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Paradise Point: Your Luxurious Waterfront Getaway with Pool, Tiki, Dockage, and Dog-Friendly Perks!

Waterfront holiday home with private pool and kitchen

Photo gallery for Paradise Point: Your Luxurious Waterfront Getaway with Pool, Tiki, Dockage, and Dog-Friendly Perks!

Lounge by the pool and take in the amazing view of the surroundings.
The open layout between the kitchen and living room encourages effortless and engaging conversations to flow freely throughout the space.
Open water views as far as the eye can see – the epitome of a true Florida Keys paradise.
Four comfortable seats at the kitchen island provide an inviting space for enjoying meals or sharing conversations.
Enjoy a cocktail while watching the sun set – the perfect ending to your day in paradise.

Reviews

9.8 out of 10
Exceptional
4 bedrooms3+ bathroomsSleeps 10247.9 sq m

Popular amenities

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

Explore the area

View map
  • Place, Upper Sugarloaf Sound
  • Place, Sugarloaf Beach
  • Place, Florida Keys Beaches
  • Airport, Key West, FL (EYW-Key West Intl.)

Rooms & beds

4 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Queen Bed

3 bathrooms, 1 half bathroom

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Bathtub · Toilet · Shower only

Bathroom 3

Toilet · Shower only

Bathroom 4

Toilet

Spaces

Deck or patio
Kitchen
Balcony

About this property

Paradise Point: Your Luxurious Waterfront Getaway with Pool, Tiki, Dockage, and Dog-Friendly Perks!

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

Escape to your personal open water paradise at Paradise Point!

This fantastic waterfront retreat invites you to experience breathtaking sunset views, enjoy a splash in the heated saltwater pool, and set out on unforgettable fishing adventures just minutes from your doorstep. You'll find endless activities right at this house, but if you're eager to explore the Florida Keys, you're conveniently located just 20 minutes from Key West and 45 minutes from Marathon.

SLEEPS MAXIMUM OF 10 GUESTS:

Bedroom 1 (1st Floor): King Bed, En-Suite Full Bathroom, Flat Screen TV with DirecTV

Bedroom 2 (2nd Floor):King Bed, En-Suite Full Bathroom, Flat Screen TV with DirecTV

Bedroom 3 (2nd Floor): Queen Bed, Flat Screen TV with DirecTV

Bedroom 4 (2nd Floor): Queen Bed, Flat Screen TV with DirecTV

Living Room: Sofa, Loveseat, Two Chairs, Flat Screen TV with DirecTV

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

AMENITIES:

- 45' Private Dockage

- Fish Cleaning Station with Lights and Water

- Heated Saltwater Pool

- Corn Hole Boards and Bags

- Horseshoe Pits and Horseshoes

- Tiki

- Outdoor Seating

- Propane BBQ Grill

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

- Linen's and towels provided

- 2 Rollaway Twin Beds available

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 a $10/night pet fee. To help maintain a safe and welcoming environment for all, we require every guest to submit pet or assistance animal information through BetterPet Passport. Guests will simply submit "household pet" information, request an accommodation for an assistance animal, or confirm they are not bringing a pet/animal. It's free, and only requires creating an account if you're bringing a pet or animal. After booking, you'll receive a link to complete the process.

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, two exterior security cameras monitor the front driveway, and pool. These cameras are for security purposes and only viewable from inside the house.

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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Smoking

Smoking is not permitted

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
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 indicated that there is a smoke detector on the property
Safety features at this property include a security system

About the area

Summerland Key

Located on the waterfront, this holiday home is in Sugarloaf Shores, a neighbourhood in Summerland Key. Key West Golf Club and Robbie's are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Wilhelmina Harvey Park and Big Munson Island. Take the opportunity to explore the area for water adventures such as fishing.
Map
Sugarloaf, FL

What's nearby

  • Lower Sugarloaf Sound - 1 min walk - 0.0 km
  • Upper Sugarloaf Key - 7 min drive - 5.9 km
  • Sugarloaf Beach - 11 min drive - 8.6 km
  • Florida Keys Beaches - 11 min drive - 8.3 km
  • Boca Chica Nude Beach - 29 min drive - 20.7 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 21 min drive

Restaurants

  • ‪Circle K - ‬10 min drive
  • ‪Baby's Coffee - ‬4 min drive
  • ‪Morning Joint - ‬11 min drive
  • ‪Broil - ‬9 min drive
  • ‪The Bent Prop - ‬10 min drive

Frequently asked questions

Is Paradise Point: Your Luxurious Waterfront Getaway with Pool, Tiki, Dockage, and Dog-Friendly Perks! pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Paradise Point: Your Luxurious Waterfront Getaway with Pool, Tiki, Dockage, and Dog-Friendly Perks!?

Check-in begins at 4:00 PM.

What time is check-out at Paradise Point: Your Luxurious Waterfront Getaway with Pool, Tiki, Dockage, and Dog-Friendly Perks!?

Checkout is at 10:00 AM.

Where is Paradise Point: Your Luxurious Waterfront Getaway with Pool, Tiki, Dockage, and Dog-Friendly Perks! located?

Located in Sugarloaf Shores, this holiday home is steps from Lower Sugarloaf Sound and 1.6 mi (2.5 km) from Upper Sugarloaf Sound. Upper Sugarloaf Key and Florida Keys Beaches are also within 6 miles (10 km).

About the host

Hosted by iTrip Vacations Key West

Host profile image

Premier Host

They consistently provide great experiences for their guests