Pet-friendly holiday rentals in Cortez

4.95 out of 5 average rating, 111 reviews

A private heated pool is surrounded by tropical landscaping and palm trees, creating a serene outdoor space. Two lounge chairs are positioned beside the pool, and a small table is visible on the lawn. Bright sunlight casts a warm glow over the vibrant plants.

Home in Holmes Beach

Breezy Harbor AMI pool retreat near the Beach

Stunning Fall 2024 renovation done! Charming Breezy Harbor boasts a private heated pool and sits on a quaint corner of AMI. Upon arriving you will immediately feel stress melting away. You'll love grilling in the lush yard and a 6-min walk to the beach or the AMI trolley stop. A supermarket is a couple of streets over. The home is perfect for families, couples, 1-50Lb pet, and working remotely. Ample Parking for 2 vehicles and toys. *Ask us for shorter stays and always discuss your pets with us*

4.91 out of 5 average rating, 168 reviews

Palmetto Palms Oasis

Welcome to "Palmetto Palms Oasis" A charming half-duplex in Palmetto, FL offers a cozy 3-bedroom, 1-bath retreat. Immerse yourself in outdoor tropical tranquility. Perfectly located with easy commutes to Snead Island, Emerson Point, Manatee River, Anna Maria Island, St Pete Beach, Siesta Key, Downtown Bradenton, Downtown St Pete, and Downtown Sarasota. Enjoy the convenience of nearby coffee shops, grocery stores, and restaurants, making your stay a delightful blend of relaxation and exploration.

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, 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.

Superhost

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.

Cottage in Indian Beach-Sapphire Shores

4.8 out of 5 average rating, 268 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.

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, 171 reviews

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

Step into chic comfort at this stylish retreat, designed in sleek black-and-white decor with modern touches. The backyard is made for relaxation and fun-enjoy the warm glow of the fire while lounging on the swings under our pergola, take a dip in the pool, or challenge family and friends to some outdoor games. Inside relax on the comfy couch, or keep the good times rolling in our indoor game room; perfect for all ages. This home blends style, comfort and play for family and friends.

4.97 out of 5 average rating, 174 reviews

A sandy path leads through lush greenery towards the beach, framed by overhanging branches. The ocean is visible in the distance, with light reflecting off the water. Shadows create a peaceful atmosphere as the sun casts a warm glow.

Cottage in Indian Shores

Beautiful Beachfront Cottage on the Water

Renovated, romantic 1937 beach front cottage. Last of its kind in the quiet family setting of Indian Shores Florida, halfway between Clearwater Beach and Treasure Island/John's Pass. Truly an "Old Florida" experience with original pine floors, Florida room and covered porches, as well as updated kitchen and bathroom. This house, uniquely built near ground level, allows it to be waterfront on the beach while shaded by huge pine trees. You won't find a more tranquil setting on the beach.

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, 150 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.

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, 390 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.

4.97 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

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.

Apartment in Holmes Beach

A serene outdoor area features a clear blue swimming pool, flanked by palm trees. Comfortable lounge chairs are positioned alongside the pool, and a shaded dining table is visible in the background. The white exterior of the building reflects a bright, inviting atmosphere.

4.96 out of 5 average rating, 185 reviews

Cabin 2 at Spinnakers Vacation Cottages

My place is close to the beach, family-friendly activities, the free AMI trolley, and nightlife. You’ll love my place because of the location and the ambiance. It is nestled in the lush tropical landscape of Spinnakers Vacation Cottages. You will find Cabin 2 is a perfect spot for an island getaway. My place is good for couples, solo adventurers, families (with kids), and certain size breed and weight dogs. Spa maintains same temperature as pool.

4.93 out of 5 average rating, 165 reviews

An aerial view captures a private pool surrounded by lush palm trees and vibrant greenery. White lounge chairs frame the pool area, while a rustic wooden staircase leads to a treehouse nestled among the foliage. An outdoor kitchen is visible nearby, enhancing the oasis-like setting.

Home in Cove

Tropical Retreat Near AMI & IMG | Outdoor Kitchen

Your own private tropical oasis just minutes from Anna Maria Island! 🌴 Relax in the heated pool, grill in the covered outdoor kitchen with 58″ TV, or unwind to the babbling sound of the stream. Families love the toys, games, and beach gear provided. With bikes, outdoor dining, and a peaceful neighborhood vibe, it’s the perfect place to relax, recharge, and make memories. 200 Palms is close to everything you want and far from your everyday life

Popular amenities for Cortez pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

5 out of 5 average rating, 70 reviews

A well-maintained front yard features lush green grass and a large agave plant. The house, showcasing a contemporary design, is flanked by palm trees. A driveway leads to a two-car garage, with additional landscaped areas adding to the outdoor appeal.

