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58 Results   |  

Excellent 5/5 

24 Photos

Anna Maria Island / Bradenton Beach

House / 4 Bedrooms / sleeps 8

Excellent 5/5 

5 Nights min stay

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from £153 / night

£1065 - £2000 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Large luxury home- 2560 sq. ft. Private heated pool & hot tub All new custom furnishings Professionally decorated 3 custom bedrooms- King beds Bonus bunk bed room 2 full baths, 2 half baths Wireless 60Mbit Internet, Smart TV in all rooms  …see more

20 Photos

Florida / Anna Maria Island

Apartment / 2 Bedrooms / sleeps 6

7 Nights min stay

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from £123 / night

£860 - £1420 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Quiet, self-catering holiday rental with view over the Mexican gulf and heated pool! 80 yards to white, sandy, child-friendly beach. Easy walking distance to restaurants & shopping, yet very quiet location. Our home is very well equipped and has relaxed, beautiful furnishings.  …see more

19 Photos

Florida / Anna Maria Island

Apartment / 2 Bedrooms / sleeps 4

3 Nights min stay

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from £130 / night

£904 - £1355 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Private balcony with a dominating, spectacular view of the beach makes enjoy the unforgettable sunsets while with a glass of chilled wine watch the dolphins play.  …see more

Featured properties

10 Photos

Anna Maria Island / Bradenton Beach

Apartment / 2 Bedrooms / sleeps 6

Short stays welcome

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from £72 / night

£500 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Beautiful condo by the beach on Anna Maria Island, Florida  …see more

24 Photos

Anna Maria Island / Anna Maria

House / 4 Bedrooms / sleeps 10

Short stays welcome

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from £231 / night

£1613 - £1858 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
Florida, Anna Maria, Ferienhaus,Kinder, Familien, Großfamilien, Entspannung, Strandnah, Kanalfront, Aussicht, Angeln, beheizter Pool, Jacuzzi, 4 Schlafzimmer, ruhig, großzügig, WLAN, TV, please notice the add. fees for cleaning, taxes and heated pool!  …see more

Excellent 5/5 

24 Photos

Anna Maria Island / Bradenton Beach

Townhouse / 2 Bedrooms / sleeps 5

Excellent 5/5 

7 Nights min stay

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from £115 / night

£800 - £1100 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
"Key West" style townhouse right at the beach on beautiful Anna Maria Island - Florida's best kept secret. Recently re-furbished to a very high standard. The property boasts many modern features to ensure a wonderful island escape vacation. Ideal for couples & families. Miles of white sand beach on your doorstep. Within easy walking distance of restaurants, shops and amenities  …see more

Very Good 4/5 

15 Photos

Florida / Anna Maria Island

Cottage / 1 Bedroom / sleeps 3

Very Good 4/5 

4 Nights min stay

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from £84 / night

£588 - £859 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children over 5
  • Car advised
  • Air conditioning
  • No pets allowed
Beautiful small but quaint cottage set in tropical garden with heated pool (shared with other 2 cottages) just a stones throw from the beach. Shell Cottage can be rented separately or with our other cottages for larger groups. Comfortably furnished and well equipped.  …see more

Good 3/5 

15 Photos

Florida / Anna Maria Island

House / 2 Bedrooms / sleeps 4

Good 3/5 

4 Nights min stay

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from £88 / night

£610 - £813 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Beautiful cottage with large spa pool & fantastic deck just 200ft from the beach. BEACHCOMBER fully equipped to the highest standard stands on stilts and can be rented with our other cottage next door for larger groups.  …see more

12 Photos

Florida / Anna Maria Island

House / 3 Bedrooms / sleeps 8

4 Nights min stay

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from £175 / night

£1220 - £1694 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
The Beach House is situated right on the beautiful white sandy beach and with its veranda looking directly out to the ocean it is the perfect place to sit and relax and watch the dolphins.  …see more

29 Photos

Florida / Anna Maria Island

Condo / 2 Bedrooms / sleeps 6

7 Nights min stay

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from £118 / night

£820 - £1000 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Condo in Anna Maria Island, Florida: Relax in this recently re-furnished, roomy and well maintained 2 bedroom / 2 bathroom condo with covered parking & a heated pool. Located in the heart of Anna Maria Island in the sun-drenched community of Holmes Beach is “Seacrest”.  …see more

