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Florida Properties

Florida Properties

Our stunning rental homes on beautiful Anna Maria Island

Anna Maria Island Gulf Coast of Florida

Unique and unspoilt, Anna Maria Island, with its seven-mile stretch of white sands, traditional clapper-board houses and friendly people, is truly once visited, never forgotten.  It’s easy laidback lifestyle makes it perfect for a romantic getaway or family holiday.

There’s so much to enjoy from glorious beaches where you can watch an abundance of wildlife, including playful dolphins, to activities such as golfing, fishing from the piers, tennis, boules and water sports. Cycle or take advantage of free trolley buses to visit  markets, craft shops and boutiques scattered round the island. And, when it comes to food, there really is something for everyone from casual beach bars and bistros to exclusive restaurants serving candlelit dinners.

Florida Properties

A nature lover’s paradise, you can sit on the deck of our lovely wooden Beach House – which is situated right on the sand – and watch the dolphins play. Or perhaps you’d prefer one of our restored, secluded cottages? Just off the beach, the three cottages are set in a tropical garden and benefit from a heated pool with waterfall.  They’re available to rent individually or together,  providing perfect accommodation for individuals, couples or family groups.

Finally, we have an additional cottage situated in a quiet street just a few minutes stroll from the beach.  Built up on stilts, it has the benefit of a private raised deck area – perfect for relaxing whilst enjoying beautiful sunshine. All our properties are restored and furnished sympathetically to retain their character and charm and are fully equipped with everything we hope you could wish for to enjoy a perfect holiday.

Places to eat

Ahoy, food lovers and island adventurers! When embarking on a vacation to the breathtaking Anna Maria Island, in addition to the pristine beaches and clear waters, the delectable dining spots scattered across the island deserve a standing ovation, too! Imagine enjoying a gourmet meal after a fun-filled day of snorkeling – you can’t get much better than that!

Places to visit

We have a lot of families that twin center holiday between Orlando and Anna Maria Island. A great way to spend your holiday time is to visit Orlando attractions then come to Anna Maria Island and get your rest and relaxation time to recharge for your return trip to home. A quick trip away from Anna Maria Island to take in the sights and sounds of Florida.

Florida Booking & Availability

  • Orange circles: Available.
  • Greyed out: Unavailable.
  • No colour (such as 4th July and Thanksgiving day): Arrival and departure is not possible on these days however they can be included as part of your stay.

To book, simply click your chosen arrival date from those in the orange circles and follow the steps to complete your stay with us.

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Weekly Prices & Additional Information

Beach House

2025

3rd – 31st January: $4,300.00
February: $4,800.00
March: $6,300.00
April: $5,800.00
May: $4,800.00
June: $4,600.00
1st – 31st July: $4,900.00
4th July: add $300
August: $4,900.00
September: $4,500.00
October: $5,200.00
November: $5,000.00
Thanksgiving 28th November add $300
1st – 19th Dec: $5,000.00
20th Dec – 2nd Jan: $5,500.00

Security/damage deposit: $600.00 – Prices exclude taxes

This property is accessed via a flight of external stairs

Beach towels are provided

The grill is fuelled by charcoal

There is off-road parking for up to 3 cars (depending on size) and parking on the road is strictly prohibited (the City of Holmes Beach will issue fines for vehicles parked incorrectly).

If hiring a golf cart we recommend a gas one as there isn’t easy access to a charging point, and you can get to more places.

