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  • Anna Maria Island Beach Palms 5B
    From $115 per night (USD)

    VRBO

    Anna Maria Island Beach Palms 5B

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    An addendum to our cancellation policy: If the governor of Florida issues a Florida travel ban you will receive a refund ...

    From $115 per night (USD)

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    Details
  • Beach Cottage
    From $225 per night (USD)

    VRBO

    Beach Cottage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Coastal cottage located 1 block from fabulous white sands of holmes beach. Stay in comfort in our spacious 3 bedroom 2 b ...

    From $225 per night (USD)

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  • Diamond Surf
    From $260 per night (USD)

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    Diamond Surf

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    You'll fall in love with Diamond Surf's “Old Florida” charm and feel. Our private ground level home means no stairs t ...

    From $260 per night (USD)

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  • Runaway Bay 114
    From $129 per night (USD)

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    Runaway Bay 114

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    2 Bedroom, 2 Bath pet-friendly condo that sleeps 6. GROUND FLOOR UNIT Vacation on a tranquil island embraced ...

    From $129 per night (USD)

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  • Gulf Sands 201
    From $200 per night (USD)

    VRBO

    Gulf Sands 201

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    MUST BOOK DIRECT TO USE PROMO CODES EARLY BLACK FRIDAY DEALS- book any stay for at least 7 nights in January 2022 and r ...

    From $200 per night (USD)

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  • Sunset Terrace #208
    From $130 per night (USD)

    VRBO

    Sunset Terrace #208

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to the popular vacation spot Sunset Terrace #208 by RVA. This spacious 2-bedroom, 2-bathroom beachfront vacation ...

    From $130 per night (USD)

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  • Runaway Bay 250
    From $130 per night (USD)

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    Runaway Bay 250

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Runaway Bay condominium #250, located at 1801 Gulf Drive in northern Bradenton Beach, is an updated, comfortable two bed ...

    From $130 per night (USD)

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    Details
  • SUNSET TERRACE - 102
    From $150 per night (USD)

    VRBO

    SUNSET TERRACE - 102

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Spectacular, absolute beach front condo . Relax and enjoy Dolphin spotting every morning and breath taking sunsets ever ...

    From $150 per night (USD)

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  • Unit 1 - First Floor Beach Front 3 Bedroom
    From $409 per night (USD)

    VRBO

    Unit 1 - First Floor Beach Front 3 Bedroom

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Our spacious three bedroom beachfront retreats offer up to 1,627 square feet of fully furnished living space, perfect fo ...

    From $409 per night (USD)

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  • Coconut Hideaway 107.77th
    From $298 per night (USD)

    VRBO

    Coconut Hideaway 107.77th

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to Coconut Hideaway located just steps away from the Gulf beaches of Anna Maria Island. This beach house has a p ...

    From $298 per night (USD)

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  • Key Royale 506
    From $160 per night (USD)

    VRBO

    Key Royale 506

    Bedrooms:
    3.5
    Bathrooms:
    3
    Sleeps:
    6

    Location, Location (see map): There are seven miles of pristine, quartz sand beaches shimmering along our island and you ...

    From $160 per night (USD)

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  • Beach House II 2nd level
    From $184 per night (USD)

    VRBO

    Beach House II 2nd level

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    We highly recommend TRIP INSURANCE Updated 2 bedroom 2 bathroom , with new kitchen and all furniture. Perfect for 2 coup ...

    From $184 per night (USD)

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  • Bradenton Beach Club D
    From $310 per night (USD)

    VRBO

    Bradenton Beach Club D

    Bedrooms:
    3.5
    Bathrooms:
    3
    Sleeps:
    8

    Bradenton Beach Club D is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high touch ...

    From $310 per night (USD)

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  • The Beach Club At Anna Maria #3
    From $100 per night (USD)

    VRBO

    The Beach Club At Anna Maria #3

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    RVA features The Beach Club at Anna Maria. Old Florida charm meets modern, designer-decorated decor at this private, un- ...

    From $100 per night (USD)

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  • Island House - Longboard
    From $100 per night (USD)

    VRBO

    Island House - Longboard

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

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

    From $100 per night (USD)

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    Details
  • Buena Vista/Schoene Aussicht
    From $309 per night (USD)

    VRBO

    Buena Vista/Schoene Aussicht

    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 ...

