Holiday rentals with a pool in Pinecraft

~Flamingo House~heated private pool~

Welcome to The Flamingo House! Settle in and enjoy the beautiful private pool area surrounded by privacy fence and palms, totally secluded. Take a short drive to beautiful Downtown Sarasota or Marina Jack for the sunset. Plus Legacy Trail is accessible from our street (a highlight for hikers or bikers)w/Pompano Pickleball court close by. This home is situated on a quiet street while still being close to main roads, and an easy 20 minutes to Siesta Key and Lido Key beaches,5 minutes to Pinecraft.

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.

Heated Pool Oasis 3BR/2BA near Siesta Key Beach

Relax at this modern heated pool house located just 15 min from the famous Siesta Key Beach. Nested in a quiet neighborhood with a lot of privacy, the house has plenty of space for an entire family or a group of friends. An additional family room with a TV for kids. Relax by the pool in the spacious outdoor area or explore the beautiful downtown filled with restaurants. Recently renovated, this home offers handmade authentic Mexican tile flooring to compliment a cozy and contemporary design.

Living The Dream: Heated Pool + Mini Golf +Swings

BNB Breeze Presents: Living The Dream A purpose-built luxury family vacation home designed by parents for unforgettable stays. Enjoy swing dining chairs, a glowing neon moss wall, backyard putt-putt, and a free heated saltwater pool (Nov 21–Apr 1st). 15 minutes to Siesta & Lido Key Beaches. ✔ Private heated saltwater pool ✔ Backyard mini golf & outdoor games ✔ Luxury covered lanai w/ high ceilings ✔ Super kid-friendly (toys, Pack ’n Plays) ✔ Jura Espresso Machine ✔ 65” Frame TV w/ YouTube TV

Private Poolside Paradise | Walk to Legacy TRL |

Welcome to your ultimate escape, where luxury meets tranquility in beautiful Sarasota, Florida! This fully remodeled 3 bedroom, 3 bathroom home offers a private and luxurious tropical retreat, perfect for families , couples, or anyone seeking a private slice of paradise just moments from the best of the Gulf Coast. The backyard has been professionally designed with tropical foliage, totally enclosed with a privacy fence you can dine al-fresca, swing in the hammock or luxuriate in the pool.

Quiet Family Home w/ Pool Near Pinecraft

Escape to a serene family retreat near Pinecraft and Yoders! This 3-bed, 2-bath home features a screened-in heated swimming pool for year-round enjoyment. Nestled in a quiet, family-friendly neighborhood, savor nearby Amish dining at Yoders and Der Dutchman. Siesta Key & Lido Key Beaches are only 8.7 miles away! Explore Marina Jack's at Bayfront Park in downtown Sarasota, where you can admire stunning boats and enjoy a leisurely stroll. Your perfect vacation awaits you!

Linda's Place

Come enjoy our family's brand-new, meticulously manicured home in Pinecraft! Located on a quiet, dead-end street, but just minutes from all Sarasota has to offer. With 5 bedrooms -each being a suite with a private bathroom- and a sprawling, open floor plan, our home is ideal for larger families or groups. The screened-in, heated, pool in the private backyard surrounded by lush landscaping provides a quiet place to relax and make memories! Minutes away from the beach!

4bd/3bth Renovated With Heated Pool near Downtown

Located in one of Sarasota’s most sought-after central neighborhood. Enjoy a short drive to the Downtown Sarasota Farmers Market, local art festivals, theaters, and vibrant dining. You’re just minutes from St. Armands Circle, and the award-winning beaches of Siesta Key, Lido Key, and Longboat Key. The nearby Legacy Trail —perfect for walking, biking, running, or rollerblading while enjoying Florida’s natural beauty and Sarasota’s rich history. CERT #VR24-00203

Pinecraft Family Tides

Welcome to Pinecraft Family Tides. This beautiful spacious home would be a wonderful oasis for your next family vacation. Spend your time inside in the tastefully decorated home or relax outside in the sun by the pool. There is a kitchen with essentials to assist in feeding your family. This property is sure to please! -6.6 Miles from Lido Key beach -8 Miles from Siesta Key beach - 7.9 Miles from University town Centre and all the shopping you could desire.

Sunshine House- Sarasota Pool Retreat

Welcome to the Sunshine House a sunny Sarasota retreat! This charming 3-bedroom, 2-bathroom home features a salt water heated pool and is just 20 minutes from the stunning Lido and Siesta Key Beaches. Perfect for families or groups, our home offers a spacious living area, fully equipped kitchen, comfortable bedrooms and an office setup. Relax by the pool, enjoy nearby dining and shopping, or explore the beautiful beaches. Your perfect getaway awaits!

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.

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.