Entire home

Crosswind Cottage managed by Beach Retreats FL Anna Maria Island

Photo gallery for Crosswind Cottage managed by Beach Retreats FL Anna Maria Island

A balcony with a round table and two chairs, surrounded by a white railing, overlooking a lush tropical garden. - Crosswind Cottage managed by Beach Retreats FL Anna Maria Island (Holmes Beach)
A two-story blue house with a pool, outdoor seating, and a fenced backyard. - Crosswind Cottage managed by Beach Retreats FL Anna Maria Island (Holmes Beach)
A dining area with a wooden table, chairs, and a chandelier. There are windows with blinds, a bookshelf, and a sofa in the background. - Crosswind Cottage managed by Beach Retreats FL Anna Maria Island (Holmes Beach)
A spacious living area with a kitchen, a dining area, and a balcony with large windows. - Crosswind Cottage managed by Beach Retreats FL Anna Maria Island (Holmes Beach)
A two-story house with a blue exterior, a front garage, and a balcony. - Crosswind Cottage managed by Beach Retreats FL Anna Maria Island (Holmes Beach)
Near Bradenton Beach, Crosswind Cottage managed by Beach Retreats FL Anna Maria Island provides golfing on-site, a water park and a garden. An arcade/games room and laundry facilities are available to all guests.

Reviews

9.6 out of 10
Exceptional

Entire home

3 bedrooms3 bathroomsSleeps 6

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Air-conditioning

Add dates for prices

About this property

Crosswind Cottage managed by Beach Retreats FL Anna Maria Island

  • 🌴 Crosswind Cottage
    📍 312 A 61st Street, Holmes Beach, FL 34217
    📌 VRC19-000277
    🏡 3 Bedrooms | 2.5 Bathrooms | Sleeps 10 | Heated Pool | Game Room | Elevator
    🚗 This home can park up to 3 vehicles
    🛗 Elevator
    🎧 Quiet hours at 10p-7a: please respect neighbors

    Welcome to Crosswind Cottage, a spacious island retreat designed for comfort, fun, and relaxation. With three king bedrooms, a private pool, game room, and multiple balconies, this home offers the perfect blend of luxury and coastal charm. Centrally located in Holmes Beach, you'll be just moments from the Gulf's sparkling waters, shops, and restaurants.

    📝​​​​​​​While most of our properties rent only from Saturday to Saturday, exceptions can be made. Please reach out to us prior to booking if you would like to arrive or depart on alternate dates, or stay for fewer than 7 nights. We would love to host you!

    🛏 Sleeping Arrangements

    Primary Suite: King bed + ensuite bath with walk-in shower, jetted tub, double vanity, & private toilet room

    Bedroom 2: King bed

    Bedroom 3: King bed + twin bunk + twin trundle (3 twins total) → plenty of options for kids or groups

    Total: 3 bedrooms, 2.5 bathrooms

    🛁 Bathrooms

    Primary Suite Bath: Walk-in shower, jetted tub, double vanity, hair dryer

    Guest Bath: Shower/tub combo + generous vanity, hair dryer

    Powder Room: On main level

    🌟 Features & Amenities

    Private Heated Pool with in-pool bench seating

    Game Room with foosball, basketball, giant Connect-Four, seating area & TV

    Elevator access to all levels for easy convenience

    Balconies:

    Private balcony off primary suite (seating area)

    Balcony off living space (dining table + wicker chairs)

    Covered Patio: Grill + outdoor dining table for 6

    Fenced Yard with tropical landscaping, palm trees & pool loungers

    Smart TVs: Living room, game room, and large upstairs bedroom + flat screens in all rooms (5 total)

    Fully Equipped Kitchen with stainless steel appliances, coffee maker, Keurig, blender, & air fryer

    Laundry: Extra-large washer & dryer

    Beach Supplies: 2 adult bikes, wagon, and beach towels

    Comfort: Central A/C + ceiling fans in every room

    Professional linens for a hotel-level experience

    🚲 Island Living

    Located in the heart of Holmes Beach, you're close to Anna Maria Island's best dining, shopping, and activities. Hop on a bike, load up the beach wagon, or catch the free island trolley to explore everything from Bean Point to Bridge Street.

