Anna Maria Vacation Rentals & Ski-in/Ski-out Homes

Compare Vacation Rentals & Ski-in/Ski-out Homes in Anna Maria, Florida, USA

New

House

Huge Fall Discounts! New Breathtaking Canal front Home on Best street in AMI!

From US $1,208 per night

10.0 (2 Reviews)

6 Bedrooms 2 Guests

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House

Canal-front Gem with Pool and Hot Tub in Anna Maria

From US $906 per night

10.0 (8 Reviews)

2 Bedrooms 6 Guests

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House

The Lady Fish 3 Bedroom Home by RedAwning

From US $333 per night

8.0 (1 Review)

1 Bedroom 2 Guests

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New

House

Acacia Breeze by Duncan Real Estate

From US $946 per night

New

4 Bedrooms 10 Guests

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House

Slo M'Ocean

From US $210 per night

10.0 (4 Reviews)

2 Bedrooms 6 Guests

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Villa

The Beach House 3 Bedroom Home by RedAwning

From US $1,110 per night

New

1 Bedroom 2 Guests

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New

Cottage

SunSalt Cottage~5 min to Beach, Shops & Restaurants~PrivatePool

From US $811 per night

New

2 Bedrooms 2 Guests

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Apartment

Fish, Swim and Unwind Anna Maria Apt Steps to Beach

From US $306 per night

10.0 (3 Reviews)

2 Bedrooms 6 Guests

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House

Beach N Bay 2 Bedroom Villa by RedAwning

From US $366 per night

New

1 Bedroom 2 Guests

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New

House

Waterfront Anna Maria Oasis

From US $798 per night

New

3 Bedrooms 8 Guests

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House

Mermaid Manor

From US $1,508 per night

10.0 (2 Reviews)

4 Bedrooms 8 Guests

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New

House

Tropical Paradise: 4BR Island Home w/Pool & Bay Views

From US $703 per night

New

4 Bedrooms 8 Guests

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House

The 19th Hole - 238

From US $1,333 per night

10.0 (2 Reviews)

3 Bedrooms 8 Guests

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New

House

Click for Discount! Beach House w/pool on the north end of AMI

From US $662 per night

New

3 Bedrooms 2 Guests

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House

Coconut Lagoon - Lovely Historic Renovated Cottage wHuge Heated Pool Backyard OasisCabanaBar

From US $1,026 per night

10.0 (2 Reviews)

3 Bedrooms 6 Guests

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New

House

Jersey Gal by Duncan Real Estate

From US $622 per night

New

3 Bedrooms 8 Guests

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House

AM I Dreaming

From US $930 per night

10.0 (2 Reviews)

3 Bedrooms 8 Guests

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New

House

Sea La Vie by Duncan Real Estate

From US $471 per night

New

3 Bedrooms 6 Guests

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House

Sand And Sea 109 A

From US $710 per night

10.0 (2 Reviews)

2 Bedrooms 6 Guests

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House

Steps to Beach Access, Bean Pointn3-4 Bdr Mother-in-law Site Option Downstairsn

From US $565 per night

9.6 (64 Reviews)

3 Bedrooms 8 Guests

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House

Pelican Villa

From US $650 per night

10.0 (2 Reviews)

4 Bedrooms 8 Guests

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Cottage

Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!

From US $501 per night

10.0 (279 Reviews)

2 Bedrooms 4 Guests

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House

Golf Cart included! Short walk to the Beach on the Peaceful North End

From US $510 per night

10.0 (2 Reviews)

4 Bedrooms 8 Guests

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Cottage

Cozy Cottage w private Beach Access, AC&WiFi - NorthEnd AMI. No hurricane damage

From US $482 per night

10.0 (188 Reviews)

2 Bedrooms 5 Guests

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House

Southern Breeze 3

From US $426 per night

10.0 (2 Reviews)

1 Bedroom 6 Guests

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House

Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!

