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

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.

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!

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

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

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.

Pinecraft Area Remodeled 3bdr/2bth Home

Remodeled 3-bedroom home in the Pinecraft area of Bahia Vista puts you in the heart of Sarasota. Enjoy easy access to Siesta Key Beach, Downtown Sarasota, and St. Armands Circle. Grab fresh produce at Yoder’s Market, enjoy local dining, and don’t miss the famous pies! With a newly updated open floor plan, this home is designed for comfort and convenience—perfect for families looking to soak up the sun, relax, and enjoy a memorable Sarasota vacation 🌴☀️ VR25-00099

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 Getaway *With Bikes & NEW Saltwater Pool*

Just outside of Downtown near the Legacy Trail, this home is located in a quiet neighborhood only 15 minutes from the Siesta Key Beach. The home stands out with its bright and airy design, brand new saltwater pool in the private backyard, and its breezy living room. The large master bathroom rain shower is perfect to wash off the leftover sand from the beach. You can also spend your evenings grilling out back or playing corn hole in the patio area.

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.