Tropical Dreaming by AvantStay | 4 Blocks to Beach

Excellent (58)

About Property

Discover your perfect vacation home rental at Tropical Dreaming, a distinctive private getaway in the heart of Old Town Key West. This secluded two-story hideaway has been professionally decorated and furnished, exuding a classic flair of the islands while offering the best of both worlds: a quiet sanctuary and easy access to the island's most famous attractions.

Sleeping arrangements are designed for ultimate relaxation across two full bedroom suites on the upper floor, each featuring a private bath and ultra-comfy beds. The primary bedroom offers a king bed, while the second bedroom features two twin beds that can be converted into a king upon request. For additional guests, the home includes a sleeper sofa, allowing for a total guest capacity of 6.

Step inside to an open floor plan with a living room and dining area, complemented by a full beautiful kitchen equipped for everything from simple island fare to gourmet meals. Large oversized double glass doors lead you outside to a private oasis where tropical foliage and breezes surround a sparkling 12' X 18' swimming pool. This outdoor sanctuary is complete with lounge chairs, an outdoor shower, a wet bar, and outside dining, all sheltered by a covered porch.

Located in the eclectic ambiance of Key West, you are only a short stroll from the entertainment and activity of Duval Street and just 4 blocks from the shimmering turquoise waters of the Atlantic Ocean. The neighborhood is a celebration of historic charm, flamboyance, and the conch-style architecture made famous by early Bahamian settlers.

Practical details for your stay:

Check-in: 4:00 PM
Check-out: 10:00 AM
Parking: Off-street parking available for one vehicle
Pets: Allowed for a fee (breed restrictions may apply; documentation may be required for ESA/service animals)
Rules: Strictly no smoking inside or outside ($300 fine); occupancy and noise limits are strongly enforced (fines up to $10,000)

Additional Home Truths:

Pool heat is available for a fee (requested 48 hours prior) but is unavailable from 4/1 to 11/1
Twin-to-King bed conversion is available for a $75 fee (requested 48 hours prior)
Stays of 28+ days require a security deposit and additional scheduled cleans
Guests may encounter local wildlife including geckos, iguanas, and chickens, as well as seasonal insects

Experience the magic of the islands at Tropical Dreaming, where historic charm meets modern luxury.

This description is for informational purposes. Please verify all details, including amenities, policies, fees, and availability, on the booking platform before booking.

Property Details

Max. Guests6
Bedrooms2
Bathrooms2.5
Check-In4:00 PM
Check-Out10:00 AM

Property on Map

Amenities

Pool view
Hair dryer
Cleaning products
Shampoo
Conditioner
Body soap
Hot water
Shower gel

Customer Reviews

4.7

Based on 58 ratings

(58 Reviews)4.7

House Rules

You’ll be staying in someone’s home, so please treat it with care and respect.

Checking in and out

Check-in after 4:00 PM
Checkout before 10:00 AM
Self check-in with smart lock

Checking in and out

Check-in after 4:00 PM
Checkout before 10:00 AM
Self check-in with smart lock

During your stay

6 guests maximum
Pets allowed
No parties or events

During your stay

6 guests maximum
Pets allowed
No parties or events
No smoking
Additional rules
Please read each of the rules carefully in order to avoid any danger and/or deductions from your security deposit upon check-out.

NO EVENTS, GROUP GATHERINGS OR PARTIES ARE ALLOWED AT ANY AVANTSTAY PROPERTIES UNDER ANY CIRCUMSTANCES, UNLESS PRE-APPROVED.

PERMITTED USE: This reservation is for use as a vacation rental only NO EVENTS AND PARTIES: Unless registered with and pre-approved by AvantStay, no events, group gatherings, or parties are permitted. Upon discovery of an event, group gathering or party, AvantStay personnel or Security shall have the right to enter and remove all persons from the Property, including you and your registered guests. In this event, you will forfeit all monies, including security deposits. Only those guests listed on the attached guest list to this rental agreement may occupy the property during the reservation periods. NO FILMING AND PHOTOGRAPHY: Unless registered with and pre-approved by AvantStay, guests shall not use the property for any commercial purpose

CHECK-IN/CHECK-OUT: Late check-out may be available upon request, so please ask your Customer Experience team for cost and availability. Failure to abide by these listed check-in and check-out times will result in a $50 fine for every 30 minute violation before or after the times provided.

