Entire home

Sailor's Son- ALL FEES INCLUDED

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A covered outdoor area with a glass table and wicker chairs, overlooking a body of water and greenery.
A modern kitchen with granite countertops, a built-in stove, and a dining area with a table and chairs.
A spacious kitchen with white cabinetry, a granite countertop, stainless steel appliances, and a bar area with white bar stools.
A spacious living room with a gray sectional sofa, a coffee table, and a view of the kitchen and balcony.
A poolside area with a pool, outdoor seating, and a covered patio with a railing.

Reviews

9.8 out of 10
Exceptional

Entire home

4 bedrooms4 bathroomsSleeps 8223 sq m

Popular amenities

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

Explore the area

View map
Key West, FL
  • Place, Key West Naval Station
    ‪3 min walk‬
  • Place, Regal Key West
    ‪14 min walk‬
  • Place, Florida Keys Beaches
    ‪6 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪9 min drive‬

Room options

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About the area

Key West

At this holiday home you'll be 2.8 km (1.7 mi) from Florida Keys Beaches and 3.7 km (2.3 mi) from Duval Street. Highlights at this holiday home include a kitchen, a washer/dryer and free WiFi. .Home features 4 bathrooms, a balcony and a private garden. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. In-room jetted baths, a TV and a coffee/tea maker are also available. Housekeeping is available on request. .With a stay at this Northside Resort holiday home, you'll be 4 km (2.5 mi) from Southernmost Point and 4.6 km (2.8 mi) from Mallory Square.

What's nearby

  • Key West Naval Station - 3 min walk - 0.3 km
  • Regal Key West - 14 min walk - 1.2 km
  • Bayview Park - 5 min drive - 2.4 km
  • Florida Keys Beaches - 6 min drive - 2.5 km
  • Duval Street - 9 min drive - 3.7 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 9 min drive

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪Denny's - ‬7 min walk
  • ‪Circle K - ‬2 min drive
  • ‪Starbucks - ‬10 min walk
  • ‪Taco Bell - ‬12 min walk

About this property

Entire place

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

Sailor's Son- ALL FEES INCLUDED

RATES: we have 3 night (not always available) and 4 night rates available. We also have a 7 night and 21+ night discounted rate (automatically provided with dates).

Luxurious furnishings and spacious interiors centered around the expansive water views perfectly compliment the beautiful outdoor spaces. Slow down, relax and prepare for life the way it should be at Sailor's Son. This home is located in the private community of Key Cove Landings, on an exclusive lane of waterfront residential homes. The perks of this little-known location are many: walking distance to the essentials such a Publix grocery store and the largest shopping center on the island, while still being tucked away in your own quiet neighborhood. This home includes plenty of off-street parking in the private garages, as well as on private driveways leading to the house.

UNIQUE FEATURES:
2 EnSuite bedrooms, both facing the water with porch access.
4 Full Baths.

This home’s highlight is the wall of floor-to-ceiling windows facing the water to provide the optimal view from every part of the house. The large open plan living room has a spacious seating area with a couch around a large HD flat screen Smart TV. There is a dining table with seating for up to 8 diners, with additional seating for 6 at the kitchen bar.
The master bedroom has a King sized bed, a large flat-screen HD TV, and an en-suite bathroom complete with a glass shower, large Jacuzzi tub and separate room for the facilities. The master bedroom also has a wall of floor-to-ceiling glass doors opening out to your waterfront balcony. The second bedroom has a King sized bed, a flat-screen HD TV, large walk-in closet, and a glass sliding door with access to the waterfront balcony. The third bedroom is also on the 2nd floor with twin beds, flat screen TV, and also with balcony access. On the main floor there is a fourth bedroom with twins bed. There is a full bath down the hall for convenience.
Out back is one of the highlights of this home: the covered lanai and pool area. The covered outdoor dining area comfortably seats six for a poolside meal. The pool is heavenly, with views of the open water and visiting heron on the tropical greenery that surrounds the back yard. There is also a pool lounge area with comfortable chaises in a piece of deck that gets equal sunshine and shade.
AMENITIES: Washer & Dryer, Central Heat and A/C, Ceiling Fans, Off-Street Parking in Garage & on Driveway, Flat Screen State-of-the Art Smart HD TVs in all bedrooms and main living area, Fully Equipped Chef’s Kitchen with Gourmet Appliances, Private Heated Pool, Large BBQ Grill, Linens and Towels provided. Interim housekeeping provided upon request. Wireless high-speed Internet access and full cable is included. This property will accommodate 8 adults.

