Luxury Villas Vacation Rentals

Every Island Real Estate vacation rental home is perfect in our eye, but this selection of 5-Star rated luxury homes offer up the absolute best Anna Maria Island experience.

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Beach Pearl 212 Archer Way $1,680.00 - $3,000.00 per week

  • City: Anna Maria
    Pets Allowed: No
    Pool:Yes,heated & spa
    BBQ/Grill: Yes
    SQFT Under A/C: 1,350
    Turn Day: Any
    • 3Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Platinum
Description:

Stylish home updated to feel brand new! “Beach Pearl” 212 Archer Way in the city of Anna Maria. Sleeps (6) guests with (3) bedrooms and (2) bathrooms: 2 queen beds and 2 twin beds. Walk to beach and free trolley stops. Washer/Dryer, dishwasher, heated pool and spa with waterfall feature, 3 parking spaces, propane barbeque grill. Beautiful backyard with open pool patio and outdoor shower.

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Gulf Breeze-203E 69th St $2,400.00 - $7,416.00 per week

Special

Gulf Breeze - 40% off for the weeks of April 8th and April 15th 2017!

Special Eligible When Booking From 03/27/2017 to 04/15/2017
Save 40%

Relax in paradise at Gulf Breeze during the weeks of April 8th, 2017 or over the Easter week starting on April 15th, 2017, and save 40% 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: Yes, dogs under 25lb
    Pool:Yes-Htdw/Spa&Tiki
    BBQ/Grill: Yes
    SQFT Under A/C: Approx 2546 sqft
    Turn Day: Saturday
    • 6Bedrooms:
    • 4.5Bath:
    • 12Sleeps:
    • Guest Rating:
    • Property Rating: Platinum
Description:

You'll never forget the views from this luxury vacation rental - a sweeping vista of the Gulf of Mexico and its shimmering quartz sand beaches. It will be love at first sunset! (6) Bedrooms, (4.5) Bath, accommodates up to (12) people: 4 King, 1 Full/Twin bunk with twin trundle, 1 Full and 2 Sleeper Sofas. Private heated pool with spa, free wireless, pet friendly with fee, less than two blocks to the beach.

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AMI Beach Home 201 69th Street $2,002.00 - $4,452.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, heated & spa
    BBQ/Grill: Yes
    SQFT Under A/C: 2,000
    Turn Day: Saturday
    • 4Bedrooms:
    • 3.5Bath:
    • 8Sleeps:
    • Guest Rating:
      No Guest Rating Available
    • Property Rating: Platinum
Description:

Visit AMI Beach Home, a marvelous custom-built ground floor vacation rental home just a few steps from the powder soft beaches of the Gulf of Mexico. 4 spacious Bedrooms, 3.5 Bathrooms, accommodates up to 8 people, 3 King beds, 2 Twin beds, 1 Queen sleeper sofa in living room.

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619 Rose - Dream Maker $2,500.00 - $3,200.00 per week

Special

Dream Maker - Easter Week, 4/15/2017 - 4/22/2017, Special! 15% off!

Special Eligible When Booking From 03/27/2017 to 04/15/2017
Save 15%

This luxury home has just become available for the prime week of Easter, 4/15/2017 - 4/22/2017. The owner is offering a never before seen savings of 15% on the home for this premium week. Act quickly so you don’t miss out on a great deal!

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: Anna Maria
    Pets Allowed: No
    Pool:Yes, Heated salt
    BBQ/Grill: Yes
    SQFT Under A/C: Approx 2100 sqft
    Turn Day: Saturday
    • 3Bedrooms:
    • 3.5Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Platinum
Description:

Everything about this Bean Point area home is special, from the unique architecture and design, the one of a kind "egg lights" over the dining table, porcelain tile floors, chef's kitchen, vaulted ceilings with elegant overhead palm fans and a very unique floor plan offer the perfect balance between privacy and comfort. (3) Bedroom, (3) Bath, accommodates up to (6) people: 2 Queens and 2 Twins. Free wireless internet, private heated pool, sorry no pets allowed, less than two blocks to the beach.

