Anna Maria Island Vacation Rentals

(116 rentals)
Sea Horse

3 BR | 3 BA | Sleeps 8 | Quick View

$189

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool

About this property

Make your way to Anna Maria Island and experience a one-of-a-kind paradise when you stay in this beautiful, stylish, recently renovated three-bedroom, three bath home with a private heated pool and bonus cottage complete with game room. Not only will you have easy access to dining, the beach is only a ...

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Property Type

Anna Maria Island House

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AquaBella

3 BR | 2 BA | Sleeps 6 | Quick View

$207

per night

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Key Amenities

  • Air Conditioning

About this property

AquaBella is a delightful architecturally designed canal front home that offers 3 bedrooms and 2 full bathrooms. This U-shaped home was constructed to take full advantage of the many tranquil views of the deep water canal and lush tropical landscaping. As you sit with your morning tea or coffee all your ...

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Property Type

Anna Maria Island House

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New Listing! Penthouse Condo in One Particular Harbour Near Anna Maria Island

2 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 2 miles to Manatee Beach

$129

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Pool
  • Rentals by Owner

About this property

2 BR / 2 BA Penthouse Sleeps 6 - 1.6 Miles from Anna Maria Island Beaches Fall in love with the amenities of the property and convenience to Anna Maria Island Beaches in this brand new 2 bed/2 bath penthouse condo! Enjoy coffee and a beautiful sunrise on the large sectional sleeper sofa with a relaxing ...

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Property Type

Anna Maria Island Condo

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Copacabana

3 BR | 2 BA | Sleeps 8 | Quick View

$213

per night

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Key Amenities

  • Air Conditioning

About this property

Copacabana is newly remodeled 3 bedroom, 2 bath private home that sits right on the canal in Anna Maria in a very quiet neighborhood. There is now a brand new kitchen for entertaining and new tile floors flow throughout and with a designer’s stylish touch, you will feel you have found your home ...

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Property Type

Anna Maria Island House

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Gulf View Beach House is READY for YOU!

$142

per night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Oceanfront
  • Pet Friendly

About this property

This beach house is directly across from the beach with beach views from the kitchen, dining room, living room and the small porch! It is in great shape and is much prettier inside than outside!

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Property Type

Anna Maria Island House

"Loved this cottage!"
Reviewed January 13, 2020

This location is wonderful. Trolley handy, across from the beach and the path for walking or riding your bike.

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Southern Comfort

3 BR | 3 BA | Sleeps 6 | Quick View

$153

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool

About this property

Southern Comfort is a private, single family home centrally located in Holmes Beach. This gorgeous 3 bedroom 2.5 bath vacation rental offers a private heated pool, front and rear balconies, gas BBQ grill, tropical landscaping, one car garage and much more! Just a brief 4 minute stroll to the pristine ...

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Property Type

Anna Maria Island House

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Absolutely perfect

2 BR | 2 BA | Sleeps 4 | Quick View

2

Distance to beach: 0.5 miles to Manatee Beach

$105

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Rentals by Owner

About this property

Very contemporary condo (danish style), just refurnished and remodeled, and equipped with more than everything you need for a relaxing and unforgettable vacation in Paradise.The unit is inspiring and gives you a laid back feeling immediately after entering. A huge pool with lounges and sun umbrellas ...

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Property Type

Anna Maria Island Condo

"Fantastic stay!"
Reviewed July 22, 2018

The condo has everything you could possibly need. Carla and her husband were wonderful to work with, as was the local rental agency that managed the condo. We called for a minor issue - but they came ...

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BRAND NEW! ‘Primo Flamingo' 3bed/2 full bath Deluxe renewed home, Fishing dock!

3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 250 feet to About a 50 second walk

$185

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Rentals by Owner

About this property

Our newest 3 bedroom/2 full bathroom is one of the most deluxe vacation rentals available on Anna Maria Island and located in most sought after and narrow part of island. If you deserve the best and would like to enjoy the best at introductory rates, read on! You can literally watch the sunrise and sunset ...

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Property Type

Anna Maria Island Townhome

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New Waterfront 'HideAway Gem' Stunning panoramic bay view Remodeled Free Trolley

$279

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Rentals by Owner

About this property

Very peaceful & relaxing waterfront property with old FL charm & the most spectacular location. Unlike other Bay front properties that looks across the width Bay, ours faces the length of the Bay. See the SkyWay bridge, about 50 miles off into the distance. As one guest put it, "the view ...