12 Photos

Anna Maria Island / Holmes Beach

Apartment / 2 Bedrooms / sleeps 6

1 night min stay

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from £87 / night

£609 - £741 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
 …see more

Excellent 5/5 

27 Photos

Anna Maria Island / Bradenton Beach

Apartment / 2 Bedrooms / sleeps 6

Excellent 5/5 

7 Nights min stay

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from £65 / night

£449 - £930 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Suitable for children over 5
  • Car advised
  • Air conditioning
  • No pets allowed
 …see more

24 Photos

Anna Maria Island / Anna Maria

House / 4 Bedrooms / sleeps 6

7 Nights min stay

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from £147 / night

£1026 - £1218 / week

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
Located on one of the prettiest streets in the village of Anna Maria, this lovely 4 bedroom, 2 and a half bath home is just 7 houses away from the beach. The quiet, tree-lined street evokes memories of Florida Gulf Coast islands in days gone by, with a shaded path providing access to the island's fabulous white-sand beach and crystal-clear Gulf waters. When you're not out soaking up the sun, enjoy the comfortable surroundings of home, with exotic hard wood floors in the living and dining room, Mexican tiles in the kitchen, and vaulted ceilings with an open walkway upstairs. The open living area features a large dining table and comfortable sofas for kicking back to watch the large flat-screened t.v. Granite counters and a gas stove make the kitchen especially attractive and functional, while the laundry room off the kitchen is perfectly positioned for convenience. Behind the kitchen is a half bath across from a bedroom with a twin daybed and trundle, with the master bedroom and bathroom beyond. Two additional bedrooms are at the top of the open staircase, along with another full bathroom. Outside you'll find a large deck on the front of the house, and downstairs you'll find plenty of room to kick back while cooking dinner on the gas grill. Afterwards, take a walk on the "secret" pathway that runs along the beach from Maple Avenue up to Magnolia, stopping at The Sand Bar Restaurant for dessert. You'll find you can easily access everything on the island, whether by foot, by bike, or by jumping on the free Island Trolley at the end of the street. Sleeps no more than 6 people in 2 queen beds and 4 twin beds. Ask about monthly rates and last-minute discounts. Additional amenities include: security deposit $69 non-refundable, iron & ironing board yes, view glimpses of gulf, maximum # of guests 8, bed size 4th rm queen, walk-in shower master bath, blow dryer yes, bed size 2nd rm 2 twins/trundle, cleaning fee 160.00, TVs/VCR/DVD flat screen TV/DVD, micro/dishwash/disp. yes, bedrooms/bath 4 bedrooms/2.5 baths, bed size 1st/master queen, beach access west of gulf drive, no.vehicles allowed 4, square footage, est. 2268 under air, tub/shower combo upstairs bath, beach distance 200 yards, golf off island, nearby, bed size 3rd rm 2 twins/trundle, floor no. elevated home, laundry/coin/private in house, heating central, tennis nearby, boat trailer parking yes.  …see more

25 Photos

Anna Maria Island / Holmes Beach

House / 4 Bedrooms / sleeps 9

14 Nights min stay

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from £184 / night

£1283 - £2244 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Pets welcome
Wrap yourself in luxury in this owner/designer decorated home offering every amenity to make your trip to paradise a memorable experience. Gaze out from your bedroom balcony to the calming view of the canal. This home is a boater's delight, so bring your boat and enjoy the beautiful gulf waters. Set on a quiet side street in Holmes Beach only 5 blocks or a 10 minute ride to the beach, this property offers everything. Relax in the hot tub as you listen to the gentle swaying of the palms, sipping on your favorite beverage. The serene decor will help you to relax and unwind in the spacious common rooms and fabulous bedrooms. There are two master king suites on the first floor and a den with a queen Murphy bed. The second floor king master suite has a sitting area with a coffee bar. When you aren't relaxing by the pool or watching one of the four Smart TVs, you can enjoy a bike ride through the neighborhood or explore the shops and restaurants on the island. There is a gas grill for your use and outdoor dining by the pool or the spacious dining room. For the vacation of a lifetime, this is the house for you. Additional amenities include: dock/boat-slip, sofabed, cleaning fee $200, tub/shower combo one, bedrooms/bath 4/4, square footage, est. 2407, maximum # of guests 9, spa tub two, security deposit $79, TVs/VCR/DVD 4/DVD, walk-in shower three, iron & ironing board yes, view canal, den/study queen, murphy bed, boat trailer parking contact owner, bed size 3rd rm king, bed size 2nd rm king, jacuzzi-in/out 2 yes/yes, beach access 77th st, pet friendly yes, small dogs, golf nearby, micro/dishwash/disp. yes/yes/yes, canal front yes, beach distance 5 blocks, heating central, tennis nearby, pool heat additional yes $125 per week, pet fee non-refund $100 per dog, laundry/coin/private private, blow dryer yes, bed size 1st/master king.  …see more

