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Ocean Front Luxury Vacation Rental Near Key West

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On the beach
A heated pool
Exterior
Dining
Exterior

Reviews

9.4 out of 10
Exceptional

Entire home

4 bedrooms5 bathroomsSleeps 8372 sq m

Popular amenities

  • Hot Tub
  • Washer
  • Parking available
  • Pool
  • Barbecue grill
  • Outdoor Space

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Ocean Front Luxury Vacation Rental Near Key West

Luxury Villa of the Setting Sun

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'

Oceanfront Luxury Retreat Near Key West

Private Beach | Heated Saltwater Pool | Hot Tub | Sauna | Sleeps 8

Escape to your private oceanfront paradise, where luxury, serenity, and adventure await. Nestled along the Bayfront with stunning ocean views, this exclusive retreat offers a private beach, heated saltwater pool, hot tub, and sauna—the ultimate getaway for relaxation and rejuvenation.

🏝 A Dream Location

Enjoy the perfect blend of seclusion and accessibility, with breathtaking natural beauty and top attractions nearby:
•Great White Heron National Wildlife Refuge 🌿
•National Key Deer Refuge 🦌
•Blue Hole Observation Platform 🌊

For those craving history, culture, and adventure, vibrant Key West is just 18 miles away, offering:
🏠 Ernest Hemingway Home & Museum
⚓ Mel Fisher Maritime Museum
🌅 Mallory Square’s iconic sunsets
🛍 Charming shops & local dining experiences

🌊 Exclusive Outdoor Oasis
•Private sandy beach – Sink your toes in the sand and soak in the ocean views.
•Heated saltwater pool & hot tub – Relax and unwind in style.
•Private sauna – Melt away stress in your personal spa retreat.
•Paddleboards & kayaks – Explore the glistening waters at your own pace.
•Outdoor shower – Rinse off the day’s adventures under the open sky.
•Covered lanai & grill – Dine alfresco while taking in breathtaking Gulf views.

🏡 Inside Your Luxury Retreat

Step into a space designed for comfort, relaxation, and entertainment:
✔ Open-concept living spaces – Breathtaking ocean views with elegant décor.
✔ Gourmet kitchen – Wine fridge, oversized fridge, and spacious island.
✔ Expansive dining options – Indoor and outdoor seating for memorable meals.
✔ Game room – Your personal entertainment hub featuring:
🎮 Video game table
🎱 Pool table
🃏 Poker table
🏒 Air hockey table
🍸 Wet bar with seating
✔ Washer & dryer – For added convenience during your stay.

🛏 Rest & Recharge in Luxury – Sleeps 8
•Spacious bedrooms with en suites – Featuring soaking tubs, walk-in showers & bidets.
•Smart TVs in every room – Unwind with your favorite shows and movies.
•Private balconies (in select rooms) – Wake up to stunning Gulf and Bayfront views every morning.

🚨 Important Note: Allergy-Friendly Property

To ensure a safe and healthy environment, this home cannot accept animals of any kind, including service animals, due to the owner’s severe allergies. We appreciate your understanding and cooperation in maintaining the well-being of all guests.

🌊 Book your stay today and experience oceanfront luxury like never before! 🌊

Things to Know
Check-in time: 4:00 p.m.
Check-out time: 10:00 a.m.
All guests shall abide by Vacasa’s 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.

What's nearby
* Sugarloaf Beach - 0 min walk
* Most beautiful Sunset in the hemisphere ( private ) - you are there
* Flager Bridge is 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

Parking notes: There is free parking available for 10 vehicles.

Security camera details: Four external cameras are around the perimeter of the home.

Dock details:
2 days notification is required in order to heat the pool and pool spa. A fee of USD 32 per day must be paid prior to check-in to purchase pool and pool spa heat for your stay.


Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.

Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

Property manager

Vacasa of Florida

Languages

English, French, German, Italian, Spanish

Add dates for prices

Property amenities

Beach

  • On the beach

Pool/Spa

  • Heated pool
  • Hot tub
  • Massage
  • Private pool
  • Sauna

Internet

  • Available in the house: Internet access

Parking and transportation

  • Car required
  • Onsite parking options include a garage

Kitchen

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

Dining

  • Wet bar

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 4.5 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Living room
  • Separate dining area

Entertainment

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

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Laundry

  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property
  • Note from host: Smoking is not permitted anywhere on the premises.

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

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

Things to do

  • Arcade/game room
  • Billiards/pool table
  • Foosball table
  • Heated pool
  • Kayak
  • Table tennis
  • Water sports equipment
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing 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

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LIST_ALT

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

Pets not allowed

Children and extra beds

Children are welcome
MONETIZATION_ON

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 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

We should mention

A car is required for transportation to and from this property

Property is also known as

51318

About the neighborhood

Map
Sugarloaf Key, FL

What's nearby

  • Upper Sugarloaf Sound - 1 min walk - 0.0 km
  • Upper Sugarloaf Key - 15 min walk - 1.3 km
  • Lower Sugarloaf Sound - 9 min drive - 7.1 km
  • Florida Keys Beaches - 16 min drive - 11.3 km
  • Sugarloaf Beach - 17 min drive - 12.2 km

Getting around

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

Restaurants

  • ‪Mangrove Mama's - ‬4 min drive
  • ‪Baby's Coffee - ‬10 min drive
  • ‪The Square Grouper Bar & Grill - ‬8 min drive
  • ‪Galley Grill - ‬11 min drive
  • ‪My New Joint - ‬8 min drive

Frequently asked questions

Does Ocean Front Luxury Vacation Rental Near Key West have a pool?

