Vacation rentals in Pinecraft, Sarasota Springs

4.94 out of 5 average rating, 289 reviews

Home in Sarasota

Lovely Guest Studio • 6 Miles to Siesta Key Beach

Welcome to your peaceful retreat.Unplug and relax in this bright, cozy studio just minutes from everything Sarasota has to offer. Whether you’re here for business or leisure, this serene space is designed to help you feel calm, refreshed, and right at home. Comfortable queen-bed , Kitchenette with fridge, microwave, and essentials, Full private bathroom and Private entrance, 100 ft from the main house Prime location near restaurants, shops, beaches & downtown quiet enough to relax. Shared pool

4.87 out of 5 average rating, 115 reviews

Apartment in Pinecraft

Cozy Updated Studio Apt-Centrally Located!

Welcome to your exclusive retreat at Foxtail Palm! A meticulously curated haven designed to exceed your expectations. Situated in the heart of Pinecraft, Central Sarasota's esteemed enclave, this quaint abode offers tranquility amidst a backdrop of charming ice cream parlors, gift shops, and vibrant local markets. Benefit from the convenience of one complimentary parking space and unrestricted access to a washer and dryer, ensuring a seamless and stress-free experience throughout your stay.

4.92 out of 5 average rating, 179 reviews

Guesthouse in Sarasota

Cozy Guesthouse in central Sarasota!

This cozy independent guesthouse is perfect for all ocations from a few business day stay to a vacacion getaway. Near to siesta key beach! Enjoy a private room with a comfortable bed, a bathroom with a great shower and hot water, plus a cozy bar-style area perfect for preparing snacks and coffee. You’ll also have access to a small patio where you can unwind, and we provide beach essentials. Perfect for travelers seeking comfort and peace, and a well-equipped space. We’d love to host you!

4.93 out of 5 average rating, 474 reviews

Guesthouse in Sarasota

Clean and Modern Sarasota Studio

Our studio is private, comfortable, stylish, & efficient. Whether you are coming for business or leisure, we are sure you will have everything you need. Our home is newer (built in 2020) and we designed this space specifically with Airbnb guests in mind. Our neighborhood is central to almost all of Sarasota! We were born and raised here, and in our opinion this area is central to everything! Whether you are headed to Siesta, Myakka State Park, or UTC mall, you won't be driving for long!

4.97 out of 5 average rating, 146 reviews

Home in Sarasota

Newly Renovated Ranch Minutes From Beach/Downtown

Newly renovated cozy home with all new furnishings and appliances. 2 bedrooms 1 bathroom with an eat in kitchen, sun room, and comfy living room. Stream shows or work virtually with our high speed WIFI. Grab the beach chairs and umbrella to enjoy Lido Key or Siesta Key Beaches both within a short drive. Wind down & grab drinks/dinner in downtown Sarasota or relax in the backyard. Several golf courses near-by or catch Orioles spring training at Ed Smith stadium within walking distance.

Top guest favorite

Apartment in Pinecraft

5 out of 5 average rating, 13 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.

4.94 out of 5 average rating, 127 reviews

Cottage in Sarasota

Private Heated Pool Casita Near Downtown & Beaches

Built in 1925, Our Casaita Verde 2 Bedroom, 1 Bath home still retains its vintage charm but with modern touches. Enjoy watching the 55 inch flat screen TV with HD cable and stay in touch with the world with WI-FI internet. Lounge by the private pool or take in the beautiful evenings on the deck with your favorite beverage. Pet Friendly! Conveniently located near Downtown Sarasota on Bahia Vista with easy drive to Lido Key, our World Famous Siesta Key or I-75 for longer adventures.

4.92 out of 5 average rating, 64 reviews

Gem Of Sarasota-3/2 private heated pool & hot tub

Escape to this tranquil rental property and enjoy a serene family retreat. Unwind in the delightful pool or hot tub, offering a perfect setting for relaxation. This peaceful neighborhood home provides easy access to various local attractions like Pinecraft Amish Village, the vibrant downtown Sarasota and the renowned Siesta Key, just 8.2 miles away. Lido Beach only 6.7 miles from this convenient location. Embrace a rejuvenating vacation with your loved ones in this peaceful haven.

4.84 out of 5 average rating, 238 reviews

Home in Sarasota

The Pineapple Suite.Teal tropical home in Sarasota

This is a perfect space for a vacations, snowbirds, visiting professionals (desk and work station within home), or families looking for a home located in the center of Sarasota, Florida. Access everything you need in just a short ride: beaches, University Mall/UTC, hospitals, interstate, gyms, downtown, yoga, local hangouts, and really good food! [*Important note: For all communication, please use the Airbnb App. It is the fastest, most direct and effective way to reach us!]

