Holiday houses 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

The Hatton House

Welcome to your own private oasis! This beautifully remodeled 2 bedroom, 1 bathroom home is the perfect place to relax, unwind, and enjoy your vacation. As you step inside, you'll be greeted by a warm and inviting living room with freshly painted walls, and plenty of natural light. Close to the Legacy Trail bike path, the Pompano Pickleball Courts, and a short walk to Pinecraft! This space includes 2 living areas, a nice outdoor dining area, and an expansive back yard for games and activities.

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. *Brand new pool* VR24-00265

Boho home | Saltwater Pool on Golf Course

WELCOME TO OUR RETREAT! YOU'LL LOVE OUR OPEN-CONCEPT HOME. THE LR HAS A SINKING SOFA & CHAIR, TV WITH SOUND BAR, A DEDICATED WORK TABLE. THE NEW KITCHEN IS IDEAL FOR SOCIALIZING AND COOKING. GET COZY IN THE FR WITH THE COMFY SOFA BED SECTIONAL, FIREPLACE, AND ANOTHER SMART TV. WHEN IT IS TIME TO SETTLE IN, YOU WILL LOVE THE MBR AND MBA WITH THE 9 FT SHOWER WITH MULTIPLE SHOWER HEADS. POOL IS SO INVITING!! **ONLY 1 GROUP/STAY ALLOWED PER MONTH, HOST CALENDAR TO BE UPDATED AFTER BOOKING**

Botanical Bungalow at THE BAY

Keep it simple at this peaceful and centrally-located private apartment. The entire apartment is yours, with your own private driveway and entrance. Enjoy complementary bikes on the Legacy trail, just a few feet away. Pack your car with one of our coolers and some beach floats and travel less than 5 miles to Lido beach, or under 20 minutes to popular Siesta Key Beach. With your own bathroom, washer/dryer, and full kitchen, you'll have everything you need to make your stay enjoyable.

Private apartment w/King bed+full kitchen

Welcome to our cozy 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.

Sunshine Manor | Saltwater Pool + Electric Bikes!

BNB Breeze Presents: Sunshine Manor! Discover the magic of this wonderful beach home nestled in the sought-after community of Pinecraft, just 15 minutes from Siesta Key Beach! With a private flowing saltwater pool and INCREDIBLE patio space. Fully loaded home: - Heated Saltwater Pool - heated at NO extra cost from Nov 21 - April 1st - 2 Electric Bikes - Screened-In Porch w/ Seating - Fenced-In Backyard - Open Floor Plan w/ Beautiful Boho Design - Outdoor Dining Area w/ Grill

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, 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.

Ocean Breeze

Bring the whole family to this great place with lots of room for fun. The home has everything you need for a fun vacation. The house has an open feel with spacious living area. There is also outside seating. We are nestled in the heart of the quaint Pinecraft community. We are 10 Minutes to downtown Sarasota. Our place is 7.7 miles from Siesta Key Beach and 6.4 miles to Lido Key Beach/St Armand’s Circle.

Hacienda Hideaway

Escape to sunny Sarasota! This cozy 1-bedroom apartment in the charming Pinecraft neighborhood sleeps up to 4 with a queen bed and pull-out couch. Enjoy a full kitchen, private washer and dryer, fast WiFi, and a peaceful screened patio for morning coffee or evening relaxation. Just 15 minutes from Sarasota’s beautiful beaches. Private parking and electronic keyless entry included. 🌴☀️

Charming Sarasota Home with Pool!

Charming 3/2 home with a pool! very safe neighborhood, 8.9 miles to Siesta Beach and 5.5 miles to Lido Beach. 15 minute walk to The quaint little village of Pinecraft and Der Dutchman Restaurant and more restaurants and shops. Very clean, private back yard, heated pool, coffee station... really everything you need for a relaxing and enjoyable stay in Sarasota.

Rhodes Retreat - Beautiful Pool and Backyard Space

Bright and newly renovated home for a delightful family escape in Sarasota. Central location near beaches, shopping, and downtown, yet nestled in a serene neighborhood. Short walk to charming Amish Village of Pinecraft. Ample parking, garage, and spacious front yard. Option to book separate secondary unit. Siesta Beach 8.7mi, Lido 5.8mi. VR24-00264