    From $309 per night (USD)

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  • The Beach Club At Anna Maria #11
    From $84 per night (USD)

    VRBO

    The Beach Club At Anna Maria #11

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    RVA features The Beach Club at Anna Maria. Old Florida charm meets modern, designer-decorated decor at this private, un- ...

    From $84 per night (USD)

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    Details
  • Siboney
    From $245 per night (USD)

    VRBO

    Siboney

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    The Siboney located at 3700 Gulf Drive in Holmes Beach, is an exquisite, executive level home with a private heated pool ...

    From $245 per night (USD)

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    Details
  • Aqua Oasis 109.77th
    From $300 per night (USD)

    VRBO

    Aqua Oasis 109.77th

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to Aqua Oasis located just steps from the Gulf beaches of Anna Maria Island. This beach house has a private pati ...

    From $300 per night (USD)

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    Details
  • Coconut Bayou Pool Home AMI
    From $530 per night (USD)

    VRBO

    Coconut Bayou Pool Home AMI

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    2 Bedroom 2 full Bathrooms sleeps 8 has large Patio and pool and spa Great WiFi and entertainment with split floor plan ...

    From $530 per night (USD)

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  • Paradise Beach - West
    From $75 per night (USD)

    VRBO

    Paradise Beach - West

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Stay at your own piece of tropical paradise by the beach and centrally located on Anna Maria Island. This island cottage ...

    From $75 per night (USD)

    VRBO

    Details
  • Crow's Nest
    From $210 per night (USD)

    VRBO

    Crow's Nest

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    The Crow's Nest, located directly on the beach at 2416 Gulf Drive in Bradenton Beach is a unique three bedroom, two bath ...

    From $210 per night (USD)

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    Details
  • Anna Maria Island Beach Palms 7A
    From $107 per night (USD)

    VRBO

    Anna Maria Island Beach Palms 7A

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    An addendum to our cancellation policy: If the governor of Florida issues a Florida travel ban you will receive a refund ...

    From $107 per night (USD)

    VRBO

    Details
  • Runaway Bay 110
    From $107 per night (USD)

    VRBO

    Runaway Bay 110

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    OPENING FEBRUARY 20TH - MARCH 01ST CHARMING GROUND FLOOR 1BR/1BATH FULLY FURNISHED UNIT WITH PEACEFUL POND VIEW FR ...

    From $107 per night (USD)

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  • The Beach Club At Anna Maria #8
    From $105 per night (USD)

    VRBO

    The Beach Club At Anna Maria #8

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    RVA features The Beach Club at Anna Maria. Old Florida charm meets modern, designer-decorated decor at this private, un- ...

    From $105 per night (USD)

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    Details
  • On Ocean Time
    From $659 per night (USD)

    VRBO

    On Ocean Time

    Bedrooms:
    4.5
    Bathrooms:
    4
    Sleeps:
    8

    Approximately 500 FEET FROM THE GORGEOUS BEACHES of Anna Maria Island on the Gulf of Mexico, you will be able to head do ...

    From $659 per night (USD)

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  • Yacht Rock Ranch
    From $200 per night (USD)

    VRBO

    Yacht Rock Ranch

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    You're a 2 minute walk from the private sugar-sand beach on Anna Maria Island! Walk out the front door, turn right and t ...

    From $200 per night (USD)

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    Details
  • Peacock - B
    From $95 per night (USD)

    VRBO

    Peacock - B

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Come and stay at this newly renovated vacation home; one of two units available at this superb duplex located just a few ...

    From $95 per night (USD)

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    Details
  • Songbird Cottage
    From $110 per night (USD)

    VRBO

    Songbird Cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Quiet nights of quiet stars, quiet walks by quiet sea, quiet thoughts on quiet street, oh how lovely. Maximum 3 adults. ...

    From $110 per night (USD)

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  • Runaway Bay 208
    From $107 per night (USD)

    VRBO

    Runaway Bay 208

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    For twenty years, our family has been drawn to the "Old Florida" charm of Anna Maria Island. Just steps away from the be ...

