Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex

Top rated by guests

9.9Outstanding

(209 Ratings)

The property received rave reviews with guests praising the convenient locations, cleanliness, comfortable beds, well-equipped amenities, and responsive owners. Many guests expressed their desire to return and highly recommended the property for a pe...

From real guest reviews summarized by AI

Don't miss out! Price and availability may change

9.9 / 10.0

Outstanding(209 Ratings)

Cottage in Key West, FL

6 guests · 3 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating

High-end valueWell priced for this area

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this cottage rental

Sea Breeze Cottage Cottage is a private, tropical, stand alone cottage located in the prestigious Truman Annex.
Starting Jan 2026 , this beautiful cottage will become monthly! Stays will have to be 28- 30 days. Discount of 10% for monthly stays. Make plans to stay longer, relax or work remotely from paradise for a full month in 2026. LOCATION is what it's all about. No need for a car, everything is close. Upper deck looks out over the Waterfront Park.
- King bed and Queen bed upstairs
- Twin beds downstairs can be converted to a king by request.
- Bathroom upstairs has double sinks and separate room with toilet and walk-in shower.
- Bathroom downstairs with walk-in shower, vanity w/sink and toilet.
- Fully equipped kitchen has everything you need for your stay.
- Washer & Dryer, towels & linens, including beach towels and beach chairs
- Central air & ceiling fans.
- Sea Breeze living area has 2 sets of double doors that opens to large covered deck with outdoor furniture seating for 6.
- Large deck upstairs off of queen bedroom with outdoor
furniture seating for 6.
- TV's in all bedrooms and living room with cable and Air Play
- Free Hi speed internet
- Assigned parking for 1 vehicle.
- Large heated pool for Shipyard guests only.

You are close to everything! Explore the Waterfront Park behind the complex. Take a stroll to the Waterfront Pier, watch sunsets and sailboats. Fort Zachary Park and Beach is a short walk or bicycle ride. Mallory Square where you can watch nightly Sunset Celebrations, local vendors and entertainment.
Just 2 blks to Duval Street, for dining, shopping, night clubs and museums. You are steps away to the Truman Annex heated pool.
Our Luxury Caribbean Cottage is Spacious & Quiet!!
There is much to do and see in this Southernmost City.

To see our other VRBO Key West listings:
Truman Annex Shipyard (1 bed, 1 bath) Island Escape vrbo.com/934388ha
Truman Annex Shipyard (2 bed, 1 bath) Conch Retreat vrbo.com/261681ha

Amenities at Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex

Family friendly

Map of Key West, FL

Nearby attractions

The Key West Butterfly and Nature Conservatory

0.7 mi

Mallory Square

0.5 mi

Southernmost Point of the Continental U.S.A.

0.7 mi

The Hemingway Home and Museum

0.3 mi

$$$$

Top rated by guests

9.9Outstanding

(209 Ratings)

From real guest reviews summarized by AI

Don't miss out! Price and availability may change

$$$$

9.9 / 10.0

Outstanding(209 Ratings)

Cottage in Key West, FL

6 guests · 3 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating

High-end valueWell priced for this area

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

Map of Key West, FL

Nearby attractions

The Key West Butterfly and Nature Conservatory

0.7 mi

Mallory Square

0.5 mi

Southernmost Point of the Continental U.S.A.

0.7 mi

The Hemingway Home and Museum

0.3 mi

About this cottage rental

Amenities

Family friendly

Ratings and reviews

9.9 / 10.0

Outstanding(209 Ratings)

Summary of reviews

From real guest reviews summarized by AI

10.0 / 10.0

The location was perfect and the host was very responsive. We will definitely stay here again when we come back to Key West.

10.0 / 10.0

Duplex outlets behind master bed wonky. Left side top outlet dead. Right side surge protector all dead.Had a little trouble with sugar ants on north baseboard of master b’room and east baseboard of 1st floor b’room.

10.0 / 10.0

First time renting a home for me. Fortunately this particular property was great. Location is prime. Quiet location a few minutes walk to one of the cleanest and nicest beaches in the area. The walk into town depending on your destination can vary from 10-20 minutes. I Additional the property host was excellent and attentive beyond what they needed to be.This home was modern and clean. All though located in a crowded housing/condo complex this structure is detached from any other structural which is a bonus. Only cons are parking, which although free is a good distance from home and lacks convenienc. Additional unlike a hotel stay you are required to do some work relative to cleanup at the end of your stay. We where asked to start laundry and strip linenes off the bed at the end of our stay. You won't have convenience of free coffee or breakfast. But this is a fully functional unit where you can go shoppin and cook your own meals and brew your own coffee you buy. All in all very satisfied.

