Holmes Beach Beach Vacation Rentals
 
 
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Windshore
3 bedroom Holmes Beach Home Vacation Rental Home
3 BR/ 2.00 BA Sleeps 6
More Info
On The Beach
5 bedroom Holmes Beach Home Vacation Rental Home
5 BR/ 4.00 BA Sleeps 10
More Info
Appletini
2 bedroom Holmes Beach Home Vacation Rental Home
2 BR/ 2.00 BA Sleeps 6
More Info
 
 
 
  Sort by:  Type BR/BA/Sleeps Price  
 

Starfish Beach Unit 4

Holmes Beach
When a starfish needs to get away from something and can’t, it will sometimes need to detach an arm....

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Cottage 2 / 2 / 6

Online Booking

$170 - $290
Per Night

$1190 - $2030
Per Week

 
 

Palm Isle 3208

Holmes Beach
The cottages at Palm Isle Village are some of the finest and most favored vacation properties on Ann...

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Cottage 2 / 1 / 6

Online Booking

$150 - $255
Per Night

$1050 - $1785
Per Week

 
 

Quiet Hideaway

Holmes Beach
“Hideaway” is a fantastic Anna Maria Island vacation rental in Holmes Beach offering space for up to...

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Home 2 / 2 / 6

Online Booking

$170 - $290
Per Night

$1190 - $2030
Per Week

 
 

Palm Isle 3203

Holmes Beach
The cottages at Palm Isle Village are some of the finest and most favored vacation properties on Ann...

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Cottage 2 / 2 / 6

Online Booking

$170 - $290
Per Night

$1190 - $2030
Per Week

 
 

Sunfish - 102

Holmes Beach
Anna Maria Island's chic upscale development offers this ground level, vacation cottage at called Su...

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Cottage 3 / 2.5 / 6

Online Booking

$230 - $415
Per Night

$1610 - $2905
Per Week

 
 

Blue Lagoon 3 - Egret

Holmes Beach
Welcome to Blue Lagoon!  This complex has one of the best community pools on the island!  Large, tro...

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Home 2 / 2 / 6

Online Booking

$170 - $325
Per Night

$1190 - $2275
Per Week

 
 

Island Oasis

Holmes Beach
Treat your family and friends to one of Anna Maria Island’s most premium vacation rentals when you v...

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Home 5 / 3.5 / 10

Online Booking

$425 - $1225
Per Night

$2975 - $8575
Per Week

 
 

Turtle Nest

Holmes Beach
Welcome to Turtle Nest just a short walk to the Gulf of Mexico and the sugar sand beaches of Holmes ...

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Home 2 / 2 / 6

Online Booking

$150 - $255
Per Night

$1050 - $1785
Per Week

 
 

West Winds 6828 Gulf Drive

Holmes Beach
The quintessential Florida beach side condo, you’ll love your Anna Maria Island vacation when you st...

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Condo 2 / 2 / 4

Online Booking

$220 - $370
Per Night

$1540 - $2590
Per Week

 
 

Sunset Glow

Holmes Beach
Welcome to Sunset Glow - a Brand New vacation home in our rental program! Live the life of luxury ri...

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Home 5 / 3 / 10

Online Booking

$395 - $1050
Per Night

$2765 - $7385
Per Week

 
 

North Beach Village Unit 72

Holmes Beach
 3 Bedroom, 2.5 Bath (Sleeps 6) - “North Beach Village” 6250 Holmes Boulevard unit 72 in Holmes Beac...

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Home 3 / 2.5 / 6

Online Booking

$170 - $290
Per Night

$1190 - $2030
Per Week

 
 

La Casa Leann

Holmes Beach
3 Bedroom, 2.5 Bath (sleeps 6) - "La Casa Leann" – 7318 Gulf Drive La Casa Costiera unit 9 in Holmes...

