
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.

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

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.

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.

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).

ROYS PLACE private, tropical, romantic paradise.
NAMED #1 BEST AIRBNB WITH POOL IN SARASOTA BY TRIP 101 TRAVEL GUIDE FOR 2022, 2023, 2024. An exceptional vacation is a frame for an exceptional life. Offered for you, a romantic boutique home. Sarasota Chic decor, quality furnishings, lush tropical landscaping. Only property in urban Sarasota with your own private (EXCLUSIVE to you, NOT shared) CLOTHING OPTIONAL heated pool for tropical fun. One block walk to beautiful sunsets over Sarasota Bay. All tropical serenity yet close to everything.

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.

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.

Luxury Stay Near Siesta Key-Heated Pool & Downtown
Welcome to your home away from home! This renovated, spacious and bright pool home will immerse you into a luxurious experience the minute you arrive. Located on a lush quiet street, yet close to all of Sarasota's best attractions! Close to Siesta Key Beach (#1 beach in USA), 10 minutes to downtown including fantastic restaurants and shopping and walking distance to the famous Fresh Fish Waltz Market. Easy I-75 access, Nathan Benderson Recreational Lake park and The new UTC mall!
Popular amenities for Whitfield house rentals
House rentals with a pool

Family Fun w/Pool •Fire pit• Arcade• 9 miles Beach

Waterfront/Kayak with Manatees/Pool/Fish

Htd Pool + GameRm | Sleeps 12 | 12 min Beach

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

Resort Style Home w/ Hot tub

Settle Down in Sarasota

Coastal Oasis/big pool heat option / 3bd2bth house

Cozy, modern cottage near beach!
Weekly house rentals

The Palm House: cozy, safe, central Sarasota

A Piece Of Sunshine to Enjoy!

Hello Sunshine! 1 mile from IMG

Cozy & spacious home with quiet neighborhood

Pet-Friendly Stay | Fire Pit + Arcade Fun

Family Friendly Home

Elegant home close to beaches, downtown, airport

Stay & Play - 4 min from IMG
Private house rentals

Charming Bungalow w/ Pool; Minutes to Beaches

New! Boat Dock + Dolphins + Beaches + Hot tub!

Newly Renovated Classic Bungalow

Blue Heron Sarasota • Pool, privacy, pickleball

The Happy House - Seeing is Believing!

Cozy Pool House| 24 min to Beach

Stylish Pool Home • Near IMG & Beaches • Top Rated

Winter Haven Retreat – Steps to Bay & Ringling
When is the best time to visit Whitfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $369 NZD | $461 NZD | $538 NZD | $405 NZD | $364 NZD | $404 NZD | $433 NZD | $383 NZD | $329 NZD | $350 NZD | $344 NZD | $369 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
- Rentals with a washing machine and dryer Whitfield
- Pet-friendly rentals Whitfield
- Rentals with pools Whitfield
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- Rentals with a fireplace Whitfield
- Rentals with a fire pit Whitfield
- Family-friendly rentals Whitfield
- Fitness-friendly rentals Whitfield
- Rentals with a patio Whitfield
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