Pet-friendly holiday rentals in Lakewood Ranch

4.96 out of 5 average rating, 54 reviews

Near Anna Maria, LECOM & IMG—Renovated—Fenced Yard

This stylishly renovated bungalow blends classic charm with modern comfort. Features include a brand-new kitchen, 3 bedrooms, 2 bathrooms, deck, fenced yard (pet-friendly!), BBQ, fire pit & outdoor shower. Just 20 minutes from Sarasota Airport, it’s near Anna Maria Island’s award-winning beaches (Travel+Leisure's Best Places to Travel 2024). Also enjoy proximity to downtown Bradenton, Sarasota, St Pete, Tampa, IMG Academy, LECOM Park & scenic kayaking, paddleboarding & hiking in local preserves.

4.88 out of 5 average rating, 106 reviews

Flat in Sarasota

Cozy 2 Bedroom Private Unit

This thoughtfully designed space offers a cozy ambiance with all the comforts you need for a relaxing stay. Step inside to find a warm and welcoming living area, perfect for unwinding after a day of exploring. The well-equipped kitchen allows you to prepare your own meals, complete with essential appliances and utensils. The unit's prime location offers convenience and easy access to local attractions, restaurants, and shops. We can't wait to welcome you and create lasting memories together.

4.97 out of 5 average rating, 235 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 Bayou Oaks

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.

A light-filled entryway features a wall of glass shelving with decorative items. Double glass doors provide access to the outdoor space, which is partially visible through the glass. A small mat lies on the floor near the entrance.

4.91 out of 5 average rating, 217 reviews

Sunshine Suite, Minutes to Beach,Tropical Paradise

The Sunshine Suite.Lots of natural light in this totally updated modern 3 bed/1 bath home.It is a completely separate dwelling w separate entry from the other dwelling on the property sharing no common walls. Smart thermostat & door lock. Keyless entry.Brand new AC, gas oven, quartz counter w/ custom marble backsplash, modern & comfortable furniture, private outdoor area, gas BBQ grill, off street parking.Great location! Minutes to Siesta Key beach, shopping/UTC, interstate, hospital & downtown

4.98 out of 5 average rating, 89 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.

A welcoming entryway showcases a simple wooden console table with small potted plants. Above, a serene painting depicting a boat complements the neutral wall. The view to the right reveals a sun room filled with natural light, providing a connection to the private backyard.

4.95 out of 5 average rating, 179 reviews

Newly Renovated Ranch Minutes From Beach/Downtown

Newly renovated cozy home with all new furnishings and appliances. 2 bedrooms 1 bathroom with an eat in kitchen, sun room, and comfy living room. Stream shows or work virtually with our high speed WIFI. Grab the provided beach chairs, umbrella, and cooler to enjoy Lido Key or Siesta Key Beaches, both within a short drive. Wind down & grab drinks/dinner in downtown Sarasota or relax in the backyard. Several golf courses nearby or catch Orioles spring training at Ed Smith stadium 1.5 miles away.

4.96 out of 5 average rating, 28 reviews

A narrow kitchen area showcases white cabinetry and a wooden countertop. A round ceiling light illuminates the space, and a wall clock adds a decorative touch. A small table with a basket is placed near a door that leads outside, enhancing functionality.

Guest house in Bradenton

Top notch Incredible stay

This unique, adorable place has a fresh, farmhouse modern feel. Super cozy and lots of features to make your stay relaxed and comfortable. Take a nature walk for miles and surround yourself with the beautiful scenery of horses and other wildlife. We are close to Bradenton Motorsports, Lakewood Ranch & Sarasota. Have fun at attractions nearby, restaurants, dancing, live music, and a winery just down the road. Top the evening off, sitting under the stars by a fire pit, enjoying a glass of wine.

A charming cottage is nestled among lush greenery, surrounded by tall trees and palms. A gravel pathway curves gently around the property, enhancing the serene outdoor setting. Sunlight filters through the foliage, creating dappled light across the landscape.

4.96 out of 5 average rating, 179 reviews

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 exterior of the villa is displayed, featuring a welcoming blue-green door and two large windows framed in white. A small potted plant accents the entrance, while a pathway leads to the door, surrounded by well-maintained grass and greenery.

4.88 out of 5 average rating, 122 reviews

Charming Villa 14 mins away from Siesta Key Beach

This villa close to Siesta Key Beach serves as the perfect escape for those looking to enjoy Sarasota. The property comes fully equipped with amenities such as a BBQ, outdoor umbrella, lounge chairs, beach chairs, pickleball rackets, washer/dryer and carport. Featuring 2 bedrooms, this charming home exudes a warm vibe. You can reach Siesta Key Beach, St. Armands Circle, and Downtown Sarasota in under 15 minutes, making it easy to explore all that Sarasota has to offer during your stay.

