See all properties

A Place on Emma at the Truman Annex in Key West

Top rated by guests

Pool

Private kitchen

Private kitchen

Dining

Private kitchen

9.5Outstanding

(17 Ratings)

"Great location, wonderful outdoor spaces and comfy furniture "

Janet s.

Don't miss out! Price and availability may change

9.5 / 10.0

Outstanding(17 Ratings)

House in Key West, FL

8 guests · 3 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating

Top-tier experienceA high end property in 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 house rental

Beautifully renovated & furnished 4 bedroom/ 4 bath single family home including a charming detached guest cottage is located in prestigious Truman Annex's gated community. Bed configurations are 2 queens, 2 twins that can be coverted into a king and a sleeper/pullout sofa. This well maintained, lushly landscaped piece of paradise offers a terrific floorplan and so much more. The first level offers a new kitchen, full bath, bedroom/study with private entrance, 3 sets of French doors leading to the pool deck & large free form pool. The luxurious second floor master with its en-suite gorgeous bath, also enjoys a lovely private deck overlooking the pool and property also includes a carport!
“Beginning January 2026, all properties in the Truman Annex will require a minimum of a 28 night stay”

Amenities at A Place on Emma at the Truman Annex in Key West

Family friendly

Map of Key West, FL

city location on map

Nearby attractions

The Key West Butterfly and Nature Conservatory

Southernmost Point of the Continental U.S.A.

The Hemingway Home and Museum

Things to know

Additional fees to expect

Cleaning & other feesWe include all stay related fees in the Cleaning Fee line, which may include cleaning, property manager, resort, tourism and other stay related fees. All Vrbo properties are professionally cleaned after each stay.

Booking feeNo booking fees, easy credit card payments.

Service feeThis helps Vrbo provide a safer and more secure booking experience.

TaxesTaxes on accommodation such as Occupancy Tax, VAT, or GST. May also include tourism fees.

Customer support

Customer support is handled by our partner Vrbo

$$$$

Top rated by guests

9.5Outstanding

(17 Ratings)

"Great location, wonderful outdoor spaces and comfy furniture "

Janet s.

Don't miss out! Price and availability may change

$$$$

9.5 / 10.0

Outstanding(17 Ratings)

House in Key West, FL

8 guests · 3 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating

Top-tier experienceA high end property in 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

city location on map

Nearby attractions

The Key West Butterfly and Nature Conservatory

Southernmost Point of the Continental U.S.A.

The Hemingway Home and Museum

About this house rental

Beautifully renovated & furnished 4 bedroom/ 4 bath single family home including a charming detached guest cottage is located in prestigious Truman Annex's gated community. Bed configurations are 2 queens, 2 twins that can be coverted into a king and a sleeper/pullout sofa. This well maintained, lushly landscaped piece of paradise offers a terrific floorplan and so much more. The first level offers a new kitchen, full bath, bedroom/study with private entrance, 3 sets of French doors leading to the pool deck & large free form pool. The luxurious second floor master with its en-suite gorgeous bath, also enjoys a lovely private deck overlooking the pool and property also includes a carport!
“Beginning January 2026, all properties in the Truman Annex will require a minimum of a 28 night stay”

Amenities

Family friendly

Things to know

Additional fees to expect

Cleaning & other feesWe include all stay related fees in the Cleaning Fee line, which may include cleaning, property manager, resort, tourism and other stay related fees. All Vrbo properties are professionally cleaned after each stay.

Booking feeNo booking fees, easy credit card payments.

Service feeThis helps Vrbo provide a safer and more secure booking experience.

TaxesTaxes on accommodation such as Occupancy Tax, VAT, or GST. May also include tourism fees.

Customer support

Customer support is handled by our partner Vrbo

Ratings and reviews

9.5 / 10.0

Outstanding(17 Ratings)

10.0 / 10.0

Great location, wonderful outdoor spaces and comfy furniture

10.0 / 10.0

Property was in excellent condition, conveniently located but very private. Pool had fantastic sun throughout day and lots of shaded outdoor space!

10.0 / 10.0

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: Better than we expected and our expectations were high.

10.0 / 10.0

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: Wonderful house in a great location. We love A Place On Emma, this was our second year staying here. The new furniture in the living room and bonus bedroom are great additions and the pool was perfect for the kiddos to play in. Everything was clean on arrival and in good condition.

10.0 / 10.0

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: Wonderful vacation.

10.0 / 10.0

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The house was lovely, and located in a convenient and beautiful area. It was well maintained, but we did have plumbing problems in one of the upstairs bathrooms that required a repairman. The toilet in the second bathroom upstirs made sporadic noises.

