Holiday rentals in Pinecraft

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!

YC Tropical stay. 100% Private stay & Conford.

Welcome to your brand-new, modern-concept guest suite, available since July 2025! This thoughtfully designed space offers complete privacy and comfort, featuring: ✅ Private entrance ✅ Secluded patio ✅ Two dedicated parking spaces ✅ No shared areas – enjoy your own kitchenette, bathroom, and bedroom Perfect for solo travelers, couples, or business guests looking for a peaceful and stylish stay. Location: 3.8 miles from Sarasota Downtown 7.9 miles from Lido Beach Less than 5 miles from UTC Mall

SUPER CLEAN 100% Private Downtown Location

A very private, quiet and secure space with a new comfortable Queen size bed, best of linens, 100% private attached bathroom and shower. Walk to downtown, waterfront and Payne Park. Complimentary bicycles, beach cooler, beach towels and umbrella! 100 Meg WiFi, large desk, LED TV. Delightful husband/wife "Superhosts" tend to your every need including complimentary bottled water, Starbucks coffee and Bigelow tea. We utilize the Airbnb and State of Florida anti-bacterial cleaning protocols.

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.

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 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!

Cozy Getaway Home in Sarasota Near Beaches & More!

Escape to our peaceful home in Sarasota. Conveniently situated near our famous beaches, UTC, Benderson Park, downtown, and only within a mile of grocery stores and other shops. Enjoy outdoor moments on the patio and spacious yard. Modern amenities include high-speed internet, smart TVs, and a well-equipped updated kitchen and workspace. Washer/dryer on-site as well. Your gateway to relaxation and Sarasota's charm awaits! Please reach out if you have any further questions.

Beautifully remodeled Apt in Central Sarasota!

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.

Charming apartment

Enjoy the beauty with this quiet and central accommodation, in the beautiful city of Sarasota, FL, just 15-20 minutes from the beautiful beaches of Lido Beach and Siesta Key, and more... with shops, gas stations, restaurants, etc. The apartment is completely independent, with a small outdoor patio for barbecue and relaxation. Everything is completely new in the apartment. Do not hesitate to come. We will wait for you!!!!

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!

Pop’s Place

Beautifully curated cottage styled home. Centrally located in Sarasota in the heart of pinecraft. A stones throw from great local restaurants and a few minutes from some of the top beaches in Florida . 2 bedroom and 1 bath house perfect for a family retreat. If you are looking for a peaceful and relaxing stay that is still close to all the local favorites; this is the spot for you!

The Lovely Stay |6 miles to Siesta Key Paradise

Relax and recharge in this bright, cozy guest house just minutes from Sarasota’s top beaches, dining, and shops. Features: • Queen bed with soft linens • Kitchenette with essentials • Full private bathroom toiletries & fresh towels • Private entrance (100 ft from main house) • Quiet neighborhood • Shared pool access Perfect for a beach getaway or business trip!