Holmes Beach Beaches Holiday Rentals

      Highly Rated

House

Best Little Beach House on Anna Maria Island! With a pool & steps to the beach!

• Sarasota
• ·
• Holmes Beach
• 1.40 mi to center

10.0

Exceptional

(291 Reviews)

1 Bedroom 1 Bath 4 Guests

• 
  Private Pool
• 
  Parking
• 
  Pool
• 
  Ocean View

CA $563/Night 7 Nights - CA $3,940

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House

Bayview Pointe - Luxury home with heated pool! Near Anna Maria isle!

• Florida
• ·
• Cortez
• 0.20 mi to center

10.0

Exceptional

(20 Reviews)

3 Bedrooms 3 Baths 10 Guests 1679.17 ft²

• 
  Oceanfront
• 
  EV Charge Station
• 
  Parking
• 
  Pool

CA $810/Night 7 Nights - CA $5,670

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House

Anna Maria Island Beach Palace

• Atlantic City
• ·
• Brigantine
• 952.12 mi to center

10.0

Exceptional

(2 Reviews)

1 Bedroom 1 Bath

• 
  Hot Tub
• 
  Parking
• 
  Pool
• 
  Ocean View

CA $1,693/Night 7 Nights - CA $11,852

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      Frequently Viewed

House

Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!

• Sarasota
• ·
• Anna Maria
• 0.14 mi to center

10.0

Exceptional

(207 Reviews)

1 Bedroom 1 Bath 4 Guests 700 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

CA $333/Night 7 Nights - CA $2,329

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Apartment

Sunset Connection - Gulf Place

• Sarasota
• ·
• Holmes Beach
• 0.49 mi to center

10.0

Exceptional

(8 Reviews)

3 Bedrooms 2 Baths 6 Guests 1582.29 ft²

• 
  Oceanfront
• 
  Breakfast
• 
  EV Charge Station
• 
  Parking

CA $865/Night 7 Nights - CA $6,056

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Condo

Anna Maria Island Retreat

• Sarasota
• ·
• Bradenton Beach
• 0.31 mi to center

10.0

Exceptional

(1 Review)

1 Bedroom 1 Bath

• 
  Parking
• 
  Pool
• 
  Ocean View
• 
  Balcony/Terrace

CA $355/Night 7 Nights - CA $2,487

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      Highly Rated

Condo

1 Block From Beautiful Bradenton Beach, Restaurants, shops, and Fishing Pier!

• Sarasota
• ·
• Bradenton Beach
• 0.11 mi to center

10.0

Exceptional

(203 Reviews)

1 Bedroom 1 Bath 4 Guests

• 
  Oceanfront
• 
  Parking
• 
  Pool
• 
  Ocean View

CA $405/Night 7 Nights - CA $2,838

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Apartment

Modern 3 Bedroom Beach Retreat with Private Balcony

• Sarasota
• ·
• Bradenton Beach
• 1.10 mi to center

10.0

Exceptional

(6 Reviews)

3 Bedrooms 2 Baths 6 Guests 1614.59 ft²

• 
  Balcony/Terrace
• 
  View
• 
  Air Conditioner
• 
  Internet

CA $680/Night 7 Nights - CA $4,762

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Apartment

Anna Maria Island Beach Palms 6B

• Sarasota
• ·
• Bradenton Beach
• 0.31 mi to center

10.0

Exceptional

(1 Review)

1 Bedroom 1 Bath

• 
  Pool
• 
  Ocean View
• 
  View
• 
  Internet

CA $1,704/Night 7 Nights - CA $11,926

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      Highly Rated

House

2 Bedroom/2 Bath Ground Level With a Heated Pool

• Sarasota
• ·
• Holmes Beach
• 0.11 mi to center

10.0

Exceptional

(198 Reviews)

2 Bedrooms 2 Baths 4 Guests

• 
  Private Pool
• 
  Oceanfront
• 
  Parking
• 
  Pool

CA $559/Night 7 Nights - CA $3,913

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Apartment

Beachfront Corner Condo With Sunset Gulf Views

• Sarasota
• ·
• Bradenton Beach
• 0.86 mi to center

10.0

Exceptional

(4 Reviews)

1 Bedroom 1 Bath 3 Guests 516.67 ft²

• 
  Private Beach
• 
  Oceanfront
• 
  Parking
• 
  Ocean View

CA $604/Night 7 Nights - CA $4,225

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      Highly Rated

Condo

Cozy North end hideaway! 5-min walk to beautiful white sand beach at Bean Point.

