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Charming Cottage, FREE Wi-Fi & Trolley, Close to Gulf & Bay Beach, Stroll the...

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December 2024
January 2025

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Beach towels
TV
Exterior
Outdoor dining
2 bedrooms, iron/ironing board, WiFi, bed sheets

Reviews

9.6 out of 10

Exceptional

Entire home

2 bedrooms1 bathroomSleeps 467 sq m

Popular amenities

  • Gym
    Gym
  • Parking available
    Parking available
  • Washer
    Washer
  • Outdoor space
    Outdoor space
  • Kitchen
    Kitchen
  • Air conditioning
    Air conditioning

Explore the area

Map
Anna Maria, FL
  • Bay Boulevard Beach
    2 min walk
  • Anna Maria City Pier
    3 min walk
  • Historic Green Village
    4 min walk
  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    46 min drive

Room options

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for 1 night
includes taxes & fees
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About the area

Anna Maria

A family-friendly stay in Anna Maria awaits you at this cottage. Within steps you'll find Bay Boulevard Beach and Anna Maria City Pier. .You can enjoy a TV with cable channels, and accommodation features a washer/dryer, a balcony or patio and a private garden. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A living room, a coffee/tea maker and a hairdryer are also available.
View more Cottages in Anna MariaOpens in a new window

What's nearby

  • Anna Maria City Pier - 3 min walk
  • Anna Maria Island Museum and Historical Park - 6 min walk
  • Bradenton Beach - 12 min walk
  • Anna Maria Beach - 16 min walk
  • Bean Point Beach - 18 min walk

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 46 min drive

Restaurants

  • ‪Anna Maria Island Beach Cafe - ‬7 min drive
  • ‪Rod & Reel Pier - ‬15 min walk
  • ‪Two Scoops - ‬3 min walk
  • ‪Sandbar Seafood & Spirits - ‬11 min walk
  • ‪The Waterfront Restaurant - ‬2 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.

Charming Cottage, FREE Wi-Fi & Trolley, Close to Gulf & Bay Beach, Stroll the...

**ASK ABOUT LAST MINUTE DEALS!

This absolutely charming cottage can be yours for an affordable vacation in the sun! Nestled in an alcove of cottages tucked away by the bay in the village of Anna Maria, this adorable two-bedroom, one-bath cottage is filled with Old Florida charm!

Twin Dolphins Cottage was recently remodeled with an eye to maximizing charm and comfort, including an updated kitchen and bath, bead board finishes, and cozy furnishings.
The master bedroom features a king size bed and SMART TV, while the guest bedroom offers a queen bed. The living room offers guests a larger SMART TV with all the benefits of Roku (not sure what that is? Check out Comfortable seating makes the living room the perfect spot for reading a good book, watching a movie, or playing a game.

The galley kitchen features the basics of what you'll need to prepare delicious meals at home...perhaps fresh seafood that you pick up in Cortez and then grill in the shaded back yard! The private patio is sure to be a favorite spot for enjoying dinner al fresco.

Although this little cottage features its own parking spot right out front, this might be the time to experience an old-fashioned, really simple beach vacation! Explore the Island on foot or take the free Island Trolley wherever you need to go. The northern terminus of the trolley is located just around the corner at the historic Anna Maria City Pier. The world-famous Waterfront Restaurant is just two doors down, in the heart of the village of Anna Maria. You'll find more shops, restaurants, community theater, and lovely white-sand beaches in every direction.

When you're staying at this charming little gem, all you'll need is your flip flops, shorts, and bathing suit...you CAN afford to live the simple life on Anna Maria Island.

Please Note: ABSOLUTELY NO TRAILER PARKING IS ALLOWED AT THIS PROPERTY OR IN THE SHARED PARKING AREA!

While we know you love your furry friends, this property is not pet friendly. Please make other arrangements for your pets.

