House holiday rentals in Whitfield

A light-filled entryway features a wall of glass shelving with decorative items. Double glass doors provide access to the outdoor space, which is partially visible through the glass. A small mat lies on the floor near the entrance.

4.91 out of 5 average rating, 204 reviews

Sunshine Suite, Minutes to Beach,Tropical Paradise

The Sunshine Suite.Lots of natural light in this totally updated modern 3 bed/1 bath home.It is a completely separate dwelling w separate entry from the other dwelling on the property sharing no common walls. Smart thermostat & door lock. Keyless entry.Brand new AC, gas oven, quartz counter w/ custom marble backsplash, modern & comfortable furniture, private outdoor area, gas BBQ grill, off street parking.Great location! Minutes to Siesta Key beach, shopping/UTC, interstate, hospital & downtown

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, 113 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.

4.98 out of 5 average rating, 106 reviews

A charming cottage is set among greenery, featuring a covered carport and a gravel driveway. An American flag is displayed on the front porch, alongside a large circular window. Lush trees and shrubs surround the home, creating a welcoming outdoor area.

Home in Palmetto

The Island-Hopper's Haven Near Anna Maria Island

Discover vintage charm & modern luxury in this cozy Palmetto cottage. Perfectly located at the heart of Florida's Gulf Coast, you can access St. Pete, Anna Maria Island, Sarasota & Fort DeSoto within 30 mins. You can explore nearby Emerson Pointe Preserve's hiking & kayak trails. You'll be minutes away from Downtown Palmetto & Bradenton's many dining & nightlife options. Boating enthusiasts will love the proximity of the Palmetto public boat ramp. Reserve now & experience Florida's Gulf Coast!

Superhost

The outdoor space features a screened-in saltwater pool, surrounded by comfortable lounge chairs and a dining area. Ambient patio lights are strung overhead, and a large umbrella provides shade for the table accommodating six. Lush greenery is visible in the background, ensuring privacy.

4.85 out of 5 average rating, 107 reviews

LUXE! Heated Salt POOL! Close to Town, Beach, IMG

Beautifully updated coastal farmhouse home in a quiet cul de sac with a private pool oasis in the back. The salt water pool is completely screened in so you can stay in the pool all day and night long without worrying about flies or mosquitos. Kitchen is fully stocked and ready for you to cook up a storm! Or if you prefer, downtown Sarasota is only a short 15 minute drive away with plenty of eating options. Siesta key beach is rated the number one beach in the USA and it’s only 30 minutes away!

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.

4.83 out of 5 average rating, 196 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.

4.77 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.

The open-concept living space features a comfortable sectional sofa, a wooden coffee table, and an accent chair, complemented by a large American flag artwork. The kitchen area showcases modern cabinetry, a large island with seating, and ample lighting for a welcoming environment.

4.98 out of 5 average rating, 164 reviews

Secluded Cottage | Hot Tub | Walk to Benderson/UTC

Welcome to The Crew House! A brand new, stylish, cozy cottage that is walking distance to all that the Nathan Benderson Park and University Town Center areas have to offer! The property is on over a 2 acre parcel so there's plenty of room to spread out. At our cottage you will find a comfortable bed, stylish furniture, high-end finishes, a large island, screened-in outdoor dining table, and a great outdoor space with a private hot tub. We also have a concept2 rower available in the garage.

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, 383 reviews

Beautiful and Restful Sarasota Florida Retreat

This old Florida home has been updated with granite counters in the kitchen with newer appliances, ceramic tile, and wood flooring. There is plenty of room to spread out in the main living room and within the wood wall and ceiling finished gathering room. The backyard patio area is perfect for outdoor BBQs. The lush tropical landscaping provides the old Florida home feel. The best amenity is a semi-private outdoor shower with lush vegetation screening. Perfect for the outdoor enthusiast.

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, 310 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.

The studio apartment features a spacious bed with light-colored linens, complemented by two decorative pillows. A sleek brown sofa is positioned in front, adorned with a soft throw blanket. Natural light enters through the window, enhancing the clean and modern design.