OCCUPANCY: Guests are responsible for ensuring that any visitors comply with these House Rules Our rental rates are based upon a maximum of two persons per bedroom. Children are counted in total occupancy. Any additional overnight guests must be approved and are subject to additional fees In the event that you exceed the maximum occupancy number on this property, you will be charged a $500 penalty per person for every person over occupancy, and AvantStay reserves the right to deny access or to require all guests to vacate the premises.

QUIET HOURS: Please respect our neighbors and abide by our quiet hours, enforced from 9pm - 8am. Noise must be kept strictly under 60 dBA during the day. Anyone found to be violating noise ordinances will be subject to an initial $500 fine followed by a possible eviction in egregious circumstances. Guests will not be given any refund for issues related to noise ordinance violations.

PROPERTY INSPECTION: An inspection of the vacation rental property will take place 24 hours in advance of your arrival. If there are any concerns with the property, please notify AvantStay immediately to ensure that such issues may be remedied in a timely manner. Upon any violation of AvantStay rules or noise/neighbor complaints, we reserve the right to enter the Property to inspect at any time during your stay.

NO REPLACEMENT PROPERTY GUARANTEE: While every reasonable attempt will be made to accommodate you, if the vacation rental property selected by you does not meet your approval, AvantStay cannot guarantee that another vacation property will be made available to move you once you have reserved a specific vacation rental property.

NO HOLD OVER POLICY: You are not permitted to stay beyond your reservation dates without AvantStay approval. If you remain on the vacation rental property beyond the time and date of check-out, you agree and consent to be removed and locked out of the vacation rental property by AvantStay, its representatives, and/or law enforcement. You further consent to permit AvantStay to remove your personal belongings to a location of the Manager's choice, where you may retrieve them.

HOST CANCELLATION POLICY. If for any reason the Accommodation you booked is unavailable, including, but not limited to, issues related to safety, utilities, maintenance, guest overstays, weather or inaccessibility, accidental double booking on multiple platforms or other reasons, AvantStay may substitute a comparable unit or allow Guest to cancel and receive a full refund, or, if no comparable unit is available, AvantStay may cancel the reservation and provide a full refund of all payments made by you.

CHANGE IN GUEST CIRCUMSTANCE: If, after booking is completed, and correspondence or discussions with the guest disclose a change in circumstances involving the reservation of this property, AvantStay has the right to refuse a reservation to the guest if the reservation is not conducive to the welfare of the property. Such circumstances include but are not limited to an event or party planned during the guest's occupancy of the property, violations of the occupancy limits, rules regarding pets, age limitations or the purpose of the rental. If the reservation is cancelled pursuant to this section, AvantStay will return all monies deposited to the guest.

CLEANING: All trash must be taken out and placed in trash bins and all dishes must be placed in the dishwasher upon check out. Please treat this home like you would your own and deliver the home in the same condition as you found it. Any trash that is in excess of the allotted number of garbage cans will incur a charge of $150.

UTILITIES: The cost of your booking includes utilities assuming a normal usage; excessive usage and pool heating (if applicable) will be charged separately and paid for by Guest.

APPLIANCES: Tenant may only use appliances for their intended use.

THERMOSTAT: To prevent damage, the A/C may not be lowered below 72 degrees Fahrenheit at anytime during your stay.

PARKING: Be mindful of local street parking restrictions. Please review all parking details prior to your stay, including overnight parking rules and maximum number of cars permitted. Be mindful of local street parking restrictions. Violations may lead to fines

OTHER VIOLATIONS: Possible violations include, but are not limited to, limiting sound amplification outdoors, over occupying parking areas, over occupying rental property, and failing to follow your agreement with the Management Company

POOLS, SPAS, HOT TUBS, DOCKS (if applicable): No diving No tampering with pool thermostat No intoxicated persons may use the pool or spa No glass containers in or around the pool or spa No alcoholic beverages Children may never be left unattended with access to the pool or spa No lifeguard on duty - you and your guests shall swim at your own risk Please inquire about pricing for pool heat and AvantStay will be happy to assist Pools and spas are chemically serviced and cleaned regularly prior to your arrival Please advise the office if your pool is not clean, and we will make every effort to contact a pool cleaner, but please understand that WE CANNOT GUARANTEE that the pool person will be able to return to the property

MAIL: Guests may not have packages or mail sent to the property. We do not always have full access to the mailbox and would not want you to lose your mail

PERSONAL PROPERTY: You are responsible for keeping your valuables safe at all times. By checking into the property, you waive, discharge and agree to hold harmless AvantStay and the real property owner from all damages or injuries arising from or related to your stay at the managed property, including but not limited to, any accidents or injury to yourself, your guests and associates, and loss of money, jewellery or valuables of any kind

SMOKING: All properties are non-smoking. Violation of the no smoking policy will result in forfeiture of the full security deposit and damage liability of up to $2,500 for any discovered damage to furniture or any odors.