Very Good 4.5/5 

25 Photos

Anna Maria Island / Bradenton Beach

Cottage / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

3 Nights min stay

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from £58 / night

£401 - £754 / week

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Pets welcome
Enjoy a fantastic Bradenton Beach vacation in this colorful duplex filled with charming beach décor and special touches that will make your stay extra special. "Sea Stories" features two comfortable bedrooms, one with a king-size bed, and the other with a queen. Both have flat-panel televisions so everyone can watch what they'd like. A full bath with a combination tub and shower sits at the end of the hall between the two bedrooms. Although you can eat a beachside breakfast, lunch, and dinner at the famous Gulf Drive Café & Tiki Hut right at the end of the street, if you choose to cook you'll quickly discover lots of special touches to help you get the job done. Custom-built countertops with seashells from our beautiful beaches encased in acrylic are fun to look at, even if you never take out a cutting board. At mealtime, eat at the breakfast bar, or pull out the antique kitchen table for more seating. An overstuffed sofa and other comfy chairs in the living room will give you a great place to relax, whether watching t.v., reading a great book, or enjoying cocktails. An entry nook off the living area features a café table and chairs, the perfect place for morning coffee! Outside you'll find fresh herbs in the garden, an outdoor sink for rinsing off your beach finds, and a gas grill. From here it's less than 100 yards to the sparkling white sand and crystal-clear waters of the Gulf of Mexico and the round-the-clock fun at the tiki hut. You'll also be able to easily walk to other Bradenton Beach attractions, including the marina, the pier, restaurants, shops, and loads of island fun! Sea Stories and Fish Tales can be combined into one rental for a total of four bedrooms, two bathrooms, and two kitchens. Please ask for details about special pricing for this option. Additional amenities include: games, iron & ironing board yes, laundry/coin/private in unit, beach distance 100 yards, walk-in shower yes, TVs/VCR/DVD DVD player, maximum # of guests 4, security deposit $45 non-refundable, square footage, est. 985, micro/dishwash/disp. microwave, bed size 1st/master queen, pet friendly dogs only, beach access across gulf drive, no.vehicles allowed 2, heating central heat, cleaning fee $95, pet fee non-refund $100, added sm appliances wafiron/mixer/blend, bed size 2nd rm queen, floor no. ground floor, tennis nearby, bedrooms/bath 2 bedrooms/1 bath, boat trailer parking yes.  …see more

25 Photos

Anna Maria Island / Holmes Beach

Apartment / 2 Bedrooms / sleeps 6

7 Nights min stay

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from £284 / night

£1984 - £2241 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
Island Paradise is just that- the best view on Anna Maria Island. Panoramic views of the beautiful blue waters of the Gulf of Mexico and the white sand beaches. And don't forget the legendary sunsets. It simply does not get any better than this. It is like you are sitting on the deck of a cruise ship- just in more luxury. This premium condo has it all including tile floors, granite countertops, the finest cabinetry and appliances. The powder sugar sand beaches of Anna Maria Island await. Far away yet close to plenty of the great island charm that the area has to offer. The living area has a very comfortable sofa and 50" flat screen TV. Oh, and an incredible view of the Gulf of Mexico! You won't be able to surpase this view from your dining table. No better place to relax and read a book on vacation. The Master bedroom has a King bed, personal TV and ceiling fan. Also has a very nice vew of the beach and ocean as well. The second bedroom has (2) full size beds, so the condo can comfortably sleep 6. Ask about our fall discounts. Additional amenities include: micro/dishwash/disp. yes/yes/yes, tennis nearby, square footage, est. 1482 total, iron & ironing board yes, golf off-island nearby, laundry/coin/private in unit, view gulf & beach, floor no. 1, TVs/VCR/DVD flat panel TVs/DVD, bedrooms/bath 2 bedroom/2 baths, no.vehicles allowed 2, beach access directly on beach, telephone cap unlimited ld in us, heating central heat, beach distance directly on beach, security deposit $45 non-refundable, maximum # of guests 6, bed size 2nd rm 2 full-size beds, bed size 1st/master king.  …see more

