Entire home

Waterfront 4 Bed 4 Bath Home in Key Cove Landings

Waterfront holiday home with kitchen and balcony

Photo gallery for Waterfront 4 Bed 4 Bath Home in Key Cove Landings

Outdoor dining
Dining
Fridge, microwave, oven, stovetop
Outdoor dining
TV
Nestled in the private community of Key Cove Landings, Sailor's Son offers a tranquil retreat with expansive water views and beautifully appointed outdoor spaces. Unwind in the covered lanai and pool area, complete with a heavenly pool surrounded by tropical greenery. With plenty of off-street parking, gourmet appliances in the chef’s kitchen, flat-screen TVs throughout, high-speed internet access and full cable included.

Reviews

9.8 out of 10
Exceptional

Entire home

4 bedrooms4 bathroomsSleeps 8

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Kitchen
  • Barbecue grill

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.

Waterfront 4 Bed 4 Bath Home in Key Cove Landings

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.

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).

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
  • Living room

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)

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 31

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

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

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

About the area

Map
Key West, FL

What's nearby

  • Smathers Beach - 4 min drive - 1.8 km
  • Duval Street - 6 min drive - 3.3 km
  • Southernmost Point - 7 min drive - 3.7 km
  • South Beach - 7 min drive - 3.7 km
  • Mallory Square - 8 min drive - 4.3 km

Getting around

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

Restaurants

  • ‪Starbucks - ‬9 min walk
  • ‪Circle K - ‬6 min walk
  • ‪Goldman's Deli - ‬5 min walk
  • ‪Denny's - ‬5 min walk
  • ‪Sonic Drive-In - ‬12 min walk

Frequently asked questions

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

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

Is Waterfront 4 Bed 4 Bath Home in Key Cove Landings pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Waterfront 4 Bed 4 Bath Home in Key Cove Landings?

Check-in begins at 4:00 PM.

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

Checkout is at 10:00 AM.

Where is Waterfront 4 Bed 4 Bath Home in Key Cove Landings located?

Located in Northside Resort, this holiday home is 0.7 mi (1.1 km) from Regal Key West and within 3 miles (5 km) of Duval Street and Southernmost Point. Mallory Square is 2.8 mi (4.5 km) away.

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Waterfront 4 Bed 4 Bath Home in Key Cove Landings Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 62 out of 70 reviews
Rating 8 - Good. 6 out of 70 reviews
Rating 6 - Okay. 0 out of 70 reviews
Rating 4 - Poor. 2 out of 70 reviews
Rating 2 - Terrible. 0 out of 70 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

10/10 Excellent

Tracie S.

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

10/10 Excellent

Karen A.

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

10/10 Excellent

Miranda K.

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

10/10 Excellent

Shawn O.

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

July 24 - 3 night stay - awesome

The house was perfect for our family of 8. Very nice view of the water, private pool, grill, kitchen and living space was great. Nice location to downtown and sunset view from the water dock just down the path. We will be back! Thank you
Stayed 3 nights in Jul 2024

10/10 Excellent

Katharine P.

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

Paradise

Our stay was incredible. Truly paradise. The home is tucked away along the water surrounded by beautiful tropical trees. The private pool was such a helpful addition as we spent many afternoons there. The home was in pristine condition and accommodated our large family easily. Breakfast and shopping options were in walking distance along with jet ski rentals. We used ride share apps to get the downtown area and they were quick and affordable. I cannot recommend this property enough.
Stayed 4 nights in May 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Melissa T.

Sailor Sun

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: The house was lovely. The 2nd floor could use a dehumidifier to help with the AC.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Sara B.

Beautiful house

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 clean and well maintained. The pool was a great plus with the beautiful backdrop of the Gulf. It was spacious and perfect for 2 families of 4 (8 people total). It was a short drive to anywhere we wanted to go on the island and the grocery store was right across the street. Any questions we had were answered immediately by the management company. I would definitely stay here again and recommend it to anyone.

8/10 Good

Whitney M.

