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Key West 29
From
$305/nt
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USD
Based on
guests
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|| 'Select dates' ]]
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YY') || '' ]]
Check in
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YYYY') : 'Check out' ]]
Based on
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Description
Welcome to your dream retreat in Key West, where vibrant island living awaits at Key West 29. This charming two-bedroom, two-bathroom Conch-style townhouse offers a slice of paradise in the heart of one of the most desirable locations. Nestled within the tranquil gated community of Truman Annex, the property is surrounded by lush tropical flora and historic charm, blending contemporary comforts with the spirit of Key West. Enjoy the recently upgraded amenities, including a remodeled kitchen, renovated bathrooms, and stylish new furnishings, ideal for families or small groups of up to six guests. Both bedrooms feature queen-sized beds, balcony access, and private bathrooms for a touch of luxury and privacy. The tastefully decorated living space includes a cozy sofa bed, cable TV, and French doors opening to a sunny private patio complete with an outdoor dining area. Perfect for unwinding after a day of exploring, the patio invites you to relax with a good book or enjoy a refreshing drink in your own personal oasis.
Key West 29 places you in prime proximity to explore all that Key West has to offer. A short stroll takes you to the vibrant Duval Street, brimming with exquisite dining, lively bars, art galleries, and chic shops. Don't miss the sunset celebrations at Mallory Square or a relaxing day at Fort Zachary Taylor State Park and beach, all conveniently within walking distance. For your leisure, the community offers access to a beautiful shared swimming pool, an excellent spot to bask in the sun or cool off with a swim. Additional amenities include WiFi, air conditioning, a washer/dryer, and private parking. Whether you’re here to revel in the dynamic nightlife or soak in the island’s serene beauty, this property in Key West promises an unforgettable getaway.
Please note that this home is available for stays of 7+ days only. Starting January 1, 2026, it will be available for stays of 28+ days only.
Key Features
- 2 bedrooms
- 2 bathrooms
- Sleeps 6
- Alfresco dining
- Balcony
- Communal pool
Bedrooms
- Bedroom 1 - Queen-size bed; en-suite bathroom includes Bath tub; balcony access
- Bedroom 2 - Queen-size bed; en-suite bathroom includes Bath tub; balcony access
- Additional bed available: Sleeper sofa
Living Area
- Open-plan living area
- Tastefully furnished living room with comfortable sofa and TV
- Fully equipped kitchen
- Breakfast bar with seating
- Dining table and chairs
Outdoor Area
- Covered patio with alfresco dining
- Covered balcony
- Sun loungers
- Communal pool
General
- Air conditioning
- One assigned parking spot
- Bedding and towels provided
- Complimentary wifi
Good to know
- Unfortunately, pets are not allowed at this home. If undisclosed pets are brought into the home without approval there is a fine of $500 per pet.
- All stays over 28 days will have a mandatory mid-stay clean that will be charged in the middle of your stay.
- No large trucks, trailers, mobile homes, vans, campers or similar vehicles shall be parked in the Truman Annex. Motorcycles and scooters must be parked in the parking lot and not on sidewalks or porches. All vehicles parked within the community must either have a permanent parking sticker or a temporary parking pass (obtained at the Security Guardhouse). All others will be subject to ticketing and towing.
- This is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.
- As part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation.
- Events or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees.
- You must be 25 years or over to book this property. IDs will be requested for verification after booking. All bookings over 30 days require a security deposit.
This home is part of the world's leading villa collection
World Travel Awards Winner
Experience the Top Villas Difference
Excellence comes as standard giving you what you deserve at every stay
Only the best homes
Top amenities as standard
Local Travel Planners
Top locations
Professionally cleaned
Contactless check-in
Fresh towels and linen
24/7 Support
Fast Wi-Fi
Amenities
- Parking
- Bedding and towels included
- Cable or Satellite TV
- Children Welcome
- Balcony
- Air Conditioning
- Wifi
Bedroom Details
- 2 Queen-size beds
- 2 Balcony access
- 1 Sofa beds
Travel Extras
Book with Top Villas and you'll be assigned a dedicated guest experience manager. Upon request, they will arrange everything you need to enjoy the perfect stay. Options include:
Car Rental
Attraction Tickets
Grocery Packs
Outdoor Rental
Airport Transfers
Private Chef
Celebration Packs
Baby Equipment
Spa
Availability
Booking Policies
Home Details
- Check in from 16:00
- Check out by 10:00
- Early check in or late check out available on request (fees may apply)
Payment Conditions
- The down payment to secure this home is 50%
- The final balance is due 64 days prior to arrival
- The balance is due at the time of booking, if your reservation is within 64 days of arrival
- We accept all major credit/debit cards, bank transfer, check or cash
House Rules
- No RVs, no trailers, no smoking, no parties or events
Cancellation Policy
- More than 64 days prior to check in date - Deposit forfeited
- Less than 64 days prior to check in date - 100% forfeited
- With cancellation insurance - Up to 100% Refunded - Contact us for details
Travel insurance
Available to purchase on checkout
- Cancel for any reason for a refund up to 100%
- Protection for hurricanes, natural disasters & sickness
- Medical coverage, evacuations & baggage loss or delay included
- Protection for all of the travelers in your group
Need more information?
If you have any queries or need further information, you can contact us anytime via live chat or telephone. Our Travel Planners will be happy to help in any way they can.
Brochure
Download brochure for Key West 29
From
$305/nt
Select dates to get a quote
[[
_PQC.models.quote.totalWithTaxUndiscounted | currency:'$':2 ]]
Special offer
Special offer
[[_PQC.models.quote.totalNetWithTax | currency:'$':2 ]] net
(USD)
[[_PQC.models.quote.totalWithTax | currency:'$':2 ]]
rrp
[[ _PQC.models.quote.totalWithTax | currency:'$':2 ]]
USD
Based on
guests
[[ _PQC.models.mainDatepicker.dates.checkin.format('DD MMM')
|| 'Select dates' ]]
- [[
_PQC.models.mainDatepicker.dates.checkout.format('D MMM,
YY') || '' ]]
Check in
[[ _PQC.models.mainDatepicker.dates.checkin.format('Do MMM YYYY') || 'Check in' ]]
Check out
[[ _PQC.models.mainDatepicker.dates.checkout ? _PQC.models.mainDatepicker.dates.checkout.format('Do MMM
YYYY') : 'Check out' ]]
Based on
guests
Our Travel Planners are here to help you book your perfect
Not ready to book?
Free
48hr hold
From
$305/nt
Select dates to get a quote
[[
_PQC.models.quote.totalWithTaxUndiscounted | currency:'$':2 ]]
Special offer
Special offer
[[_PQC.models.quote.totalNetWithTax | currency:'$':2 ]] net
(USD)
[[_PQC.models.quote.totalWithTax | currency:'$':2 ]]
rrp
[[ _PQC.models.quote.totalWithTax | currency:'$':2 ]]
USD
Based on
guests
[[ _PQC.models.mainDatepicker.dates.checkin.format('DD MMM')
|| 'Select dates' ]]
- [[
_PQC.models.mainDatepicker.dates.checkout.format('D MMM,
YY') || '' ]]
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guests
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Luxury Travel Planners
Use the form or speak to one of our Travel Planners like Stacy today.
-
Call to book
1-407-495-2595 -
-
24 hours a day
7 days a week
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