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

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Dates

January 2025

February 2025

Overview
Amenities
Policies
Location
Host

Exceptional

Entire home

2 bedrooms1 bathroomSleeps 467 sq m

Popular amenities

Gym

Parking available

Washer

Outdoor space

Kitchen

Air conditioning

Explore the area

Anna Maria, FL

Bay Boulevard Beach
2 min walk
The Waterfront Restaurant
2 min walk
St. Petersburg Station
63 min drive
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
46 min drive

Room options

About this property

Entire place

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

**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

During your stay at this cottage, you're just a quick walk from Bay Boulevard Beach. Enjoy features like a gym, concierge services, and an arcade/game room. A kitchen and a washer/dryer are available in the cottage.

Air-conditioned cottage with kitchen, washer/dryer, and balcony or patio
Services include a concierge
Onsite recreation includes tennis courts and a gym
Steps from Bay Boulevard Beach and Anna Maria City Pier

As a guest of this cottage, you'll find a fitness center, barbecue grills, and an arcade/game room. The family-friendly cottage also features a garden and concierge services. The front desk is open around the clock.

This Anna Maria cottage is smoke free.

Property manager

Edward G DeLosh Sr

Languages

English

Property amenities

Beach

Beach towels

Internet

WiFi available

Parking and transport

On-site parking
Car not required

Kitchen

Fridge
Stovetop
Microwave
Oven
Dishwasher
Cookware/dishes/utensils
Coffee/tea maker

Bedrooms

2 bedrooms
Bed sheets provided

Bathrooms

1 bathroom
Bath or shower
Towels provided
Hairdryer

Living spaces

Living room

Entertainment

TV with cable/satellite service
Games room

Outdoor areas

Patio
Garden
Barbecue
Garden
Outdoor furniture

Laundry

Washing machine and dryer
Near a laundromat

Comfort

Air conditioning
Heating

Pets

No pets allowed

Suitability/Accessibility

Smoke-free property

Services and conveniences

Concierge services
Iron/ironing board

Location highlights

Near the sea
Near a health or beauty spa
Near a hospital
Near outlet shopping
Near the bay
In a village

Things to do

Fitness centre
Water sports equipment
Fitness facilities nearby
Kayaking on site
Boating on site
Golf on site
Tennis on site
Cycling on site
Windsurfing nearby
Power boating nearby
Horse riding nearby
Ecotours nearby
Fishing nearby
Parasailing nearby
Jet skiing nearby
Golf nearby
Birdwatching 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 installed (host has indicated that there is a smoke detector on the property)
Fire extinguisher
Deadbolt lock

General

Unit size: 720 sq ft (67 sq m)

Policies

Check-in

Check-in time starts at 4:00 PM

Contactless check-in 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

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.

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

Onsite 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 there is a smoke detector on the property

Safety features at this property include a fire extinguisher 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

You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.

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

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

9.6

Exceptional

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Eco-friendliness

10/10 Excellent

Jason

Travelled with family

24 Aug 2024

Liked: Cleanliness, property conditions & facilities

The property was as described and absolutely amazing! It was beautiful inside, beds were comfortable, living area had comfortable furniture. Amenities were excellent. Not a bad thing to say about this place. Easy check in/out. Will definitely stay there again!

Stayed 6 nights in Aug 2024

10/10 Excellent

Billie

Travelled with group

14 Aug 2024

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.

10 Aug 2024

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

18 Jul 2024

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.

18 Jun 2024

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.

13 Jun 2024

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.

12 May 2024

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.

17 Oct 2023

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.

12 Jul 2023

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

17 May 2023

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.

8 May 2023

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

14 Oct 2022

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

11 Oct 2022

Liked: Cleanliness

Paradise

Great cottage. Close to everything.

Stayed 5 nights in Oct 2022

10/10 Excellent

Heath S.

27 Jun 2022

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.

22 Jun 2022

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.

15 Jun 2022

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

1 Jun 2022

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.

13 May 2022

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.

26 Oct 2021

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.

17 Oct 2021

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.

5 Aug 2021

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.

21 Jun 2021

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?

16 May 2021

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.

19 Nov 2020

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.

17 Aug 2020

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