Vacation rentals with a fireplace in Whitfield

A serene outdoor area features two lounge chairs beside a small table, surrounded by lush palm trees. The clear water of the canal reflects the blue sky, while a screened enclosure contains a swimming pool nearby, creating a tranquil setting for relaxation.

5 out of 5 average rating, 20 reviews

Water's Edge: Charming Canal Oasis

*BOAT DOCK AVAILABLE* Escape to the serene waters of our canal-side retreat in Sarasota! Just minutes from downtown's vibrant entertainment scene and pristine beaches, this cozy haven offers a peaceful retreat. Relax on the dock, take a kayak or paddleboard out, or simply soak up the sun. Explore the city's arts and culture scene, indulge in fresh seafood, or unwind on the beach. This charming retreat is the perfect blend of relaxation and adventure. Book now and experience the best of Sarasota!

Superhost

A serene coastal view showcases palm trees swaying gently in the breeze. The bright blue sky is dotted with wispy clouds, while the calm ocean glistens under the sunlight. Lush greenery frames the sandy shoreline, inviting a sense of relaxation.

Guest suite in Sarasota

4.87 out of 5 average rating, 211 reviews

The Siesta Studio - Local Stay, Sarasota Style

The Siesta Studio is a a seperate entrance guest suite attached to my home. Guest patio for outdoor cooking, dining, & relaxing. The studio has a Serta Plush queen bed, masterbath w/tub, dressing room w/ hangers, iron & steamer. Kitchenette includes a microwave, oven w/ air fryer, & a fridge/freezer. Coffee bar w/ Waterdrop filtered water on tap, reusable water bottles & reusable on the go coffee cups. The studio is setup as a neighboring apartment w/ guest designated parking for one vehicle.

The vibrant outdoor space features a mini-golf putting green, surrounded by strategically placed lounge chairs and Adirondack seating. Illuminated by string lights, the heated pool area is complemented by cabana umbrellas, with a backdrop of the house showcasing lively decor and inviting lighting.

5 out of 5 average rating, 7 reviews

Private Tropical Oasis-Pool+Golf+Bocce+Fires+Pets

🌴Sara Bay Base Camp🌴 is a MUST-VISIT private resort property for those who love coastal life with 5-⭐️ amenities - we’re 🐶-friendly too! It's centrally-located & just minutes to Sarasota/Bradenton destinations, including world-renowned beaches/islands, unique state parks/nature preserves, IMG Academy, SRQ ✈️, & others! It's a destination to itself situated on historic Sara Bay Country Club & features prime 🏌🏼‍♂️-watching & stunning sunset views while lounging & enjoying top-notch amenities!

4.95 out of 5 average rating, 115 reviews

A charming front porch features white rocking chairs adorned with red, white, and blue cushions. Potted flowers in hanging baskets add color, while an American flag gently waves in the breeze. The porch provides a welcoming entry to the home.

Home in Bradenton

Dwntn-DogFriendly-Museums-Beaches-Manatees-Rest's

Old Florida charm meets modern comfort in this spacious 2-story historic home nestled in the heart of our revitalized downtown. Relax on the front porch rockers, bike to the Riverwalk, or unwind in the private screened in pool. It's the perfect space for bridal party preparations, reuniting with family, a friend's getaway, or a classic southern escape. No matter what brings you to our doorstep, we are prepared to show you 5 star southern hospitality. Stay with us and make lasting memories.

Superhost

The outdoor space features a screened-in saltwater pool, surrounded by comfortable lounge chairs and a dining area. Ambient patio lights are strung overhead, and a large umbrella provides shade for the table accommodating six. Lush greenery is visible in the background, ensuring privacy.

4.85 out of 5 average rating, 106 reviews

LUXE! Heated Salt POOL! Close to Town, Beach, IMG

Beautifully updated coastal farmhouse home in a quiet cul de sac with a private pool oasis in the back. The salt water pool is completely screened in so you can stay in the pool all day and night long without worrying about flies or mosquitos. Kitchen is fully stocked and ready for you to cook up a storm! Or if you prefer, downtown Sarasota is only a short 15 minute drive away with plenty of eating options. Siesta key beach is rated the number one beach in the USA and it’s only 30 minutes away!

4.94 out of 5 average rating, 126 reviews

The enclosed Florida room features comfortable outdoor furniture, with colorful cushions adorning the seating. A wooden coffee table is positioned in the center, and large windows provide views of the pool area outside, allowing natural light to fill the space.

Home in Bradenton

Vacation Pool - House in Bradenton!