• Sarasota
• ·
• Anna Maria
• 0.75 mi to center

10.0

Exceptional

(189 Reviews)

2 Bedrooms 1 Bath 4 Guests 756 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

CA $394/Night 7 Nights - CA $2,754

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House

Anna Maria Guest House 212

• Sarasota
• ·
• Anna Maria
• 0.24 mi to center

10.0

Exceptional

(3 Reviews)

3 Bedrooms 2 Baths 8 Guests 1560.77 ft²

• 
  Oceanfront
• 
  Parking
• 
  Pool
• 
  Spa

CA $836/Night 7 Nights - CA $5,851

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      Price Dropped

Condo

Beachfront Paradise 111 ~ Yes, That'S Your View! ~

• Sarasota
• ·
• Holmes Beach
• 0.75 mi to center

10.0

Exceptional

(187 Reviews)

1 Bedroom 1 Bath 2 Guests 660 ft²

• 
  Oceanfront
• 
  Parking
• 
  Pool
• 
  Ocean View

CA $1,036/Night 7 Nights - CA $7,252

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      Highly Rated

Condo

Cute & cozy getaway at north end of Anna Maria Island. 5-min walk to the beach!

• Sarasota
• ·
• Anna Maria
• 0.75 mi to center

10.0

Exceptional

(187 Reviews)

2 Bedrooms 1 Bath 4 Guests 756 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

CA $404/Night 7 Nights - CA $2,829

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      Highly Rated

Apartment

Coastal Getaway Retreat –Steps to the Beach! 1BR/1BA. Sleeps 2. In 4-Plex. Pool

• Sarasota
• ·
• Bradenton Beach
• 0.95 mi to center

10.0

Exceptional

(174 Reviews)

1 Bedroom 1 Bath 2 Guests

• 
  Parking
• 
  Pool
• 
  Ocean View
• 
  Balcony/Terrace

CA $443/Night 7 Nights - CA $3,100

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      Price Dropped

Condo

Panoramic bay views! 3-minute walk to beach!

• Sarasota
• ·
• Bradenton Beach
• 0.31 mi to center

10.0

Exceptional

(168 Reviews)

2 Bedrooms 2 Baths 6 Guests 1079 ft²

• 
  Oceanfront
• 
  Parking
• 
  Pool
• 
  Ocean View

CA $507/Night 7 Nights - CA $3,545

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      Highly Rated

House

SUGAR REEF "B" One Minute Walk to the Beach!

• Sarasota
• ·
• Bradenton Beach
• 0.97 mi to center

10.0

Exceptional

(163 Reviews)

2 Bedrooms 1 Bath 4 Guests 700 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

CA $450/Night 7 Nights - CA $3,147

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      Highly Rated

Condo

BOUTIQUE BEACH FRONT LUXURY LOCATED DIRECTLY ON BEACH WITH FABULOUS SUNSETS

• Sarasota
• ·
• Bradenton Beach
• 0.62 mi to center

10.0

Exceptional

(159 Reviews)

2 Bedrooms 2 Baths 6 Guests 1200 ft²

• 
  Oceanfront
• 
  Parking
• 
  Pool
• 
  Ocean View

CA $940/Night 7 Nights - CA $6,578

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      Highly Rated

House

Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!

• Sarasota
• ·
• Anna Maria
• 0.25 mi to center

10.0

Exceptional

(148 Reviews)

2 Bedrooms 1 Bath 6 Guests 749 ft²

• 
  Private Pool
• 
  Oceanfront
• 
  Parking
• 
  Pool

CA $804/Night 7 Nights - CA $5,628

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      Highly Rated

House

Sassy Seahorse: Heated pool, hot tub, ping pong, Foosball and pool table!

• Sarasota
• ·
• Anna Maria
• 0.54 mi to center

10.0

Exceptional

(144 Reviews)

2 Bedrooms 2 Baths 6 Guests

• 
  Private Pool
• 
  Oceanfront
• 
  Hot Tub
• 
  Parking

CA $1,054/Night 7 Nights - CA $7,376

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      Highly Rated

Apartment

Coastal Getaway Retreat –Steps to the Beach! 2BR/1BA. Sleeps 4. In 4-Plex. Pool

• Sarasota
• ·
• Bradenton Beach
• 0.82 mi to center

10.0

Exceptional

(144 Reviews)

2 Bedrooms 1 Bath 4 Guests 1000 ft²

• 
  Oceanfront
• 
  Parking
• 
  Pool
• 
  Ocean View

CA $548/Night 7 Nights - CA $3,835

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      Highly Rated

Condo

Ideal Location, Stunning Villa! Close to beach, beach gear provided!

• Sarasota
• ·
• Anna Maria
• 0.23 mi to center

10.0

Exceptional

(144 Reviews)

2 Bedrooms 2 Baths 4 Guests 950 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

CA $457/Night 7 Nights - CA $3,198

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      Highly Rated

Condo

Villas By The Sea #2, Anna Maria Island Condo, one block from beach, heated pool

• Sarasota
• ·
• Bradenton Beach
• 0.20 mi to center

10.0

Exceptional

(144 Reviews)

1 Bedroom 1 Bath 4 Guests 425 ft²

• 
  Oceanfront
• 
  Parking
• 
  Pool
• 
  Ocean View

CA $343/Night 7 Nights - CA $2,399

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