Vacation rentals in Pinecraft, Sarasota Springs

4.94 out of 5 average rating, 289 reviews

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

4.91 out of 5 average rating, 186 reviews

Sunshine Suite, Minutes to Beach,Tropical Paradise

The Sunshine Suite.Lots of natural light in this totally updated modern 3 bed/1 bath home.It is a completely separate dwelling w separate entry from the other dwelling on the property sharing no common walls. Smart thermostat & door lock. Keyless entry.Brand new AC, gas oven, quartz counter w/ custom marble backsplash, modern & comfortable furniture, private outdoor area, gas BBQ grill, off street parking.Great location! Minutes to Siesta Key beach, shopping/UTC, interstate, hospital & downtown

4.99 out of 5 average rating, 124 reviews

Apartment in Sarasota

*Recently Updated* Cozy Oasis, centrally located

This cozy yet spacious apartment is very centrally located... Just 5 min from downtown, 10-15 min from Siesta and Lido bch and St Armands Crl, and within walking distance of the historic Amish district. The newly completed Legacy Trail (perfect for walking, biking...) is less than a 5-minute walk away. The space is very private and clean and Ive taken extra measures to ensure your absolute peace and comfort. It includes all the amenities you'll need to make your getaway a memorable one.

4.79 out of 5 average rating, 104 reviews

Apartment in Sarasota

Cozy and Private Studio Near Downtown & Beaches

Welcome to your private Sarasota retreat! This cozy and well-appointed studio offers everything you need for a comfortable stay—spacious bath, kitchenette, washing machine, WiFi, cable TV, a comfy recliner, work desk, and wall A/C. Step outside to a fenced backyard with a BBQ grill, perfect for relaxing. Enjoy a private entrance and driveway parking. Just 15 minutes from Siesta Key Beach and 10 minutes from downtown, you’re close to shops, dining, and the Legacy Trail. Relax, unwind, and enjoy!

4.97 out of 5 average rating, 68 reviews

Prime Sarasota Location, Modern&Clean Efficiency

This spacious 500 sq. ft. efficiency apartment is newly renovated, clean and with modern decor. Located in the quaint little Amish/Mennonite “village” known as Pinecraft. Comfortable queen size bed and pull out queen size sofa bed. Stocked Kitchenette has mini fridge, freezer, toaster oven, coffee pot, blender, hot plate, electric skillet, electric tea kettle, & crock pot. Strong WiFi but NO TV or telephone. Air purifier. Shared laundry room available as well as beach chairs & towels.

4.87 out of 5 average rating, 116 reviews

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, 180 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!

4.82 out of 5 average rating, 22 reviews

Home in Pinecraft

Beautiful Family Home in the Heart of Pinecraft!

Welcome to this cozy, comfortable, brand-new home in the heart of Pinecraft, Sarasota's most popular place for northerners to enjoy time in the Florida sunshine! At this home you are in walking to distance to multiple Amish restaurants, an outdoor produce market, ice cream shops, a coffee shop, and Pinecraft park where there's often shuffleboard and volleyball tourneys going on! This home is sure to be your safe haven as it is both comfortable and central to all that SRQ has to offer!

4.97 out of 5 average rating, 146 reviews

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.

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.

4.86 out of 5 average rating, 64 reviews

[Sunshine Studio] 1bed/1bath!Close to Beaches,City

***This is a newly remodeled 1 bedroom apartment in a duplex; the other side of the house is empty through the summer months, so you will most likely have the property to yourselves. A perfect, spacious home for your next getaway to enjoy the Florida sunshine and beaches! This is a great place for a couple or just 1 person looking for a home away from home. Also, we do rent out long term 2-3 months in the months from April till December. Message me, and we'll agree on a price!

Vacation home in Pinecraft

4.88 out of 5 average rating, 25 reviews

Pinecraft Studio, 1/1, Close to Beaches! Downtown!

Featured Home: ✨ Lovely New Pinecraft Apartment ✨ From the beautiful, fully-equipped kitchen to our private full bathroom, Lovely New Pinecraft Apartment is your perfect vacation apartment! Located only 20 minutes from both Siesta Key Beach and Lido Key Beach, this incredible stay includes: - Fully-Equipped Kitchen - Coffee & Coffee Maker - Comfortable Sofa for Relaxing - Private & Convenient Parking - Shared Compact Garage Space -There is No TV at this Studio

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Other great vacation rentals in Pinecraft, Sarasota Springs

5 out of 5 average rating, 16 reviews

Adorable Beach Bungalow

JanRating, 5 stars3 weeks ago

My husband stayed for a work conference and was very happy with the place. Unfortunately, the air conditioner broke down the first day he was there. Olga and her husband were on it right away and kept in contact about repairs and when they would happen. You can’t always predict or help it when something breaks down. But the excellent communication made everything better and once it was repaired, he enjoyed the place even more. We would return!

5 out of 5 average rating, 16 reviews

Guesthouse in Sarasota

Alta Vida | Cozy Duplex Retreat

JayRating, 5 stars2 weeks ago

Amazing home! Easy check in and good lighting outdoors. Well decorated for aesthetic and functional purposes. Well established kitchen with everything you need. Rooms and bathrooms are cozy- beds and pillows feel very comfortable. There’s board games, card games, workout and yoga equipment, working tv’s in every room. Everything was thought out just like a home would be. Ethan was very helpful, friendly, and professional. Very glad I picked this home for vacation!

4.89 out of 5 average rating, 9 reviews

Home in Pinecraft

The Gerhardt Place (swim spa)

NikoleRating, 5 stars1 month ago

We stayed for a long weekend and the space was perfect for our group! We really enjoyed the layout, the hot tub, and the beds were SO comfortable! We would definitely recommend to stay here and would come again!

5 out of 5 average rating, 33 reviews

Apartment in Sarasota

Sarasota Oasis

VivianneRating, 5 stars2 days ago

Great place, super clean, felt spacious & cozy but modern! Communicative and friendly host, peaceful neighborhood. Definitely recommend and obviously can’t beat the beautiful beaches and atmosphere of Sarasota 🌞

4.76 out of 5 average rating, 163 reviews

Private apartment w/King bed|kitchen|near beaches

TomRating, 5 stars5 days 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 hideaway, Saltwater Pool&Spa, 10min to Siesta

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!

4.99 out of 5 average rating, 188 reviews

Bungalow in Sarasota

Central Sarasota Bungalow near Legacy Trail

VanessaRating, 5 stars3 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!