Entire home

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

Q: What's there to do close to this cottage?

Guests enjoy the cottage's walkable location in Anna Maria based on their ratings, and it's within a 10-minute walk of Bean Point Beach and Anna Maria Beach. You'll also find Palmetto Avenue Beach and Bayfront Park less than a mile away.

Q: Will I be able to park at this cottage?

No, there isn't parking available at the cottage.

Q: Is this cottage associated with a casino?

No, this cottage is not connected to a casino.

Q: Is there an indoor pool at this cottage?

No, this cottage doesn't have an indoor pool; however, there are an outdoor pool and a hot tub.

Q: What do couples enjoy most about Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!?

This historic cottage offers many amenities for couples such as a private pool, private pools in some accommodations, as well as an outdoor pool.

Q: Does Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED! have a hot tub?

Yes, this cottage has a spa tub.

Q: Does this cottage offer breakfast?

No, this cottage doesn't offer breakfast.

Q: Does this cottage allow pets to stay free of charge?

Although dogs can't stay for free, they are welcome at this cottage.

Q: Are there connecting rooms at this cottage?

No, this cottage doesn't feature connecting guestrooms.

Q: What is the closest airport to this cottage?

The closest major airport to this cottage is Sarasota-Bradenton Intl. Airport (SRQ), which is 20.7 mi away (35 minutes by car). Another top airport is St. Petersburg, FL (SPG-Albert Whitted), which is around 17.2 mi away.

Family-friendly cottage with an outdoor pool and a hot tub

Choose dates to view prices

Where to?

Dates

January 2026

February 2026

Beach nearby, sun loungers, beach towels

2 bedrooms, iron/ironing board, travel crib, free WiFi

Overview
Location
Amenities
Policies

Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 4650 sq ft

Popular amenities

Kitchen
Washer
Dryer
Pet friendly

Explore the area

Anna Maria, FL

Room options

About the neighborhood

Anna Maria

This cottage places you within a 5-minute walk of popular attractions such as Bean Point Beach and Anna Maria Beach. The cottage includes a private pool, a kitchen, and a patio.

View more Cottages in Anna Maria

Getting around

Sarasota-Bradenton Intl. Airport (SRQ) - 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

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.

The cottage is air-conditioned and features a kitchen, 1.5 bathrooms, and a patio, and there's space to spread out with 2 bedrooms. Guests can expect to find free WiFi and a Smart TV with a DVD player. Other standard amenities include a private pool, a washing machine, and a coffee maker. Housekeeping is available on request.

Similar properties

Pool
Kitchen
Washer
Dryer

Property amenities

Beach

Beach nearby
Beach loungers
Beach towels

Pool/Spa

Heated pool
Hot tub
Outdoor pool
Private pool

Internet

Available in the cottage: Free WiFi

Parking and transportation

Car not required
Parking on site

Kitchen

Blender
Coffee grinder
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Electric kettle
Ice maker
Lobster/crab pot
Microwave
Oven
Paper towels
Refrigerator
Spices
Stovetop
Toaster

Dining

Dining table

Bedrooms

2 bedrooms
Bedsheets provided

Bathroom

1.5 bathrooms
Bathtub or shower
Hair dryer
Shampoo
Shower
Soap
Toilet paper
Towels provided

Living spaces

Dining table
Living room

Entertainment

Books
DVD player
Games
Smart TV with cable/satellite channels

Outdoor areas

Gas grill
Outdoor furniture
Patio

Laundry

Laundry facilities
Washing machine

Comfort

Air conditioning
Heating

Pets

Pet friendly
Welcoming dogs only
One pet total (up to 50 lbs per pet)

Suitability/Accessibility

Smoking not allowed
Note from host: Smoking and vaping are expressly prohibited.