10.0 / 10.0

Great property - clean and well stocked. Host was fantastic. Close to everything. Nice pool

10.0 / 10.0

This cute cottage had everything we needed. It was a great location - walkable to so many places we wanted to visit. We had one hiccup with technology that was quickly fixed. Any questions I had were answered promptly. Our only complaint would be the very firm bed pillows. Overall, a fantastic choice!

8.0 / 10.0

The home is very well maintained and great amenities. The location could not have been better. Short walk to the beach and Duval Street. The only negative thing I can come up with is that the bed pillows were too firm and gave us stiff necks.

10.0 / 10.0

The house was beautiful and in a perfect location for us. We attended a concert at the Coffee Butler amphitheater and it was easy walking distance. the location is also easy walking distance to Duval and many bars and restaurants. The back decks are very peaceful for relaxing and enjoying the scenery. The owners were very easy to work with and helped us with any questions we had.We would definitely rent again.

10.0 / 10.0

Perfect location and perfect weather! What more could we ask for. Added an additional day with ease.

10.0 / 10.0

My husband and I took a trip to Key West for our 20th anniversary and even though this rental was a little more than we needed for just the 2 of us, we thoroughly enjoyed it. Booking was very easy and Jean was gracious enough to allow us to check in early so we didn’t have to cart our luggage around town. It was beautifully decorated and we loved the balcony in the evening! It really is a beautiful home and community. We would definitely stay again! Thanks!

10.0 / 10.0

Had another wonderful week at Sea Breeze Cottage. Perfect home, location, amenities, and host. Love going there.

10.0 / 10.0

Great location, very clean, just as described. Jean is super responsive to any questions and very accomodating. We will definitely be back!

10.0 / 10.0

This condo is beautiful! We booked this condo because of the back porch table and seating. Location is within walking distance to all attractions and restaurants Looking forward to next year!

10.0 / 10.0

Loved our stay , perfect layout with everything we needed. Quiet location in Truman Annex. Hope to stay next year!

10.0 / 10.0

We had a full house, family of 6 in this compact 3br/2ba bungalow. The kitchen was well stocked with high quality cooking accouterments. Lots of seating options, including beach chairs. Follow the directions exactly and you will find the house easily. Outdoor table with seating for 6 became the focal point for dinner and relaxing. Quiet neighborhood. Green parrot and Blue Heaven are a few short minutes walk away. Key West sure isn't what it used to be in the 70's, but its still Key West!Great0 layout provided privacy.

10.0 / 10.0

Great location for all activities, especially night life. Very attractive place inside & outside! Owner was excellent to work with. Very highly recommend this up to date, stand alone, 1.5 story cottage/house. Well stocked and secure place. A must place to stay, close enough to walk to grocery store and all your activities in Key West!

10.0 / 10.0

The property was exactly what we wanted and was clean, comfortable, and extended an unexpected level of privacy. The accommodation was perfect for our trip and the location was excellent.

10.0 / 10.0

Walking/biking distance to everything! Enjoyed a week with 6 adults and it was a perfect home base. Little extras like beach chairs, towels and cooler a plus. Will definitely be back!!

10.0 / 10.0

We had such a wonderful time. The house was very clean and had everything we needed during our stay. We will definitely be returning in the future.

10.0 / 10.0

We enjoyed our stay . Very disappointed that the pool was closed.but updating was necessary. First three days very loud as boat owners set up on other side of fence.( Boat race week) would come back, not boat week!!

10.0 / 10.0

The property is great location. Nice and clean. We really enjoyed stay. Pillows would be the only negative feedback. Need some softer ones.

10.0 / 10.0

We really enjoyed our stay! Sea Breeze Cottage is beautiful and was perfect for our family of five. You thought of everything to make our stay so easy and enjoyable! Thank you for accommodating us throughout our stay and answering all our questions. Your kindness was truly appreciated! The info you provided us on things to do and places to eat was extremely helpful! We hope to return very soon!❤️

10.0 / 10.0

We truly enjoyed our stay! We got delayed by a day due to a tropical storm. Jean reached out to make sure we made it okay and that all was well. The accommodations were more spacious than we expected from the pictures, and our family of 5 had more than enough room. I would definitely stay here again!

10.0 / 10.0

Our family had a great time at the Seabreeze Cottage. It was equipped with everything we needed and was located in a beautiful and historic setting. Close to everything - the beach, shops and restaurants. We had an amazing time! Rose & Brian - Rochester, NY

10.0 / 10.0

Great location, perfect for family of 6.

