South St. Cottage

2 Bedrooms 2 Bathrooms Sleeps 4 Key West 1000 sq. ft. Pet Friendly

South Street Cottage is a sunny two bedroom, two bathroom with a large open kitchen, skylights and plenty of french doors for the ultimate indoor/outdoor living experience. The master bedroom suite opens to a private patio space with 6-person hottub!

Main Bedroom

1 King

Bedroom 2

1 King

28 DAY MINIMUM RENTAL

This bright and sunny cottage is situated on a quiet residential street. Guests can walk to the nearby beaches, White Street shops, and enjoy the sunny pool, hot tub and patio space.

A large open kitchen, skylights, light tile floors and french doors leading from the living room & both the bedrooms to the pool area create a real indoor/outdoor living experience. The living room is spacious & comfortable with bright tropical colors with a small lounging corner where you can relax in the overstuffed chaise, read a good book, take a nap, all while gazing out to the pool and patio. Several new upgrades have been added by the owners including a new ductless air conditioner to cool or heat the living area.

The master bedroom sits to the rear of the property with french doors to a private patio space complete with the new 6-person hot tub. It's your own outdoor spa! The second bedroom is on the front of the house adjacent to the living room with French doors leading out to the pool. Bedding: 2 kings, 1 sleeper sofa.

Attractions

  • Marina
  • Museums

Essentials

  • Air Conditioning
  • Cable
  • Bed Linens
  • Towels
  • Wifi
  • Hot Water
  • Dryer
  • Essentials
  • Living Room
  • Hair Dryer
  • Iron & Ironing Board
  • Kitchen
  • Washer
  • Wireless Internet
  • Free wifi
  • Wifi speed 25mbps

Accomodations

  • Breakfast: Not Available
  • Cleaning: Optional

Kitchen

  • Coffee Maker - Drip
  • Dishes & Silverware
  • Microwave
  • Refrigerator
  • Toaster
  • Stove

Home Safety

  • Fire Extinguisher
  • Smoke Detector

Leisure

  • Bird Watching
  • Boating
  • Eco Tourism
  • Shopping

Local

  • Fitness Center
  • Hospital
  • Laundromat

Sports

  • Cycling
  • DeepSea Fishing
  • Fishing
  • Fishing - Bay
  • Jet Skiing
  • Para-sailing
  • Pier Fishing
  • Racquetball
  • Sailing
  • Snorkeling
  • Swimming

Car

  • Not Necessary

Entertainment

  • Stereo
  • Television

Outdoor

  • Patio or Balcony
  • Grill

Facility

  • Pool
  • Street Parking

Location

  • Near Ocean
  • Midtown Beaches

Pool

  • Heated Pool
  • Private Pool
LEAVE A REVIEW
December 1, 2022 - Track Survey

by Brad Hoyt

We loved the cottage but would love it if they had a few more things: a better vacuum, cleaning supplies and a mop/bucket instead of just a swiffer and maybe a small battery pack blower for outside since the trees in the back made a big mess and the landscapers only came 2x. Other than those suggestions we loved everything about the place and hope to come back again!

Thank you for your Five Star review of South Street Cottage Key West.  We appreciate your feedback and suggestions and we hope to welcome you back again soon!

May 1, 2022 - Website

Fantastic!

by Bruce D.
South St Cottage was one of our best rentals ever, and we rent a lot! It was by far the best-stocked home as far as kitchenware, supplies, etc. They thought of EVERYTHING, and it was all very nice quality, not just cheap "rental" items. We were so impressed. The pool is wonderful, the beds were comfortable, plenty of space for parking, a great location...everything we needed. And a fabulous new waterfall rain shower in the primary bath! Extensive artwork collection, too. Again, very nice things as if it were the owner's home and not just a rental. The only cons were that the floors were rather dirty upon arrival, almost as if the cleaning crew had missed them somehow. Also, the deck by the pool had several sections that are a little rotted out and for children or elderly folks could pose a hazard to walk on. We noted the owners have a building permit posted out front where it appears they intend to repair the decking. We discovered, entirely by chance, a drawer at one end of the kitchen/dining table that has a cornucopia of pamphlets, coupons, and other great info about Key West attractions and restaurants—renters should be notified about this treasure so they can benefit from all the good info. So, all in all, would absolutely recommend this cottage to anyone wanting a great, quiet, and well-located stay in KW!Manager's ResponseThank you for your review. We are so glad that you enjoyed the cottage and its location. We greatly appreciate your feedback and have addressed those issues you mentioned. Thanks again for your review and recommending South Street Cottage to anyone wanting a great, quiet and well-located stay in Key West!
Thank you for your review. We are so glad that you enjoyed the cottage and its location. We greatly appreciate your feedback and have addressed those issues you mentioned. Thanks again for your review and recommending South Street Cottage to anyone wanting a great, quiet and well-located stay in Key West!
July 1, 2021 - Website

