Madison Vacation Rental - Vacation Rentals in Whitfield

Renovated 3BR Dog Friendly Pond View W/D From US $589
         

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New
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Seashells & Sunshine – Pool, Games, AMI Beaches From US $405
         

10.0 (17 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Pool
Home w/Pool - Near IMG, UTC, Airport, Beaches From US $302
         

10.0 (16 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Quality, classy, clean. From US $125
         

10.0 (16 Reviews)
Villa
  • Air Conditioner
  • Parking
  • TV
4BR Sarasota Retreat | Private Pool & Game Room! From US $397
         

10.0 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Whitfield

Over 183+ Luxury Places to Stay in or Near Whitfield
Remodeled 4BR Pool Home/Golf View/Near Beaches From US $985
         

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8.8 (21 Reviews)
House
  • Air Conditioner
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  • Pet Friendly
5BR/4BA |Pool & Spa + Pickleball, Golf View From US $934
         

9.8 (18 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Historic Beasley House with Heated Pool From US $748
         

10.0 (1 Review)
House
  • Air Conditioner
  • Pool
  • TV

Top-Rated Vacation Rentals with a Pool in Whitfield

Over 112+ Top-Rated Vacation Rentals with a Pool in or Near Whitfield
Pool Home - MiniGolf -Arcade- Near Beaches - Pet Friendly From US $455
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Sarasota Home w/Heated Pool: 3 Mi to Airport! From US $358
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Beautiful Home - Oasis Backyard with Heat Pool From US $342
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Whitfield

Over 73+ Pet-Friendly Vacation Rentals in or Near Whitfield
Family - Heated Pool - Near Siesta Key - Anna Maria - IMG From US $615
         

Sarasota 3BR | Pet-Friendly, Fenced Yard From US $223
         

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9.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Nature is calling at the Creek - Fishing*HTD Pool* From US $441
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Clean & Quiet home away from home From US $302
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Sarasota Home w/Private Pool ~ 10 Mi to Beach! From US $339
         

9.8 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Whitfield

Over 38+ Large Vacation Homes & Villas in or Near Whitfield
Private pool home with game room - Shaker Of Salt From US $270
         

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8.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Free Htd Pool Steps to the Bay Pet-Friendly Near Siesta Key From US $532
         

9.6 (24 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Private pool home with game room - Shaker Of Salt From US $346
         

8.2 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury HEATED Salt-Water Pool Oasis Close to Beaches and Downtown! From US $472
         

Wheelchair Accessible Vacation Homes in Whitfield

Over 7+ Wheelchair Accessible Vacation Homes in or Near Whitfield
10 Pines - Sarasota Bay From US $365
         

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9.0 (7 Reviews)
House
  • Air Conditioner
  • Pool
  • Wheelchair Accessible
Lantern Inn & Suites From US $130
         

9.0 (1237 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Sarasota Serenity From US $400
         

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New
House
  • Air Conditioner
  • Pet Friendly
  • Wheelchair Accessible
Seaside Dream | Private & Modern | Ace Location | From US $61
         

New
House
  • Air Conditioner
  • Pool
  • Wheelchair Accessible
Ramada by Wyndham Sarasota Waterfront From US $98
         

7.8 (1037 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Whitfield Varoom and Airbnb Places to Stay Under $200

Over 32+ Whitfield Varoom and Airbnb Places to Stay Under $200
Ramada by Wyndham Sarasota Waterfront From US $101
         

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7.8 (1005 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Pet-Friendly 3-Bedroom Near Whitfield w/Pond From US $199
         

9.0 (2 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Coastal Comfort Studio From US $84
         

New
House
  • Air Conditioner
  • Parking
  • TV
Stylist Sarasota Home near Downtown, Beaches, Airport From US $189
         

Instantly Bookable Vacation Homes in Whitfield

Over 91+ Instantly Bookable Vacation Homes in or Near Whitfield
Magical Guesthouse 1 mi from SRQ airport From US $242
         

10.0 (3 Reviews)
House
  • TV
  • Security/Safety
  • Fireplace/Heating
Cozy Beach Beach House/King size suite/Pool/Pool Table/Sarasota From US $311
         

10.0 (1 Review)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Sarasota Vacation Rental w/Private Pool & Lanai! From US $284
         

9.8 (20 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

About Whitfield Vacation Rentals

With more than 192 Whitfield vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Madisonvacationrental and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Whitfield.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Madisonvacationrental Whitfield, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Whitfield. Places to stay near Whitfield are 1168.62 ft² on average, with prices averaging $356 a night.

Madisonvacationrental makes it easy and safe to find and compare vacation rentals in Whitfield with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Whitfield

Type Count
Vacation Homes 165
Holiday Apartments 11
Hotels with Suites 5
Villas 5
Cottages 2

Use these Quick Filters to Find a Vacation Rental in Whitfield

Pro Tip: Madisonvacationrental makes it easy to compare the best listings on Madisonvacationrental homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Madisonvacationrental homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Whitfield.

Weather in Whitfield

View the weather forecast for Whitfield before booking your Whitfield Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Complexes around Whitfield, FL