Entire home

Sublimely private luxury home with enveloping oceanfront views near Key West

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A heated pool - Sublimely private luxury home with enveloping oceanfront views near Key West (Sugarloaf Key)
TV, DVD player, table football, ping pong - Sublimely private luxury home with enveloping oceanfront views near Key West (Sugarloaf Key)
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Property grounds - Sublimely private luxury home with enveloping oceanfront views near Key West (Sugarloaf Key)
Take advantage of golfing on-site, a garden and an arcade/games room at Sublimely private luxury home with enveloping oceanfront views near Key West. Treat yourself to a massage or other spa services. Stay connected with free in-room WiFi.

Reviews

9.4 out of 10
Exceptional

Entire home

372 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Add dates for prices

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.

Property amenities

Beach

  • On the beach

Pool/Spa

  • Heated pool
  • Massage
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Onsite parking options include a garage

Kitchen

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

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

  • Smoke-free property

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
  • Snorkelling 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

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 not allowed

Children and extra beds

Children are welcome
Note from host: Children allowed

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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
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

About the area

Located in Summerland Key, this holiday home is in a rural area and on the beach. Florida Keys Beaches and Coupon Bight Aquatic Preserve reflect the area's natural beauty and area attractions include Wilhelmina Harvey Park and Blue Hole. Travelling with kids? Consider Big Munson Island and Looe Key National Marine Sanctuary. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with ecotours and hiking/biking trails. Visit our Summerland Key travel guide
View more Holiday homes in Summerland Key
Map
Sugarloaf Key, FL

What's nearby

  • Beach and Pier at Sunset, Florida, USA
    Florida Keys Beaches
    14 min drive - 11.9 km
  • Smathers Beach
    Smathers Beach
    36 min drive - 38.6 km
  • Duval Street
    Duval Street
    38 min drive - 39.2 km
  • Southernmost Point
    Southernmost Point
    41 min drive - 39.5 km
  • Upper Sugarloaf Key
    3 min drive - 2.1 km

Getting around

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

Restaurants

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

Frequently asked questions

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

Yes, this property has a pool. Pool types include heated pools.

Is Sublimely private luxury home with enveloping oceanfront views near Key West pet-friendly?

No, pets are not allowed at this property.

How much is parking at Sublimely private luxury home with enveloping oceanfront views near Key West?

On-site parking is available at the property.

What time is check-in at Sublimely private luxury home with enveloping oceanfront views near Key West?

Check-in begins at 4:00 PM.

What time is check-out at Sublimely private luxury home with enveloping oceanfront views near Key West?

Checkout is at 10:00 AM.

Where is Sublimely private luxury home with enveloping oceanfront views near Key West located?

Nestled on the beach, this Summerland Key holiday home is within a 15-minute walk of Upper Sugarloaf Sound and Upper Sugarloaf Key. Lower Sugarloaf Sound and Venture Key are also within 6 miles (10 km).

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

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
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

Cleanliness

9.6

Location

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

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

Lance V.

Vacation

The view and privacy of this home
Verified

10/10 Excellent

Dawn H.

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

Candy to the Eye

Entering the Villa was pure ‘Candy to the Eye!’ All amenities were over the top. We absolutely loved the beach, kayaks and canoes. So much fun. The pool was fabulous. The outdoor furniture was so beachy, comfy and many fun seating arrangements. Enjoyed coffee on the balcony every morning. Views, views, views, just stunning. We would love to return to the Villa in the future and stay longer!
Stayed 5 nights in Jun 2024
From a partner site

6/10 Okay

Victor R.

Beautiful view, house needs work

Loved the view and remote setting. House needs quite a bit of work. Definitely not lived in or maintained. Many things didn't work like toilets, light switches, Jacuzzi. But the view / ambiance outside was stunning.
Stayed 5 nights in Feb 2024
From a partner site

10/10 Excellent

Tianna F.

Beautiful home

It is a beautiful home! We had such a great time using the pool, kayaks., fishing and game room. This home was perfect for adult couples. However, it is NOT one that I would ever bring children to, as there is something to possibly break around every corner. We were close enough to Key West that we went out there every day of our stay, and we were also close to several different restaurants on the same Key. Overall, I would stay here again. I would just come more prepared as there is no way to order food or grocery deliveries to the home.
From a partner site

8/10 Good

Vincent M.

An Absolute Gem

Like any vacation rental, we did have some minor issues. The grill didn't work, secondary master bath sinks had no hot water, the main driveway is a very long, single lane road that is full of some very big potholes and the no see ems are a major PIA. But you just cannot beat the natural beauty of the location, the house itself is full of modern day tech, top notch kitchen, a ton of diff. sitting areas, a huge pool, an awesome game room and an almost unbeatable view. If you're looking for peace and quiet; this is the place w/ no neighbors too close but you will hear the louder traffic from Rt. 1. Other than supply runs, I could never leave the property and be perfectly content. I would not hesitate to rent again and highly recommend this villa.
Verified

6/10 Okay

Kurt D.

Liked: Check-in, communication, location, listing accuracy

Great Property Lots of Video Cameras

Nice place, great views. Pool was supposed to be heated, heat pump was broke. Pool was dirty, was supposed to get cleaned on Tuesdays they said. Didn't get cleaned. No hot water to the kitchen sink. Young kid in charge of the property was responsive though. Lots of camera's. If you ever wanted to be on the reality show "Big Brother" this is the place for you. And they check them and call you if they see something they don't like. Kinda creepy but once you get past that its okay.
Stayed 4 nights in Apr 2024
From a partner site

8/10 Good

Bridgett S.

Unique, comfortable House

We rented the house for 6 nights. The house is beautiful and unique and spacious. The location is remote which we enjoy but you can be anywhere you need to be within 15 minutes. The house seems to be well taken care of. The extra items they mention, don't plan on being able to use. The fishing poles were all broken less one but there is no gear to go with it, not even hooks. The gas grill had no propane. The kayaks were breaking down and left upside. It took 30 minutes to drain and clean out all of the algae buildup due to the recent rains. There are a few other minor items I could be picky about but overall, I would rent here again.
Verified

8/10 Good

lindsey o.

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

Perfect resort for a group of friends or family

This house is stunning and very secluded. We were there four nights to celebrate a friends 40th birthday and it did not disappoint. Four adult couples and a baby and we each had our own room with bathrooms within. The sunset from the pool was unbelievable each night. We swam, used kayaks and floated in ocean. If you plan to walk into ocean from private beach I would recommend water shoes. We did not utilize the game room because we had perfect weather and spent the whole trip outside around pool/beach. The house was spotless and had all supplies we needed for cooking throughout our stay. We did need to purchase more dish soap, garbage bags and toilet paper. On arrival we had our few hiccups. Vacasa happened to be at property thank goodness. We were told no early check in with a baby and found it odd that all the water was off as the owner thought we were coming the day after. They had said no early check in as cleaners would be there but how was all the water off? We also had no A/C on top level for maybe two hours, not a bit deal just combined with water and a few plumbing issues (water resolved almost immediately and broken toilet/sink fixed next day) was a small let down for price of house. Friday morning around 8 am a woman appeared in the house to “check the fire extinguishers”. This was a surprise no one mentioned. nothing beats the location and views of this for us. It was perfect for the relaxing trip we needed and about 25 from key west for night out and airport.
Stayed 4 nights in Nov 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

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

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

Trey G.

Great house for a large group.

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

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.
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.
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.