Holiday rentals with breakfast in Manatee County

4.94 out of 5 average rating, 32 reviews

Sleeps 14 10 min to Beach Free Boat Parking onsite

Gather your favorite people and escape to this unforgettable 4BR 3BA retreat designed for group getaways, bachelorette weekends, weddings, and once-in-a-lifetime celebrations. ✔ House – 4BRs – Sleeps 14 ✔ 2 Living Areas ✔ Massive Kitchen ✔ Backyard (BBQ, Fire Pit, Shower,...) ✔ Games ✔ High-Speed Wi-Fi ✔ Smart TVs ✔ Free Parking (4 cars) ✔ Pets & Events OK (with approval) With space for up to 14 guests across two floors this property offers the perfect mix of comfort, privacy, and wow factor.

A spacious living area features a large sectional sofa, offering ample seating. A contemporary chandelier hangs from the ceiling, while a light-colored coffee table sits at the center. In the background, a modern kitchen is visible, accentuated by sleek cabinetry and bright lighting.

4.96 out of 5 average rating, 114 reviews

AMI/IMG/Boat/Bikes/Golf/Hottub/Kayak/Beach/pool

Welcome to the Paradise Fun House, the ultimate spot for your dream bash! Our Airbnb oasis is packed with tons of fun and activities for an epic stay. Cruise around on free bikes or kayaks, fish with top-notch gear, challenge friends to mini-golf, chill in the hot tub, or enjoy our game collection. Golf clubs and beach gear are ready to roll. Our spacious layout is perfect for partying all night long. Book now for the ultimate fun or relaxing experience! Boat/Dog-sitting/cleaning are available

4.94 out of 5 average rating, 16 reviews

Blue Tide Bungalow

Relax & Play in Paradise – Family Retreat with Pool & Hot Tub and firepit in Bradenton, FL Welcome to your Bradenton getaway! Whether you’re here for the beaches, the ballfields, or simply a warm-weather escape, you’ll feel right at home the moment you arrive. This stylishly furnished 4-bedroom, 3-bath home comfortably sleeps 8–10 guests and offers everything you need for a relaxing and memorable stay. From coffee by the pool to sunset cocktails around the fire pit, no detail is overlooked.

5 out of 5 average rating, 15 reviews

Iconic Retro Glam Stay • Firepit & Near Downtown

Step into Iconic, a glamorous vintage escape inspired by the legends who vacationed in Florida’s golden age. Enjoy bright retro décor, themed bedrooms, a record player, a sunny kitchen, and a lush outdoor lounge with dining, BBQ, and cozy fire pit. It’s a stylish, inviting getaway where Old Hollywood charm meets breezy tropical living. For your peace of mind, exterior security cameras monitor the driveway and entry 24/7. We respect your privacy; no recording devices are located inside the home.

A comfortable living area features a dark wood coffee table centered between two sofas adorned with decorative cushions. Natural light streams in through large windows, complemented by soft pink walls. A classic grandfather clock stands against one wall, adding a touch of timeless elegance.

4.96 out of 5 average rating, 27 reviews

A Piece Of Sunshine to Enjoy!

Beautiful two bedroom, two bathroom home on a dead end road completely fenced and gated it has a pull out couch, full kitchen, dining room, laundry room, and plenty of space to spread out. Located just 10 miles from Bradenton beach and minutes to Anna Marie island from there. 15 miles to Siesta Key Beach. Sarasota airport is 5 miles away, and Tampa Airport is 47 miles away. There are plenty of places to dine out and plenty of places to visit locally. Ideal space for enjoying time with family.

Superhost

The two-story home is framed by lush greenery, showcasing a combination of wooden and stone exterior. A wrap-around deck is visible on the upper level, while the lower level features large windows and a paved pathway leading to the entrance.

4.74 out of 5 average rating, 43 reviews

Tropical Escape, Sarasota!