10.0 / 10.0

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We and our 3 grown kids with spouses and one infant found "A Place on Emma" to be the perfect place for us. We'd seek it next time (unless the family outgrows it!).

8.0 / 10.0

This is a lovely home. My family enjoyed staying here very much but felt the management company failed miserably. Before we arrived I had specified that I wanted the pool to be heated. it was not. Despite 2 phone calls to the management office and speaking to the regular staff, there. was no effort made to heat the pool. Finally a third call prompted action. The third call was answered by an "emergency" worker who actually did something. She told me that she would have someone to the house the next day but that it would take 36 to 48 hours for the pool to come up to temperature. That meant that for 4 days of our 7 day stay the pool was not heated despite the fact that I had prepaid for it. It seems to me that I should be offered a refund on the heating charge. There was never an apology or the offer of a refund.

8.0 / 10.0

Great house in a great location

Great house in a great location

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 were very pleased to find this house clean, everything in working order, beautifully furnished inside and outside, and well located for our activities. The rental agency was easy to deal with and very professional. The only negative for us was a den with a sleeper sofa instead of a 4th bedroom. That might be ok for a short stay, but not for 7 nights.

10.0 / 10.0

40th Birthday Celebration

40th Birthday Celebration

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a great time on our vacation. The house was very nice and in a great location.

10.0 / 10.0

Key west ‘22

Key west ‘22

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 lovely time and can’t wait to go back!

10.0 / 10.0

Wonderful house in great location

Wonderful house in great location

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This house was in a great location and a wonderful setup for our vacation. We enjoyed our vacation and would rent this home again.
The pool was not clean when we arrived but the rental company got it cleaned up the next day.

8.0 / 10.0

A Place on Emma

A Place on Emma

Rating Details: The property manager was more than helpful. The vacation rental was clean. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Overall it was a positive experience. There were a few glitches. The pool was filthy for the first two days of our stay. The filter was broken which I believe was already known to the owner. Not sure why this wasn't fixed or we were not told before check-in. Wifi was incredibly slow. Only basic cable, but we weren't there to watch TV. Upstairs hallway bathroom needs a remodel. Location was great. Pool was beautiful once fixed. Master bedroom and bath were very nice.

10.0 / 10.0

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 lovely time and can’t wait to go back!

10.0 / 10.0

A Great Stay

A Great Stay

We had a great stay at this house! We had a small issue with the pool & the management company assisted us immediately. Hope to be back soon!

10.0 / 10.0

Key West Paradise

Key West Paradise

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: A Place on Emma is a wonderful house in Truman Annex. We loved how close it was to everything but yet far enough away to be quiet and relaxing. Our family loved the room options and the great pool. It was an awesome vacation and we can’t wait to return.

8.0 / 10.0

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The house set up was wonderful for our family. There were a few issues, but Compass Realty addressed them quickly. The location is perfect. The house was clean and well equiped.

10.0 / 10.0

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This house was in a great location and a wonderful setup for our vacation. We enjoyed our vacation and would rent this home again. The pool was not clean when we arrived but the rental company got it cleaned up the next day.

5.0 / 10.0

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: A Place on Emma is a wonderful house in Truman Annex. We loved how close it was to everything but yet far enough away to be quiet and relaxing. Our family loved the room options and the great pool. It was an awesome vacation and we can’t wait to return.

Explore similar stays in Key West

Explore all rentals in Key West

10.0 / 10.0

Outstanding(35 Ratings)

Sublime Sunsets Waterfront Condo at The Truman Annex in Key West

8 guests · 4 bedrooms · 4 baths

Family friendly

Business stays, family stays, couples stay, getaway vacation, and rental in Key West at Sublime Sunsets Waterfront Condo at The Truman Annex in Key West for $1,634 for your next trip.

You can save with One Key

9.9 / 10.0

Outstanding(35 Ratings)

Sublime Sunsets Waterfront Condo at The Truman Annex in Key West

8 guests · 4 bedrooms · 4 baths

Family friendly

Soak up the beauty of Key West in our Apartment, Sublime Sunsets Waterfront Condo at The Truman Annex in Key West. With a range of amenities such as Family friendly, you'll feel right at home.

9.6 / 10.0

Outstanding(39 Ratings)

Palm Trees Ocean Breeze Key West FL

8 guests · 3 bedrooms · 4 baths

Pets allowed · Family friendly

Looking for the perfect place to call home during your trip to Key West? This House offers a comfort and style with top-notch amenities, including Pets allowed and Family friendly, and more.

