Pet-friendly vacation rentals in Whitfield

A spacious living area features a large sectional sofa, offering ample seating. A contemporary chandelier hangs from the ceiling, while a light-colored coffee table sits at the center. In the background, a modern kitchen is visible, accentuated by sleek cabinetry and bright lighting.

4.96 out of 5 average rating, 114 reviews

AMI/IMG/Boat/Bikes/Golf/Hottub/Kayak/Beach/pool

Welcome to the Paradise Fun House, the ultimate spot for your dream bash! Our Airbnb oasis is packed with tons of fun and activities for an epic stay. Cruise around on free bikes or kayaks, fish with top-notch gear, challenge friends to mini-golf, chill in the hot tub, or enjoy our game collection. Golf clubs and beach gear are ready to roll. Our spacious layout is perfect for partying all night long. Book now for the ultimate fun or relaxing experience! Boat/Dog-sitting/cleaning are available

A comfortable living area features a sectional sofa and a coffee table on a patterned rug. A large flat-screen television is mounted on a wood-accented wall. Natural light filters through sheer curtains, and a decorative plant adds a touch of greenery to the space.

4.98 out of 5 average rating, 139 reviews

Beach House with jacuzzi near AnnaMariaIsland

Welcome to the peaceful Gulf Trail Ranches community,located just 8miles from AnnaMariaIsland, with easy access to IMG and restaurants.This 2bed/2bath home offers a remodeled kitchen with stainless steel appliances, solid surface countertops, and a built-in breakfast bar.The spacious family room is equipped with a built-in bar for enjoying music,a vending machine stocked with drinks and snacks for your convenience, a fenced backyard with a gas grill and hot tub for a pleasant and relaxing stay.

4.95 out of 5 average rating, 111 reviews

Cozy Beach House Including King Size Suite !

Welcome to our beach home ! Located in a beautiful neighborhood where you can unwind & relax with the family after a long day at the beach. We are located only a short drive to the finest beaches in FL where you can find sand dollars with the kids & view breathtaking sunsets ! Play a game of pool, grill out on our patio, & enjoy our fire pit & enclosed pool !! This easy access one-level home sleeps up to 8 people. Conveniently located within minutes from groceries, restaurants, and attractions.

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.

4.82 out of 5 average rating, 215 reviews

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

Our spacious single-level house is perfect for families or groups as it comfortably sleeps 10 people. The home features a renovated deep saltwater pool, an outdoor seating area with a BBQ grill, three 4K smart TVs with local channels (no cable), a game room and a fire pit. The backyard is fenced and well-behaved dogs are welcome. We are a short drive away from some of the best beaches in the country, amazing kayaking, biking and hiking trails. Minutes from downtown and blocks from the water.

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.

4.78 out of 5 average rating, 125 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 collage showcases key areas of the property, including a spacious pool area with loungers, a game room equipped with a pool table and foosball, a cozy living room with a fireplace, and an outdoor space featuring a relaxed atmosphere surrounded by greenery.

4.92 out of 5 average rating, 51 reviews

Sarasota Oasis: Convenient/Heated Renovated Pool

Welcome to Coastal Serenity, your perfect Sarasota escape! This charming, fully remodeled coastal home is designed with relaxation and fun in mind. Just three blocks from the breathtaking Sarasota Bay and only a few miles from stunning beaches like Siesta Key, Lido Key, Bradenton Beach, and Anna Maria Beach, it’s an ideal location for beach lovers. Plus, you’re only steps away from vibrant tiki bars and luxurious Sarasota restaurants, perfect for unwinding in a relaxed, inviting atmosphere.

In the foreground, a hammock rests on a sturdy stand, placed on lush green grass. Nearby, two kayaks in vibrant red and blue are positioned side by side, with a glimpse of a boat dock visible in the background, surrounded by tropical vegetation.

5 out of 5 average rating, 107 reviews

Manatee Cove: Waterfront Oasis w/GameRoom &HotTub

Welcome to Your Private Waterfront Oasis! This spacious home on a serene canal off Sarasota Bay features 3 bedrooms, 2 bathrooms & a HUGE climate-controlled game room! Enjoy direct water access for fishing, canoeing, kayaking and spotting manatees. Just 7 minutes from the airport & 15 minutes from Sarasota, you’ll have access to beautiful beaches like Siesta Key & Anna Maria Island. Offering free WiFi, BBQ grill & firepit, this retreat is perfect for families seeking relaxation & adventure!

