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Sunshine Specials

Relaxing on Anna Maria Island is about as good as it gets, but an extra special discount makes it that much better.

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Southern Comfort on HolmesBlvd $1,250.00 - $2,141.00 per week

Special

Southern Comfort - 25% off and 2 free adult bikes when arriving now through 12/17/2016

09/15/2016 to 12/17/2016
Save 25%

Book a stay at Southern Comfort anytime now thru December 17th and you'll not only get 25% off of your stay, but 2 free adult bikes as well!

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 including the weeks of Easter, 4th of July, Thanksgiving and most major holidays.

  • City: Holmes Beach
    Pets Allowed: Yes
    Pool:Yes, Heated
    BBQ/Grill: Yes
    SQFT Under A/C: Approx 1879 sqft
    Turn Day: Any
    • 3Bedrooms:
    • 2.5Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Get comfortable in your own corner of island life by enjoying a week of Southern Comfort. (3) Bedroom, (2.5) Bathroom, accomodates up to (8) people: 1 King, 1 Queen, 2 Twins, 1 Sleeper Sofa. Private heated pool, free wireless, pet friendly (with deposit), less than two blocks to the beach.

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A Sassy Seahorse 264 Gladiolus $1,400.00 - $3,045.00 per week

Special

A Sassy Seahorse - 25% when staying in December 2016

12/03/2016 to 12/24/2016
Save 25%

Spend at least a week in December 2016 at A Sassy Seahorse and get 25% off of your stay! 

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 including the weeks of Easter, 4th of July, Thanksgiving and most major holidays.

  • City: Anna Maria
    Pets Allowed: Yes, under 50lbs
    Pool:Yes, heated & spa
    BBQ/Grill: Yes
    SQFT Under A/C: 1,350
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    ** Two FREE adult bike rentals for Saturday to Saturday stays now to the end of 2016! Ask for details when making your booking. (Excludes Thanksgiving, Christmas and New Year's weeks)

    Soothing, immaculately clean and whimsically decorated, professionally landscaped, and boasts one of the larger pools and larger backyards on the Island. The spa is accented by iridescent glass. The 20' tall tiki hut that houses the bar and seating for six. (2) Bedroom, (2) Bath, accommodates up to (6) people: 1 King, 2 Twins and 1 Full futon. Free wireless internet, private heated pool, about two blocks to the beach.

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Long Board-131WWhite $1,050.00 - $2,000.00 per week

Special

Long Board - 15% off now through Mid-January

10/23/2016 to 01/14/2017
Save 15%

Enjoy a vacation at Long Board any time now through January 15th, 2017 and we'll take 15% 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 including the weeks of Easter, 4th of July, Thanksgiving and most major holidays.

  • City: Holmes Beach
    Pets Allowed: Yes
    Pool:Htd Shared
    BBQ/Grill: Yes
    SQFT Under A/C: Approx 1359 sqft
    Turn Day: Any
    • 3Bedrooms:
    • 2.5Bath:
    • 9Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Elegant and chic duplex ready for your tropical escape. (3) Bedrooms, (2.5) Bath, accommodates up to (9) people: 2 King,  2 Twin Bunk Beds, 1 Trundle Bed, 1 Air Mattress. Shared heated pool, free wireless, pet friendly with fee, only a few houses to the beach.

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About a Mermaid 621 Emerald Ln $1,200.00 - $2,000.00 per week

Special

About A Mermaid - 20% off now through 12/31/2016

08/31/2016 to 12/31/2016
Save 20%

Book a stay arriving now through the end of the year and save 20% off of you Anna Maria Island vacation!

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 including the weeks of Easter, 4th of July, Thanksgiving and most major holidays

  • City: Holmes Beach
    Pets Allowed: Yes, dogs only
    Pool:Yes, heated
    BBQ/Grill: Yes
    SQFT Under A/C: 1,632
    Turn Day: Any
    • 3Bedrooms:
    • 3.0Bath:
    • 6Sleeps:
    • Guest Rating:
      No Guest Rating Available
    • Property Rating: Silver
  • Description:

    Beautifully designed & designer decorated vacation rental home a few blocks from Bimini Bay in the wonderful neighborhood of Key Royale. (3) Bedroom, (3) Bathroom, accommodates up to (6) people: 2 Kings, 2 Twins. Private pool, dock with boat access, direct Intracoastal access, free wireless internet, pets welcome with fee.

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Short Board-131EWhite $875.00 - $1,650.00 per week

Special

Short Board - 10% now through Mid-January 2017

10/24/2016 to 01/14/2017
Save 10%

Enjoy a vacation at Short Board any time now through January 14th, 2017 and we'll take 10% 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 including the weeks of Easter, 4th of July, Thanksgiving and most major holidays.

  • City: Holmes Beach
    Pets Allowed: Yes
    Pool:Htd, shared pool
    BBQ/Grill: Yes
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Cozy and chic duplex ready for your tropical escape. (2) Bedrooms, (2) Bath, accommodates up to (6) people: 1 King, 2 Twin, 1 Sleeper Sofa. Shared heated pool, free wireless, pet friendly with fee, only a few houses to the beach.

