Holiday rentals with a fire pit in Sarasota County

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.

Sarasota Florida -Wild Orchid Creek Cottage Home

Come enjoy old Florida living at this completely renovated cottage style home on nearly seven acres. Relax and unwind in this 1000 square foot private home with king bed and queen sleeper to accommodate up to four people. Open concept living, dining room and full kitchen. Laundry facilities available. Equipped with WiFi and direct tv. While enjoying the private backyard space, it is common to spot abundant wildlife and wildflowers. Wild orchids in many of the oak trees bloom in early summer.

The Cottage At Central Park

There is no more charming place to stay! From the minute you step inside this immaculate and cozy private residence you will feel right at home. With a beautiful open kitchen, natural light that pours into every room, a spacious back porch overlooking the pool and fenced in yard with a fire pit, this is the perfect place to entertain AND relax. Minutes from the #1 rated Siesta Key beach and downtown Sarasota in one of the areas most sought after neighborhoods you are in the middle of it all!

☀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.

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

The Wisteria Oasis W/ heated pool & hot tub

So much fun to be had and memories to be made at this charming cottage! Revitalize and rejuvenate at our serene 3 bedroom cottage. Perfect for families looking for a peaceful and relaxing vacation, our home boasts a private fenced-in backyard with a heated saltwater pool, hot tub, hammock, and swings for your ultimate comfort. The added bonus of a fire pit allows for perfect evenings spent making s'mores and enjoying quality time with your loved ones.

City Garden Cottage

City Garden Cottage is a cozy and comfortable cottage located in the quiet Laurel Park neighborhood in Sarasota, only a few blocks from downtown. The studio is surrounded by lush gardens and trees. Inside you will find a kitchenette, equipped with a coffee maker, toaster, refrigerator, and hot plate. The studio also has a flat-screen TV, a queen bed & private bathroom. There is also shared use a gas grill and fire pit included with the rental.

2/2 condo with garden+heated pool+6min from Siesta

🌴 Stylish Retreat Near Siesta Key – Private Garden & Heated Pool! Welcome to your perfect Sarasota getaway! This 1,000 sq. ft. pet-friendly home offers a private fenced garden, heated pool access, and a prime location just 6 minutes from Siesta Key Beach. Whether you're here for a beach vacation, a family trip, or a remote work retreat, this home has everything you need for a comfortable and stress-free stay.

Quiet Retreat-5mi to Beach-Hot Tub, Outdoor Shower

Our Quiet Retreat is in the heart of Sarasota - 5 miles to Siesta Key Beach. The home is 2B/2BA with a blow up mattress and can sleep 6. All the basics are supplied to make your stay more comfortable and your trips to the beach more fun! The backyard is private, secluded, and includes a hot tub, lounge area, a heated and private outdoor shower, fire-pit table, and grill.