Villa Live Oak

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Sleeps: 8 Bedrooms: 3 Bathrooms: 3

Overview

Pool Villa/House Ideal for Kids Hot Tub Walk to Beach Laptop Friendly Workspace Parking Space Romantic

With the feel of a five-star resort and the privacy of a secluded island cabana, Villa Live Oak is the perfect balance of sumptuous seaside escape and comfy family home. Tucked among the swaying palm trees on Anna Maria Island’s coveted north end, you will be a short walk away from the sandy beach and delicious local cafes. This three-bedroom estate also boasts a private, resort-like pool, putting green, and outdoor lounging area that will quickly become your family’s happy place.

As you arrive at Villa Live Oak, you will find it nestled on a quiet corner lot, surrounded by mature palms and a lush green lawn. The spacious outdoor area gives a welcoming first impression of openness and tranquillity. Stepping inside, you are greeted by the main living area where brand-new furnishings, warm wood floors, and vaulted ceilings create an inviting space to kick back in front of the large flatscreen TV. To your right, the formal dining room awaits, offering seating for eight and the perfect setting for family meals.

A charming arched pass-through leads you into the fully-equipped kitchen. Bright white cabinets and appliances are complemented by seafoam green countertops, giving the space a fresh, coastal feel. Adjacent to the kitchen, a secondary living area features two cosy slip-covered sofas facing another large TV, providing ample space for everyone to relax and unwind.

The primary suite is a true sanctuary within the home. A king-size bed, set against a charming white shiplap wall with a woven headboard, is accented by pops of indigo blue and teal, adding a touch of beachy charm. Through the glass sliding door, you have access to a private balcony. The en-suite bathroom is stunning, with a freestanding marble tub inside a blue-tiled, glass-enclosed wet room that also includes a spa-like shower. The double vanity with glass bowl vessel sinks completes the luxurious feel.

Two additional bedrooms provide flexible sleeping space for large groups. The second bedroom features a king-size bed and a flatscreen television. The final bedroom, perfect for children or additional guests, has a queen-size bed next to a twin-over-twin bunk bed and a flatscreen TV. Two more full bathrooms are conveniently accessible from the hallway.

Although Villa Live Oak is close to the beach, the tranquillity of your private backyard oasis might be hard to leave. A sparkling, heated pool with a submerged tanning pad and swim-up tables offers a dreamy spot to soak up the sun. Lounge chairs in the shade invite you to relax with a cool drink and a good book. The spa is perfect for starlit evenings with a glass of wine. The manicured lawn features a putting green and a cornhole game. The covered lanai houses an outdoor living area with comfy sofas, two flatscreen televisions, a ping pong table, and an outdoor kitchen with a barbecue grill.

Villa Live Oak comfortably accommodates up to eight guests, ensuring everyone has space to relax and enjoy their holiday.

Oliver Approved

What you should know…

  • A range of supplemental services including pre-stock grocery shopping and babysitting are available for an additional fee
  • Please be a good neighbour by keeping the noise to a respectful level during the day and night
  • For use of the golf carts, all drivers must be over the age of 21 and driver’s must provide valid US Driver’s License and US Vehicle Insurance

Property Features

Private Pool Heated Pool Wi-Fi/Internet Air-Con Hot Tub Laptop Friendly Workspace BBQ Washing Machine Tumble Dryer Dishwasher Coffee Machine Hairdryer Smart TV TV Outdoor Games Table Tennis Ceiling Fans Parking Space

The Villa

Interior
- Main Living Area: Features brand-new furnishings, wood floors, and a large flat
screen TV
- Formal Dining Room: Seating for eight, located near the main living area
- Fully Equipped Kitchen: Includes bright white cabinets, seafoam green
countertops, and modern appliances
- Secondary Living Area: Two slip-covered sofas and another large TV
- Primary Suite: King-size bed, en-suite bathroom with freestanding marble tub,
glass-enclosed shower, and private balcony
- Second Bedroom: King-size bed and a flat screen TV
- Third Bedroom: Queen-size bed and twin-over-twin bunk bed, with a flat screen TV
- En-suite Bathroom: Adjacent to the primary suite, featuring a freestanding
marble tub and glass-enclosed shower
- Two Full Bathrooms: Located in the hallway, accessible to all bedrooms