4.98 out of 5 average rating, 120 reviews

A charming beach home is set amid lush landscaping, featuring a well-maintained front yard with vibrant flowers and greenery. A paved walkway leads to the entryway, highlighted by a teal door. A garage is visible to the right, accompanied by a clear blue sky.

Home in Ellenton

Beautiful Beach Cottage

Beautiful beach home located in the only neighborhood in Ellenton with a public boat ramp. Walking distance to boat dock, minutes from Premium Outlets and the Sarasota Mall, beaches and so much more. Fenced in backyard beautifully manicured. Screened in back patio with dinner table, couches and TV. 3 bedrooms and 2 full bathrooms with large open family room space. 2 couches, 1 blow up mattresses and Pack and Play available. Enjoy a private Florida paradise.

4.84 out of 5 average rating, 124 reviews

A newly remodeled studio features a kitchenette with white cabinets and a small microwave. Two dark wood chairs are positioned around a circular table, and a small refrigerator is visible on the floor. A wall-mounted air conditioning unit is installed above the kitchenette.

Guest suite in Bradenton

Cozy Studio in Quiet Neighborhood

Enjoy your stay in my newly remodeled room. Everything is brand new in the room . Smart TV . Wifi parking in front of the house on the right side of the driveway. Private entrance to come and go as you wish. Quiet neighborhood. Perfectly located close to all beaches, 10 minutes from SRQ Airport, 10 minutes to downtown Sarasota, 5 minutes to IMG and shopping/mall. NO ACCESS TO THE BACKYARD . PETS are allowed for 50$ cash cleaning fee cash when you check in.

4.78 out of 5 average rating, 272 reviews

Tropical Oasis - Private Pool - Close Beaches

Enjoy a tropical Paradise with private pool. Beautiful palms and an over-sized private pool. This beautiful pool home is only a short drive to Anna Maria Island. Floridas most beautiful white beaches on the Gulf Coast. Huge master bedroom with attached full bath and access to the pool area. Free high speed WIFI. Smart TV in living room queen room. 2 parking spaces. Convenient to beach bars, golf, shopping. 25 Min. Sarasota and 45 Min. Tampa Airport.

Popular amenities for Lakewood Ranch pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A light-filled living area features a comfortable sofa and a wooden coffee table, set on a striped rug. A flat-screen television is positioned on the side, and botanical-themed artwork decorates the walls, contributing to a serene and inviting environment.

4.89 out of 5 average rating, 335 reviews

Home near Anna Maria Beach w/ Hot Tub + Fire Pit

The covered swimming pool area features a spacious rectangular pool with crystal-clear water. Surrounding the pool are several lounge chairs, and the area is framed by a screened enclosure. Landscaped borders enhance the outdoor space with a touch of greenery.

4.83 out of 5 average rating, 206 reviews

Pool | Game Room | Fire Pit | Pet Friendly | 3 TVs

4.96 out of 5 average rating, 69 reviews

The exterior of Clover Cottage features a welcoming facade with a light-colored finish. Lush tropical landscaping surrounds the entrance, where a paved path leads to the front door. Tall palm trees and colorful plants enhance the inviting atmosphere of this beach retreat.

Home in Wares Creek

3 BR Luxury, Anna Maria Island, IMG

A modern kitchen features dark wood cabinetry and a granite countertop. Stainless steel appliances, including a refrigerator and dishwasher, are included. A doorway leads to a bright living area where natural light filters through a window, illuminating a cozy seating arrangement.

4.95 out of 5 average rating, 266 reviews

The Key Lime Cottage 2 miles from Siesta Key Beach

4.84 out of 5 average rating, 55 reviews

Spacious 3BR Sarasota home Near Beaches & Airport.

4.96 out of 5 average rating, 24 reviews

Home in Arlington Park

Seagrass Cottage- Hot tub near downtown/beaches

5 out of 5 average rating, 37 reviews

A private entrance features a white fence and gate with the number 1825 displayed prominently. The pathway is paved with bricks and flanked by lush greenery and colorful flowers, leading to the home's inviting entrance.

Home in Gillespie Park

The Gecko Bungalow - DT Sarasota

A serene outdoor space features a sparkling pool surrounded by lush greenery and tropical plants. Comfortable lounge chairs are placed along the poolside, and string lights cast a warm glow overhead. A shaded seating area with a gazebo can be seen in the background.

