Smoking friendly holiday rentals in Manatee County

4.97 out of 5 average rating, 240 reviews

A compact sleeping area is furnished with a wooden bed frame and a colorful assortment of throw pillows. A modern air conditioning unit is mounted above, while a bedside table holds a lamp. Light streams in through the window adorned with wooden blinds.

Flat in Sarasota

Modern Private Apartment 1 Block from Sarasota Bay

One block from Sarasota Bay - completely remodeled and fully furnished guest apartment with a Miami deco feel. The unit is a little over 300 sf with full kitchen, one bathroom w/ shower, comfy queen bed, several stools/ chairs, flat screen tv, wifi, off-street parking, six USB ports for easy charging and sitting area outdoors on front porch. Five minutes to downtown or SRQ airport, 15 minutes to Lido Beach, and 25 minutes to Siesta Beach with easy access to University Parkway or Fruitville Rd.

4.82 out of 5 average rating, 22 reviews

Guest house in Sarasota

Lil John Coastal Cottage near Siesta Key Beach

Book your Summer 2026 Sarasota getaway-30% off stays of 28+ nights. Welcome to Robinhood's, pet-friendly Lil John Coastal Cottage is a cozy private guesthouse, located on a quiet cul-de-sac street near #1 ranked Siesta Key Beach, downtown, Trader Joe’s, restaurants & SRQ. Enjoy smart-lock self check-in, T-Mobile 5G Wi-Fi, coffee essentials, a comfortable bedroom, sleeper sofa, a screened in porch area, outdoor dining table & umbrella for 4, & shared outdoor spaces, a fire pit, in a fenced yard.

An aerial view captures The Beachview @ Bayside, featuring a spacious enclosed pool area surrounded by lush landscaping. The home displays a mix of vibrant red and gray elements, complemented by solar panels on the roof. The coastal waterway and neighboring homes are visible in the background.

4.88 out of 5 average rating, 154 reviews

Ocean View of AMI | Hot Tub | IMG | 6 TVs | 2 King

FREE Pool & Spa Heat 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! Your private slice of paradise in beautiful Bradenton, Florida! With breathtaking views of the inner coastal waterway, Longboat Key, and Anna Maria Island, this spacious retreat is the ultimate destination for families or groups looking for relaxation, adventure, and everything in between. **Spacious Comfort for Eve

5 out of 5 average rating, 49 reviews

An aerial view captures the villa's proximity to the Manatee River, surrounded by lush greenery. The image shows the expansive water landscape, with various trees and landscaped areas leading to the water's edge, creating a serene outdoor environment.

Villa in Bradenton

Salty Lime Villa -Waterview! 15 min to AMI beach

Have a stylish time at this centrally located villa. With views of the Manatee River & steps from Mineral Springs Park & Riverwalk, you have quick access to fishing, beaches, dining, shopping, parks, & historical sites. This updated one bedroom w/ queen bed one bath villa has a full kitchen & stocked coffee/tea bar. There's also a sleeper sofa in the living room. The back patio has views of century old Live Oak Tree, waterfall, gardens, hammock & pool. Let your pup play in the fenced dog area.

4.98 out of 5 average rating, 103 reviews

A cozy living area features a light blue wall, with a comfortable white sofa arranged around a neutral-toned rug. In the foreground, a wooden dining table with four chairs provides seating. Natural light enters through a doorway that leads to an outdoor space.

Guest house in Bradenton

Serenity Lake

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.

In the foreground, a hammock rests on a sturdy stand, placed on lush green grass. Nearby, two kayaks in vibrant red and blue are positioned side by side, with a glimpse of a boat dock visible in the background, surrounded by tropical vegetation.

5 out of 5 average rating, 108 reviews

Manatee Cove: Waterfront Oasis w/GameRoom &HotTub

Welcome to Your Private Waterfront Oasis! This spacious home on a serene canal off Sarasota Bay features 3 bedrooms, 2 bathrooms & a HUGE climate-controlled game room! Enjoy direct water access for fishing, canoeing, kayaking and spotting manatees. Just 7 minutes from the airport & 15 minutes from Sarasota, you’ll have access to beautiful beaches like Siesta Key & Anna Maria Island. Offering free WiFi, BBQ grill & firepit, this retreat is perfect for families seeking relaxation & adventure!

A cozy living area features a gray sofa positioned against a wall, complemented by a patterned area rug. A round glass coffee table sits in the center, and a lamp provides soft lighting. Natural light filters through the window, with muted white curtains enhancing the ambiance.

4.87 out of 5 average rating, 159 reviews

Cozy Golf, IMG, Country Club & Anna Maria Island

Peaceful Villa retreat walking distance from Golf Country Club, close to IMG Academy, Anna Maria Island and Beaches. Convenient located near restaurants, grocery stores, movie theater, Robison Preserve and beaches. 2 Bedrooms. 3 beds (1 queen, 2 full and pull out couch for extra guess - sleep 6). Screen lanai with hot tube. Running trails close by and endless beaches with amazing sunsets!!! Come and check out this little piece of heaven call Bradenton. 10 minutes from Ana Maria Island,

Superhost

Place to stay in Bradenton

4.8 out of 5 average rating, 40 reviews

Luxury Suite/Pool Heated FREE/ Near Beaches AMI

Enjoy a DELUXE hut bath in a peaceful room or simply savor the luxury of modern design. Private Heating Pool to enjoy anytime. We are near many restaurants only 2 minutes walking. Made your stay feel unforgettable near Ana Maria Island, only 8miles of distance. West of Bradenton, is a beautiful Getaway for enjoy a day in the Beach, where sand is unique, SUNSET is one of more beautiful view in the afternoon...famous the SUNCOAST for this amazing moment. Special prices!!!

4.87 out of 5 average rating, 133 reviews

Guest suite in Bradenton

Cozy For Two Getaway - Bradenton FL

Welcome to Cozy for Two Getaway in Bradenton! 🩷 Perfect for a couple, this small but charming space can comfortably accommodate our guests (ideally a couple and 2 small kids if pushing for 4 guests since the couch is small, but lays out). Enjoy the privacy of your own gated parking area. Located just 25-30 minutes from the beautiful Lido/Siesta Key Beach and Anna Maria Island, you can spend your days soaking up the sun and exploring the vibrant local scene here!

4.86 out of 5 average rating, 189 reviews

Tipsy Flamingo | POOL • HOT TUB • FIRE PIT • GAMES

Dive into the curious home of Tipsy Flamingo. The tropical fever dream you didn’t know you needed! Stay in a historic home bursting with fluorescent colors, a pink-tastic Flamingo Suite, a wild Jungle Room, and a chill coastal Surf Den. Outside, swing under the pergola, battle it out in giant chess, soak in the hot tub, lounge by the fire pit, and float in the sparkling pool on your honorary pink flamingo throne. Pure fun, pure vibes, pure madness! 🦩

5 out of 5 average rating, 16 reviews

Home in Sarasota

Bayou Hammock, Sarasota FL

Welcome to Bayou Hammock, your private Sarasota retreat. Enjoy an open-concept layout with a full kitchen, serene bedroom, and amenity + necessity galore. Utilize the spacious deck surrounded by a hammock of oak under the umbrella. With modern character, high-speed Wi-Fi, games, TV and a peaceful garden. Near Sarasota Bay, Ringling Museum of Art, Siesta & Lido Key Beach, Mini Golf, nature and culture at your doorstep. SRQ Registered Vaca #VR25-00145