Holmes Beach Vacation Rentals

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Gulf-to-Bay Living on Longboat Key
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Waterfront condo paradise. Island living. Ground floor. 2 Bd, 2 Ba. Private harbour community, 4 heated pools, Gulf-front pavilion.

2 Bedrooms
2 Bathrooms
3 Guides
$180 / night (excl. fees & taxes)
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Gulf Coast Paradise Hideaway
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Gulf Coast Paradise Hideaway

1 Bedroom
1 Bathroom
3 Guides
$95 / night (excl. fees & taxes)
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Turtle Crawl Inn 63
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Beach Front Condo Paradise. Ground Floor. Studio.

0 Bedroom
1 Bathroom
3 Guides
4.74IconIconIconIconIcon
88 reviews
$179 - $285 / night (excl. fees & taxes)
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Turtle Crawl Inn 64
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Beach Front One Bedroom Condo Paradise. Fully Remodeled.

1 Bedroom
1 Bathroom
3 Guides
4.88IconIconIconIconIcon
73 reviews
$189 - $320 / night (excl. fees & taxes)
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Panoramic Gulf View with Amazing Sunset.
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Spacious Condo, 1 huge Bedroom, 2 very comfortable Queen beds. One Sofa sleeper in the living room. What you see is what you get to view every day.

1 Bedroom
1 Bathroom
3 Guides
4.84IconIconIconIconIcon
188 reviews
$145 - $440 / night (excl. fees & taxes)
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Condo with a View on Longboat Key
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Kick Back and Relax

0 Bedroom
1 Bathroom
3 Guides
4.98IconIconIconIconIcon
122 reviews
$275 / night (excl. fees & taxes)
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Craig House with Heated Pool
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Craig House with Heated Pool

2 Bedrooms
2 Bathrooms
3 Guides
4.8IconIconIconIconIcon
107 reviews
$148 - $179 / night (excl. fees & taxes)
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The River House
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Relaxing Riverhouse - free parking pass in Pass A Grille beach- 30 min. drive

4 Bedrooms
3 Bathrooms
3 Guides
5IconIconIconIconIcon
3 reviews
$500 / night (excl. fees & taxes)
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Palm Paradise
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Palm Paradise

3 Bedrooms
2 Bathrooms
3 Guides
5IconIconIconIconIcon
3 reviews
$220 / night (excl. fees & taxes)
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Wind Swept Cottage
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Beach Cottage above garage- Historic Pass-A-Grille-Private entrance

1 Bedroom
1 Bathroom
3 Guides
4.85IconIconIconIconIcon
27 reviews
$135 / night (excl. fees & taxes)
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Location-Quaint  Beach Front House-
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Location-Quaint Beach Front House- Historic Pass a Grille-Steps to the beach.

2 Bedrooms
2 Bathrooms
3 Guides
4.99IconIconIconIconIcon
71 reviews
$500 / night (excl. fees & taxes)
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NorthStar
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Sunsets+fishing+2bikes+Beachhouse Getaway fun! N1

1 Bedroom
1 Bathroom
3 Guides
5IconIconIconIconIcon
64 reviews
$188 / night (excl. fees & taxes)
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StarFish
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Beach rental steps 2 beach-wifi & 2 bikes

1 Bedroom
1 Bathroom
3 Guides
5IconIconIconIconIcon
63 reviews
$167 / night (excl. fees & taxes)
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SeaHorse
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Beachhouse- king bed w/2 bikes,Wifi, steps 2 beach

2 Bedrooms
1 Bathroom
3 Guides
5IconIconIconIconIcon
24 reviews
$289 / night (excl. fees & taxes)
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SandPearl
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Beachhouse Studio steps 2 beach-wifi & 2 bikes

1 Bedroom
1 Bathroom
3 Guides
5IconIconIconIconIcon
59 reviews
$135 / night (excl. fees & taxes)
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SeaBreeze
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Steps to Beach+bikes VaCay getaway on PaG island

1 Bedroom
1 Bathroom
3 Guides
5IconIconIconIconIcon
69 reviews
$161 - $398 / night (excl. fees & taxes)
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SeaSpray
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Sunny PaG Island rental w/bikes-just steps2beach

1 Bedroom
1 Bathroom
3 Guides
5IconIconIconIconIcon
88 reviews
$130 - $388 / night (excl. fees & taxes)
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SeaShell
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Steps 2 Beach-Island Cottage w/king bd+2bike+parking

1 Bedroom
1 Bathroom
3 Guides
5IconIconIconIconIcon
45 reviews
$188 - $592 / night (excl. fees & taxes)
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Paradise by the Sea
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Sunny Sandy Escape! Steps 2 Famous Beach w/2 Bikes

2 Bedrooms
1½ Bathrooms
3 Guides
5IconIconIconIconIcon
35 reviews
$289 - $954 / night (excl. fees & taxes)
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Golf Course Condo
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Breath taking view of the Golf Course and water with nature sounds...

2 Bedrooms
2 Bathrooms
3 Guides
$116 / night (excl. fees & taxes)
    21 – 40 Rentals