Exterior
- Covered Lanai: Outdoor living area with comfy sofas, two flat screen TVs, a ping
pong table, and an outdoor kitchen with a barbecue grill
- Private Heated Pool
- Private Hot Tub / Spa
- Submerged tanning pad
- Swim-up tables
- Putting green
- Cornhole game

Additional Facilities
- Wi-Fi
- Smart TV
- Putting Green
- Pool Towels
- Premium Bed Linens
- Premium Towels
- Washer / Dryer
- Hair Dryer
- Fire Safety Equipment
- Golf Cart Included

Location

About the surrounding area of Villa Live Oak
Walk to Beach Walk to Restaurant <1hr to Airport Watersports Sailing Golf Nearby Tennis Nearby Cycling Outdoor Pursuit & Activities Tourist Towns & Villages Paragliding Boat Trips
Loading map

Villa Live Oak is situated on Anna Maria Island’s coveted north end, a prime holiday destination renowned for its charming coastal beauty and laid-back atmosphere. This location offers the perfect blend of seclusion and accessibility, making it an ideal spot for both relaxation and exploration.

Anna Maria Island is famous for its pristine sandy beaches and crystal-clear waters, just a short stroll from Villa Live Oak. The island's quaint streets are lined with local cafes, boutique shops, and inviting eateries, providing plenty of opportunities to sample fresh seafood and local delicacies.

The island’s north end is particularly appealing for its serene environment, making it a favourite among families and those seeking a peaceful retreat. Nature enthusiasts will appreciate the nearby parks and nature reserves, perfect for hiking, birdwatching, and kayaking. For a touch of culture and history, the Anna Maria Island Historical Society Museum offers a glimpse into the island’s past.

With its picturesque setting and wealth of activities, Villa Live Oak on Anna Maria Island provides a quintessential beach holiday experience. Whether you are lounging by the pool, exploring the local attractions, or enjoying the sandy shores, this location promises a memorable and rejuvenating getaway.

Read more about Anna Maria Island

Local Amenities
Nearest Airport Sarasota/Bradenton Airport

(32 km)

Nearest Airport 2 Tampa Airport

(89 km)

Nearest Town/City Longboat Key

(18 km)

Nearest Restaurant Island Ocean Star

(400 m)

Nearest Bar/Pub Bortell's Lounge

(2 km)

Nearest Beach Anna Maria Beach

(2 km)

Nearest National Park Myakka River State Park

(69 km)

Nearest Supermarket Publix

(7 km)

Nearest Golf Bradenton Country Club

(17 km)

Nearest Tennis Bradenton Tennis Center

(23 km)

Kids

Best Suited For: All Ages
Ideal for Kids Ideal for Teens

Villa Live Oak is a fantastic choice for families visiting Anna Maria Island with kids. This holiday home offers a perfect mix of fun and relaxation, designed to keep everyone entertained and comfortable. The backyard is a kid’s paradise, featuring a sparkling heated pool with a shallow tanning pad for little ones, and a putting green and cornhole game for older kids and adults. The outdoor living area, with its comfy sofas, ping pong table, and barbecue grill, is ideal for family gatherings and casual evenings.

Just a short walk away, the pristine sandy beaches offer safe, shallow waters for children to splash around in, and nearby local cafes provide tasty treats and casual dining options for the whole family. The spacious, open-plan interiors with brand-new furnishings make it easy for families to spread out and relax, while the two additional bedrooms with flexible sleeping arrangements cater to various family needs. With its blend of fun amenities and proximity to beach activities, Villa Live Oak ensures a memorable and stress-free holiday for families with kids.

Baby and Toddler Equipment

  • Cot(s)
  • High Chair(s)

Kids Activities Close-by

  • Beach Nearby
  • Walk to Beach
  • Walk to Restaurant
  • <1hr to Airport
  • Watersports
  • Sailing
  • Tennis Nearby
  • Cycling
  • Outdoor Pursuit & Activities
  • Tourist Towns & Villages

Onsite Facilities

  • Heated Pool
  • Outdoor Games
  • Table Tennis

Extras

At Oliver’s Travels, we pride ourselves on going that little bit further for our guests. From private chefs to travel services, we can help you arrange those little extras that make it a truly memorable holiday. Simply fill in the concierge request form or contact the Oliver’s Concierge Team, who will be happy to help. We can typically help you arrange any of the following:

- Maid service/extra cleaning
- Private chef/cook/catering
- Welcome hamper/pre-stocked fridge
- Local day-trips or tours
- Airport pick-up/drop-off

Simply fill in the concierge request form or contact the Oliver’s Concierge Team.

