Vacation Rentals & Apartments in Holmes Beach

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85 apartments

Great Townhouse Very Close to the Beach, Shops, and Restaurants

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Walking trips

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Price per night from

$345

Anna Maria Island Beach Paradise 10

Holmes Beach studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 20 minutes

Match: Walking trips

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Price per night from

$228

Anna Maria Island Sunshine Kiss Villa

Holmes Beach studio

  • Studio
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

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Price per night from

$152

Anna Maria Island Edgewater Bungalow

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

Match: Walking trips

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Price per night from

$296

Anna Maria Island Surfside Bungalow

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

Match: Walking trips

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Price per night from

$356

Anna Maria Island Martinique On The Beach

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

Match: Walking trips

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Price per night from

$781

Great rentals within 20 miles that match your search

Executive Waterfront Home

St. Petersburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Walking trips

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Price per night from

$259

Beautiful Island on Boca Ciega Bay & The Beach

St. Petersburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Walking trips

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Price per night from

$115

Beach front condo in Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Walking trips

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Price per night from

$431

Alice's Beach Bungalows Private Oasis TI, FL

Treasure Island bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Short vacation” Still on our short vacation. So far everything is perfect! Susan has been very helpful with any questions and has been there anytime we had needed her. Hot tub is great! Place is super clean and efficient.

Match: Walking trips

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Price per night from

$217

BEACH FRONT, PRIVATE LARGE UPPER DECK, #5 SUNSETS IN PARROTDISE

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Great view, deck, yard, access to the beach!” We would definitely stay here again. Great view of the Gulf and sunsets. Closer to the beach than most places. Nice sized deck, yard and we really loved the smaller complex. Only negative side was entering through the bedroom and having the bathroom right next to your bed. Great having a washer and dryer though. Treasure Island is a clean place, lovely soft sand, great first time trip! Cannot wait to go back!!

Match: Walking trips

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Price per night from

$347

Modern Studio, Designer Kitchen Walkable Downtown

St. Petersburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$132

Tara Golf & Country Club Condo

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Wonderful, peaceful location and beautiful condo.” This condo is wonderful and has everything anyone would want or need for a wonderful stay. We loved the property and the owners. It is located in a private championship golf course community and is just across the street from all the amenities. The amenities include tennis, pool, workout room, and of course golf at its best. There is a wonderful grill room and beautiful dining room facing the driving range. Very close to a hugh shopping area and enclosed mall. Very convenient to travel anywhere from here. Very nice rental in a wonderful area.

Match: Walking trips

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Price per night from

$144

Luxurious 2 BR Condo-Short Walk to Siesta Beach/1 Small Dog (25 lbs Max) Allowed

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“a fine 2 weeks in Siesta” charming property, that was comfortable for four. The unit was very clean and fresh upon arrival. The neighbours were friendly and the overall property well kept. Siesta Key is a quiet community with usual shopping amenities over the causeway. This property was a brief 10 minute walk to the beach. Would we stay again, yes.

Match: Walking trips

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Price per night from

$166

Steps to beach and bay on beautiful Anna Maria Island

Bradenton Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Walking trips

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Price per night from

$101

Three bedroom house directly on beach with gulf vi

Siesta Key house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

Match: Walking trips

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Price per night from

$402

BAY VIEW. SUNSETS. CLOSE TO ANNA MARIA ISLAND AND IMG ACADEMY

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Walking trips

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Price per night from

$368

LUXURY WATERFRONT CONDO ON ISLA DEL SOL/St.Pete's

St. Petersburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Walking trips

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Price per night from

$431

Match: Walking trips

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Price per night from

$107

Luxury Water Front Condo - Intercoastal Waterway

Treasure Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Walking trips

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Price per night from

$206

Lovely 3 BR Home with Office & Heated Pool at Tara

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Walking trips

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Price per night from

$167

Charming Siesta Key Village Unbeatable Location

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Walking trips

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Price per night from

$190

ULTIMATE ST PETE BEACH FRONT RENTAL CONDO #101

St. Pete Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Walking trips

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Price per night from

$402

Artsy Sarasota,FL. Palm-Aire CC 2bd/2 bath Condo

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 19 minutes

Match: Walking trips

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Price per night from

$115

Family Reunion Villa on Anna Maria Island, Florida

Bradenton Beach villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$574

Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

Match: Walking trips

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Price per night from

$114

Anna Maria Island Beach Haven

Cortez house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

Match: Walking trips

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Price per night from

$1,503

Boutique Beach Events Hotel Takeover! 11 Private Rms, Sleeps 50 w/Event Space

Treasure Island hotel apartment

  • 12 bedrooms
  • 11 bathrooms
  • sleeps 49

Match: Walking trips

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Price per night from

$3,098

Sunset Suite

St. Pete Beach studio

  • Studio
  • 1 bathroom
  • sleeps 1

Match: Walking trips

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Price per night from

$172

Songbird Cottage

Anna Maria Island cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Walking trips

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Price per night from

$111

Meadows Townhouse With Golf View in Sarasota

Fruitville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Walking trips

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Price per night from

$150

Match: Walking trips

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Price per night from

$295

Pass-A-Grille Beach House

St. Pete Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Walking trips

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Price per night from

$218

Match: Walking trips

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Price per night from

$138

Match: Walking trips

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Price per night from

$138

Anna Maria Island/ IMG Academy/ Beach/ HotTub/ Bikes/ Kayaks/ Golf/ Fishing

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Walking trips

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Price per night from

$287

The Pink Riverhouse-

Ellenton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Walking trips

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Price per night from

$689

Land's End: Gulf-front Luxury, WIFI, HDTV

Treasure Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Walking trips

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Price per night from

$394

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