Vacation Rentals & Beach Rentals in Anna Maria Island

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Wireless Internet
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Parking
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Beach or lakeside relaxation
City breaks
Skiing – property near ski resort
Walking trips

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Golf course on site or within 15 min walk
Golf within 30mins drive
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28 beach rentals

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ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

1 bedroom
1 bathroom

sleeps 4

Match: Shared indoor pool Swing set or jungle gym

All filters match

Price per night from

$173

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach house

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Swing set or jungle gym, Shared indoor pool

1 of 2 filters match

Price per night from

$161

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach house

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Swing set or jungle gym, Shared indoor pool

1 of 2 filters match

Price per night from

$173

LaPlaya 104A- Gulf front! Walk right from your lanai onto the private beach.

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Swing set or jungle gym, Shared indoor pool

1 of 2 filters match

Price per night from

$311

LaPlaya 102B-Directly on the beach with the warm Gulf waters waiting!

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Swing set or jungle gym, Shared indoor pool

1 of 2 filters match

Price per night from

$340

LaPlaya 108B-Dream views of the Gulf from your private balcony or screened lanai

Longboat Key condo

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Swing set or jungle gym, Shared indoor pool

1 of 2 filters match

Price per night from

$377

LaPlaya 107A-Soak up the sun or float in the warm Gulf waters.

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Swing set or jungle gym, Shared indoor pool

1 of 2 filters match

Price per night from

$311

LaPlaya 204D-Beach-lovers paradise! 200 feet of private beach

Longboat Key condo

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Shared indoor pool

1 of 2 filters match

Price per night from

$415

LaPlaya 206C-Gorgeous vistas of the Gulf

Longboat Key condo

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Shared indoor pool

1 of 2 filters match

Price per night from

$415

LaPlaya 106A-Beach front! Steps to the white sand and turquoise Gulf of Mexico.

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Swing set or jungle gym, Shared indoor pool

1 of 2 filters match

Price per night from

$377

LaPlaya 205D-Spectacular sunsets from your private Gulf-front lanai or sundeck.

Longboat Key condo

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Shared indoor pool

1 of 2 filters match

Price per night from

$415

LaPlaya 202E-Catch the gentle Gulf breezes on your private balcony beneath the s

Longboat Key condo

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Swing set or jungle gym, Shared indoor pool

1 of 2 filters match

Price per night from

$221

LaPlaya 201C-Breathtaking Gulf panorama from this corner end unit with a private

Longboat Key condo

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Shared indoor pool

1 of 2 filters match

Price per night from

$415

LaPlaya 101E-Relax on your private lanai under the palms!

Longboat Key condo

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Swing set or jungle gym, Shared indoor pool

1 of 2 filters match

Price per night from

$276

LaPlaya 202D-Picture this from your lanai or sundeck: Palm trees, beach, turquoi

Longboat Key condo

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Shared indoor pool

1 of 2 filters match

Price per night from

$415

Peace and Quiet in Gated Community on Boca Ciega Bay

Gulfport apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Shared indoor pool, Swing set or jungle gym

1 of 2 filters match

Price per night from

$77

Monthly Rental, 2 bed, 2 bath, Ocean view.

Sarasota condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Shared indoor pool

1 of 2 filters match

Price per night from

$115

White Sand Beaches- Bayfront Park

Anna Maria house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Shared indoor pool, Swing set or jungle gym

1 of 2 filters match

Price per night from

$632

+++ Clean & Bright +++ Minutes to Anna Maria Island

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 9 minutes

1 of 2 match: Shared indoor pool, Swing set or jungle gym

1 of 2 filters match

Price per night from

$178

Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 9 minutes

1 of 2 match: Shared indoor pool, Swing set or jungle gym

1 of 2 filters match

Price per night from

$114

Luxurious Beachfront Condo at Redington Towers

Redington Shores condo

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Shared indoor pool, Swing set or jungle gym

1 of 2 filters match

Price per night from

$345

Florida Ocean Front Condo

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Shared indoor pool, Swing set or jungle gym

1 of 2 filters match

Price per night from

$624

Seaplace Condo - 1975 GMD 104

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Shared indoor pool, Swing set or jungle gym

1 of 2 filters match

Price per night from

$192

March 23-March 30, 2024 Springbreak 3bdr on the beach Longboat key

Longboat Key cottage

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Shared indoor pool, Swing set or jungle gym

