Anna Maria Island Vacation Rentals

26 Anna Maria Island Rentals

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Anna Maria Island Florida Vacation Rentals - Townhouse

3BR / 3BA - Sleeps 8 - Anna Maria Island Townhouse

This townhouse is beautifully decorated and completely modern with everything you need for the perfect...

$136 - $172 / nt

2 Reviews
Anna Maria Island Florida Vacation Rentals - Home

3BR / 2BA - Sleeps 6 - Anna Maria Island Home

Welcome to 801 Jacaranda Road located at the north end of beautiful Anna Maria Island. Less than 2 blocks...

Anna Maria Island Florida Vacation Rentals - Cottage

3BR / 2BA - Sleeps 6 - Anna Maria Island Cottage

Charming Chic- In our unique, brightly decorated "Old Florida " cottage. Just a very short stroll to...

$186 - $215 / nt

28 Reviews
Anna Maria Island Florida Vacation Rentals - Condo
Terry

2BR / 2BA - Sleeps 6 - Anna Maria Island Condo

This luxurious Anna Maria Island vacation rentals beach condo is an immaculate 2 bedroom, 2 bathroom,...

$250 / nt

25 Reviews
The Beach Sands is the bottom left condo. This is also our private beach access
Terry

2BR / 2BA - Sleeps 6 - Anna Maria Island Condo

The Anna Maria Island Beach Sands Condo directly overlooks the Gulf of Mexico is an immaculate 2 bedroom,...

$200 - $258 / nt

Terry

4BR / 3BA - Sleeps 8 - Anna Maria Island Home

Welcome to paradise. Featured here are 2 brand new gorgeous 4 bedroom 3 bathroom homes providing you...

$357 - $450 / nt

2 Reviews
Anna Maria Island Florida Vacation Rentals - Home

4BR / 3BA - Sleeps 10 - Anna Maria Island Home

Just a 5 minute walk to the gulf beach, the home is set in a tropical setting, professionally decorated...

$275 - $305 / nt

6 Reviews
Anna Maria Island Florida Vacation Rentals - Condo

2BR / 2BA - Sleeps 6 - Anna Maria Island Condo

The Heron unit at the Blue Dolphin Inn, located at 404 Alamanda in the Historic Village of Anna Maria...

$212 - $268 / nt

2 Reviews
Anna Maria Island Florida Vacation Rentals - Apartment
Hendrik

1BR / 2BA - Sleeps 3 - Anna Maria Island Apartment

Nice and cozy accommodation and so close to the white beaches with white seashell courtyard for your...

$57 - $93 / nt

Anna Maria Island Florida Vacation Rentals - Condo
Terry

2BR / 1BA - Sleeps 6 - Anna Maria Island Condo

The Anna Maria Island Beach Breeze is a beautiful two bedroom, one bathroom condo that has just been...

$250 / nt

Anna Maria Island Florida Vacation Rentals - Condo
Terry

2BR / 2BA - Sleeps 6 - Anna Maria Island Condo

The Anna Maria Island Beach Palms is completely surrounded by water and has just been completely updated...

$250 / nt

Anna Maria Island Florida Vacation Rentals - Townhouse
Skipper

2BR / 2.5BA - Sleeps 6 - Anna Maria Island Townhouse

Gulf View Townhouse, Unit 2, has a heated swimming pool, covered parking for two cars. Nestled on...

$140 - $175 / nt

3 Reviews
Anna Maria Island Florida Vacation Rentals - Condo
Terry

2BR / 2BA - Sleeps 6 - Anna Maria Island Condo

The Anna Maria Island 'Beach Paradise Condo' is located on Holmes Beach directly in the middle of Anna...

$250 / nt

1 Review
Anna Maria Island Florida Vacation Rentals - Condo

2BR / 2BA - Sleeps 4 - Anna Maria Island Condo

Why Pay Realtor Commissions Or Middleman Fees. This Unit Is Locally Owned And Managed. Mark, The Owner...

$136 - $350 / nt

2 Reviews
Anna Maria Island Florida Vacation Rentals - Home

5BR / 4.5BA - Sleeps 14 - Anna Maria Island Home

Fantastic private custom- built vacation rental home just a few houses to the white sandy beaches of...

$450 - $600 / nt

5 Reviews
Anna Maria Island Florida Vacation Rentals - Condo

2BR / 1BA - Sleeps 4 - Anna Maria Island Condo

Beautiful 2 Bdr/1 Bath condo, recently renovated from top to bottom. Granite countertops, brand new...

$150 - $180 / nt

6 Reviews
Anna Maria Island Florida Vacation Rentals - Home

2BR / 2BA - Sleeps 4 - Anna Maria Island Home

Why Pay Realtor Commissions Or Middleman Fees! This Recently Updated 2br / 2ba, Key West Style...

$422 / nt

2 Reviews
Anna Maria Island Florida Vacation Rentals - Townhouse

3BR / 2.5BA - Sleeps 10 - Anna Maria Island Townhouse

Enjoy sparkling Gulf views from this fabulous townhouse, featuring great room with wood- burning fireplace,...

$193 - $215 / nt

4 Reviews
Anna Maria Island Florida Vacation Rentals - Condo
Terry

2BR / 1BA - Sleeps 6 - Anna Maria Island Condo

The Anna Maria Island Beach Retreat is a completely remodeled two bedroom one bathroom condo. Located...

$200 / nt

Anna Maria Island Florida Vacation Rentals - Condo
Terry

1BR / 1BA - Sleeps 4 - Anna Maria Island Condo

Anna Maria Island’s Beach Paradise “10” is a charming Studio that has recently undergone complete...

$125 - $150 / nt

2 Reviews
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