Pet-friendly vacation rentals in Lakewood Ranch

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, 203 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

A private pool is surrounded by a spacious patio with paver stones, offering an inviting area for relaxation. Several lounge chairs and a small table with decorative seating are positioned near the water. Lush greenery borders the yard, enhancing the secluded feel.

4.77 out of 5 average rating, 110 reviews

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.

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, 168 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.

A comfortable living area is furnished with a gray sofa and decorative pillows. A large beanbag sits on the textured rug, while a medium-sized TV is positioned on a light-colored console. Natural light fills the space through sliding glass doors, adorned with sheer curtains.

4.96 out of 5 average rating, 112 reviews

Waterfront View Mins To AMI Beaches

Luxurious lakefront 2 bedroom, 2 bathroom condo, located just 10 minutes from Bradenton Beach & Anna Maria Island. Located in the Shorewalk Resort in West Bradenton, the condo is also just minutes from the white sandy beaches of Anna Maria Island, Siesta Key, Longboat Key, Lido Key & St. Armands Circle. Whether you’re looking for a family friendly vacation, winter getaway, IMG Academy visit, romantic retreat, or you just want to relax and enjoy the Florida sun, this place is perfect for you!

Cottage in Indian Beach-Sapphire Shores

The cottage features a welcoming exterior with a screened-in lanai, framed by decorative beams and charming window boxes. Lush greenery surrounds the property, and a large tree adds to the tranquil setting. A pathway leads to the front door, enhancing the inviting atmosphere.

4.8 out of 5 average rating, 266 reviews

Cozy Cottage by the Bay

Charming and historic decorator cottage near Downtown Sarasota. Located in the highly desirable, quiet, and safe neighborhood of Indian Beach - Sapphire Shores. Just a short drive to some of the nations top rated beaches like Siesta Key Beach. One of the best features of the home is the enclosed lanai at the front of the house. Perfect for enjoying Florida's coveted indoor/outdoor living. It has a private fenced in backyard, with a fire pit. Off street parking for 2 cars in the driveway.

4.88 out of 5 average rating, 289 reviews

A single-story home is surrounded by greenery and palm trees, showcasing a light green exterior. A narrow pathway leads to the entrance, flanked by decorative planters. The white fence adds charm and defines the front yard, with large windows allowing natural light into the interiors.

Villa in Laurel Park

Duplex - just mins to Siesta Beach - Pet Friendly

This is a 2/1 in Sarasota's Historic Laurel Park that offers a great downtown and beach experience! Walk/bike to historic downtown with shops, restaurants, bars, boutiques, parks, and music/theater. Minutes from the best beaches in the U.S. Enjoy the lanai & fenced backyard for privacy . Grill & enjoy your favorite beverage while watching your favorite show on the lanai ! Enjoy taking your pet for a walk & check out the historic homes in the area! Short term rental number VR24-00222

Guesthouse in Gillespie Park

An outdoor area is shown with a walkway made of red pavers leading to a yellow building. A dining set with an umbrella is situated on a gravel surface, surrounded by potted plants. Decorative stones and landscaping enhance the inviting outdoor space.

4.91 out of 5 average rating, 149 reviews

Perfect Florida location: Craftsman Carriage House

Beautiful, recently built accessory dwelling in downtown Sarasota designed to match and complement our historic 1920s bungalow main house, which can be booked separately on AirBnB. The 1BR/1BA carriage house apartment has all modern amenities, with a dedicated garage parking spot and a lovely outdoor porch. The carriage house features Craftsman-style details and is available for short- or long-term stays. Locally-based property management team on-call to ensure a pleasant stay.

4.78 out of 5 average rating, 265 reviews

Large Private Pool Paradise - 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. Pool heating available. 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.

4.86 out of 5 average rating, 126 reviews

A modern living area features a blue sofa with decorative pillows and a low coffee table. A dining set with white chairs is visible in the background. Bright natural light filters through sheer curtains, enhancing the neutral grey walls and stylish artwork.

