See all properties
Entire home

Sublimely private luxury home with enveloping oceanfront views near Key West

Choose dates to view prices

Photo gallery for Sublimely private luxury home with enveloping oceanfront views near Key West

A poolside area with lounge chairs, a clear view of the ocean, and a tropical setting.
A wooden deck with a bench and a table, overlooking a beach with clear turquoise water and palm trees.
An aerial view of a resort with a pool, beach, and tropical vegetation.
A spacious kitchen with a modern stainless steel refrigerator, wooden ceiling, and a dining area with wicker chairs and a marble table.
A pathway leading to a beach, surrounded by lush greenery and palm trees.

Reviews

9.4 out of 10
Exceptional

Entire home

4006 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Sugarloaf Key, FL
  • Place, Upper Sugarloaf Key
    ‪3 min drive‬
  • Place, Florida Keys Beaches
    ‪14 min drive‬
  • Place, Duval Street
    ‪38 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪35 min drive‬

Room options

About the neighborhood

Summerland Key

This vacation home places you next to Upper Sugarloaf Sound and within a 15-minute walk of Upper Sugarloaf Key. The vacation home includes a private pool, a kitchen, and a balcony.
View more Vacation Homes in Summerland KeyOpens in a new window

What's nearby

  • Upper Sugarloaf Key - 3 min drive - 1.3 miles
  • Florida Keys Beaches - 14 min drive - 7.4 miles
  • Smathers Beach - 36 min drive - 24.0 miles
  • Duval Street - 38 min drive - 24.3 miles
  • Southernmost Point - 41 min drive - 24.6 miles

Getting around

  • Key West Intl. Airport (EYW) - 27 min drive

Restaurants

  • ‪Baby's Coffee - ‬10 min drive
  • ‪Morning Joint - ‬8 min drive
  • ‪The Bent Prop - ‬7 min drive
  • ‪Square Grouper Bar and Grill - ‬8 min drive
  • ‪Mangrove Mama's - ‬4 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.

Sublimely private luxury home with enveloping oceanfront views near Key West

Welcome to a rare luxury oceanfront estate in the Florida Keys, offering total privacy, panoramic water views, and resort-style amenities, just 18 miles from Key West. This exclusive waterfront compound is more than a vacation home—it's a private destination designed for luxury travelers, milestone celebrations, and unforgettable coastal escapes. Whether you're searching for a Key West luxury vacation rental, a private beachfront villa, or an event-ready oceanfront estate, this one-of-a-kind property delivers an unmatched prime-season experience.

This luxury Keys estate is designed for comfort, entertainment, and relaxation. Guests enjoy unlimited Netflix and Amazon Music via Echo devices, can be played all over the home or just in the area you are in, a gourmet chef's kitchen with oversized refrigerator, wine fridge, large island, and premium appliances, a game room with pool table, poker table, air hockey, arcade games, and wet bar. Smart TVs in every bedroom, Smart TVs in every room with YouTube Premium TV, including sports channels, news without any ads, high-speed WiFi, and full laundry facilities, high-speed WiFi, full laundry facilities, and kayaks and paddleboards with direct ocean access are included. Echo devices are all integrated with Alexa.

The estate accommodates up to eight guests in four private bedrooms, each with an ensuite spa-style bathroom featuring soaking tubs, walk-in showers, and bidets. Select suites include private balconies with stunning sunrise or sunset views. Premium linens, refined coastal décor, and central A/C throughout ensure comfort and sophistication.

Outdoors, the estate features a private sandy beachfront with sweeping Gulf views, a heated saltwater pool with loungers and shaded seating, a covered lanai with outdoor dining and wet bar, and expansive lawn and beachfront areas suitable for ceremonies, receptions, or group gatherings. There is space for tents, yoga sessions, photo setups, live music, and catered events, with on-site parking for guests and approved vendors. This property is ideal for beachfront weddings, corporate retreats, wellness escapes, family reunions, and luxury vacations, with events requiring prior approval.

