Vacation rentals with a pool in Pinecraft

[The Bay St. Hideaway]Private Swimming Pool& Patio

Welcome to Bay Street Hideaway VR24-00156 A beautiful home to make your next family vacation the best one yet! The whole group will enjoy easy access to everything from this centrally located place. The patio fenced in backyard with a private HEATED pool provides a quiet and peaceful area if you want to avoid the crowds.The house is a 2 story completely furnished with 4 bedrooms and 3.5 bathrooms. TV's are provided in the living room, a few bedrooms, and lounge area upstairs. 3 E-bikes included

~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.

Palm Tree Cottage with (Salt water )Pool

Welcome to Palm Tree Cottage. This 4 bedroom, 2 bathroom Pool home would be the perfect Oasis for your next family vacation. The back patio and pool area is BRAND NEW and beautifully done. The pool has a cage for peace of mind with our smallest guests. Centrally located to much of what Sarasota has to offer. - Minutes from Pinecraft and several restaurants and ice cream shops - 20 Min to both Lido and Siesta Key - Minutes walk to the Legacy Trail, Pompano Pickle Ball Courts VR25-00084

Sarasota Paradise/Stunning Home/Heated Pool

Bring the whole family. This home has lots of things for a fun vacation. Make great memories as you entertain in the lg kitchen, grab some coffee at the bar, sit on the patio and enjoy the beautiful view. Enjoy a walk or bike ride on the nearby Legacy Trail. Let this be a place where you experience the Blessings of God and be refreshed by His Grace as you spend time in our home away from your home. No pets! Beaches: - Siesta Key Beach, 7.7 mi. - Lido Key/St Armand’s Circle, 7.5 mi.

LUXE home 6mi to Siesta w/ incredible pool area!

Welcome to The Palmieri - the ideal Sarasota family vacation destination! Minutes from DT, Siesta & Lido beach, our beautifully styled home features an incredible backyard with a heated pool, hot tub, fire pit, playland, and a shaded lounge. Spacious and open inside, with a fully equipped kitchen, and all the cozy feels of home. The finished garage houses beach supplies for your convenience, and thoughtful touches throughout combine comfort & luxury for an unforgettable experience.

Retro | Mid-Century - Pickleball, Stock Tank Pool

Retro vibes meet Florida fun in this spacious Sarasota getaway! This home features stylish vintage décor, a comfortable living space, and a huge private backyard built for play. Enjoy the pickleball court, basketball hoop, mini golf, heated or chilled stock tank pool, outdoor kitchen, huge, covered lanai and bed swing. Perfect for families or groups looking to relax, play, and make unforgettable memories just minutes from Sarasota’s beaches, downtown, and attractions.

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!

Sarasota home featuring private salt water pool

Beautiful 3 bedroom, 2 bath home with newly refinished private pool with heating offered in a fenced in backyard. Just a 12 minute drive to the perfect Lido Key Beach and St. Armands Circle, walking distance to Payne Park and outer parks of downtown, a short 5 minute drive to the heart of Downtown Sarasota, this house is the ideal place for your next relaxing vacation or extended stay. Conveniently located close to Sarasota- Bradenton airport as well as Siesta Key!

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

Moroccan Bungalow | Design Home w/ Saltwater Pool!

BNB Breeze Presents: Moroccan Bungalow! Step into the enchanting world of the Moroccan Bungalow. This spacious coastal stay promises to leave you spellbound. Located just 15 minutes away from BOTH Siesta Key and Lido Beach, this incredible stay includes: • Heated Saltwater Pool - heated at NO extra cost from Nov 21 - April 1st • Screened Porch • Museum-Like Moroccan Home • South Facing Pool (More SUN!) • Fully-Equipped Kitchen • Lightning Fast Wi-Fi