9.6 / 10.0

Outstanding(10 Ratings)

Luxury 4BDR/4BA Penthouse | 4 Bed, 4 Bath

8 guests · 4 bedrooms · 4 baths

Pets allowed · Family friendly

Looking for a House in Key West, this House for $1,370 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

You can save with One Key

9.6 / 10.0

Outstanding(10 Ratings)

Luxury 4BDR/4BA Penthouse | 4 Bed, 4 Bath

8 guests · 4 bedrooms · 4 baths

Pets allowed · Family friendly

Nestled in Key West, this House is perfect for your next vacation. Enjoy Luxury 4BDR/4BA Penthouse | 4 Bed, 4 Bath's top-rated amenities, including Pets allowed and Family friendly, and more.

9.9 / 10.0

Outstanding(27 Ratings)

**THE ROYAL COMPOUND @ THE ANNEX** Lush Estate & Pool + LAST KEY SERVICES...

8 guests · 5 bedrooms · 4 baths

Pets allowed · Family friendly

Are you ready to indulge in a relaxing getaway? Our House in Key West has everything you need for a rejuvenating stay. Treat yourself to **THE ROYAL COMPOUND @ THE ANNEX** Lush Estate & Pool + LAST KEY SERVICES...'s exceptional amenities, such as Pets allowed and Family friendly.

10.0 / 10.0

Outstanding(27 Ratings)

**THE ROYAL COMPOUND @ THE ANNEX** Lush Estate & Pool + LAST KEY SERVICES...

8 guests · 5 bedrooms · 4 baths

Pets allowed · Family friendly

When traveling to Key West, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $1,643 per night.

10.0 / 10.0

Outstanding(81 Ratings)

**CONCH CASA GRANDE @ THE ANNEX** Home+ Pool near Duval + LAST KEY SERVICES...

8 guests · 5 bedrooms · 6 baths

Family friendly

This House for $1,542 in Key West, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

You can save with One Key

9.8 / 10.0

Outstanding(12 Ratings)

Conch House in Key West

8 guests · 4 bedrooms · 3 baths

Family friendly

Soak up the beauty of Key West in our House, Conch House in Key West. With a range of amenities such as Family friendly, you'll feel right at home.

10.0 / 10.0

Outstanding(83 Ratings)

**CONCH CASA GRANDE @ THE ANNEX** Home+ Pool near Duval + LAST KEY SERVICES...

8 guests · 5 bedrooms · 6 baths

Family friendly

Experience the best of Key West with this House available for $1,542. This property is equipped with amenities including Family friendly, and more.

You can save with One Key

9.6 / 10.0

Outstanding(17 Ratings)

"A Captain's Quarters at the Truman Annex in Key West"

8 guests · 4 bedrooms · 3 baths

Family friendly

The best choice in Key West for House, for $1,381 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

10.0 / 10.0

Outstanding(3 Ratings)

**GARDEN OF EMMA @ THE ANNEX** Private Home & Pool + LAST KEY SERVICES…

8 guests · 4 bedrooms · 2 baths

Family friendly

This House in Key West, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

10.0 / 10.0

Outstanding(3 Ratings)

**GARDEN OF EMMA @ THE ANNEX** Private Home & Pool + LAST KEY SERVICES…

8 guests · 4 bedrooms · 2 baths

Family friendly

Looking for the perfect place to call home during your trip to Key West? This House offers a comfort and style with top-notch amenities, including Family friendly, and more.

You can save with One Key

9.6 / 10.0

Outstanding(23 Ratings)

A Palm Tree Haven in Key West

8 guests · 4 bedrooms · 3 baths

Family friendly

The best choice in Key West for House, for $1,654 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

9.6 / 10.0

Outstanding(47 Ratings)

Heavenly Hideout at Rainbows End Key West - Steps from Duval w Private Pool

8 guests · 4 bedrooms · 4 baths

Family friendly

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Key West, at $1,458 per night for your next great vacation.

9.4 / 10.0

Outstanding(208 Ratings)

Very Rare-The Galleon 3 King Bd, 3 Bath w/ 4th king bd in loft + sleeper sofa

10 guests · 3 bedrooms · 3 baths

Family friendly

Enjoy the best of Key West in our Apartment, Very Rare-The Galleon 3 King Bd, 3 Bath w/ 4th king bd in loft + sleeper sofa. A stunning property with amenities including Family friendly, and more.

