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

Living The Dream: Heated Pool + Mini Golf +Swings
BNB Breeze Presents: Living The Dream! From the swings at the dining room table and the neon sign, to the moss wall and the private putt-putt course, Living the Dream is fully loaded and is the ultimate luxury vacation home! Located just 15 minutes away from both Lido Key and Siesta Key Beach, the stay includes: ✔ Backyard Putt-Putt Course ✔ Saltwater Heated Pool - heated at NO extra cost from Nov 21 - April 1st ✔ Super Kid Friendly ✔ Jura Espresso Machine ✔ 65" Frame TV w/ Youtube TV Included

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

Coastal Farmhouse - 3/2 with heated saltwater pool
Experience relaxation at this tranquil 3BD/2BA home with a heated pool, perfect for a family retreat! Prepare meals in the fully equipped kitchen or savor local delights on the screened-in lanai. Each bedroom boasts plush bedding, ensuring a restful night's sleep. Plus, a cozy living room. Conveniently located, just under 9 miles from Siesta & Lido Key Beach, Der Dutchman 2.2 miles and 2.5 miles from Yoder's Restaurant. Shopping and dining options at University Town Center, only 7.7 miles away.

Secluded Cottage | Hot Tub | Walk to Benderson/UTC
Welcome to The Crew House! A brand new, stylish, cozy cottage that is walking distance to all that the Nathan Benderson Park and University Town Center areas have to offer! The property is on over a 2 acre parcel so there's plenty of room to spread out. At our cottage you will find a comfortable bed, stylish furniture, high-end finishes, a large island, screened-in outdoor dining table, and a great outdoor space with a private hot tub. We also have a concept2 rower available in the garage.

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.

Bright & Peaceful 1920s Cottage: Close to UTC!
Experience the timeless charm of this 1920s beautifully preserved cottage – where original details meet modern comforts. A bright & peaceful property nestled on half an acre with plenty of space to spread out, natural light that pours into every room, & a private fenced in yard - it's an ideal spot to entertain AND unwind. Whether you are headed to the beach, Benderson Park, Downtown or UTC mall, this neighborhood is central to anything you'll need!

Coastal Getaway *With Bikes & NEW Saltwater Pool*
Just outside of Downtown near the Legacy Trail, this home is located in a quiet neighborhood only 15 minutes from the Siesta Key Beach. The home stands out with its bright and airy design, brand new saltwater pool in the private backyard, and its breezy living room. The large master bathroom rain shower is perfect to wash off the leftover sand from the beach. You can also spend your evenings grilling out back or playing corn hole in the patio area.

Heated Pool 3bdr 2bth Close to Downtown
Freshly remodeled home as of 2021, Great for family vacation. Amazing location right in the middle of town, no more than a ten minute drive to the incredible attractions. Easy drive to the #1 beach/Siesta beach world famous for its astonishing clear waters and impeccable views. This home has a private entrance with a heated outdoor pool. We are also pet friendly/dog. Small dog only, under 15 pounds, pet fee required.

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!

Charming Sarasota Home with Pool!
Charming 3/2 home with a pool! very safe neighborhood, 8.9 miles to Siesta Beach and 5.5 miles to Lido Beach. 15 minute walk to The quaint little village of Pinecraft and Der Dutchman Restaurant and more restaurants and shops. Very clean, private back yard, heated pool, coffee station... really everything you need for a relaxing and enjoyable stay in Sarasota.

Rhodes Retreat - Beautiful Pool and Backyard Space
Bright and newly renovated home for a delightful family escape in Sarasota. Central location near beaches, shopping, and downtown, yet nestled in a serene neighborhood. Short walk to charming Amish Village of Pinecraft. Ample parking, garage, and spacious front yard. Option to book separate secondary unit. Siesta Beach 8.7mi, Lido 5.8mi.

Sarasota Getaway “Have some fun under the sun.”
Bring the whole family to this newly renovated 4 bedroom house, with lots of room for fun. Heated pool available from November to April. Please keep in mind that the nights are cold during the winter months, and water gets cooler at night.
Popular amenities for house rentals in Pinecraft
House rentals with a pool

Luxury 3/3 with Heated Pool, Spa, & Putting Green!

Sarasota home featuring private salt water pool

Linda's Place

Luxury Sport Vacation Pool House-Downtown Sarasota

Tropical Oasis | Fully Remodeled | Private Pool

Tropical Oasis: Poolside Getaway

Pool Courtyard, patio w/ fire pit, 2 mls downtown

Sunshine House, close to Downtown
Weekly house rentals

Coastal Cottage Stay

Sanctuary by the Sea

[The Sunshine Cottage] 2bed/1bath• Heated Pool

Cottage Chic Near Siesta Key Beach!

Siesta Fiesta

Golf Views, Near Beaches- 3BD/2BA - King Bed

Cozy house in quiet neighborhood

Beautiful Home/King Beds
Private house rentals

3 Bed 2 Bath | Renovated Getaway Home in Sarasota!

Pool Home oasis just minutes to Siesta Key Beaches

Centrally located beautiful home, be near it all!

Elegant home central to town, parks & beaches

Cheerful 3-Bedroom home with parking

Pikos Sweet Home (1)

Sunshine Retreat- near beaches VR25-00035

The Gecko Bungalow - DT Sarasota
Destinations to explore
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- John's Pass
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Cortez Beach
- Lido Key Beach
- Anna Maria Public Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Jannus Live
- Gulfport Beach Recreation Area
- ZooTampa at Lowry Park
- North Beach
- River Strand Golf and Country Club
- Adventure Island
- Splash Harbour Water Park
- Englewood Beach
- Manasota Key Beach