4.81 out of 5 average rating, 194 reviews

Comfortable + Functional Private Studio Apartment

This comfortable, clean, and private studio apartment is the perfect spot to relax- whether you're here on business or you've spent the whole day on the beach! Recently remodeled with a dining table to take your meals, hot water, a comfortable bed, and well equipped kitchenette, you will be lacking nothing here. This apartment is a guest suite attached to the main living area of the home and is completely private, however there is a resident who lives in the main part of the home.

The exterior of the white house features a welcoming front porch with two dark seating areas. A well-maintained pathway of gravel leads to the entrance, while lush greenery and decorative plants enhance the surroundings, and a festive wreath adorns the front door.

4.97 out of 5 average rating, 162 reviews

Downtown Bradenton & close to Beaches, quiet area

Your family will be close to everything when you stay at this centrally-located private home with fenced in yard near downtown and beaches. Three bedrooms and 2 bathrooms await your next vacation to Florida's beaches. Located 1 mile to downtown - restaurants, shops, markets, Riverwalk, Theater, Bishop Museum and more. Only 4 miles to beaches. Stroll the neighborhood oak lined sidewalks and river. Front porch & private back fire pit & grill. Note - only 3 vehicles permitted.

A serene backyard features a heated pool surrounded by lounge chairs and shaded areas. Tropical plants and flowers add color, while the setting sun casts a warm glow. Umbrellas provide shade over the seating, creating a welcoming space for relaxation and outdoor enjoyment.

4.97 out of 5 average rating, 103 reviews

Orange Oasis: Clean, heated pool, near beaches.

Enjoy your little slice of paradise at the beautifully decorated Orange Oasis! 3 bedrooms & 2 baths, plus a daybed with trundle. Heated Pool. High speed wifi & 4 TV's all with Hulu, Apple TV, Disney+, & ESPN. Vaulted ceiling, rainfall walk-in shower, washer & dryer, large fenced backyard, pool, garage parking, Weber grill, & a quiet safe neighborhood. The home comes fully stocked with Ziploc bags, cooking/kitchen essentials, coffee, beach essentials, & outdoor/indoor games.

Popular amenities for house rentals in Whitfield

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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

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.

4.88 out of 5 average rating, 138 reviews

Gameroom +Private Pool+King Bed- Centrally Located

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

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, 17 reviews

Backyard Oasis, Dual Master suite, Pool home!

5 out of 5 average rating, 9 reviews

Blue Heron Sarasota • Pool, privacy, pickleball

A modern living room is featured, showcasing a large smart TV displaying a beach scene. A comfortable sectional sofa with neutral tones and patterned cushions invites relaxation. Soft lighting from a nearby table lamp adds subtle warmth to the space, which is accented by coastal-themed artwork.

4.98 out of 5 average rating, 167 reviews

*Heated* Pool Home Minutes to Anna Maria Beaches

A covered patio area features modern wicker furniture with white cushions, positioned around a glass coffee table. The inviting space overlooks a pristine pool, surrounded by a protective screen. Lush greenery is visible in the background, enhancing the tranquil setting.

4.95 out of 5 average rating, 110 reviews

Sunny Luxury Retreat-Heated Pool -Siesta Key Area

A tranquil view of a small private lake is presented, surrounded by well-maintained homes. The water reflects the clear blue sky and green grass lining the shore, creating a serene setting for relaxation. Lush trees provide shade along the bank.

4.81 out of 5 average rating, 131 reviews

Heated Pool (No Cleaning Fee)

Weekly house rentals

A single-story home is surrounded by lush landscaping and palm trees, set against a vibrant sunset sky. The entrance features well-kept plants and a paved driveway leading to the garage. The spacious front yard is meticulously maintained, offering ample green space.