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Property Type

Anna Maria Island Condo

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Peaceful retreat Mint Clean New! Dock Bikes (nearby), Grill Big Lanai WiFi Cable

$93

per night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront

About this property

This may be the nicest one bedroom vacation rental on Anna Maria Island!! You've looked at the rest now book the best. Book directly thru this site, in order to secure the dates you want and, at our current great rates. Read on to see what sets us apart from the rest!Our new 1 bedroom vacation rental ...

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Property Type

Anna Maria Island Condo

"SPECTACULAR"
Reviewed September 25, 2019

I really cannot say enough about this accommodation as it totally exceeded my expectations. Mark has thought of absolutely everything right down to the tiny little Florida inspired decor! You only need ...

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Sandcastle 4

3 BR | 2 BA | Sleeps 6 | Quick View

$194

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly

About this property

OVERVIEW Sandcastle is a beautiful beach front property offering all of the conveniences you would want in an island stay. You will find the furnishings & facilities very accommodating to make your vacation one to remember. This condo is a quaint 3 bedroom 2 bath beach front condo located in the ...

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Property Type

Anna Maria Island Apartment

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ALECASSANDRA VACATION VILLAS, Your Family Reunion Accommodation

$257

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Rentals by Owner

About this property

Ideal Location - Family Reunion Accommodation 1 Property - 2 - Buildings - 5 Individual Villas - Sleeping for 30The Alecassandra Vacation Villas is a small 10 bedroom vacation resort that is family owned by Nick and Vicki Zec and named after our children Alec & Cassandra. When renting entire ...

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Property Type

Anna Maria Island Villa

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Sand Dollar Villa

2 BR | 2 BA | Sleeps 6 | Quick View

$75

per night

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Key Amenities

  • Air Conditioning
  • Pet Friendly

About this property

This 2 bedroom, 2 bath villa is in the heart of Anna Maria Island. It is located 300 feet to the beach in a residential neighborhood, west of Gulf Drive, which is the beach side of the main road. Decorated with simplicity, yet fully equipped this ground level villa is conveniently located in the center ...

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Property Type

Anna Maria Island Villa

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Fantastic Beach View - Convenience & Comfort at Beach House for Family Fun.

$214

per night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Pet Friendly
  • Private Pool
  • Rentals by Owner

About this property

This affordable & convenient 3 story home is one house off Holmes Beach. It has fantastic 2nd & 3rd level balcony beach views with no obstruction over the one story house in front of mine with no trees. The 3 bedroom 2.5 bath villa with 2 car garage accommodates 8 guests and is 150 feet from the ...

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Property Type

Anna Maria Island House

"Review of an Excellent Rental"
Reviewed April 19, 2019

The house is in a great location and is well equipped. Beach is only a few minutes away. The free trolley, which serves the entire island, is about a 5 minute walk.Supermarket and drug stores are nearby. ...

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December and January Special $375/night plus fees and taxes- 5-night minimum

$375

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool
  • Rentals by Owner

About this property

PRIVATE HEATED SALTWATER POOL + PRIVATE ELEVATOR + STEPS TO GULF BEACH! SLEEPS 10 - FULLY EQUIPPED - ULTRA-CLEAN! WALKING DISTANCE TO SHOPS, RESTAURANTS, AND NIGHT SPOTS!This is a fully-equipped vacation rental:All bed and bath linen are provided. There are extra bath towels for each guest, and ...

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Property Type

Anna Maria Island Townhome

"Great home away from home!"
Reviewed October 6, 2018

My friends and I came to Anna Maria Island to get some much needed rest and relaxation, and this rental was the perfect place. The location is awesome, as it is walking distance from the beach. But who ...

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Oasis By The Beach

5 BR | 4 BA | Sleeps 12 | Quick View

1

$299

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

This amazing rental is a favorite for all that stay. 5 bedroom, 4 bathroom beach home just a one minute walk to the famous Anna Maria Island beach. The beach stretches for miles in each directions. Feel the powdery sand between your toes and enjoy the warm Gulf waters. This home has all the style ...

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Property Type

Anna Maria Island House

"Lovely stay"
Reviewed May 6, 2019

Another family and ourselves rented the property. We found it very clean and equipped to a high standard. The pool and jacuzzi were great and well used especially by the kids. The management company were ...

