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Showing homes 1 - 25 of 128

Minnie Cottage - 125 47th St

Holmes Beach 8 3 bedrooms
3 baths
$1,140 -
$2,280
Platinum

Vacation in style and comfort with an Anna Maria Island holiday to this coastal cottage with in-pool tiki bar and umbrella. (3) Bedroom, (3) Bathroom, accomodates up to (8) people: 2 King, 1 Queen, 1 Sleeper Sofa. Private heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.


Beach House Resort 4

Bradenton Beach 4 1 bedroom
1 bath
$580 -
$1,392
Silver

** Best priced DIRECT GULF FRONT vacation condo on the island! Some summer weeks as low as $696!! ** Welcome to the Beach House Resort, with stunning panoramas of the gulf in every unit. Located just blocks from downtown Bradenton Beach, FL. (1) Bedroom, (1) Bath, accomodates up to (4) people: 1 Queen, 1 Sleeper Sofa. Free wireless internet, pet friendly (small only, with deposit), less than two blocks to the beach.


200-202 66th St House

Holmes Beach 12 5 bedrooms
4 baths
$1,592 -
$3,960
Gold

There's enough room and relaxation for the whole family at this vacation duplex. (5) Bedrooms, (4) Bathrooms, accomodates up to (12) guests. 2 King, 2 Queen, 2 Twins, 1 Sleeper Sofa. Shared heated pool, free wireless, sorry no pets allowed, less than two blocks from the beach.


Anna Maria AHHHH

Bradenton Beach 6 2 bedrooms
2 baths
$1,500 -
$2,070
Gold

Send all your cares drifting by enjoying spectacular views of the sea and sunsets from this vacation condo in Bradenton Beach, FL. (2) Bedroom, (2) Bath, accomodates (4-6) people: 1 King, 1 Queen, 1 Twin, 1 Sleeper Sofa. Heated pool with spa, free wireless, sorry no pets allowed, less than two blocks from the beach.


Water's Edge 209 North

Holmes Beach 6 2 bedrooms
2 baths
$1,050 -
$1,700
Bronze

If you're looking for a charming vacation rental to spend your next visit to Anna Maria Island, you might just be looking for something in the Water's Edge condominium complex. You'll be right in the heart of Holmes Beach! (2) Bedroom, (2) Bath, accomodates to (6) people: 1 King, 2 Twin, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, gulf front location. 


Misty Beach-5802 Imperiore Ave

Holmes Beach 6 3 bedrooms
2 baths
$1,197 -
$2,401
Gold

Dig your toes into island life by taking your family holiday to this vacation villa in Homes Beach, FL. (3) Bedroom, (2) Bathroom, accomodates up to (6) people: 1 King, 1 Queen, 1 Futon. Private heated pool, free wireless, pet friendly (up to 25lbs, with deposit), less than two blocks to the beach. 


Island Oasis - 111 81st St

Holmes Beach 12 5 bedrooms
3.5 baths
$2,429 -
$7,350
Platinum

Holmes Beach luxury rental with an enviable backyard that includes a wet bar and iPod compatible speakers. (5) Bedroom, (3.5) Bath, accommodates up to (12) people: 4 King, 2 Sleeper Sofa. Private heated pool with spa, free wireless, sorry no pets allowed, less than two blocks to the beach.


Sunset Beach Unit 106

Holmes Beach 6 2 bedrooms
2 baths
$1,100 -
$2,160
Silver

DIRECT GULF FRONT condo! Sundrenched days and sweet dreams are waiting for you at the Sunset Beach condominium complex right on the world famous, white sands of Anna Maria Island. (2) Bedrooms, (2) Bath, accommodates up to (6) people: 1 Queen, 2 Twins, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, gulf front location.


Palm Isle 3206

Holmes Beach 6 2 bedrooms
1 bath
$700 -
$1,300
Gold

Everyone wants to spend thier Anna Maria Island vacations at Palm Isle Village. See what all the excitement is about for yourself - you won't be disappointed! (2) Bedroom, (1) Bathroom, accomodates up to (6) people: 1 King, 1 Bunk Bed, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, less than two blocks from the beach.


619 Rose Street

Anna Maria 6 3 bedrooms
3.5 baths
$2,400 -
$3,000
Platinum

Highlighting an Exceptional Opportunity at 619 Rose St!   EVERYTHING about this Bean Point area home is SPECIAL - from the unique architecture and design created in the style of Frank Lloyd Wright to the one of a kind "egg lights" over the dining table.  Porcelain tile floors, chef's kitchen, vaulted ceilings with elegant overhead palm fans and a very unique floor plan offer the perfect balance between privacy and comfort.  For the discriminating luxury vacationer. Stunning luxury vacation beach house for relaxing with family and friends on the highly coveted north end of Anna Maria Island, FL. (3) Bedroom, (3.5) Bath, accommodates up to (6) people. 2 Queen, 2 Twin. Private heated pool, sorry no pets allowed, free wireless, less than two blocks to the beach.


Beach View 4

Holmes Beach 6 2 bedrooms
2 baths
$638 -
$1,392
Silver

Enjoy the perfect location of this vacation condo in Holmes Beach, FL. Steps from the sandy white beaches of the Gulf of Mexico. (2) Bedroom, (2) Bath, accomodates up to (5) people. 1 King, 2 Twin, 1 rollaway bed. Free wireless, sorry no pets allowed, less than two blocks to the beach.  Sorry, Early Arrival Guarantee is not available for this property. 


