
House holiday rentals in Whitfield
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Top-rated house rentals in Whitfield
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Cozy Beach House Including King Size Suite !
Welcome to our beach home ! Located in a beautiful neighborhood where you can unwind & relax with the family after a long day at the beach. We are located only a short drive to the finest beaches in FL where you can find sand dollars with the kids & view breathtaking sunsets ! Play a game of pool, grill out on our patio, & enjoy our fire pit & enclosed pool !! This easy access one-level home sleeps up to 8 people. Conveniently located within minutes from groceries, restaurants, and attractions.

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.

Resort Style Retreat - Tropical Oasis - Beaches
Book your vacation knowing that a one-of-a-kind experience awaits you. This home is well-equipped for travelers of all ages, and features unique spaces and amenities throughout. The ultimate home for families and friends. Seasoned professionals in hospitality, we've worked tirelessly to create a memorable experience for guests of all ages. Book now for some fun AND relaxation! 🌴Fire Pit 🌴Sanded Beach Areas 🌴Pool Table 🌴Lighted Splash Pad 🌴Games and Books 🌴Coffee Bar 🌴Yoga/Weights

Manatee Cove: Waterfront Oasis w/GameRoom &HotTub
Welcome to Your Private Waterfront Oasis! This spacious home on a serene canal off Sarasota Bay features 3 bedrooms, 2 bathrooms & a HUGE climate-controlled game room! Enjoy direct water access for fishing, canoeing, kayaking and spotting manatees. Just 7 minutes from the airport & 15 minutes from Sarasota, you’ll have access to beautiful beaches like Siesta Key & Anna Maria Island. Offering free WiFi, BBQ grill & firepit, this retreat is perfect for families seeking relaxation & adventure!

Htd Pool | PingPong | Foosball | 12 min to Beach
Welcome to Coastal Farmhouse Sarasota! ✨ Your ideal family getaway is just two blocks from Sarasota Bay and minutes from Florida’s most famous beaches Siesta Key, Lido Key, Bradenton Beach, and Anna Maria Island. Designed with families and groups in mind, this newly remodeled 4-bedroom home sleeps up to 12 guests and features a screened heated pool, a fully equipped kitchen, and a bright, open layout perfect for relaxing and entertaining. Perfect for families, groups, and beach lovers!

Family Friendly w/Free Heated Pool Near Beach
Welcome to Vistalodgings Villa Del Sol where families have fun ☀ 3 bedrooms: 1 king, 1 queen, 1 full, 1 twin bed and 2 full bathrooms ☀ Fully equipped kitchen: Keurig dual coffee maker, waffle maker, air fryer, electric kettle, blender, mixer, pots and pans ☀ Dining area for 8 ☀ Fast speed internet Wi-Fi ☀ Heated pool free of charge ☀ EV charger ☀ Shuffleboard, Pac-man arcade ☀ 5 Smart TVs with Disney Plus ☀ Bikes, beach chairs, umbrellas, cooler, beach toys ☀ Iron

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.

Lovely Home by Sarasota Bay
Enjoy a stylish coastal bungalow in North Sarasota, just minutes from downtown’s restaurants, shops, and Sarasota Bay. Relax in modern comfort with central A/C, high-speed WiFi, and smart TVs in every room. Nearby, explore beaches like Siesta Key, Lido Key, and Anna Maria Island. The fully-equipped kitchen, comfortable bedrooms, and modern bath make for a relaxing stay. Plus, you’re close to top attractions like The Ringling Museum, Marina Jack, and more!

The Palm House: cozy, safe, central Sarasota
Thank you for considering my home in Sarasota for your accommodations! Whether you're looking for a home close to IMG, the SRQ airport, a short drive from Sarasota's barrier islands and thriving downtown or seeking a cozy family home look no further. With my 15+ year background in hotels and hospitality I designed this space to be welcoming, playful and comfortable for all visitors. I look forward to hosting you in Sarasota!

Magical Secluded Retreat
Light-filled mid-century gem, newly renovated with cathedral ceilings. A lush canopy of tropical plants and trees offers privacy and calm unusual for its central location in Sarasota's historic neighborhood on the Bay. Relax inside and out, and lose yourself in birdsong, gently swaying bamboo and beautiful nature. Just 10 minutes to world-renowned beaches and even closer to dining, shopping and museums.

The Sea is Calling
Our home, The Sea is Calling, is located on a cul de sac in Whitfield Estates. It is a short drive to many world class beaches and attractions like Lido Beach, Siesta Key, Longboat Key, Mote Marine, Ringling Museum and Sarasota Jungle Gardens. Our home is welcoming and we hope you decide to let us share a bit of paradise with you. When The Sea is Calling, you must go! We hope to see you soon.

Free Htd Pool • Steps to the Bay • Pet-Friendly •
The Bay 218 is a stylish one-level Sarasota retreat just steps from the bay and minutes to Lido Key, Siesta Key, Longboat Key, and Anna Maria Island. Enjoy a chef’s kitchen, two living areas, luxe bedrooms, and a private backyard with heated pool, tanning ledge, and kids play area. Beach gear included. Dog-friendly with approval. Perfect for a relaxing coastal getaway! 🌴🏖️
Popular amenities for house rentals in Whitfield
House rentals with a pool

Tropical Sarasota Oasis | Private Pool + Sleeps 12

Historic Beasley House with Heated Pool

ON SALE - Canalfront, Pool, Grill, Dock

Coastal Oasis/big pool heating option /3bd2bth

Backyard Oasis, Dual Master suite, Pool home!

Private Siesta Beach House Oasis with Heated Pool.

Cozy Boho Bungalow Pool/Spa QR Code Walkthrough

Sunrise Villa - Tropical 3 bedroom home with pool
Weekly house rentals

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

Settle Down in Sarasota

Private Tropical Oasis | Pool+Golf+Bocce+Fire+PETS

Palm Breeze Home

Elegant home close to beaches, downtown, airport

About 5 minutes drive from SRQ Airport!

*HUGE* home w *heated POOL* Siesta Key and AMI

Sunset Cottage: Modern 2BR, Stylish & Brand New!
Private house rentals

A Piece Of Sunshine to Enjoy!

Waterfront/Kayak with Manatees/Pool/Fish

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

House with heated pool, hot tub, golf course

Pickleball & Heated Pool • Pets Welcome Retreat

Heated Pool, Spa, BBQ, Games, Fire Pit, Sleeps 10

Sunset Views & Heated Pool

Cozy home in Sarasota!
When is the best time to visit Whitfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £158 | £198 | £231 | £174 | £156 | £173 | £176 | £149 | £131 | £143 | £162 | £171 |
| 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 110 holiday rentals in Whitfield

Nightly prices starting at
Whitfield holiday rentals start at £45 per night before taxes and fees

Verified guest reviews
Over 4,240 verified reviews to help you choose

Family-friendly holiday rentals
100 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
110 of Whitfield holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Whitfield rentals

4.8 Average rating
Whitfield stays are highly rated by guests – averaging 4.8 out of 5!
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- Rentals with pools Whitfield
- Waterfront rentals Whitfield
- Fitness-friendly rentals Whitfield
- Rentals with a firepit Whitfield
- Rentals with outdoor seating Whitfield
- Rentals with a fireplace Whitfield
- Hotel rooms Whitfield
- Rentals with a patio Whitfield
- Rentals with a washing machine and dryer Whitfield
- Family-friendly rentals Whitfield
- Pet-friendly rentals Whitfield
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- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
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- John's Pass
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