A screened patio area features a private heated pool, surrounded by lush greenery. Comfortable seating includes wooden chairs and a table, with lounge chairs positioned by the pool. Bright sunlight fills the space, creating a welcoming atmosphere for relaxation.

4.97 out of 5 average rating, 106 reviews

Htd Pool | PingPong | Foosball | 12 min to Beach

Welcome to Coastal Farmhouse Sarasota! ✨ Your ideal family getaway is just two blocks from Sarasota Bay and minutes from Florida’s most famous beaches Siesta Key, Lido Key, Bradenton Beach, and Anna Maria Island. Designed with families and groups in mind, this newly remodeled 4-bedroom home sleeps up to 12 guests and features a screened heated pool, a fully equipped kitchen, and a bright, open layout perfect for relaxing and entertaining. Perfect for families, groups, and beach lovers!

4.92 out of 5 average rating, 104 reviews

Golf View-4BR Htd Pool/Near IMG/AMI Beaches/13ppl

Welcome to The Siesta Retreat located on Sarasota FL. This gorgeous home has been completely renovated in a peaceful area overlooking the Sara Bay Country Club Golf Course . Pack your bags and get ready to vacation! Home is 4 miles from SRQ Airport and 7 miles from downtown Sarasota. Siesta Key has been rated the #1 beach in the US, only 14 miles from the home. Additionally Ana Maria Island is 15 miles, Lido Beach 10 miles, Coquina Beach 13 miles, and Longboat Key 16 miles from home.

The exterior of a charming adobe-style home is highlighted, featuring a light blue facade and a decorative entrance. A pathway leads to the door, bordered by colorful plantings and a white picket fence. Tropical plants add to the serene ambiance of the front garden.

4.94 out of 5 average rating, 108 reviews

Downtown Sarasota | Casa de Zara

Welcome to Casa de Zara! Immerse yourself in Sarasota history by staying in our quaint Adobe style home built in 1925 with a serene garden filled with plants and trees native to Florida. You will be 1 mile from Main St. and 4 miles to Lido Key. One block over you will find a fun filled park with tennis and pickle ball courts, a walking path and basketball courts. Less than a mile away is Bayfront Park which is perfect for watching sunsets!

5 out of 5 average rating, 4 reviews

Paradise Escape w/ Pool, Sarasota/Bradenton

Take it easy at this unique and exciting getaway, located 5 minutes from the Sarasota airport (airplanes fly over), 12 minutes from downtown Sarasota, and 15 minutes from Lido Key beach. Enjoy a refreshing dip in the outdoor pool and/or take a walk to the waterfront (2 blocks over) to watch the sunset. Your furry friends are welcome, there is a large fenced in backyard to accommodate pets.

An aerial view showcases the tranquil neighborhood surrounding the luxurious retreat. Lush greenery and palm trees fill the landscaped yards, with Sarasota Bay visible nearby, offering a scenic backdrop. The area features winding streets and well-maintained homes, highlighting the beauty of coastal living.

4.96 out of 5 average rating, 119 reviews

Free Htd Pool • Steps to the Bay • Pet-Friendly •

The Bay 218 is a stylish one-level Sarasota retreat just steps from the bay and minutes to Lido Key, Siesta Key, Longboat Key, and Anna Maria Island. Enjoy a chef’s kitchen, two living areas, luxe bedrooms, and a private backyard with heated pool, tanning ledge, and kids play area. Beach gear included. Dog-friendly with approval. Perfect for a relaxing coastal getaway! 🌴🏖️

Popular amenities for Whitfield pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.92 out of 5 average rating, 12 reviews

Htd Pool + Games | Sleeps 12 | Near Lido & Siesta

4.76 out of 5 average rating, 45 reviews

Remodeled Bayshore Getaway | Hot Tub + Fire Pit

An inviting outdoor lanai is shown, featuring comfortable seating with colorful cushions. A wooden coffee table holds glassware, while a heated pool glistens in the background, surrounded by lush greenery. The screened area offers a seamless connection to the tranquil outdoor environment.

