Pet-friendly holiday rentals in Lakewood Ranch

4.97 out of 5 average rating, 143 reviews

Barefoot bungalow. Near beaches and amenities.

Escape to this beach inspired bungalow with a fully equipped kitchen and a fenced yard to relax in the sunny outdoors. Only 10 minutes to Siesta Key Beach! Enjoy the Sarasota beaches, museums, parks and downtown Sarasota, all just minutes away. Centrally located to grocery stores and restaurants. From coastal decor to comfortable beds, every part of your experience was thoughtfully curated by the owners to allow you to sit back, so feel free to put your feet up and relax at Barefoot Bungalow,

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, 206 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

4.97 out of 5 average rating, 79 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.

Guesthouse 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 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, 111 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, 169 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.

Apartment in Indian Beach-Sapphire Shores

A spacious living area is featured with a large flat-screen television mounted on the wall. Two comfortable chairs are placed adjacent to a round ottoman, decorated with a variety of plants and a small basket. Natural light filters in through large windows, offering a view of the surrounding landscape.

4.97 out of 5 average rating, 148 reviews

Free Early chk in 1 min-Ringling Campus, DT& Airpt

Escape the ordinary and immerse yourself in an extraordinary stay at our unique Airbnb property on a main road 1 mile from downtown Sarasota. Beside ARTS/DESIGN COLLEGE!! Discover over 60 enticing amenities, from a secure room safe to a luxurious, indulgent bed. Essential amenities such as grocery stores/pharmacies/ & CVS. less than a mile away. This cornerr apartment with a dazzling wrap-around patio is your perfect getaway. 2. Bicycles. Send me a message if you have any questions .

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, 16 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.

A charming exterior view of the property is highlighted, showcasing a welcoming entrance with a decorative stone feature. The path leads to a well-lit entrance, framed by vibrant landscaping and palm trees, creating an inviting atmosphere for guests.

4.96 out of 5 average rating, 310 reviews

Casa del Río! Beaches, IMG, Boating, and Riverwalk.

Welcome to "Casa del Rio" in Bradenton, FL featured in hit TV Show 90 DAY FIANCÉ! Location less than 15 minutes from the beach, IMG, Downtown, Riverwalk, Pirate City, and popular restaurants. Main Road takes you straight to Beach NO turns! I've thought of everything to make your stay as comfortable as possible. Keyless check-in experience with Smart Lock. Amazon Fire TV Free movies and TV Shows. Netflix ready. Brazilian Hammock under a Tiki Hut. Coffee and Tea station. Beach gear.

A bright pink flamingo float adorns the clear, inviting waters of the heated pool. Two white umbrellas provide shade for the striped lounge chairs nearby. Flower pots add a touch of greenery to the poolside area, which is enclosed by a white privacy fence.

4.93 out of 5 average rating, 106 reviews

Oasis by Siesta Key Beach and Downtown SRQ w/pool

Enjoy Sarasota in one of the most desirable neighborhoods by Siesta Key! Truly an elite location, take Siesta Dr down to the well-documented #1 beach in the US in around 10 mins. Flourishing Downtown Sarasota is just 5 mins away. The house features a brand new heated pool, fenced in back yard with pavers, open concept living, beautiful kitchen with everything you need, upgraded bathrooms and plenty of space for a big family. We look forward to hosting you and yours!

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.

4.84 out of 5 average rating, 131 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.

A private backyard features a heated saltwater pool surrounded by a spacious patio area. Sun loungers are arranged along the edge of the pool, while trees and shrubbery provide a sense of seclusion. Soft clouds drift in the blue sky above.

4.95 out of 5 average rating, 113 reviews

Coastal Getaway *With Bikes & NEW Saltwater Pool*

Just outside of Downtown near the Legacy Trail, this home is located in a quiet neighborhood only 15 minutes from the Siesta Key Beach. The home stands out with its bright and airy design, brand new saltwater pool in the private backyard, and its breezy living room. The large master bathroom rain shower is perfect to wash off the leftover sand from the beach. You can also spend your evenings grilling out back or playing corn hole in the patio area.

Popular amenities for Lakewood Ranch pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.93 out of 5 average rating, 102 reviews

An inviting outdoor space features a heated saltwater pool surrounded by paver stones. Lounge chairs are positioned along the poolside, with lush greenery and tropical plants enhancing the landscape. A pergola provides shaded seating, creating a comfortable area for relaxation and entertainment.

