Coolshade Cottage

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Sleeps: 4 - 6 Bedrooms: 2 Bathrooms: 1

Overview

Pool Villa/House Ideal for Kids Walk to Beach Walk to Village Parking Space

`As you step into Coolshade Cottage, you will immediately sense the warm, inviting atmosphere of this charming villa. Located on the southern end of Holmes Beach on Anna Maria Island, this ground-level retreat is a delightful blend of comfort and convenience, perfect for a memorable beach holiday.

Walking through the front door, you will find yourself in a fresh and airy space that has been thoughtfully updated. The recent refurbishment has brought a crisp, contemporary feel with new flooring and a fresh coat of paint. The living area is designed with a relaxed, coastal charm in mind, featuring light, beach-inspired furnishings that make you feel right at home. The open-plan layout ensures that the space is both practical and welcoming, ideal for relaxing after a day of exploring or soaking up the sun.

The fully equipped kitchen is a pleasure to cook in, boasting sleek granite countertops and stainless-steel appliances. Whether you’re preparing a quick snack or a family feast, you will find everything you need right at your fingertips. The dining area is set up for casual meals, and the cosy living room is perfect for unwinding with a good book or enjoying some TV time with the provided cable and high-speed internet.

Moving through to the bedrooms, you will appreciate the tranquil atmosphere. Each room is tastefully furnished with contemporary beach decor, ensuring a restful night’s sleep after a day of island adventures. The bathroom, too, is well-appointed with modern fixtures, adding to the overall convenience of the villa.

Stepping outside, the charm of Coolshade Cottage continues. The private patio offers a secluded spot for al fresco dining or simply enjoying the lush tropical surroundings. A gas grill is ready for those evenings when you feel like cooking up a barbecue. The shared outdoor space is equally impressive, featuring a paver courtyard and a charming tiki hut. The heated pool, with its relaxing waterfall, provides the perfect place to cool off or enjoy a leisurely swim.

Just a brief ninety-second stroll from the villa will take you to the pristine, sugary white sands of the Gulf beaches. With shopping, restaurants, and trolley stops nearby, everything you need for a perfect beach getaway is within easy reach. Coolshade Cottage truly offers a blend of comfort and convenience, making it an ideal choice for your next island escape.

Oliver Approved

What you should know…

  • Please be a good neighbour by keeping the noise to a respectful level during the day and night
  • Kids must be supervised around the pool area at all times for safety reasons
  • There is a sleeper sofa with pillows, linen, and comforter for the 5th and 6th guest

Property Features

Heated Pool Shared Pool Wi-Fi/Internet Air-Con BBQ Washing Machine Tumble Dryer Dishwasher Microwave Coffee Machine Hairdryer Ground Floor Bed & Bath Smart TV TV Ceiling Fans Parking Space

The Cottage

Interior
- Living Room: A cosy, open area designed for relaxation and family time
- Dining Area: Adjacent to the living room, perfect for family meals
- Kitchen: Fully-equipped with modern appliances, granite countertops, and ample
space for cooking
- Master Bedroom: Bedroom with king-size bed tastefully decorated with
comfortable furnishings, ideal for restful nights
- Second Bedroom: Bedroom with twin beds designed with a similar coastal charm,
accommodating additional guests or family members
- Bathroom: Well-appointed with modern fixtures and convenient for all guests

Exterior
- Private Patio: Outdoor space with a grill for al fresco dining and enjoying the
tropical landscape

Additional Facilities
- Community Pool
- Gas Grill
- Wi-Fi
- Smart TV
- Pool Towels
- Premium Bed Linens
- Premium Towels
- Washer / Dryer
- Hair Dryer
- Fire Safety Equipment
- Dishwasher
- Microwave
- Coffee machine

Location

About the surrounding area of Coolshade Cottage
Walk to Beach Walk to Village Walk to Restaurant <1hr to Airport Watersports Sailing Canoeing/Kayaking Golf Nearby Tennis Nearby Cycling Horse Riding Go-Karting Outdoor Pursuit & Activities Tourist Towns & Villages Historical Sites Surfing Paragliding
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Coolshade Cottage is situated on the southern end of Holmes Beach, a serene part of Anna Maria Island that offers a perfect blend of tranquillity and accessibility. This idyllic spot is just a short walk from the pristine, sugar-white sands of the Gulf beaches, making it an ideal location for beach enthusiasts. The villa’s setting allows for a peaceful retreat while still being close to essential amenities.