10.0 / 10.0

Was awesome! Clean, pool was close.

10.0 / 10.0

Key West is built for small (4-6) family vacations. This property is well-suited to support that. Close to the action means lots of “walkability”. Well appointed with all the needed features. Easy check in, check out. Affordable.

10.0 / 10.0

Enjoyed our stay. Wish we could stay longer. Loved the porch. Beds mostly comfortable. Bed in downstairs room was a bit lumpy on one side. Pool nice and needed. June is pretty humid and hot. Rules at pool were too restrictive but we enjoyed cooling off. I.e. no music. Overall a Lovely place. Lizards were entertaining!!

10.0 / 10.0

Your house is perfect in all that matters to us! This was the 2nd stay with your home. Anytime I stay at Key West, I’m working it around your availability.

10.0 / 10.0

Spacious, close to the beach, restaurants, shops and bars. We’d love to return.

10.0 / 10.0

This was our 4th trip to Key West and our 2nd stay at this property. We had 6 adults (age 59 - 89) both times and it really did fit our needs. Great location for everything (bars, coffee shops, restaurants and shopping) we like to do and go as we don't spend a lot of time staying at the property except to take a break and rest. This property is relaxing and quite and love sitting on the decks in the morning having coffee, reading and listening to the roosters.

10.0 / 10.0

Perfect location, super clean, plenty of towels, etc. can’t wait to come back! Two very minor changes I would suggest would be adding softer pillows to swap out with the super firm ones & upgrade the coffee pot to a Keurig…I very much recommend this beautiful cottage!

8.0 / 10.0

One complaint was it appeared the floors were not washed before we got there, after showers our feet were black. Not owners fault but may want to discuss with cleaning crew. One suggestion would be some kind of accordion door or curtain in loft for privacy and maybe a mirror on the wall so you can get ready in the loft and clear the bathroom. Beautiful location and I would go back.

10.0 / 10.0

Property was great, location was perfect. Jean was great at communicating. I wish they weren’t doing work on fences at 7:30 am. Pool was crowded, get there early. We had a great time! Would definitely stay there again!

10.0 / 10.0

We’ve stayed at Sea.Breeze species. Great cottage, nice amenities, perfect location, and delightful owners. High recommend (but not when I’m going. 😄)

10.0 / 10.0

Great spot, quick walk to the beach and close to the Duval Loop. Manageable walk to the great food store.

10.0 / 10.0

Our holiday stay at this private cottage... was perfection! The 3 bedrooms gave everyone in our party their own space and the outdoor (upper and lower) decks were exactly what we needed to wind down after a day full of Key West activities. Amenities were great, accessing the property & parking was simple, and communication with Jean was so easy before & during our trip. Thank you and we look forward to staying at your Truman Annex cottage in the future.

10.0 / 10.0

Perfect location, lovely home, can’t wait to return!

10.0 / 10.0

We come into town usually for a week in December each year for work, and this is the second time we've stayed at a Truman Annex home. Of the two we've stayed in, this was definitely the nicest. The house is very well maintained and spotless. The back porch and the balcony deck are great for relaxing after a long day. Very close access to the community pool, and all the fun stuff (especially the Green Parrot) is just a short walk down the street. I contacted the owner during our stay once and she answered immediately and helped us out. All in all, you can't beat this place for your next trip to Key West. Hopefully we'll be back next year!

10.0 / 10.0

The cottage was adorable, clean and the location was perfect. We only used bikes and were close to everything. Fort Zachary is right behind the complex and Duval 2 blocks up. We walked to Blue Heaven for breakfast. Owners are great.

10.0 / 10.0

Excellent and well worth the money.

FAQs

Is parking included with this cottage?

Parking is not specified as an available amenity at Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex. For more information, we encourage you to contact the property about where to park.

Is there a pool at this cottage?

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

Is Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex pet friendly?

Unfortunately, this cottage is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex?

We found 1 amenities for this rental. This includes , and family friendly.

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Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex

Cottage in Key West, FL

Reasons to book

About this cottage rental

Amenities at Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex

Map of Key West, FL

Nearby attractions

Cottage in Key West, FL

Reasons to book

Map of Key West, FL

Nearby attractions

About this cottage rental

Amenities

Ratings and reviews

FAQs

Is parking included with this cottage?

Is there a pool at this cottage?

Is Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex pet friendly?

What amenities are available at Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex?

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