Pet-friendly holiday rentals in Whitfield

A well-lit bedroom features a spacious bed adorned with soft, muted bedding. A large wall art piece depicting a serene landscape enhances the room's ambiance. Natural light filters through sheer curtains, illuminating a dresser and decorative accents, creating a calm and inviting space.

4.93 out of 5 average rating, 105 reviews

Sunset retreat Indian Beach near downtown Sarasota

Welcome to Casita oasis, located in the heart of Sarasota in the historic Indian Beach/Sapphire Shores neighborhood. Come relax & enjoy this peaceful and centrally-located retreat. Private Home, new construction, beautiful outdoor oasis to unwind and enjoy. Walk to the Bay to watch breathtaking sunsets. Nearby attractions: Jungle garden, Ringling Museum, Selby Gardens, Marina Jacks, Marietta Museum, Lido Key, Siesta Key and Downtown. Lots of restaurants, Art, Music and Culture and famous Beaches

Outdoor spacesWalkabilityDecor

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, 116 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

WalkabilityPetsParks

4.95 out of 5 average rating, 117 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.

WalkabilityOutdoor spacesView

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, 218 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.

PetsWalkabilityIndoor spaces

4.89 out of 5 average rating, 38 reviews

Family Fun•POOL•Sleep 14•Game•SRQ, Ami &Beaches

Get ready for nonstop fun at Paradise Island - an amenity-packed retreat in Sarasota! Whether you're in the heated pool or hot tub, playing mini golf, enjoying a family game night, relaxing by the fire pit, or grilling barbecue in the backyard, there’s something here for everyone. This vibrant 4-BR, 2-bath home sleeps up to 14 guests and is just 5 minutes from the airport and a short drive to world-class beaches. BOOK YOUR STAY TODAY - The Ultimate Retreat for Family Fun and Forever Memories

PetsOutdoor spacesNearby

4.98 out of 5 average rating, 102 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.

PetsOutdoor spacesLong stay

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.

4.93 out of 5 average rating, 55 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.

Outdoor spacesWalkabilityAmenities

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, 108 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!

Outdoor spacesPetsIndoor spaces

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!

WalkabilityOutdoor spacesSleep quality

4.92 out of 5 average rating, 106 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.

Outdoor spacesWalkabilityBarbecue

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, 116 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!

WalkabilityOutdoor spacesView

4.92 out of 5 average rating, 199 reviews

Casa Noir | POOL • BBQ • FIRE PIT • GAMES • VIBES

Welcome to Casa Noir ! Your private, photoshoot worthy retreat! Lounge by the sparkling pool beneath the angel-wing mural, unwind on the swing daybed by the fire pit, or level up your stay with air hockey, arcade games, and a bike workout in screened in lanai while you watch the kids in the pool. Every corner is designed for fun, style, and that perfect photo moment for the Gram. No other stay vibes quite like this one!

Outdoor spacesWalkabilityRiver

Popular amenities for Whitfield pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.85 out of 5 average rating, 88 reviews

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

Outdoor spacesCheckoutView

A spacious living room showcases neutral-toned furnishings, including a sectional sofa and a leather recliner. A circular wooden coffee table rests on a light area rug. Natural light filters through large windows, and a ceiling fan enhances the airy ambiance.

4.93 out of 5 average rating, 68 reviews

Luxurious Modern 3/2 by the Bay

WalkabilityPetsBackyard

4.92 out of 5 average rating, 87 reviews

4BR Sarasota Retreat | Private Pool & Game Room!

Outdoor spacesWalkabilityQuiet

5 out of 5 average rating, 7 reviews

Paradise Escape w/ Pool, Sarasota/Bradenton

PetsComfortFamily

5 out of 5 average rating, 64 reviews

Seashells & Sunshine – Pool, Games, AMI Beaches

PetsOutdoor spacesBathroom

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, 56 reviews

Pickleball & Heated Pool | Pets Welcome Retreat

WalkabilityOutdoor spacesHospitality

A private screened pool area features a vibrant blue pool surrounded by loungers and colorful pool floats. A well-maintained lawn and mini-golf area are visible, while a game room with bright visual elements offers entertainment options. A cozy living space showcases a comfortable sofa and artistic wall design.

4.91 out of 5 average rating, 69 reviews

Heated Pool-Near Beaches-MiniGolf-Arcade

PetsOutdoor spacesLaundry

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, 242 reviews

Modern, Bright Downtown SRQ A-Frame West of Trail

Outdoor spacesWalkabilityWi-Fi

Pet-friendly home rentals with a pool

4.93 out of 5 average rating, 15 reviews

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

Outdoor spacesGetting aroundCleanliness

4.98 out of 5 average rating, 56 reviews

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

PetsOutdoor spacesCleanliness

4.86 out of 5 average rating, 140 reviews

Home in Longboat Key

Summer House longboat key

WalkabilityOutdoor spacesParking

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, 41 reviews

Backyard Oasis, Dual Master suite, Pool home!

Outdoor spacesPetsQuiet

4.85 out of 5 average rating, 20 reviews

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

PetsBeachPool

5 out of 5 average rating, 7 reviews

Private Pool Oasis w/ Golf Course Sunsets

PoolLayoutCleanliness

4.81 out of 5 average rating, 16 reviews

2 Primary Suites | FREE Pool Heat | Spring Break A

BeachBarbecueValue

4.89 out of 5 average rating, 9 reviews

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

WalkabilityAccuracyHospitality

Private, pet-friendly home rentals

5 out of 5 average rating, 40 reviews

A spacious living area features a large modular sectional sofa adorned with soft pillows. A natural wood coffee table sits in the center, holding decorative items. Bright light filters through two windows, complemented by minimalist wall art and a potted plant in the corner.

Guesthouse in Sarasota

Coastal Hideaway: Guest House 5 min to NBP & UTC!

Outdoor spacesPetsDecor

A modern kitchen with a spacious island is highlighted, featuring four bar stools. Light wood flooring complements the neutral cabinetry, and pendant lights hang above the island. A large window adds natural light, and a stainless steel dishwasher is visible.

4.76 out of 5 average rating, 45 reviews

Remodeled Bayshore Getaway | Hot Tub + Fire Pit

WalkabilityPetsBeach

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.

4.98 out of 5 average rating, 40 reviews

Waterfront/Kayak with Manatees/Pool/Fish

Outdoor spacesNearbyCondition

4.81 out of 5 average rating, 31 reviews

Blissful home near Beaches, Downtown, and Airport

WalkabilityLaundrySleep quality

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, 37 reviews

Cozy Shell Duplex is near airport and downtown!

Outdoor spacesIndoor spacesCleanliness

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.

4.96 out of 5 average rating, 45 reviews

The Lovely Family House

Outdoor spacesBeachAmenities

The outdoor space features a large, inviting pool surrounded by a spacious patio. Several lounge chairs are arranged for relaxation, with a shaded area provided by a canopy. Lush greenery and well-maintained landscaping enhance the tranquil atmosphere.

4.68 out of 5 average rating, 22 reviews

Cozy Pool House| 24 min to Beach

WalkabilityOutdoor spacesAccess

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.