
House vacation rentals in Whitfield
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Top-rated house rentals in Whitfield
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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).

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.

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.

Lovely House in 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!

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!

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.

Spring in the Sun! Near the Bay | Htd Private Pool
✨ Long stays welcome! Stay 14+ nights for special discounts. The Bay 218 is steps from the bay and minutes from Sarasota’s top beaches. Enjoy a chef’s kitchen, two living areas with hanging pod chairs, luxurious bedrooms, a bunk room for kids, and a heated backyard pool with basketball hoop and swings. Beach gear, smart TVs, and one dog welcome included. Perfect for family fun and relaxation!
Popular amenities for Whitfield house rentals
House rentals with a pool

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

Backyard Oasis, Dual Master suite, Pool home!

Sarasota Escape | Minutes to Beaches + Downtown

3bd/3ba on water - Pool - Dock your boat

Living The Dream - Heated Pool + Mini Golf +Swings

Modern, Bright Downtown SRQ A-Frame West of Trail

*Heated* Pool Home Minutes to Anna Maria Beaches

Sarasota Oasis: Convenient/Heated Renovated Pool
Weekly house rentals

Suite Waterfront River Downtown Bradenton

4BR Sarasota Retreat | Private Pool & Game Room!

Cozy, modern cottage near beach!

Yunet Studio 1

Family Friendly Home

Palm Breeze Home

Stay & Play - 4 min from IMG

Sara Bay Retreat
Private house rentals

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

Costal Breeze Cottage. Pet friendly. King size bed

Settle Down in Sarasota

Heated Pool • Game Room • Pet-Friendly • Beaches

Beautiful Florida Bungalow

Perfect Family Getaway+ping pong, mini golf, bikes

Sarasota Pool Home

Urban Serenity among Mango Trees
When is the best time to visit Whitfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$44,090 GYD | G$55,165 GYD | G$64,359 GYD | G$48,479 GYD | G$43,463 GYD | G$48,270 GYD | G$49,105 GYD | G$41,583 GYD | G$36,568 GYD | G$41,792 GYD | G$41,165 GYD | G$44,090 GYD |
| 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 vacation rentals
Explore 100 vacation rentals in Whitfield

Nightly prices starting at
Whitfield vacation rentals start at G$10,448 GYD per night before taxes and fees

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

Family-friendly vacation rentals
90 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
100 of Whitfield vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, 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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