South Street Cottage Monthly Stay

by Recent Guest
The South Street Cottage was in an ideal location. We had ideal room for both of us to work remotely. The Cottage is furnished with everything we needed for our month long stay.
June 1, 2021 - Website

Perfect Private Oasis

by Audrey W.
We thoroughly enjoyed our stay in this home! It’s located in a quiet, well-kept neighborhood with easy parking out front and quick biking access to everything. The home was larger than we expected, was well stocked, and very clean. Even if you never leave the front yard tropical pool oasis, you will not regret this stay. Most definitely would not hesitate to stay again!
May 1, 2021 - Website

Enjoyable

by Recent Guest
Charming home in a quiet neighborhood- worth the visit. Thanks Shad and Jann for everything
January 1, 2019 - Website

January in Paradise

by Jim S.
We really enjoyed our stay at South Street Cottage. It was in a quiet neighborhood, but close enough to walk or bike to the beach and wonderful restaurants.
October 1, 2018 - Website

South st cottage

by Sherri W.
We had an absolutely wonderful time! We loved it here and being secluded once inside the gates was wonderful! We have already saved this rental for next year!
October 1, 2018 - Website

Home Sweet Home

by Recent Guest
We recently completed our third year of renting South Street Cottage and we already have our reservations in for next year! Needless to say we love the house and the location. It's the perfect size and has the open floor plan that we love, with french doors that allow you to feel a part of that gorgeous KW weather. One month is never enough!!
July 1, 2018 - Website

Great Rental Property

by Holly M.
This is our 3rd year staying at South St. Cottage. Great location and property. This year the tile floor and refrigerator were new. The kitchen is very well stocked, plenty of closet & storage space, 2 bedroom & 2 bath are great for 2 couples. The pool & outside area is the best part of the rental! A must when staying in Aug. The management is awesome. We had an issue with the washer that was fixed right away. There was a power outage on the island and the outside lights and pool were off schedule. They came out right away and reset them. Highly recommend this property.
May 1, 2018 - Website

Fourth time for a two stay.

by Richard and M.J. S.
When we arrived at RENTKEYWEST to check in, Joyce said "welcome home". And, we did feel like we were coming home. South Street is the perfect property to stay in while in Key West. It is a large two bedroom with a lot of living area. It is always in tip top shape. The owners and RENTKEYWEST are constantly addressing maintenance and updating and it shows. Park your car , enter the private retreat, unpack you bags, and you are home. Our favorite spot is the large front porch overlooking a beautiful pool with lush green landscaping. From the pool to the hot tub or relaxing with a steak on the grille, you will love this oasis.
February 1, 2018 - Website

Always Sunny at South Street Cottage

by Laura M.
My husband an I thoroughly enjoyed our time at SSC - lovely neighborhood and the cottage is super!
January 1, 2018 - Website

January 2018 After Irma Stay

by Kevin B.
After hearing about Irma we were concerned about what to expect b I get that we are very familiar with recent hurricanes. The drive from Islamorada South was through the worst hit areas. Trash was piled up on the side of the mHWu 1 almost the entire distance to Key West.Wow, we arrive in Key West and there was virtually now impact visible Naldo on the return trip ALL the trash on the other keys have been removed. I have to give Monroe County and the State of Florida a big Kudos for the enormous job they had getting the Keys in such great shape so quickly.Our stay also benefited from lighter than normal hotel stays , so parking was never a problem the entire month. Never need a reservation fo a meal and never had a wait line. So to be honest it was our best vacation ever and having been to Key West and Islamorada before this was very unusual for January and the traffic flow between the Keys was a breeze.The property was awesome, location is perfect. 10 minute walk to a beautiful Whites Pier. Restaurants everywhere and a grocery nearby although expensive its very convenient. Publix is 10 minutes away, but so is everything elseWe had our own car, but we used Uber a few times, average wait 1 minute so be ready.Best pizza delivery was the top rated on Google and it was a flat $20 best deal on the island. Sint is a Burrito, taco and craft beach place, again sub $20 food but the best I have had anywhere in California or Mexico.Ladeta show must do, great entertainment. We did a play is was a fun night.Breakfast Bannana Cafe roof top, and the pastry shop next door had the best breakfasts. Blue Heaven was OK, maybe over hyped. Schooner Bar best Wings , to be honest there are tons of great food establishments.Great festivals, and something to do every day. Very safe neighborhood and yes you have Iguanas, one big one. Dogs love the yard great privacy and landscaping. Kitchen has all the
November 1, 2017 - Website