Water's Edge 209 South

Holmes Beach 4 2 bedrooms
2 baths
$1,470 -
$1,603
Gold

If you're looking for a charming vacation rental to spend your next visit to Anna Maria Island, you might just be looking for something in the Water's Edge condominium complex. You'll be right in the heart of Holmes Beach! (2) Bedroom, (2) Bath, accomodates to (4) people: 1 King, 1 Queen. Heated pool, free wireless, sorry no pets allowed, gulf front location. 


Hidden Cove Unit 1

Holmes Beach 4 2 bedrooms
2.5 baths
$1,155 -
$2,520
Gold

Escape away to paradise in the Hidden Cove vacation condominiums, one of the most popular spots for your Anna Maria Island holiday.  (2) Bedrooms, (2.5) Bathroom, accomodates up to (4) people: 1 King, 2 Twins. Heated pool, free wireless, sorry no pets allowed, gulf front location.


120 White Avenue

Anna Maria 14 4 bedrooms
2 baths
$1,771 -
$3,500
Gold

Luxurious vacation rental - a dreamy pick for weddings or any other celebration in paradise. (4) Bedrooms, (2) Bath, accommodates up to (14) people: 1 King, 2 Queen, 4 Twin, 3 air mattresses. Private heated pool with waterfall, free wireless, pet friendly (with deposit), less than two blocks to the beach.


944 Sandpiper Circle

Bradenton 4 2 bedrooms
2 baths
$513 -
$791
Silver

Come to paradise and stay with us in our Perico Bay Club unit located at 944 Sandpiper Circle, Bradenton, FL Enjoy the peaceful surroundings from your screened lanai


Sunfish - 104 55th St

Holmes Beach 6 2 bedrooms
2 baths
$770 -
$1,680
Gold

Holiday rental condo for the discriminating vacationer only in Holmes Beach, FL. (3) Bedrooms, (2.5) Bath, up to (6) people: 1 King, 1 Queen, 1 Sleeper Sofa. Heated pool, free wireless, pets welcome (with deposit).  West of Gulf Drive.


Playa Casanas North-3222 Gulf

Holmes Beach 6 2 bedrooms
1 bath
$770 -
$1,680
Gold

Perfect for multifamily vacations, rent one or both sides of this vacation rental duplex directly on the sparkling white, quartz sands of Holmes Beach, FL. (2) Bedroom, (1) Bathroom, accomodates up to (4-6) people: 1 Queen, 2 Twins, 1 Sleeper Sofa. Free wireless, sorry no pets allowed, gulf front location.


Tortuga-212 81st St

Holmes Beach 6 3 bedrooms
2 baths
$1,080 -
$2,160
Gold

** SPECIAL newly listed property!  Enjoy introductory rates before the word gets out about this great home.  Plus 20% off last minute reservations! ** Slow down and get yourself on island time with a week at this ground level duplex in Holmes Beach, FL. (3) Bedrooms, (2) Bathrooms, accomodates up to (6) guests. 2 King, 2 Twins. Private heated pool, free wireless, sorry no pets allowed.  Note, this property has a Friday-Friday schedule.  Please call our office if you would like to request an exception.


All Decked Out-509 SoBay Blvd

Anna Maria 12 5 bedrooms
3.5 baths
$1,799 -
$3,899
Silver

Welcome to 509 South Bay Blvd right across from the bayside beach and a short stroll to Pine Ave shopping and dining. This tastefully updated elevated home is ideal for a


La Casa Wendt

Holmes Beach 6 3 bedrooms
2.5 baths
$1,995 -
$3,600
Platinum

Some of the most popular vacation rentals on Anna Maria Island can be found at La Casa Costeria. And the reason is blissfully simple – because they’re the crème de la crème. (2) Bedroom + den, (2.5) Bathroom, accomodates up to (6) people: 1 King, 1 Queen, 1 Sleeper Sofa. Heated pool with spa, free wireless, sorry no pets allowed, gulf front location.


203 Periwinkle Plaza

Anna Maria 6 3 bedrooms
2 baths
$1,575 -
$2,345
Gold

Updated furnishings and fixtures inside with a backyard paradise outside. (3) Bedrooms, (2) Bath, accommodates up to (6) people: 2 Queen, 2 Twin. Private heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.


Palm Isle 3211

Holmes Beach 2 1 bedroom
1.5 baths
$750 -
$1,350
Gold

Everyone wants to spend thier Anna Maria Island vacations at Palm Isle Village. See what all the excitement is about for yourself - you won't be disappointed! (1) Bedroom, (1.5) Bathroom, accomodates up to (2) people: 1 King, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, less than two blocks from the beach.


Gulf View Townhomes Unit 4

Holmes Beach 7 2 bedrooms
2.5 baths
$700 -
$1,440
Silver

Recently remodeled vacation townhome that will offer a quiet and cozy retreat for your next Florida holiday. (2) Bedrooms, (2.5) Bath, accomodates up to (6) people: 1 Queen, 2 Twins, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.


Key Lime Cottage West-202

Holmes Beach 6 3 bedrooms
2 baths
$1,078 -
$2,163
Gold

** SPECIAL - Brand NEW island duplex less than two blocks to the beach! ** Key Lime Cottage WEST, 3 bedroom 2 bath NEW duplex with private heated pool.  Sleeps up to 6. 


Plum Cottage 324

Holmes Beach 8 3 bedrooms
2 baths
$880 -
$1,920
Gold

Enjoy plenty of island flavors as you’ll be close to some of our favorite local dining, shopping, and water activities while staying at this quaint vacation cottage. (3) Bedroom, (2) Bathroom, accomodates up to (8) people: 1 King, 1 Queen, 2 Twins, 1 Sleeper Sofa. Private heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.


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