    From $107 per night (USD)

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    Details
  • ADRIELSPLACE WATERFRONT HOME
    From $529 per night (USD)

    VRBO

    ADRIELSPLACE WATERFRONT HOME

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    VÄNLIGEN KONTROLLERA MED ÄGAREN OM DINA DATUM UTFÖR SOM ÖPPNA I KALENDAR OCH SYSTEM LÄMMAR INTE DIN DATUM FÖR ATT BOKA N ...

    From $529 per night (USD)

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  • Bryant's Gulf Getaway
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    VRBO

    Bryant's Gulf Getaway

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    5390 Gulf Drive, Holmes Beach, FL 34217 Come experience one of the most beautiful islands in Florida. This completely ...

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  • Runaway Bay 262
    From $129 per night (USD)

    VRBO

    Runaway Bay 262

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Unit 262 LOCATED IN RUNAWAY BAY IS A PET-FRIENDLY - BEAUTIFUL LY AND REMODELED CONDO!!! Bright and beachy second floo ...

    From $129 per night (USD)

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  • Anna Maria Island Beach Palms 2B
    From $115 per night (USD)

    VRBO

    Anna Maria Island Beach Palms 2B

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    An addendum to our cancellation policy: If the governor of Florida issues a Florida travel ban you will receive a refund ...

    From $115 per night (USD)

    VRBO

    Details
  • DePalmas
    From $120 per night (USD)

    VRBO

    DePalmas

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Private Island Home with heated pool! This is a single whole house. The walk to beach is 4-5 minutes! You will love thi ...

    From $120 per night (USD)

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  • Home Suite Holmes
    From $110 per night (USD)

    VRBO

    Home Suite Holmes

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    VRC20-000264 Charming Condo STEPS to Beach w/Pool – Near Shops, Restaurants & Entertainment. This spacious 1 bed / 1 ...

    From $110 per night (USD)

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  • The Beach Club At Anna Maria #5
    From $100 per night (USD)

    VRBO

    The Beach Club At Anna Maria #5

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    RVA features The Beach Club at Anna Maria. Old Florida charm meets modern, designer-decorated decor at this private, un- ...

    From $100 per night (USD)

    VRBO

    Details
  • The Beach Club At Anna Maria #9
    From $90 per night (USD)

    VRBO

    The Beach Club At Anna Maria #9

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    RVA features The Beach Club at Anna Maria. Old Florida charm meets modern, designer-decorated decor at this private, un- ...

    From $90 per night (USD)

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    Details
  • Castnetter Beach Resort 6
    From $169 per night (USD)

    VRBO

    Castnetter Beach Resort 6

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Anna Maria Island's "Castnetter 6" is a delightful Island local located directly across the street from the seven acre " ...

    From $169 per night (USD)

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  • 1207 Gulf Dr. Bradenton Beach
    From $200 per night (USD)

    VRBO

    1207 Gulf Dr. Bradenton Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    It doesn't get better than this ! Recent price reduction , BOOK NOW !! This is a 3 bedroom/ 2 bath Condo on the 3rd flo ...

    From $200 per night (USD)

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  • Seabreeze Condo Unit C
    From $125 per night (USD)

    VRBO

    Seabreeze Condo Unit C

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Perfect place to put your feet up and relax. One of four units in the condo gives your getaway a private feeling where y ...

    From $125 per night (USD)

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  • Dawg Daze
    From $500 per night (USD)

    VRBO

    Dawg Daze

    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 ...

    From $500 per night (USD)

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  • Cove At Sandy Pointe 210
    From $95 per night (USD)

    VRBO

    Cove At Sandy Pointe 210

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    The Cove at Sandy Pointe #210, at 3601 East Bay Drive is a light and very private, two bedroom and two bath condo in a s ...

    From $95 per night (USD)

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    Details
  • A Beach Place / Sunset Terrace
    From $100 per night (USD)

    VRBO

    A Beach Place / Sunset Terrace

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Due to Covid virus, there is limited access to restaurants as well as limited services on the island and surrounding are ...