Best Ever!

by Recent Guest
We rented South Street Cottage in Key West for November and December was the best vacation we have ever experienced! Perfect weather...perfect house...perfect neighborhood. This was our third year renting from Rent Key West Vacations, they did an excellent job as always, and our second year renting this house. We already have it reserved for next year...that says it all!
June 1, 2017 - Website

Our third year in a row!

by Richard and M.J. S.
We have only been back at home for two days and we are missing our second home in Key West. We completed our two month stay for the third year. South Street cottage is the perfect place to be. It is an ideal two bedroom house with a great porch overlooking a beautiful pool with luscious landscaping. A very private oasis in a quiet residential neighborhood. The owners have gone great lengths to make it very comfortable and up to date with a new and fresh interior. All the amenities are first class. You can also expect First Class service from the entire staff at Rent Key West. Rent Key West leaves all the i's dotted and the t's crossed. They are the premier agency in Key West.Manager's ResponseThank you for the wonderful review! We look forward to seeing you every year. South Street Cottage is one of our most popular rentals and you described it perfectly in your review. Thanks again!
Thank you for the wonderful review! We look forward to seeing you every year. South Street Cottage is one of our most popular rentals and you described it perfectly in your review. Thanks again!
February 1, 2017 - Website

South Street oasis

by Laura M.
Out stay was wonderful - perfect quiet location - but close enough to all the key west attractions to walk if you want to.
December 1, 2016 - Website

Two Months In Paradise!

by Ed H.
Celebrating my wife's retirement, we decided to go as far south as we could while still be able to take our 3 kitties with us. We couldn't leave them home for two months. Anyway, we enjoyed our stay in this quiet neighborhood. Most photos aren't necessarily a true representation of the property. In this case it was. Very nice pool area located in front. Spa on rear deck. Beds and furniture were very comfortable and kitchen had all you needed. It's not a short walk to Duval but you have a couple, few restaurants within walking distance. Fausto's grocery is close and offers most everything. Next time in the Keys we will strongly consider this property again.??
September 1, 2016 - Website

September 2016 South Street Wrap Up

by Recent Guest
we enjoyed our stay at the SS Cottage very much. It had all the right household goods and comfortable was luxurious & oh so very comfortable, a delightful place to come home to after a "hard day at play" in Key West!
July 1, 2016 - Website

Great house in paradise

by Holly M.
This is our 2nd year staying at South St. Cottage. House is spacious - plenty of light from sky lights, king beds are comfortable, kitchen is fully stocked, plenty of closet space, awesome pool and outdoor space. Great location on a quiet street with parking right out front.
June 1, 2016 - Website

Our second home.

by Richard and M.J. S.
The south street cottage is perfect in every way. This is the second year we have stayed there. We extended our stay to two months this year and it couldn"t have been more pleasant. We enjoy the privacy of the compound with the beautiful pool in a tropical oasis. The house is only a two bedroom but it is very spacious and decorated beautifully. The design has a great flow with a single level. The owners should be very proud of their cottage and I can't say enough great things about Rent Key West. The rental company will cater to your every need. I rate this property A++++Manager's ResponseThank you for your wonderful review! We truly appreciate your business. We are very happy to hear that our staff and South Street Cottage met your needs and expectations. We look forward to you staying with us again next year!
Thank you for your wonderful review! We truly appreciate your business. We are very happy to hear that our staff and South Street Cottage met your needs and expectations. We look forward to you staying with us again next year!
April 1, 2016 - Website

South Street

by Lis G.
Beautifull spacious house with a well equipped kitchen and lovely yard. New air conditioning was quiet and efficient. The house was charming with a split bedroom configuration ideal for privacy.
March 1, 2016 - Website

South street cottage

by Laura M.
Our stay at South Street cottage was wonderful. The cottage is well stocked and great location in quiet neighborhood but close to the beach and several good restaurants. Lovely!
October 1, 2015 - Website

South Street Cottage is my #1 Pick!

by Recent Guest
Open the gate and you've entered a private world of lush landscaping, a deep water pool, lots of lounge space, and a private hot tub for the master suite. Entire cottage is just as beautiful as shown in the pictures. Layout of house is great for entertaining and privacy. Zoned AC makes it particularly comfortable for all. Quiet neighborhood that's centrally located is perfect for bike riding. Our pets were in heaven, especially our rottie, who loved the freedom of the securely fenced in yard. This is our second year with Rent Key West Vacations, and we would not use anyone else!
July 1, 2015 - Website