From US $263 per night

10.0 (181 Reviews)

1 Bedroom 4 Guests

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House

The Big Yellow House

From US $1,992 per night

10.0 (1 Review)

5 Bedrooms 10 Guests

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House

2nd House from the Beach with No Roads to Cross

From US $353 per night

10.0 (168 Reviews)

2 Bedrooms 4 Guests

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House

A Shore Thing - Second To None Spacious Waterfront Luxury Dock Pool Spa Rooftop Water Views

From US $1,718 per night

10.0 (1 Review)

4 Bedrooms 10 Guests

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Condo

Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point.

From US $341 per night

10.0 (166 Reviews)

2 Bedrooms 4 Guests

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House

Ami Du Soleil Steps To The Beach, Heated Pool

From US $1,551 per night

10.0 (1 Review)

1 Bedroom 8 Guests

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House

Charming house with private heated pool, lanai. Great location to beach & shops

From US $420 per night

10.0 (164 Reviews)

2 Bedrooms 6 Guests

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House

Bay Happy

From US $1,320 per night

10.0 (1 Review)

4 Bedrooms 8 Guests

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Condo

Cute & cozy getaway at north end of Anna Maria Island. 5-min walk to the beach!

From US $348 per night

10.0 (161 Reviews)

2 Bedrooms 4 Guests

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House

High Tide Haven

From US $1,257 per night

10.0 (1 Review)

3 Bedrooms 8 Guests

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House

Anna Maria Island Rentals - Beach Front - "Angels Envy" -Rod & Reel Pier Retreat

From US $517 per night

10.0 (154 Reviews)

2 Bedrooms 4 Guests

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House

Called In Sic

From US $967 per night

10.0 (1 Review)

4 Bedrooms 8 Guests

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House

Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!

From US $523 per night

10.0 (139 Reviews)

2 Bedrooms 6 Guests

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House

North End Chic

From US $903 per night

10.0 (1 Review)

4 Bedrooms 8 Guests

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House

AMI North End Private Heated Pool. 1.2 blocks to beach!

From US $407 per night

10.0 (139 Reviews)

2 Bedrooms 6 Guests

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Condo

Beautiful Villa, Perfect Small Getaway. Close to beach, beach gear provided!

From US $366 per night

10.0 (122 Reviews)

2 Bedrooms 4 Guests

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House

Escape to Anna Maria Island!

From US $433 per night

10.0 (121 Reviews)

2 Bedrooms 6 Guests

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Villa

MI Oasis Getaway! Just 200 Steps to the Beach on a very quiet street

From US $333 per night

10.0 (119 Reviews)

2 Bedrooms 4 Guests

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House

Perfect Anna Maria-20% off Aug/Sepn 3 blocks to sugar sand beach. Heated pool.

From US $381 per night

10.0 (114 Reviews)

2 Bedrooms 5 Guests

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Villa

ANNA MARIA Northshore & Pine Ave LOCATION! Northshore Beach Villa

From US $294 per night

10.0 (112 Reviews)

2 Bedrooms 5 Guests

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Apartment

Beach Don't Kill My Vibe by Beach Boutique Rentals

From US $521 per night

10.0 (15 Reviews)

2 Bedrooms 4 Guests

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House

Au Soleil

From US $856 per night

10.0 (1 Review)

5 Bedrooms 8 Guests

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Villa

Island Gem B 2 Bedroom Villa by RedAwning

From US $222 per night

New

1 Bedroom 2 Guests

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House

September Golf Cart Special

From US $388 per night

10.0 (14 Reviews)

2 Bedrooms 6 Guests

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House

Mangoes on Magnolia

From US $831 per night

10.0 (1 Review)

3 Bedrooms 6 Guests

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Condo

Minnow 2 2 Bedroom Villa by RedAwning

From US $159 per night

New

1 Bedroom 2 Guests

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House

Renovated duplex 2bed/2bath North End Of Anna Maria, 2min walk to the beach

From US $502 per night

10.0 (8 Reviews)

2 Bedrooms 4 Guests

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House

A Wave From It All - New Luxury Renovated Home Heated Pool Cabana Hammock Walk to Beach

From US $809 per night

10.0 (1 Review)

3 Bedrooms 8 Guests

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House

Anna Maria Beach Serenity

From US $1,074 per night

New

1 Bedroom 2 Guests

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House

The Perfect Beach Home! Best Location; Steps to the Beach, Shopping and Dining!