SAFETY: No unlawful use of the property No weapons, violent behavior, fireworks, flammable substances, hazardous materials, or illegal substances permitted in or around the property Guests found to be violating any of the safety rules shall be liable for any corresponding property damage, and subject to $500 fine and immediate eviction from the Property without refund.

SURVEILLANCE: Each property may be monitored by noise monitoring devices, periodic patrols, security, and 24-hour video electronic surveillance on the exterior of the house for guest security and to ensure that the house rules are respected. There is no electronic video surveillance monitoring pools or spas, or on the interior of the house. Do not tamper with any of our surveillance and safety equipment. Please report anything that needs replacing or fixing.

MAINTENANCE/REPAIRS: We cannot guarantee against mechanical failure of heating, air conditioning, appliances, TVs/VCRs/DVD Players, stereo equipment or pools/spas. Please report any inoperative equipment to our office promptly. AvantStay will make every reasonable effort to have repairs done quickly and efficiently. If you demonstrate that the problem persists after being given phone instructions by an AvantStay property associate, a maintenance service professional will be dispatched.

NO REFUNDS OR RENT REDUCTIONS WILL BE MADE DUE TO MECHANICAL FAILURES OR MALFUNCTIONS, INTERRUPTIONS OF UTILITIES, MAINTENANCE PROBLEMS OR CONSTRUCTION IN THE AREA. WHILE AVANTSTAY WILL MAKE EVERY EFFORT TO REPAIR ANY MAINTENANCE ISSUE IN A TIMELY MANNER, IT CANNOT GUARANTEE THAT THE ISSUE WILL BE FIXED DURING A GUEST STAY, AS THE COMPANY MAY HAVE TO GO THROUGH HOME WARRANTIES. Avanstay will always look for alternative solutions to ensure and prioritize guest comfort.

Other Violations include, but are not limited to, limiting sound amplification outdoors, over occupying parking areas, over occupying rental property, and failing to follow these rules with AvantStay

CREDIT CARD REQUIRED: If applicable to your reservation, a major credit card (Visa or MasterCard) may be required to hold a reservation and may be charged to pay for incidental charges and other fees incurred during your stay. The name on the credit card must be the name of the primary guest on the reservation and a picture ID will be required along with the signed rental agreement. If any costs or damages, including but not limited to: extra cleaning fees, unauthorized pool heat, or unauthorized pets, are discovered during or within a reasonable amount of time after your stay, your credit card on file will be charged for said amounts. All charges will be subsequently followed with an email, which will breakdown the fees and/or damages. No charges will be processed without prior written notice.

SECURITY DEPOSIT/ADDITIONAL COSTS: If applicable to your reservation, the security deposit will be used at the sole discretion of AvantStay to pay for the restoration of the property to its original move-in conditions (outside of other normal wear and tear). All stays of 30+ days require a security deposit. Additional costs include but are not limited to: cleaning beyond normal wear and tear, removing excessive garbage, repairing or replacing any part of the premises, its contents, common areas and recreational facilities for damage caused after your move-in. In the event that said deposit is insufficient, you agree to allow AvantStay to charge your credit card on file to pay the additional costs or we may send you an invoice that is payable in full upon receipt. If all terms and conditions of the agreement are fulfilled, the deposit will be returned in full within 21 business days after guest departure.

LOST & FOUND: Please note that all shipping is at the traveler's expense. There is a minimum $25 shipping cost. We are not liable for any lost items. Our team will do our best to locate your lost items after check-out.

AvantStay reserves the right to ask the tenant to vacate the premises with no refund should any of these rules be violated and unresolved. No refund of monies will be issued due to violation of the house rules, noise ordinances, or occupancy limits. Guests agree to follow any and all House Rules provided to them by AvantStay, as well as any and all rules of the Homeowners Association where the property is located, and any and all City or County ordinances in the area where the property is located. Any and all legal matters arising out of this agreement shall be adjudicated in the city in which you are renting. ALL GUESTS hereby acknowledge and agree to follow all house rules, neighborhood rules and city laws and ordinances.

4.7Excellent (58)

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