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Holiday houses in Pinecraft

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Pinecraft

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost
A welcoming living room is filled with natural light from oversized windows. The space features a comfortable leather sofa and two textured poufs. Light-colored chairs complement a wooden coffee table, which holds a decorative plant. Lush greenery is visible outside the window, enhancing the room's ambiance.
Home in Sarasota
4.89 out of 5 average rating, 36 reviews

Boutique Beach House W/ Big Pool

Welcome to Deja Blue, a designer pool home just minutes from downtown Sarasota & area beaches & walkable to Legacy Trail. This house offers designer comfort w/ room to spread out. Features include a huge heated swimming pool, fully fenced back yard, chef's kitchen with breakfast bar, separate dining area, dedicated work station w/ 2 desks, 5 flat screen tvs inside & out w/ fast wifi & complimentary streaming services, outdoor kitchen, BBQ grill, separate air-conditioned sunroom & in unit laundry

Guest favourite
Guesthouse in Sarasota Springs
4.83 out of 5 average rating, 100 reviews

Charming apartment

Enjoy the beauty with this quiet and central accommodation, in the beautiful city of Sarasota, FL, just 15-20 minutes from the beautiful beaches of Lido Beach and Siesta Key, and more... with shops, gas stations, restaurants, etc. The apartment is completely independent, with a small outdoor patio for barbecue and relaxation. Everything is completely new in the apartment. Do not hesitate to come In addition, we also offer a kitchen stocking service you can place your grocery orders via Instacart

Top Guest favourite
Home in Sarasota
4.96 out of 5 average rating, 45 reviews

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

Top Guest favourite
Home in Sarasota
4.95 out of 5 average rating, 194 reviews

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

Superhost
A bright living area features light wood flooring and soft-blue walls. Two cream-colored armchairs and a white sofa are arranged around a teal ottoman. A console table holds decorative items, while a dining area with a wooden table and chairs is visible through an open doorway.
Home in Sarasota
4.86 out of 5 average rating, 21 reviews

Tranquility

Come and relax in this beautiful home away from home. Centrally located to enjoy much of what Florida has to offer. . . - Minutes from Legacy Trail and multiple bus stops - Within 5 minutes of Pinecraft and the restaurants such as Yoder's, Der Dutchman, Postal 98 Cafe, and multiple Ice cream Shops. Plus many more restaurants surrounding the area. - 17 min from Nathan Benderson Park - 21 min from Lido Key - 19 min to Siesta Key - 18 min to Jungle Gardens for a fun family outing!

Top Guest favourite
A private driveway is framed by wooden fences, leading to a residence. Sunlight filters through the nearby palm trees, creating dappled shadows on the gravel surface. The entrance is marked by a wooden gate, adding a sense of privacy to the space.
Apartment in Sarasota
5 out of 5 average rating, 30 reviews

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.

Top Guest favourite
A tranquil outdoor space features a private heated saltwater pool surrounded by lounge chairs. The patio area is highlighted by soft lighting and palm trees, with additional seating set for dining against the backdrop of a warm sunset sky.
Home in Sarasota
4.9 out of 5 average rating, 94 reviews

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

Guest favourite
Home in Sarasota
5 out of 5 average rating, 7 reviews

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.

Guest favourite
A single-story home is set beneath a large oak tree, providing shade over the driveway. The house features a light-colored exterior with a metal roof and a garage. A fenced yard is visible, complemented by various trees and shrubs.
Home in Sarasota
4.86 out of 5 average rating, 81 reviews

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

Top Guest favourite
Apartment in Sarasota
4.94 out of 5 average rating, 18 reviews

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.

Guest favourite
A light-colored bedroom features a plush queen bed with a textured quilt and decorative pillows. A round stool sits at the foot of the bed, and a bedside table with a lamp is positioned beside it. An abstract artwork adorns the wall, adding a modern touch.
Apartment in Sarasota
4.83 out of 5 average rating, 103 reviews

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.

Superhost
A comfortable living area is furnished with dark, reclining sofas and a matching loveseat, arranged around a glass coffee table. Natural light filters in through large windows, highlighting a decorative plant in the corner and soft lighting from an elegant lamp on the side table.
Home in Sarasota
4.91 out of 5 average rating, 55 reviews

Ella’s Retreat🌺 - beautiful house in Pinecraft

This cozy, newly-refurnished home is located in central Sarasota. With 3 bedrooms and 1.5 baths, this is the perfect place to relax and enjoy your vacation. Located in the heart of Pinecraft, this home is minutes away from restaurants, shops, and a park, and only a short 20 min drive from the #1 rated Siesta Key Beach. With a fully stocked kitchen, this place has everything you need to enjoy your stay!

Popular amenities for Pinecraft holiday rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Sarasota County
  5. Sarasota Springs
  6. Pinecraft