Holmes Beach Rentals with Pools

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724 apartments in Holmes Beach with pools

Blue Bayou

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Home away From Home” I've been staying at the Graham's condo once or twice a year for the last 9 years or more. It's always been pristine clean. Accomodations are the best. Rooms large and bright and fully equipped. Decor is so welcoming. Location is the best. Only decisions to make are beach or pool, and where to eat tonight! I consider it my "home away from home." You won't be disappointed, and the value cannot be beat. Don't hesitate to book your reservation.

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Price per night from

$122

A Pearl of a Beach Home - now with luxury Saltwater heated pool and hot tub

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Perfect Luxury” Our 5-week stay at this vacation rental was absolutely perfect. The house was everything you could ask for and more. We have stayed in many vacation rentals in the last 20 or so years that we have been coming to anna Maria Island and I have to say this one was right at the top of the list. The kitchen was outfitted with everything you could want. The beds were very comfortable. The neighborhood was nice and quiet. Short walk to the beach. The owners were very nice to deal with and always responded quickly and were very warm and helpful. Definitely can recommend this vacation rental.

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Price per night from

$473

Anna Maria The Pink Flamingo

Holmes Beach cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 41 minutes

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Price per night from

$456

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Price per night from

$228

Anna Maria Island Vacation Rental

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Island Paradise” The moment we arrived, exhausted after many delays and problems, the Thomas' home became our home. The condo is well appointed, with comfortable beds, a wonderful kitchen and a fully stocked linen closet, right down to beach towels. Laine, Kevin and Howard are so responsive and saw to all of our needs. Location was prime. We walked to get groceries, eat and do other shopping. There were 7 miles of beaches to explore and the quaint villages of anna Maria and Cortez and Bridge Street kept us occupied when we weren't soaking up the sun. The lanai was my favorite place to drink my coffee and check out the action at the pool each morning . We ate the majority of our meals there, under the twinkling lights. It was a wonderful month!

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Price per night from

$166

Gulf Beach Place, miles of whites sandy beach

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$229

Coquina Sands, view beach from balcony, priv pool

Holmes Beach house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$458

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

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$342

Lifestyle on the island

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$171

Castnetter Beach Resort 5

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$314

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

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$428

Walk to the beach, from this remodeled condo! Pool, WIFI, restaurants, shopping

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 16 minutes

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Price per night from

$139

Castnetter Beach Resort 6

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$314

Anna Maria Island Beach Paradise 10

Holmes Beach studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 21 minutes

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Price per night from

$226

Sandy Turtle

Holmes Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$430

Spectacular views! By LoveRentals

Holmes Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 39 minutes

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Price per night from

$363

Costa Lotta

Holmes Beach house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$572

Sun Plaza West - 214

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$344

Sunset Beach 101 Beach Front Unit

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 39 minutes

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Price per night from

$366

Kai Blue

Holmes Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$453

Responds fast! avg. 16 minutes

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Price per night from

$232

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

Holmes Beach house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,368

Coca Cabana

Holmes Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$344

Paradise Awaits

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$186

Penthouse in Paradise

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$186

Steps from Beach! Grill - Wifi - By LoveRentals

Holmes Beach villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 39 minutes

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Price per night from

$158

Beach Daze

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$186

Salty Anchor

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$186

Steps from beach! Air-conditioned - shared pool

Holmes Beach villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 39 minutes

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Price per night from

$109

Salty Shamrock

Holmes Beach house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$523

Portside Paradise

Holmes Beach house

  • 4 bedrooms
  • 7 bathrooms
  • sleeps 8

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Price per night from

$523

Walk to Beach, private condo with pool

Holmes Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$228

Paradise Found

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$298

Paradise Palms

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$367

Island Haven

Holmes Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$457

Anna Maria Hideaway

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$165

Anna Maria Island Martinique On The Beach

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 21 minutes

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Price per night from

$775

Feelin Tip'sea

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$186

Viewing 38 of 724
rentals in Holmes Beach

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