The Hemingway - Beach Houses Key West

Top rated by guests
Hemingway Tiki Hut
Living area
Front View
Living area
KITCHEN
review stars
9.6Outstanding
(8 Ratings)
"Perfect location way off the path if you like seclusion."
Jonathan L.
Don't miss out! Price and availability may change
9.6 / 10
Outstanding(8 Ratings)

House in Sugarloaf Key, FL

6 guests · 3 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area

About this house rental

If you’re reading this, you’re already on the path to paradise! Thank you for considering us for your dream vacation—we can’t wait to host you.

We are pet friendly !!!

Off the beaten path you will find a unique location and a beach front bungalow with endless unobstructed views of the ocean from every bedroom. Featuring an open family area, full kitchen, deck and its own tiki, excellent for grilling, having a cold drink or just gazing at the ocean. Enjoy you day on the beach, dock or our coral inspired pool, with swim up tiki bar, waterslide and grotto.

The Hemingway is 1 of 5 secluded bungalows nestled in a 10 acre ocean / beach front paradise. This unique property has close to 1000’ of private sandy beach, 2 docks extending out 450’ from the shore, great for docking your boat, jet ski or enjoying the great fishing action right off our pier. At the heart of our resort is our featured amenity, our newly remodeled grotto style pool inspired by natural Coral coast such as you would find in South Florida. The pool area features 2 pools; a smaller chill pool with a cascading waterfall bench. Our larger pool has a water slide, a waterfall hidden grotto, a swim up bar and a hot tub for those days you need to relax after a great day out fishing. Amenity’s also include complimentary paddle boards, our fitness center, 8 bikes to cruise the island, 2 tiki huts on the beach great for grilling as you feel the ocean breeze, or just soaking it all in on a hammock.

Also a Great place for weddings, corporate retreats and family reunions (fees apply)

Other Amenities include :
Jet ski rental
Golf cart rental
In suite massage
Fishing charter tours
*fees apply

Our guests are our top priority, and we are dedicated to exceeding their expectations. Your host is available 24/7, 365 days a year, ready to assist with anything you need—from providing extra towels to recommending the perfect restaurant.

*The Florida Keys even though surrounded by water is not known for its beaches. Our unique property does have a natural setting beach, meaning that seaweed and debris from the ocean does make its way to our shoreline. Specifically in the hotter months, extreme amounts of seaweed will accumulate on our shoreline and beyond.

A vehicle is required to get around

***Self check in

*Upon check in, a refundable damage deposit will be collected*

****During Hotter Months, extreme amounts of seaweed mixed with debris from the ocean will accumulate on our beach and beyond (Please contact us if needed to get up the moment seaweed condition)

****Our property is located on what is considered to be a turtle nesting beach. We must follow environmental guidelines when trying to remove any type of seaweed that washes ashore.

****Its is strongly recommended to bring mosquito and no see um repellent (No-see-ums are tiny flying insects that are incredibly difficult to spot. Also known as biting midges, punkies, sand flies or biting gnats, these flying insects are small enough to fit through the mesh screens of windows and doors. They are also easy to overlook when they swarm around you or land on your skin.
No-see-um bites are painful and itchy.

**** Must be at least 30 years old to book.

**** We are committed to the conservation and protection of all our resources. We are constantly looking for ways to improve our efforts. Water is one of our most important life resources. You can protect and conserve this vital source by turning the faucet off while brushing your teeth or shaving, not using the toilet as a trash receptacle, being sure faucets are turned completely off, report leaky faucets and re using towels.

*In the event of a cancellation, guest will be refunded what is applicable per the cancellation guidelines minus the credit card transaction fee
**MUST BE AT LEAST 30 YEARS OF AGE TO BOOK THIS HOUSE**

**No day visitors allowed

** Max 6 guests allowed per booking

**Pets must be on a leash when outside. Pets are not allowed in the pool area.

** NO SMOKING

**NO FRYING FISH, TURKEYS OR ANYTHING ON THE DECK

**Quiet time 10:00PM - 7:00AM

**Protective footwear suggested while in the water

**Check out 10:00AM (Check out strictly enforced additional $50.00 will be charged for every hour up to four hours, after four hours a full day charge will be accessed)

**$250.00 fee per dog per stay, smaller non aggressive breeds only ( Failure to advice on pet in the house will cause an additional cleaning fee)

**All dirty dishes, pots, pans, cups, glasses, silverware must be left in the dishwasher

**All dirty towels to be left in a in a corner of the bathroom floor

**We ask all guest to please wipe their feet prior to entering the house in order to keep the sand to a minimum inside the house

**Leaving the house with excess trash and in a unsanitary condition would be subject to an additional cleaning fee of up to $300.00

We love our guests to enjoy our beach house. Please bear in mind that our property is situated on the Ocean and from time to time we get items and seaweed that wash a shore.

**Depending on the season and weather, seaweed could accumulate in our beach.

We are committed to the conservation and protection of all our resources. We are constantly looking for ways to improve our efforts. Water is one of our most important life resources. You can protect and conserve this vital source by turning the faucet off while brushing your teeth or shaving, not using the toilet as a trash receptacle, being sure faucets are turned completely off, report leaky faucets and re using towels.

Amenities

Non-smoking
Pets allowed
Family friendly

Map of Sugarloaf Key, FL


Ratings and reviews

9.6 / 10
Outstanding(8 Ratings)
8 / 10Excellent·Sep 2025
We had a fantastic stay in August! The location was perfect—right on the water, with kayaks available. The bedrooms were comfortable and all had great views. Our favorite place was the tiki for morning coffee and afternoon cocktails. It was the first vacation we had in a few years, and relaxation was fulfilled by the Hemingway House and Key West!We did spend some time figuring out the HVAC system. One thermostat seemed to be the main one while the second acted as a satellite.
10 / 10Outstanding·Apr 2025
Perfect location way off the path if you like seclusion.
10 / 10Outstanding·Dec 2024
Great place for our family of 5 A little off the beaten path which is exactly what we wanted Great host who answered all our questions promptly Sunrise and sunsets here were magnificent Great fishing off the dock as well
10 / 10Outstanding·Oct 2024
Secluded, quiet, beautiful property!! Has everything you'd need, from an amazing pool to private dock, bar by the pool, kayaks, hammock, bikes, laundry, gym... we had a blast and we are hoping to be back again!!

$$$$
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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at The Hemingway - Beach Houses Key West. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is The Hemingway - Beach Houses Key West pet friendly?

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at The Hemingway - Beach Houses Key West?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.


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