4.93 out of 5 average rating, 183 reviews

Sea-esta Cottage- Cheerful 2bd/1ba w/ free parking

Experience ultimate relaxation in this serene and stylish rental. A brand-new home in the heart of Amish Village, Pinecraft. Two cozy bedrooms with plush bedding and soothing coastal decor. Sip your coffee on the front porch, immersed in the tranquility of this idyllic neighborhood. Take a short walk to Yoder's Restaurant, Coastal 98 Cafe, and the Pinecraft Ice Cream Shop. Just 6 miles to Siesta Key and 7 miles to Lido Beach for endless coastal adventures.

4.91 out of 5 average rating, 176 reviews

Guest suite in Sarasota

Adorable Attached Guest Suite !

Centrally located in Sarasota. About 6 miles from Siesta Key Beach and the downtown area, 10 minutes away from I-75, and about 15-20 minutes away from the airport and University Parkway. This unit is attached to the main house with a private entrance. A designated concrete parking space is located in the front yard. The neighborhood is family friendly and very safe. If you have any questions please feel free to ask!

5 out of 5 average rating, 17 reviews

Guesthouse in Pinecraft

Pinecraft’s Newest Hideout

Take it easy at this unique and tranquil getaway. The cottage is located behind the main house on the property. The cottage is in “Pinecraft” and within walking distance to Pinecraft Park, Postal cafe’, 2 great ice cream shops, Emma’s Pizza, Yoders restaurant, and Der Dutchman restaurant Siesta Key Beach: 8 miles Lido Key Beach: 6.5 miles We do provide Wi-Fi, but there is NO TV

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Popular amenities for Pinecraft, Sarasota Springs vacation rentals

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Other great vacation rentals in Pinecraft, Sarasota Springs

4.93 out of 5 average rating, 15 reviews

Apartment in Sarasota

The Cozy Bungalow: Sleeps 4, private patio & grill

LorenRating, 5 stars3 weeks ago

The hosts were super friendly and quick to respond to any questions we had. The house was in great shape and appeared to have been recently renovated. Everything was squeaky clean down to the vacuum lines in the sofa. If you plan to make a trip to the beach, they have provided beach chairs, umbrella, football, sunblock, etc. The neighborhood was quiet and easy to find. I would recommend anyone visiting Sarasota to check this place out. Definitely 5 stars!!!

4.92 out of 5 average rating, 24 reviews

Apartment in Sarasota

Nice and cozy because we care

AngelaRating, 5 stars3 weeks ago

We were so very pleased with our stay. The space was clean and comfortable and convenient to everything we needed to do. We will definitely stay here again if in the area and Yasmina was a joy to meet and stay with.

4.81 out of 5 average rating, 21 reviews

Beautiful Family Home in the Heart of Pinecraft!

TierraRating, 5 stars2 months ago

Super cute house with a great back yard. The inside was extremely spacious and clean. I would definitely choose to stay again. Also great pizza and ice cream shop within walking distance!

Top guest favorite

4.95 out of 5 average rating, 21 reviews

Les Olives Maison- luxury home near Siesta Beach

KristenRating, 5 stars1 month ago

We had an amazing stay at Nelly’s house. Everything was in pristine condition, clean, and fresh. Nelly was extremely responsive and kind. We would definitely stay here again.

Apartment in Pinecraft

4.76 out of 5 average rating, 163 reviews

Private apartment w/King bed|kitchen|near beaches

TomRating, 5 stars1 day ago

Clean, great place for couple of nights. Close to the park where we played pickleball one morning. Definitely do it again.

5 out of 5 average rating, 14 reviews

Home in Arlington Park

NEW Sarasota Escape, Pool&Spa, 10min to the beach

SandraRating, 5 stars1 month ago

I will definitely go back and stay here again when in Sarasota. The new beautiful modern pool and hot tub area is amazing was so tranquil and well thought out with high end lounging/seating for 10+. I spent most of my free hours around the pool area when at the house. WIFI was great when needing to work. The location was an easy drive to the local restaurants and quaint downtown area 5-10 min., to the closer beaches 15 -30 min., was bicycle/walkable for me (I am 65 y/o). I was in town for a conference and also saw alot of people on nearby small/clean little open air trolley-like buses getting around downtown (might want to check those out). I felt safe and walked/explored to the downtown hotel area (~ 40 min.). So close to the convenient Sarasota/Bradenton airport (~20 )! The hosts were so responsive and genuinely caring, they anticipated my needs before I asked by offering suggestions and options, so worth the stay! Thank you to the hosts!

Top guest favorite

Bungalow in Sarasota

4.99 out of 5 average rating, 188 reviews

Central Sarasota Bungalow near Legacy Trail

VanessaRating, 5 stars2 weeks ago

We had an amazing stay at this Airbnb in Sarasota! The property is just as beautiful as described—truly stunning in every detail. The location is incredibly convenient, with easy access to all the main tourist attractions, beaches, and great restaurants. The host provided clear and helpful instructions, and there’s a guest book filled with thoughtful recommendations for places to visit, eat, and explore around the area. The house was spotlessly clean and had such a peaceful, welcoming energy. You can tell that every detail has been carefully thought out to create a comfortable and special experience. I would absolutely recommend this place and would love to stay here again in the future!