Dockage is not available at this home's development.

Similar properties

Property amenities

Pool/Spa

  • Heated 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
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 4 private bathrooms
  • Bathtub
  • Bathtub or shower
  • Bidet
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Yard

Laundry

  • Laundry facilities
  • Washer/dryer

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Housekeeping on request
  • Iron/ironing board
  • Phone

Location highlights

  • Near a hospital
  • Near the bay
  • Near the ocean
  • On the waterfront

Things to do

  • Heated pool
  • Fishing nearby
  • Jet skiing nearby
  • Snorkelling nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Housekeeping (on request)
  • Unit size: 2,400 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available

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

  • No pets allowed

Children and extra beds

  • Children are welcome.

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 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
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. On-site parties or group events are strictly prohibited.

Property is also known as

Waterfront 4 Bedroom 4 Bath
Waterfront 4 Bedroom 4 Bath Home Key West
Waterfront 4 Bedroom 4 Bath Home With Optional Dock
Waterfront 4 Bedroom 4 bath home with optional dock*
Waterfront 4 Bedroom 4 Bath Home Private vacation home
Waterfront 4 Bedroom 4 Bath Home Private vacation home Key West
2328-149865

Frequently asked questions

Are there any beaches close to Waterfront 4 Bed 4 Bath Home in Key Cove Landings?

The closest beach to Waterfront 4 Bed 4 Bath Home in Key Cove Landings is Florida Keys Beaches (22.5 km).

Does Waterfront 4 Bed 4 Bath Home in Key Cove Landings have a pool?

Waterfront 4 Bed 4 Bath Home in Key Cove Landings has a heated pool and a pool.

What luxury perks are available at Waterfront 4 Bed 4 Bath Home in Key Cove Landings?

This property features a heated pool, as well as a jetted bath and a private yard.

Is there a private hot tub at Waterfront 4 Bed 4 Bath Home in Key Cove Landings?

No, but there is Jetted Baths.

Is there a free airport shuttle available at Waterfront 4 Bed 4 Bath Home in Key Cove Landings?

No, Waterfront 4 Bed 4 Bath Home in Key Cove Landings does not offer an airport shuttle service.

What time are check-in & check-out at Waterfront 4 Bed 4 Bath Home in Key Cove Landings?

Check-in begins at 4:00 PM. Check-out time is 10:00 AM.

Are pets allowed at Waterfront 4 Bed 4 Bath Home in Key Cove Landings?

No, pets are not allowed.

Waterfront 4 Bed 4 Bath Home in Key Cove Landings Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 78 out of 87 reviews
Rating 8 - Good. 7 out of 87 reviews
Rating 6 - Okay. 0 out of 87 reviews
Rating 4 - Poor. 2 out of 87 reviews
Rating 2 - Terrible. 0 out of 87 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful vacation! We will be back! Great location! Wonderful House and memories made!
Stayed 7 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was one of the prettiest houses at which we have ever stayed. The location was wonderful, the view from the porch, the pool, and the perfect open kitchen and living area. We absolutely loved it.
Stayed 6 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The place was lovely clean and in a safe place. Communication was excellent. Beautiful setting. Beautiful condo
Stayed 5 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The management was very accommodating to our needs. Very responsive! And the house was amazing. Clean and well appointed. Beautiful location. Hope to return.
Stayed 7 nights in Feb 2026
Verified review

10/10 Excellent

Great for our big group and conve
Stayed 3 nights in Feb 2026
From a partner site