Our Cancellation Policy: In order to protect our owners from loss of income, ALL MONIES PAID TOWARDS YOUR RESERVATION MAY BE NON-REFUNDABLE AFTER A CERTAIN DATE! FULL AND PARTIAL REFUNDS MAY BE GIVEN UNDER CERTAIN CONDITIONS. Ask our office for details, or check your rental agreement.
Amenities Include:
- Floor No. Ground Floor
- Square Footage, Est. 720 Under Air
- Beach Access
- Beach Distance 1 Block
- Bed Size 1st Master King
- Bed Size 2nd Rm Queen
- Ceiling Fans
- Internet Access
- TVs
- TV Cable Satellite
- Washer/Dryer
- Iron/Ironing Board
- Blow Dryer
- Tub Shower Combo
- Patio
- Air Conditioning
- Heating
- Parking
- # of Parking Spaces 1 + 1st Come 1st Ser
- # Vehicles Allowed 1 + 1st Come 1st Ser
- Boat Trailer Parking ABSOLUTELY NOT!
- BBQ Grill
- Security Fee $60 Non-Refundable
- Dep Clean and Linens $285.95 Incl Linens
- Bike Rentals
- Exercise Facility
- Golf
- Tennis
- View Garden
- Microwave
- Dishwasher

Property manager

Edward G DeLosh Sr

Languages

English

Property amenities

Beach

  • Beach towels

Internet

  • Available in the cottage: WiFi

Parking and transport

  • Car not required
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Refrigerator

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Hair dryer
  • Towels provided

Living spaces

  • Living room

Entertainment

  • TV with cable channels

Outdoor areas

  • Barbecue grill
  • Garden
  • Outdoor furniture
  • Patio
  • Yard

Laundry

  • Laundromat nearby
  • Washer/dryer

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Concierge services
  • Iron/ironing board

Location highlights

  • In a village
  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping centre
  • Near the bay
  • Near the marina
  • Near the sea

Things to do

  • Arcade/game room
  • Bicycles
  • Boat
  • Golf
  • Gym
  • Kayak
  • Tennis
  • Water sports equipment
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Bicycles
  • Garden
  • Unit size: 720 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
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

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

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 indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher, a smoke detector and a deadlock in all accommodation.

Property is also known as

Free Wi-fi Trolley Gulf Bay Beach Stroll Village House
Free Wi-fi Trolley Gulf Bay Beach Stroll Village Anna Maria
Free Wi-fi Trolley Gulf Bay Beach Stroll Village
Free Wi-fi Trolley Gulf Bay Beach Stroll Village House
Free Wi-fi Trolley Gulf Bay Beach Stroll Village Anna Maria
Free Wi-fi Trolley Gulf Bay Beach Stroll Village House
Free Wi-fi Trolley Gulf Bay Beach Stroll Village Anna Maria
Free Wi-fi Trolley Gulf Bay Beach Stroll Village
Cottage
Twin Dolphins Cottage
6946

Frequently asked questions

Are there any beaches close to Charming Cottage, FREE Wi-Fi & Trolley, Close to Gulf & Bay Beach, Stroll the...?

Yep, Charming Cottage, FREE Wi-Fi & Trolley, Close to Gulf & Bay Beach, Stroll the... is a short 16-minute walk from Anna Maria Beach. Fun beach activities include jet skiing, snorkelling and scuba diving. You can also find water sports equipment and motor boats.

Does Charming Cottage, FREE Wi-Fi & Trolley, Close to Gulf & Bay Beach, Stroll the... have a pool?

No, this cottage doesn't have a pool.

Is Charming Cottage, FREE Wi-Fi & Trolley, Close to Gulf & Bay Beach, Stroll the... family-friendly?

You bet! With amenities such as an arcade and a BBQ, it's no surprise that Charming Cottage, FREE Wi-Fi & Trolley, Close to Gulf & Bay Beach, Stroll the... is a hit with families.

Is there a free airport shuttle available at Charming Cottage, FREE Wi-Fi & Trolley, Close to Gulf & Bay Beach, Stroll the...?

No, Charming Cottage, FREE Wi-Fi & Trolley, Close to Gulf & Bay Beach, Stroll the... does not offer an airport shuttle service.

What time are check-in & check-out at Charming Cottage, FREE Wi-Fi & Trolley, Close to Gulf & Bay Beach, Stroll the...?

Check-in begins at 4:00 PM. Check-out time is 10:00 AM.

Are pets allowed at Charming Cottage, FREE Wi-Fi & Trolley, Close to Gulf & Bay Beach, Stroll the...?

No, pets are not allowed.

Charming Cottage, FREE Wi-Fi & Trolley, Close to Gulf & Bay Beach, Stroll the... Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 31 out of 40 reviews" "
Rating 8 - Good. 9 out of 40 reviews" "
Rating 6 - Okay. 0 out of 40 reviews" "
Rating 4 - Poor. 0 out of 40 reviews" "
Rating 2 - Terrible. 0 out of 40 reviews" "

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Eco-friendliness

Reviews

10/10 Excellent

Billie

Travelled with group
Liked: Cleanliness, amenities, property conditions & facilities
My own private get away! We loved it
Stayed 3 nights in Aug 2024

10/10 Excellent

Barb W.