5 out of 5 average rating, 109 reviews

Heated Pool-Game Room-EV-Near AMI Beaches/IMG!

An outdoor table with two glasses of red wine overlooks a heated pool, which is set within a screened lanai. Sunlight filters through surrounding trees, casting a warm glow. Lounge chairs are positioned nearby, inviting relaxation in the tranquil space.

4.92 out of 5 average rating, 53 reviews

Pickleball & Heated Pool | Pets Welcome Retreat

5 out of 5 average rating, 4 reviews

New Rental | 3/2 Heated Pool Near Bobby Jones Golf

The vibrant outdoor space features a mini-golf putting green, surrounded by strategically placed lounge chairs and Adirondack seating. Illuminated by string lights, the heated pool area is complemented by cabana umbrellas, with a backdrop of the house showcasing lively decor and inviting lighting.

5 out of 5 average rating, 36 reviews

Private Tropical Oasis | Pool+Golf+Bocce+Fire+Pets

5 out of 5 average rating, 7 reviews

Private Pool Oasis w/ Golf Course Sunsets

4.98 out of 5 average rating, 80 reviews

Stylish Pool Home • Near IMG & Beaches • Top Rated

Pet-friendly home rentals with a pool

5 out of 5 average rating, 16 reviews

A private pool area is showcased within a screened enclosure, featuring clear waters and sun loungers. Colorful umbrellas in red and green provide shade, while tall palm plants are arranged around the space. The adjacent home showcases large windows, offering views of the inviting outdoor area.

Home in Arlington Park

Sarasota's Luxury Oasis

4.84 out of 5 average rating, 83 reviews

5BR/4BA |Pool & Spa + Pickleball, Golf View

A bright and spacious retreat features a heated pool within a screened enclosure, allowing for outdoor enjoyment. The living area showcases modern decor with ample natural light. The kitchen offers sleek cabinets and countertops, while a cozy sleeping area presents a well-dressed spacious bed for comfort.

4.94 out of 5 average rating, 63 reviews

Pets Are Welcome/ Heated Pool/ Close to AMI

The outdoor area features a spacious swimming pool surrounded by lush tropical plants and shaded by a screen enclosure. A hot tub is positioned beside the pool, and the bright blue water reflects the clear sky above.

4.91 out of 5 average rating, 114 reviews

Exquisite modern home with pool - 10 min to beach

5 out of 5 average rating, 28 reviews

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

4.86 out of 5 average rating, 139 reviews

Home in Longboat Key

Summer House longboat key

An open living area is showcased, featuring a spacious sectional sofa and a coffee table. A large TV is mounted on the wall, with a stylish media console beneath. A dining table with chairs is visible, illuminated by natural light from the nearby windows.

4.95 out of 5 average rating, 38 reviews

The Lovely Family House

Home in Downtown Sarasota

4.95 out of 5 average rating, 60 reviews

Serenity Springs | Private Heated Pool + Waterfall

Private, pet-friendly home rentals

5 out of 5 average rating, 21 reviews

Home in Shore Acres

St Pete Retreat | HotTub | Near Downtown/Pier

4.97 out of 5 average rating, 29 reviews

Home in Siesta Key

Luxury Canal-Front Home + Heated Pool Near Beach

A modern one-story home is framed by lush landscaping and mature trees. The façade features a sleek, dark exterior with large windows and a symmetrical entrance. A paved driveway leads up to the two-car garage, enhancing the welcoming curb appeal.

4.96 out of 5 average rating, 73 reviews

Stunning New 3 bed 3 bath pool home by Siesta Key!

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.

4.97 out of 5 average rating, 36 reviews

Cozy Shell Duplex is near airport and downtown!

4.98 out of 5 average rating, 49 reviews

Pura Vida House near beach & IMG with private yard

5 out of 5 average rating, 4 reviews

Near Beaches! + Canal, Pool, and Vibrant Downtown!

4.92 out of 5 average rating, 12 reviews

Vacation Home

The exterior of a recently renovated home is showcased, featuring a light grey facade and a two-car garage. Tropical palm trees and low shrubs are positioned in front, and colorful flowers are visible in the landscaped area. The sky is bright with scattered clouds.