House holiday rentals in Whitfield

4.93 out of 5 average rating, 128 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, 222 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.

5.0 out of 5 average rating, 113 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 vibrant outdoor area is illuminated by colorful lights from a splash pad fountain. Comfortable lounge chairs are positioned nearby on a brick patio surrounded by lush palms. The serene scene is enhanced by a twilight sky, creating a relaxing atmosphere.

4.91 out of 5 average rating, 146 reviews

Resort Style Retreat - Tropical Oasis - Beaches

Book your vacation knowing that a one-of-a-kind experience awaits you. This home is well-equipped for travelers of all ages, and features unique spaces and amenities throughout. The ultimate home for families and friends. Seasoned professionals in hospitality, we've worked tirelessly to create a memorable experience for guests of all ages. Book now for some fun AND relaxation! 🌴Fire Pit 🌴Sanded Beach Areas 🌴Pool Table 🌴Lighted Splash Pad 🌴Games and Books 🌴Coffee Bar 🌴Yoga/Weights

4.95 out of 5 average rating, 198 reviews

Modern 4BR Home *Heated Pool & Spa*

Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. *Brand new pool* VR24-00265

4.74 out of 5 average rating, 144 reviews

Lakasa 82Twelve | Coastal Sarasota Beach Escape

Your family will be close to everything when you stay at this centrally-located Home only 5 minutes from Sarasota Airport & around 15 mins from Downtown Sarasota. • Fully furnished 3 bedroom 2 bathroom 1561 sqft Newly Remodeled Home with Open Floor plan. We have a strict No Pet policy. Please don't book if you plan to bring your pet(s). Beaches: Siesta Key: 12 miles Anna Maria Island: 7.6 miles which connects to Longboat Key & Lido Key Airport: SQR airport is just a few minutes away.

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.

4.95 out of 5 average rating, 111 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!

The inviting pool area features a vibrant mural, surrounded by tropical greenery. A floating flamingo and watermelon-shaped inflatable add a playful touch to the azure water. Colorful poolside seating, including cheerful yellow chairs, enhances the relaxing atmosphere of this outdoor space.

4.97 out of 5 average rating, 100 reviews

Near IMG! Fun 4BR•Pool w/Golf, Arcade & Fire Pit!

Welcome to SunKissed Getaway! A bright and spacious family-friendly pool home designed for comfort, fun, and relaxation. Perfect for families, groups, and IMG visitors, this home offers a private pool, cozy fire pit, BBQ station, mini golf, arcade games and outdoor games everyone will love! Perfectly located just 3 miles from SRQ Airport, close to IMG Academy, Sara Bay Golf Club, and the best Gulf Coast beaches including Anna Maria Island, Lido Beach, Bradenton Beach, and Siesta Key.

A spacious outdoor area features a heated saltwater pool surrounded by a screened enclosure. A jacuzzi is attached to the pool, with multiple lounge chairs positioned for relaxation. Lush greenery lines the perimeter, enhancing the sense of privacy and tranquility.

4.85 out of 5 average rating, 107 reviews

Stylish 6 Bed Pool Home with Golf Simulator & Spa

Experience ultimate Florida luxury at our 6-bedroom, 4-bathroom Bradenton home, fully remodeled for your perfect staycation. Enjoy a heated saltwater pool, spa, outdoor kitchen, and bar with granite counters, ice maker, and fridge. Nestled at the end of a private drive, this paradise offers a golf simulator, putting green, and cornhole court. Centrally located yet secluded, it comfortably sleeps 12. Non-smoking and meticulously clean, this is your dream getaway for relaxation and fun.

4.96 out of 5 average rating, 112 reviews

Lovely House in Sarasota Bay

Enjoy a stylish coastal bungalow in North Sarasota, just minutes from downtown’s restaurants, shops, and Sarasota Bay. Relax in modern comfort with central A/C, high-speed WiFi, and smart TVs in every room. Nearby, explore beaches like Siesta Key, Lido Key, and Anna Maria Island. The fully-equipped kitchen, comfortable bedrooms, and modern bath make for a relaxing stay. Plus, you’re close to top attractions like The Ringling Museum, Marina Jack, and more!

4.89 out of 5 average rating, 123 reviews

Beach House by the Bay

Beach Cottage feel, 1 block from Sarasota Bay, Newly remodeled including 2 new bathrooms (all newly tiled, refinished flooring, new vanities) new kitchen, (new cabinets, new furniture, new appliances, freshly painted and ready for your vacation. Less than 8 miles from Lido Beach or drive the other direction to Holmes Beach and Anna Maria Island. Central location gives you lots of choices! This is a strict Non Smoking property

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, 128 reviews

Double oven | 4 Famous Beaches | Wine Fridge

Escape to The Bay 218, a beautifully updated one-level Sarasota retreat just steps from the bay and minutes from Lido Key, Siesta Key, Longboat Key, and Anna Maria Island. Relax by your private heated pool, enjoy the chef's kitchen, spacious living areas, and comfortable bedrooms, or head to the beach with the included chairs, cart, and toys. Perfect for families, friends, and coastal getaways. Dog-friendly with approval.