We do not provide beach equipment however anything that has been left by previous guests is stored in the cupboard for future guests to use

You will need to provide your own supply of household items (such as washing up liquid, washing detergent, dishwasher tablets, bin bags, toilet tissue etc) as we only provide enough for the first day or so of your stay

On arrival you will find a bottle of wine, a bottle of water and a few packets of crisps to enjoy with our compliments however we no longer provide tea, coffee, sugar etc.  We will however leave any unopened food items which have been left by previous guests for the next guests to use

For safety reasons we are not able to provide any baby equipment. However there are numerous places on the island where such items car be hired

Starfish Cottage

2025

3rd – 31st January: $2,900.00
February: $3,200.00
March: $3,800.00
April: $3,650.00
May: $2,700.00
June: $2,690.00
1st – 31st July: $2,500.00
4th July add $300
August: $2,650.00
September: $1,999.00
October: $2,850.00
November: $2,400.00
Thanksgiving 28th November add $300
1st – 19th Dec: $2,300.00
20th Dec – 2nd Jan: $2,600.00

Security/damage deposit: $525.00 – Prices exclude taxes

French doors lead from the 2nd bedroom directly to the pool area however alarms are fitted to these doors

The pool is deep and unfenced

The pool is shared with the occupants of Seahorse and Shell Cottages which means there would be a maximum of 8 people using it

Beach towels are provided

The grill is fuelled by charcoal

There is off-road parking for 1 car and parking on the road is strictly prohibited (the City of Anna Maria will issue fines for vehicles parked incorrectly)

We do not provide beach equipment however anything that has been left by previous guests is stored in the cupboard for future guests to use

If hiring a golf cart we recommend a gas one as there isn’t easy access to a charging point, and you can get to more places.

You will need to provide your own supply of household items (such as washing up liquid, washing detergent, dishwasher tablets, bin bags, toilet tissue etc) as we only provide enough for the first day or so of your stay

On arrival you will find a bottle of wine, a bottle of water and a few packets of crisps to enjoy with our compliments, however we no longer provide tea, coffee, sugar etc.  We will however leave any unopened food items which have been left by previous guests for the next guests to use

For safety reasons we are not able to provide any baby equipment however there are numerous places on the island where such items car be hired

Seahorse Cottage

2025

3rd – 31st Jan: $1,900.00
February: $2,500.00
March: $2,850.00
April: $2,900.00
May: $1,900.00
June: $1,900.00
1st – 31st July: $1,900.00
4th July add $300
August: $1,750.00
September: $1,750.00
October: $1,750.00
November: $1,750.00
Thanksgiving 28th Nov add $300
1st – 19th Dec: $1,750.00
20th Dec – 2nd Jan: $1,800.00

Security/damage deposit: $300.00 – Prices exclude taxes

The pool is deep and unfenced

The pool is shared with the occupants of Starfish and Shell Cottages which means there would be a maximum of 8 people using it

The washing machine, dryer and large fridge/freezer can be found in the garage and these are shared with the occupants of Seahorse Cottage

Beach towels are provided

The grill is fuelled by charcoal

There is off-road parking for 1 car and parking on the road is strictly prohibited (the City of Anna Maria will issue fines for vehicles parked incorrectly

If hiring a golf cart we recommend a gas one as there isn’t easy access to a charging point, and you can get to more places.

We do not provide beach equipment however anything that has been left by previous guests is stored in the cupboard for future guests to use

You will need to provide your own supply of household items (such as washing up liquid, washing detergent, dishwasher tablets, bin bags, toilet tissue etc) as we only provide enough for the first day or so of your stay

On arrival you will find a bottle of wine, a bottle of water and a few packets of crisps to enjoy with our compliments however we no longer provide tea, coffee, sugar etc.  We will however leave any unopened food items which have been left by previous guests for the next guests to use

For safety reasons we are not able to provide any baby equipment however there are numerous places on the island where such items car be hired

Shell Cottage

2025

3rd – 31st January: $1,700.00
February: $2,100.00
March: $2,400.00
April: $2,500.00
May: $1,800.00
June: $1,700.00
1st – 31st July: $1,650.00
 4th July add $300
August: $1,650.00
September: $1,550.00
October: $1,650.00
November: $1,650.00
Thanksgiving 28th November add $300
1st – 19th Dec: $1,650.00
20th Dec – 2nd Jan: $1,850.00

Security/damage deposit: $300.00 – Prices exclude taxes

There are doors leading from the 2nd bedroom directly to the pool area however alarms are fitted to these doors