Please note that all extras are subject to availability and must be requested in advance of the holiday (prices on request). Due to some rural/remote locations, not all services will be available at all properties. However, we will always do our best to fulfil your requests!

Terms & Conditions

These terms and conditions may be amended from time to time.

Security deposit A non-refundable $80 damage waiver charged to the client by Oliver's Travels. The waiver provides a limited damage cover in case of any damage to the property or its contents (except in the case of deliberate or reckless acts) up to the value of $2000. Above $2000, claims will be made to recoup the extra charges incurred to repair any damage.
Arrival time 4 pm.
Departure time 10 am.
Energy costs included? Yes, included in the rental cost.
Heating costs included? Not available.
Linen & towels included? Yes, included in the rental cost.
Pool towels included? Yes, included in the rental cost.
End of stay cleaning included? No. $345, payable to Oliver's Travels with the balance. This is for a standard changeover clean. Guests should be respectful of the property and leave the accommodation in a clean and tidy condition. Any extra cleaning, laundry, maintenance and/or rubbish disposal required may be charged against the security deposit.
Internet access? Yes, included in the rental price.
Minimum stay 7 nights during high-season, 4 nights during low-season.
Changeover day Saturday during high-season, flexible during low-season.
Pets welcome? Not allowed.
Smoking Allowed? Smoking and Vaping are not permitted.
Pool heating charge? For those who require pool heating, this is included in the rental price. Please note that like all heated pools, pool heating and water temperature are reliant on weather and outside temperatures.
Tax State tax and Tourist Tax is included in rental price.

Rental Rates

Please note: All rates below are subject to 12.5% Seabreeze Sales Tax

Prices based on an occupancy of 8 people:

Rental period 4 Nights 5 Nights Weekly
Nov 30th 2024 - Dec 21st 2024 - - £7,530
Dec 21st 2024 - Jan 4th 2025 - - £7,530
Jan 4th 2025 - Jan 25th 2025 £2,404 £3,005 £4,207
Jan 25th 2025 - Mar 1st 2025 - - £6,340
Mar 1st 2025 - Apr 19th 2025 - - £8,413
Apr 19th 2025 - Apr 26th 2025 - - £10,180
Apr 26th 2025 - May 31st 2025 - - £5,048
May 31st 2025 - Jun 28th 2025 - - £6,731
Jun 28th 2025 - Jul 5th 2025 - - £7,993
Jul 5th 2025 - Aug 16th 2025 - - £6,731
Aug 16th 2025 - Nov 22nd 2025 £2,044 £2,554 £3,576
Nov 22nd 2025 - Nov 29th 2025 - - £6,310
Nov 29th 2025 - Dec 20th 2025 £2,044 £2,554 £3,576
Dec 20th 2025 - Jun 3rd 2026 - - £7,530

Prices based on an occupancy of 8 people:

Rental period 4 Nights 5 Nights Weekly
Nov 30th 2024 - Dec 21st 2024 - - $9,559
Dec 21st 2024 - Jan 4th 2025 - - $9,559
Jan 4th 2025 - Jan 25th 2025 $3,052 $3,815 $5,341
Jan 25th 2025 - Mar 1st 2025 - - $8,048
Mar 1st 2025 - Apr 19th 2025 - - $10,681
Apr 19th 2025 - Apr 26th 2025 - - $12,924
Apr 26th 2025 - May 31st 2025 - - $6,409
May 31st 2025 - Jun 28th 2025 - - $8,545
Jun 28th 2025 - Jul 5th 2025 - - $10,147
Jul 5th 2025 - Aug 16th 2025 - - $8,545
Aug 16th 2025 - Nov 22nd 2025 $2,594 $3,243 $4,540
Nov 22nd 2025 - Nov 29th 2025 - - $8,011
Nov 29th 2025 - Dec 20th 2025 $2,594 $3,243 $4,540
Dec 20th 2025 - Jun 3rd 2026 - - $9,559

Please note that these prices/rates are a guide only and may not be correct at the current date. For an accurate quote, please enquire.

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