Home in Arlington Park

Sea Esta | Private Saltwater POOL + Putting Green!

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.

4.86 out of 5 average rating, 108 reviews

Sarasota Getaway “Have some fun under the sun.”

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.

4.91 out of 5 average rating, 122 reviews

Tropical Cottage w SPA near Anna Maria Island IMG

4.77 out of 5 average rating, 147 reviews

A newly constructed cottage is showcased, featuring a clean white exterior complemented by a bright blue door. Lush green grass surrounds the property, adding a refreshing touch. A paved pathway leads to the entrance, with tall trees providing shade in the background.

Home in Gillespie Park

Downtown New Construction House

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 light-colored leather sofa is accompanied by a matching loveseat, both adorned with decorative pillows. A round wooden coffee table sits at the center, topped with a white bowl featuring a cluster of orchids. Two blue lamps are positioned on side tables framed by controlled lighting from the window.

4.96 out of 5 average rating, 27 reviews

Cozy Shell Duplex is near airport and downtown!

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, 16 reviews

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

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

Pet-friendly home rentals with a pool

4.94 out of 5 average rating, 18 reviews

A cozy deck is featured with two chairs and a hammock, overlooking the peaceful landscape. Strings of lights enhance the space, while the sky transitions from blue to dusk. Nearby, views of open fields can be seen, creating a tranquil outdoor retreat.

Cottage in Myakka City

New Country Cottage on Lake Manatee Lakewood Ranch

5 out of 5 average rating, 4 reviews

Peaceful Retreat

Apartment in Gillespie Park

A living area is presented with a plush blue sofa adorned with decorative pillows. A white coffee table sits on a patterned rug, complementing the wood flooring. Soft lighting highlights the adjacent kitchen and dining space, featuring modern cabinetry and a sleek dining chair.

4.85 out of 5 average rating, 27 reviews

Homey Downtown Studio Apartment

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, 226 reviews

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

4.86 out of 5 average rating, 128 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

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, 24 reviews

Warm&Private 3BD 2BA Heated Pool

4.96 out of 5 average rating, 135 reviews

A sparkling pool is surrounded by a spacious patio, featuring lounge chairs and a vibrant red umbrella. Lush tropical landscaping creates a serene retreat, providing an inviting space for relaxation and leisure under a clear blue sky dotted with fluffy white clouds.

Home in Arlington Park

Mid-Century Oasis with Pool in Arlington Park 1

Private, pet-friendly home rentals

4.94 out of 5 average rating, 18 reviews

10 mins to Lido Beach. Clean Villa w/ Patio+Grill

An open living area is presented, featuring a blue couch and a wooden coffee table. A dining table with four chairs sits nearby, complemented by a kitchen with white cabinetry and modern appliances. A Christmas tree adds a seasonal touch, while windows allow natural light.

4.96 out of 5 average rating, 98 reviews

2 BR House 1.6 miles from Siesta Key Beach

5 out of 5 average rating, 29 reviews

The mobile home features a covered porch with white railings, creating a welcoming entrance. Lush palm trees line the pathway, while the exterior showcases a light gray siding, under a partly cloudy sky. A concrete driveway leads up to the home.

Home in Ellenton

The Ellenton Retreat

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, 69 reviews

Beaches, IMG, downtown & Riverwalk - Dogs welcome!

4.91 out of 5 average rating, 45 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

The exterior of the home is shown, featuring a light-colored facade and a welcoming front door. A large oak tree provides shade over the driveway, while a spacious lawn is visible in the foreground. The two-car garage is accessible on the right.

4.95 out of 5 average rating, 39 reviews

Warm, Luxury Oasis in Central Sarasota

5 out of 5 average rating, 31 reviews

A bright bedroom features a spacious bed with a light-colored quilt and decorative throw. Neutral-toned walls and flooring create a calm environment. Natural light enters through window coverings, and a small bedside table with a lamp is visible. A cozy chair is positioned in the corner.

Guest suite in Sarasota

Peace of paradise

A handcrafted wooden pelican figurine stands prominently on the countertop, adding a coastal touch. Above, pendant lights hang beneath a bamboo ceiling, providing a warm glow. The background reveals glimpses of a colorfully decorated space with various shelves and artwork.