
House holiday rentals in Whitfield
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Top-rated house rentals in Whitfield
Guests agree: These houses are highly rated for location, cleanliness and more.

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!

Gameroom +Private Pool+King Bed- Centrally Located
Escape to Paradise Palms, a tropical, well equipped home with lots of room for fun and relaxation. This spacious property boasts a great layout for groups including a large dining area with seating for 8 comfortably and a fully equipped kitchen.Step outside into the fully screened lanai area with a lounge area with a 60'' TV, dining table with seating for 6, fenced yard and a large pool with plenty of pool toys for your enjoyment. Close to Siesta+Lido beaches! 5 miles to IMG +14 miles to AMI!

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.

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.

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.

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

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.

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.

Private Heated Pool~Yacht Rental~BBQ~Near Water
You’ll instantly feel at home at Solara Oasis, a light-filled 3-bed, 2-bath Sarasota retreat with a stunning backyard paradise. Start your day lounging by the private pool, unwind by the fire pit, and enjoy spacious, stylish interiors designed for total comfort. With flexible sleeping arrangements, a fully stocked kitchen, and fun extras like board games and a smart TV, this home is your perfect getaway — just minutes from Siesta Key, Lido Beach, and downtown Sarasota.

Cozy Home | 10 & 15 Min to IMG/Beach | Budget Stay
📍 Just 15 minutes to the beaches & 10 minutes to IMG Academy 🏠 Comfortable & budget-friendly stay in Bradenton 🌊 Ideal for beach days and IMG Academy visits 🔐 Entire unit to yourself - nothing shared 🍳 Full kitchen +fast WIFI 🧴 Complimentary snacks, bottled waters, and toiletries provided 💵 On average $100 more affordable than similar listings 🚂 Occasional train sounds which adds to local charm ✨ Clean, cozy, and thoughtfully prepared for your comfort

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

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!
Popular amenities for Whitfield house rentals
House rentals with a pool

Sea Esta | Private Saltwater POOL + Putting Green!

Historic Beasley House with Heated Pool

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

Home w/ Pool & Outdoor kitchen! Close to Lido Key

4BR Sarasota Retreat | Private Pool & Game Room!

Coastal Oasis/big pool heating option /3bd2bth

Backyard Oasis, Dual Master suite, Pool home!

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

Riverside Retreat

Suite Waterfront River Downtown Bradenton

Cozy, modern cottage near beach!

Yunet Study 1

Beautiful Florida Bungalow

Palm Breeze Home

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

Charming secluded getaway
Private house rentals

Magical Secluded Retreat

Costal Breeze Cottage. Pet friendly. King size bed

Heated Pool • Game Room • Pet-Friendly • Beach

Near IMG! Fun 4BR•Free Heated Pool w/Golf & Arcade

Sarasota Escape | Minutes to Beaches + Downtown

Sara Bay Retreat

Serene Escape: Private Saltwater Pool,Pet Friendly

Pool & Sports Court | Near Anna Maria + Beaches
When is the best time to visit Whitfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $365 NZD | $457 NZD | $533 NZD | $402 NZD | $360 NZD | $400 NZD | $407 NZD | $345 NZD | $303 NZD | $346 NZD | $341 NZD | $365 NZD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
Quick stats about house rentals in Whitfield

Total holiday rentals
Explore 100 holiday rentals in Whitfield

Nightly prices starting at
Whitfield holiday rentals start at $87 NZD per night before taxes and fees

Verified guest reviews
Over 4,040 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 40 rentals that welcome pets

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
100 of Whitfield holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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- Rentals with outdoor seating Whitfield
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- Family-friendly rentals Whitfield
- Rentals with a fireplace Whitfield
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- Rentals with a patio Whitfield
- Rentals with pools Whitfield
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- Pet-friendly rentals Whitfield
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