
Holiday rentals in Pinecraft
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Top-rated holiday rentals in Pinecraft
Guests agree: these stays are highly rated for location, cleanliness and more.

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!

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!

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!

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.

MG Tropical Stay. Fully private, no shared spaces
Welcome to your modern Guest Suite in Sarasota – Adults Only, Private & Peaceful 🌞 Enjoy your own private space—no shared areas—with a separate entrance and parking for two cars. The suite includes: A cozy queen bed A full bathroom A well-equipped kitchenette with a microwave, small refrigerator, coffee maker, and 2-burner cooktop A secluded outdoor patio with a solar shower, ideal for rinsing off after a beach day A mini-split A/C unit to keep you cool during Florida’s sunny days

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.

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!

Centrally Located Beach Suite - Fenced in Backyard
Welcome to your private guest suite in the heart of Sarasota - just minutes from Siesta Key, St. Armands Circle, and the best beaches, shops, and dining in town. Thoughtfully designed for comfort and convenience, this studio-inspired suite is the perfect home base for your Florida getaway. Whether you’re here to soak up the sun, explore Sarasota’s vibrant culture, or simply relax, you’ll feel right at home.

Have a great time
Your family will be close to everything when you stay at this centrally-located place. Lido beach is only 17 minutes away from the house. Siesta beach is only 19 minutes drive from the property. Downtown is a 6 minutes drive and a 34 minutes of walk. Beach chairs, cooler and beach umbrella available by request. Please let us know if needed and we leave it in house for your use.
Popular amenities for Pinecraft holiday rentals
Other great holiday rentals in Pinecraft

Cottage & Tree ~ by the Sea

Casa Grapefruit – A Bold Two-Bedroom Escape

Fully Furnished Apartment for 2

Beautiful Family Home in the Heart of Pinecraft!

Private apartment w/King bed|full kitchen

Central Sarasota Bungalow near Legacy Trail

Ella’s Retreat🌺 - beautiful house in Pinecraft

Golf Views, Near Beaches- 3BD/2BA - King Bed
Destinations to explore
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- John's Pass
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Cortez Beach
- Anna Maria Public Beach
- Lido Key Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Jannus Live
- Gulfport Beach Recreation Area
- ZooTampa at Lowry Park
- North Beach
- Manasota Key Beach
- River Strand Golf and Country Club
- Adventure Island
- Splash Harbour Water Park
- Englewood Beach