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Coral Escape - 132 50th St $2,400.00 - $7,250.00 per week

Special

Coral Escape - 30% off when staying in March or April 2017

Special Eligible When Booking From 01/27/2017 to 04/30/2017
Save 30%

Relax in paradise at Coral Escape arriving anytime in March or April 2017 and get 30% 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: Yes >50lbs
    Pool:Yes - Heated & spa
    BBQ/Grill: Yes
    SQFT Under A/C: Over 3000 sqft
    Turn Day: Saturday
    • 6Bedrooms:
    • 4.0Bath:
    • 12Sleeps:
    • Guest Rating:
    • Property Rating: Platinum
Description:

Luxurious custom built multi-level tropical oasis and pool paradise. (6) Bedroom, (4) Bath, accommodates up to (12) people: 3 Kings, 2 Queens, 1 Bunk Bed, 1 Sleeper Sofa. Private heated pool, free wireless, sorry no pets, less than a block to the beach.

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Honey Beach House 103 50th St $1,750.00 - $3,150.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes, dogs under 25lb
    Pool:No
    BBQ/Grill: Yes
    Remote Lock Entry Method
    SQFT Under A/C: 2,718
    Turn Day: Any
    • 3Bedrooms:
    • 3.5Bath:
    • 7Sleeps:
    • Guest Rating:
      No Guest Rating Available
    • Property Rating: Gold
Description:

Welcome to Honey Beach House located at 103 50th Street Holmes Beach on beautiful Anna Maria Island. A lot of time, love, and taste have gone into this Gulf front vacation home. (3) Bedroom, (3.5) Bathroom, accommodates up to (7) people: 2 King, 1 Double w/ twin over, 1 Trundle & double sleeper sofa. Dogs welcome under 25lbs.

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Almost Gulf Front-203W 69th St $2,400.00 - $7,409.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes
    Pool:Yes, salt heated spa
    BBQ/Grill: Yes
    SQFT Under A/C: Approx 2546 sqft
    Turn Day: Saturday
    • 6Bedrooms:
    • 4.5Bath:
    • 12Sleeps:
    • Guest Rating:
    • Property Rating: Platinum
Description:

A dream come true holiday oasis perfect for large families. (6) Bedrooms, (4.5) Bath, accommodates up to (12) people: 4 King, 1 Queen, 2 Twin, 2 Sleeper Sofa. Private heated salt water pool with spa, outdoor kitchen, free wireless, pet friendly with fee, less than two blocks to the beach.

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La Casa Wendt $2,200.00 - $4,165.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, Heated w/Spa
    BBQ/Grill: Yes
    SQFT Under A/C: Approx 2012 sqft
    Turn Day: Saturday
    • 3Bedrooms:
    • 2.5Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Platinum
Description:

Casually sophisticated “La Casa Wendt” located at 7312 Unit 6 in Holmes Beach. Rooms (6) in (3) bedroom,(2.5) bathroom: King, Queen, Two Twins.  Direct gulf front with great balcony view. Wireless internet, premium linens, covered parking, washer/dryer, dishwasher, community heated pool and spa. Walk to free trolley stops.

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La Casa Leann $1,715.00 - $3,675.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, Heated w/Spa
    BBQ/Grill: Yes
    SQFT Under A/C: Approx 2136 sqft
    Turn Day: Any
    • 3Bedrooms:
    • 2.5Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Platinum
Description:

Gorgeous beach front condominium style vacation home “La Casa Leann” located at 7318 Gulf Drive in Holmes Beach. Sleeps (6) with (3) bedrooms and (2.5) bathrooms: 1 king bed, 1 queen bed and 2 twin beds. Elevator, washer/dryer, 2 covered parking spots, wireless internet, flat screen televisions, dish washer. Open balcony and community heated pool and spa.

 

 

 

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La Casa Denton $1,960.00 - $4,000.00 per week

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