Great Rental House

by Holly M.
Great private, fulled fenced and gated house on a quiet street! Pool is awesome - large and deep and great for cooling off on a hot summer day. Very bright inside with sky lights, large, well laid out floorplan, plenty of dishes, utensils, pots & pans, great storage and closet space. Hot tub with a sitting area in back is a nice feature in the cooler months. Huge flat screen TV, plenty of seating for guests, king beds in both rooms were very comfortable, large dining table, outdoor area around the pool is great with lots of chairs and loungers. Property was clean - a couple of broken tiles in kitchen, worn vanity in master bath, a few stains on throw rugs - but nothing that would deter us from renting again. Parking spot right out front, close to beach and dog park and City Marina. Bike ride to everything. Management company was great to work with! Overall very happy with this rental and would rent again!
June 1, 2015 - Website

Key West Vacation

by Stephen U.
Our rental experience was great. The house was as advertised and met all of our needs and expectations.
January 1, 2015 - Website

Excellent KW Experience

by Recent Guest
South Street Cottage is larger than it appears online, has great outdoor spaces, and is well-located near the beaches but still close enough to the Old Town/Duval area to walk to/from there. The street and surrounding neighborhood are quiet, and the nearby Dairy Queen is a bonus. The second bedroom could use a little TLC, but it is a good size and comfortable. The kitchen is nice, the grill works well, and the laundry facilities are good. Overall, the house is excellent for an extended stay on the island. Management company was highly responsive and helpful.
December 1, 2014 - Website

A Quiet and Private Retreat, Centrally Located

by Tom F.
We found everything to be just as pictured on the web site, and even better! The house seemed larger than we expected. The bedrooms are spacious with LOTS of closet space. The dining table & chairs were different than shown online: a large, expandable, rectangular wooden table and better chairs. The property is extremely private, surrounded by a 'tropical jungle' of landscaping on all sides. We loved floating on in the pool looking up into the palms, watching birds and butterflies, and tiny geckos. There are noodle floaties in the shed, also a fishing pole. The pool is lit at night (on a timer) and glows tranquilly aqua. Neighbors on both sides are welcoming & quiet. We were delighted by visits from the cat next door. There's ample parking out front. We are "foodies" so we enjoyed the quality cookware, assorted dishes, glassware, flatware, serveware, etc. 'Loved the owners' eclectic art! There's plenty of extra blankets, pillows, and sheets. The property management, pool maintenance, and housekeeping were first rate. Since you'll be staying at least a month, we recommend subscribing to the daily newspaper, Key West Citizen, $12.00/mo., so you'll know what's happening all over town: events, theater, cabaret shows, holiday celebrations, movies, parades, historical reenactments, festivals, fishing tournaments live music, free events, and Saturday garage and estate sales complete with locations already pinpointed on a map for you, which is a fun way to get to see inside of some of the local houses. We especially enjoyed cabaret shows at La te da: Randy Roberts Live! and Christopher Peterson's Eyecons. Our favorite beach was at Fort Zachary Taylor park; their web site has a live web cam so you can check it out. We greatly enjoyed our month at the South Street Cottage and we hope you will too.
August 1, 2013 - Website

Perfect Get-a-way

by Dale T.
Having planned a 6 week stay I was extremely pleased when I arrived at the South St Cottage. It was very clean and charming. The pool is quite private. The house is much larger than I expected and the yard is absolutely beautiful. The house is close to the beach and shopping....I look forward to returning.
July 1, 2013 - Website

Hidden jewel in a paradise

by Barbara F.
This was our first trip to Key West. We arrived late at night and from the moment we unlocked the "cottage" we were extremely happy. Incredibly spacious, very clean and so comfortable. We had a car, but it was just as easy to get around on the bicycles we rented. The foliage is beautiful, especially while floating in our very private pool. With great beaches, delicious restaurants, and a quiet neighborhood to stay in this made it the best vacation we have taken in over 15 years. Its hard for New Yorkers to slow down but we truly appreciate the calmness and serenity that South Street Cottage gave us. Thanks so much and hope to see you next year. Our only suggestion is that the air conditioners in the two bedrooms need updating.
April 1, 2013 - Website

Key West Vacation

by Karen S.
Nice house, pool, outdoor space. Would highly recommend this house for a very relaxing vacation.
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