Condo in Sarasota

Anchor house +6 min. from Siesta Beach+heated pool

★ "Ground floor 1 bedroom 1 bathroom apartment" ★ "An incredible apartment and 6 star hospitality!" 🌴 Stylish Retreat Near Siesta Key Heated Pool! Welcome to your perfect Sarasota getaway! This 600 sq. ft. pet-friendly home offers a 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.

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.

4.91 out of 5 average rating, 389 reviews

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

Enjoy Florida sun in a stunning, newly renovated 4/2 pool home! We have provided almost everything we could think of including five 4k TVs w/ Netflix and cable, wifi, heated (optional) salt water pool w/ 7' privacy fencing, adult bikes, beach gear, Pack & Play, office, board games, relaxing lounge chairs, stocked kitchen, washer & dryer, garage parking, dog crate, all in a quiet and safe neighborhood. Oh, and of course it's just 5 miles to world renowned beaches.

4.84 out of 5 average rating, 129 reviews

Pet Friendly 3 Bedroom Home, Fenced Yard

This 3 Bedroom Duplex is located near Lakewood Ranch, Parrish, and close to Sarasota. It is close to the Manatee River and near Fort Hamer Park, the Florida Railroad Museum, Lake Manatee State Park, Desoto Speedway, and Downtown Lakewood Ranch. We have renovated our home for maximum comfort with modern touches and with a fenced yard for children and pets. Our home is child and pet friendly. Ask if you need both sides of the duplex for 6 beds 2 baths total.

4.91 out of 5 average rating, 134 reviews

A fire table is positioned in view of a vibrant sunset, reflecting shades of orange, pink, and purple across the sky. The scene is framed by large glass panels, offering unobstructed views of the horizon, enhancing the outdoor experience.

Condo in Bradenton

New Luxury 3/3 Condo in Margaritaville Resort

Our luxury 3 BR/ 3 Bath Margaritaville inspired condo features wonderful unobstructed water views of Anna Maria Sound and Tampa Bay. The unit features a gourmet kitchen, high-end mattresses, furniture and electronics. The unit comes with bikes and plenty of beach gear. Come enjoy one of the best units in the only luxury development in the area. Skip the hassle of a trip to the off-site management office with keyless entry.

Popular amenities for Lakewood Ranch pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

Home in Indian Beach-Sapphire Shores

An outdoor space showcases a heated saltwater pool with a calm blue hue, surrounded by comfortable lounge chairs. The area is framed by lush greenery and fencing, enhancing privacy. The backdrop features a gently lit sky at dusk, complementing the home's modern design.

4.96 out of 5 average rating, 94 reviews

Retreat by the Bay-Heated Saltwater Pool

An outdoor space features a heated pool surrounded by gray paving stones. A black pergola with string lights provides shade over a swing couch positioned next to a fire feature. Lounge chairs are arranged nearby, with a small table holding drinks. Lush greenery is visible in the backdrop.

4.93 out of 5 average rating, 170 reviews

Chic Oasis-Backyard Goals-Game Room-Pup Haven-Pool

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, 161 reviews

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

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, 224 reviews

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

The spacious living area features a comfortable couch adorned with patterned pillows, a wooden coffee table, and colorful rugs. Natural light floods in through large windows, and an open layout connects to the dining area and kitchen, which is visible in the background.

4.97 out of 5 average rating, 120 reviews

Sunshine House, close to Downtown

An outdoor fire pit area is surrounded by four Adirondack chairs, positioned on gravel. Tiki torches are placed around the perimeter, and a wooden fence forms the background. A sunset sky with vibrant hues adds to the serene ambiance.

5 out of 5 average rating, 18 reviews

Pet-Friendly Stay | Fire Pit + Arcade Fun

An outdoor space is featured, showcasing a hot tub and a dining area with a table set for guests. Light fixtures hang from the wooden ceiling, and greenery is present, adding a natural touch. A relaxed atmosphere is created by the open layout.

