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Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!

Family-friendly cottage with outdoor pool and Hot tub

Photo gallery for Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!

An osprey's view of the backyard oasis!
Your tropical back yard!
A parrot's view of the backyard oasis.
Your large front porch to chill out on breezy evenings.
First stop ---> THE POOL!

Reviews

10 out of 10
Exceptional
2 bedrooms1+ bathroomSleeps 460.4 sq m

Popular amenities

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

Explore the area

View map
Anna Maria, FL
  • Place, Bean Point Beach
    ‪1 min walk‬
  • Place, Anna Maria Beach
    ‪3 min walk‬
  • Place, Bradenton Beach
    ‪5 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪36 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 1

1 Queen Bed

1 bathroom, 1 half bathroom

Bathroom 1

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Outdoor Shower

Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Outdoor play area
Dining area

About this property

Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!

CAST AWAY your stress and worries at this adorable piece of old Florida near BEAN POINT. Charming vintage cottage with LUSH TROPICAL HEATED POOL & SPA area.

Two bedrooms with queen beds, well equipped kitchen, flat screen TVs mounted in each room, full sized washer & dryer, and large front porch with mini fridge all combine as your home base in paradise. Enjoy relaxing moments poolside, beachfront, or exploring the whimsical boutiques in the SUNNY QUAINT VILLAGES on Anna Maria Island.

Everything you need to enjoy your days on the island is at the cottage - just add food & drink + swimsuit & flip flops. We provide a STREET LEGAL GOLF CART (4 seats), beach chairs, beach umbrellas, Wheeleez beach wagon, bicycles, four stand up paddle boards, two-seat kayak, private outdoor shower/changing room with hot & cold water, two gas grills, coolers, and more! After a day at the beach or sightseeing, the private pool/spa awaits - chilled or heated - any time of the year. A 55 inch Smart TV is set up for you to watch your favorite team (or whatever!) while chilling in the pool! Ledge Lounger ice bucket/table in pool splash pad for your drinks.

Don't bring beach towels, paper towels, or toilet paper! We have all the basics (and more) supplied in the kitchen and bathroom. Pack n Play, high chair, booster seat & stroller are in the hall closet for the small ones. Pet dishes in place for your OTHER small ones!

Spices, chocolates, wine, water at each bedside, coffee, and tea complete the arrival necessities. Coffee grinder is also provided.

Located a short leisurely stroll down a charming sandy pathway from Bean Point Beach with sparkling crystal clear water and gorgeous white sand, the cottage locale also provides access to delicious island eateries or come home and grill your own freshly caught fish and DINE AROUND THE POOL. Don’t miss the blackened grouper or scallops at the nearby Waterfront, a classic Philly cheesesteak at Slim's, or a cheeseburger in paradise at Duffy's Tavern!

Sunshine, seashells, sand, surf, and saltwater ☀ - all of the sublime ingredients needed to change your clock to ISLAND TIME!

Our cottage offers all that you will need to relax and unwind in the twinkling of a mermaid's eye.

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washing machine
Dryer
Pet-friendly

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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
Well behaved children are always welcome!
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Events

Events allowed: family gatherings and birthday parties
Small events less than 15 will be considered.
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Pets

Pets allowed: dogs less than 23 kg per pet (limit one pet total)
Form must be completed, approved, and fee paid.
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Smoking

Smoking is not permitted
Smoking and vaping are expressly prohibited.

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Gather used towels and store extra beds
Remove personal items and take out the rubbish
Turn off the lights, lock the doors and return the keys
HONOR THE 10AM CHECK OUT TIME The housekeeping staff arrives at 10am to prepare the house for the next guests. ON DEMAND SERVICES Make sure you have logged out of all apps on the TVs (if applicable).
GARBAGE & LEFTOVER FOOD: You may leave unused food/drinks in the kitchen. PLEASE DISCARD ALL RESTAURANT LEFTOVERS. LINENS: It is not necessary to strip the sheets from the beds or wash towels.
RETURN ITEMS TO THEIR PLACE: Return all furniture and décor that was moved during your stay to its original locations, including outdoor furniture. This is a private home. Thank you for your respect.
Failure to complete these may result in a negative review from the host.
Quiet time in our residential neighborhood is from 10pm until 8am. Strict fines are imposed by the city and violators will be removed from property.
To drive the golf cart, guests must be age 25 or older and provide a copy of their driver's license and proof of auto insurance, as well as waiver.
91 days before your arrival all funds refundable < 90 days no refund; If the RA language conflicts with the language found on Vrbo, RA controls.