25 Photos

Anna Maria Island / Anna Maria

House / 2 Bedrooms / sleeps 6

7 Nights min stay

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from £83 / night

£577 - £898 / week

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
Enjoy an old fashioned Florida beach vacation at this wonderful cottage just 4 houses from the beach! One Florida family has spent over four decades building happy summer memories right in this spot, and they invite you to create some of your own treasured moments on your next visit to Anna Maria. Located right in the heart of the village of Anna Maria, not only can you walk to the beach in a matter of seconds, but you can easily get to everything else by foot or on bike. Restaurants, shopping, theater, and ice cream...all just a hop, skip, and a jump away! When you're ready to go a bit further, the free Island Trolley stops right at the end of your street. Everyone will enjoy staying in a home without stairs! Ground floor living makes everything so easy. You'll find two bedrooms, plus a bonus room with additional bedding. The master bedroom features a queen size bed and en suite bath, while the 2nd bedroom sports two twin beds. The bonus room has two day beds, plus a queen sleeper sofa. A second full bath is located down the hall, while outdoor showers at the back of the house provide guests with a good place to rinse off after a day at the beach. Other features include a nicely remodeled kitchen, remodeled bathrooms, brand new tile floors, When you're ready to relax at home, both the living and bonus rooms feature flat panel televisions for your viewing enjoyment. Additional amenities include: sofabed, beach access end of street, micro/dishwash/disp. yes/yes/yes, iron & ironing board yes, cleaning fee $150, tub/shower combo 2nd bth, bed size 1st/master queen, den/study 2 twins, bed size 2nd rm two twins, heating central, square footage, est. 1296 under air, no.vehicles allowed 2, laundry/coin/private private laundry, security deposit $45 non-refundable, walk-in shower master bath, tennis nearby, beach distance 4 houses, floor no. ground level, boat trailer parking yes, maximum # of guests 6, golf off island.  …see more

27 Photos

Anna Maria Island / Holmes Beach

Apartment / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £293 / night

£2049 - £2305 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
You'll be hard-pressed to find something more luxurious than this beautiful three bedroom, two-and-a-half bath unit at the prestigious La Casa Costiera. These high-end condominiums are in demand year-round...take one step inside and you'll immediately know why. You'll find all the luxury touches, including crown molding, a gas-burning fireplace, granite countertops, a deluxe kitchen, an oversized balcony, and exquisite island decor...all surrounded by lush tropical landscaping. You're only steps from the powder sand beaches, crystal-clear Gulf of Mexico waters, and glorious sunsets for which Anna Maria Island is famous. The private access gate and personalized parking let you know you have arrived in paradise. The kitchen is deluxe with granite, stainless steel appliances and all needed cookware. Custom cabinets make this dream kitchen a wonderful focal point for family and friends to enjoy each other's company while unwinding from the day. A full laundry room is right off the kitchen. Ask about our fall discounts. Additional amenities include: micro/dishwash/disp. yes/yes/yes, iron & ironing board yes, laundry/coin/private in unit, beach distance complex is on beach, bedrooms/bath 3 bedrooms/2.5 baths, TVs/VCR/DVD flat-panel TVs/DVD, maximum # of guests 6, view partial gulf views, golf off-island nearby, elevator yes, floor no. 2, beach access steps to the beach, security deposit $45 non-refundable, bed size 3rd rm two twins, no.vehicles allowed 2, square footage, est. 2266 total, telephone cap unlimited ld in us, heating central heat, bed size 2nd rm queen, jacuzzi-in/out outdoor spa, tennis nearby, bed size 1st/master king.  …see more

26 Photos

Anna Maria Island / Holmes Beach

Apartment / 2 Bedrooms / sleeps 6

14 Nights min stay

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from £65 / night

£449 - £770 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
West Bay Cove is a great location for taking advantage of everything that Anna Maria Island has to offer. Only a block from the public beach area, close to the grocery store, several shops and at a trolley stop, this condo will meet all of your needs without a car. The grounds are well cared for and you will feel like you are on your own private secluded Anna Maria Island. Up to six people can be accommodated with 2 bedrooms, 2 baths and a queen size sleeper sofa in this totally updated and redecorated condo. The enclosed porch is a great place to relax and enjoy the view of the pool and a glimpse out to the bay. The tennis court and two heated pools make this a perfect holiday retreat. Make sure that you enjoy the sunsets that make Anna Maria Island a very special destination. Additional amenities include: sofabed, TVs/VCR/DVD DVD-smart blueray, walk-in shower yes, added sm appliances toaster, coffee make, bed size 1st/master queen, tub/shower combo yes, beach access public beach, view bay view from lanai, floor no. 2nd, laundry/coin/private yes - prvate, heating central, square footage, est. 1447, tennis yes, micro/dishwash/disp. yes, beach distance 1 block, golf nearby, blow dryer yes, no.vehicles allowed 1/ guest parking, bed size 2nd rm 2 twins, maximum # of guests 6, bedrooms/bath 2/2, cleaning fee $95.  …see more