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Cayman Bay 505 Magnolia $2,200.00 - $4,950.00 per week

Special

Cayman Bay - 20% off week long stays through 12/31/2016

09/27/2016 to 12/31/2016
Save 20%

Stay at Cayman Bay for a week anytime now through December 31st and get 20% off of your vacation! 

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 including the weeks of Easter, 4th of July, Thanksgiving and most major holidays.

Stay Longer, Pay Less - Get 4 weeks for the price of 3 in January 2017!

12/31/2016 to 01/07/2017
Save 25%

Stay longer, pay less! Book 4 weeks for the price of 3 when staying at this property in January 2017! Only want to stay for 3 weeks? Give us a call at 877-778-6066 to get the same discount!

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

  • City: Anna Maria
    Pets Allowed: No
    Pool:Yes, heated & spa
    BBQ/Grill: Yes
    SQFT Under A/C: 5,400
    Turn Day: Any
    • 4Bedrooms:
    • 4.0Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Canal front Anna Maria vacation rental “Cayman Bay” 505 Magnolia Avenue. (4) bedroom, (4) bath, Sleeps (8): 2 king beds, 1 queen bed and 2 twin beds. Boat dock with 10,000 pound boat lift. One block to bay beaches. Heated pool/spa, elevator, washer/dryer, dishwasher, wine chiller. 5 parking spaces. Near Pine Avenue.

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La Casa Denton $1,900.00 - $3,920.00 per week

Special

La Casa Denton - 10% off and 2 bike rentals when staying anytime in 2016

09/01/2016 to 12/31/2016
Save 10%

Book your Anna Maria Island vacation at La Casa Denton arriving anytime now through the end of the year and you'll not only get 10% off, but 2 free adult bike rentals as well!

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 including the weeks of Easter, 4th of July, Thanksgiving and most major holidays

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, Heated w/Spa
    BBQ/Grill: Yes
    SQFT Under A/C: Approx 1952 sqft
    Turn Day: Saturday
    • 3Bedrooms:
    • 2.5Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Platinum
  • Description:

    Stylish luxury vacation rental condo “La Casa Denton” located at 7306 Gulf Drive in Holmes Beach. (3) Bedroom (2.5) bathroom sleeps (6):1 king bed, 1 queen bed, 2 twin beds. Direct gulf front property on powder sand beaches. Washer/dryer, wireless internet, fire place, wet bar, 2 parking spaces, dishwasher, elevator, open balcony, community BBQ grill and heated pool/spa.

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124 50th AMI Beach House $2,400.00 - $8,489.00 per week

Special

124 50th AMI Beach House - 10% off through 12/31/2016

10/04/2016 to 12/31/2016
Save 10%

Book a new reservation at 124 50th AMI Beach House arriving anytime now through the end of 2016 and get 10% off of your stay!

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.

124 50th AMI Beach House - 20% off for New Years Week

12/31/2016 to 01/07/2017
Save 20%

Spend New Years Week at 124 50th AMI Beach House and we'll take 20% 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 & spa
    BBQ/Grill: Yes
    SQFT Under A/C: 3,000
    Turn Day: Saturday
    • 6Bedrooms:
    • 4.5Bath:
    • 14Sleeps:
    • Guest Rating:
    • Property Rating: Platinum
  • Description:

    Glamorous, luxury-style island getaway. (6) Bedrooms, (4.5) Bath, accommodates up to (14) people: 2 King, 2 Queen, 4 Twin, 1 Sleeper Sofa. Private heated pool with spa, outdoor kitchen & life-size chess game, free wireless internet, sorry no pets allowed, less than two blocks to the beach.

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Water's Edge 106 North $850.00 - $1,631.00 per week

Special

Water's Edge 106 N - 25% off during January 2017

01/01/2017 to 01/31/2017
Save 25%

New Year special! Stay anytime during the month of January 2017 for one week and get 25% off of your vacation!

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 including the weeks of Easter, 4th of July, Thanksgiving and most major holidays.

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, Heated
    SQFT Under A/C: Approx. 921 sqft
    Turn Day: Any
    • 2Bedrooms:
    • 1.5Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Silver
  • Description:

    There are seven miles of pristine, powder soft sands on Anna Maria Island and you can spend a week on them with a holiday to Water's Edge Condominiums. (2) Bedroom, (1.5) Bathroom, accomodates up to (6) people: 1 Queen, 2 Twin, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, gulf front location.

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Blue Lagoon 2 - Sand Dollar $900.00 - $1,650.00 per week

Special

Blue Lagoon #2 - 20% thru 12/17/2016

11/07/2016 to 12/17/2016
Save 20%

Book your next reservation at Blue Lagoon #2 arriving anytime now through December 17th, 2016 for at least one week and we'll take 20% off the reservation price.

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 including the weeks of Easter, 4th of July, Thanksgiving and most major holidays.

  • City: Holmes Beach
    Pets Allowed: Yes
    Pool:Yes, Heated
    BBQ/Grill: Yes
    SQFT Under A/C: Approx 1148 sqft
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Silver
  • Description:

    Beautiful, bright and beachy holiday rental cottage. (2) Bedrooms, (2) Bathrooms, accommodates up to (6) people: 1 King, 1 Queen, 1 Sleeper Sofa. Shared heated large lagoon-style pool, free wireless, pets welcome with fee, less than two blocks to the beach.

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