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Crosswind Cottage managed by Beach Retreats FL Anna Maria Island

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Exterior
Exterior
Interior
Outdoor dining
Aerial view

Reviews

9.6 out of 10
Exceptional
3 bedrooms2+ bathroomsSleeps 6

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Pet-friendly
  • Air conditioning

Explore the area

Map
Holmes Beach, FL
  • Manatee Public Beach
    ‪3 min drive‬
  • Bean Point Beach
    ‪7 min drive‬
  • Anna Maria Beach
    ‪7 min drive‬
  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪39 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Common Space

1 Double Sofa Bed

King bed

1 King Bed

King Bed + Bunk bed with trundle!

1 King Bed and 3 Single Bunk Beds

King Bed with en-suite bathroom

1 King Bed

2 bathrooms, 1 half bathroom

Full bath

Toilet · Shower only

Full bath with tub

Toilet · Shower only

Half bath

Toilet

Spaces

Deck or patio
Kitchen
Balcony
Separate dining area
Garden
Dining area

About this property

Crosswind Cottage managed by Beach Retreats FL Anna Maria Island

312 A 61st Street Holmes Beach, FL 34217
VRC19-000277
Welcome!

Welcome to this luxury Key West style home by the sea! It is your place in the sun to make
memories and unwind! Get ready to make memories at Crosswinds Cottage!

Your home away from home

This home has been professionally decorated and recently renovated, including luxury vinyl flooring throughout.

Sleeping & Bathrooms

Total bedrooms: 3
• Bedroom 1 (primary suite): King-sized bed
• Bedroom 2: King-sized bed
• Bedroom 3: King-sized bed and a twin-sized bunk bed with a pull-out twin-sized trundle (3 twin-sized beds total) for plenty of sleeping options

Total bathrooms: 2.5
• Bathroom 1 (primary suite): Separate walk-in shower, a jet tub, a toilet room, double vanity, and hair dryer
• Bathroom 2: Powder room on main level
• Bathroom 3: Shower-tub combo, generous vanity, and hair dryer

Amenities

• Elevator: Access to all levels
• Private Pool: Heated pool with in-pool bench seating
• Private Yard: Fully fenced yard with full-sized palm trees and professional, tropical landscaping, poolside recliners and Adirondack chairs
• Covered Patio: Grill and six-person dining table
• Grilling: Grill and grilling tools (located under covered patio)
• Game Room: Foosball, basketball game, giant Connect-Four game, comfortable sitting area, and TV.
• Balconies: A private balcony off the primary suite with chairs, and a second balcony off the living space with a dining table and four oversized wicker-style chairs
• TVs: Five flat screen TVs throughout the house with Smart TVs in the living room, game room, and large upstairs bedroom; all bedrooms, family room, and the game room have flat screen TVs
• Internet: Free, high-speed wireless internet
• Appliances: Extra-large sized washer and dryer; and all new, full-sized stainless steel kitchen appliances - fridge, dishwasher, garbage disposal, stove & oven, microwave, coffee maker, Keurig, blender, and air-fryer. The kitchen is fully equipped for any cooking need.
• Beach supplies: 2 adult bikes, beach wagon, and beach towels
• Central air-conditioning and ceiling fans in each room
• Professional linen cleaning service

Access

There is an elevator that serves all floors to accommodate guests and help with luggage.

**Please keep in mind that the elevator is not ADA certified and if it becomes inoperable due to any reason, the stairs will be the only form of transportation to and from the unit**

Pets

Guests are allowed up to 2 dogs. Crosswinds Cottage also has a fully fenced backyard, and the local dog park is a very short walk. Please see booking terms and conditions.

Layout

Crosswinds Cottage is a three-story, Key West style home with elevator access to all levels.

• Ground level: Includes a converted garage game room that offers the best of indoor-outdoor living and access to the private pool and grill.

• Main level: The main level includes the primary suite with a king-sized bed, large walk-in closet, work desk, and private balcony as well as a spacious bathroom with separate shower, a jet tub, toilet room, and double vanity

The kitchen (with island and stainless steel, full-sized appliances), dining room, living room, and shared balcony are also on this level. The balcony comfortably accommodates 4 for outside relaxing and dining.

Powder Room for guest access.

Laundry area with oversized washer and dryer.

• Third level: Two bedrooms and full bathroom with tub located between the two bedrooms. The first bedroom has a king-sized bed. The second bedroom provides you with various sleeping options. It includes a king-sized bed, and a bunk bed comprised of a twin over twin with a pull-out twin trundle.

Things to do

Perfectly located to provide privacy and relaxation, Crosswinds Cottage is just a short walk to the beautiful white sand Anna Maria beaches. Just a few minutes' walk the city park with a children's playground, a skate park, pickle ball court, tennis courts, an open field, and enclosed dog park.