You can save with One Key

9.6 / 10.0

Outstanding(47 Ratings)

Heavenly Hideout at Rainbows End Key West - Steps from Duval w Private Pool

8 guests · 4 bedrooms · 4 baths

Family friendly

Soak up the beauty of Key West in our Apartment, Heavenly Hideout at Rainbows End Key West - Steps from Duval w Private Pool. With a range of amenities such as Family friendly, you'll feel right at home.

8.4 / 10.0

Excellent(17 Ratings)

Commodore's Cove - One block from Duval St

12 guests · 4 bedrooms · 4 baths

Pets allowed · Family friendly

This attractive Apartment in Key West, $1,364 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

9.3 / 10.0

Outstanding(94 Ratings)

Rare Penthouse 2 bed/2bath additional King in loft

8 guests · 2 bedrooms · 2 baths

Family friendly

Looking to create some memories in Key West? Look no further than our Apartment, Rare Penthouse 2 bed/2bath additional King in loft. Enjoy top-rated amenities including Family friendly, and more.

8.2 / 10.0

Excellent(11 Ratings)

Seaport Suite - Steps from Duval Street

12 guests · 4 bedrooms · 3 baths

Pets allowed · Family friendly

Experience the best of Key West with this Apartment available for $1,742. This property is equipped with amenities including Pets allowed and Family friendly, and more.

8.2 / 10.0

Excellent(11 Ratings)

Seaport Suite - Steps from Duval Street

12 guests · 4 bedrooms · 3 baths

Pets allowed · Family friendly

Experience the best of Key West with this Apartment available for $1,742. This property is equipped with amenities including Pets allowed and Family friendly, and more.

You can save with One Key

8.4 / 10.0

Excellent(17 Ratings)

Commodore's Cove - One block from Duval St

12 guests · 4 bedrooms · 4 baths

Pets allowed · Family friendly

Business stays, family stays, couples stay, getaway vacation, and rental in Key West at Commodore's Cove - One block from Duval St for $1,364 for your next trip.

10.0 / 10.0

Outstanding(10 Ratings)

Harbor Walk Hideaways | Group Compound In Old Town!

14 guests · 4 bedrooms · 3 baths

Pets allowed · Family friendly

Looking for a memorable stay in Key West? Our House might just be what you're looking for. Enjoy amenities including Pets allowed and Family friendly, and more during your stay.

You can save with One Key

10.0 / 10.0

Outstanding(10 Ratings)

Harbor Walk Hideaways | Group Compound In Old Town!

14 guests · 4 bedrooms · 3 baths

Pets allowed · Family friendly

Soak up the beauty of Key West in our House, Harbor Walk Hideaways | Group Compound In Old Town!. With a range of amenities such as Pets allowed and Family friendly, you'll feel right at home.

10.0 / 10.0

Outstanding(2 Ratings)

**ENVY OF THE ISLAND @ OLD TOWN** Pristine Home & Pool + LAST KEY SERVICES...

10 guests · 5 bedrooms · 6 baths

Pets allowed · Family friendly

Looking to create some memories in Key West? Look no further than our House, **ENVY OF THE ISLAND @ OLD TOWN** Pristine Home & Pool + LAST KEY SERVICES.... Enjoy top-rated amenities including Pets allowed and Family friendly, and more.

10.0 / 10.0

Outstanding(2 Ratings)

**ENVY OF THE ISLAND @ OLD TOWN** Pristine Home & Pool + LAST KEY SERVICES...

10 guests · 5 bedrooms · 6 baths

Pets allowed · Family friendly

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Key West, at $1,356 per night for your next great vacation.

Luxe Designer Oasis + Guest House steps off Duval

12 guests · 6 bedrooms · 6 baths

Pets allowed · Family friendly

Experience the best of Key West with this House available for $1,752. This property is equipped with amenities including Pets allowed and Family friendly, and more.

9.8 / 10.0

Outstanding(236 Ratings)

Historic Mansion in Old Town Key West with Private Pool - Sleeps 16!

16 guests · 6 bedrooms · 4 baths

Family friendly

Enjoy the best of Key West in our House, Historic Mansion in Old Town Key West with Private Pool - Sleeps 16!. A stunning property with amenities including Family friendly, and more.

9.8 / 10.0

Outstanding(236 Ratings)

Historic Mansion in Old Town Key West with Private Pool - Sleeps 16!

16 guests · 6 bedrooms · 4 baths

Family friendly

Experience the best of Key West with this House available for $1,646. This property is equipped with amenities including Family friendly, and more.

9.4 / 10.0

Outstanding(21 Ratings)

The Collins - On Duval Street

8 guests · 2 bedrooms · 1 bath

Family friendly

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Key West, at $1,552 per night for your next great vacation.