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Holmes Beach Rentals

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Results: 1 - 30 of 748 Rentals

  • Island Retreat - Luxury Island Style Home with Tropical Pool
    $200 - 864

    per night (USD)

    By: VRBO

    Island Retreat - Luxury Island Style Home with Tropical Pool

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Island Retreat- Key West meets Anna Maria Island in a dream vacation home from home. Island Retreat combines the best of ...

    Details
  • View of the Gulf-Luxury Island Style Home with Pool Tiki Bar
    $3,150 - 11,000

    per week (USD)

    By: VRBO

    View of the Gulf-Luxury Island Style Home with Pool, Tiki Bar

    Bedrooms:
    7
    Bathrooms:
    4
    Sleeps:
    14

    What if we told you there was a place where luxury comes as standard, where quality, comfort and style converge in the m ...

    Details
  • Two bedroom Two Bathroom Completely Remodeled Condo Heated Pool Bikes
    $150 - 340

    per night (USD)

    By: VRBO

    Two bedroom, Two Bathroom Completely Remodeled Condo, Heated Pool, Bikes

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    FAMILY/CHILD FRIENDLY CONDOMINIUM - ALL BABIES AND CHILDREN ARE WELCOME!!!! The Anna Maria Island Beach Paradise 5 cond ...

    Details
  • 3 Bed 3 5 Bath SLEEPS 10 Heated pool spa garage Minutes walk 2 beach
    $1,999 - 25,893

    per week (USD)

    By: VRBO

    3 Bed 3.5 Bath SLEEPS 10! Heated pool, spa, garage Minutes walk 2 beach

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    This brand new 3 bedroom 3.5 bathroom + den SLEEPS 10 Comfortably. This home is ideally located just down the street fro ...

    Details
  • Holmes Beach Side Vacation Rental Cottage Walk to Beach Shopping and More
    $79 - 160

    per night (USD)

    By: VRBO

    Holmes Beach Side Vacation Rental Cottage Walk to Beach, Shopping, and More!

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    Immerse yourself in the Florida island life at this beach side vacation rental just steps to Holmes Beach and within wal ...

    Details
  • Beach Cottage Vacation Rental on Anna Maria Island walking distance to beach
    $100 - 219

    per night (USD)

    By: VRBO

    Beach Cottage Vacation Rental on Anna Maria Island walking distance to beach

    Bedrooms:
    3
    Bathrooms:
    1
    Sleeps:
    7

    Come and enjoy the beach life at this three bedroom beach cottage just 150 meters from the sandy shores of Holmes Beach. ...

    Details
  • Two Bed One Bath Beach Side Rental on Anna Maria Island steps to Holmes Beach
    $75 - 160

    per night (USD)

    By: VRBO

    Two Bed One Bath Beach Side Rental on Anna Maria Island steps to Holmes Beach

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    6

    Location, location, location, this cozy quaint beach house is centrally located on Anna Maria Island and is less than a ...

    Details
  • Beach Side Studio Vacation Rental on Anna Maria Island steps to Holmes Beach
    $50 - 100

    per night (USD)

    By: VRBO

    Beach Side Studio Vacation Rental on Anna Maria Island steps to Holmes Beach

    Bedrooms:
    0
    Bathrooms:
    1
    Sleeps:
    2

    Location, location, location, this cozy quaint beach house is centrally located on Anna Maria Island and is less than a ...

    Details
  • 3 Bedroom 2 Bathroom Sleeps 8
    $334

    per night (USD)

    By: VRBO

    3 Bedroom, 2 Bathroom, Sleeps 8

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    8

    Beautiful, decorated 1700 sf home with vaulted ceilings, luxurious furnishings and open plan entertaining. Accommodates ...

    Details
  • 2 Bedrooms 1 Bath Sleeps 5
    $92 - 175

    per night (USD)

    By: VRBO

    2 Bedrooms, 1 Bath, Sleeps 5

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    5

    Relax to the sound of waves crashing with views of the ocean from almost every window in this cozy cottage. This second ...

    Details
  • Family Friendly Cottage By The Sea
    $720 - 890

    per week (USD)

    By: VRBO

    Family Friendly Cottage By The Sea

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    Cottage By the Sea is a Unit within the charming Sea Pirate condo complex located on a tranquil and desirable stretch ...

    Details
  • 1 Bedroom 1 Bath Sleeps 2
    $86 - 165

    per night (USD)

    By: VRBO

    1 Bedroom, 1 Bath, Sleeps 2

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Beach Dream B is the upstairs unit of a classic Florida duplex in its original charm. The unit is only a few houses away ...

    Details
  • 2 Bedrooms 2 Bedroom Sleeps 6
    $770

    per week (USD)

    By: VRBO

    2 Bedrooms, 2 Bedroom, Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Anna Maria Island's "Castnetter 5" is a delightful Island local located directly across the street from the seven acre " ...

    Details
  • 2 Bed 2 Bath Sleeps 6
    $235

    per night (USD)

    By: VRBO

    2 Bed, 2 Bath, Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Renovated in 2015, 2 bed 2 bath Villa perfect for families, couples or a small group of friends. The villa is located in ...

