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Crosswind Cottage: Luxury 3-Bedroom House with Private Pool in Holmes Beach, FL

Rental in Holmes Beach Florida

Crosswind Cottage, a 3-bedroom house at Holmes Beach, FL. Offers TV, Internet, private pool, dishwasher, and more. Proximity to activities like golfing, biking, fishing, and much more. Perfectly suited for your vacation needs.

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Rates from
$259 / night
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Rental overview

Why You'll Love This Rental

Crosswind Cottage is a 3-bedroom, 2.5-bath rental in Holmes Beach, Florida, set in a waterfront-nearby area and listed as near a beach. The home sleeps 6 and includes features that support both downtime and active days, including a private heated pool, an elevator serving all levels, and multiple outdoor spaces. A dedicated game room adds an indoor option for evenings, while provided bikes and beach gear help streamline time outside.

Inside, the layout includes three king bedrooms, with the primary suite offering an ensuite bath with a walk-in shower and jetted tub. A guest bath with a shower/tub combo and a main-level powder room round out the bathrooms. The kitchen is fully equipped and paired with a dishwasher and standard small appliances, and the home also includes an extra-large washer/dryer. Outdoor amenities include a covered patio with a grill and dining table, plus balconies off the living space and primary suite. Parking is available for up to three vehicles, and quiet hours are observed from 10 PM to 7 AM.

Good fit for
Biking Boating Fishing Golfing
Private heated pool Includes a private heated pool with in-pool bench seating.
Elevator access Elevator serves all levels for easier movement between floors.
Game room Game room includes foosball, ping pong, video games, and a TV.
Three king bedrooms All three bedrooms feature king beds; the primary has an ensuite bath.
Beach gear included Beach chairs, towels, a wagon, and two adult bikes are provided.
At a glance

Property Highlights

Waterfront - NearbyLocation Setting
Near a BeachBeach Access
3 BedroomsBedrooms
2 Full, 1 Half BathroomsBathrooms
Sleeps 6Guest Capacity
Pool (Private)Pool
Internet AccessInternet
TelevisionTelevision
YesAir Conditioning
YesWasher / Dryer
Location & nearby Explore the Area

Crosswind Cottage is located in Holmes Beach, Florida, in the South Gulf Coast region. The setting is listed as waterfront-nearby, and the property is noted as near a beach. The home is in a residential neighborhood with quiet hours observed from 10 PM to 7 AM.

Plan your stay

Rates & Availability (USD)

Rates from
$259 per night
Check current rates & availability

Live booking details are maintained by Beach Retreats.

Check Availability

Availability Calendar

Use the calendar as a guide, then confirm current availability directly with the manager.

Available Booked
Season Nightly Weekly Monthly
Fall 2026 - After school is back in
Oct 02, 2026 - Nov 20, 2026
$299 n/a n/a
Thanksgiving 2026
Nov 21, 2026 - Nov 29, 2026
$629 n/a n/a
Fall 2026 - After school is back in
Nov 30, 2026 - Dec 18, 2026
$299 n/a n/a
Christmas 2026
Dec 19, 2026 - Dec 26, 2026
$499 n/a n/a
New Years 2026
Dec 27, 2026 - Jan 03, 2027
$629 n/a n/a
Jan 2027
Jan 04, 2027 - Jan 29, 2027
$349 n/a n/a
Feb 2027
Jan 30, 2027 - Mar 05, 2027
$529 n/a n/a
Peak Spring Break 2027
Mar 06, 2027 - Apr 16, 2027
$750 n/a n/a
Spring 2027
Apr 17, 2027 - May 27, 2027
$349 n/a n/a
Summer 2027
May 28, 2027 - Aug 07, 2027
$479 n/a n/a
September 2027
Aug 08, 2027 - Oct 01, 2027
$259 n/a n/a
Fall 2027 - After school is back in
Oct 02, 2027 - Nov 19, 2027
$299 n/a n/a
Thanksgiving 2027
Nov 20, 2027 - Nov 29, 2027
$629 n/a n/a
Fall 2027 - After school is back in
Nov 30, 2027 - Dec 17, 2027
$299 n/a n/a
Christmas 2027
Dec 18, 2027 - Dec 25, 2027
$499 n/a n/a
New Years 2027
Dec 26, 2027 - Jan 08, 2028
$629 n/a n/a
September 2028
Aug 12, 2028 - Sep 29, 2028
$259 n/a n/a
About this rental

About This Rental

Crosswind Cottage is a three-bedroom rental in Holmes Beach, Florida, in the South Gulf Coast region. The setting is listed as waterfront-nearby and the home is noted as near a beach. For guests who value convenience across floors, the property includes elevator access to all levels, along with parking for up to three vehicles and quiet hours from 10 PM to 7 AM.

The sleeping setup centers on three king bedrooms. The primary suite includes an ensuite bath with a walk-in shower, jetted tub, double vanity, and a private toilet room. A second full bathroom offers a shower/tub combination, and a powder room is located on the main level. Laundry is supported by an extra-large washer and dryer.

For at-home recreation, the property includes a private heated pool with in-pool bench seating and a game room equipped with foosball, ping pong, video games, and a TV. Multiple TVs are provided throughout the home. Internet access, central air conditioning, and ceiling fans in every room are also included.

Outdoor living is spread across balconies and a covered patio. The patio includes a grill and an outdoor dining table for six, and the yard is fenced. Beach and island-day extras include beach chairs, beach towels, a beach wagon, and two adult bikes, along with water sports gear. The kitchen is fully equipped with major appliances and includes a coffee maker and toaster, plus cookware, dishes, and utensils for in-home meals.