4.9 out of 5 average rating, 398 reviews

Palm Retreat: #1 Top Rated Rental of Bradenton/AMI

Pet-friendly home rentals with a pool

The modern kitchen features a large island with a marble countertop, topped with an arrangement of fresh fruits and drinks. A light fixture adds a soft glow above the island, while a cozy seating area with a dark sofa and brick wall can be seen in the background.

4.87 out of 5 average rating, 114 reviews

Sarasota Getaway “Have some fun under the sun.”

4.93 out of 5 average rating, 182 reviews

Casa Noir | POOL • BBQ • FIRE PIT • GAMES • VIBES

4.92 out of 5 average rating, 49 reviews

An open kitchen and living area feature modern cabinetry and stainless steel appliances. A large kitchen island provides seating, while a cozy living space is equipped with a sectional sofa and an armchair. Natural light flows through the sliding glass doors, showcasing the outdoor scenery.

Holiday home in Sarasota

Waterside Retreat: Modern 2BR, Mins to Beach & Apt

A spacious patio area surrounds a heated pool, sheltered by a screened enclosure. Comfortable seating is arranged by the poolside, with sunlight casting reflections on the water's surface. Lush greenery and a white fence provide a sense of privacy and tranquility.

5 out of 5 average rating, 33 reviews

Beautifully Remodeled Heated Pool Home in Sarasota

A screened-in pool area features a crystal-clear heated pool with lounge chairs positioned nearby. An umbrella provides shade over a seating area, surrounded by lush greenery and fencing that enhances privacy.

4.95 out of 5 average rating, 230 reviews

Cozy 2BD/2BA with Heated Pool Near Siesta Key

A swing chair hangs from the ceiling in a cozy living space, complemented by a dark sectional sofa and a round coffee table. A decorative rug adds warmth to the wooden floor, while a wall-mounted television and a piece of artwork provide visual interest.

4.81 out of 5 average rating, 171 reviews

1 House 1400sq. ft. 12 min from Siesta Key!

A spacious outdoor area is presented, featuring stylish wicker seating around a wooden coffee table. Lush, green turf is visible, along with palm trees and a vibrant blue sky. A cornhole setup is positioned on the lawn, providing a fun area for outdoor activities.

4.96 out of 5 average rating, 168 reviews

Spa+Pool+Yard Games+2 Master+Upscale Area+Spacious

The exterior of the residence showcases a single-story house surrounded by abundant greenery. A large tree provides shade in the front yard, while a gravel driveway leads to the garage. Lush grass and colorful plants enhance the inviting entryway.

5 out of 5 average rating, 14 reviews

Secluded 5-Acre Escape

Private, pet-friendly home rentals

5 out of 5 average rating, 20 reviews

A private driveway is framed by wooden fences, leading to a residence. Sunlight filters through the nearby palm trees, creating dappled shadows on the gravel surface. The entrance is marked by a wooden gate, adding a sense of privacy to the space.

Flat in Sarasota

Botanical Bungalow at THE BAY

4.83 out of 5 average rating, 6 reviews

Guest suite in Sarasota

Orange Suite. Separate entrance.

4.91 out of 5 average rating, 34 reviews

A bright living area features a spacious white sofa centered beneath a large woven light fixture. Tropical plants are situated near large windows that allow natural light to fill the space. A neutral rug complements the light-colored furniture and decor.

Home in Arlington Park

Coastal Retreat near Siesta Key Beach and Downtown

4.87 out of 5 average rating, 70 reviews

A wooden deck extends from the cottage, featuring a sturdy chair positioned for relaxation. The light blue exterior of the house contrasts with the greenery surrounding the space. Steps lead up to the deck, enhancing accessibility to the entrance.

Cottage in Bradenton

Cozy Cottage

5 out of 5 average rating, 34 reviews

A spacious outdoor area is shown, featuring a grassy lawn bordered by palm trees. The sky is filled with clouds and blue hues, while a section of a white building is visible on the right side. The canal can be seen in the background.

Guest house in Bradenton

Guesthouse on the river

A modern kitchen is highlighted by a central island with a dark countertop and multiple drawers. Sleek white cabinets complement stainless steel appliances, while a coffee maker and kettle are positioned on the counter. A potted orchid adds a touch of color to the space.

4.99 out of 5 average rating, 81 reviews

Luxury Pet friendly home, 2.7miles to Siesta Key!

5 out of 5 average rating, 12 reviews

Guest suite in Sarasota

The Seapearl - 1/1 Guest Suite