23 Photos

Anna Maria Island / Bradenton Beach

Cottage / 2 Bedrooms / sleeps 4

3 Nights min stay

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from £58 / night

£401 - £754 / week

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Pets welcome
Enjoy a fantastic Bradenton Beach vacation in this colorful duplex filled with charming beach décor and special touches that will make your stay extra special. "Fish Tales" features two comfortable bedrooms, one with a king-size bed, and the other with two twin beds. Both bedrooms have flat-panel televisions so everyone can watch what they'd like. A full bath with a walk-in shower sits at the end of the hall between the two bedrooms. Although you can eat a beachside breakfast, lunch, and dinner at the famous Gulf Drive Café & Tiki Hut right at the end of the street, if you choose to cook you'll quickly discover lots of special touches to help you get the job done in this charming kitchen. At mealtime, eat at the breakfast bar, or pull out the little living room table for dining a deux! An overstuffed sofa and other comfy seating in the living room will give you a great place to relax, whether watching t.v. or enjoying cocktails, while an entry nook off the living area might be the perfect place for catching up on your beach reading! Outside you'll find fresh herbs in the garden and a private walkway and patio with an outdoor sink for rinsing off your beach finds, a gas grill, and seating for 4 when you're ready to dine al fresco. From your front door it's less than 100 yards to the sparkling white sand and crystal-clear waters of the Gulf of Mexico and the round-the-clock fun at the tiki hut. You can easily walk to other Bradenton Beach attractions as well, including the marina, the pier, restaurants, shops, and loads of island fun. Sea Stories and Fish Tales can be combined into one rental for a total of four bedrooms, two bathrooms, and two kitchens. Please ask for details about special pricing for this option. Additional amenities include: games, micro/dishwash/disp. microwave, iron & ironing board yes, bedrooms/bath 2 bedroom/1 bath, pet fee non-refund $100, maximum # of guests 4, pet friendly dogs only, beach access across gulf drive, bed size 2nd rm two twins, no.vehicles allowed 2, laundry/coin/private in unit, tennis nearby, security deposit $45 non-refundable, square footage, est. 985, added sm appliances cuisinart/mix/blend, beach distance 100 yards, heating central heat, boat trailer parking yes, floor no. ground level, TVs/VCR/DVD DVD player, bed size 1st/master king, cleaning fee $95.  …see more

25 Photos

Anna Maria Island / Holmes Beach

Cottage / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £55 / night

£382 - £638 / week

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
The perfect spot for the budget-conscious, beach-loving vacationer! This comfortable and clean 2 bedroom/2 bath elevated duplex is only 200 yards from the fabulous white sand beach and crystal-clear waters of the Gulf of Mexico! If rising vacation rental prices have you worried, this is your spot. Tile floors and an open living and kitchen area greet you as you enter the front door. You'll have plenty of room to relax and watch the large flat-screen t.v. when you're ready to come in out of the sun. The family cook will enjoy the new stainless steel appliances in the fully equipped open kitchen. Dine al fresco on the large deck overlooking this quiet street...with a glimpse of the Gulf beyond. When it's time for sleep, two bedrooms with queen beds (and new mattresses) make for a restful night. The master bedroom has an en suite bath and walk-in closet, while the 2nd bedroom is just across the hall from another full bath. Of course, the best thing is the combination of this home's affordable price and fantastic location. A quick walk down the street takes you to the beach, or hop on the free Island Trolley and go anywhere you want! Sleeps 4 in two queen beds. Additional amenities include: games, tennis nearby, iron & ironing board yes, square footage, est. 915, bed size 1st/master queen, cleaning fee $120, bed size 2nd rm queen, laundry/coin/private in unit, heating central, micro/dishwash/disp. yes, TVs/VCR/DVD DVD, security deposit $45 non-refundable, blow dryer yes, beach access at end of street, beach distance 150 yards, bedrooms/bath 2/2, maximum # of guests 4, floor no. elevated home.  …see more