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
Parties and events (including family gatherings and birthday parties) are allowed on site. Maximum attendees: 15
Note from host: Small events less than 15 will be considered.
Host has indicated that there are no carbon monoxide detectors or gas appliances on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

We should mention

A car is not required for transport to and from this property

About the area

Anna Maria

Located in Anna Maria, this cottage is near the beach. The area's natural beauty can be seen at Bean Point Beach and Anna Maria Beach. Travelling with kids? Consider Fish Hole Adventure Golf and H2O Watersportz. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
View more Cottages in Anna MariaOpens in a new window
Map
Anna Maria, FL

What's nearby

  • Bean Point Beach - 1 min walk - 0.2 km
  • Anna Maria Beach - 3 min walk - 0.3 km
  • Anna Maria City Pier - 15 min walk - 1.3 km
  • Anna Maria Island Museum and Historical Park - 17 min walk - 1.4 km
  • Bradenton Beach - 5 min drive - 3.4 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 35 min drive

Restaurants

  • ‪The Ugly Grouper - ‬8 min drive
  • ‪The Sandbar Restaurant - ‬19 min walk
  • ‪The Waterfront Restaurant - ‬15 min walk
  • ‪Ginny's & Jane E's - ‬18 min walk
  • ‪North Shore Cafe - ‬14 min walk

Frequently asked questions

Does Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED! have a pool?

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

Is Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED! pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 23 kg per pet.

What time is check-in at Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!?

Check-in begins at 4:00 PM.

What time is check-out at Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!?

Checkout is at 10:00 AM.

Where is Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED! located?

This family-friendly Anna Maria cottage is located near the beach, within a 5-minute walk of Bean Point Beach and Anna Maria Beach. Palmetto Avenue Beach and Bayfront Park are also within 10 minutes.

Reviews

10

Exceptional

10/10

Cleanliness

10/10

Staff & service

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy
Rating 10 - Excellent. 278 out of 283 reviews
Rating 8 - Good. 3 out of 283 reviews
Rating 6 - Okay. 1 out of 283 reviews
Rating 4 - Poor. 0 out of 283 reviews
Rating 2 - Terrible. 1 out of 283 reviews

Reviews

10/10 Excellent

Chrissy K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing property- pool area is so beautiful and relaxing. Every detail was thought of!!!
Stayed 3 nights in Oct 2025

10/10 Excellent

Hillary D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful property in the perfect location to the beach. Dan and Goose were thoughtful and easily accessible. We had a great time! Would absolutely stay here again!
Stayed 5 nights in Aug 2025

10/10 Excellent

Gary B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a great stay. They thought of everything to enjoy our time on Anna Maria Island. Frankly we would’ve needed a month to utilize all of gear and amenities available. The pool area was perfect and we particularly loved the outdoor shower space. Our hosts were super responsive to small requests though we had only one because as mentioned we lacked nothing. So happy we chose this property.
Stayed 3 nights in Oct 2025

10/10 Excellent

Tom A.

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

Perfect location

Family of 4 stayed here comfortably for 3 nights in April. Had an excellent time on the island. And we were really impressed with the property and its location. Cool little trail, steps from the door take you straight to Bean Point.
Stayed 3 nights in Apr 2025

10/10 Excellent

Sandy K.

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

Sister trip

Had an amazing stay with my 2 sisters. The property was easily accessible by foot to Bean Point. The golf cart was an awesome amenity ...we were able to maneuver around the island to all of the cute shops and yummy eateries without a hitch. Our hosts were more than accommodating and very friendly.would definitely stay again and again...
Stayed 3 nights in May 2025

10/10 Excellent

Justin W.

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

Great stay

We had a great time and would go back for sure!
Stayed 7 nights in Mar 2023

10/10 Excellent

Phoebe C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We were there for 4 nights, greeted as we arrived by the owner who introduced us to everything about the property including operation of the golf cart and hot tub with the pool. Everything we needed was provided and the cottage was charming. We had our 12 year old granddaughter with us and. She loved it, too,
Stayed 4 nights in Jun 2025

10/10 Excellent

Lisa S.

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

Beach getaway

We went to Ana Maria Island for a quick beach getaway before school started. August in Florida is extremely hot and the ocean water is very warm. The cottage and all of its amenities offered a reprieve from the Florida Sun. The pool was the perfect temperature to cool off and enjoy outside in the summer heat. The cottage itself had every amenity that you would possibly need during your stay. The location was perfect with beach access very close by, making it easy to get to the beach for the beautiful sunsets. The golf cart was an added bonus and made it easy to get everywhere on the island. We would definitely recommend staying at this cottage and look forward to returning ourselves!
Stayed 3 nights in Aug 2025

10/10 Excellent

Kathy S.

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

Wonderful Getaway

Castaway Cottage exceeded our expectations! The location is an easy 2 minute walk to the beach and dining is an easy 3 minute golf cart ride. The owners outfitted the home to perfection. We loved our stay and look forward to another visit soon.
Stayed 14 nights in Jan 2025

10/10 Excellent

Michelle F.

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

Outdoor Oasis

This property is ideal…clean, close to the beach and comes with everything that you need for a relaxing vacation. The outdoor area with heated pool, hot tub, kayak, paddle boards, outdoor shower and tv was amazing! We spent most of our time outdoors with everything that we needed. I can’t say enough good things…we hope to go back soon!
Stayed 7 nights in Mar 2025

10/10 Excellent

Miranda B.

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

Excellent stay

The property was just as described! Great outdoor private pool and steps away from the beat beach on the island! Dan and Goose were quick with responses and very accommodating.
Stayed 4 nights in Sep 2024

10/10 Excellent

Linda L.

