Tigertail Beach Rentals - Vacation Rentals in Whitfield

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

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Cottage
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Sarasota Vacation Rental w/Private Pool & Lanai! From US $286
         

10.0 (21 Reviews)
House
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Seashells & Sunshine – Pool, Games, AMI Beaches From US $438
         

10.0 (18 Reviews)
House
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  • Pet Friendly
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Quality, classy, clean. From US $140
         

10.0 (18 Reviews)
Villa
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Sleeps 7-Heated Saltwater Pool-Near Beach, Airport From US $269
         

10.0 (16 Reviews)
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4BR Sarasota Retreat | Private Pool & Game Room! From US $429
         

10.0 (15 Reviews)
House
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  • Pet Friendly

Luxury Places to Stay in Whitfield

Over 197+ 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)
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Historic Beasley House with Heated Pool From US $901
         

9.0 (2 Reviews)
House
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  • TV
5BR/4BA |Pool & Spa + Pickleball, Golf View From US $853
         

9.8 (20 Reviews)
House
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Royal Palms - 4BR/4 BA Luxury Home w/Pool & Spa From US $768
         

9.2 (23 Reviews)
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Top-Rated Vacation Rentals with a Pool in Whitfield

Over 114+ Top-Rated Vacation Rentals with a Pool in or Near Whitfield
Pool Home - MiniGolf -Arcade- Near Beaches - Pet Friendly From US $441
         

10.0 (6 Reviews)
House
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Clean & Quiet home away from home From US $411
         

10.0 (3 Reviews)
House
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Private Heated Pool~Yacht Rental~BBQ~Firepit~Near Water From US $410
         

Saltwater Siesta Private Family Resort near IMG From US $452
         

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10.0 (2 Reviews)
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Pet-Friendly Vacation Rentals in Whitfield

Over 78+ Pet-Friendly Vacation Rentals in or Near Whitfield
4BR Htd Pool-Golf View/Near IMG/Siesta/Lido Beach From US $459
         

10.0 (9 Reviews)
House
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Sarasota 3BR | Pet-Friendly, Fenced Yard From US $253
         

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9.0 (1 Review)
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Pickleball + Heated Pool | Near Anna Maria From US $628
         

10.0 (2 Reviews)
House
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  • Pet Friendly
  • TV
Pink Palm Sarasota! Heated Pool, Mini Golf & Games From US $581
         

10.0 (1 Review)
House
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  • Pet Friendly
Awake 2 Spring @the Creek-Fishing*HTD Pool*Beaches From US $538
         

10.0 (1 Review)
House
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  • Pet Friendly
Canal, Pool, Near Beaches, Airport and Downtown From US $316
         

10.0 (1 Review)
House
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  • Pet Friendly

Large Vacation Homes & Villas in Whitfield

Over 40+ Large Vacation Homes & Villas in or Near Whitfield
Sarasota Family Home | Private Heated Pool | Relax From US $441
         

Relaxing Stay Near Beach & SRQ Airport From US $192
         

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9.0 (1 Review)
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Heated Pool + Ping-Pong + Foosball + 12 min to Beach From US $530
         

9.6 (32 Reviews)
House
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  • Pet Friendly
Free Htd Pool Steps to the Bay Pet-Friendly Near Siesta Key From US $500
         

9.6 (24 Reviews)
House
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  • Pet Friendly

Wheelchair Accessible Vacation Homes in Whitfield

Over 8+ Wheelchair Accessible Vacation Homes in or Near Whitfield
10 Pines - Sarasota Bay From US $472
         

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9.0 (8 Reviews)
House
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  • Wheelchair Accessible
Lantern Inn & Suites From US $202
         

9.0 (1273 Reviews)
Hotel
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Sarasota Serenity From US $400
         

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

New
House
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  • Pool
  • Wheelchair Accessible
Lantern Inn & Suites - Sarasota From US $262
         

7.9 (196 Reviews)
Hotel
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Ramada by Wyndham Sarasota Waterfront From US $142
         

7.8 (1076 Reviews)
Hotel
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Whitfield Vacation Rentals and Airbnb Places to Stay Under $200

Over 35+ Whitfield Vacation Rentals and Airbnb Places to Stay Under $200
3-bedroom house in sarasota fl From US $190
         

9.6 (15 Reviews)
House
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  • Pet Friendly
Ramada by Wyndham Sarasota Waterfront From US $123
         

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8.0 (1008 Reviews)
Hotel
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Charming, private entrance suite. Sarasota From US $102
         

New
Apartment
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Stylist Sarasota Home near Downtown, Beaches, Airport From US $164
         

The Urban Anchor - Sleek Suite @ Sarasota Cay Club From US $92
         

8.0 (1 Review)
Apartment
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Instantly Bookable Vacation Homes in Whitfield

Over 96+ Instantly Bookable Vacation Homes in or Near Whitfield
Magical Guesthouse 1 mi from SRQ airport From US $249
         

10.0 (3 Reviews)
House
  • TV
  • Security/Safety
  • Fireplace/Heating
Vibrant modern boutique/w stunning lap pool From US $335
         

10.0 (1 Review)
House
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Cozy Beach Beach House/King size suite/Pool/Pool Table/Sarasota From US $311
         

10.0 (1 Review)
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  • Security/Safety
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Sunny Escape- Private Pool, Hot Tub, Pet-Friendly & Sleeps 6-8 From US $357
         

Sarasota Home w/Private Pool ~ 10 Mi to Beach! From US $333
         

9.6 (9 Reviews)
House
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  • Pet Friendly

About Whitfield Vacation Rentals

With more than 206 Whitfield vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Tigertailbeachrentals 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 Tigertailbeachrentals 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 1187.13 ft² on average, with prices averaging US $354 a night.

Tigertailbeachrentals 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 176
Holiday Apartments 11
Hotels 7
Villas 5
Cottages 2

Use these Quick Filters to Find a Vacation Rental in Whitfield

Pro Tip: Tigertailbeachrentals makes it easy to compare the best listings on Tigertailbeachrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Tigertailbeachrentals 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


Whitfield Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Whitfield?
How many vacation rentals are available in Whitfield?

Currently, the total number of properties listed in 2026 is over 206 in the Whitfield area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Whitfield.