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Dolphin Watch in Key West @ The Truman Annex Compass Realty

Holiday home with private pool, 5-minute walk to Duval Street

Photo gallery for Dolphin Watch in Key West @ The Truman Annex Compass Realty

Outdoor dining
Interior
Property grounds
Living area
A heated pool

Reviews

9.4 out of 10
Exceptional

Entire home

4 bedrooms3 bathroomsSleeps 8171 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Outdoor space

Explore the area

View map
Key West, FL
  • Place, Harry S. Truman Little White House
    ‪3 min walk‬
  • Place, Duval Street
    ‪6 min walk‬
  • Place, Mallory Square
    ‪8 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪14 min drive‬

Room options

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About the area

Key West

This holiday home puts you in the heart of Key West, within just a 10-minute stroll of popular attractions like Duval Street and Mallory Square. Highlights at this holiday home include a kitchen, a private pool and a washing machine. .Home features 3 bathrooms, a balcony and a living room. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A coffee/tea maker, a hairdryer and an iron/ironing board are also available. .Attractions within a 15-minute walk of this Old Town Key West holiday home include Florida Keys Beaches and Ernest Hemingway Home and Museum.
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What's nearby

  • Harry S. Truman Little White House - 3 min walk - 0.3 km
  • Duval Street - 6 min walk - 0.6 km
  • Florida Keys National Marine Sanctuary - 6 min walk - 0.6 km
  • Mallory Square - 8 min walk - 0.7 km
  • Fort Zachary Taylor Historic State Park - 9 min walk - 0.8 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 14 min drive

Restaurants

  • ‪Green Parrot Bar - ‬7 min walk
  • ‪Margaritaville - ‬7 min walk
  • ‪Key Lime Pie Factory - ‬6 min walk
  • ‪The Bull & Whistle Bar - ‬6 min walk
  • ‪Caroline's Cafe - ‬6 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.

Dolphin Watch in Key West @ The Truman Annex Compass Realty

VERY LUXURIOUS water front home located in the heart of downtown Key West within walking distance to all downtown attractions and the famous Fort Zachary Taylor Beach. This home has 2 master ensuites with king beds, and there is a total of 4 bedrooms and 3 baths. The second level offers open living and kitchen area, master bedroom with ensuite bath and a great view of the ocean. From the second floor you can enjoy the fantastic view of the harbor and sunsets from the balcony that also has a spiral staircase that leads to the private pool area. Downstairs you have the 2nd king master bedroom with ensuite bath that leads directly to the pool and 2 additional guest bedrooms and full bath. The first guest room has a queen bed and the second guest room has two twin beds that can be converted into a king. Don't miss out on this home as it is one of the few Private Homes in Key West that has a view of the water and located in the Prime Location area here at the Truman Annex Community!

Please note: This property is monthly rental - This property has a 28 night minimum stay

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Property amenities

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Internet access

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city centre

Things to do

  • Heated pool

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 (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 1,840 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

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 indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
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. This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children. If you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher, a smoke detector and a deadbolt lock in all accommodation.

Property is also known as

Dolphin Watch The Truman Annex
Dolphin Watch in the Truman Annex
Dolphin Watch @ the Truman Annex Key West
Dolphin Watch @ the Truman Annex Private vacation home
20% off Summer Special Dolphin Watch in the Truman Annex
Dolphin Watch @ the Truman Annex Private vacation home Key West
2698-193289

Frequently asked questions

Are there any beaches close to Dolphin Watch in Key West @ The Truman Annex Compass Realty?

Yep, Dolphin Watch in Key West @ The Truman Annex Compass Realty is a short 11-minute walk from Florida Keys Beaches.

Does Dolphin Watch in Key West @ The Truman Annex Compass Realty have a pool?

Dolphin Watch in Key West @ The Truman Annex Compass Realty has a heated pool and a pool.

What luxury perks are available at Dolphin Watch in Key West @ The Truman Annex Compass Realty?

This property features a heated pool, as well as a private pool and a living room.

Is there a private hot tub at Dolphin Watch in Key West @ The Truman Annex Compass Realty?

No, but there is a private pool.

Is there a free airport shuttle available at Dolphin Watch in Key West @ The Truman Annex Compass Realty?

No, Dolphin Watch in Key West @ The Truman Annex Compass Realty does not offer an airport shuttle service.

What time are check-in & check-out at Dolphin Watch in Key West @ The Truman Annex Compass Realty?

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

Are pets allowed at Dolphin Watch in Key West @ The Truman Annex Compass Realty?

No, pets are not allowed.

Dolphin Watch in Key West @ The Truman Annex Compass Realty Reviews

Reviews

9.4

Exceptional

Rating 10 - Excellent. 20 out of 27 reviews
Rating 8 - Good. 6 out of 27 reviews
Rating 6 - Okay. 0 out of 27 reviews
Rating 4 - Poor. 0 out of 27 reviews
Rating 2 - Terrible. 1 out of 27 reviews

10/10

Cleanliness

Reviews

8/10 Good

Jose P.

Liked: Cleanliness
Great location and comfortable space. Communication w management wasn't bad except with checkout time. There were some glitches with the time allotted but it all worked out in the end.
Stayed 10 nights in Aug 2025

10/10 Excellent

Todd K.

Liked: Cleanliness

Out Stay at Dolphin Watch

Perfect Location. It is in a quiet Private Neighborhood just a few blocks from Duval.
Stayed 7 nights in Jul 2025

10/10 Excellent

Richard W.

Liked: Cleanliness

What a view

I absolutely loved this place, it’s a 5 minute walk to almost anything u want to do yet nice and quiet. Pool was great, there was enough amenities in the house to make it feel like a home. If u need a great place to stay, stay here u won’t regret it.
The view off the porch
Sunset off the cruise ship pier
Stayed 7 nights in Jun 2025

10/10 Excellent

Ann N.