The location offers a secluded oceanfront escape while staying close to top attractions: Sugarloaf Beach is steps away, with unobstructed sunset views and Flagler Bridge views from the estate. The National Key Deer Refuge Visitor Center and Big Pine Key Flea Market are both just 4 minutes away, Key West Visitors Center is 6 minutes, Coupon Bight Aquatic Preserve is 9 minutes, and multiple Florida Keys beaches are within 15 minutes. Guests can enjoy snorkeling, boating, exploring wildlife refuges, and world-class dining, or head into Key West for nightlife and culture along Duval Street.

From romantic oceanfront getaways to elegant waterfront celebrations, this Florida Keys luxury estate offers a rare blend of privacy, space, and breathtaking scenery. Every sunrise, sunset, and ocean breeze becomes part of the experience. The property now accepts prime-season vacation stays and approved event bookings.

Please note, this is a no-pet property due to severe allergies. Service animals are permitted in accordance with Airbnb policy; however, guests should note the property is not allergen-free.

What's nearby
* Sugarloaf Beach - 0 min walk
* Most beautiful Sunset in the hemisphere ( private ) - you are there
* Flager Bridge can be seen from the property
* National Key Deer Refuge Visitor Center - 4 min drive
* Big Pine Key Flea Market - 4 min drive
* Key West Visitors Center - 6 min drive
* Coupon Bight Aquatic Preserve - 9 min drive
* Florida Keys Beaches - 15 min drive

Things to Know
Check-in time: 4:00 p.m.
Check-out time: 10:00 a.m.
All guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.
No smoking is permitted anywhere on the premises.
Absolutely do NOT open and leave open windows and doors!!!
Guests must travel by car to reach this home.
This property is managed by Seven Keys Vacations by Casago.
The vacation home is air-conditioned and features a kitchen and a balcony, and there's space to spread out with a dining area. Guests can expect to find free WiFi and a TV with a DVD player. Other standard amenities include a private pool, a washing machine, and a coffee maker.

Similar properties

Outdoor pool, open 8:00 AM to 8:00 PM, sun loungers
Sugarloaf Key Hotel at KOA Resort
Summerland Key
  • On private beach
  • Pool
  • Hot tub
  • Pet friendly
9.8 out of 10, Exceptional, 593 reviews
Sugarloaf Key Hotel at KOA Resort

Property amenities

Beach

  • On the beach

Pool/Spa

  • Heated pool
  • Massage
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Living room
  • Separate dining area

Entertainment

  • Books
  • DVD player
  • Stereo
  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Laundry

  • Laundromat nearby
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • In a rural location
  • In a village
  • Near a hospital
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Arcade/game room
  • Billiards/pool table
  • Foosball table
  • Golf
  • Heated pool
  • Kayak
  • Table tennis
  • Water sports equipment
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Water skiing nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Property located in a resort
  • Unit size: 4,006 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
Information provided by the property may be translated using automated translation tools

Pets

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

Events

No events allowed

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm 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
  • 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.
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
  • 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.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock.

Property is also known as

1056123

Frequently asked questions

What can I see close to this vacation home?

This vacation home is located in Summerland Key, just steps from Upper Sugarloaf Sound. You'll also find Upper Sugarloaf Key and Lower Sugarloaf Sound within a short drive.

Is parking available on site at Sublimely private luxury home with enveloping oceanfront views near Key West?

Yes, there is a garage.

Is there a spa at this vacation home?

Spa services at the vacation home include massages.

Is this vacation home adjacent to a casino?

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

Will I find an indoor pool at this vacation home?

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

Is Sublimely private luxury home with enveloping oceanfront views near Key West a good place to stay for couples?

There are many amenities for couples at this vacation home, including a private pool, a private pool in some house, as well as a beach.

Does Sublimely private luxury home with enveloping oceanfront views near Key West have a hot tub?

No, but this vacation home does have a heated pool.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay free of charge?

