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Swimming pool
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Cot available
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Beach or lakeside relaxation
Skiing – property near ski resort
Walking trips
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Golf course on site or within 15 min walk
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262 apartments

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Florida Ocean Front Condo

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Swing set or jungle gym Swimming pool

All filters match

Price per night from

$623

March 23-March 30, 2024 Springbreak 3bdr on the beach Longboat key

Longboat Key cottage

3 bedrooms
2 bathrooms

sleeps 8

Match: Swing set or jungle gym Swimming pool

All filters match

Price per night from

$746

White Sand Beaches- Bayfront Park

Anna Maria house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Swimming pool, Swing set or jungle gym

1 of 2 filters match

Price per night from

$631

1 bedroom single story condo near pool

Longboat Key condo

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$295

2 bedroom poolside condo steps from ocean beach and dock on bay

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$426

1 bedroom single story ocean view

Longboat Key condo

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$361

2 bedroom Florida condo unit 13 at family friendly resort

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$426

AMI Beach Front Condo - heated pool and less than 50 steps to the Beach!

Holmes Beach condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$345

Walk to Beach, private condo with pool

Holmes Beach condo

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$258

Full Kitchen - Shared pool - By LoveRentals

Holmes Beach villa

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$210

Steps from Beach! Grill - Wifi - By LoveRentals

Holmes Beach villa

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$158

Steps from beach! Air-conditioned - shared pool

Holmes Beach villa

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$109

Direct Beachfront 2 BR Condo on Florida’S Beautiful Gulf Coast!

Holmes Beach apartment

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$430

Amazing Village Cottage! Walk to Whitney Beach!

Longboat Key house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$394

Glorious Daze 4bedroom/4bath beachfront home with golf cart & elevator!

Holmes Beach house

4 bedrooms
4 bathrooms

sleeps 8

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$1,377

Limefish

Holmes Beach house

3 bedrooms
4 bathrooms

sleeps 8

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$2,065

Spectacular views! By LoveRentals

Holmes Beach house

3 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$363

Castaway Cottage

Holmes Beach house

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$390

Beach Bliss

Anna Maria house

4 bedrooms
3 bathrooms

sleeps 7

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$1,145

FantaSea

Anna Maria house

4 bedrooms
4 bathrooms

sleeps 8

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$1,489

Coastal Paradise! 5 mi to beaches! Heated Pool! Sleep up to 14

Bradenton Beach house

4 bedrooms
3 bathrooms

sleeps 12

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$1,254

Hibiscus Hideaway B - Top Floor Unit

Bradenton Beach house

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$283

The Salty Dog on North Shore

Anna Maria house

4 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$389

Sunset Beach 101 Beach Front Unit

Holmes Beach condo

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$366

Copacabana Boaters Dream Home in Anna Maria

Anna Maria house

3 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$416

Anna Maria Islands best location Heated pool Best prices!

Anna Maria Island house

2 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$861

Luxury waterfront home with a heated pool and spa!

Anna Maria house

4 bedrooms
4 bathrooms

sleeps 10

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$537

LaPlaya 101E-Relax on your private lanai under the palms!

Longboat Key condo

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$275

LaPlaya 106A-Beach front! Steps to the white sand and turquoise Gulf of Mexico.

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$376

LaPlaya 102B-Directly on the beach with the warm Gulf waters waiting!

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$339

LaPlaya 104A- Gulf front! Walk right from your lanai onto the private beach.

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$311

LaPlaya 108B-Dream views of the Gulf from your private balcony or screened lanai

Longboat Key condo

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$376

LaPlaya 206C-Gorgeous vistas of the Gulf

Longboat Key condo

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$414

LaPlaya 107A-Soak up the sun or float in the warm Gulf waters.

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$311

LaPlaya 201C-Breathtaking Gulf panorama from this corner end unit with a private

Longboat Key condo

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$414

LaPlaya 205D-Spectacular sunsets from your private Gulf-front lanai or sundeck.

Longboat Key condo

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$414

LaPlaya 202E-Catch the gentle Gulf breezes on your private balcony beneath the s

Longboat Key condo

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$220

LaPlaya 204D-Beach-lovers paradise! 200 feet of private beach

Longboat Key condo

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$414

Viewing 38 of 262
rentals in Holmes Beach

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Vacation Rentals & Apartments in Holmes Beach

Per night

262 apartments

Viewing 38 of 262rentals in Holmes Beach

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Viewing 38 of 262
rentals in Holmes Beach