    From $100 per night (USD)

    VRBO

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  • Palm Cay 5
    From $145 per night (USD)

    VRBO

    Palm Cay 5

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    **11/03/21 JUST REFURNISHED AND DECORATED, NEW PICTURES ARE POSTED!!** Palm Cay Condominium #5 located at 3000 Gulf Dri ...

    From $145 per night (USD)

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  • Unit 11 - Townhouse 3 Bedroom
    From $339 per night (USD)

    VRBO

    Unit 11 - Townhouse 3 Bedroom

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    The interior decor in your private Holmes Beach vacation rental is elegant, fresh and bright. These three bedroom, three ...

    From $339 per night (USD)

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  • A Turtle Nest
    From $200 per night (USD)

    VRBO

    A Turtle Nest

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This comfortable and tastefully furnished vacation home was built in 2012 and offers everything you need for a relaxed v ...

    From $200 per night (USD)

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  • Starfish B
    From $168 per night (USD)

    VRBO

    Starfish B

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    LOCATION*LOCATION*LOCATION* Welcome to the Starfish Unit “B” on Anna Maria Island! This charming Key West style elevated ...

    From $168 per night (USD)

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  • Seaside Beach House 101
    From $165 per night (USD)

    VRBO

    Seaside Beach House 101

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Seaside Beach House #101 located at 102 68th Street in Holmes Beach is a direct Gulf front complex with a heated pool at ...

    From $165 per night (USD)

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  • Bermuda Bay Townhouse Unit 22
    From $244 per night (USD)

    VRBO

    Bermuda Bay Townhouse Unit 22

    Bedrooms:
    3.5
    Bathrooms:
    3
    Sleeps:
    6

    This gorgeous Townhouse located between the beach and the bay, has miles of white sandy beaches, close to area shops and ...

    From $244 per night (USD)

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    Details
  • Tucked Away
    From $307 per night (USD)

    VRBO

    Tucked Away

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Tucked Away is a newly renovated custom home with everything you could possibly need for the vacation of a life time. Th ...

    From $307 per night (USD)

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    Details
  • Unit 5 - Second Floor Beach Front 2 Bedroom
    From $369 per night (USD)

    VRBO

    Unit 5 - Second Floor Beach Front 2 Bedroom

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    The furnishings and appointments in your private Holmes Beach vacation rental are elegant, fresh and bright. The two bed ...

    From $369 per night (USD)

    VRBO

    Details
  • The Beach Club At Anna Maria #4
    From $165 per night (USD)

    VRBO

    The Beach Club At Anna Maria #4

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    RVA features The Beach Club at Anna Maria. Old Florida charm meets modern, designer-decorated decor at this private, un- ...

    From $165 per night (USD)

    VRBO

    Details
  • Villa Sanddollar
    From $195 per night (USD)

    VRBO

    Villa Sanddollar

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This luxury beach home awaits you for the vacation of a lifetime! Newly decorated for the 2020 season! Sand between you ...

    From $195 per night (USD)

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    Details
  • Condo In Paradise
    From $75 per night (USD)

    VRBO

    Condo In Paradise

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to our newly remodeled Condo! New Kitchen with quartz counters, stainless steel appliance, An open concept to ...

    From $75 per night (USD)

    VRBO

    Details
  • Cove At Sandy Pointe 208a
    From $95 per night (USD)

    VRBO

    Cove At Sandy Pointe 208a

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    The Cove at Sandy Pointe #208, at 3601 East Bay Drive is a cheerful, two bedroom and two bath condo in a secluded comple ...

    From $95 per night (USD)

    VRBO

    Details
  • Seabreeze Cottage
    From $120 per night (USD)

    VRBO

    Seabreeze Cottage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Idyllic Holiday Properties is a small friendly holiday company offering an honest and efficient service for our privatel ...

    From $120 per night (USD)

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    Details
  • Sail Away Cottage
    From $235 per night (USD)

    VRBO

    Sail Away Cottage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    The Sail Away Cottage is located at 2113 Avenue C in Bradenton Beach. This historic cottage was built in 1920 and moved ...

    From $235 per night (USD)

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    Details
  • Unit 4 - Second Floor Beach Front 3 Bedroom
    From $409 per night (USD)

    VRBO

    Unit 4 - Second Floor Beach Front 3 Bedroom

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Our spacious three bedroom beachfront retreats offer up to 1,627 square feet of fully furnished living space, perfect fo ...