No, pets aren't allowed at this vacation home.

Does Sublimely private luxury home with enveloping oceanfront views near Key West have connecting rooms available?

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

Where is the closest airport to this vacation home?

The closest major airport to this vacation home is Key West Intl. Airport (EYW), which is 17.8 mi away (27 minutes by car).

Are there rooms with balconies that I can book at Sublimely private luxury home with enveloping oceanfront views near Key West?

Yes, every house at Sublimely private luxury home with enveloping oceanfront views near Key West comes with a balcony and some offer beach views.

Sublimely private luxury home with enveloping oceanfront views near Key West Reviews

Reviews

9.4

Exceptional

Rating 10 - Excellent. 35 out of 47 reviews
Rating 8 - Good. 8 out of 47 reviews
Rating 6 - Okay. 3 out of 47 reviews
Rating 4 - Poor. 1 out of 47 reviews
Rating 2 - Terrible. 0 out of 47 reviews

9.8/10

Cleanliness

Reviews

Verified

8/10 Good

Lisa C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home great location
Stayed 6 nights in Jan 2026
Verified

10/10 Excellent

Paul L.

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

Great getaway!

Super location very laid back and away from the hustle of the Keys
Stayed 4 nights in Jul 2021
Verified

10/10 Excellent

Rob M.

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

Awesome place!

Everything was perfect!
Stayed 10 nights in Mar 2023
Verified

4/10 Poor

Jeff S.

Liked: Cleanliness, communication, location
Disliked: Check-in, listing accuracy
The house and property were 1st rate in accordance with the price. Just like the photos. The local Vacasa rep Michael was very attentive and helpful. However, there were multiple aspects of the amenities and guest experience that were sub-par and unwarranted at any price that caused my poor overall rating for and made the booking not worth the price.
Stayed 7 nights in Dec 2025
Verified

10/10 Excellent

Jamie R.

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

Beautiful Place! Paradise!

This is the place to relax! Beautiful!!
Stayed 4 nights in Mar 2023
From a partner site

10/10 Excellent

Richard L.

Beautiful home, great location.

It feels like you`re on your own luxury island.
From a partner site

10/10 Excellent

Clifford M.

One of a kind Vacation Rental

We had a group of friends for a week at this property and didn’t even feel the need to go to Key West because of all the activities you can do!
From a partner site

10/10 Excellent

Joe W.

Great Time

The house was amazing. It is well furnished with an awesome pool and great views! Our family had a fantastic time.
Verified

10/10 Excellent

Todd E.

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

Exceeded every expectation.

Close enough to everything, and far enough for total privacy. Would definitely stay here again.
Stayed 5 nights in Aug 2022
From a partner site

10/10 Excellent

Kari M.

Beautiful and quiet

This house is beautiful for a quiet get away. The beach, pool, kayaks and outdoor space made our trip! Inside is gorgeous and spacious! This is great location to fabulous dining and fun, too. This trip is exceeded our expectations for our honeymoon!
From a partner site

10/10 Excellent

Lance V.

Vacation

The view and privacy of this home
From a partner site

10/10 Excellent

Trey G.

Great house for a large group.

This house is very secluded on an awesome property. Very nice clean.
Verified

10/10 Excellent

Ken G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We rented this property through Vacasa/VRBO for a family celebration with our three adult children and their partners. Our plans were to spend several days hanging out and catching up. For a party of eight, this home served us perfectly. This home is secluded on a beautifully landscaped parcel; just a 20-minute drive from Key West. The bottom level has been converted into a veranda with multiple seating and dining areas on travertine flooring that looks onto an infinity pool with a hot tub. Beyond the pool, there is a small sandy beach looking onto a sound that is perfect for kayaking, watching sunsets and stargazing. The home is large and well appointed with four bedrooms, each with its own ensuite, full bath and television The kitchen is large and modern. The garage has been converted into a game room and arcade. Surrounding the home is a covered open porch with multiple options for seating and gathering. We loved this house. It was clean, bright and open, and worked out perfectly for our family reunion. Overall rating 9.5/10.
Stayed 4 nights in Feb 2026
From a partner site

10/10 Excellent

Timm O.

