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PARADISE on Sugarloaf Key! 704-650-8105 Summer and Fall low rates.

Photo gallery for PARADISE on Sugarloaf Key! 704-650-8105 Summer and Fall low rates.

Property grounds
Pool
Outdoor dining
Property grounds
Exterior

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
3 bedrooms3 bathroomsSleeps 61850 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi

Explore the area

View in a map
Summerland Key, FL
  • Place, Lower Sugarloaf Sound
    ‪16 min walk‬
  • Place, Upper Sugarloaf Sound
    ‪20 min walk‬
  • Place, Florida Keys Beaches
    ‪7 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪26 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

3 bathrooms

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Garden

About this property

PARADISE on Sugarloaf Key! 704-650-8105 Summer and Fall low rates.

Breathtaking Open Water Views. This spectacular home is in impeccable condition. New Custom Pool. Dock up to a 31' boat. 2 kayaks and 2 bicycles for your use. Beautiful landscaping. Oversized covered porch. Super fast WiFi Cable 75inch TV. Gourmet kitchen. Washer and dryer. Extra refrigerator and freezer in the air conditioned downstairs space. Super Clean. Plenty of parking. 6 person maximum. LOCAL Laws require a 28 Day minimum rental.
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 11:00 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: dogs less than 20 lbs per pet (limit one pet total)
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Smoking

Smoking is not permitted
Downstairs garage is owners locker. However as a courtesy guests can use the downstairs refrigerator and separate freezer as well as storing items.
Overnight guests are limited to 6 persons. Anymore than 6 overnight guests is a serious infraction subject to termination of the contract.

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
Long-term renters welcome
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

About the neighborhood

Summerland Key

Located on the waterfront, this vacation home is in Sugarloaf Shores, a neighborhood 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. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and ecotours nearby.
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Map
Summerland Key, FL

What's nearby

  • Lower Sugarloaf Sound - 16 min walk - 1.4 km
  • Upper Sugarloaf Sound - 20 min walk - 1.7 km
  • Florida Keys Beaches - 7 min drive - 6.0 km
  • Duval Street - 34 min drive - 33.2 km
  • Mallory Square - 37 min drive - 34.1 km

Getting around

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

Restaurants

  • ‪Baby's Coffee - ‬4 min drive
  • ‪Morning Joint - ‬10 min drive
  • ‪Mangrove Mama's - ‬6 min drive
  • ‪Square Grouper Bar and Grill - ‬10 min drive
  • ‪Broil - ‬8 min drive

Frequently asked questions

Does PARADISE on Sugarloaf Key! 704-650-8105 Summer and Fall low rates. have a pool?

Yes, this property has a pool.

How much does it cost to stay at PARADISE on Sugarloaf Key! 704-650-8105 Summer and Fall low rates.?

As of Apr 28, 2026, prices found for a 1-night stay for 2 adults at PARADISE on Sugarloaf Key! 704-650-8105 Summer and Fall low rates. on Aug 27, 2026 start from $355, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is PARADISE on Sugarloaf Key! 704-650-8105 Summer and Fall low rates. pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 20 lbs per pet.

How much is parking?

Onsite parking is available at the property.

What time is check-in at PARADISE on Sugarloaf Key! 704-650-8105 Summer and Fall low rates.?

Check-in begins at 3:00 PM.

What time is check-out at PARADISE on Sugarloaf Key! 704-650-8105 Summer and Fall low rates.?

Check-out is at 11:00 AM.

Where is PARADISE on Sugarloaf Key! 704-650-8105 Summer and Fall low rates. located?

Located in Sugarloaf Shores, this vacation home is 1 mi (1.7 km) from Upper Sugarloaf Sound and within 3 mi (5 km) of Lower Sugarloaf Sound and Upper Sugarloaf Key. Florida Keys Beaches and Sugarloaf Beach are also within 6 mi (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 7 out of 7 reviews
Rating 8 - Good. 0 out of 7 reviews
Rating 6 - Okay. 0 out of 7 reviews
Rating 4 - Poor. 0 out of 7 reviews
Rating 2 - Terrible. 0 out of 7 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Karen B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Gary is a great host! We enjoyed our 8 week stay in Sugarloaf Key. The view from this house is amazing. We have stayed in the Keys many times and this was the best view we have had. We enjoyed the pool and the outdoor area and the kayaks. Everything about this house was great! We would definitely rent this home again.
Stayed 56 nights in Jan 2026
Verified

10/10 Excellent

lisa j.

