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Stay connected to friends and family, jump on Netflix or post your vacation photos to Facebook at these vacation rental homes.

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303A 61st St-West Winds $1,350.00 - $3,675.00 per week

Special

East Winds & West Winds - 25% off when staying anytime 4/8/2017-4/22/2017

Special Eligible When Booking From 01/24/2017 to 04/21/2017
Save 25%

Enjoy a vacaction at West Winds, East Winds or both properties from April 8th through April 22nd 2017 for at least 7 days and receive 25% off of your rental fee!

Only valid on new reservations, doesn’t stack with other discounts, select vacation homes may be exempt, subject to manager approval and black out dates.

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, heated
    BBQ/Grill: Yes
    SQFT Under A/C: Approx 2600 sqft
    Turn Day: Saturday
    • 4Bedrooms:
    • 3.5Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Gold
Description:

Elegant and tropical poolside paradise holiday rental. (4) Bedroom, (3.5) Bath, accommodates to (8) people: (2) Kings, (1) Queen, (2) Twin Bunks, (1) Queen Sleeper Sofa. Heated pool, free wireless internet, sorry no pets allowed, about two and a half blocks to the beach.

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Captains House-208 Haverkos $1,350.00 - $2,250.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, Heated
    BBQ/Grill: Yes
    SQFT Under A/C: 2,181
    Turn Day: Any
    • 3Bedrooms:
    • 2.5Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Bronze
Description:

Vibrant, colorful and delightful seasonal rental. (3) Bedroom, (2.5) Bath, accommodates (6) people: 2 Queens, 2 Twins, Queen Sleeper sofa. Private heated pool, free wireless internet, sorry no pets, not far from the beach access.

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Blue Lagoon 4 - Loggerhead $1,200.00 - $2,000.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes, dogs under 50lb
    Pool:Yes, Heated
    BBQ/Grill: Yes
    SQFT Under A/C: Approx 1609 sqft
    Turn Day: Any
    • 3Bedrooms:
    • 3.5Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
Description:

Spacious and sunny vacation villa. (3) Bedrooms, (3.5) Bath, accommodates up to (6) people: 2 King, 1 Queen. Shared large lagoon-style heated pool, free wireless, less than two blocks to the beach.

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The Seashell Cottage $950.00 - $1,650.00 per week

  • City: Anna Maria
    Pets Allowed: Yes (no cats please)
    Pool:No
    BBQ/Grill: Yes
    SQFT Under A/C: 800
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Silver
Description:

This fabulous little beach cottage is a getaway worth writing home about. Enjoy a week of small town serenity in Anna Maria City. (2) Bedrooms, (2) Bath, accommodates up to (6) people: 1 King, 2 Twins, 1 Sleeper Sofa. Free wireless, Small dogs only, less than two blocks to the beach

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No Bad Days-7100 Holmes $1,981.00 - $3,500.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, heated + spa
    BBQ/Grill: Yes
    SQFT Under A/C: 1,800
    Turn Day: Saturday
    • 4Bedrooms:
    • 3.0Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Platinum
Description:

Wash away the sand, salt, and stress with a luxurious vacation at this vacation home where a bad day simply isn't allowed. (4) Bedroom, (3) Bathroom, accommodates up to (8) people: 2 King, 1 Queen, 2 Twin, 1 Sleeper Sofa. Private heated pool with spa, free wireless, sorry no pets allowed, less than two blocks to the beach.

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414 A Magnolia $550.00 - $1,150.00 per week

  • City: Anna Maria
    Pets Allowed: No
    Pool:No
    BBQ/Grill: Yes
    SQFT Under A/C: 1,000
    Turn Day: Any
    • 2Bedrooms:
    • 1.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Silver
Description:

Chic and cozy vacation rental nestled right between the Tampa Bay and the Gulf of Mexico. (2) Bedroom, (1) Bath, accommodates up to (6) people: 1 Queen, 2 Twin, 1 Sleeper Sofa. Free wireless, sorry no pets allowed, less than three blocks to both the Bay and Gulf.

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Cozy Cottage 317 62nd St $999.00 - $2,450.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, heated
    BBQ/Grill: Yes
    SQFT Under A/C: 1,400
    Turn Day: Any
    • 3Bedrooms:
    • 3.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
Description:

Gorgeous Holmes Beach vacation rental home “Cozy Cottage” 317 62nd Street. (3) Bedroom, (3) Bathroom, Sleeps (6): 3 queen beds. Heated pool, wireless internet, washer/dryer, dishwasher, parking for three cars. Walk to beach, shopping, dining and free trolley. 

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North Beach Village Unit 55 $950.00 - $1,650.00 per week

Special

North Beach Village Unit 55 - 25% off now through April 29th

Special Eligible When Booking From 02/01/2017 to 04/29/2017
Save 25%

Relax at North Beach Village unit #55 anytime now through April 29th, 2017 and get 25% off of your rental fee!

Only valid on new reservations, doesn’t stack with other discounts, select vacation homes may be exempt, subject to manager approval and black out dates.

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, Community
    BBQ/Grill: Yes
    SQFT Under A/C: Approx 1536 sqft
    Turn Day: Any
    • 3Bedrooms:
    • 2.5Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Silver
Description:

Comfortable and relaxing Holmes Beach vacation rental  “North Beach Village” 6250 Holmes Boulevard unit 55. Sleeps (6) in (3) bedroom (2.5)bathroom: 2 queen beds, 2 twin beds. Community heated pool, walk to gulf beach, wireless internet, washer/dryer, dishwasher. Screened lanai and three open air decks. Parking for three vehicles.

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Pretty Palms-203 Periwinkle $1,350.00 - $2,250.00 per week

  • City: Anna Maria
    Pets Allowed: No
    Pool:Yes, heated
    BBQ/Grill: Yes
    SQFT Under A/C: Approx. 1860
    Turn Day: Any
    • 3Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
Description:

Updated furnishings and fixtures inside with a backyard paradise outside. (3) Bedrooms, (2) Bath, accommodates up to (6) people: 2 Queen, 2 Twin. Private heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.

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Runaway Bay Unit 272 $900.00 - $1,650.00 per week

  • City: Bradenton Beach
    Pets Allowed: No
    Pool:Comm, heated
    SQFT Under A/C: 1,080
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Silver
Description:

Great get away on beautiful Anna Maria Island. This condo in a fabulous bay front complex. (2) Bedroom, (2) Bath, accommodates (6) people: 1 Queen, 2 Twins, 1 Double Sleeper sofa. Community heated pool, free wireless internet and the beach across the road from the complex.

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Office Locations{ Island Real Estate } 6101 Marina Drive, Holmes Beach, FL 34217 | 419 Pine Ave., Anna Maria, FL 34216