Easily walk to locally operated restaurants and boutiques with delicious local food and quaint island themed gifts just around the corner. The location of Crosswinds Cottage, in the heart of Holmes Beach, has something for everyone.

With two adult bikes available for your convenience, you can easily explore the rest of
the island without a car. There is a free public Island Trolley Service is also available to inspire your adventure! Also, try out the Monkey Bus for point-to-point service.

Head to the beach, go parasailing, or take a sunset cruise or paddleboard on the crystal-clear blue waters in the Gulf!

Beach

Crosswinds Cottage is just a short five-minute walk to Anna Maria Island's world-renowned white sandy beaches!

Guests can enjoy the supplied 2 adult bikes, beach wagon, and beach towels.

Dining

Crosswinds Cottage is close to several dining options. We recommend checking out restaurants like the Waterfront, Chateau Anna Maria, Ugly-Grouper, grab burgers at Skinny's or Harry's, or watch the sunset at the Sandbar or Beach House.

A local favorite is The Doctors Office for craft cocktails and plates - and only about a five-minute walk from Crosswinds Cottage.

Shopping
Crosswinds Cottage is about a five-minute walk to nearby boutique shopping - such as Original Sand Dollar and several clothing and beachy boutiques. You can walk a bit further or take the free trolley to the other shopping hot-spots on Anna Maria Island. And don't forget the wonderful fresh seafood at local purveyors.

Transportation

Take the free trolley around Anna Maria - with easy access to Bean Point, historic Bridge Street, and more.

Why we love it here

Crosswinds Cottage offers a fantastic location that is ideal for your Anna Maria Island getaway. It is close to local shops and restaurants, and it is only a short stroll to the pristine Gulf beaches to enjoy during the day and watch gorgeous sunsets in the evening.

Crosswinds Cottage is fully outfitted to be your home away from home!

Crosswinds Cottage has a private heated pool with a covered lanai and mature tropical landscaping for your relaxation. Enjoy quality time outdoors around the pool, grill up a delicious home cooked meal or simply try out some of the delicious local seafood--this home offers it all!
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Bringing your dogs?

Guests are allowed up to 2 dogs. Provided they are housebroken and must be friendly with other dogs and people. Pet must be disclosed up front at the time of inquiring/booking and a one-time non-refundable fee of $150 will be due at the time of booking to accommodate for extra cleaning/pet sanitation.

Should we receive complaints from neighbors of barking/disruption we reserve the right to ask you to remove the pet immediately. Undeclared pets will be charged $500, and you will be required to vacate the property. By booking this property you are agreeing to the terms and fees associated with bringing an approved pet. We closely monitor all properties.
You may cancel your reservation up to 60 days before check-in for a full refund minus a $495 processing fee and less 3rd party travel insurance fees, if applicable. The refund will be made to the original payment method. After that time, or for reservations made or less than 60 days in advance of check-in, your reservation is non-refundable.

Written notice is required to cancel a reservation; an email from the address associated with the reservation is acceptable as written notice.

For canceled reservations with a check-in date equal to or less than 60 days away: We will open the property back up to the rental market and if the property re-rents we will refund the guests the rental rate minus the $495 processing fee and any price differential.
If Guest needs to shorten their stay or change to a different property, the normal cancellation policy applies. No changes are permitted during the stay.

You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. Quiet hours on the island are recognized from 10pm-7am.

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Rentals typically run Saturday to Saturday, If you are looking for a stay that is not a 7-night rental or would like to begin your vacation on a day other than Saturday please send us an email to reservations@beachretreatsfl.com as we can sometimes accommodate alternate reservations.

Property manager

Beach Retreats
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Pet-friendly
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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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

About the area

Holmes Beach

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 Bean Point Beach and Anna Maria Beach. Travelling with kids? Consider AMI Paddleboard Adventures and Fish Hole Adventure Golf. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Holmes Beach, FL

What's nearby

  • Bradenton Beach - 9 min walk - 0.8 km
  • Holmes Beach Beaches - 17 min walk - 1.5 km
  • Manatee Public Beach - 3 min drive - 1.9 km
  • Bean Point Beach - 7 min drive - 3.9 km
  • Anna Maria Beach - 7 min drive - 4.3 km

Getting around

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

Restaurants

  • ‪Anna Maria Island Beach Cafe - ‬3 min drive
  • ‪Two Scoops - ‬5 min drive
  • ‪Sandbar Seafood & Spirits - ‬5 min drive
  • ‪The Waterfront Restaurant - ‬5 min drive
  • ‪Skinny's Place - ‬3 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.

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 a 10-minute walk of Bradenton Beach and Island Gallery West. Holmes Beach Beaches and Manatee Public Beach are also within 1 mile (2 km).