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

Castaway retreat

Relaxing time reading by the pool, strolling to the beach and sampling local treats … great winter re-set
Stayed 14 nights in Mar 2023

10/10 Excellent

Alex H.

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

Family Friendly location

The property had everything we needed for our family with young kids (3,5,7). Quick walk to the beach, short drive to shops and restaurants, and a great pool area! We loved AMI and can't wait to go back.
Stayed 7 nights in Jul 2023

10/10 Excellent

David W.

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

Anna Maria Vacation

Dan and Goose provided wonderful hospitality during our stay. The house was clean and had everything we needed. We would recommend this location to anyone and can not wait to come back.
Stayed 4 nights in Jun 2023

10/10 Excellent

Molly C.

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

Return trip

This was our second stay at Castaway Cottage and we were just as pleased the second time around. Location is perfect- our favorite place to stay on the island. The house had everything our family needed but the backyard and pool are the most special part of this home!
Stayed 7 nights in Mar 2024

10/10 Excellent

Mary B.

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

Castaway Cottage

Exceptionally clean and well stocked Dan handled a situation very professionally and had it resolved amazingly fast. Pool area is beautiful.
Stayed 7 nights in Jun 2024

10/10 Excellent

Erica G.

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

Great location, everything you need!

We came for a quick birthday trip. The house has everything you could need. We loved the pool and proximity to the beach. Highly recommend for a family of four.
Stayed 3 nights in Jan 2023

10/10 Excellent

Marcus R.

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

Perfect

This was the perfect little house for my wife and I. It has a great private pool in back and the owners were very communicative, helping us find places to eat and explore around the island.
Stayed 3 nights in Jul 2024

10/10 Excellent

Molly C.

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

Outdoor oasis

The backyard was all we needed to make this property the perfect rental! We loved our time here and will be back next year.
Stayed 7 nights in Apr 2023

10/10 Excellent

Amy M.

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

Great week on AMI

Great property for our family. Perfect location. We enjoyed the pool, hot tub and golf cart. Property is just as described in the listing and appreciated all of the little extra touches around the property. We will definitely be back!
Stayed 7 nights in Jun 2024

10/10 Excellent

Stephany S.

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

Great stay

Love the place!!! The stars say it all. They go above and beyond to make sure you have everything you need, from plenty of linens to beach toys, a kayak, and sup boards. The pool was great!
Stayed 5 nights in Sep 2023

10/10 Excellent

Russell C.

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

Perfect

My wife and I came to Anna Maria to celebrate our 52nd wedding anniversary. Castaway Cottage was perfect for us. The cottage was well stocked with every necessity for our 4 night stay. The pool and outdoor shower were amazing and the close proximity to the beach made it a breeze to walk out for views of the sunsets. We would definitely come back for another stay.
Stayed 4 nights in Aug 2024

10/10 Excellent

Cody K.

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

Amazing beach vacation

We had the best time at the cottage. The cottage is in the best location on the island and the beaches are beautiful on the north end. Dan and Goose was amazing host the whole time we was there. We will for sure be back.
Stayed 7 nights in Aug 2023

10/10 Excellent

kathleen t., Bexley, Ohio

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

AMI Spring Break 2024

This cottage was perfect for my family of 3 for my daughter's Spring Break. This was one of the best appointed houses we have stayed at on the island. Came with bikes, golf cart, paddle boards! The backyard was a paradise and the hosts- Dan and Goose were very helpful. Would stay here again!
Stayed 7 nights in Mar 2024

10/10 Excellent

Amanda B., Ankeny, IA

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

Great stay

We had a great stay here. Dan and Goose were very friendly and helpful. Communication was fantastic. Home was clean and cared for. They thought of all the little things. Plenty of extras and supplies. We would not hesitate to stay here again!
Stayed 4 nights in Dec 2023

About the host

Hosted by Dan and Lori "Goose" Pekarek

Host profile image
We love to travel. We love to meet other travelers. We love cats and dogs. We love islands. We love fun people. We love to laugh. We love baseball. We love fun. Isn't fun the best thing to have? 👍

Why they chose this property

Good island vibes brought us to Anna Maria Island. Great local motion encouraged us to move here. Awesome pool/spa area attracted us to this home. Amazing cottage charm and sweet location near Bean Point Beach sealed the deal. We fell in love with the quiet residential island neighborhood and live next door to Castaway Cottage. Although Castaway Cottage and the exterior spaces are completely private, we are readily available to offer guest assistance, if needed. We work all the time yet are usually on the island - just a quick text away. Whether a romantic getaway or a family vacation, all travelers will find this quiet and unique neighborhood to be a welcoming island home.

What makes this property unique

Short walk to the Rod & Reel Pier and all beaches. The backyard pool and spa = a total tropical delight! Mature landscaping creates a very private atmosphere at the pool area. The pool/spa area and amenities & equipment are all on site and are for the exclusive use of Castaway Cottage guests. The outdoor shower/dressing room is a huge hit with guests! All ground level with a large front porch. Close to Pine Avenue and Gulf Drive eateries & shops! Trolley stops are nearby at The City Pier or on Gulf/Pine. ✨

Languages:

English

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