    From $409 per night (USD)

    VRBO

    Details
  • GULF COAST DESTINATION
    From $154 per night (USD)

    VRBO

    GULF COAST DESTINATION

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This charming and quaint condo is located on the tropical island of Bradenton Beach, Florida, just steps away from cryst ...

    From $154 per night (USD)

    VRBO

    Details
  • Blue Heron Haus am Meer
    From $184 per night (USD)

    VRBO

    Blue Heron Haus am Meer

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Stunning single level 3 bedroom/2 bath home with luxury finishes at every glance. Brand new to the market and recently r ...

    From $184 per night (USD)

    VRBO

    Details
  • Beach Music
    From $143 per night (USD)

    VRBO

    Beach Music

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Beach Music is a 3 bedroom, 2 bath condo located just steps from your private access to 7 miles of beautiful white sandy ...

    From $143 per night (USD)

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    Details
  • For Beach Bums
    From $259 per night (USD)

    VRBO

    For Beach Bums

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Beach chic meets casual elegance in this brand new three story house only steps away from the best beach on Anna Maria I ...

    From $259 per night (USD)

    VRBO

    Details
  • The Beach House on Pine Avenue
    From $259 per night (USD)

    VRBO

    The Beach House on Pine Avenue

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    This 4 bedroom/3 bath home is situated in the perfect location on the most desirable street on Anna Maria Island. It is ...

    From $259 per night (USD)

    VRBO

    Details
  • 303 North Bay Blvd LLC
    From $160 per night (USD)

    VRBO

    303 North Bay Blvd LLC

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Come and enjoy our tropical paradise on the quiet North End of Anna Maria Island - located at the south end of Tampa B ...

    From $160 per night (USD)

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    Details
  • Waterfront Paradise
    From $243 per night (USD)

    VRBO

    Waterfront Paradise

    Bedrooms:
    4.5
    Bathrooms:
    4
    Sleeps:
    8

    IMPORTANT: If calendar shows dates being available, but no quote is generated, please send us a message by selecting the ...

    From $243 per night (USD)

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    Details
  • Beach Breeze West
    From $90 per night (USD)

    VRBO

    Beach Breeze West

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to Beach Breeze West by RVA; a fantastic vacation rental for families or small groups that includes a spacious p ...

    From $90 per night (USD)

    VRBO

    Details
  • OakView
    From $284 per night (USD)

    VRBO

    OakView

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    14

    This large home was constructed in 2009. It is a decorator furnished, pool home and considered top of the line in vacat ...

    From $284 per night (USD)

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    Details
  • Beach View of Manatee #1
    From $95 per night (USD)

    VRBO

    Beach View of Manatee #1

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Looking for that tropical island getaway? Look no further than Beach View of Manatee #1 by RVA. This lovely, light and b ...

    From $95 per night (USD)

    VRBO

    Details
  • Valhalla Up And Down
    From $460 per night (USD)

    VRBO

    Valhalla Up And Down

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    The Valhalla located at 3216 Gulf Drive in Holmes is a wonderful five bedroom, three bath Gulf front duplex on a seclude ...

    From $460 per night (USD)

    VRBO

    Details
  • La Casa Costiera Blue Water
    From $357 per night (USD)

    VRBO

    La Casa Costiera Blue Water

    Bedrooms:
    3.5
    Bathrooms:
    3
    Sleeps:
    6

    AT A GLANCE: - La Casa Costiera Unit #6 Blue Water - Large balcony with Gulf views & spectacular sunsets - Newly renova ...

    From $357 per night (USD)

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    Details
  • Unit 2 - First Floor Beach Front 2 Bedroom
    From $369 per night (USD)

    VRBO

    Unit 2 - First Floor Beach Front 2 Bedroom

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    The furnishings and appointments in your private Holmes Beach vacation rental are elegant, fresh and bright. The two bed ...

    From $369 per night (USD)

    VRBO

    Details
  • Peace 'n Paradise
    From $170 per night (USD)

    VRBO

    Peace 'n Paradise

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Peace 'n Paradise, located at 5405 B Gulf Drive in Holmes Beach is a comfortable two bedroom, two bath duplex with a pri ...