Discover Real Florida, UP CLOSE! Unique and tranquil. Enjoy nature & everything Sarasota! • Refreshing breezes: private wrap-around deck • Pets welcome* • Comfortable beds, Towels, Bedding • Fully equipped kitchen • Beach gear, Crib, Bikes • 1st day cont. breakfast • Boat/truck/RV* • Air conditioned, hot water • Special occasions* • EV Charging Station* • Secluded, yet close to Beaches, Parks, Shopping, Dining • Pool & fitness • Sleeps 1-12 (rates incl 2 guests*) • 1400 ft.² * Fees apply

4.93 out of 5 average rating, 161 reviews

A vibrant sunset is displayed across the sky, with hues of orange, pink, and purple blending seamlessly. Silhouettes of palm trees are seen in the foreground, framing the tranquil water below, which reflects the striking colors of the sky. Nearby structures are softly illuminated in the fading light.

Guest suite in Sarasota

SIP & RELAX SPECTACULAR SUNSETS CLOSE TO SIESTA

Walk the No 1 beach in America, watch dolphins, wake up to sunny blue skies and the breeze from the bay. Watch spectacular sunsets daily whilst sipping your cocktail. Host your destination wedding - additional arrangements & cost. Located on the inter coastal waterway, a peaceful cul da sac & neighborhood close to Siesta Key. Gaze at the water & garden, spot the dolphins & birdlife. Close proximity to fabulous restaurants, boat/kayak rentals, Siesta Key, Downtown, & St Armands Circle.

4.97 out of 5 average rating, 31 reviews

The enclosed lanai features a spacious seating area with a mix of wooden and wicker furniture. A coffee table is placed on a patterned rug, while large windows offer tranquil views of the lake and surrounding greenery.

Apartment in Sarasota

Beautiful lakeview 2 bedroom 2 bathroom condo

Welcome to a private oasis with wi-fi connectivity Relax in the air conditioned Lanai with lake views Just 3 miles from the world-famous Siesta Key Beach & sunset This clean 2nd floor condo has ceramic tile floors throughout, open floor plan with large tv, master bedroom with king size bed and enclosed lanai with full view of the lake When the weather permits just open sliding doors on the lanai to enjoy the fresh breeze! Check out various birds, turtles in their private sanctuary

A cozy living area features a plush blue sofa and two accent chairs. Light filters through large windows adorned with navy blue curtains. A sleek coffee table is positioned in front of a wall-mounted television displaying a scenic image. A ceiling fan adds to the relaxed atmosphere.

4.85 out of 5 average rating, 34 reviews

Nottingham Beach Bungalow Near Siesta Key Beach!

Book your stay for Summer 2026 now! 28+ day stays get 30% discount! This cozy Nottingham Beach Bungalow is in a central location with a large fenced-in shared yard, new Florida sunroom with vinyl windows & AC/outdoor-style living-room , and a backyard firepit for a relaxing evening, we are here to help you have an amazing experience on & off the beach! Situated in a quiet residential cul-de-sac, you are only a short drive to downtown, 10 min to Siesta Key beach.

4.92 out of 5 average rating, 60 reviews

A well-maintained outdoor area features a heated swimming pool surrounded by lush green grass. Lounge chairs with blue cushions are arranged around the pool, alongside wooden tables. Tropical plants provide natural privacy at the edge of the space.

Home in Anna Maria

Gulf Coast Paradise

Located at the North End of Anna Maria Island 3 blocks from the beach and 1 block from the bay. Brand new heated swimming pool. Three bedrooms, 2 baths with open living & dining floor plan. A large screened porch for ping pong and dining. Perfect for entertaining your friends and family. House is equipped with beach chairs, beach towels, boogie boards and toys for your day at the beach. Children supplies available upon request. Pak n Play, crib etc.

4.96 out of 5 average rating, 24 reviews

An outdoor kitchen area is showcased under a wooden structure with a peaked roof. Two blue lounge chairs are positioned by a sparkling pool, while a grill, bar stools, and a television are visible in the background, surrounded by lush tropical landscaping.

Home in Ellenton

Trophy Fish at the Oasis

Welcome to the "Trophy Fish," a private oasis where resort-style living meets relaxation and fun. Set on a lush half-acre, this retreat offers an in-ground pool and spa, fully equipped outdoor kitchen, putt-putt golf, cornhole, a fire pit, and a 85' TV with extendable arm for movie nights under the stars and views from the pool. Sonos speakers set the perfect soundtrack inside and out. 4 bedrooms, 3 full baths including the outdoor bathroom and shower.