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 42 out of 50 reviews
Rating 8 - Good. 5 out of 50 reviews
Rating 6 - Okay. 3 out of 50 reviews
Rating 4 - Poor. 0 out of 50 reviews
Rating 2 - Terrible. 0 out of 50 reviews

9.8/10

Cleanliness

9.8/10

Check-in

9.4/10

Communication

9.6/10

Location

9.8/10

Listing accuracy

Reviews

10/10 Excellent

Carrie R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Jun 2024

10/10 Excellent

Judith V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home!!

This property was perfect. The location was close to the beach. It was VERY clean and the elevator was convenient for bringing up luggage and groceries. I would definitely stay again!
Stayed 7 nights in Aug 2024

10/10 Excellent

Julianne R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Apr 2024

10/10 Excellent

Tori R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Mar 2024

10/10 Excellent

ASHLEY T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Vacation!

The house was perfect! Our family had an amazing week. We arrived to some hiccups and the management took care of it immediately and could not have been easier to work with which spoke volumes about their company. I would absolutely recommend this home
Stayed 7 nights in Apr 2024

10/10 Excellent

Michelle R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

We love AMI and this property was perfect for our family of 5. We could easily have fit another family comfortably. Loved the pool and game room. Walking distance to plenty of shops, restaurants, and the beautiful beach. We were here for Spring Break and it was definitely busy, but not much that it detracted from the fun.
Stayed 7 nights in Mar 2024

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fall break

Great location for access to beaches, restaurants, grocery stores, and even the dog park. We love walking to the Ugly Grouper and feasting on the best coconut shrimp ever. House has a very nice lay out, especially traveling with teens. The master is on the second floor next to the kitchen and the kids bedrooms are on the third floor. Everyone gets a little privacy. My only complaint is that the internet keep failing and because of local construction the power keep flickering and at one point went out for an hour. The power company was fast to reply and repairs were made very quickly.
Stayed 7 nights in Oct 2023

10/10 Excellent

Jeff W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome beach house

Great outdoor pool and hangout area, clean house and very close to the beach!
Stayed 7 nights in Jun 2023

10/10 Excellent

Patricia W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best Florida vacation ever!

This was the best Florida beach vacation we have ever been on. The house was beautiful, spacious and well equipped. Management was great to deal with and helped by providing a digital info board to help find restaurants, rentals and tours. We just wish we could stay longer.
Stayed 5 nights in Jun 2023

8/10 Good

erika s.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house!

We had a wonderful time renting this house. It was equipped with everything we needed. Super clean and lots of space. The kids loved the game room and the pool. The kitchen had everything we needed. Only major problem was the faucet in the kitchen had barely any pressure which made it very difficult to even do dishes. We called and it wasn’t fixed. They sent someone but no fix. That’s the only negative i have. Otherwise it was a great house!
Stayed 4 nights in Jun 2023

10/10 Excellent

Susan D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

anna marie island

It was lovely; everything you need including beach chairs, coolers, towels and umbrella
Stayed 14 nights in Feb 2023

6/10 Okay

Robert S., Alexandria, VA

Liked: Cleanliness, check-in, communication

House was nice but for what we paid…..

When you pay almost $2/K per night, you except some level of little extras to just be there. Like toilet paper. Like garbage bags ( there was 1). Decent soap. The place was nice but the minor, neglected items really made us think we could babe done better
Stayed 4 nights in Nov 2022

10/10 Excellent

Katrina C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely house!

We had a great stay. The house was lovely and very clean. We really enjoyed sitting on the balcony drinking our coffee in the morning! We were a group of adults, but the house would work well for families as well. The game room was great. Highly recommend!
Stayed 4 nights in Oct 2022

10/10 Excellent

Pamela T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house. Great location. Has everything you need.

Great house. Great location. Has everything you need.
Stayed 7 nights in Oct 2022

10/10 Excellent

Joanne W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great family vacation

We had a great time at the property. Everything we needed was there. Very clean and spacious. Great location! My only complaint is the living room furniture was very uncomfortable. I know that is silly for fun beaches and adventures near, but it rained a lot in the evenings and we were inside at times. Other than that, I would definitely recommend this rental. Thank you!!
Stayed 7 nights in Aug 2022

10/10 Excellent

Kristen S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect rental

This is house is perfect in every way. Has every amenity a family would need, the home is meticulously decorated, pool area is fantastic with lots of seating available. Located close to the beach, surrounded by other beautiful homes as well. We highly recommend this home. The elevator is quite useful for moving in and out. Lots of extra blankets available as well.
Stayed 6 nights in Jul 2022

6/10 Okay

Nicole S.