Liked: Cleanliness

Dolphin Watch

Clean, lots of room, walking distance to everything. Pool was great. Would stay again. Highly recommend
Stayed 7 nights in Nov 2024

10/10 Excellent

Drew D.

Liked: Cleanliness

Key West Paradise

Location Location Location! You won’t need a car or golf cart! You are in the middle of all the day and night time action!
Stayed 7 nights in May 2023

10/10 Excellent

Willow F.

Liked: Cleanliness

Excellent Location

Our entire party enjoyed staying at this property. The house is nice and the location is close enough to Duval to walk, but still very quiet and peaceful. Great view of the water to watch boats come and go. We had 5 people and everyone was comfortable both inside and out. The downstairs master bed still had the stripped sheets from the previous renters laying on it when we arrived, but if having to make a bed upon arrival is the worst thing that happens on vacation, then you’re doing good. We would stay here again for sure.
Stayed 11 nights in Oct 2021

10/10 Excellent

Pat B.

Liked: Cleanliness

Perfect Location

The house was great. Very comfortable and spacious. Walking distance from many great places and restaurants. We barely used the card. Love hearing the Star Spangled Banner in the mornings. The view from the terrace was just perfect.
Stayed 7 nights in Aug 2021

10/10 Excellent

Sue S., Wakarusa, Indiana

Liked: Cleanliness

Wonderful Stay in KW

This was our 3rd time staying at this property in Key West and it was, again, an excellent stay! The location can’t be beat...within walking distance to everything, clean and secure within the Truman Annex, and the home itself is wonderful! Great pool, amazing views and plenty of space for everyone. Working with Compass was a very smooth process as well and they were always prompt when I had questions. We would highly recommend this property to any group traveling to Key West. Can’t wait to return for trip #4!
Stayed 7 nights in May 2021

10/10 Excellent

tammi d.

Liked: Cleanliness

Beautiful house perfect for 7 adults

We absolutely loved our stay at Dolphin Watch. We were 7 adults and it was the perfect size. The view from the balcony is beautiful. The pool was wonderful and we used it every day. Its the perfect location; close to everything. We rented bicycles and either rode them or walked. We did have some confusion with getting the gate keys but got that resolved the 2nd day. Would highly recommend this property however, we noticed the price has gone up considerably since our booking.
Stayed 7 nights in Oct 2020

10/10 Excellent

Katie G.

Liked: Cleanliness

Perfect location with lots of space

We stayed 11 days at Dolphin Watch. The property was perfect for our two families, the house came with everything you might need during your stay. We will definitely be back.

8/10 Good

Karen V.

Liked: Cleanliness

wonderful

House was comfortable, beautiful view, well designed and decorated. Convenient location for walking to town and biking the park. Beds are super comfortable. Gave 4 star instead of 5 because some supplies were minimal or not there. Example, only 2 wine glasses in the house. No paper or pen. No laundry basket. Inconvenient to carry loads of laundry up and down the stairs.
Stayed 7 nights in Jun 2019

10/10 Excellent

SANDRA T.

Liked: Cleanliness

Dolphin Watch Stay June 2010

First time using VRBO. Was very impressed and pleased with the the process. Completely satisfied with the property and had a great vacation. Photographs of the property were exactly what the property was and then some. Lots of storage space, plenty of extra bedding available in the closets, washer and dryer worked very well (although both could have been larger) and kitchen appliances were very good. The only item we could have used were some pool instructions and we would have gladly cleaned the pool since we used it every day. We did find it difficult to get into the facility and finding the entrance after picking up the keys (but then again we had 6 people giving instructions on how to get to the property). Would not hesitate on using this facility again.
Stayed 7 nights in Jun 2019

8/10 Good

Tiffany C.

Perfect location, beautiful home.

This home is beautiful on the inside and has a beautiful view. A couple of issues: Foundational problems that caused large cracks (actually had to tell my daughter not to step on them and enter her bed from the other side) in the tile in two of the downstairs bedrooms. Master bedroom has open windows on the stairway so there is no privacy from a noise perspective even when everything is closed. Pool needs to be resurfaced as my friend scraped herself up pretty badly. Despite all of my complaints, it's a very beautiful and comfortable home. Big thumbs up on the oversupply of cushy beach towels as well. I would definitely stay here again.

8/10 Good

Michael B., Sharpsburg, GA, USA

Amazing view, perfect location!

Rented the house for 4th of July week. Had some other couples join my wife and I. The view of water and cruise ships was fantastic. Truman Annex is a unique spot just blocks from all the action on Duval Street. Convenient parking place for unloading bags/groceries. The upstairs master bedroom is great, along with living room/dining area on 2nd floor. There is a new park being finished adjacent to the annex. Looks awesome. The only issues we had with the property; a TV from the 90's in the living room needs to be updated. Ice maker in the fridge didn't work. The guest bathroom downstairs is dated. Weeds (including poison ivy) next to the pool deck need attending. The pool itself could use some work as well. We're looking to be back next year. Just may rent an HD TV if need be. I understand that some owners won't put money into their place as long as it stays booked, which is a shame because this place could be perfect!
Stayed 7 nights in Jul 2018

8/10 Good

Agnes D.

Comfortable spot for R&R

Overall a very well equipped house - nice kitchen in particular. The lay-out is very comfortable for a family or several couples. The location is also very good - in the quiet Truman Annex, but within easy walking distance to many great restaurants and Mallory Square. There was lots of rain during our stay which caused a small leak in the living room - a maintenance man came to check it out when we reported it but was not able to repair it because of the rain. Hopefully that will be addressed before the next rainstorm.
Stayed 7 nights in May 2018