Vacation rentals in Pinecraft

Welcome to Your Sarasota Escape!

Bright 3BR/2BA home just minutes from Sarasota’s best beaches! Enjoy a spacious yard, ample parking, and a quiet neighborhood close to Siesta Key, St. Armands, downtown, golf, dining, and shopping. Comfortable, convenient, and perfectly located for your Sarasota getaway. You’ll also enjoy quick access to Roger’s, der Dutchman, Yoders and anything you need to make your stay enjoyable. Whether you’re here for sunshine, food, or relaxation, this home is the perfect base for your Sarasota adventure

Private apartment w/King bed+full kitchen

Welcome to our newly renovated apartment with King size bed and full kitchen. Parking in the driveway and self check in process make this is a safe and convenient stay whether you’re traveling solo or as a couple. Located on a quiet street yet close to the main road and access to the Legacy Trail + Pompano pickle ball courts at the end of our street. 5 minutes to Pinecraft, local ice cream, restaurants & approximately 7 miles to Siesta Key and Lido Key Beach and 15 minutes to Sarasota airport.

Palm Tree Cottage with (Salt water )Pool

Welcome to Palm Tree Cottage. This 4 bedroom, 2 bathroom Pool home would be the perfect Oasis for your next family vacation. The back patio and pool area is BRAND NEW and beautifully done. The pool has a cage for peace of mind with our smallest guests. Centrally located to much of what Sarasota has to offer. - Minutes from Pinecraft and several restaurants and ice cream shops - 20 Min to both Lido and Siesta Key - Minutes walk to the Legacy Trail, Pompano Pickle Ball Courts VR25-00084

The Gerhardt Place (swim spa)

Welcome to The Gerhardt Place, a newly remodeled home, nestled in a quiet neighborhood right along the Philippe Creek. In this home, you will find a fully stocked kitchen, a lovely sectional couch in the living room, 4 bedrooms and 2 bathrooms, and an outdoor kitchen, perfect to cook your meals! The outdoor area in the back is fenced off. There is a roof and couch area along with a swim spa and table and chairs for you to enjoy to eat those splendid meals that you make on the grill!

Modern 4BR Home *Heated Pool & Spa*

Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. VR24-00265

Cozy Getaway Home in Sarasota Near Beaches & More!

Escape to our peaceful home in Sarasota. Conveniently situated near our famous beaches, UTC, Benderson Park, downtown, and only within a mile of grocery stores and other shops. Enjoy outdoor moments on the patio and spacious yard. Modern amenities include high-speed internet, smart TVs, and a well-equipped updated kitchen and workspace. Washer/dryer on-site as well. Your gateway to relaxation and Sarasota's charm awaits! Please reach out if you have any further questions.

Retro Dream-Pickleball, Stock Tank Pool, Mini Golf

Retro vibes meet Florida fun in this spacious Sarasota getaway! This home features stylish vintage décor, a comfortable living space, and a huge private backyard built for play. Enjoy the pickleball court, basketball hoop, mini golf, heated or chilled stock tank pool, outdoor kitchen, huge, covered lanai and bed swing. Perfect for families or groups looking to relax, play, and make unforgettable memories just minutes from Sarasota’s beaches, downtown, and attractions.

Cozy 1BR in Pinecraft • 10 Min to Sarasota Fun

Peaceful and bright 1BR/1BA cottage in Sarasota’s Pinecraft community, just 10–15 minutes from beaches and downtown. Casa Lime is now under new ownership with exciting upgrades underway to enhance comfort and guest experience. **NEW PHOTOS COMING SOON** Features a queen bed, sleeper sofa, kitchenette, essentials, and shared laundry. Walk to Amish restaurants, markets, and parks. Ideal for couples or solo travelers seeking a quiet, walkable stay near the coast.

Coastal Cottage | Oasis w/ Fire Pit + Grill!

BNB Breeze Presents: Coastal Cottage! Vacation in a slice of paradise, just minutes away from the delightful Amish community of Pinecraft, and 20 minutes away from Siesta Key Beach! This incredible cottage includes: - Backyard Oasis w/ Fire Pit + Magical String Lights ​​​​​​​- Covered Back Porch w/ Egg Chairs! - Private Backyard w/ Grill - Outdoor Seating + Dining - Beautifully-Designed Interior w/ Vaulted Ceilings - Spacious Fully-Equipped Kitchen

Walk to Coffee, Parks, Ice Cream, & Pizza

Welcome to your perfect getaway destination – The Coconut Palm! Meticulously remodeled and tastefully decorated with your comfort in mind, this stunning one-bedroom apartment boasts a sumptuous queen-sized bed, ensuring a restful night's sleep. Rest easy knowing that cleanliness is our top priority – The Coconut Palm is professionally cleaned on a regular basis after every stay, guaranteeing a pristine environment for your enjoyment.

Pinecraft’s Newest Hideout

Take it easy at this unique and tranquil getaway. The cottage is located behind the main house on the property. The cottage is in “Pinecraft” and within walking distance to Pinecraft Park, Postal cafe’, 2 great ice cream shops, Emma’s Pizza, Yoders restaurant, and Der Dutchman restaurant Siesta Key Beach: 8 miles Lido Key Beach: 6.5 miles We do provide Wi-Fi, but there is NO TV No pets!

Heated Pool Getaway • Private & Peaceful

Welcome to your perfect Sarasota escape—where sunshine and family-friendly comfort meet. Relax in your private heated pool while the kids play, all in a peaceful, sought-after neighborhood. Just 18 minutes from Siesta Key Beach, enjoy powdery white sand, clear waters, and unforgettable coastal days. The perfect place to unwind, explore, and make lasting memories together.