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Your search has found 105 homes
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Showing homes 1 - 25 of 105

200 66th St W

Holmes Beach 6 3 bedrooms
2 baths
$960 -
$2,376
Gold

All the comfort of home, all the luxury of a hotel at this vacation duplex. (3) Bedrooms, (2) Bathrooms, accomodates up to (6) guests. 1 King, 1 Queen, 2 Twins. Shared heated pool, free wireless, sorry no pets allowed, less than two blocks from the beach.


Sea Grape Lane - 103 Seagrape

Anna Maria 6 2 bedrooms
1 bath
$1,999 -
$3,500
Silver

** Only ONE week left open all summer - June 15th! Grab it while you can and enjoy a 20% off Last Minute Special **   Vintage vacation cottage tucked away for privacy under the shade of actual sea grapes and directly on the Gulf of Mexico. (2) Bedroom, (1) Bathroom, accomodates up to (6) people: 1 King, 1 Queen,1 Twin, 1 Trundle. Free wireless, sorry no pets allowed, gulf front location.


Seaside Beach House 105

Holmes Beach 4 2 bedrooms
1.5 baths
$770 -
$1,680
Silver

Ideal for small families and honeymooners, this cozy little cabin is private and perfectly located (2) Bedroom, (1.5) Bathroom, accomodates up to (4) people: 1 King, 2 Twin. Heated pool, free wireless, sorry no pets allowed, gulf front location.  


Allegria by the Sea

Holmes Beach 9 4 bedrooms
2.5 baths
$1,498 -
$3,248
Gold

Fantastic private custom-built vacation rental home just a short stroll to the white sandy beaches of Anna Maria Island and the Gulf of Mexico. Enjoy the large heated


Jackie's Cottage-209 N Harbor

Holmes Beach 8 4 bedrooms
3 baths
$1,350 -
$1,650
Silver

Boaters and anglers in particular will enjoy this vacation home with a private and community boat dock available. (4) Bedroom, (3) Bathroom, accomodates up to (8) people: 1 King, 1 Queen, 4 Twin, 1 Sleeper. Private solar heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach and canal front.


Sandy Pants - 133 White Ave

Holmes Beach 5 2 bedrooms
1.5 baths
$935 -
$2,040
Silver

The only thing that makes a week in paradise better is if you're spending it in the sort of laidback luxury found at this vacation rental called Sandy Pants. (2) Bedroom, (1.5) Bathroom, accomodates up to (5) people; 1 King, 1 Twin, 1 Double, 1 Sleeper Sofa. Private heated pool, free wireless, sorry no pets allowed, 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. 


Bradenton Beach Club

Bradenton Beach 6 2 bedrooms
2 baths
$1,260 -
$2,160
Gold

Bradenton Beach Club is a luxury condo community featuring amenities such as an elevator, two heated pools, boardwalk and fishing pier. (2) Bedrooms, (2) Bath, accommodates up to (4) people: 1 King, 2 Twin. Pool, free wireless, sorry no pets allowed, gulf front location.


Holly Hideaway-730 Holly Road

Anna Maria 6 2 bedrooms
2 baths
$938 -
$2,037
Silver

With a breezy wooden patio outside, a cozy brick fireplace inside, and Florida gulf coast style throughout, you'll never want to spend a holiday on Anna Maria Island anywhere else. (2) Bedrooms, (2) Bathroom, accomodates up to (6) people: 1 King, 1 Queen, 1 Sleeper Sofa. Private heated pool, free wireless, pets welcome (dogs only, up to 25lbs with deposit).


131 East White Avenue

Holmes Beach 6 2 bedrooms
2 baths
$700 -
$1,540
Gold

Vacation duplex on a street known nationally for the best surfing on Anna Maria Island in Holmes Beach, FL. (2) Bedrooms, (2) Bath, accommodates up to (6) people: 1 King,  2 Twin, 1 Sleeper Sofa. Shared heated pool, free wireless, pet friendly (with deposit), less than two blocks to the beach.


Runaway Bay Unit 176

Bradenton Beach 6 2 bedrooms
2 baths
$825 -
$1,450
Gold

A week at the fabulous Runaway Bay Condominiums complex will put you just a flip flops' stroll to the pristine Gulf of Mexico beaches that make Anna Maria Island proud. (2) Bedroom, (2) Bathroom, accomodates up to (6) people: 1 King, 1 Queen, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.


Minnie Retreat-6301B Holmes Bv

Holmes Beach 8 3 bedrooms
2.5 baths
$1,080 -
$2,160
Platinum

Get yourself on island time with a holiday at this three story, key lime colored vacation rental. (3) Bedroom, (2.5) Bathroom, accomodates up to (8) people: 1 King, 1 Queen, 2 Twin, 1 Sleeper Sofa. Private heated pool, free wireless,  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.


