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Anna Maria Island Vacation Rental Listings

Our Anna Maria Island Vacation Rentals selection includes only the best Anna Maria Island homes, condos, villas, hotels, bed & breakfasts, cabins, and cottages.

Listed below, you will find numerous Anna Maria Island lodging and accommodations to suit your needs. Click on the view details button to explore any of the Anna Maria Island rentals you see listed for more information. Florida, Anna Maria Island Vacation Rentals are continuously added and modified, so if you do not find what you are looking for in our Anna Maria Island Vacation rental inventory, make sure you bookmark us and come back frequently.

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Anna Maria Nantucket Beach Home - Vacation Rental in Anna Maria Island

Anna Maria Nantucket Beach Home - Anna Maria Island

4 Bedrooms

Sleeps 10

From USD200.0 nt

• Fireplace

• Pool

• Garage

• Covered Parking

• BBQ

• Utensils

3 Story 'Nantucket' Style - 4 bedroom/ 3 bath Anna Maria Island vacation villa is just a 2-3 minute walk to the beach! This Anna Maria Island vacation home is set in a tropical setting, totally remodeled and professionally decorated Mary Engelbreit st

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4bd/4b Beach Ranch, Private pool, Beach steps away - Vacation Rental in Anna Maria Island

4bd/4b Beach Ranch, Private pool, Beach steps away - Anna Maria Island

4 Bedrooms

Sleeps 11

From USD200.0 nt

• Fireplace

• High Speed Internet

• Linens provided

• Phone

• Pool

• Jacuzzi/Hot Tub

Week of May 31-June 7th and weeksof August 9th, 16th, 23rd and 30th still available for summer bookings. Wireless Broadband, Premium Cable, Free Long Distance for USA and Canada, PRIVATE HEATED POOL, Spa, privacy fence around pool, lots of room for en

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Anna Maria - Vacation Rental in Anna Maria Island

Anna Maria - Anna Maria Island

3 Bedrooms

Sleeps 6

From USD285.0 nt

• Fireplace

• Pool

• Jacuzzi/Hot Tub

• Garage

• Covered Parking

• BBQ

Allow us to show you a brand new luxury condo in Holmes Beach on Anna Maria Island. Look over the beautiful Gulf of Mexico from the terrace. Watch sunsets every night or take a few steps to the beach. Inside you will find luxury and comfort. Once you

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Sea you there! - Vacation Rental in Anna Maria Island

Sea you there! - Anna Maria Island

2 Bedrooms

Sleeps 6

From USD900.0 wk

• Fireplace

• Pool

• Utensils

• Stove - Electric

• Refrigerator

• Microwave

Enjoy the garden and pool view from the lanai of this lovely ground floor, 2 bedroom condominium. Swim in one of the two pools and watch the boats sail by on the Bay. Walk one block and hunt for shells on one of Anna Maria Island's most beautiful beac

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The Siboney / Exquisite Gulf Side Home - Vacation Rental in Anna Maria Island

The Siboney / Exquisite Gulf Side Home - Anna Maria Island

3 Bedrooms

Sleeps 8

From USD2205.0 wk

• Fireplace

• Refrigerator

• Microwave

• Ice Maker

• Full Kitchen

• Dishwasher

The Siboney (pronounced Seebonay), is an exquisite home with a private heated pool set amidst tropical, native landscaping. This spacious property features all normal amenities as well as extras such as a two car garage, wireless high speed interent a

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Luxury Gulf Front Condo - La Plage 9 - Vacation Rental in Anna Maria Island

Luxury Gulf Front Condo - La Plage 9 - Anna Maria Island

3 Bedrooms

Sleeps 6

From USD2800.0 wk

• Fireplace

• Pool

• Jacuzzi/Hot Tub

• Garage

• Covered Parking

• BBQ

Treat yourself to an unforgettable vacation at one of our welcoming beachfront homes on beautiful Anna Maria Island, Florida. We have five Gulf-front condos ready to offer you a spa for your soul. Wake up to the sounds of the waves, sea gulls and peli

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Luxury Gulf Front Condo - La Plage 2 - Vacation Rental in Anna Maria Island

Luxury Gulf Front Condo - La Plage 2 - Anna Maria Island

4 Bedrooms

Sleeps 8

From USD2295.0 wk

• Fireplace

• Pool

• Jacuzzi/Hot Tub

• Garage

• BBQ

• Stove - Electric

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Luxury Gulf Front Condo - La Casa Costiera 12 - Vacation Rental in Anna Maria Island

Luxury Gulf Front Condo - La Casa Costiera 12 - Anna Maria Island

3 Bedrooms

Sleeps 6

From USD1895.0 wk

• Fireplace

• Pool

• Jacuzzi/Hot Tub

• Garage

• BBQ

• Utensils

*Check to inquire

SAVE TIME! Click to inquire on ALL properties in Anna Maria Island that can meet your lodging needs.

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Apartment/Condo (5)
Home/House (2)
Villa (1)

Lodging Types:
Vacation Rentals (8)

Location Attributes:
Beachfront (2)
Near beach (3)
Near water (2)

Amenities:
Air Conditioning (8)
BBQ (7)
Cable/Satellite TV (8)
CD Player (6)
Coffee Maker (8)
Covered Parking (4)
Dishwasher (8)
Full Kitchen (8)
Garage (6)
High Speed Internet (7)
Ice Maker (6)
Jacuzzi/Hot Tub (6)
Linens provided (8)
Microwave (8)
Phone (8)
Pool (8)
Refrigerator (8)
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Amusement Parks (7)
Basketball (4)
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Windsurfing (4)

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Children Welcome (8)
Smoking Permitted (1)
Pet friendly (2)
Handicap accesibility (6)

Add these Within the Region to my search:
Holmes Beach (2)

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Note: Use Search Destination box (above) to browse listings in these vicinities.
Bradenton (1)
Longboat Key (1)
Sarasota (1)
Treasure Island (2)
Siesta Key (5)

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