Vacation rentals with a firepit in Whitfield

4.88 out of 5 average rating, 346 reviews

Guest suite in Bradenton

Walk 2 Restaurants-King Bed-Near Beaches & IMG.

This affordable unit is an approx 450sq foot efficiency which includes a large King bed and bathroom, a full fridge, microwave, water dispenser machine and coffee pot. This unit does not have a kitchen but there is access to a charcoal grill. Designated off street parking. There’s a smart TV/Roku with fast WIFI. This is an attached unit located in Downtown Bradenton. It is around the corner from the Riverwalk, bars, and entertainment. Close to beaches. Great for couples or a single traveler.

4.77 out of 5 average rating, 110 reviews

Pool house by the bay

Come stay in our beautiful, Mid-Century Modern, light drenched home just one block from the bay with a private pool. The private yard is surrounded by lush landscaping & the pool is the perfect place to cool off on hot afternoons. The house is spacious & minimally decorated with finds from our world travels. We've recently replaced the bed and the neighborhood is quiet and easy to explore on foot. Note: this is our home, so please expect a warm lived in feel in the space, not that of a hotel.

4.92 out of 5 average rating, 104 reviews

Bungalow in Sarasota

Cheerful 3BR Home•Walk Downtown•Close to Lido Key

Relax Near the Bay-Ideal for Families & Professionals Welcome to Bayview Bungalow-your stylish Sarasota retreat just steps from the bay! This 3-BR, 2-bath home is perfect for families and professionals. Enjoy: •A fully stocked kitchen •Free driveway parking •Fenced yard with BBQ •Beach gear & supplies included Walk across the street to Bay Park, grab coffee at a nearby café, or catch a show at Van Wezel Performing Arts Center. Minutes from Lido Key, St. Armands, and downtown hotspots.

4.98 out of 5 average rating, 44 reviews

4BD Saltwater Pool Home near Beaches w/ Game Room

Saltwater Siesta isn't just a stay- it's a feelin' & it's your perfect retreat in a peaceful neighborhood- just a short drive to exciting attractions & beaches. Enjoy private access to a heated pool in your own oasis, outdoor dining & living, with Adirondack chairs by the fire pit & grill. This family home offers open concept living, 2 king, 2 queen, 2 twin sized beds, 3 baths & a game room with arcade. From mini golf to nearby beaches & pickleball, every moment here blends relaxation & fun.

4.93 out of 5 average rating, 370 reviews

Home in Pelican Cove

☀Coastal Gem☀Heated pool & amazing location!☀

- Located in a quiet Sarasota neighborhood minutes from shopping, restaurants, & Siesta Key, this amenity packed home is perfect for families and beach enthusiasts! - Enjoy the pool and patio (renovated in July 2025) and comfy outdoor furniture in your fenced in backyard where you can bask in the sun. - Beautifully designed coastal interior w/ new appliances, Smart TVs, and fast WiFi. - Your on-site Superhost is available if needed to assist with making your stay enjoyable and worry free.

Superhost

Cottage in Indian Beach-Sapphire Shores

4.8 out of 5 average rating, 264 reviews

Cozy Cottage by the Bay

Charming and historic decorator cottage near Downtown Sarasota. Located in the highly desirable, quiet, and safe neighborhood of Indian Beach - Sapphire Shores. Just a short drive to some of the nations top rated beaches like Siesta Key Beach. One of the best features of the home is the enclosed lanai at the front of the house. Perfect for enjoying Florida's coveted indoor/outdoor living. It has a private fenced in backyard, with a fire pit. Off street parking for 2 cars in the driveway.

4.97 out of 5 average rating, 155 reviews

Home in Bradenton

Downtown Bradenton & close to Beaches, quiet area

Your family will be close to everything when you stay at this centrally-located private home with fenced in yard near downtown and beaches. Three bedrooms and 2 bathrooms await your next vacation to Florida's beaches. Located 1 mile to downtown - restaurants, shops, markets, Riverwalk, Theater, Bishop Museum and more. Only 4 miles to beaches. Stroll the neighborhood oak lined sidewalks and river. Front porch & private back fire pit & grill. Note - only 3 vehicles permitted.

Home in Indian Beach-Sapphire Shores

4.9 out of 5 average rating, 684 reviews

Charming Apt. in old Florida home

Cozy, charming suite in a historic 1920's home. Lots of character and charm. Amazing location. One block from the bay with beautiful sunsets. And just a few miles to the beach and downtown. Clean, comfy and a welcoming host. Great for 1 or up to 3 guests. ****Please read the full detailed description for more information before booking. This is very old home, not fully restored, old Florida house. Owner occupied Non- Smoking guests 🙏 Hope to see you soon

4.97 out of 5 average rating, 106 reviews

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!

Superhost

Cottage in Bradenton

4.83 out of 5 average rating, 112 reviews

Casa Azul. 2 bed/2 bath on lake

Your family will be close to everything when you stay at this centrally-located duplex. 15 minutes to Gulf beaches and Downtown. 5 minutes to the IMG Academy. 45 minutes to bush gardens 30 minutes to downtown Sarasota 2 hours to Disney world. Close to shops and restaurants. Enjoy the lake view while having coffee in the inclosed lanai. Fresh clean linens, paper products. Hablamos español

4.99 out of 5 average rating, 339 reviews

Guesthouse in Osprey

Cozy Cottage by the Bay

Enjoy this modern yet rustic looking guest cottage in historic Osprey, one of Sarasota County's first settlements. Walk to the bayfront, restaurants, shopping, library, and parks. A short drive takes you to our famous Gulf beaches and all that Sarasota and Venice has to offer. Hurricane Milton: Yes, we are cleaned up and have power and internet!