25 Photos

Anna Maria Island / Anna Maria

House / 3 Bedrooms / sleeps 6

28 Nights min stay

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Pricing unknown

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
Spend your vacation just steps from our beautiful beaches and crystal-clear waters! Casa Blanca is in the heart of the village of Anna Maria, and west of Gulf Drive...there's no better place to be! Only 5 houses from the beach, you'll be steps from the sand AND just moments from shopping, restaurants, the Anna Maria Community Theater, and the free Island Trolley. You'll love traveling everywhere by bike or on foot! Inside you'll enjoy beautiful surroundings, with vaulted ceilings in the living and dining areas, a gourmet eat-in kitchen, cozy den, lovely open staircase, and a big deck with views of the Gulf of Mexico. Two bedrooms and one-and-a-half bathrooms are located on the main floor, with a small deck overlooking the lovely gardens extending from each bedroom. Upstairs is another bedroom with en suite bath, along with a loft sitting area, perfect for a quiet retreat. On the ground floor you'll find a picnic area nestled at the back of the house, surrounded by gardens lovingly and painstakingly maintained by the owner. A charcoal grill makes for delicious al fresco dining. Sleeps 6 in one king, one queen, and one fullsize bed. ASK ABOUT DISCOUNTS FOR 3 OR MORE MONTHS. Additional amenities include: games, micro/dishwash/disp. yes/yes/yes, cleaning fee $180.00, security deposit $69 non-refundable, iron & ironing board yes, bedrooms/bath 3 bedrooms/2.5 baths, bed size 3rd rm full, walk-in shower upstairs bathroom, blow dryer yes, maximum # of guests 6, square footage, est. 2514 under air, view some gulf views, no.vehicles allowed 3, beach distance 50 yards, golf nearby, TVs/VCR/DVD DVD, tub/shower combo main floor bath, floor no. elevated home, laundry/coin/private in house, bed size 2nd rm queen, beach access 5 houses from beach, heating central, tennis nearby, boat trailer parking yes, bed size 1st/master king.  …see more

25 Photos

Anna Maria Island / Holmes Beach

Apartment / 2 Bedrooms / sleeps 4

14 Nights min stay

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from £101 / night

£706 - £898 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
Enjoy one of the most breathtaking views on the island from this lovely two bedroom/two bath upstairs unit at West Bay Point Moorings. Not only are the views spectacular, but the entire complex is unique on Anna Maria, with large, open vistas, lush landscaping, four heated swimming pools, two outdoor jacuzzis, tennis courts, and a full time on-site maintenance staff. Tucked behind the Holmes Beach City Complex and Library, you'll have the convenience of shopping, restaurants, and the free Island Trolley just a short stroll away, but with total peace and quiet at home. Inside you'll enjoy a large corner unit with sweeping views of Tampa Bay and the Sunshine Skyway, seen from the master bedroom, living and dining areas, and kitchen. Both sizeable bedrooms feature en suite baths. Open the front screen door and the wall of windows along the back of the unit, and lovely breezes will fill the house! The kitchen is fully equipped for all your cooking needs. With almost 1000 square feet of living space, you'll have plenty of room to spread out and relax. Although a minimum one-month stay is required, reservations for a shorter period of time may be available. Published monthly rental rate includes up to $150/month for electric; expenses in excess of that amount are the responsibility of the guest. Additional amenities include: dock/boat-slip, iron & ironing board yes, square footage, est. 1377, jacuzzi-in/out 2 outdoor, blow dryer yes, bed size 2nd rm 2 twins, TVs/VCR/DVD DVD player, maximum # of guests 4, micro/dishwash/disp. yes, floor no. 2, security deposit $45 non-refundable, tennis yes, tub/shower combo both bathrooms, bedrooms/bath 2/2, no.vehicles allowed 2, golf off island, nearby, view direct bay front, cleaning fee $160, heating central, application fee req. $50, laundry/coin/private washer/dryer in unit, beach distance 5 minutes, bed size 1st/master king.  …see more

25 Photos

Anna Maria Island / Anna Maria

House / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £165 / night

£1154 - £1667 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
Gaze out of your living room to the calming serenity of the canal as you sip on your favorite beverage at this comfortable and spacious home located in the prestigious north end of the island. This beautiful 3 bedroom 2 bath tastefully decorated home is invitingly awaiting your arrival for the vacation of a lifetime on beautiful Anna Maria Island, which was just named one of the top 30 islands in the world by Conde Nast Magazine 2014. This home is conveniently located on the northern end of the Island, footsteps away from the popular Pine Avenue with its boutiques, ice cream shops , famous Anna Maria Pier with restaurant and bar and a short walk to the famous Sand Bar. Having just been completely renovated , this lovely home offers every amenity needed from the 5 televisions, large ground floor recreation room with TV, bar with fridge and a sitting area with a ping pong table which opens onto the heated pool and spa area complete with its own Tiki bar. Boasting 3 bedrooms and 2 baths, plenty of living space, you will be free to roam and enjoy your luxurious surroundings. Rent a boat and leave from your own dock to explore the beautiful Island by water. If you are travelling with children there is a shed filled with toys to enjoy. The beautiful Gulf beaches are only a short stroll away (bay and/or gulf 5 walk minutes). Tranquility awaits. Don't delay, call us today. Additional amenities include: dock/boat-slip, iron & ironing board yes, view canal, pool heat additional $125 week/optional, bed size 3rd rm twin beds x largs, laundry/coin/private private, bedrooms/bath 3/2, maximum # of guests 6, heating yes, tub/shower combo downstairs, cleaning fee 175, walk-in shower yes, no.vehicles allowed 2, golf nearby, micro/dishwash/disp. y/y/y, jacuzzi-in/out out, beach access yes, square footage, est. 1893, TVs/VCR/DVD 5 TV/1DVD, canal front yes, bed size 2nd rm queen, tennis nearby, blow dryer yes, boat trailer parking yes, beach distance 5 minutes, bed size 1st/master king.  …see more