From US $327 per night

10.0 (6 Reviews)

2 Bedrooms 4 Guests

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House

White Shell

From US $792 per night

10.0 (1 Review)

3 Bedrooms 6 Guests

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House

Book Magnolia Shores: Family-Friendly Getaway Near Beach with Pool & Mini Golf!

From US $655 per night

10.0 (6 Reviews)

2 Bedrooms 6 Guests

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House

Heavenly Holly

From US $783 per night

10.0 (1 Review)

3 Bedrooms 8 Guests

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House

Renovated 2bed/1bath North End of Anna Maria, 2min walk to the beach

From US $497 per night

10.0 (6 Reviews)

2 Bedrooms 4 Guests

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House

Our Place By The Sea

From US $779 per night

10.0 (1 Review)

3 Bedrooms 6 Guests

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Villa

Steps to Beach - Bean Point Residence Unit B by SeaBreeze Vacation

From US $341 per night

10.0 (6 Reviews)

2 Bedrooms 6 Guests

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House

Angelfish (AMV)

From US $678 per night

10.0 (1 Review)

3 Bedrooms 8 Guests

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Cottage

Bean Point Beach Cottage -North End of Island beautiful white sand and sunsets!

From US $620 per night

10.0 (5 Reviews)

2 Bedrooms 4 Guests

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House

Sea La Vie Beach House - Luxurious 4BR Home W Pool Spa Dock Canal Access on Anna Maria Island

From US $678 per night

10.0 (1 Review)

4 Bedrooms 8 Guests

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Apartment

Fish, Swim & Unwind: Anna Maria Apt Steps to Beach

From US $322 per night

10.0 (5 Reviews)

2 Bedrooms 6 Guests

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House

Whispering Whale Retreat

From US $630 per night

10.0 (1 Review)

4 Bedrooms 8 Guests

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Condo

Barefoot Mermaid 4, greatAMI location steps to the beach/fun on Pine Ave

From US $387 per night

10.0 (4 Reviews)

1 Bedroom 3 Guests

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House

Mermaid's Treasure home

From US $594 per night

10.0 (1 Review)

2 Bedrooms 4 Guests

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House

September Golf Cart Special

From US $325 per night

10.0 (4 Reviews)

2 Bedrooms 6 Guests

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House

Sea Esta

From US $540 per night

10.0 (1 Review)

3 Bedrooms 8 Guests

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Condo

Coconut Bayou by Duncan Real Estate

From US $231 per night

10.0 (4 Reviews)

2 Bedrooms 4 Guests

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House

Shady Mango home

From US $397 per night

10.0 (1 Review)

2 Bedrooms 6 Guests

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About Anna Maria Vacation Rentals

Explore over 1491 vacation rentals in Anna Maria with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Anna Maria for more space and value.

In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Anna Maria. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Anna Maria tailored to your preferences. On average, these rentals offer 1716.82 ft² of space, and are priced at an average of US $788 per night.

SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Anna Maria at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.

Other Places to Stay in Anna Maria, FL

Island Players 4,724 Properties

Anna Maria Island Museum and Historical Park 4,646 Properties

AMI Outfitters Coastal Gear & Apparel 4,630 Properties

Historic Green Village 4,611 Properties

Anna Maria City Pier 4,526 Properties

Bayfront Park 4,254 Properties

Anna Maria Beach 3,910 Properties

Frequently Asked Questions About Anna Maria?

What are the top vacation rentals in Anna Maria?

How many SunSkiResorts vacation rentals or resorts are available in Anna Maria?

Discover the ideal vacation rental in Anna Maria with SunSki Resorts™. We provide an extensive selection of over 1491 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Anna Maria.