Home in Cove

Dockside Dreams w/ Pool and Spa

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!

4.89 out of 5 average rating, 99 reviews

A shaded porch area is furnished with a comfortable gray couch and a wooden coffee table. The surrounding greenery offers a peaceful setting, while a view of Sarasota Bay is visible in the distance, enhancing outdoor relaxation.

Home in Cove

Cortez house, 2 br, 1 ba, water view

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

A modern kitchen features white cabinetry, sleek stainless steel appliances, and a spacious countertop with a marble finish. Natural light floods the room through window blinds, illuminating the organized layout that includes a coffee maker and other kitchen essentials.

4.98 out of 5 average rating, 115 reviews

Bradenton Gem near IMG & AMI King Ste & Beach Gear

The exterior of the house features a vibrant pink facade and a well-manicured front yard. Lush tropical plants surround the entrance, while bright green grass is accented by white stone borders. A driveway leads to a garage with a single door, under a partly cloudy sky.

4.89 out of 5 average rating, 148 reviews

Beautiful Lake View Home - Close Beaches / IMG

4.97 out of 5 average rating, 32 reviews

Pura Vida House near beach & IMG with private yard

A serene outdoor space showcases a sparkling pool framed by lush tropical landscaping. Palms and vibrant plants surround the area, with a flamingo statue in the foreground. Soft lighting from string lights enhances the tranquil atmosphere as the sky transitions to dusk.

5 out of 5 average rating, 50 reviews

Flamingo Royale — Beach Luxury Resort

Pet-friendly home rentals with a pool

5 out of 5 average rating, 6 reviews

Home in Anna Maria

Dock of the Bay by Duncan Real Estate

Superhost

5 out of 5 average rating, 3 reviews

New! Boat Dock + Dolphins + Beaches + Hot tub!

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

4.99 out of 5 average rating, 76 reviews

A serene backyard pool area is framed by lush palm trees, creating a tropical oasis. A semi-circular seating area under a Tiki umbrella provides a shaded spot next to the pool. Adjacent seating and a grill enhance this inviting outdoor space.

Cottage in Holmes Beach

Brand New Remodeled Villa + Large Private Pool!

A clear, inviting saltwater pool is surrounded by a spacious patio. Pool floats rest on the water's surface, while a basketball hoop is positioned at one end. Lush trees and a wooden fence create a private ambiance, complemented by a sunset sky in vibrant hues.

5 out of 5 average rating, 16 reviews

Luxury ~ Heated Pool ~ Games ~ near AMI, IMG, SRQ

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

The exterior of a modern home is showcased at sunset, featuring a paver driveway leading to a two-car garage. Palm trees and vibrant landscaping are present, while blue-shuttered windows complement the light-colored walls.

4.92 out of 5 average rating, 13 reviews

Luxury Pool Home by Siesta/Lido

5 out of 5 average rating, 115 reviews

A relaxing outdoor space features a lounge chair adorned with a striped towel and a wide-brimmed hat. A tray holds a refreshing drink beside the crystal-clear pool, surrounded by lush tropical foliage and a colorful float visible in the water.

Villa in Arlington Park

Tropical Luxury Villa: Pool, Game Room, Near Beach

Private, pet-friendly home 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

4.89 out of 5 average rating, 9 reviews

Designer 2BR Retreat w/ Private Pool!

Superhost

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.

4.92 out of 5 average rating, 13 reviews

SeaScape

5 out of 5 average rating, 9 reviews

Home in Bradenton Beach

Beach Bungalow- 2 min walk to beach! Heated Pool

5 out of 5 average rating, 20 reviews

A bright living area features terracotta tile flooring and large windows allowing natural light to fill the space. A round dining table is set for four, while a comfortable seating area includes a light green sofa and a decorative side table. Tropical decor enhances the ambiance.

Cottage in Holmes Beach

Palm Villa by Beach Boutique Rentals

Guesthouse in Historic Kenwood

A bright living area features a white sofa and a light grey wall, creating a calm ambiance. A small kitchen area is visible with a countertop and microwave. Decorative items are arranged on open shelving, and a large mirror enhances the space. Natural light illuminates the room.

5 out of 5 average rating, 13 reviews

The Sweet Kenwood Suite

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

A suburban house with a two-story design is surrounded by palm trees and lush greenery. The wrap-around porch extends along the front, offering space for seating. A paved driveway leads to a garage beneath the porch, enhancing the home's overall aesthetic.