4.91 out of 5 average rating, 161 reviews

Extra large 3 bedroom home with Hot Tub near AMI

4.97 out of 5 average rating, 109 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

Pet-friendly home rentals with a pool

A clear swimming pool reflects the evening sky, surrounded by a spacious patio. Outdoor seating for dining is arranged under an umbrella, with chairs positioned nearby. Lush greenery provides privacy, and large glass doors lead to the inviting interior of the home.

5 out of 5 average rating, 11 reviews

Pool, Spa, & Private Gym in the Heart of Sarasota

4.88 out of 5 average rating, 226 reviews

A welcoming living space is visible through an opening, featuring a comfortable blue chair and a wall-mounted TV. Natural light filters through a window, illuminating the white walls and partially covering a cozy bed with blue and white bedding in the adjacent area.

Guesthouse in Sarasota

Supercute Beach Themed Retreat Free Parking Wi-FI

4.9 out of 5 average rating, 10 reviews

A tranquil pool area is framed by tall palm trees, reflecting the colors of a sunset in the still water. The surrounding green field offers an expansive view, while a playground is visible in the background, creating a serene environment for relaxation.

Guest suite in Sarasota

Lovely Guest Suite

A screened-in pool area is showcased, featuring a heated pool with clear blue water. Sunlight casts shadows on the tiled surface, while a picturesque view of a private lake and surrounding greenery is visible in the background.

4.94 out of 5 average rating, 146 reviews

Lake Front House with a Pool

A single-story home is framed by a green lawn and shaded by large trees. The exterior features a light blue color with a red roof. A driveway leads to a one-car garage, and a wooden fence provides privacy in the background.

4.99 out of 5 average rating, 79 reviews

Cozy & spacious home with heated pool

A spacious backyard area features a mini-golf course marked by small flags, inviting relaxation and play. Comfortable hanging chairs are under a stylish pergola, while a fun play structure is visible, enhancing the outdoor space designed for family-friendly enjoyment.

5 out of 5 average rating, 15 reviews

Private Oasis: Mini Golf and firepit. 2 king beds.

4.78 out of 5 average rating, 23 reviews

A large, inviting community pool is positioned in front of a clubhouse, surrounded by lush palm trees. Bright blue skies with scattered clouds reflect off the water's surface, creating a serene atmosphere. Lounge chairs are placed around the pool, providing ample space for relaxation.

Townhouse in Bradenton

Serene Sabal Key - Pool, Tennis, Pet-Friendly!

5 out of 5 average rating, 23 reviews

A charming exterior view features a cozy covered porch with seating, surrounded by well-maintained landscaping. A palm tree adds greenery, while nearby RVs are visible in a peaceful setting. The paved driveway leads to the entrance, inviting guests to relax and enjoy the surroundings.

Cabin in Bradenton

floridian cottage

Private, pet-friendly home rentals

Vacation home in Sarasota

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.

4.91 out of 5 average rating, 45 reviews

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

5 out of 5 average rating, 25 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.

Guesthouse in Bradenton

Guesthouse on the river

Apartment in Gillespie Park

The kitchen area features modern appliances and sleek cabinetry, with an open layout that connects to the living space. Natural light fills the room from large windows, and the decor includes neutral tones, enhancing the ambiance of the apartment.

5 out of 5 average rating, 9 reviews

Trendy 1-BR in Downtown

A well-lit outdoor space features a heated pool with fountains, surrounded by lounge chairs and a patio umbrella. Bistro lights hang above, creating a warm ambiance, while tropical plants line the perimeter, enhancing the tranquil atmosphere.

4.96 out of 5 average rating, 55 reviews

IMG Heated Pool w/Golf Course + Bocce Ball Court!

5 out of 5 average rating, 17 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

5 out of 5 average rating, 8 reviews

Home in Ellenton

A Little Piece of Paradise

4.92 out of 5 average rating, 26 reviews

Guest suite in Sarasota

Suite Spot in Gulf Gate