    Details
  • SUGAR REEF A Just Steps from the Gulf
    $800 - 900

    per week (USD)

    By: VRBO

    SUGAR REEF "A" Just Steps from the Gulf!

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    A newly renovated island retreat! The tranquility and luxury you desire will be found here. All new, inside and out! ...

    Details
  • SUGAR REEF B on Anna Maria Island
    $800 - 900

    per week (USD)

    By: VRBO

    SUGAR REEF "B" on Anna Maria Island

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    A newly renovated island retreat! All of the tranquility and luxury you desire will be found here. All new, inside and ...

    Details
  • Anna Maria Island Beachside Vacation Rental Located Steps to Holmes Beach
    $95 - 220

    per night (USD)

    By: VRBO

    Anna Maria Island Beachside Vacation Rental Located Steps to Holmes Beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Come and stay at this beach side vacation rental on Anna Maria Island. This unit is located on the ground floor of a qua ...

    Details
  • 4 Bedrooms 3 5 Baths Sleeps 8
    $7,290 - 7,890

    per month (USD)

    By: VRBO

    4 Bedrooms, 3.5 Baths, Sleeps 8

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to Waterfront Paradise! Waterfront Paradise is located in the exclusive neighborhood of Key Royale, in Holmes Be ...

    Details
  • Studio with Pool View
    $99 - 160

    per night (USD)

    By: VRBO

    Studio with Pool View

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Anna Maria Island's "Castnetter 10" is a delightful Island local located directly across the street form the seven acre ...

    Details
  • Our Waterfront Home Is All Ready Just For You
    $2,163

    per week (USD)

    By: VRBO

    Our Waterfront Home Is All Ready Just For You!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This is the Florida view you have been dreaming of... Single family home situated at the end of a natural canal with a v ...

    Details
  • Shopping And Restaurants Within Walking Distance
    $15,000

    per month (USD)

    By: VRBO

    Shopping And Restaurants Within Walking Distance.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    2 BR / 2 bath private home located directly on the Gulf. Outdoor grill, covered porch and dining as you overlook gorgeo ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 4
    $107 - 236

    per night (USD)

    By: VRBO

    2 Bedrooms, 2 Baths, Sleeps 4

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to Tropical Terrace, just steps to the beach, shopping and dining! This building also has a lovely outdoor area ...

    Details
  • 200 from Beach Awesome New Man Cave Heated Pool and Spa
    $2,765 - 3,353

    per week (USD)

    By: VRBO

    200' from Beach, Awesome New Man Cave, Heated Pool and Spa

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    11

    200 feet to the beach-a short one minute stroll - Gulf Views Three story with elevator, private pool and spa, gourmet k ...

    Details
  • Tropical Paradise On The Beach
    $1,140

    per week (USD)

    By: VRBO

    Tropical Paradise On The Beach

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    5

    This cottage is located "on the beach" 3007 Avenue F on beautiful Holmes beach. It is the upstairs unit (2 of 2). The co ...

    Details
  • Gulf Beach Apartment - with Pool Beach Access
    $760 - 1,225

    per week (USD)

    By: VRBO

    Gulf Beach Apartment - with Pool & Beach Access

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Pristine,spacious1 bedroom apartment sleeps 4, only steps to the beautiful white sandy beach of Anna Marie Island. Fresh ...

    Details
  • Condo 2 Bedrooms 2 Baths 6 Sleeps
    $110

    per night (USD)

    By: VRBO

    Condo, 2 Bedrooms, 2 Baths, 6 Sleeps

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This is a light and bright 2 bedroom/2 bath Condo that backs up to the lovely and serene mangroves (nature preserve). T ...

    Details
  • Spacious Apartment West of Gulf Drive-- No streets to cross
    $925

    per week (USD)

    By: VRBO

    Spacious Apartment West of Gulf Drive-- No streets to cross!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    If you are looking for a peaceful vacation at the beach-- you've found the right spot. We've designed our apartments to ...

    Details
  • Cottage 2 Bedrooms 1 Bath
    $770

    per week (USD)

    By: VRBO

    Cottage, 2 Bedrooms, 1 Bath

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    5

    Staying here amplifies the feeling of Anna Maria Island with that old Florida feel. Instant relaxation in a quiet neigh ...

    Details
  • 4 Br 3 Ba Home With Pool Located On Canal 4 blocks to the Beach
    $310

    per night (USD)

    By: VRBO

    4 Br, 3 Ba Home With Pool, Located On Canal, 4 blocks to the Beach

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to your piece of paradise on Anna Maria Island! Spacious floor plan with 2 bedrooms and living area downstairs, ...

    Details
  • Huge Duplex family friendly with great views
    $599

    per night (USD)

    By: VRBO

    Huge Duplex, family friendly with great views

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    12

    Each level has its own kitchen , living room , dinning room and deck . Level A has a king bed , queen bed and 2 twin b ...

    Details
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