1255-306 | 2 BEDROOM | 2 BATHROOM | MIDRISE 1255-306 | Standard | 2 Bedroom | 2 Bathroom | Midrise

$208-310/night
2 Bedrooms • Sleeps 1-4
Internet Oceanfront Pool (more...)

Welcome to Unit 1255-306 at Peppertree Bay, a comfortable two-bedroom, two-bathroom Siesta Key retreat located in the bayside midrise section of this unique beach-to-bay community.

This inviting condo provides a relaxed home base for an extended Siesta Key stay. The single-level layout offers comfortable living and dining spaces, a fully equipped kitchen, two bedrooms and two full bathrooms, making it well suited for couples, families or guests spending a month or longer on the island.

One of the best parts of staying at Peppertree Bay is having the amenities of the entire community right outside your door. Spend the morning along the bay, relax by one of the heated swimming pools, play tennis or pickleball, or take a walk across the community to Peppertree Bay's private Gulf-side beach access and enjoy Siesta Key's famous white-quartz sand.

Guests can also enjoy the community's marina and fishing pier, clubhouse and beautifully maintained tropical grounds. An elevator provides convenient access to the residence, and complimentary parking is available within the community.

Located along Midnight Pass Road, Peppertree Bay also puts you within easy reach of Siesta Key Village, restaurants, shopping, watersports and everything the Sarasota area has to offer.

Whether you're escaping the winter, working remotely from the coast or simply looking for an extended island getaway, Unit 1255-306 offers a comfortable place to settle in and enjoy the relaxed Siesta Key lifestyle.

Please Note: Peppertree Bay requires a minimum stay of 30 nights. Maximum occupancy is 6 guests. No smoking and no pets.

At Peppertree Bay Rentals, we're proud to provide a professionally managed vacation experience designed to help you make the most of your time on beautiful Siesta Key. As the official on-site rental program for the Peppertree Bay community, our local team is here to ensure your stay is comfortable, seamless, and memorable. From the moment you book until the day you depart, we're available to assist with questions, recommendations, and any support you may need during your visit. Our goal is simple: to provide exceptional service while helping you relax and enjoy everything Peppertree Bay and Siesta Key have to offer. We look forward to welcoming you and helping you create lasting memories at Peppertree Bay.

SARASOTA, Florida

Property Type Condo in a condo on the 3rd floor
Accommodation Entire Home
Check-In Someone is available 24 hours a day to let guests in
Elevator Yes
House Rules
  • Maximum occupancy: 6
  • Children welcome
  • Infants welcome
  • Smoking not allowed
  • Wheelchair inaccessible
  • Minimum age of primary renter: 25
  • Pets not allowed
Setting & View
  • Water View
  • Beach
  • Ocean
  • Beachfront
  • Beach View
  • Near Ocean
  • Oceanfront
  • Ocean View
  • Waterfront
  • Bay View
  • Sea View
  • Shared Beach Access
  • Private Beach Access
General
  • Internet / Wifi
  • Telephone
  • Air Conditioning
  • Central Heating
  • Linens Provided
  • Towels Provided
  • Washing Machine
  • Clothes Dryer
  • Hot Water
  • Private Living Room
  • Fitness Room/Equipment
  • Hair Dryer
  • Laptop Friendly Workspace
  • Basic Soaps
  • Paper Towels
  • Shampoo
  • Toilet Paper
  • Hangers
  • Private Entrance
  • Body Soap
  • Hair Conditioner
  • Shower Gel
  • Clothing Storage (closet or wardrobe)
Kitchen
  • Kitchen
  • Refrigerator
  • Stove
  • Oven
  • Microwave
  • Dishwasher
  • Dishes & Utensils
  • Freezer
  • Pots & Pans
  • Kitchen Island
  • Dining Table
  • Baking Sheet
  • Coffee
Sleeping Arrangements 2 Bedrooms, sleeps 1-4
  • MASTER – 1 King Bed
  • GUEST – 1 Queen Bed
Entertainment
  • Television
  • Gym
  • Exercise Equipment
Outdoor
  • Outdoor Grill
  • Tennis
  • Beach Essentials
  • Outdoor Dining
  • Outdoor Seating
  • Sun Loungers
Pool/Spa
  • Communal Pool
Vehicles
  • Free Parking
Theme
  • Adventure
  • Family
  • Historic
  • Romantic
  • Tourist Attractions
Attractions
  • Bay/Sound
  • Marina
Leisure
  • Bird Watching
  • Eco Tourism
  • Paddle Boating
  • Boating
  • Shopping
  • Wildlife Viewing
  • Water Sports
Sports & Adventure
  • Fishing
  • Bay/Sound Fishing
  • Jet Skiing
  • Kayaking
  • Parasailing
  • Pier Fishing
  • Sailing
  • Scuba Diving/Snorkeling
  • Water Skiing
  • Snorkeling
  • Snorkeling/Diving
  • Surfing
  • Swimming
Safety
  • Fire Emergency Contact
  • Fire Extinguisher
  • First Aid Kit
  • Medical Emergency Contact
  • Exterior Lighting
  • Police Emergency Contact
  • Smoke Detector
Expectations
  • Cameras/Surveillance
Check Out Tasks
  • Return Keys
  • Turn Things Off
  • Throw Away Trash
  • Lock Up
  • Gather Towels
  • Gather Used Bed Linens
  • Load Dishwasher
  • Start Dishwasher
  • Remove Leftover Food & Drinks
  • Remove Personal Items
Accessibility
  • Single Level Home
  • Path To Entrance Lit At Night
Season Rate
Low Season
4/1 - 12/31
Monthly
$5,880 to $7,925
High Season
1/1 - 3/31

Cancellation Policy: Seventy-five percent (75.00%) of the total booking charges will be refunded if the cancellation is made more than 90 days prior to the arrival date of the reservation. For cancellations made within 90 days prior to the arrival date, no refund will be issued.

Monthly rates vary by season, unit location, view, and interior finishes. All reservations include access to Peppertree Bay's private beach, heated swimming pools, tennis and pickleball courts, marina, fishing pier, clubhouse, and beautifully maintained grounds. A minimum stay of 30 nights is required in accordance with Peppertree Bay Association regulations. Taxes, cleaning fees, and any applicable administrative fees are calculated separately at the time of booking.