Holiday houses in Pinecraft

4.96 out of 5 average rating, 54 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

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Superhost

4.82 out of 5 average rating, 22 reviews

Pinecraft 2BR Retreat • Minutes to Siesta Key

Spacious 2BR/1BA cottage in Sarasota’s charming Pinecraft neighborhood. Under new ownership with upgrades underway to improve comfort, amenities, and guest experience. Includes queen bed, second bedroom, full kitchen, private entry, and shared laundry. Walk to restaurants and markets. Just minutes from beaches, downtown, and family-friendly attractions. Perfect for small families or couples traveling together. Your family will be close to everything when you stay at this centrally-located place.

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4.95 out of 5 average rating, 198 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

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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.

5.0 out of 5 average rating, 31 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.

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4.97 out of 5 average rating, 33 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!

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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.

4.91 out of 5 average rating, 98 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

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4.83 out of 5 average rating, 42 reviews

Home in Sarasota Springs

Quiet Family Home w/ Pool Near Pinecraft

Escape to a serene family retreat near Pinecraft and Yoders! This 3-bed, 2-bath home features a screened-in heated swimming pool for year-round enjoyment. Nestled in a quiet, family-friendly neighborhood, savor nearby Amish dining at Yoders and Der Dutchman. Siesta Key & Lido Key Beaches are only 8.7 miles away! Explore Marina Jack's at Bayfront Park in downtown Sarasota, where you can admire stunning boats and enjoy a leisurely stroll. Your perfect vacation awaits you!

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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.

4.83 out of 5 average rating, 108 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.

ValueFamilyDecor

5.0 out of 5 average rating, 38 reviews

Home in Sarasota Springs

Belle of Sarasota

Bring the whole family to this great place with lots of room for fun. The home has everything you need for a fun vacation. Our pool is a saltwater pool and heated in the winter months for your convenience with a great lounge area leading out to the pool. There is also outside seating. We are 10 Minutes to downtown Sarasota. Beaches: - Siesta Key Beach, 8.9 miles - Lido Key/St Armand’s Circle, 7.5 miles

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5.0 out of 5 average rating, 18 reviews

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. 🌴☀️

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4.9 out of 5 average rating, 205 reviews

A covered patio area is visible beside a heated pool, featuring comfortable seating and a dining set. Large glass doors open to the interior, with ambient lighting illuminating the space. A clock is mounted on the wall, and lush greenery adds a natural touch.

Home in Sarasota Springs

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.

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The outdoor area features a heated pool surrounded by lounge chairs, providing ample space for relaxation. A dining set is positioned nearby, accompanied by an umbrella for shade. Lush greenery and palm trees border the property, complementing the serene atmosphere.