10/10 Excellent

Key west home

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great place and clean
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was perfect. Greta location, communication with rental company, well stocked. Would go back immediately!
Stayed 5 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Sailor’s Son was an awesome house. Our family throughly enjoyed our stay. The house was spacious, extremely clean and the kitchen was well equipped. It was also close to restaurants and everything else we wanted to do. We enjoyed the pool and the view was beautiful. Also, we had an unexpected family death and the owners showed us unbelievable kindness by allowing us to change our dates. We are grateful and appreciative of the support and understanding that they extended to us. We will definitely stay at this house again on our next visit to Key West. Highly recommend!!
Stayed 5 nights in May 2026
From a partner site

8/10 Good

Family in KW

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great location. Easy access to old town KW, charter docks, and shopping for basics. Got to have good knees, lots of stairs.
Verified review

10/10 Excellent

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

Great for a family reunion

Quiet neighborhood and a great house.
Stayed 4 nights in Mar 2025
From a partner site

10/10 Excellent

Sailors Son, Key West

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The house was great, location was great.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic stay. Everything was great! Couldn’t have asked for a better host. Will definitely be staying with them again, and recommending to all our friends.Thank you!!!
Stayed 3 nights in Nov 2025
Verified review

10/10 Excellent

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

Great stay!

Very easy check in and out with easy communication! The house was just as listed, great space, beautiful views and refreshing pool. Very easy 10 min drive into downtown Key West and lots of shopping within talking distance.
Stayed 3 nights in Jun 2025
Verified review

10/10 Excellent

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

Beautiful time in Key West

A beautiful house with a great view and setting to enjoy Key West!!
Stayed 4 nights in Feb 2023
Verified review

10/10 Excellent

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

Great time!

Nice property! We loved the location , cleanliness and stocked kitchen!
Stayed 3 nights in Jan 2023
Verified review

10/10 Excellent

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

Perfect home for our family

This beautiful property was the perfect place for a family respite. The views are outstanding and the home was spotless. Thank you for a great vacation home.
Stayed 4 nights in Apr 2023
Verified review

10/10 Excellent

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

50th birthday celebration

Amazing property,location and overall excellent experience!
Stayed 5 nights in Oct 2024
Verified review

10/10 Excellent

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

Great place to stay in the Keys

This was a great place to stay in the Keys. Off the busy Duval St but only a quick ride on the golf cart. Beautiful home with a great view of the water. We'll be looking to rebook in April for another visist.
Stayed 3 nights in Aug 2024
From a partner site

10/10 Excellent

Great place. Beautiful and spacious

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This is a spacious and well appointed space. Great common area, nice view.
From a partner site

10/10 Excellent

2nd time we've stayed here!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This is our favorite mansion to stay in! We've stayed in this home twice now and rented with this same company 5 years in a row. They take wonderful care of us, the home's are always clean and the communication is wonderful! Very easy to work with, the bedrooms are spacious, pool is lovely. We always do a home cooked grilled meal as well on the bbq. There's laundry in the home also so its easy to pack less. We'll be back next year!
Verified review

10/10 Excellent

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

Sailor's Son

Beautiful property, clean. Good communication with host.
Stayed 5 nights in Jan 2025
Verified review

10/10 Excellent

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

Wonderful family trip

We had a large group of 8 people. House was perfect to meet our needs. My daughter loved the pool- weather was cold in December, but she went in anyway. Beautiful house and we had a blast in key west.
Stayed 5 nights in Dec 2023
From a partner site

10/10 Excellent

Perfect place to stay we loved it!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We have been renting the same house or the house next-door over the last few years and it’s very accommodating and works perfect for our needs when we come in town every year
Verified review

10/10 Excellent

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

Awesome trip!

We had such an amazing trip!!!! The house is beautiful and very clean. Well stocked with clean towels. The pool is so refreshing. It made it very difficult to leave. We would recommend and can’t wait to come back!!!
Stayed 3 nights in Jun 2023
Verified review

10/10 Excellent

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

Serene and spacious

We had a wonderful stay in Sailor's Son. It's roomy, well appointed, close enough to downtown Key West, but far enough away that you have a good sleep. The decks overlooking the water are wonderful. Management was totally efficient and very responsive. Everyone was very happy!
Stayed 7 nights in Mar 2024