Pet-friendly holiday rentals in Lakewood Ranch

4.97 out of 5 average rating, 232 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, 207 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

The outdoor space features a screened-in saltwater pool, surrounded by comfortable lounge chairs and a dining area. Ambient patio lights are strung overhead, and a large umbrella provides shade for the table accommodating six. Lush greenery is visible in the background, ensuring privacy.

4.85 out of 5 average rating, 107 reviews

LUXE! Heated Salt POOL! Close to Town, Beach, IMG

Beautifully updated coastal farmhouse home in a quiet cul de sac with a private pool oasis in the back. The salt water pool is completely screened in so you can stay in the pool all day and night long without worrying about flies or mosquitos. Kitchen is fully stocked and ready for you to cook up a storm! Or if you prefer, downtown Sarasota is only a short 15 minute drive away with plenty of eating options. Siesta key beach is rated the number one beach in the USA and it’s only 30 minutes away!

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, 113 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.

The exterior of a charming turquoise cottage is framed by a fenced yard, featuring a stony pathway and ample outdoor space. Large trees provide a natural backdrop, enhancing the serene environment of this peaceful neighborhood.

4.96 out of 5 average rating, 28 reviews

Costal Breeze Cottage. Pet friendly. King size bed

Escape to this cozy cottage, perfect for a relaxing getaway in sunny Sarasota. Located in a peaceful neighborhood, this open concept home offers partially fenced private yard that backs to tranquil urban nature area - your own serene retreat. Whether you’re visiting for a weekend or an extended stay, this charming spot offers comfort, convenient location to local beaches, shopping, restaurants, downtown, airport, and a touch of nature. Book your stay today and experience what Sarasota offers.

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, 172 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.

4.88 out of 5 average rating, 295 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

A screened-in private pool area is visible, featuring clear water that reflects sunlight. The surrounding yard is spacious and fenced, providing a serene environment for relaxation.

5 out of 5 average rating, 17 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 heated 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.

4.78 out of 5 average rating, 267 reviews

Home

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. 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.

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, 392 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.

Guest house 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, 152 reviews

Perfect Florida location: Craftsman Carriage House

Beautiful 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.

A comfortable living area features a blend of modern and tropical decor. A brown leather sofa is complemented by decorative cushions and a cozy throw. A round wooden coffee table sits in the center, surrounded by light-colored furnishings and a large plant. Natural light enters through the window, enhancing the inviting atmosphere.

4.92 out of 5 average rating, 25 reviews

Sleeps 8_King Bed_Heated Pool_Mins to AMI!

Nestled in the tranquil, gated community of Sabal Key, our 2-story townhome offers the ultimate escape for families and friends. Enjoy breathtaking water views and indulge in the comfort of brand-new furnishings, designed to make every moment of your stay unforgettable. NOTE: The pool will be closed starting March 31, 2025 for about 2 weeks, give or take, while those repairs are completed. We appreciate your patience and understanding during that time.

Popular amenities for Lakewood Ranch pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

Home in Downtown Sarasota

The Master Suite features a spacious bed with a headboard, accompanied by two bedside lamps and minimalist decor. A cozy bench is positioned at the foot of the bed. Natural light brightens the space, which includes an ensuite bathroom with a walk-in shower visible in the background.

5 out of 5 average rating, 42 reviews

Coastal Contemporary Pool Home

A private outdoor space features a cushioned hot tub under a gazebo. Two lounge chairs with turquoise cushions are placed nearby on a wooden deck, surrounded by lush greenery. A textured outdoor rug adds warmth to the area, enhancing the overall relaxation vibe.

4.9 out of 5 average rating, 124 reviews

Tropical Cottage w SPA near Anna Maria Island IMG

4.91 out of 5 average rating, 176 reviews

Home in Palmetto

Palmetto Palms Oasis

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, 18 reviews

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

A screened-in pool area features a heated pool surrounded by patio space with comfortable seating. The house, visible in the background, offers multiple entry points, with sliding glass doors leading out to the pool. Sunshine fills the space, and a spacious yard is evident beyond the pool.

5 out of 5 average rating, 18 reviews

Winter escape w/ private heated pool, pup friendly

A distinctive triangular structure features large glass windows, showcasing vibrant lighting from within. The exterior is surrounded by landscaped greenery and decorative white stones, enhancing the inviting appearance. Palm trees and a tidy paved driveway contribute to the overall charm and unique architectural design.