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Condo 3 / 2.5 / 6

Online Booking

$305 - $615
Per Night

$2135 - $4305
Per Week

 
 

Ariel's By The Sea

Holmes Beach
“Ariel’s By the Sea” is a lovely ground level 3 bedroom 2 bathroom duplex style Holmes Beach vacatio...

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Home 3 / 2 / 6

Online Booking

$240 - $395
Per Night

$1680 - $2765
Per Week

 
 

The Anna Maria Island Beach Retreat

Holmes Beach
The Anna Maria Island Beach Retreat is a completely remodeled two bedroom one bathroom condo, locate...

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Condo 2 / 1 / 6

Online Booking

$165 - $420
Per Night

$1155 - $2940
Per Week

 
 

Gulf Sands Condo Beach Front

Holmes Beach
Beach Front, Ocean View
700 ft. of pristine beach frontage, only 16 Units! This beachfront condo is located right on Holmes ...

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Condo 2 / 2 / 4

Online Booking

$205 - $275
Per Night

$1435 - $1925
Per Week

 
 

Sun Plaza West 204-5608 Gulf

Holmes Beach
Beach Front
Located on gulf front property, “Sun Plaza West” is a beautiful beach side Holmes Beach vacation ren...

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Condo 2 / 2 / 4

Online Booking

$160 - $280
Per Night

$1120 - $1960
Per Week

 
 

7001 B

Holmes Beach
Beach Access
7001 B Holmes Boulevard is where Anna Maria Island vacations become lifetime memories! This beautif...

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Home 3 / 2 / 6

Online Booking

$250 - $440
Per Night

$1750 - $3080
Per Week

 
 

3 Oars 528 75th Street

Holmes Beach
Stunning canal front Anna Maria Island vacation rental home “3 Oars” is the perfect destination for ...

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Home 4 / 4 / 8

Online Booking

$400 - $660
Per Night

$2800 - $4620
Per Week

 
 

Palm Isle 3207

Holmes Beach
Beach Access
3207 Gulf Drive at Palm Isle Village in Holmes Beach, Florida is located in one of Anna Maria Island...

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Cottage 1 / 1 / 3

Online Booking

$135 - $260
Per Night

$945 - $1820
Per Week

 
 

Villa de la Playa

Holmes Beach
Enjoy spacious Florida glamour with a week at this three bedroom, three bath vacation townhome. Outf...

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Home 3 / 3 / 6

Online Booking

$265 - $505
Per Night

$1855 - $3535
Per Week

 
 

Sandy Pointe Unit 202

Holmes Beach
Beach Access
The peaceful and airy feeling “Sandy Point 202” is a condo style Holmes Beach vacation home located ...

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Condo 2 / 2 / 4

Online Booking

$140 - $230
Per Night

$1015 - $1610
Per Week

 
 

Playa Casanas South

Holmes Beach
2 Bedroom, 1 Bath (sleeps 4-6) - "Playa Casanas South" - 3222 Gulf Drive unit A in Holmes Beach. “P...

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Home 2 / 1 / 6

Online Booking

$170 - $290
Per Night

$1190 - $2030
Per Week

 
 

Vitamin Sea 114 48TH ST

Holmes Beach
“Vitamin Sea” offers fabulous amenities for up to eight guests with four bedrooms and 3 bathrooms al...

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Home 4 / 3 / 8

Online Booking

$385 - $920
Per Night

$2730 - $6440
Per Week

 
 

Windshore

Holmes Beach
If you’re looking for a relaxed beach vacation on Anna Maria Island visit Windshore! Not only does t...

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Home 3 / 2 / 6

Online Booking

$240 - $395
Per Night

$1680 - $2765
Per Week

 
 

Lushly Landscaped Two Bedroom Pool Duplex

Holmes Beach
On Anna Maria Island, you hear a lot about visitors experiencing love at first sunset. By the time s...

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Home 2 / 2 / 6

Online Booking

$170 - $290
Per Night

$1190 - $2030
Per Week

 
           
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