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.


Flip Flops Forever-201 73rd St

Holmes Beach 12 5 bedrooms
3 baths
$1,700 -
$2,800
Gold

** Very Economical FIVE bedroom home with a pool - 20% OFF LAST MINUTE RESERVATIONS ** Everything you wanted in a Holmes Beach vacation rental and more! Flip Flops Forever even offers a private outdoor putting green for you to enjoy.  (5) Bedroom, (3) Bathroom, accommodates up to (12) people: 1 King, 3 Queen, 2 Twin, 1 Trundle, 1 Infant-sized Bed. Private heated pool, free wireless, pets welcome (dogs only, with deposit), less than two blocks from the beach.


2916 Avenue E

Holmes Beach 12 4 bedrooms
2 baths
$1,172 -
$2,625
Gold

** Get MORE, pay LESS!  All the space of a 4 bedroom private pool home at the price of an average 3 bedroom - PLUS 20% off new reservations within 30 days of arrival!  ** Enjoy the privacy and shade from lush vegetation surrounding this darling vacation bungalow located in Holmes Beach, FL. (4) Bedrooms, (2) Bath, accommodates up to (12) people: 1 King, 2 Queen, 2 Twin, 1 Sleeper Sofa, 2 Air Mattresses. Private heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.


La Casa Poulos

Holmes Beach 8 3 bedrooms
3 baths
$1,800 -
$3,650
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. (3) Bedroom, (3) Bathroom, accomodates up to (8) people: 1 King, 1 Queen, 2 Twin, 1 Air Mattress. Heated pool with spa, free wireless, sorry no pets allowed, gulf front location.


Beach Retreat-208A 72nd St

Holmes Beach 8 4 bedrooms
2.5 baths
$2,100 -
$2,660
Gold

Everything you wanted and more - video and board games, beach cart and coolers, even an elevator - all at this beautifully decorated vacation paradise in Holmes Beach, FL.  (4) Bedroom, (2.5) Baths, accommodates up to (8) people: 1 King, 1 Queen, 2 Twin, 1 Sleeper Sofa. Heated private pool, free wireless, a block and a half from the beach.


Sunfish - 102 55th Str

Holmes Beach 6 3 bedrooms
2.5 baths
$910 -
$1,610
Gold

Holiday rental condo for the discriminating vacationer only in Holmes Beach, FL. (3) Bedrooms, (2.5) Bath, accommodates up to (6) people: 1 King, 1 Queen, 2 Twins. Heated pool, free wireless, pets welcome (dogs only, with deposit).  West of Gulf Drive.


Sea la vie - 101 31st St

Holmes Beach 6 2 bedrooms
1 bath
$1,050 -
$2,100
Silver

Ideal for small families and honeymooners, this cozy little cabin is private and perfectly located right on the Gulf of Mexico. (2) Bedroom, (1) Bathroom, accomodates up to (5) people: 1 Queen, 1 Twin, 1 Sleeper Sofa. Free wireless, sorry no pets allowed, gulf front location.  


Blue Wave Villas-207E 75th St

Holmes Beach 4 2 bedrooms
1 bath
$1,000 -
$1,330
Gold

Cozy, comfortable, but above all classy vacation duplex in Holmes Beach, FL. (2) Bedrooms, (1) Bath, accommodates up to (4) people: 1 King, 2 Twin. Heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.


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.


202 66th St E

Holmes Beach 6 2 bedrooms
2 baths
$633 -
$1,584
Gold

All the comfort of home, all the luxury of a hotel at this vacation duplex. (2) Bedrooms, (2) Bathrooms, accomodates up to (6) guests. 1 King, 1 Queen, 1 Sleeper Sofa. Shared heated pool, free wireless, sorry no pets allowed, less than two blocks from the beach.


Bungawillow - 116 Willow

Anna Maria 4 1 bedroom
1 bath
$850 -
$1,256
Silver

This vacation cottage has everything you will need for a relaxing holiday, including a short walk to the famously pristine and powder-soft sands of Anna Maria City, FL.  (1) Bedrooms, (1) Bath, accommodates up to (4) people: 1 Queen, 1 Sleeper Sofa. Free wireless, sorry no pets allowed, West of Gulf Drive!


Bikini Bottom-213 Periwinkle

Anna Maria 10 3 bedrooms
2 baths
$1,080 -
$2,160
Gold

Enjoy your personal poolside oasis in the backyard of this vacation cottage in Anna Maria City, FL.  (3) Bedroom, (2) Bath, accommodates up to (10) people: 2 King, 3 Twin, 1 Sleeper Sofa. Private pool, free wireless, sorry no pets allowed.


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Showing homes 1 - 25 of 105
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