Liked: Cleanliness
Dampened by Debby
Great little cottage, perfect location, cutely decorated, well stocked kitchen with comfy beds. Loved the private backyard patio area and the attention to detail in the outdoor decore. Communication was a little slow. We had AC issues (stopped working) and the person answering the emergency number was quick to respond and an HVAC guy came out later that night to fix the issue. There was still a temperature control problem with the thermostat as well but I have been told that will be fixed. Unfortunately we left a day early as Tropical Storm Debby was coming in and we didn't want to get stuck on AMI. We will be back in September for a wedding so we look forward to that!
Stayed 5 nights in Jul 2024

10/10 Excellent

Melissa

Travelled with family, Travelled with group
Liked: Amenities
It was very well decorated and close to everything. Will come again!
Stayed 3 nights in Jul 2024

10/10 Excellent

Pedro luiz P.

Liked: Cleanliness
Excellent house
Everything was clean.and in the kitchen had everything that we need. Great.
Stayed 6 nights in Jun 2024

10/10 Excellent

Michelle M.

Liked: Cleanliness
Relaxing get away
The house was very cute. Location of this house couldn’t have been better. Super close to restaurants, pier, shopping and the beach. Love the vibe of riding bikes or golf carts to get around. Outside seating area of the house front and back was nice. Definitely would rent again.
Stayed 3 nights in Jun 2024

10/10 Excellent

mary ann k.

Liked: Cleanliness
Twin Dolphin
Stayed for 9 nights and had a wonderful time. Twin dolphin is a clean, cute, and cozy place to stay. Very convenient area for walking. I highly recommend staying here. You won’t regret it.
Stayed 9 nights in May 2024

10/10 Excellent

Nancy H.

Liked: Cleanliness
Cute cottage and well stocked
Property was adorable, clean and well stocked. Beds were comfortable, living room was great, there is a back yard table and grill. Our only issue was an unlit parking area. We did not have a vehicle and it was very dark in that area for walking thru after dark to get to our place. Several great places within a short walking distance. VRBO was great to deal with for planning our long weekend girls get-a-way for 3 generations.
Stayed 3 nights in Oct 2023

10/10 Excellent

Tippany W.

Liked: Cleanliness
Very Convenient
Very conveniently located and great place to stay for those who want a laid back vacation.
Stayed 2 nights in Jul 2023

10/10 Excellent

Michelle H., Greenville

Liked: Cleanliness
Cute and qaint cottage. Perfect location, only 1 block from the beach.
Would highly recommend and will definitely be back!
Stayed 4 nights in May 2023

8/10 Good

Chelsie D.

Liked: Cleanliness
Great Location
It's perfect for two-three people in our opinion. It's a quaint, cute, clean, little place. Wonderful location, close to the pier, and to restaurants. We didn't realize that the washer and dryer were outside (although listed on a map). We feel They could add a photo that shows the laundry area a bit better. They need an upgrade on the toilet for it looks a bit dated. Besides those things, we certainly enjoyed our stay and had a great week.
Stayed 7 nights in Apr 2023

10/10 Excellent

Nick Z., Fenton, MO

Liked: Cleanliness
Wonderful anniversary stay
The property was perfect for the wife and I. Close to the water, shops, restaurants. Booking and communication were very easy, even when we traveled the week after a major storm. Would definitely book again.
Stayed 4 nights in Oct 2022

10/10 Excellent

Bryan M., Floyds Knobs, Indiana, USA

Liked: Cleanliness
Paradise
Great cottage. Close to everything.
Stayed 5 nights in Oct 2022

10/10 Excellent

Heath S.

Liked: Cleanliness
Awesome property
The house was nice and clean and close to everything. The host was very responsive to any problems. I would definitely recommend this spot.
Stayed 3 nights in Jun 2022

10/10 Excellent

Ashley B.

Liked: Cleanliness
Great experience
We had a wonderful time on Anna Maria Island. The property was beautiful and well kept. The backyard was very nice for relaxing. Definitely bring bug spray with you!
Stayed 3 nights in Jun 2022

10/10 Excellent

Vicky M.