4.97 out of 5 average rating, 35 reviews

The Palm House: cozy, safe, central Sarasota

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, 30 reviews

Waterfront/Kayak with Manatees/Pool/Fish

Home in Indian Beach-Sapphire Shores

A light-filled living area features a sleek black sofa adorned with green cushions, paired with a glass coffee table. A colorful bookshelf is positioned against one wall, while large windows with unobstructed views invite natural light and views of the surrounding greenery.

5 out of 5 average rating, 87 reviews

Magical Secluded Retreat

An outdoor dining area is set up with colorful tableware and a pineapple centerpiece. A spacious table with seating for eight is positioned near the saltwater pool, surrounded by lounge chairs and umbrellas. A vibrant playhouse adds a whimsical touch to the lush backyard.

5 out of 5 average rating, 18 reviews

Poppi Beach House: Pool~Mini Golf~Game Room~Bar

The living area features a floral-patterned couch and loveseat positioned around a wooden coffee table. Natural light enters through a window adorned with sheer drapes. A small dining space is visible in the background, furnished with a table and four chairs, along with decorative wall art.

4.96 out of 5 average rating, 55 reviews

Hello Sunshine! 1 mile from IMG

A spacious living area is highlighted by a large gray sectional sofa, providing ample seating. A sleek flat-screen TV is mounted on the wall, while natural light filters through the window, adorned with soft blue curtains. A front door with decorative glass panels is visible in the background.

4.95 out of 5 average rating, 21 reviews

Family Friendly Home

4.91 out of 5 average rating, 22 reviews

A spacious living area features a dark brown sofa and two light green accent chairs, arranged around a central coffee table. A white-brick fireplace provides a focal point, complemented by a mounted television above. Natural light fills the room through large windows covered by light curtains.

Home in Wares Creek

La Casa Bonita - 2 bedrooms, 1 bathroom

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 out of 5 average rating, 44 reviews

Palm Breeze Home

Private house rentals

The exterior of the home is presented, featuring a single-story design with tropical landscaping. Palm trees and vibrant greenery are visible, alongside a well-maintained lawn. A paved driveway leads to a garage, with a covered porch inviting guests to enter.

4.94 out of 5 average rating, 31 reviews

Settle Down in Sarasota

Superhost

A modern cottage is shown with a welcoming front porch featuring white railings. Two teal chairs are placed on the porch, surrounded by palm trees. Soft sunlight is seen illuminating the exterior, highlighting the light-colored siding and clean lines of the structure.

4.84 out of 5 average rating, 19 reviews

Cozy, modern cottage near beach!

A screened-in backyard oasis features a blue heated pool surrounded by tile flooring. Lounge chairs are positioned near the edge of the pool, offering a space to relax. The area is shaded by a roof structure with clear panels, providing an inviting atmosphere.

4.97 out of 5 average rating, 30 reviews

Coastal Oasis/big pool heat option / 3bd2bth house

A colorful collage showcases various outdoor and indoor spaces. The upper section features a volleyball and mini golf court, nestled alongside a bright outdoor kitchen. The lower segment reveals the game room, equipped with a pool table and lounging area, emphasizing a vibrant and playful design.

4.92 out of 5 average rating, 12 reviews

Family Fun•Sleeps 14•GameRoom•Near Beaches,SRQ,AMI

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.

4.91 out of 5 average rating, 32 reviews

Sarasota Oasis: Convenient/Heated Renovated Pool

A bright and welcoming master bedroom features a spacious bed with neutral bedding, flanked by two bedside tables. Natural light enters through sheer curtains, illuminating the dark wood accents in the room. A large full-length mirror is positioned nearby, adding depth to the space.

5 out of 5 average rating, 15 reviews

Garden Home/Heated Pool/King-Bed/20 min Beach/Pets

5 out of 5 average rating, 85 reviews

The exterior view showcases a charming Florida home nestled among lush tropical foliage and mature trees. A wrap-around screened porch is visible, providing a serene space that invites relaxation and connection with nature. Paved pathways and decorative stones enhance the garden's appeal.

Home in Bayou Oaks

Charming secluded getaway

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.