17 Photos

Anna Maria Island / Holmes Beach

Apartment / 2 Bedrooms / sleeps 4

5 Nights min stay

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from £110 / night

£770 - £962 / week

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
Located on Anna Maria Island, this duplex is in a great location for all that the island has to offer. It is close to a boat ramp, to the town tennis courts and a short walk to the beach. This property offers two bedrooms and two baths with a comfortable living, dining and kitchen area. All that Holmes Beach has to offer is within an easy walking distance or you can take the free trolley which covers the entire island. Relax and unwind on this beautiful island, named 26th best in the world by Conde Nash Traveler Magazine. Additional amenities include: dock/boat-slip, tub/shower combo guest bedroom, iron & ironing board yes, bed size 1st/master queen, micro/dishwash/disp. yes, security deposit yes $49, tennis across the street, square footage, est. 1250, heating central, bed size 2nd rm two twins, laundry/coin/private private, golf nearby, maximum # of guests 4, TVs/VCR/DVD one TV, floor no. two, blow dryer yes, walk-in shower master bedroom, bedrooms/bath 2/2, beach distance 7 minute walk, no.vehicles allowed two.  …see more

11 Photos

Anna Maria Island / Holmes Beach

Apartment / 2 Bedrooms / sleeps 6

4 Nights min stay

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from £78 / night

£545 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • Pets welcome
 …see more

16 Photos

Florida / Anna Maria Island

House / 3 Bedrooms / sleeps 8

5 Nights min stay

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from £92 / night

£642 - £866 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
 …see more

18 Photos

Anna Maria Island / Bradenton Beach

Condo / 2 Bedrooms / sleeps 6

7 Nights min stay

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from £70 / night

£484 - £904 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
 …see more

23 Photos

Anna Maria Island / Holmes Beach

Condo / 2 Bedrooms / sleeps 4

14 Nights min stay

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from £11 / night

£74 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
 …see more

18 Photos

Anna Maria Island / Holmes Beach

House / 4 Bedrooms / sleeps 10

2 Nights min stay

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from £146 / night

£1017 - £1242 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Not suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
 …see more

10 Photos

Anna Maria Island / Holmes Beach

Apartment / 2 Bedrooms / sleeps 6

3 Nights min stay

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from £94 / night

£655 - £746 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
 …see more

Excellent 5/5 

14 Photos

Anna Maria Island / Anna Maria

House / 5 Bedrooms / sleeps 10

Excellent 5/5 

4 Nights min stay

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from £194 / night

£1355 - £2394 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
This is our personal Vacation Home. C-view is managed by a team we have selected, not a property management company. C-view Florida is one of the few canal homes (29 foot dock) close to the Gulf of Mexico. This newly renovated, 5 bedroom, 3 1/2 bathroom home has a large and beautifully landscaped pool area overlooking the canal. The bedrooms are tastefully appointed, each with its own doors to the outside. One of the few houses that is both close to the beach and on the canal! The kitchen boasts high quality stainless steel appliances and granite worktops. There is a large flat screen TV for viewing in the main area and Flat screen TVs in the bedrooms. All have HDTV cable access. Docking ports are located around the house for IPODs. Broadband Wi-fi is available throughout the house and there is a computer and printer, too. The pool is a salt cleaned pool with is family size (30 foot) and heated. It includes a splash deck which is great for cooling down after the beach. The beach is less than 200 yards from the house! From the dock at the back of the house you can moor a boat, head off for a kayak adventure or fish. We do not provide bikes or watersports equipment (we are not insured and cannot provide all the safety equipment and bike servicing required) but contact Beach Bums to book your bikes, kayaks, etc. and they will deliver it to the house. Most of the area restaurants (Rod and Reel, Sandbar, Waterfront) are within easy walking distance of the house. Pine Avenue is a 5 minute walk and there you can visit its many unique shops, eat at a variety of restaurants, rent bikes and kayaks or stroll to the Pier.  …see more