1 of 2 filters match

Price per night from

$746

Cozy & Bright+++Minutes to Anna Maria Island, IMG Academy and more

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 9 minutes

1 of 2 match: Shared indoor pool, Swing set or jungle gym

1 of 2 filters match

Price per night from

$117

Anna Maria Island/ IMG Academy/ Beach/ HotTub/ Bikes/ Kayaks/ Golf/ Fishing

Bradenton house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Shared indoor pool, Swing set or jungle gym

1 of 2 filters match

Price per night from

$287

2 Bedroom, 2 Bathroom condo / Heated pool / 7 minute walk to beach

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Shared indoor pool, Swing set or jungle gym

1 of 2 filters match

Price per night from

$178

Newly Updated Cozy Condo! 2x Pools~AC~WiFi. Near IMG~Beaches~AMI~Restaurants~SRQ

Bradenton condo

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 11 minutes

1 of 2 match: Shared indoor pool, Swing set or jungle gym

1 of 2 filters match

Price per night from

$132

Also consider

Bradenton Beach 110 properties
Holmes Beach 101 properties
Anna Maria 50 properties
Southwest Gulf Coast 2,525 properties
Florida Keys 539 properties
St. Augustine 230 properties
Daytona Beach 149 properties
Amelia Island 97 properties
Fort Pierce 96 properties
North Bay Village 84 properties
Jacksonville 63 properties
Coral Gables 59 properties
Jensen Beach 31 properties
Dunedin 29 properties
Belleair Beach 20 properties
Temple Terrace 18 properties
Crescent Beach 18 properties
Nokomis 17 properties
New Port Richey 13 properties
North Redington Beach 12 properties
Whitney Beach 10 properties
Homosassa 9 properties
North Port 8 properties
Biggar 8 properties
Lake Clarke Shores 7 properties
Hialeah 6 properties
Thomas Drive 6 properties
Redington Shores 6 properties
Homosassa Springs 6 properties
Miami Lakes 6 properties
Osprey 5 properties
Lantana 5 properties

Vacation Rentals & Beach Rentals in Anna Maria Island

Per night

28 beach rentals

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

LaPlaya 104A- Gulf front! Walk right from your lanai onto the private beach.

LaPlaya 102B-Directly on the beach with the warm Gulf waters waiting!

LaPlaya 108B-Dream views of the Gulf from your private balcony or screened lanai

LaPlaya 107A-Soak up the sun or float in the warm Gulf waters.

LaPlaya 204D-Beach-lovers paradise! 200 feet of private beach

LaPlaya 206C-Gorgeous vistas of the Gulf

LaPlaya 106A-Beach front! Steps to the white sand and turquoise Gulf of Mexico.

LaPlaya 205D-Spectacular sunsets from your private Gulf-front lanai or sundeck.

LaPlaya 202E-Catch the gentle Gulf breezes on your private balcony beneath the s

LaPlaya 201C-Breathtaking Gulf panorama from this corner end unit with a private

LaPlaya 101E-Relax on your private lanai under the palms!

LaPlaya 202D-Picture this from your lanai or sundeck: Palm trees, beach, turquoi

Peace and Quiet in Gated Community on Boca Ciega Bay

Monthly Rental, 2 bed, 2 bath, Ocean view.

White Sand Beaches- Bayfront Park

+++ Clean & Bright +++ Minutes to Anna Maria Island

Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!

Luxurious Beachfront Condo at Redington Towers

Florida Ocean Front Condo

Seaplace Condo - 1975 GMD 104

March 23-March 30, 2024 Springbreak 3bdr on the beach Longboat key

Cozy & Bright+++Minutes to Anna Maria Island, IMG Academy and more

Anna Maria Island/ IMG Academy/ Beach/ HotTub/ Bikes/ Kayaks/ Golf/ Fishing

2 Bedroom, 2 Bathroom condo / Heated pool / 7 minute walk to beach

Newly Updated Cozy Condo! 2x Pools~AC~WiFi. Near IMG~Beaches~AMI~Restaurants~SRQ

Viewing 28 of 28
rentals in Anna Maria Island

Also consider

Vacation Rentals & Beach Rentals in Anna Maria Island

Per night

28 beach rentals

Viewing 28 of 28rentals in Anna Maria Island

Also consider

Viewing 28 of 28
rentals in Anna Maria Island