Vacation rentals in Pinecraft

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.

Private Backyard tons of BEACH GEAR King bed suite

King bedroom suite for 3 with private backyard has EVERYTHING for the beach! Includes Netflix, HBO Max, Disney+, Amazon, 1 parking spot, kitchenette, & laundry. Within a mile you have grocery, pharmacy, great dinning, Evie's mini golf & driving range, & more. Located off Bee Ridge Exit 207 you are within 10 miles of Siesta Village & beaches, St. Armands Circle Shopping, Lido Beaches, Downtown Sarasota, Moet Aquarium, Kayaking Mangroves, Big Cat Habitat, Sky Zone, Rental boats, UTC mall & more!

Luxury Home Near Downtown & Siesta Key Beach

A tranquil and spacious 3BR/2BA house awaits you on a serene, traffic-free street. This luxurious abode boasts high-beamed ceilings and inviting details, creating an atmosphere that is both comfortable and refined. With its location just 7 miles from Siesta Key Beach, 6 miles from Lido Beach, and 2.5 mi from Downtown, this property offers convenience and accessibility. Enjoy your coffee on the lanai as you plan your day of exploring nearby shops and restaurants, just a short 7-min drive away.

The Mango House Beach Cottage

Our cozy boho beach cottage, The Mango House is the perfect place for a couple or small family to relax and enjoy all the best Sarasota amenities. It’s conveniently located right between both Siesta Key entrances, walking distance to restaurants, grocery stores, Trader Joe’s, gym and a block from the popular Walt’s Fish Market. This gorgeous bungalow is the front house of a duplex on a large lot with plenty of cozy private outdoor space to relax and take in all the wonderful Florida weather!

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.

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!

Backyard Oasis, Htd Pool/Hot Tub, Beaches, No Fees

Welcome to Siesta Fiesta, where dreams of relaxation become reality. With the backyard heated pool and hot tub, you have your own oasis to channel inner peace. If you’re feeling froggy, hop over to the beaches, take a kayak tour through the mangroves, a beautiful chartered sunset cruise, or try some of the local eateries that guests rave about! Whether you want to stay in, or go out, this home offers you everything you could need or want and will satisfy for pure relaxation or adventure!

Downtown Garden Studio close to everything

Welcome to my brand new guest house! The original building has been rebuilt and completed in December 2024 to offer a more comfortable experience for my guests. Peaceful and centrally located, ideal for relaxation and easy access to explore historic Sarasota and the beaches. A quick drive, bike or a short walk to downtown Sarasota, Selby Botanical Garden and Pineapple Street antique shops. 1.5 miles to Sarasota Bay. 3.5 miles to St Armands Circle and Lido Beach. 6.5 miles to Siesta Key.

Comfortable + Functional Private Studio Apartment

This comfortable, clean, and private studio apartment is the perfect spot to relax- whether you're here on business or you've spent the whole day on the beach! Recently remodeled with a dining table to take your meals, hot water, a comfortable bed, and well equipped kitchenette, you will be lacking nothing here. This apartment is a guest suite attached to the main living area of the home and is completely private, however there is a resident who lives in the main part of the home.

Sunshine Nest! [Close to Beaches](Downtown)

***Welcome to Sunshine Nest*** A perfect Apartment 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. It is an apartment attached to the main part of the house, there are 3 apartments on the property, the apartment on the other side of this apartment is empty (MOST) of the summer, the back apartment is on the back side of the house, so you will have a peaceful stay.

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

Lovely Stay Getaway|6 miles to Siesta Key Paradise

Coastal, cozy home away from home nestled in the vibrant heart of Sarasota. Bright, spacious, and sparkling clean, this charming retreat offers a peaceful oasis where you can relax and recharge Features: • 2 comfortable bedrooms with queen beds • Full bathroom with essentials • Fully equipped kitchen for home cooking • Peaceful yet central location • Minutes from beaches, dining & downtown Perfect for business trips or relaxing getaways.