View of home from road
View of home from road
Large heated pool
Large heated pool
Outdoor balcony off of dining room
Outdoor balcony off of dining room
Outdoor dining table under covered patio with fan
Outdoor dining table under covered patio with fan
Foyer upon entry
Foyer upon entry
Main level open concept living, dining and kitchen area
Main level open concept living, dining and kitchen area
Pool patio area
Pool patio area
Spacious main level king sized master ensuite
Spacious main level king sized master ensuite
Master ensuite bathroom with garden tub
Master ensuite bathroom with garden tub
Large heated pool patio
Large heated pool patio
Entry way leading to stairwell, elevator door, and attached garage
Entry way leading to stairwell, elevator door, and attached garage
Entry way foyer
Entry way foyer
View from main level master ensuite
View from main level master ensuite
Half bath, Laundry combo
Half bath, Laundry combo
Half bath
Half bath
Main level master ensuite
Main level master ensuite
Private balcony located just off the main level master ensuite
Private balcony located just off the main level master ensuite
King sized main level master ensuite
King sized main level master ensuite
King sized ensuite with doors leading out to private balcony
King sized ensuite with doors leading out to private balcony
Large walk-in closet for main level master ensuite
Large walk-in closet for main level master ensuite
Main level ensuite bathroom with walk-in shower and gardent tub
Main level ensuite bathroom with walk-in shower and gardent tub
Walk-in shower
Walk-in shower
Hallway off top of stairs in upper level
Hallway off top of stairs in upper level
Spacious king sized guest room on upper level
Spacious king sized guest room on upper level
King sized guest room on the upper level
King sized guest room on the upper level
King sized guest room
King sized guest room
Upper level king sized guest room
Upper level king sized guest room
Upper level full bath with tub
Upper level full bath with tub
Upper level full bath with tub
Upper level full bath with tub
Twin bunk room with king sized bed and two twins
Twin bunk room with king sized bed and two twins
Twin bunks in king sized room
Twin bunks in king sized room
King sized bed in bunk room
King sized bed in bunk room
Cozy living room
Cozy living room
Lots of natural light come in through the french doors and large windows
Lots of natural light come in through the french doors and large windows
Balcony off living room with views of the pool below
Balcony off living room with views of the pool below
Dining table on balcony off of living room
Dining table on balcony off of living room
Balcony off living room
Balcony off living room
Dining table on balcony off of living room
Dining table on balcony off of living room
View of pool from balcony off of living room
View of pool from balcony off of living room
Living room view from balcony door
Living room view from balcony door
Living room
Living room
Dining room table with seating for 6
Dining room table with seating for 6
Seating for 6 at this large wooden table
Seating for 6 at this large wooden table
Wine cabinet sits right behind table and next to french doors leading out to balcony
Wine cabinet sits right behind table and next to french doors leading out to balcony
Dining room showing off the open concept design of home
Dining room showing off the open concept design of home
Open kitchen
Open kitchen
Copious amounts of cabinet and counter top space in this modern kitchen
Copious amounts of cabinet and counter top space in this modern kitchen
Kitchen and dining room
Kitchen and dining room
Kitchen island
Kitchen island
Modern stainless appliances
Modern stainless appliances
Kitchen island facing towards living room and dining room
Kitchen island facing towards living room and dining room
Large heated pool
Large heated pool
Located in attached garage is everything any beach goer would want. Bikes, cooler, pool and beach toys, wagon and more
Located in attached garage is everything any beach goer would want. Bikes, cooler, pool and beach toys, wagon and more
Foosball table
Foosball table
Outdoor seating in attached garage
Outdoor seating in attached garage
Outdoor seating area
Outdoor seating area
Aerial view of home
Aerial view of home
Birds eye view of home
Birds eye view of home

