So you want to visit Siesta Key and you're thinking of staying at Peppertree Bay? Let us help you make that decision!

Here are the most frequently asked questions we get about booking a monthly vacation rental with us. Simply click on any one of the questions below and the answer will appear.

Got another question we don't have listed? Give us a call or email us and we'll help you get the answers you need. We may even add it to this FAQ list.

A: We are located on the island of Siesta Key. Peppertree Bay is located on Crescent Beach just south of Siesta Key Beach

A: Peppertree Bay has two heated pools one on each side of the property, we have tennis courts, BBQ grills a fitness center and two clubhouses. The majority of our units have 2 bedrooms. We also have a limited number (four total) of 1, 3 and 4-bedroom units. Our minimum stay is 28 days. All the rental units are turnkey furnished and are privately owned, so no two units are alike.

A: We need your name, address, city and state, zip code, any email address and phone numbers. $1,500.00 today will secure the reservation. The next payment is due 90 days before arrival and the final balance is due 30 days before arrival. We take all major credit cards and checks in US funds.

A: Yes, absolutely! In fact, we encourage you to do so! It is safe, easy, secure, and fast. You'll receive an email confirmation, but just like telephone bookings, we can't give you any reminders about when your payments are due. Simply select the rental you want, select your dates, get an instant quote, and hit the orange "BOOK NOW" button. Easy peasy lemon squeezy!

A: To alter, change, or cancel a reservation, the request must be in writing and must be within 90 days prior to arrival. The cancellation fee is $150.00. Cancellations made after 90 days prior to arrive are not refunded.

A: As much as we all love our pets, Peppertree Bay doesn’t allow any animals in the units or anywhere on the property.

A: You can walk to several shops and restaurants, but if you'd like to venture off the island and enjoy more of what southwest Florida has to offer, you may want to drive your car or rent one while you're here. Siesta Key also has a trolley called the Breeze that will shuttle you all over the Key. For another option, there are several companies that rent golf carts or work for tips only.

A: All the units are turnkey furnished. There is a roll of toilet tissue in both bathrooms, small bar soap and a trash bag in all the wastebaskets and a roll of paper towels. Items such as foil, salt and pepper, napkins, and other kitchen staples will need to be brought with you.

A: Check-in is generally at 3:00 pm, however, we will try to get you in as soon as possible. Check-out is at 10:00 am, no exceptions. The office is open Monday thru Friday 8:00 am to 5:00 pm.

A: The office is open Monday thru Friday 8:00 am to 5:00 pm. After 5:00 pm, all key packages are given to security. You would call the office phone number, which would get forwarded to security at 5:00 pm. They will assist you with receiving your key package.

A: Yes, Peppertree Bay offers many events during our peak season. We have a very busy social season planned for 2019. We print event calendars for the months of January, February, and March for all our arriving guests.

We provide monthly luncheons and have a game night a few evenings each week. Some of our guests will organize card games such as Bridge and Mahjong. Some of the guests will rent out one of the clubhouses and have parties for friends and family.

A: Peppertree Bay is a smoke-free environment. There is no smoking allowed in the units, on the lanais, or in and around the pool area.

A: Housekeeping will be at your unit the day of your departure. If you would like to have things freshened during your stay, we can provide you with a list of contract cleaners and the two of you can work out the particulars.

A: Yes! Your set of keys from the office has a mailbox key on it. To forward your mail, use the physical address of the unit you’re staying in. Please do not forward your mail to the office address. We are not equipped to hold tenants' mail..

A: All the units in the rental program have at least one landline to make local calls as well as emergency calls.

A: All the units in the program offer free Wi-Fi. The login information with the site name and password are placed in the unit prior to your arrival.

A: All the units in the rental program have their own washers and dryers.

A: All our vacation rental condos here on Siesta Key have a minimum of 1 month (or 28 nights). If you need help planning a 4-week vacation, read our blog article, How to Plan Your Very Own Sensational 4-Week Beach Vacation.

A: The short definition: a discoloration of seawater caused by a bloom of toxic red dinoflagellates.

The longer definition: Red Tide is a common name for a worldwide phenomenon known as an algae bloom when it is caused by species of dinoflagellates and other algae. The upwelling of nutrients from the sea floor from massive storms is most likely the cause of these events.

A: The MOTE Marine Laboratory & Aquarium has up-to-date information on their beach conditions map. You can also call 941-BEACHES to find out the current beach conditions. Press 1 for Sarasota County.

Contact Us

Peppertree Bay Realty Inc
6056 Midnight Pass Road
Sarasota, Florida USA 34242

T 941.349.7777
F 941.346.0371


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