Pet-friendly holiday rentals in Whitfield

A spacious rooftop terrace overlooks a marina filled with boats. Lounge chairs are arranged for relaxation, surrounded by greenery. Outdoor tables are set for dining, with views of water and distant shorelines under a partly cloudy sky.

4.98 out of 5 average rating, 131 reviews

Bradenton Gem | IMG & AMI | King Ste + Beach Gear

Welcome to our charming Craftsman-style beach town bungalow, built in 2022 and perfectly located near DT\ Whether you’re here for a family getaway, a work trip, or a mix of both, this home has everything you need for comfort and convenience. *Boat parking 100' * Just minutes from AMI and IMG, you’ll have easy access to stunning beaches, world-class training facilities, shopping, dining, and local attractions. All amenities were purchased new at the time of build, ensuring a fresh & modern stay.

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.

4.97 out of 5 average rating, 115 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

4.95 out of 5 average rating, 116 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.

Superhost

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.

4.98 out of 5 average rating, 101 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.

Guest house 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.

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.

4.96 out of 5 average rating, 108 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!

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, 239 reviews

Modern, Bright Downtown SRQ A-Frame West of Trail

Enjoy this bright, newly renovated unique pool home on a street with mostly waterfront homes featuring 4 beds & 3 baths, office area options, loft reading nook, Bosch appliances, bedroom skylights, artful light fixtures and fully fenced with heated pool. Central to & minutes from Siesta Key, St. Armand's Circle/Lido Key, downtown. Walk to the Sarasota Arts Museum, grocery, Southside and downtown Restaurants & shops, Selby Botanical Gardens, Bayfront Park, & Marina Jack. VR24-00157

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, 322 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.

4.98 out of 5 average rating, 109 reviews

Cottage in Cortez

Cortez ~ Grouper Cottage. BRING YOUR BOAT!

This waterfront home with a private dock and boat slip is the perfect place to get away. Grouper Cottage is an ideal cozy place to unwind and enjoy sunsets and dolphins. You will fall in love with this refurbished historic cottage—set in a private, tranquil setting, with picturesque palm trees and mangroves surrounding the property's shoreline. Cortez dockside cottages is nestled on an acre with a compromise of old Florida with the historical background a laid back Island vibe.

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.

4.95 out of 5 average rating, 112 reviews

Casa de Zara| Downtown Sarasota- 5mi Lido Beach

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!

The exterior of a single-level home is presented, framed by lush tropical landscaping. A well-manicured lawn leads to a covered entrance, which is adorned with a charming lamp. The property features a two-car garage and a driveway, creating a welcoming access point.

4.96 out of 5 average rating, 122 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

4.93 out of 5 average rating, 14 reviews

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

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, 115 reviews

Exquisite modern home with pool - 10 min to beach

4.92 out of 5 average rating, 87 reviews

4BR Sarasota Retreat | Private Pool & Game Room!

A large outdoor pool is framed by mature tropical landscaping, featuring a clear blue water surface under a bright sky. Lounge chairs are positioned around the pool area, providing ample seating for relaxation and enjoyment.

5 out of 5 average rating, 40 reviews

Backyard Oasis, Dual Master suite, Pool home!

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, 39 reviews

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

4.95 out of 5 average rating, 107 reviews

The living area features light-colored sofas arranged around a coffee table, complemented by natural light filtering through plantation shutters. A cozy armchair enhances the seating, while a decorative door adds character. Soft blue walls and wood flooring create a welcoming ambiance.

Home in Palmetto

Mimi's Farmhouse in Palmetto, 3 bedrooms, 2 baths

4.85 out of 5 average rating, 20 reviews

Rosie's Retreat | 3BR | 2BA | Heated Pool

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, 142 reviews

Beach House with jacuzzi near AnnaMariaIsland

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

4.85 out of 5 average rating, 86 reviews

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

4.96 out of 5 average rating, 205 reviews

A spacious bedroom features a large bed with striped bedding, complemented by two nightstands with lamps. Sliding glass doors open to a private backyard with a plunge pool. Natural light floods the room, highlighting the warm wooden ceiling and inviting decor.

Home in Holmes Beach

Be an AMI

The screened patio features a tranquil saltwater pool, reflecting the vibrant colors of a sunset. Lush greenery surrounds the pool, offering views of the natural waterway below, where trees and wildlife can be observed.

5 out of 5 average rating, 39 reviews

Waterfront/Kayak with Manatees/Pool/Fish

5 out of 5 average rating, 19 reviews

Home in Saint Armands

Luxury Lido Key Getaway on St. Armands Circle

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.

4.93 out of 5 average rating, 55 reviews

Pickleball & Heated Pool | Pets Welcome Retreat

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, 44 reviews

The Lovely Family House

4.88 out of 5 average rating, 8 reviews

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

Private, pet-friendly home rentals

4.98 out of 5 average rating, 55 reviews

1 lvl w large htd pool, 4 bd(3 king), remodeled!

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, 74 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!

Superhost

5 out of 5 average rating, 3 reviews

Sleeps 10 | Pickleball | Pool | Tiki Bar | Games

4.96 out of 5 average rating, 45 reviews

Historic Home 2 King+sofabed, 1700sf, min to Beach

4.96 out of 5 average rating, 52 reviews

Pura Vida House near beach & IMG with private yard

5 out of 5 average rating, 28 reviews

Peaceful house near river

A covered patio features a hot tub alongside comfortable seating. Lush greenery from the landscaping and trees provides a backdrop, with views of the golf course visible in the distance. Large windows allow for natural light and an inviting atmosphere.