Liked: Cleanliness
Cute cottage
Great little cottage close to many great restaurants and the water.
Stayed 5 nights in Jun 2022

10/10 Excellent

Kathie W., Marion, Illinois

Liked: Cleanliness
Cozy Cottage
Very relaxing and private secluded patio and close to great food.
Stayed 7 nights in May 2022

10/10 Excellent

Chris R.

Liked: Cleanliness
2 Dolphins
Great area, nice and relaxing. Walking distance away from a lot of stores and shops! Private back yard area was very nice.
Stayed 4 nights in May 2022

10/10 Excellent

Christie D.

Liked: Cleanliness
Grandparents Cottage
We rented this property for our parents to stay in on our beach vacation. We stayed with our children in a house one block away. This cute little cottage was perfect for the grandparents. It was comfortable for them and located close to shops to take the grandkids to get treats. We would rent it again.
Stayed 5 nights in Oct 2021

10/10 Excellent

Lisa Z.

Liked: Cleanliness
Exactly what we hoped for!
We had such a great experience, and the property exceeded expectations. We would definitely stay here again in the future. Thanks for a fantastic time!
Stayed 7 nights in Oct 2021

10/10 Excellent

Kym W.

Liked: Cleanliness
August stay
We enjoyed staying at the twin dolphins. The only draw back was the house never really cooled down. I live in Houston and my house is always cool. At night we were all sweating. There is a note on the a/c noting it cannot go below 72.
Stayed 5 nights in Jul 2021

10/10 Excellent

Warren R.

Liked: Cleanliness
Great location
Great location , clean comfortable , Kitchen is very small , repairmen came by everyday to fix things that where not broken , don't know what that was about , had fun
Stayed 4 nights in Jun 2021

10/10 Excellent

Michelle C., Where do you live?

Liked: Cleanliness
Great Location
Enjoyed the proximity to everything: Good restaurants The Pier Rental shops Retail shops.
Stayed 3 nights in May 2021

8/10 Good

Staci S.

Liked: Cleanliness
Survived Eta
House was clean & cozy for weekend stay after storm, proximity to beach is wonderful.
Stayed 4 nights in Nov 2020

8/10 Good

Alexandria D.

Liked: Cleanliness
Location! Location! Location!
The location is the star here! We were so pleased with the size, appearance, cleanliness, and ease of check-in associated with this property and could not get over how perfect the location is. On the same street and just a very short walk from the cottage, you will find The Waterfront Restaurant, the pier, a gift shop, and an ice cream shop. In the other direction, also not too long of a walk, you have The Sandbar Restaurant (a beachfront restaurant/ bar) and a beach entrance. The grill worked perfectly, the kitchen was fully stocked with almost everything you need so you don't have to bring too much, and the towels provided were plenty. The size of the rooms were just right, the living room was spacious, and the front/back patios were some of our favorite places to have dinner or sip on some morning coffee. Parking was never an issue either!! The only reason I would not give this property a full five stars was because there was a bit of a mix up prior to our arrival when we informed the management company we would be bringing our sweet baby girl (9mo old puppy) and that we were more than fine with the pet fee. The management company told us we could not bring her because the cottage was a "no pet" listing and I had to provide a screenshot of the listing where it said: small dogs only. This created quite a bit of stress for us since we had specifically only looked for pet friendly rentals knowing that boarding her for too many days was not likely an option. We weren't sure what to do if we could not take her at all since it was a no-refund rental. It was resolved not long after but I just found it odd that the management company would not know what was on their listing. I am thankful that the owners were flexible and that it was all resolved shortly thereafter but didn't really appreciate being told that an exception would be made just this once. An exception was not being made, we made the reservation based on the fact that the listing said our dog was welcome; that's not an exception. Again, the cottage was great and I think the mix up had more to do with the management company than the property or the owners so I would definitely rent again and would recommend to friends and family. I hope future renters enjoy as much as we did.
Stayed 4 nights in Aug 2020

10/10 Excellent

Susan M.

Liked: Cleanliness
Sweet Cottage
This cottage is adorable with an attractive beach vibe. We enjoyed the back yard and having the new gas grill was a nice plus. Bed and linens were heavenly giving a peaceful nights sleep and an overall restful vacation. The location of the cottage is closer to the Bay than the Gulf so if you’re an avid beachgoer renting a golf cart could come in handy. Being on the Bay is different with lots of opportunities to see and experience a different side of a beach vacation. The cottage is well-equipped and very clean with a good supply of cleaning supplies at the ready if needed. Overall I highly recommend Twin Dolphins when in AMI.