    📅 Booking & Cancellation

    No cancellation fees!
    Cancel 60+ days before arrival → Full refund
    Cancel within 60 days → No refund
    Extended stays & bookings $20,000+ → Full payment 90 days prior, non-refundable
    $500 deposit due at booking; balance due 60 days prior
    For reservations 21+ nights or $20,000+ → 10% deposit due at time of booking.
    Third party travel insurance cost is due at time of purchase
    Third-party travel insurance through Beach Retreats is non-refundable
    No changes permitted within 60 days of arrival or during stay
    We highly recommend cancelation insurance

    All changes/cancellations must be in writing

    ​​​​​​​🚗 This home can accommodate up to 3 vehicles

    ⚠️ Important Notes

    Residential neighborhood → Quiet hours 10 PM – 7 AM

    No changes permitted during the stay

    ✨ With its resort-style amenities, spacious layout, and unbeatable location, Crosswind Cottage is the perfect Anna Maria Island escape for families and groups alike.

    📩 Book your stay now at Beach Retreats

    🛜 This home features Silicon Travel. With Silicon Travel's firewall place in place, you can prevent internet access to any malicious activity in a Vacation rental home. Any guest device (WebCam, Baby Monitor, etc) can be added for a set time and will be removed automatically upon departure.

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Internet access

Parking and transport

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Bedrooms

  • 3 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2.5 bathrooms
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Separate dining area

Entertainment

  • Books
  • DVD player
  • Games
  • Music library
  • TV with cable/satellite channels
  • Video games
  • Video library

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • In-room accessibility
  • Lift
  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • In a village
  • In the city centre
  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping centre
  • Near the bay
  • Near the marina
  • Near the sea

Things to do

  • Arcade/game room
  • Bicycles
  • Golf
  • Heated pool
  • Optional golf privileges
  • Table tennis
  • Tennis
  • Water park
  • Water sports equipment
  • Basketball nearby
  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Mountain biking nearby
  • Parasailing nearby
  • Rafting nearby
  • Sailing nearby
  • Scuba diving nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Theme park nearby
  • Water skiing nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Bicycles
  • Garden

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

About the area

Located in Holmes Beach, this holiday home is in the city centre and near the beach. The area's natural beauty can be seen at Bradenton Beach and Bean Point Beach. Travelling with kids? Consider Fish Hole Adventure Golf and Florida Maritime Museum at Cortez. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and horse riding nearby. Visit our Holmes Beach travel guide
View more Holiday homes in Holmes Beach
Map
Holmes Beach, FL

What's nearby

  • A coastal town with a long sandy beach, clear blue ocean, and residential buildings along the shore.
    Bradenton Beach
    8 min walk - 0.7 km
  • A beach with white sand and a clear blue sky.
    Manatee Public Beach
    2 min drive - 1.8 km
  • A beach with sand, palm trees, and a roller coaster in the background.
    West Coast Surf Shop
    3 min drive - 2.5 km
  • Holmes Beach Beaches
    19 min walk - 1.6 km
  • Anna Maria Sound
    3 min drive - 2.1 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    39 min drive

Restaurants

  • Anna Maria Island Beach Cafe
    3 min drive
  • The Sandbar Restaurant
    5 min drive
  • The Ugly Grouper
    4 min walk
  • Ginny's & Jane E's
    4 min drive
  • The Waterfront Restaurant
    6 min drive

Frequently asked questions

Does Crosswind Cottage managed by Beach Retreats FL Anna Maria Island have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Crosswind Cottage managed by Beach Retreats FL Anna Maria Island pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Crosswind Cottage managed by Beach Retreats FL Anna Maria Island?

On-site parking is available at the property.

What time is check-in at Crosswind Cottage managed by Beach Retreats FL Anna Maria Island?

Check-in begins at 4:00 PM.

What time is check-out at Crosswind Cottage managed by Beach Retreats FL Anna Maria Island?

Checkout is at 10:00 AM.

Where is Crosswind Cottage managed by Beach Retreats FL Anna Maria Island located?

This family-friendly Holmes Beach holiday home is located by the sea, within 1 mi (2 km) of Bradenton Beach, Holmes Beach Beaches and Manatee Public Beach. Palmetto Avenue Beach and West Coast Surf Shop are also within 2 miles (3 km).

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Crosswind Cottage managed by Beach Retreats FL Anna Maria Island Reviews