House vacation rentals in Whitfield

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Top-rated house rentals in Whitfield

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Superhost
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.
Home in Sarasota
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

Top guest favorite
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
4.98 out of 5 average rating, 106 reviews

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.
Home in Sarasota
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!

Guest favorite
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.
Home in Sarasota
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.

Guest favorite
The charming cottage is enveloped by lush greenery, featuring a welcoming front patio with a small table and chairs. A swing sits nearby under a canopy of trees, adding to the serene outdoor space. The entrance showcases large windows, inviting natural light.
Home in Bradenton
4.94 out of 5 average rating, 201 reviews

Peaceful Braden River Oasis: Cottage

Come get away to this river retreat just outside of Lakewood Ranch. This property has three separate rental units on it including this charming single bedroom cottage with access to the river. It comes with everything you need to enjoy a wonderful vacation! The other units on this property are the Guest House, a larger studio unit 1 bed/1 bath sleeps 2 (Search Peaceful Braden River Oasis: Guest House) and the Main House, a 2 bed/2 bath sleeps 7 (search Peaceful Braden River Oasis: Main House).

Guest favorite
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.
Home in Sarasota
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.

Guest favorite
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.
Home in Sarasota
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.

Top guest favorite
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.
Home in Sarasota
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.

Top guest favorite
A private courtyard featuring a heated pool is surrounded by lush tropical landscaping. Comfortable lounge chairs are positioned beside the pool, and a small fountain adds a soothing element. A cozy seating area is visible near the entrance to the adjoining building.
Home in Sarasota
4.94 out of 5 average rating, 126 reviews

Pool Courtyard, patio w/ fire pit, 2 mls downtown

Enjoy this unique courtyard-style Spanish colonial home just steps to Sarasota Bay and 2 miles from downtown. The property consists of a 2 bed / 1 bath main house AND a detached studio. Everything pictured is yours to enjoy, nothing is shared. The houses are separated by a quaint & private pool courtyard w/ outdoor shower. Capture a photo of the local peacocks, eat fresh mangos from the yard, catch a sunset over the bay, or enjoy the sun by the pool listening to the Zen fountains.

Guest favorite
The screened-in pool area features a clear blue pool with steps leading in. Surrounding the pool, lounge chairs are positioned, and tropical plants add a splash of color. A serene view of a golf course and a creek is visible beyond the enclosure, under a bright blue sky.
Home in Sarasota
4.86 out of 5 average rating, 101 reviews

The Aqua House-3/2 w/ heated pool by Golf Course

Unwind in this chic, well-appointed home, perfect for a memorable family escape. With 3 bedrooms boasting plush comfort and 2 modern bathrooms, it offers ample space. The generously stocked kitchen invites culinary delights. Start your day in the screened pool area overlooking the golf course, sipping coffee, or bask in serenity with an evening cocktail while floating in the pool. Siesta Beach is 14 miles away and Lido Beach is 11 miles away. Your relaxing retreat awaits!

Guest favorite
A rustic wooden sign with the word 'Welcome' painted in white is displayed prominently. Dried floral arrangements are arranged above the sign, adding a natural touch. A small turquoise glass jar sits nearby, contributing to a warm and inviting entryway.
Home in Indian Beach-Sapphire Shores
4.9 out of 5 average rating, 691 reviews

Charming Apt. in old Florida home

Cozy, charming suite in a historic 1920's home. Lots of character and charm. Amazing location. One block from the bay with beautiful sunsets. And just a few miles to the beach and downtown. Clean, comfy and a welcoming host. Great for 1 or up to 3 guests. ****Please read the full detailed description for more information before booking. This is very old home, not fully restored, old Florida house. Owner occupied Non- Smoking guests 🙏 Hope to see you soon

Guest favorite
A screened saltwater pool area showcases a gentle glow from color-changing lights. Two lounge chairs are positioned nearby, along with an outdoor seating arrangement featuring cushions. Lush greenery surrounds the space, providing privacy and a tranquil atmosphere.
Home in Sarasota
4.95 out of 5 average rating, 106 reviews

Luxury Higher End Home - Gourmet Kitchen - By the

✨ Steps from Sarasota Bay & minutes to Lido, Longboat, Siesta & Anna Maria! This luxury retreat features a chef’s kitchen, spacious living areas, a bunk room, and a relaxing primary suite. Outside, enjoy a heated pool with sun shelf, lights, and a kids’ playset in a tropical fenced yard. Stocked with beach gear & essentials for a stress-free stay. Ask about discounts for 14+ nights—your extended getaway just got sweeter!

Popular amenities for Whitfield house rentals

When is the best time to visit Whitfield?

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Avg. priceﺩ.ﺇ775ﺩ.ﺇ970ﺩ.ﺇ1,131ﺩ.ﺇ852ﺩ.ﺇ764ﺩ.ﺇ848ﺩ.ﺇ911ﺩ.ﺇ804ﺩ.ﺇ690ﺩ.ﺇ735ﺩ.ﺇ723ﺩ.ﺇ775
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Quick stats about house rentals in Whitfield

  • Total vacation rentals

    Explore 100 vacation rentals in Whitfield

  • Nightly prices starting at

    Whitfield vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

  • Verified guest reviews

    Over 4,040 verified reviews to help you choose

  • Family-friendly vacation rentals

    90 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Vacation rentals with a pool

    70 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    100 of Whitfield vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Whitfield rentals

  • 4.9 Average rating

    Whitfield stays are highly rated by guests—averaging 4.9 out of 5!

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