4.95 out of 5 average rating, 218 reviews

Modern, Bright Downtown SRQ A-Frame West of Trail

4.97 out of 5 average rating, 114 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

An outdoor patio area is illuminated by hanging string lights, creating a welcoming atmosphere. A round table surrounded by four chairs is positioned on the stone paving, with a grill nearby. The fenced yard offers a sense of privacy, with mature trees providing some shade.

4.92 out of 5 average rating, 64 reviews

Stay & Play - 4 min from IMG

Pet-friendly home rentals with a pool

The outdoor area showcases a heated saltwater pool enclosed by a screen, with vibrant citrus-themed murals on the walls. Soft lighting from string lights illuminates the space, enhancing the inviting atmosphere during twilight. A spacious sun deck offers seating and relaxation areas.

4.99 out of 5 average rating, 112 reviews

Saltwater heated pool w/ massage chair + hot tub

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, 162 reviews

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

4.93 out of 5 average rating, 15 reviews

An open living area features a gray sectional sofa paired with colorful throw pillows, a white circular coffee table, and a brown armchair. Large sliding doors provide views of the pool area, while natural light brightens the space through sheer white curtains.

Villa in Sarasota

Remodeled Mid-century POOL house

Bungalow in Lake Sarasota

The exterior of a single-story pink house is visible, framed by lush green trees. A paved driveway leads to the front entrance, complemented by well-maintained landscaping. The home is situated in a tranquil neighborhood, with additional houses seen in the background.

4.83 out of 5 average rating, 173 reviews

Pink Flamingo: 4 Beds/3 Baths Screened Pool Oasis

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.

4.98 out of 5 average rating, 121 reviews

Sunshine House, close to Downtown

A screened patio features a spacious pool, surrounded by a well-maintained outdoor area. Comfortable lounge chairs are positioned along the poolside, with a view of the landscaped yard beyond. Clear skies and sunlight create a bright, inviting atmosphere for relaxation.

4.96 out of 5 average rating, 25 reviews

Warm&Private 3BD 2BA Heated Pool

4.91 out of 5 average rating, 137 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.

Apartment in Bradenton

New Luxury 3/3 Condo in Margaritaville Resort

5 out of 5 average rating, 95 reviews

Dog Friendly - 4 Bed 2 Bath w/HTD Pool (Sleeps 13)

Private, pet-friendly home rentals

4.92 out of 5 average rating, 13 reviews

A wooden pier extends into calm waters, flanked by lush greenery. Soft lights illuminate the walkway, which leads toward a vibrant sunset sky painted in shades of pink and purple. The tranquil setting invites leisurely strolls and scenic views of the bay.

Home in Palmetto

SeaScape

A wooden coffee table displays a white vase filled with green foliage. A soft sofa is positioned in the background, complemented by light curtains framing a nearby window. A round wall clock adds a decorative element to the room.

4.96 out of 5 average rating, 70 reviews

Beaches, IMG, downtown & Riverwalk - Dogs welcome!

5 out of 5 average rating, 18 reviews

An aerial view captures a modern apartment complex adjacent to a calm waterway, framed by lush greenery. The sunset casts warm hues across the sky, while nearby city lights begin to emerge. Boating docks and waterfront properties are visible in the serene landscape.

Flat in Sarasota

Zen in Paradise-Sarasota

5 out of 5 average rating, 16 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

5 out of 5 average rating, 6 reviews

"Serenity Now" 3BR House in the Heart of Sarasota

An outdoor dining area is displayed, featuring a large black table surrounded by six black chairs. An oversized turquoise umbrella offers shade, and a grassy backyard is visible in the background, accented by palm trees and lush greenery.

4.97 out of 5 average rating, 91 reviews

Paradise Retreat Bring Family to the Beach!

4.76 out of 5 average rating, 109 reviews

A serene outdoor space is showcased, featuring lush green palm and banana trees gently swaying near a calm body of water. Sunlight reflects off the water's surface, surrounded by a natural landscape of tall grasses and distant trees under a clear blue sky.

Villa in Bradenton

Lakefront 2BR • Perfect for IMG & Long Stays

A single-story home is presented with a clean white exterior and a dark garage door. A concrete driveway leads to the entrance, where tasteful landscaping features low-maintenance plants. Bright sunlight casts shadows on the facade, highlighting the home's inviting entrance and surrounding greenery.