Liked: Check-in, communication, location, listing accuracy

4th of July trip

Property was close to everything. Walking distance to beach and dining. Was difficult to walk to the beach with everything (beach umbrellas, cooler, etc) nothing to bring everything in so we had to drive over and drop off everything and half of family then go back and park and walk. Tried to use the jets in the master tub but it seems they haven’t been used… lots of black flakes came out into the water. I drained, cleaned and reran as this isn’t uncommon when unused (did this at least 5 times) and gave up and was unable to use as there were still black floating all in the tub. Neighborhood has lots of rentals. People next door were renting and really nice. We enjoyed the parade on the 4th of July. We were able to walk to the end of the road and watch. Cute little quaint town. We painted sand dollars at a shop nearby and enjoyed coffee and donuts at the donut experience. Overall the trip was a lot of fun!
Stayed 3 nights in Jul 2022

10/10 Excellent

Tracy L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxation

The house was just as posting described. Several pool & beach toys in the garage, as well as at home games. 2nd floor master bed is very firm, too firm for us. Elevator was great!
Stayed 7 nights in Jun 2022

10/10 Excellent

Sydnie K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

2022 AMI Vacay

This house was perfect for what we needed. A 10 minute walk to the beach, and it was so convenient because the house had beach chairs, a wagon, and umbrella. After a long day at the beach we would relax by the pool. Communication with management was excellent and we absolutely loved the concierge board they had that updated us on trash pickup, pool cleaning and recommendations for the area. We would definitely stay here again!
Stayed 5 nights in May 2022

10/10 Excellent

Clare P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The house was clean, well stocked, close to everything

We had a great time. Loved the property!!
Stayed 4 nights in May 2022

10/10 Excellent

Red ( Mary) M., Ottawa, Ohio

Liked: Cleanliness, check-in, communication, location, listing accuracy

Girls get away

House was perfect for our girls get away. House was super clean and well stocked. The neighborhood is really quiet. Really nice neighbor lady next door we visited with a lot. Low traffic area. We stayed here a month and enjoyed every day. I would rent from here again. Mary B.
Stayed 28 nights in Feb 2022

8/10 Good

Mary R., Chicago

Liked: Cleanliness, check-in, location, listing accuracy

easy stay

property was great - clean, nicely decorated, close to beach, & beds were so comfortable! Only minor complaint is that someone came in unannounced - to leave a gift of chocolates fir the holiday - very sweet - but had us feeling a little uncomfortable that someone would come in without telling us. (One of us sleeping upstairs)
Stayed 7 nights in Dec 2021

10/10 Excellent

Yosvany R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Amenities

We had an excellent time on this property. The house is stocked with everything and I reiterate everything you may need. From board games to bicycles, pool and beach items. The kitchen even has seasons powders in good condition left behind. You don't need to bring anything just the food to cook. Very nice and quite neighborhood. House is updated, new kitchen appliances, clean. Pool is well maintained. The closest beach access is 7 blocks away so not really close if your are hauling a bunch of stuff, but if not you can use the bike or in my case I would drop everyone and all items in the car and come back and take the bike. Text management on the day of arrival as they may let you check in early as long as the house is ready. I was lucky and got in at noon. Overall was a pleasant stay and I recommend this property and Beach Retreats management.
Stayed 4 nights in Sep 2021

10/10 Excellent

Leah S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great House for Laid-back family vacation

We absolutely loved this house. It’s perfect with the pool in close proximity to the beach. It was very nice. We would definitely stay again!
Stayed 7 nights in Aug 2021

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Tranquil Stay

This property is just how it looks in the photos. The bedrooms are huge and the master bathroom is fantastic! We did not use the living room much as we were too busy playing ping pong or swimming in the pool. The beach is a short golf cart ride away and there is a public boat ramp 2 blocks over for vacationers bringing their boat. We loved the tranquil colors throughout the home and the elevator came in handy with unloading and loading back up. Emma and Claire were very responsive to our needs and seemed just as excited to have us there and we were to be there! We will certainly be back!
Stayed 7 nights in Jul 2021

About the host

Hosted by Beach Retreats

Host profile image
As a boutique rental agency we pride ourselves on selecting only a handful of the newest, most pristine vacation rentals. We have chosen homes to suit all group sizes and specifications without compromising the highest standards we hold ourselves to. Being this discerning has earned us the trust of many vacationers who have come back year after year. We are also one of the few agencies with a focus on homes from Anna Maria Island to Lido Key. We know that while many people are happy to return to the same vacation home year after year, others like to try out new places. We hope our personalized service and spectacular homes will allow you to truly experience the islands as they were meant to be!
We welcome you to stay at one of our BEACH RETREATS!

Languages:

English

Premier Host

They consistently provide great experiences for their guests