Liked: Cleanliness, check-in, communication, location, listing accuracy

January get away

Spent a month in this amazing house. The layout is perfect for families or individual couples. The only downfall is the inability to see the sunrise or sunset due to houses and trees.
Stayed 28 nights in Jan 2025
Verified

10/10 Excellent

Fred A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Sugarloaf Shores

Terrific house with great view of sound and a wide,clean canal. Owners were especially accommodating and have outfitted the property with extras like bikes and kayaks, which in the past we had to either rent or drag with us. Can’t say enough good things about the house and location.
Stayed 28 nights in Jun 2024
Verified

10/10 Excellent

Delanee D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Stay in Sugarloaf!

Our stay at Gary’s place in Sugarloaf was absolutely perfect! My family and I enjoyed every minute of it. The new pool is beautiful and the views of the bay are top notch. The house location has easy access to both the Atlantic and Gulf via boat. The house was clean and comfortable. 10/10 recommend. Thanks, Gary!!
Stayed 30 nights in Jul 2024
Verified

10/10 Excellent

Sean W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best host & best place in Sugarloak Key

We thoroughly enjoyed our stay here. Great location, great views, beautiful place and all the cookware and amenities needed. Beds and pillows were super confortable. Plenty of desk space for those woring remotely. Lots of seating. The patio area was wobderful and the house gets amazing breezes! Pictures are accurate but it's better in person.:) Gary was awesome to work with and super responsive, we've already locked in for next year!
Stayed 29 nights in Apr 2025
Verified

10/10 Excellent

Dennis B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house had all basic requirements expected in a rental with additional amenities provided as well. Great water view on the porch for coffee in the morning and cocktails in the evening. Nice living room TV screen and WiFi. The downstairs area has AC with a significant amount of recreational equipment provided (bikes, kayaks, paddle boards, snorkels & masks). There is an additional full refrigerator and deep freeze. When you’re at the pool, it’s easy to retrieve a beer, soft drink, or water without running upstairs. The pool itself has a very large sun deck which is refreshing. The grounds are kept clean without being sterile. There is just correct amount of vegetation without feeling you’re in a jungle. There is a garage space available to park or you can park under the porch as we did. We enjoyed our stay and would stay again. Dennis & Marianne. May, 2025
Stayed 30 nights in May 2025
Verified

10/10 Excellent

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy

Run don’t walk to book this listing!

First, we travel all over and have stayed at dozens and dozens of VRBOs. This property is just awesome!!! The pictures don’t do it justice. The views are absolutely amazing! We lived on the generously sized terrace for our entire stay. We so enjoyed the dock, fishing, kayaking and evening sunsets. The owner, Gary is very responsive and helpful! Well appointed home with comfy beds and great layout. Sugarloaf Key, the location had many advantages and we’ve stayed on other Keys before. Amazing biking and walking trail off the main road which is safe and beautiful. State park at the end of the community with beautiful walking trails that are great for dogs too! Across route 1 is a boat rental place where you can boat to Marvin Key, a gorgeous spot to relax and swim. Outside of the hustle and bustle of Key West but close enough to go in when you want to have dinner etc. we cannot recommend this rental enough!
Stayed 28 nights in Jan 2023

About the host

Hosted by Gary Wolfe

Host profile image
As your host I would like to say a couple of things about myself. I am a retired Airline Captain and got my start flying as a Navy carrier pilot on the USS America. My wife and I have owned our permanent home on Sugarloaf since 2012. I am an avid fisherman and boater. We are dedicated to providing an upbeat tropical experience for our guests.

Why they chose this property

Boaters paradise....world class fishing....

What makes this property unique

Unbelievable views.
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