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, 17 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!

4.87 out of 5 average rating, 211 reviews

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

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, 3 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!

A spacious outdoor area includes a clear blue pool surrounded by a stone patio. Lush greenery and palm trees offer a tropical ambiance, while lounge chairs and umbrellas provide comfortable seating options. The pastel-colored villa reflects an inviting coastal design, bathed in natural light.

5 out of 5 average rating, 4 reviews

Multi Generational Vacation Home | Aqua Key Villa

Planning to stay a while? We love long getaways! Ask us about special discounts for stays of 14 nights or more — your extended vacation just got even sweeter! Welcome to Aqua Key Villa - Your Sarasota Beach Escape! 🏖️ Discover Aqua Key Villa, a spacious 4-bedroom, 3-bathroom oasis designed for the ultimate beach vacation. Located just moments from the pristine shores of Lido Key and Siesta Key, this Sarasota getaway combines nautical charm with modern amenities, perfect for families, friends,

4.93 out of 5 average rating, 166 reviews

An outdoor space features a heated pool surrounded by gray paving stones. A black pergola with string lights provides shade over a swing couch positioned next to a fire feature. Lounge chairs are arranged nearby, with a small table holding drinks. Lush greenery is visible in the backdrop.

Home in Bradenton

Endless Outdoor Fun-86°Pool-Game Room-Dog Friendly

WOW! Shake up your next vacation! Close to AMI and dntown Bradenton local eats. This VERY chic home is waiting for you! Feeling competitive? Our game room is filled with head to head competition air hockey, skee ball, basketball - you choose. Outside the fun continues with Giant Jenga, corn hole or connect 4. Enjoy the afternoon in our solar heated pool, SWING on the lounge chairs under the pergola while enjoying a fire. Or enjoy a day at the best beaches for INCREDIBLE fun for all ages.

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!

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.

4.89 out of 5 average rating, 27 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.

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.

4.9 out of 5 average rating, 42 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!

Top guest favorite

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

4.96 out of 5 average rating, 303 reviews

Casa del Río! Beaches, IMG, Boating, and 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.

An outdoor deck is shown with several lounge chairs and a small table, illuminated by hanging string lights. A scenic view of lush greenery and a serene landscape is visible in the background, while the sky transitions to shades of purple and pink at sunset.

4.9 out of 5 average rating, 108 reviews

Lakeview Oasis - 4bd/2ba overlooking the lake!

Charming home for rent with a cozy feel and scenic lake view. Conveniently located within a 2-mile radius, you can indulge in delicious coffee at Postal 98 and savor homemade Amish foods. Spend the day under the sun at local beaches, only 8.7 miles from Siesta Key beach and 7.1 miles to Lido Key Beach. Downtown Sarasota is just 4.5 miles away! This home offers the perfect balance of relaxation and urban living, making it an ideal retreat. The back deck overlooks a serene lake.