Better in life than photos

Great location, beautiful scenery, private and well appointed. The photos on line do not render the place justice, it's much better in real life.
Verified

10/10 Excellent

Natalie B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay at this home. The property itself is absolutely stunning, with beautiful sunset views and a great layout that made it easy for everyone to spread out and relax. The pool was warm and inviting, and there was plenty of space for our group to enjoy both indoors and outdoors. The party room was fun for our teenagers and adults! One of the highlights was the location on the bay—the water is very shallow and incredibly calm, which made it perfect for relaxing and enjoying the surroundings. However, if you’re looking for ocean waves, you won’t get that here. The bedrooms were a pleasant surprise. Although there were no photos listed, they were all very spacious and each had its own en-suite bathroom, which added a lot of comfort and convenience for our group.There were just a couple of things to note. The upstairs bathrooms had low water pressure, which could be improved. Additionally, only four exterior cameras were disclosed in the listing; however, we counted seven cameras around the exterior of the home. Full and accurate disclosure of all cameras is important, and this discrepancy made us feel uncomfortable at times—especially traveling with teenage daughters.Overall, this is a beautiful home in a great setting, and we truly enjoyed our stay.
Stayed 8 nights in Mar 2026
From a partner site

10/10 Excellent

J F D.

Exactly what we were hoping for

The house, cleanliness, spaciousness, beautiful views, amenities, everything about the property was five stars.
Verified

10/10 Excellent

Lindsay G.

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

The most beautiful home rental I've ever been to

This property is truly magical. We spent every day lounging by the pool and kayaking. At night, we would fish from our own private beach. We saw dolphins, small sharks and other marine life. The house is immaculate and equipped with everything you need for a relaxing vacation. Don't hesitate.
Stayed 3 nights in Apr 2025
From a partner site

10/10 Excellent

GEORGE P.

Setting sun villa

house, view, pool, accessories, game room, quietness of the area,kitchen arrival package
Stayed 6 nights in Mar 2022
From a partner site

10/10 Excellent

Timm O.

Gorgeous Home

Well manicured, equipped, and very private. This was our second year of staying, & hope to rebook for next year if we can agree on price.
From a partner site

10/10 Excellent

Andrea A.

Amazing Vacation Spot!!

Everything!!! Literally!!
Stayed 4 nights in Mar 2024
From a partner site

10/10 Excellent

Martina ..

Host was very helpful and responsive, and the house very clean, beautiful and spacious.”

“The house was amazing! Very clean, wonderful space for all of us! Host company was very easy to work with and responsive to questions and issues. Would definitely use Host company and rent this home again.”
From a partner site

10/10 Excellent

Allen N.

Key West Quest

Absolutely beautiful home. Can't think of anything that is missing. Well thought through in regards to ensuring a incident free vacation.
Stayed 7 nights in Sep 2024
From a partner site

10/10 Excellent

Kelley C.

Incredible home!!!

Incredible view, loved the beach, pool was perfect, outdoor seating for days. Commercial appliances all very nice. Wish it had more bedrooms so it slept more people as it will entertain many more than 8.
Stayed 5 nights in Jun 2021
Verified

10/10 Excellent

Tomasz W.

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

Privacy

I really enjoyed the privacy , no busy neighborhoods, quiet and secluded location. House is very well designed and decorated. Private beach, and onsite pool makes this place a really special. Just a short drive to the Key West with it’s restaurant’s and busy bar's. We’ll definitively be back for the longer stay.
Stayed 4 nights in Jul 2022
Verified

10/10 Excellent

thomas n.

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

Your family will love it

This house is SICK! Pictures do not do it justice. Your friends and family will love it!
Stayed 15 nights in Jan 2022