Within easy reach, you will find a variety of shopping options, dining establishments, and trolley stops, ensuring that you have everything you need for a relaxing holiday. The island’s relaxed atmosphere is complemented by its proximity to local attractions and recreational activities. Whether you are interested in exploring charming local boutiques, enjoying fresh seafood at nearby restaurants, or taking a leisurely bike ride around the island, Coolshade Cottage provides a convenient base for all your island adventures. This prime location combines the best of both worlds—secluded beachside serenity with the convenience of nearby amenities.

Read more about Anna Maria Island

Local Amenities
Nearest Airport Sarasota/Bradenton Airport

(24 km)

Nearest Airport 2 Tampa Airport

(84 km)

Nearest Town/City Longboat Key

(11 km)

Nearest Restaurant Los Chiludos Mexican Grill

(400 m)

Nearest Bar/Pub Anchor Inn

(400 m )

Nearest Beach Holmes Beach

(200 m )

Nearest National Park Myakka River State Park

(64 km)

Nearest Supermarket Publix

(800 m )

Nearest Golf Bradenton County Club

(11 km)

Nearest Tennis Bradenton Tennis Center

(15 km)

Kids

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

Coolshade Cottage is a fantastic choice for families visiting Anna Maria Island with kids. Its ground-level layout is perfect for families with young children, making it easy to navigate with strollers or little ones in tow. The villa’s proximity to the beach—just a ninety-second walk—means you can easily head to the sugary sands and gentle waves without the hassle of long drives or parking.

Kids will love the shared heated pool with its fun waterfall feature, a great spot for splashing around and cooling off after a day of sun. The private patio and lush tropical garden offer a safe space for outdoor play and family meals. With a fully equipped kitchen, you can prepare kid-friendly meals and snacks effortlessly, and the villa’s comfortable living area provides a cosy space for family movie nights.

Nearby, you will find kid-friendly dining options and charming local shops. The island’s relaxed, family-friendly vibe makes Coolshade Cottage an ideal base for creating lasting memories on your beach getaway.

Kids Activities Close-by

  • Beach Nearby
  • Walk to Beach
  • Walk to Village
  • Walk to Restaurant
  • <1hr to Airport
  • Watersports
  • Sailing
  • Canoeing/Kayaking
  • Tennis Nearby
  • Cycling
  • Horse Riding
  • Go-Karting
  • Outdoor Pursuit & Activities
  • Tourist Towns & Villages
  • Historical Sites

Onsite Facilities

  • Heated Pool

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 transfers

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 price.
Heating costs included? Not available.
Linen & towels included? Yes, included in the rental price.
Pool towels included? Yes, included in the rental price.
End of stay cleaning included? No. $195, 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. All other durations on request.
Changeover day 7 nights.
Pets welcome? Not allowed.
Smoking Allowed? Smoking and Vaping are not permitted.
Pool heating charge? The community pool is heated free of charge. 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 4 people:

Rental period Weekly
Nov 30th 2024 - Dec 21st 2024 £2,608
Dec 21st 2024 - Jan 4th 2025 £2,608
Jan 4th 2025 - Jan 25th 2025 £2,356
Jan 25th 2025 - Mar 1st 2025 £2,482
Mar 1st 2025 - Apr 19th 2025 £2,651
Apr 19th 2025 - Apr 26th 2025 £3,251
Apr 26th 2025 - May 31st 2025 £1,851
May 31st 2025 - Jun 28th 2025 £2,104
Jun 28th 2025 - Jul 5th 2025 £2,524
Jul 5th 2025 - Aug 16th 2025 £2,104
Aug 16th 2025 - Nov 22nd 2025 £1,683
Nov 22nd 2025 - Nov 29th 2025 £3,071
Nov 29th 2025 - Dec 20th 2025 £1,683
Dec 20th 2025 - Jun 3rd 2026 £2,608

Prices based on an occupancy of 4 people:

Rental period Weekly
Nov 30th 2024 - Dec 21st 2024 $3,311
Dec 21st 2024 - Jan 4th 2025 $3,311
Jan 4th 2025 - Jan 25th 2025 $2,991
Jan 25th 2025 - Mar 1st 2025 $3,151
Mar 1st 2025 - Apr 19th 2025 $3,365
Apr 19th 2025 - Apr 26th 2025 $4,127
Apr 26th 2025 - May 31st 2025 $2,350
May 31st 2025 - Jun 28th 2025 $2,671
Jun 28th 2025 - Jul 5th 2025 $3,205
Jul 5th 2025 - Aug 16th 2025 $2,671
Aug 16th 2025 - Nov 22nd 2025 $2,137
Nov 22nd 2025 - Nov 29th 2025 $3,899
Nov 29th 2025 - Dec 20th 2025 $2,137
Dec 20th 2025 - Jun 3rd 2026 $3,311

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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