    From $170 per night (USD)

    VRBO

    Details
  • Runaway Bay 209
    From $129 per night (USD)

    VRBO

    Runaway Bay 209

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Steps from our beautiful sandy white beaches. Featuring an open floor plan from kitchen to living room with a sleeper s ...

    From $129 per night (USD)

    VRBO

    Details
  • Runaway bay unit 192 bay view
    From $115 per night (USD)

    VRBO

    Runaway bay unit 192 bay view

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This Condo n°192 recently update and clean located in runaway bay resort have one of the best view and position of the l ...

    From $115 per night (USD)

    VRBO

    Details
  • Runaway Bay  264
    From $75 per night (USD)

    VRBO

    Runaway Bay 264

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This second floor 1 BR/1 BA condo that sleeps 4 is the perfect place to relax and enjoy your beach vacation. Just a 3 ...

    From $75 per night (USD)

    VRBO

    Details
  • Pirates Nest
    From $175 per night (USD)

    VRBO

    Pirates Nest

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Please refer to bottom of description for more information concerning stays with a pet. Step into this fantastic pet fr ...

    From $175 per night (USD)

    VRBO

    Details
  • Sunshine Cottage - Pool & Dock
    From $888 per night (USD)

    VRBO

    Sunshine Cottage - Pool & Dock

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    o Description  It doesn't get much better than being right on the water, located on a wide canal, and ½ block from the ...

    From $888 per night (USD)

    VRBO

    Details
  • Sunset Terrace 108
    From $200 per night (USD)

    VRBO

    Sunset Terrace 108

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Sunset Terrace Condo #108 is a newly renovated Gulf front condo with a heated pool, located at 2312 Gulf Drive in Braden ...

    From $200 per night (USD)

    VRBO

    Details
  • Sunshine - #244
    From $121 per night (USD)

    VRBO

    Sunshine - #244

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to unit 244 at the beautiful Bradenton Beach Club! This elevator unit sits just across the street from the beach ...

    From $121 per night (USD)

    VRBO

    Details
  • Runaway Bay Condo #224
    From $96 per night (USD)

    VRBO

    Runaway Bay Condo #224

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Pristine 2 BR / 2 BA condo in Runaway Bay, Anna Maria Island (#224). This smoke-free and pet-free second-floor condo ha ...

    From $96 per night (USD)

    VRBO

    Details
  • Bermuda Bay Unit16
    From $269 per night (USD)

    VRBO

    Bermuda Bay Unit16

    Bedrooms:
    3.5
    Bathrooms:
    3
    Sleeps:
    6

    Beautiful Condo/Townhome located between the beach and the bay. Gorgeous sunsets off the front balcony overlooking the ...

    From $269 per night (USD)

    VRBO

    Details
  • Peacock - A
    From $95 per night (USD)

    VRBO

    Peacock - A

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Come anCome and stay at this newly renovated vacation home; one of two units available at this superb duplex located jus ...

    From $95 per night (USD)

    VRBO

    Details
  • Beach Bungalow - A
    From $90 per night (USD)

    VRBO

    Beach Bungalow - A

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Escape to this beach bungalow on the beautiful and desirable Anna Maria Island. This beach bungalow is nestled away in ...

    From $90 per night (USD)

    VRBO

    Details
  • Ocean View Villa
    From $79 per night (USD)

    VRBO

    Ocean View Villa

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

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

    From $79 per night (USD)

    VRBO

    Details
  • Lakeside Beach House
    From $235 per night (USD)

    VRBO

    Lakeside Beach House

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    The Lakeside Beach House is a wonderful newly renovated three bedroom, two bath home with a private heated pool. Located ...

    From $235 per night (USD)

    VRBO

    Details
  • Ocean View
    From $92 per night (USD)

    VRBO

    Ocean View

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

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

    From $92 per night (USD)

    VRBO

    Details
  • Anna Cabana Resort
    From $460 per night (USD)

    VRBO

    Anna Cabana Resort

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    VRC Anna Cabana Resort is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high touc ...