Popular amenities for house rentals in Whitfield

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A screened lanai area features a glistening pool surrounded by a spacious deck. Two cushioned lounge chairs are positioned for relaxation. Lush palm trees frame the view, complementing the tranquil setting of the fenced backyard.

4.89 out of 5 average rating, 156 reviews

Private Pool | 20 min to Siesta Key4BR |Sleeps 12

A spacious living area features curvy beige sofas arranged around a clear glass coffee table. A vibrant gallery wall displays an eclectic mix of artwork. Natural light filters through white slatted blinds, while a decorative chandelier hangs above, complementing the warm, inviting atmosphere.

4.93 out of 5 average rating, 98 reviews

Art Themed Home with Stock Tank Pool

5.0 out of 5 average rating, 11 reviews

Paradise Escape w/ Pool, Sarasota/Bradenton

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.

4.94 out of 5 average rating, 72 reviews

Sarasota Oasis: Convenient/Heated Renovated Pool

4.97 out of 5 average rating, 35 reviews

Private Heated Pool~Yacht Rental~BBQ~Near Water

5.0 out of 5 average rating, 8 reviews

Home in Bayshore Gardens

King Beds | Game Room | Putt Putt | Pool |

4.89 out of 5 average rating, 53 reviews

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

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.

4.98 out of 5 average rating, 54 reviews

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

Weekly house rentals

A charming old Florida home is shown with a light-colored exterior and blue shutters. A sizable tree stands in the front yard, providing shade. A gravel pathway leads to a covered carport on the right, surrounded by lush tropical vegetation.

4.89 out of 5 average rating, 425 reviews

Beautiful and Restful Sarasota Florida Retreat

5.0 out of 5 average rating, 15 reviews

Charming Vacation Home-Near Everything-2BR/2BA

A spacious living area is presented with a large brown leather sofa and a circular coffee table. A blue decorative pillow is placed on the couch. A dining area is visible in the background, featuring a wooden table and a chandelier that provides soft lighting.

5.0 out of 5 average rating, 86 reviews

Palm Breeze Home

5.0 out of 5 average rating, 3 reviews

PAR-TEE | 3BD Home on Golf Course - Sleeps 11

A serene outdoor area features two lounge chairs beside a small table, surrounded by lush palm trees. The clear water of the canal reflects the blue sky, while a screened enclosure contains a swimming pool nearby, creating a tranquil setting for relaxation.

5.0 out of 5 average rating, 42 reviews

Water's Edge: Charming Canal Oasis

5.0 out of 5 average rating, 72 reviews

Seashells & Sunshine – Pool, Games, AMI Beaches

The kitchen features light blue cabinetry complemented by stainless steel appliances. A spacious layout is highlighted by a tiled floor with a checkered pattern. A cozy dining nook with wooden chairs and a table is visible, illuminated by natural light from nearby windows.

4.97 out of 5 average rating, 35 reviews

Kid-Friendly • Near SRQ • Sleeps 6–8

4.63 out of 5 average rating, 24 reviews

2/2 Home, Sunsets and Water Views

Private house rentals

5.0 out of 5 average rating, 34 reviews

Heated pool+near beaches+arcade+hammocks+firepit

A clear pool reflects the blue sky, featuring colorful inflatable loungers floating on the surface. Surrounding the pool, a covered patio offers ample seating, with sun loungers positioned for relaxation. The tranquil space is enclosed by netting, enhancing a private ambiance.

4.92 out of 5 average rating, 51 reviews

Sunny Escape with Pool & Hot Tub

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.

5.0 out of 5 average rating, 48 reviews

Backyard Oasis, Dual Master suite, Pool home!

4.97 out of 5 average rating, 65 reviews

Resort Style Retreat, Htd Pool, Mini Golf, Play

4.88 out of 5 average rating, 8 reviews

Bayside*Htd pool*Pickleball*Close to Beaches

A serene waterfront view is framed by a tree canopy, featuring a bench positioned along the shore. Smooth waters reflect the sky, and lush greenery surrounds the area. Across the bay, a residential building and palm trees are visible, enhancing the tranquil atmosphere.

5.0 out of 5 average rating, 80 reviews

Urban Serenity among Mango Trees

A screened lanai features an inviting heated pool surrounded by lounge chairs. Colorful hats rest on two chairs, while an outdoor umbrella provides shade. Lush greenery and a wooden fence create a private setting, with a BBQ grill visible in the background.

5.0 out of 5 average rating, 30 reviews

Top 5% of homes: Super clean, quiet, beach close

A private pickleball court is depicted in the backyard, bordered by a black fence. Lush green grass surrounds the court, and tall trees are visible in the background. A professional basketball hoop stands next to the court, with a spacious pool and colorful decor to the right.