as a vacation rental and not for worker housing.

Peak Season Monthly Bookings: All bookings from December through March must be for the entire month, starting at the beginning and ending at the end of the month. Consecutive months may be booked if they follow this requirement. Bookings that do not adhere to this policy are subject to cancellation. If you are interested in alternative dates, please contact us for approval before booking.

Pet Policy: Up to two friendly and well-behaved dogs will be considered with prior approval, payment of a $300 pet fee, and registration with a third-party pet screening service (fee applies for pets, free for service animals). Please review our pet policy before booking—we will provide the registration link after you confirm your reservation.

Smoking Policy: Smoking is strictly prohibited to maintain a smoke-free environment.

Mid-Stay Cleaning: For stays of 28 nights or more, we reserve the right to require a mid-stay cleaning to maintain the quality of the property. For longer stays, a mid-stay cleaning will be required every 28 nights thereafter. The cost will be collected separately, and the number of cleanings depends on the length of your stay.

Boating & Dockage Advisory: Due to bridges and varying water depths, it is your responsibility to ensure that your boat can safely navigate local waters, access the canal, and fit the listed dockage before booking. While we are happy to provide general information based on our knowledge of the area, guests must exercise extreme caution when boating and ensure all activities comply with local regulations.

Local Wildlife & Pest Control: The Florida Keys are home to various insects (mosquitoes, no-see-ums, termites), reptiles, chickens, Key deer, and other wildlife. While routine pest control is in place, complete elimination is not possible. Guests should take precautions, such as using insect repellent and keeping doors closed, to minimize exposure.

Construction & Renovation Notice: Due to ongoing growth in the Florida Keys, renovations, construction, and road repairs may occur without prior notice. While we strive to provide a peaceful stay, iTrip Key West is not liable for any inconveniences caused by nearby construction.

Photo Disclaimer: All images are for illustrative purposes only. Individual features such as bed sizes, bedding, décor, appliances, colors, and amenities may vary, as these are privately owned homes and updates occur regularly. Lighting conditions and screen settings may also affect how colors appear. Please refer to the written description and reach out with any specific questions or concerns. All furnishings and décor are subject to change at any time.

Security Cameras: For the safety and security of our guests and property, three exterior security cameras monitor the front door entry, driveway, and boat dock/lift. These cameras are for security purposes only and do not monitor any private interior or outdoor living spaces.
The vacation home is air-conditioned and features a kitchen, 4 bathrooms, and a patio, and there's space to spread out with 4 bedrooms. Other standard amenities include a private pool and a washing machine.

Property manager

iTrip Vacations Key West

Similar properties

Property amenities

Pool/Spa

  • Private pool

Internet

  • Available in the house: Internet access

Kitchen

  • Dishwasher
  • Microwave
  • Refrigerator

Bedrooms

  • 4 bedrooms

Bathroom

  • 4 bathrooms
  • Hair dryer

Entertainment

  • TV

Outdoor areas

  • Barbecue grill
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

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: 2,943 square feet

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

Pets

  • This property welcomes pets
  • Service animals exempt from fees

Important information

You need to know

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
Onsite 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 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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.

Property is also known as

13795

Frequently asked questions

What's there to see around this vacation home?

This vacation home is located in Summerland Key, a short 15-minute walk from Upper Sugarloaf Sound and also 13 minutes on foot from Lower Sugarloaf Sound. You'll also find Florida Keys Beaches and Sugarloaf Beach within a short drive.

Is there parking available at this vacation home?

No, there isn't parking available at the vacation home.

Is this vacation home associated with a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home; however, the accommodation features a private pool.

What do couples enjoy most about $and D0llar$: Indulge in Luxury & Spectacular Open Water Views, Private Pool, Dock & Pet-Friendly!?

Couples will appreciate amenities at this vacation home, including a private pool and a kitchen in each accommodation and private pools in some.

Are there hot tubs at $and D0llar$: Indulge in Luxury & Spectacular Open Water Views, Private Pool, Dock & Pet-Friendly!?

No, there isn't a spa tub at this vacation home.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay for free?

Although pets can't stay for free, they are welcome at this vacation home.

Are there connecting rooms at this vacation home?

No, this vacation home doesn't feature connecting guestrooms.

What is the closest airport to this vacation home?

The closest major airport to this vacation home is Key West Intl. Airport (EYW), which is 16.7 mi away (25 minutes by car).

Can I book a room with a balcony at $and D0llar$: Indulge in Luxury & Spectacular Open Water Views, Private Pool, Dock & Pet-Friendly!?

Yes, every accommodation at $and D0llar$: Indulge in Luxury & Spectacular Open Water Views, Private Pool, Dock & Pet-Friendly! comes with a deck.

$and D0llar$: Indulge in Luxury & Spectacular Open Water Views, Private Pool, Dock & Pet-Friendly! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 2 out of 2 reviews
Rating 8 - Good. 0 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Rindi C.

Liked: Cleanliness

Awesome home

Beautiful property
Stayed 28 nights in May 2024