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

Private, Quiet Scenic location with minor drawbacks

This home is beautiful and we loved the quiet, private location. The outdoor living space was fantastic! There were only a few drawbacks --the lack of amenities being the first. We stayed for a full week and there was one roll of paper towels, TWO dryer sheets?!, etc. For the price we paid, the provisions seemed almost stingy. Also, the listing stated that the twin beds could be made into a King, but they were regular twins and not twin XL's, so the makeshift "King" was super short (for my 6'8" brother and his 6' wife). BUT, overall our stay was lovely and the property met all of our other needs. The layout and pool were fantastic!
Stayed 6 nights in Jan 2023

10/10 Excellent

Regan D.

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

5 Stars isn’t enough

This is an annual girls trip of four women. It is the first time we have used Key West Vacation Homes. We will definitely be using them every year in the future. The house was exactly as described and extremely clean. The individuals at Key West Vacation Homes could not have been more accommodating. I shipped two boxes beforehand and they had them waiting inside the house on our arrival. They helped us secure dinner reservations at Latitudes. They gave us recommendations on and helped us book several activities. They recommended a massage therapist that came to the house and gave us a massage on the back deck which was superb! I cannot recommend this agency enough. The only negative thing I can say, which really was not a huge deal but just an inconvenience, is the parking is extremely tight if you have a bigger vehicle. I have a Suburban which was very hard to get in and out of the driveway. Luckily, for us, the agency had helped us rent a golf cart. So we only had to get the vehicle out upon departure.
Stayed 7 nights in Nov 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Samantha S.

Key Cove is our favorite place to stay!

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 had a great stay at Sailor’s Son. Plenty of space for our large family, loved having 4 bathrooms. We used the kitchen at least twice a day and it’s so helpful to have a grill as well. We swam in the pool every evening and really appreciated the beach towels. Our stay went so perfectly, we never had to reach out to management once. This is the perfect place to stay for a large group.
This review comes from a trusted partner site and has not been verified.

8/10 Good

Leah S.

Sunset Extravaganza!

Rating Details: The property manager was more than helpful. The vacation rental was very clean. 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: The home was beautiful and comfortable. The views were amazing! The home came with all the amenities you needed. We loved it! We did have an Interior Designer and Builder in our group who noticed some things that needed attention. I’ll send those to you in email if you would like. Just let me know. Not to take away from our experience but if it were my place, I would want to know.

10/10 Excellent

Julia M.

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

10/10 Excellent

Scott M.

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

Sailors Son

Everything was nicely done, there could be a few more kitchen items, casserole dish, cheese grater, larger cutting board.
Stayed 3 nights in Mar 2025

10/10 Excellent

Susan Z.

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

Sailor's Son

Beautiful property, clean. Good communication with host.
Stayed 5 nights in Jan 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Nick O.

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

10/10 Excellent

Nick O.

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

10/10 Excellent

Mark J.

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

50th birthday celebration

Amazing property,location and overall excellent experience!
Stayed 5 nights in Oct 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

George-Beverly Y.

Top Notch

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: Top Notch house and management company. We spotted few maintenance items. The office sent a maintenance employee right away to fix the issues. Only one problem:The last step of the stairs blend in with the landing. 2 guest thought the last step was the landing. Both slipped and nearly fell.

10/10 Excellent

jeff p.

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

10/10 Excellent

Carol A.

Beautiful Property! Would highly recommend.

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 second time staying at Sailor's Son and we plan on always staying here. The home was clean, very well maintained, and in a perfect location for us.

10/10 Excellent

Tina L.

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

8/10 Good

GLENDA B.

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

Family birthday trip

Loved the house, great location nice and quiet and management company was easy to work with. The main complaint I have is the bedroom carpets were dirty. We also had a broken lock on one of the sliding doors but we reported that so hopefully it has been fixed.
Stayed 6 nights in Mar 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jacqueline C.

Perfect spot- Amazing 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: We really enjoyed this house! 6 of us stayed here very comfortably. The house is spacious and has plenty of room. The heated pool was amazing! Even has a fridge and freezer down beside it. Great spot, view and easy to get around key west.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Scott I., International Falls, MN

Great home away from home for a dive trip

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: Some friends and I had a very enjoyable stay while we were diving in Key West. The house is clean and well maintained. If you're a cook, make sure you pick up spices, oil, etc. as there were zero leftovers from prior guests, just FYI. Plenty of utensils and such. We would definitely stay again. Having use of the garages is a great amenity.
Stayed 5 nights in Jan 2024

10/10 Excellent

Liz P.

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