Services and conveniences

Housekeeping (on request)
Iron/ironing board
Phone

Location highlights

In a village
Near a health/beauty spa
Near a hospital
Near the bay
Near the marina

Things to do

Bicycles
Heated pool
Kayak
Paddleboard
Water sports equipment
Basketball nearby
Birdwatching nearby
Cycling nearby
Ecotours nearby
Fishing nearby
Golfing nearby
Hiking/biking trails nearby
Horseback riding nearby
Jet skiing nearby
Kayaking nearby
Motor boating nearby
Parasailing nearby
Sailing nearby
Scuba diving nearby
Snorkeling nearby
Swimming nearby
Water tubing nearby
Wildlife walks nearby
Windsurfing nearby

Safety features

No carbon monoxide detector or gas appliances (host has indicated there are no carbon monoxide detectors or gas appliances on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
First aid kit
Fire extinguisher
Deadbolt lock

General

Bicycles
Housekeeping (on request)
Unit size: 650 square feet

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

Check-out instructions

The host requires you 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 trash

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.

Rules

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.

Pets

This property welcomes pets
Dogs only
1 total (50 lbs is the maximum weight per pet)
Service animals exempt from fees
Note from host: Form must be completed, approved, and fee paid.

Children and extra beds

Note from host: Well behaved children are always welcome!

Events

Events allowed: family gatherings and birthday parties

Small events less than 15 will be considered.

Smoking

Smoking is not permitted

Smoking and vaping are expressly prohibited.

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 there are no carbon monoxide detectors or gas appliances on the property

Host has indicated there is a smoke detector on the property

Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock

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

Check-in: 4:00 PM
Check-out: 10:00 AM
Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
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.
Onsite safety features include a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock.

Property is also known as

Choose Castaway Cottage Amazing /close Beach Anna Maria

Choose Castaway Cottage Amazing /close Beach

Choose Castaway Amazing /close Beach Anna Maria

Choose Castaway Amazing /close Beach

January 2019 Special Choose Castaway Cottage /close Beach

January 2019 Special Choose Castaway /close Beach Anna Maria

January 2019 Special Choose Castaway /close Beach

Choose Castaway Cottage Amazing /close Beach Anna Maria

Choose Castaway Amazing /close Beach Anna Maria

Choose Castaway Amazing /close Beach

Choose Castaway Cottage! Amazing Pool/close to Beach! Cottage

Choose Castaway Cottage! Amazing Pool/close to Beach! Anna Maria

Choose Castaway Cottage! Amazing Heated Pool/close to Beach!

Choose Castaway Amazing Close

Choose Castaway Amazing Pool

Vrbo Property

Choose Castaway Cottage! Amazing Pool/close to Beach!

Frequently asked questions

What's there to do close to this cottage?

Guests enjoy the cottage's walkable location in Anna Maria based on their ratings, and it's within a 10-minute walk of Bean Point Beach and Anna Maria Beach. You'll also find Palmetto Avenue Beach and Bayfront Park less than a mile away.

Will I be able to park at this cottage?

No, there isn't parking available at the cottage.

Is this cottage associated with a casino?

No, this cottage is not connected to a casino.

Is there an indoor pool at this cottage?

No, this cottage doesn't have an indoor pool; however, there are an outdoor pool and a hot tub.

What do couples enjoy most about Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!?

This historic cottage offers many amenities for couples such as a private pool, private pools in some accommodations, as well as an outdoor pool.

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

Yes, this cottage has a spa tub.

Does this cottage offer breakfast?

No, this cottage doesn't offer breakfast.

Does this cottage allow pets to stay free of charge?

Although dogs can't stay for free, they are welcome at this cottage.

Are there connecting rooms at this cottage?

No, this cottage doesn't feature connecting guestrooms.

What is the closest airport to this cottage?

The closest major airport to this cottage is Sarasota-Bradenton Intl. Airport (SRQ), which is 20.7 mi away (35 minutes by car). Another top airport is St. Petersburg, FL (SPG-Albert Whitted), which is around 17.2 mi away.

Are there rooms with balconies that I can book at Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!?

Yes, every accommodation at Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED! comes with a deck.

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

Exceptional

10/10

Cleanliness

10/10

Staff & service

10/10

Amenities

10/10

Property conditions & facilities

10/10 Excellent

Lindsey D.

Jan 7, 2026

Liked: Cleanliness

This place was great! They’ve thought of everything you could possibly need while on vacation. Plenty of pool and beach toys for kids. We loved not needing to rent a golf cart elsewhere and we loved the location. House was clean and perfect for our vacation.

