Holiday houses in Pinecraft

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.

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

Sunshine House- Sarasota Pool Retreat

Welcome to the Sunshine House, a sunny Sarasota retreat in a quiet neighborhood! This 3BR/2BA home has a saltwater heated pool, fully equipped kitchen, spacious living area and an office setup with super fast WiFi and an extra monitor. Pet friendly with a fully fenced yard. We stock beach chairs, loungers, umbrellas, towels, bags and toys, plus 4 bikes (one recumbent). Lido Beach is 7 miles away, Siesta Key 10. Downtown dining and shopping are minutes out. Your perfect getaway awaits!

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

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.

Private Heated Pool Casita Near Downtown & Beaches

Built in 1925, Casita Verde blends classic vintage charm with modern comforts. This 2-bedroom, 1-bath home features a 55" flat-screen TV with HD cable and fast Wi-Fi. Relax by the private pool or enjoy peaceful evenings on the deck with your favorite drink. Pet-friendly and conveniently located near Downtown Sarasota on Bahia Vista, with an easy drive to Lido Key, world-famous Siesta Key, and I-75 for day trips and longer adventures. 🌴 Cert# VR24-00152

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