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Vacation rentals in Pinecraft

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Top-rated vacation rentals in Pinecraft

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

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Top guest favorite
Home in Sarasota
4.97 out of 5 average rating, 36 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

Guest favorite
The kitchen features modern white cabinetry and appliances, complemented by a stylish wood tabletop with two stools. A large window provides natural light, while a beach-themed artwork adds a calming touch. The space is designed for functionality and comfort.
Apartment in Sarasota
4.78 out of 5 average rating, 207 reviews

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.

Guest favorite
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
4.84 out of 5 average rating, 19 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 favorite
A spacious kitchen and dining area features a large island with bar seating, complemented by a dining table that accommodates multiple guests. Natural light illuminates the room through large windows, while neutral tones and wood accents create a welcoming atmosphere.
Home in Sarasota
5 out of 5 average rating, 40 reviews

Sarasota Paradise/Stunning Home/Heated Pool

Bring the whole family. This home has lots of things for a fun vacation. Make great memories as you entertain in the lg kitchen, grab some coffee at the bar, sit on the patio and enjoy the beautiful view. Enjoy a walk or bike ride on the nearby Legacy Trail. Let this be a place where you experience the Blessings of God and be refreshed by His Grace as you spend time in our home away from your home. No pets! Beaches: - Siesta Key Beach, 7.7 mi. - Lido Key/St Armand’s Circle, 7.5 mi.

Guest favorite
Home in Sarasota
4.96 out of 5 average rating, 26 reviews

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!

Top guest favorite
Home in Bellevue Terrace
4.95 out of 5 average rating, 192 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. VR24-00265

Top guest favorite
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.

Top guest favorite
Apartment in Sarasota
5 out of 5 average rating, 12 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.

Top guest favorite
A charming cottage exterior is surrounded by lush landscaping, featuring vibrant flowering plants and manicured greenery. The front porch is accessed by a walkway, with a welcoming entrance illuminated by natural light. The garage door adds functional design to the home.
Home in Sarasota
4.97 out of 5 average rating, 86 reviews

Coastal Cottage | Oasis w/ Fire Pit + Grill!

BNB Breeze Presents: Coastal Cottage! Vacation in a slice of paradise, just minutes away from the delightful Amish community of Pinecraft, and 20 minutes away from Siesta Key Beach! This incredible cottage includes: - Backyard Oasis w/ Fire Pit + Magical String Lights ​​​​​​​- Covered Back Porch w/ Egg Chairs! - Private Backyard w/ Grill - Outdoor Seating + Dining - Beautifully-Designed Interior w/ Vaulted Ceilings - Spacious Fully-Equipped Kitchen

Guest favorite
A private backyard features a heated saltwater pool surrounded by a spacious patio area. Sun loungers are arranged along the edge of the pool, while trees and shrubbery provide a sense of seclusion. Soft clouds drift in the blue sky above.
Home in Sarasota
4.94 out of 5 average rating, 132 reviews

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.

Guest favorite
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
4.82 out of 5 average rating, 102 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.

Top guest favorite
Home in Sarasota
5 out of 5 average rating, 10 reviews

Pinecraft area 3Be/2ba. Huge and private Backyard.

Situated in a desirable Oak Shores community!, you'll be close to everything that makes Florida living so enjoyable. Just a short walk or bike ride away from the renowned Pinecraft, this property presents a fantastic opportunity to dive into a lively and culturally vibrant neighborhood. For those who love the outdoors: - Enjoy easy access to the new Legacy Trail, perfect for: - Walking - Jogging - Cycling

Popular amenities for Pinecraft vacation rentals

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