Crosswind Cottage

  • 3 Beds |
  • 2.5 Baths |
  • 6 Guests
View of home from road
Large heated pool
Outdoor balcony off of dining room
Outdoor dining table under covered patio with fan
Foyer upon entry
Main level open concept living, dining and kitchen area
Pool patio area
Spacious main level king sized master ensuite
Master ensuite bathroom with garden tub
Large heated pool patio
Entry way leading to stairwell, elevator door, and attached garage
Entry way foyer
View from main level master ensuite
Half bath, Laundry combo
Half bath
Main level master ensuite
Private balcony located just off the main level master ensuite
King sized main level master ensuite
King sized ensuite with doors leading out to private balcony
Large walk-in closet for main level master ensuite
Main level ensuite bathroom with walk-in shower and gardent tub
Walk-in shower
Hallway off top of stairs in upper level
Spacious king sized guest room on upper level
King sized guest room on the upper level
King sized guest room
Upper level king sized guest room
Upper level full bath with tub
Upper level full bath with tub
Twin bunk room with king sized bed and two twins
Twin bunks in king sized room
King sized bed in bunk room
Cozy living room
Lots of natural light come in through the french doors and large windows
Balcony off living room with views of the pool below
Dining table on balcony off of living room
Balcony off living room
Dining table on balcony off of living room
View of pool from balcony off of living room
Living room view from balcony door
Living room
Dining room table with seating for 6
Seating for 6 at this large wooden table
Wine cabinet sits right behind table and next to french doors leading out to balcony
Dining room showing off the open concept design of home
Open kitchen
Copious amounts of cabinet and counter top space in this modern kitchen
Kitchen and dining room
Kitchen island
Modern stainless appliances
Kitchen island facing towards living room and dining room
Large heated pool
Located in attached garage is everything any beach goer would want. Bikes, cooler, pool and beach toys, wagon and more
Foosball table
Outdoor seating in attached garage
Outdoor seating area
Aerial view of home
Birds eye view of home

Description

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
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
This home can accommodate up to 3 vehicles
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
⚠️ 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 BeachRetreatsFL.com
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. 
read more +less -

Amenities

Electronics
Flat Screen TV
Blender
Coffee Pot
Keurig
Cable/Wifi
Iron and Ironing Board
Custom Vacation Rental Outdoor
Bikes
Grill
Beach Chairs
Beach and Pool Toys
Beach Wagon
Beach Towels
PatioTable and Chairs
Lounge Chairs
Pool
Foosball Table
Indoor
Board Games
Books
Washer/Dryer
High Chair
Pack and Play
Elevator
Hair Dryer
read more +less -

Frequently Asked Questions

  • Which floors does the elevator access? 
    This elevator accesses all of the floors. 
  • How do you access the pool from the house?
    In order to access the pool, you need to go to the bottom level of the home and go through the garage to access the backyard. 
  • Checkin Available
  • Checkout Available
  • Not Available
  • Check-out only
  • Available
  • Checkin Available
  • Checkout Available
  • Not Available

{[review.title]}

Guest Review

by on
More Reviews

King Bed with en-suite bathroom

Beds
King
Baths
Comments

King bed

Beds
King
Baths
Comments

King Bed + Bunk bed with trundle!

Beds
King | Bunk Bed (3) |
Baths
Comments
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
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
This home can accommodate up to 3 vehicles
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
⚠️ 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 BeachRetreatsFL.com
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. 
Electronics
Flat Screen TV
Blender
Coffee Pot
Keurig
Cable/Wifi
Iron and Ironing Board
Custom Vacation Rental Outdoor
Bikes
Grill
Beach Chairs
Beach and Pool Toys
Beach Wagon
Beach Towels
PatioTable and Chairs
Lounge Chairs
Pool
Foosball Table
Indoor
Board Games
Books
Washer/Dryer
High Chair
Pack and Play
Elevator
Hair Dryer
  • Which floors does the elevator access? 
    This elevator accesses all of the floors. 
  • How do you access the pool from the house?
    In order to access the pool, you need to go to the bottom level of the home and go through the garage to access the backyard. 
  • Checkin Available
  • Checkout Available
  • Not Available
  • Check-out only
  • Available
  • Checkin Available
  • Checkout Available
  • Not Available

{[review.title]}

Guest Review

by {[review.first_name]} on {[review.creation_date.split(' ')[0]]}
Room Details

King Bed with en-suite bathroom

Beds
King
Baths
Comments

King bed

Beds
King
Baths
Comments

King Bed + Bunk bed with trundle!

Beds
King | Bunk Bed (3) |
Baths
Comments
Enter Dates for Pricing
Including Taxes & Fees

Crosswind Cottage

  • 3 Beds |
  • 2.5 Baths |
  • 6 Guests
including taxes and fees
Guests field is required.
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Taxes and fees
Fees
Subtotal
Taxes
Total

Please Select Dates Above

padlock icon Secure Booking Experience
(40 reviews)
  • Sleeps: 6
  • Bedrooms: 3
  • Bathrooms: 2.5
  • Pets: 2