Stayed 7 nights in Dec 2025

10/10 Excellent

John L.

Jan 2, 2026

Liked: Cleanliness

Castaway Cottage is a perfect place to relax on beautiful Anna Maria Island. Dan and Lori are terrific hosts and the house has everything you need. The location is perfect and backyard pool is such a great place to kick back. We will definitely be back.

Stayed 4 nights in Dec 2025

10/10 Excellent

Marcy M.

Dec 25, 2025

Nov 30, 2025

Liked: Cleanliness

Absolutely loved our stay! House is located well with easy walk to the beach and golf cart made getting to restaurants very convenient and quick. House has been recently renovated after storms in 2024 so it’s in great shape. Being only 800 sq ft it’s a little tight but fine for a family or 3 or 4. Kitchen is well stocked and made it easy to cook when we wanted. Outdoor pool is absolutely fantastic with an outdoor TV, lounge chairs, grills and huge hot tub. They have everything you need for the beach so just bring your swim suit and a toy for the kid and get ready to chill!

What a wonderful place!! We had everything we needed and more. We couldn’t of expected anymore from the hosts. We will be returning!!

Stayed 4 nights in Oct 2025

10/10 Excellent

steve c.

Oct 27, 2025

Liked: Cleanliness

the pool area was private, in good condition, and clean.

Stayed 5 nights in Oct 2025

10/10 Excellent

Gary B.

Oct 15, 2025

Sep 16, 2025

Liked: Cleanliness

Cute, quaint, little cottage! Good for four people. Clean, walk to the beach within minutes, near eateries and restaurants with the use of the golf cart which is included. Everything you need for home, is already here!

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

Dave S.

Liked: Cleanliness

Amazing Place - Amazing Location

All I can say is WOW! Goose and Gander are incredible property owners who undoubtably take pride in their properties. Such a cute, cozy cottage within a quiet area just a very short walk to the remote, pristine white sandy beach area. There weren't any details left out - everything you could possibly need to make your stay comfortable and enjoyable were available with this rental, plus some. They manage several properties to accommodate different party sizes. We will definitely be reaching out to Dan and Lori the next time we plan to visit AMI - would go back tomorrow if I could ;)

Stayed 4 nights in Jul 2025

10/10 Excellent

Nancy S.

Jun 28, 2025

Liked: Cleanliness

Sisters’ Vacation

Castaway Cottage is paradise! The charm, the amenities, and the little extra touches made for the most relaxing vacation. Dan and Goose are the best!

Stayed 7 nights in Jun 2025

10/10 Excellent

Maryann Y.

Jun 19, 2025

Liked: Cleanliness

Everything was amazing; no detail was missed. Castaway Cottage is the perfect spot. Our group could not stop talking about all the things we loved, especially the pool and outdoor shower!

Sweet Rose made our stay even more special.

Stayed 3 nights in Jun 2025

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

Choose dates to view prices

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

Reviews

Entire home

Popular amenities

Explore the area

Room options

About the neighborhood

Anna Maria

Getting around

Restaurants

About this property

Entire place

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

Similar properties

Prices cut by 20% for stays up to 31.01.26 - Starfish Cottage

Property amenities

Beach

Pool/Spa

Internet

Parking and transportation

Kitchen

Dining

Bedrooms

Bathroom

Living spaces

Entertainment

Outdoor areas

Laundry

Comfort

Pets

Suitability/Accessibility

Services and conveniences

Location highlights

Things to do

Safety features

General

Policies

Check-in

Check-out

Special check-in instructions

Check-out instructions

Rules

Pets

Children and extra beds

Events

Smoking

Important information

You need to know

We should mention

Property is also known as

Frequently asked questions

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

Reviews

Exceptional

10/10

10/10

10/10

10/10

Reviews

10/10 Excellent

Lindsey D.

Lindsey D.

10/10 Excellent

John L.

John L.

10/10 Excellent

Marcy M.

Marcy M.

10/10 Excellent

Brian F., NORTHERN WISCONSI-GODS COUNTRY

Brian F.

10/10 Excellent

Brent D.

Brent D.

10/10 Excellent

David B.

David B.

10/10 Excellent