    From $460 per night (USD)

    VRBO

    Details
  • Unit 9 - Third Floor Standard 2 Bedroom
    From $309 per night (USD)

    VRBO

    Unit 9 - Third Floor Standard 2 Bedroom

    Bedrooms:
    3.5
    Bathrooms:
    2
    Sleeps:
    6

    The stunning interiors in your private Holmes Beach vacation rental are elegant, fresh and bright. The two bedroom, 2.5 ...

    From $309 per night (USD)

    VRBO

    Details
  • Unit 8 - Third Floor Beach Front 3 Bedroom
    From $409 per night (USD)

    VRBO

    Unit 8 - Third Floor Beach Front 3 Bedroom

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Our spacious three bedroom beachfront retreats offer up to 1,627 square feet of fully furnished living space, perfect fo ...

    From $409 per night (USD)

    VRBO

    Details
  • Bermuda Bay Club Unit 26
    From $279 per night (USD)

    VRBO

    Bermuda Bay Club Unit 26

    Bedrooms:
    4.5
    Bathrooms:
    3
    Sleeps:
    6

    Drive across the causeway to this tropical barrier isle and feel time slow to a carefree relaxing pace! Built in 1999.. ...

    From $279 per night (USD)

    VRBO

    Details
  • BEACH TOWNHOUSE - 105
    From $107 per night (USD)

    VRBO

    BEACH TOWNHOUSE - 105

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    BEACHY 105- Updated and Spacious 2 bedroom 2.5 Bath Townhouse, full kithcen and en-suite laundry. King in the master w ...

    From $107 per night (USD)

    VRBO

    Details
  • Serenity
    From $175 per night (USD)

    VRBO

    Serenity

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Beautifully decorated and furnished home located an easy walk from Gulf beaches and Tampa bay. Includes a master suite ...

    From $175 per night (USD)

    VRBO

    Details
  • The Beach Club At Anna Maria #12
    From $75 per night (USD)

    VRBO

    The Beach Club At Anna Maria #12

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    2

    RVA features The Beach Club at Anna Maria. Old Florida charm meets modern, designer-decorated decor at this private, un- ...

    From $75 per night (USD)

    VRBO

    Details
  • Anna Maria Island Beach Condo w/ Stunning Views!
    From $164 per night (USD)

    VRBO

    Anna Maria Island Beach Condo w/ Stunning Views!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Your ultimate Sunshine State getaway starts here at this 2-bedroom, 2-bath Holmes Beach vacation rental, situated right ...

    From $164 per night (USD)

    VRBO

    Details
  • Holmes Sweet Home
    From $151 per night (USD)

    VRBO

    Holmes Sweet Home

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Lower Duplex Home located steps from the Gulf of Mexico, this Beach Bungalow is perfect for couples and families alike. ...

    From $151 per night (USD)

    VRBO

    Details
  • 3607 East Bay Dr. Unit 107 Holmes Beach
    From $114 per night (USD)

    VRBO

    3607 East Bay Dr. Unit 107 Holmes Beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Looking for an island getaway without all the hassle? We’ve pretty much thought of everything, so you don’t have to.We h ...

    From $114 per night (USD)

    VRBO

    Details
  • Anna Maria Escape
    From $205 per night (USD)

    VRBO

    Anna Maria Escape

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    The Anna Maria Escape located at 725 North Shore Drive in Anna Maria city is just that - a peaceful, relaxed place to ge ...

    From $205 per night (USD)

    VRBO

    Details
  • Absolutely Perfect
    From $743 per night (USD)

    VRBO

    Absolutely Perfect

    Bedrooms:
    4.5
    Bathrooms:
    4
    Sleeps:
    8

    VRC16-000512 Absolutely Perfect is thoroughly cleaned and sanitized prior to your arrival. We pay special attention ...

    From $743 per night (USD)

    VRBO

    Details
  • The Beach Club At Anna Maria #13
    From $110 per night (USD)

    VRBO

    The Beach Club At Anna Maria #13

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    RVA features The Beach Club at Anna Maria. Old Florida charm meets modern, designer-decorated decor at this private, un- ...

    From $110 per night (USD)

    VRBO

    Details