**DEEP BLUE DREAMS @ THE ANNEX** Oceanside Condo & Pool + LAST KEY SERVICES…
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!
As soon as you enter, you'll feel like you stepped into a dream. Welcome to DEEP BLUE DREAMS, a modern coastal retreat in the heart of Truman Annex, Key West’s most exclusive neighborhood. This freshly updated 2 bedroom, 2.5 bathroom condo brings a new level of style to island living — sleek and modern, yet relaxed and inviting, with subtle touches of deep ocean blue that inspire its name.
Just steps from the waterfront, you’ll enjoy the best of both worlds: the quiet elegance of a gated community and the excitement of Old Town only moments away. Walk to Fort Zachary Taylor State Park and its iconic beach, or head to Duval Street, where world-class dining and entertainment await. Paired with Last Key Realty’s 5-star Guest Services and complimentary Concierge, a stay at DEEP BLUE DREAMS will be so memorable you'll be dreaming about it for years to come.
THE LIVING AREA…
DEEP BLUE DREAMS features high ceilings, contemporary furnishings, and a cool color palette accented by deep sapphire walls — a nod to the ocean just beyond. The living room offers ample space to unwind, with a plush leather sofa and matching chairs that you’ll just sink into. A large Smart TV provides entertainment for evenings in, while the glass doors open to a private balcony perfect for morning coffee or a sunset cocktail.
The fully equipped kitchen has everything a home chef could want — stainless appliances, quartz countertops, and all the cookware you’ll need when you’re not dining out at one of Key West’s top restaurants. Gather your group for a home cooked meal at the dining table that seats 4. A convenient powder room is located just off the living area.
THE POOL & THE BEACH…
The Community Pool is waiting outside; large, heated, and lined with comfortable chaises for relaxation. The pool deck overlooks the Gulf of Mexico, offering front-row seats to Key West’s world-famous sunsets. For those who prefer the beach, Fort Zachary Taylor State Park is just a short stroll away, offering swimming, snorkeling, and shaded picnic areas beneath the pines.
THE ACCOMMODATIONS…
Primary Bedroom – King bed, Smart TV, large closet, and an en-suite bath with a glass-enclosed shower and modern finishes.
Guest Bedroom – Two Twins or One King (your choice), Smart TV, large closet, balcony access, and easy access to the hall bath with a tub/shower combo.
ALL LAST KEY VACATION HOMES INCLUDE:
** Washer and Dryer ** Central Heat and A/C ** Ceiling Fans ** Smart TVs in Living Room & Bedrooms ** Fully Equipped Kitchen ** Basic Stock of Spices ** Starter Supply of Paper Products ** Starter Set of Cleaning Products ** Linens and Towels Provided ** Wireless High-Speed Internet & Full Cable
In addition, this fully stocked home also includes, but is not limited to the amenities on this list:
** Large Heated Community Pool ** Covered Off-Street Parking for 1 Car (vehicle restrictions apply — no vehicle over 18’ long or 80’’ wide) ** Two Twin Rollaway Beds
Other notes:
** Interim housekeeping available upon request ** Accommodates up to 6 guests ** No Pets Allowed ** Suitable for families and responsible adult groups only. Groups expecting to host late-night gatherings or make excessive noise should seek alternative accommodations.
Our prices include all fees. No hidden fees.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Similar properties
OFF COURSE ~ Adorable 2 BR, 2.5 Ba Townhome in Truman Annex w/ Shared Pool!
Truman Annex
OFF COURSE ~ Adorable 2 BR, 2.5 Ba Townhome in Truman Annex w/ Shared Pool!
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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 first aid kit
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
About the area
Key West
Located by the sea, this condo is in Old Town Key West, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. USCGC Ingham Maritime Museum and Mel Fisher Maritime Museum are also worth visiting. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with cycling and ecotours.
Key West, FL
What's nearby
Harry S. Truman Little White House - 1 min walk - 0.0 km
Duval Street - 5 min walk - 0.4 km
Key West Aquarium - 5 min walk - 0.4 km
Mallory Square - 6 min walk - 0.6 km
Ernest Hemingway Home and Museum - 12 min walk - 1.1 km
Getting around
Key West, FL (EYW-Key West Intl.) - 15 min drive
Restaurants
Key Lime Pie Factory - 4 min walk
Captain Tony's Saloon - 5 min walk
The Bull & Whistle Bar - 4 min walk
Caroline's Cafe - 7 min walk
First Flight Island Restaurant & Brewery - 3 min walk
Frequently asked questions
Does **DEEP BLUE DREAMS @ THE ANNEX** Oceanside Condo & Pool + LAST KEY SERVICES… have a pool?
Yes, this property has a pool.
How much does it cost to stay at **DEEP BLUE DREAMS @ THE ANNEX** Oceanside Condo & Pool + LAST KEY SERVICES…?
As of 22 Apr 2026, prices found for a 1-night stay for 2 adults at **DEEP BLUE DREAMS @ THE ANNEX** Oceanside Condo & Pool + LAST KEY SERVICES… on 30 Apr 2026 start from £150, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is **DEEP BLUE DREAMS @ THE ANNEX** Oceanside Condo & Pool + LAST KEY SERVICES… pet-friendly?
No, pets are not allowed at this property.
How much is parking at **DEEP BLUE DREAMS @ THE ANNEX** Oceanside Condo & Pool + LAST KEY SERVICES…?
On-site parking is available at the property.
What time is check-in at **DEEP BLUE DREAMS @ THE ANNEX** Oceanside Condo & Pool + LAST KEY SERVICES…?
Check-in begins at 4:00 PM.
What time is check-out at **DEEP BLUE DREAMS @ THE ANNEX** Oceanside Condo & Pool + LAST KEY SERVICES…?
Checkout is at 10:00 AM.
Where is **DEEP BLUE DREAMS @ THE ANNEX** Oceanside Condo & Pool + LAST KEY SERVICES… located?
Located in Old Town Key West, this condo building is within a 5-minute walk of Harry S. Truman Little White House and Duval Street. Florida Keys Beaches and Mallory Square are also within 10 minutes.
About the host
Hosted by Last Key Realty
Languages:
English, French, Spanish
Premier Host
They consistently provide great experiences for their guests