Excellent 5/5 

7 Photos

Anna Maria Island / Bradenton Beach

House / 1 Bedroom / sleeps 4

Excellent 5/5 

1 night min stay

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from £88 / night

£613 - £710 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Air conditioning
  • Pets welcome
 …see more

Very Good 4.5/5 

21 Photos

Anna Maria Island / Bradenton Beach

Apartment / 2 Bedrooms / sleeps 6

Very Good 4.5/5 

Short stays welcome

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from £77 / night

£533 - £699 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
 …see more

Very Good 4.5/5 

14 Photos

Anna Maria Island / Holmes Beach

House / 3 Bedrooms / sleeps 6

Very Good 4.5/5 

7 Nights min stay

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from £194 / night

£1355 / week

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Key info:

  • Not suitable for children
  • No pets allowed
 …see more

Excellent 5/5 

33 Photos

Anna Maria Island / Bradenton Beach

Apartment / 2 Bedrooms / sleeps 5

Excellent 5/5 

3 Nights min stay

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from £56 / night

£388 - £646 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • Pets welcome
 …see more

9 Photos

Anna Maria Island / Bradenton Beach

Cottage / 2 Bedrooms / sleeps 4

3 Nights min stay

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from £71 / night

£494 / week

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Key info:

  • Not suitable for children
  • No pets allowed
 …see more

14 Photos

Anna Maria Island / Anna Maria

Villa / 2 Bedrooms / sleeps 5

7 Nights min stay

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from £79 / night

£549 - £775 / week

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Key info:

  • Nearest beach 0 km
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • Pets welcome
 …see more

10 Photos

Anna Maria Island / Bradenton Beach

House / sleeps 2

2 Nights min stay

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from £56 / night

£388 - £517 / week

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Key info:

  • Nearest beach 0 km
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
 …see more

Excellent 5/5 

24 Photos

Anna Maria Island / Bradenton Beach

Apartment / 3 Bedrooms / sleeps 7

Excellent 5/5 

Short stays welcome

Add to shortlist

from £97 / night

£678 - £1094 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
 …see more

Excellent 5/5 

31 Photos

Anna Maria Island / Holmes Beach

House / 3 Bedrooms / sleeps 6

Excellent 5/5 

Short stays welcome

Add to shortlist

from £134 / night

£936 - £1162 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Not suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
 …see more

 

10 Photos

Anna Maria Island / Holmes Beach

Apartment / 2 Bedrooms / sleeps 6

 

3 Nights min stay

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from £139 / night

£968 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
 …see more

Excellent 5/5 

11 Photos

Anna Maria Island / Bradenton Beach

Apartment / 3 Bedrooms / sleeps 8

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £88 / night

£613 - £968 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
 …see more

Excellent 5/5 

21 Photos

Anna Maria Island / Bradenton Beach

Cottage / 1 Bedroom / sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £67 / night

£468 - £549 / week

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Key info:

  • Nearest beach 0 km
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • Pets welcome
 …see more

Very Good 4.5/5 

38 Photos

Anna Maria Island / Anna Maria

House / 5 Bedrooms / sleeps 12

Very Good 4.5/5 

1 night min stay

Add to shortlist

from £148 / night

£1030 - £3354 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • Pets welcome
 …see more

14 Photos

Anna Maria Island / Holmes Beach

House / 3 Bedrooms / sleeps 11

3 Nights min stay

Add to shortlist

from £239 / night

£1667 - £2254 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • Pets welcome
 …see more

11 Photos

Anna Maria Island / Bradenton Beach

House / 2 Bedrooms / sleeps 4

7 Nights min stay

Add to shortlist

from £150 / night

£1046 - £1433 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
 …see more

Excellent 5/5 

23 Photos

Anna Maria Island / Holmes Beach

House / 4 Bedrooms / sleeps 8

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £148 / night

£1033 - £1420 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
 …see more

24 Photos

Anna Maria Island / Holmes Beach

Cottage / 3 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £85 / night

£594 - £917 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
 …see more

20 Photos

Anna Maria Island / Bradenton Beach

House / 2 Bedrooms / sleeps 2

2 Nights min stay

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from £113 / night

£791 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • Pets welcome
  • Private garden
 …see more

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