House holiday 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

Heated Pool Oasis 3BR/2BA near Siesta Key Beach

Relax at this modern heated pool house located just 15 min from the famous Siesta Key Beach. Nested in a quiet neighborhood with a lot of privacy, the house has plenty of space for an entire family or a group of friends. An additional family room with a TV for kids. Relax by the pool in the spacious outdoor area or explore the beautiful downtown filled with restaurants. Recently renovated, this home offers handmade authentic Mexican tile flooring to compliment a cozy and contemporary design.

Bella - Raine Estates

Welcome to Bella-Raine! This home has plenty of space for your whole party to relax and feel comfortable. This home has been thoughtfully decorated and styled. Located to much of what Sarasota has to offer. Siesta key beach is 7.9 miles away, 15 - 20 minutes. Fenced in backyard. The Legacy Trail bike path is very close by, Smart TV in common area has HDMI cable. The kitchen area will be a favorite place for your family to gather. This home has three bedrooms on the main floor and two upstairs

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

~Flamingo House~3 br,3 bath, heated pool~

Welcome to The Flamingo House with beautiful private pool area surrounded by privacy fence and palms. Take a short drive to beautiful Downtown Sarasota or Marina Jack for the sunset. Plus Legacy Trail is accessible from our street w/Pompano Pickleball court close by. Ice cream, coffee shops and restaurants are within 5 minutes. Situated on a quiet street while still being close to main roads, and an easy 20 minutes to Siesta Key and Lido Key beaches,5 minutes to Pinecraft.

Linda's Place

Come enjoy our family's brand-new, meticulously manicured home in Pinecraft! Located on a quiet, dead-end street, but just minutes from all Sarasota has to offer. With 5 bedrooms -each being a suite with a private bathroom- and a sprawling, open floor plan, our home is ideal for larger families or groups. The screened-in, heated, pool in the private backyard surrounded by lush landscaping provides a quiet place to relax and make memories! Minutes away from the beach!

4bd/3bth Renovated With Heated Pool near Downtown

Located in one of Sarasota’s most sought-after central neighborhood. Enjoy a short drive to the Downtown Sarasota Farmers Market, local art festivals, theaters, and vibrant dining. You’re just minutes from St. Armands Circle, and the award-winning beaches of Siesta Key, Lido Key, and Longboat Key. The nearby Legacy Trail —perfect for walking, biking, running, or rollerblading while enjoying Florida’s natural beauty and Sarasota’s rich history. CERT #VR24-00203

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.

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

Sunshine Retreat- near beaches VR25-00035

This 3 Bedroom - 2 Bathroom home, perfect for the whole family to getaway. There's an open floor plan that's bright and spacious. Enjoy the large, fenced backyard for sunny days and safe play. Minutes from historic Downtown and Pinecraft Amish Village. No pets! Easy access to Siesta Key (#1 US Beach) and Lido Key beaches, just 6 miles away.

Palm Tree Haven

Enjoy our home tucked away in a small Florida neighborhood. Sit out in the screened in porch and enjoy the warm breeze. Less than 10 miles away from Lido and Siesta Key Beach and 5.5 miles away from Sarasota downtown this location gives you choices for a day on the beach or an dining out at one of Sarasota's many delicious restaurants.