Crosswind Cottage<br />
312 A 61st Street, Holmes Beach, FL 34217<br />
VRC19-000277<br />
&nbsp;3 Bedrooms | 2.5 Bathrooms | Sleeps 10 | Heated Pool | Game Room | Elevator<br />
Elevator<br />
This home can park up to 3 vehicles<br />
Quiet hours at 10p-7a: please respect neighbors<br />
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&rsquo;ll be just moments from the Gulf&rsquo;s sparkling waters, shops, and restaurants.<br />
While most of our properties rent only from Saturday to Saturday, exceptions can be made. Please reach out to us&nbsp;prior to booking&nbsp;if you would like to arrive or depart on alternate dates, or stay for fewer than 7 nights. We would love to host you!<br />
Sleeping Arrangements<br />
Primary Suite: King bed + ensuite bath with walk-in shower, jetted tub, double vanity, &amp; private toilet room<br />
Bedroom 2: King bed<br />
Bedroom 3: King bed + twin bunk + twin trundle (3 twins total) &rarr; plenty of options for kids or groups<br />
Total: 3 bedrooms, 2.5 bathrooms<br />
Bathrooms<br />
Primary Suite Bath: Walk-in shower, jetted tub, double vanity, hair dryer<br />
Guest Bath: Shower/tub combo + generous vanity, hair dryer<br />
Powder Room: On main level<br />
Features &amp; Amenities<br />
Private Heated Pool with in-pool bench seating<br />
Game Room with foosball, basketball, giant Connect-Four, seating area &amp; TV<br />
Elevator access to all levels for easy convenience<br />
Balconies:<br />
Private balcony off primary suite (seating area)<br />
Balcony off living space (dining table + wicker chairs)<br />
Covered Patio: Grill + outdoor dining table for 6<br />
Fenced Yard with tropical landscaping, palm trees &amp; pool loungers<br />
Smart TVs: Living room, game room, and large upstairs bedroom + flat screens in all rooms (5 total)<br />
Fully Equipped Kitchen with stainless steel appliances, coffee maker, Keurig, blender, &amp; air fryer<br />
Laundry: Extra-large washer &amp; dryer<br />
Beach Supplies: 2 adult bikes, wagon, and beach towels<br />
Comfort: Central A/C + ceiling fans in every room<br />
Professional linens for a hotel-level experience<br />
This home can accommodate up to 3 vehicles<br />
Island Living<br />
Located in the heart of Holmes Beach, you&rsquo;re close to Anna Maria Island&rsquo;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.<br />
Booking &amp; Cancellation<br />
20% deposit due at booking; balance due 60 days prior to arrival<br />
Cancel 60+ days before arrival &rarr; Lose 20% deposit<br />
Cancel within 60 days &rarr; No refund<br />
Extended stays &amp; bookings $25,000+ &rarr; Full payment 90 days prior, non-refundable<br />
You may cancel your reservation within 24 hours of booking for a full refund, no questions asked. This grace period does not apply to reservations made within 60 days of arrival &mdash; these bookings are non-refundable from the time of booking.<br />
Third party travel insurance cost is due at time of purchase<br />
We highly recommend cancelation insurance<br />
Guests must be 25+ to book (or accompanied by parent/guardian)<br />
Quiet hours: 10 PM &ndash; 7 AM; please respect neighbors<br />
We prefer Saturday to Saturday rentals. If you&#39;re looking to stay other days, please give us a call.&nbsp;<br />
⚠️ Important Notes<br />
Residential neighborhood &rarr; Quiet hours 10 PM &ndash; 7 AM<br />
No changes permitted during the stay<br />
✨ With its resort-style amenities, spacious layout, and unbeatable location, Crosswind Cottage is the perfect Anna Maria Island escape for families and groups alike.<br />
Book your stay now at BeachRetreatsFL.com<br />
This home features Silicon Travel. With Silicon Travel&#39;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.&nbsp;
Things to enjoy

Activities and Special Interests

This property provides access to the following activities and special interests:

Golfing
Biking
Fishing
Hiking
Scuba Diving
Mountain Biking
Sailing
Surfing
Wind Surfing
Kayaking
Luxury
Beach
Horseback Riding
Boating
Spa
Family Vacations
Canoeing
Fly Fishing
Deep Sea Fishing
Ocean
What's included

Property Amenities

Featured Amenities

Television
Internet Access
Washer/Dryer
Grill
Dishwasher
Air Conditioning
Pool (Private)

Property Features

Iron / Ironing Board
Hair Dryer
Elevator
Refrigerator
Coffee Maker
Microwave
Dishes/Utensils
Stove
Toaster
Oven
Parking
Garage
Phone
Towels/Linens
Lanai
Balcony

Entertainment

Books
Movies
Music Library
Video Games
Ping Pong Table
DVD Player
Game Room
Foosball Table

Suitability

Children Welcome

Outdoor

Bicycle
Garden
Water Sports Gear
Beach Chairs
Beach Towels

Other Property Amenities

Bikes
Beach Wagon
PatioTable and Chairs
Lounge Chairs
Helpful details

Frequently Asked Questions

Crosswind Cottage is located in Holmes Beach, Florida.

Crosswind Cottage accommodates up to 6 guests.

3 Bedrooms and 2 Full, 1 Half Bathrooms.

The listed beach access for Crosswind Cottage is Near a Beach.

Yes. The property lists Pool (Private).

Crosswind Cottage is professionally managed by Beach Retreats.
Local management

Professionally Managed By

Beach Retreats View Manager Profile

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Property reference
#180673 · Crosswind Cottage
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