The pool is deep and unfenced

The pool is shared with the occupants of Starfish and Seahorse Cottages which means there would be a maximum of 8 people using it

The washing machine, dryer and large fridge/freezer can be found in the garage and these are shared with the occupants of Seahorse Cottage

Beach towels are provided

The grill is fuelled by charcoal

There is off-road parking for 1 car and parking on the road is strictly prohibited (the City of Anna Maria will issue fines for vehicles parked incorrectly)

If hiring a golf cart we recommend a gas one as there isn’t easy access to a charging point, and you can get to more places.

We do not provide beach equipment however anything that has been left by previous guests is stored in the cupboard for future guests to use

You will need to provide your own supply of household items (such as washing up liquid, washing detergent, dishwasher tablets, bin bags, toilet tissue etc) as we only provide enough for the first day or so of your stay

On arrival you will find a bottle of wine, a bottle of water and a few packets of crisps to enjoy with our compliments however we no longer provide tea, coffee, sugar etc.  We will however leave any unopened food items which have been left by previous guests for the next guests to use

For safety reasons we are not able to provide any baby equipment however there are numerous places on the island where such items car be hired

.

Seabreeze Cottage

2025

3rd – 31st January: $1,890.00
February: $1,900.00
March: $2,310.00
April: $2,100.00
May: $1,790.00
June: $1,890.00
1st – 31st July: $1,790.00
4th July add $300
August: $1,900.00
September: $1,590.00
October: $1,690.00
November: $1,690.00
Thanksgiving 28th November addl $300
1st – 19th December: $1,690.00
20th Dec – 2nd January: $1,790.00

Security/damage deposit: $500.00 – Prices exclude taxes

This property is accessed via a flight of external stairs

Beach towels are provided

The grill is fuelled by charcoal

There is off road parking for up to 2 cars (depending on size) and parking on the road is strictly prohibited (the City of Holmes Beach will issue fines for vehicles parked incorrectly)

We do not provide beach equipment however anything that has been left by previous guests is stored in the cupboard for future guests to use

If hiring a golf cart we recommend a gas one as there isn’t easy access to a charging point, and you can get to more places.

You will need to provide your own supply of household items (such as washing up liquid, washing detergent, dishwasher tablets, bin bags, toilet tissue etc) as we only provide enough for the first day or so of your stay

On arrival you will find a bottle of wine, a bottle of water and a few packets of crisps to enjoy with our compliments however we no longer provide tea, coffee, sugar etc.  We will however leave any unopened food items which have been left by previous guests for the next guests to use

For safety reasons we are not able to provide any baby equipment however there are numerous places on the island where such items car be hired

Notes regarding prices/additional charges

  • The above prices are for guidance only
  • For an accurate price please go to the relevant booking section and add your dates to check availability on your chosen property or for all available rentals.
  • For USA properties only, Sales & Resort taxes (currently totalling 13%) will need to be added to the above prices
  • There is a minimum rental period of 4 nights – 7 nights at The Beach House and Seabreeze
  • A surcharge will be applied for rentals of less than 6 nights
  • The security/damage deposit is required in addition to any rental monies
  • Additional charges may apply if sofa-beds (where applicable) are required

Payment terms

  • The security/damage deposit will be charged immediately to secure a booking
  • The full rental monies will be charged automatically 12 weeks before arrival date or immediately if there is less than 12 weeks
  • The security/damage deposit is refundable on confirmation from the manager that everything is ok with the property and the key has been returned to the key safe

Any questions?

If you have any questions, please reach out to us using the email button below, we are here to help.

UK Office Address:

Dormy House
43 Kingsbury Street
Marlborough
Wiltshire
SN8 1JE
United Kingdom

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Please note that the information below is applicable only to our Portugal properties.

National Local Accommodation Registry Numbers:

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  • Casa do Medronho 75404/AL
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  • Borboleta Apartment 75414/AL

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