Welcome and enjoy a relaxing vacation house with your family. This heated POOL house is well situated and well-maintained in a cul-de-sac and is central to the beach (15 minute drive to Anna Maria Island), IMG Academy, The Bradenton Country Club, famous Riverwalk, downtown and numerous restaurants and shopping options. Enjoy your own private oasis with plenty of space for your family and friends with 3 bedrooms that can sleep 8 guests and a fourth bonus room that can sleep 2 additional guests

A collage showcases key areas of the property, including a spacious pool area with loungers, a game room equipped with a pool table and foosball, a cozy living room with a fireplace, and an outdoor space featuring a relaxed atmosphere surrounded by greenery.

4.9 out of 5 average rating, 29 reviews

Perfect Sarasota Getaway:Close to all /Heated Pool

Welcome to Coastal Serenity, your perfect Sarasota escape! This charming, fully remodeled coastal home is designed with relaxation and fun in mind. Just three blocks from the breathtaking Sarasota Bay and only a few miles from stunning beaches like Siesta Key, Lido Key, Bradenton Beach, and Anna Maria Beach, it’s an ideal location for beach lovers. Plus, you’re only steps away from vibrant tiki bars and luxurious Sarasota restaurants, perfect for unwinding in a relaxed, inviting atmosphere.

Superhost

A vibrant pool area is surrounded by colorful adirondack chairs in shades of green, blue, yellow, and pink. The sparkling blue water features a gentle fountain, while palm trees add a touch of greenery, creating a lively outdoor relaxation space.

4.91 out of 5 average rating, 43 reviews

Sarasota Sea Breeze House/Perfect Vacation Getaway

A charming 3-bedroom, 2-bathroom house with a lovely deck and pool for outdoor relaxation, this is the perfect spot for your Sarasota vacation. Half of block away from Sara Bay Marina, Tarpon Bay Grill and Tiki bar, and direct kayak rentals for adventures on the beautiful Sarasota Bay, just steps from the house. A short drive to Lido Beach, Siesta Key, and Anna Maria Island. Make the Sarasota Sea Breeze House your base for a memorable Sarasota experience. We look forward to welcoming you!

4.96 out of 5 average rating, 304 reviews

A charming exterior view of the property is highlighted, showcasing a welcoming entrance with a decorative stone feature. The path leads to a well-lit entrance, framed by vibrant landscaping and palm trees, creating an inviting atmosphere for guests.

Home in Bradenton

Casa del Río! Beaches, IMG, Boating, & Riverwalk.

Welcome to "Casa del Rio" in Bradenton, FL featured in hit TV Show 90 DAY FIANCÉ! Location less than 15 minutes from the beach, IMG, Downtown, Riverwalk, Pirate City, and popular restaurants. Main Road takes you straight to Beach NO turns! I've thought of everything to make your stay as comfortable as possible. Keyless check-in experience with Smart Lock. Amazon Fire TV Free movies and TV Shows. Netflix ready. Brazilian Hammock under a Tiki Hut. Coffee and Tea station. Beach gear.

A sparkling pool is surrounded by a spacious patio, featuring lounge chairs and a vibrant red umbrella. Lush tropical landscaping creates a serene retreat, providing an inviting space for relaxation and leisure under a clear blue sky dotted with fluffy white clouds.

4.95 out of 5 average rating, 128 reviews

Mid-Century Oasis with Pool in Arlington Park 1

A perfect blend of Sarasota’s architectural heritage and contemporary elegance right in the heart of Arlington Park. This bright, newly renovated 2 bed/2 bath & pull out sofa in a mid-century gem offers a serene escape, providing a refreshing interplay of historical charm and modern luxury. Enjoy the separate sunroom/office for those working from home, or use as an extra sleeping space with comfy pull out sofa. Take a break with a quick dip in the sparkling pool.

A bright and airy home features an inviting heated pool area under a protective screen, surrounded by lounging chairs. The spacious kitchen showcases modern appliances, while the dining area accommodates large gatherings. Serene bedrooms provide comfort, accented by neutral tones and natural light from the windows.

4.98 out of 5 average rating, 42 reviews

1 lvl w large htd pool, 4 bd(3 king), remodeled!

No damage from Milton! Welcome to Ocean Sunset in Sarasota! This single level floor house is 6 miles from IMG Academy, 10 miles from Siesta Key Beach, 8 miles to Lido Key Beach, and 14 miles from Downtown Sarasota! See some of the most amazing ocean sunsets just a short walk from the house! Tucked away in a high end neighborhood on a large lot, completely enclosed by fences, palms and foliage. Everything you need for an amazing stay is provided!

A covered patio area features modern wicker furniture with white cushions, positioned around a glass coffee table. The inviting space overlooks a pristine pool, surrounded by a protective screen. Lush greenery is visible in the background, enhancing the tranquil setting.