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

Is Ocean Front Luxury Vacation Rental Near Key West pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Ocean Front Luxury Vacation Rental Near Key West?

Check-in begins at 4:00 PM.

What time is check-out at Ocean Front Luxury Vacation Rental Near Key West?

Check-out is at 10:00 AM.

Where is Ocean Front Luxury Vacation Rental Near Key West located?

Nestled on the beach, this Summerland Key vacation 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 mi (10 km).

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Ocean Front Luxury Vacation Rental Near Key West Reviews

Reviews

9.4

Exceptional

Rating 10 - Excellent. 30 out of 40 reviews
Rating 8 - Good. 7 out of 40 reviews
Rating 6 - Okay. 3 out of 40 reviews
Rating 4 - Poor. 0 out of 40 reviews
Rating 2 - Terrible. 0 out of 40 reviews

9.8/10

Cleanliness

Reviews

10/10 Excellent

Rob M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome place!
Everything was perfect!
Stayed 10 nights in Mar 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Andrea A.

Amazing Vacation Spot!!
Everything!!! Literally!!
Stayed 4 nights in Mar 2024

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
This review comes from a trusted partner site and has not been verified.

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.
This review comes from a trusted partner site and has not been verified.

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.
This review comes from a trusted partner site and has not been verified.

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

8/10 Good

Dawn H., Madison, Alabama

Liked: Cleanliness, check-in, communication, listing accuracy
Paradise
Pictures are 100% accurate!!! Only problem with this home is the road it’s on, when it rains it floods, and the 2 main level bedrooms would not cool like the rest of the house. Had to place a fan in the doorway of one room to cool it down.other than that had a great time
Stayed 8 nights in May 2023

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

8/10 Good

ANA V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice house, listing not accurate
The house is nice, although is surrounded by swampy area, it’s the only house on the water for miles, I’m assuming is hard to build in this type of land. The listing doesn’t show the aerial pictures, you get the address 2 days before your stay. Also, the house only provides coffee and soap; dish, hand and laundry soap, and not enough for 4 people staying for 5 days. The paper towel and toilet paper were very low quality, didn’t expect it for the type of house we rented. They didn’t provide any spices, not even salt and pepper, be prepare to go to the store and buy everything. The game room is very nice, and they also have pool toys for the kids. They have cameras outside, which we didn’t think it was appropriate. Overall we had a good time, but it didn’t meet our expectations.
Stayed 5 nights in Jun 2023

6/10 Okay

hollee h.

Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication
Beautiful home but..
The home is beautiful! It’s an amazing escape. However the pool heat did not work and vacasa the company that the property is managed by is absolutely horrible horrible horrible!!!! Gary Fields is this homes property manager and I spent my first 3 days of my vacation talking to vacasa reps and agents far more than I did enjoying my vacation allll while being given the runaround about how the pool would be fixed. It never was fixed and Gary actually ended up completely ignoring us altogether.the pool is one massive feature of this home so to not be able to enjoy it was heartbreaking!! I have never in my life had such a horrible experience with a property management company. They had zero regard for us given they’d already gotten our money for our stay. A home valued over several millions of dollars and they didn’t care at all to have the heat worked on or even looked at by anyone. We will never ever rent a place managed by vacasa ever again. No matter how nice the place is- they suck as a company when it comes to helping paying customers in need.
Stayed 5 nights in Mar 2024

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Lance V.

Vacation
The view and privacy of this home
This review comes from a trusted partner site and has not been verified.

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

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
This review comes from a trusted partner site and has not been verified.

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.
This review comes from a trusted partner site and has not been verified.

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!
This review comes from a trusted partner site and has not been verified.

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.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Heather W.

Your own private resort!
This home was amazing! We felt like we were at a private resort. There are pool floaters, fishing poles, snorkel gear, and kayaks there waiting for you. We had a couple of activities scheduled, but ended up cancelling some because our kids didn’t even want to leave the house.
Stayed 4 nights in Sep 2022

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

8/10 Good

Katherine O.

Liked: Cleanliness, check-in, location, listing accuracy
Gorgeous home, stunning views. Home was very clean and great pool.
We had a great time, house was lovely. Only thing keeping it from a 5 is the fact that while on the ocean, you really can’t swim in the ocean as it’s too shallow. We couldn’t get the Bluetooth speakers by the pool to work. House is very remote but there are a few restaurants nearby which are great. We drove to key west for dinner a number of times, easy 20 minute drive.
Stayed 10 nights in Jul 2022

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

8/10 Good

Verified traveler

Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication
Beautiful Property- needs a little maintenance
We really enjoyed the location and views of this gorgeous property. The layout and amenities that it has to offer are second to none. Only reason for a little lower review, is the maintenance of the property…. Several loose tiles in the showers and warped / damaged baseboards in restrooms. Also the outdated / not working grill. Given the cost per night/ week, these items really need to be addressed.
Stayed 5 nights in Jun 2022
This review comes from a trusted partner site and has not been verified.

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.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

evaldas d.

Fantastic House
Really nice house pool, lanai the view was spectacular Very clean 10, how shows in picture thats how good it is even better. I can give 10 stars if I could. VACASA always the best
This review comes from a trusted partner site and has not been verified.

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