Vacation rentals with a fireplace in Lakewood Ranch

5 out of 5 average rating, 16 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!

4.93 out of 5 average rating, 82 reviews

Rambling River Retreat on the Manatee River

Secluded 3.8 acres,1000 feet river frontage, luxurious 3 bdrm 2 bath 2013 sq ft central air, A home in a peaceful relaxing area with Manatees, otters, owls in an old Florida setting. Private drive thru large oak trees to a beautiful home with surrounding decks away from the city noise, yet close to dining and gulf beaches. Fishing, kayaks, canoe, lounging on the decks or relax in the hammock next to the river. Beautiful sunsets and river views in a peaceful setting. Mosquitonix system for bugs.

4.94 out of 5 average rating, 121 reviews

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

4.97 out of 5 average rating, 37 reviews

Boutique Rental Near AMI Beaches+IMG • Renovated

This renovated Florida bungalow blends classic charm with modern style & comfort. Enjoy a brand-new kitchen & two bathrooms, deck, fenced yard (pet-friendly!), BBQ, fire pit & outdoor shower. Just 20 minutes from Sarasota Airport, it's close to Anna Maria Island’s award-winning beaches featured on Travel+Leisure’s Best Places to Travel (2024). Nearby attractions include downtown Bradenton, Sarasota, St Pete, Tampa, IMG Academy, LECOM Park & scenic kayaking & hiking trails in nature preserves.

5 out of 5 average rating, 13 reviews

Guesthouse in Bradenton

The Bears Den-Hot tub/Pool/75in TV/Game Room!

Welcome to The Bear’s Den – Your Perfect Getaway! Unwind in this newly remodeled, peaceful, and spacious Guesthouse! We offer 2 bedrooms with large king-sized beds and a queen size air mattress available for your convenience. The Bear’s Den offers everything you need for a relaxing stay, including a refreshing pool, a soothing hot tub, and a grill for outdoor cooking. Inside, enjoy movie nights or stream your favorite shows on a massive 75-inch smart TV. We are also wheel chair accessible!

5 out of 5 average rating, 9 reviews

Guesthouse in Bradenton

Serenity Lake Too!

Keep it simple at this peaceful and centrally-located place. 15 minutes from beaches this lovely apartment sits on a pond full of fish with a dock. Large pool ready for swimming and sunning. Charcoal and gas grill available. Beautiful upper deck to sit and enjoy the large mango tree and view over the lake. Golf cart available for evening rides. There is a large driveway for a boat. Swim and fishing accessories available. Minutes from I-75 - also near the famous Lakewood Ranch downtown.

5 out of 5 average rating, 11 reviews

Pool house(pets ok) Sarasota beaches, UTC mall.

Welcome to Coastal Manor, a refined coastal retreat in Bradenton, FL. This elegant 3BR, 2.5BA home offers a serene escape with a private pool, spacious fenced yard, and pet-friendly amenities. Located in Lakewood Ranch just minutes from UTC, Nathan Benderson Park, Premier Sports, IMG Academy and Gulf Coast beaches. It’s the perfect blend of charm and convenience. Designed with a muted coastal cottage vibe, this getaway invites you to relax, unwind, and explore the best of Florida.

4.9 out of 5 average rating, 107 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.

4.96 out of 5 average rating, 125 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.

5 out of 5 average rating, 82 reviews

Peaceful Braden River Oasis: Main House

Escape to our charming riverfront Main House—a spacious 2 bed, 2 bath retreat that sleeps up to 7. Enjoy stunning river views, a screened-in porch, and access to the peaceful river dock. With a master suite featuring an outdoor shower and a spacious lofted sleeping area, this home offers everything you need for a relaxing and memorable getaway. Part of a unique property with two other rental units—perfect for groups or families seeking tranquility and adventure.

4.97 out of 5 average rating, 69 reviews

Useppa Villa

"STOP scrolling—you've found your paradise. Come relax by the beautiful pool with a drink or head to the beach. Our mission is to ensure you have an unforgettable experience. This tastefully decorated and updated home has everything you need, from kitchen essentials to toiletries. Just pack your clothes and leave the rest to us.” We've priced this home at a two person daily rate to make it accessible to everyone, so please enter the correct number of guests.