Too Doo - Vacation Rentals in Anna Maria Island

Tina's Piece of Paradise From US $331
         

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9.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool
Alamanda Villas From US $460
         

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10.0 (3 Reviews)
Condo
  • Parking
  • Pet Friendly
  • Pool
SUGAR REEF "B" One Minute Walk to the Beach! From US $248
         

Luxury Places to Stay in Anna Maria Island

Over 5837+ Luxury Places to Stay in or Near Anna Maria Island
The Rod and Reel Resort From US $6,114
         

New
Resort
  • Air Conditioner
  • TV
  • Security/Safety
Beachfront Paradise From US $5,627
         

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10.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • Pool
Tarpon Lookout From US $4,401
         

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New
House
  • Pool
  • View
  • Ocean View
Tide of Your Life From US $4,218
         

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New
House
  • Parking
  • Pet Friendly
  • Pool

Top-Rated Vacation Rentals with a Pool in Anna Maria Island

Over 4537+ Top-Rated Vacation Rentals with a Pool in or Near Anna Maria Island
AMI Sunset Beach - Gulf View Retreat w/Pool+Decks From US $422
         

10.0 (191 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Anna Maria Island

Over 1696+ Pet-Friendly Vacation Rentals in or Near Anna Maria Island
Day Break Bungalow by AMI Locals From US $1,079
         

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10.0 (1 Review)
House
  • Pet Friendly
  • Pool
  • Child Friendly
Beach N Bay 2 Bedroom Villa by RedAwning From US $366
         

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10.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • TV
Sunset & Sand, managed by Beach Retreats From US $431
         

10.0 (31 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming cottage in quiet area, close to beach & bay. From US $479
         

9.8 (295 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Villa #4 Sand Dollar! Pool, Porch, Near the Beach! From US $371
         

9.6 (47 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Beachfront Studio on the sand - New Remode,l Free Parking I From US $486
         

Large Vacation Homes & Villas in Anna Maria Island

Over 921+ Large Vacation Homes & Villas in or Near Anna Maria Island
Malibu Beach by AMI Locals From US $525
         

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10.0 (1 Review)
House
  • Pet Friendly
  • Pool
  • Child Friendly
Vitamin Sea managed by Beach Retreats FL Anna Maria Island From US $1,134
         

9.6 (49 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Elevator - Summer Retreat by SeaBreeze Vacation From US $911
         

Cloud 9 - BeachFront Splendor From US $3,267
         

10.0 (44 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Anna Maria Island

Over 700+ Wheelchair Accessible Vacation Homes in or Near Anna Maria Island
Blue Crush by AMI Locals From US $445
         

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10.0 (1 Review)
House
  • Parking
  • Pool
  • View
Caribbean Surf managed by Beach Retreats FL Anna Maria Island From US $589
         

Anna Maria Island Varoom and Airbnb Places to Stay Under $200

Over 284+ Anna Maria Island Varoom and Airbnb Places to Stay Under $200
Sunnyside Up home From US $146
         

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New
House
  • Child Friendly
  • Internet
The S 2a 1 Bedroom Villa by RedAwning From US $134
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool
Bridgeport Condo 211 With Pool And Elevator From US $169
         

8.0 (14 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Bollinger Duplex B Pet Friendly 1 Bedroom One Block From Beach From US $190
         

Quiet Nights of Quiet Stars on Anna Maria Island From US $138
         

Instantly Bookable Vacation Homes in Anna Maria Island

Over 3916+ Instantly Bookable Vacation Homes in or Near Anna Maria Island
Serendipity Gulfront- gulf beach front From US $1,504
         

10.0 (20 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Close to Beach/Bridge St King Bed Tropical Setting From US $506
         

Steps 2 Beach Walk 2 Bridge St. Tropical Crtyd. From US $452
         

About Anna Maria Island Vacation Rentals

With more than 5846 Anna Maria Island vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Toodoo and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Anna Maria Island.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Toodoo Anna Maria Island, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Anna Maria Island. Places to stay near Anna Maria Island are 1351.61 ft² on average, with prices averaging $640 a night.

Toodoo makes it easy and safe to find and compare vacation rentals in Anna Maria Island with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Anna Maria Island

Type Count
Vacation Homes 3806
Holiday Apartments 301
Cottages 177
Hotels with Suites 153
Villas 147
Resorts 37
Cabin Rentals 3

Use these Quick Filters to Find a Vacation Rental in Anna Maria Island

Pro Tip: Toodoo makes it easy to compare the best listings on Toodoo homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Toodoo homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Anna Maria Island.

Weather in Anna Maria Island

View the weather forecast for Anna Maria Island before booking your Anna Maria Island Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F