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Steps To Beach. Fishing Dock Gas Grill WiFi Sparkling Clean! Walk to activities!

$71

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront

About this property

You've looked at the rest now book the best. Book directly thru this site, in order to secure the dates you want and, at our current great rates. Before booking, ask how you can save $100! Read on to see what sets us apart from the rest!This beautiful beach vacation home has no stairs to contend with, ...

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Property Type

Anna Maria Island Condo

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Turtle's Bay

3 BR | 3 BA | Sleeps 6 | Quick View

1

$279

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool
  • Rentals by Owner

About this property

This brand new 3 bedroom 3.5 bathroom + den . This home is ideally located just down the street from the white sand beaches, restaurants and shops. After a day of fun in the sun relax by the salt water heated pool in your own backyard oasis. This house has every luxury you could want, Flat screen TV’s, ...

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Property Type

Anna Maria Island House

"Beautiful Property"
Reviewed September 23, 2018

Visiting Anna Maria Island was amazing!! The weather was beautiful and the home was beautiful too!! I would definitely come back to visit this area.

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A Shore Thing

3 BR | 2 BA | Sleeps 8 | Quick View

$213

per night

View Details

Key Amenities

  • Air Conditioning
  • Pet Friendly

About this property

This beach house is “A Shore Thing” for creating fantastic vacation memories. This newly furnished ground level home is decorated in coastal living motif and has no stairs to climb. The open floor plan is ideal for one or two families to have a fantastic vacation. The living room, Florida ...

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Property Type

Anna Maria Island House

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AMI Waterfront Bradenton Beach Condo w Pool!

$127

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Rentals by Owner

About this property

Featuring 2 bedrooms and 2 baths, this waterfront home base comfortably accommodates up to 6 guests. Pack the sunscreen and get ready for a memorable stay with family or friends at the Gulf condo. Look forward to spending relaxing days on the beach or lounging by the community pool. Get out on the water ...

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Property Type

Anna Maria Island Condo

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Sunset Beach

2 BR | 2 BA | Sleeps 4 | Quick View

$247

per night

View Details

Key Amenities

  • Air Conditioning
  • Pool

About this property

Lovely, beachfront 2 bedroom, 2 bath condo with a screened porch overlooking the beautiful sand beaches of the Gulf of Mexico!! Situated in a small complex with lush landscaping, private pool and covered parking.Sunset Beach 101 offers newly renovated bathrooms and kitchen with new tile throughout ...

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Property Type

Anna Maria Island Condo

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Bay View Dream

4 BR | 3.5 BA | Sleeps 10 | Quick View

$214

per night

View Details

Key Amenities

  • Air Conditioning

About this property

Ah, Bay View Dream! This lovely 4 bedroom, 3.5 bath home is located in the heart of Historic Anna Maria City. It sits right on an expansive waterway leading into Tampa Bay and has been lavishly decorated with all the creature comforts and more. Stunning water views from living room, dining room, kitchen ...

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Property Type

Anna Maria Island House

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Casita Marina - 11101

3 BR | 2.5 BA | Sleeps 8 | Quick View

$214

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals by Owner

About this property

This classic home located on the North End of Anna Maria Island is the perfect home for your tropical beach vacation. The beautiful Anna Maria beach is across the street about 100 steps away! The home is a legal duplex. This is the larger unit and has three bedrooms and 3.5 bathrooms. The kitchen has ...

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Property Type

Anna Maria Island House

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Life's a Beach

2 BR | 2 BA | Sleeps 6 | Quick View

$122

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly

About this property

Life's a beach is a cozy, newly renovated 2 bedroom 1.5 bath home located in the heart of Holmes Beach. Being only a Short distance to the beach access means you can walk there with your morning coffee, or drink in hand to enjoy the spectacular evening sunsets! Life's a beach features a living room, dining ...

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Property Type

Anna Maria Island House

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CHARMING HOUSE W/ HEATED POOL, STEPS TO BEAN POINT BEACH, PINE AVE, AND SHOPPING

2 BR | 1 BA | Sleeps 4 | Quick View

Distance to beach: 0.2 miles to Bean Point Beach

$171

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

Location, Location, Location! North end of Anna Maria Island . This charming two story duplex- each unit has two bedrooms , one bathroom. Rent one unit or both. Perfect for a group of extended family and friends who want their own place but still be right together as a group. Rent one unit or both. Heated ...

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Property Type

Anna Maria Island House

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King bed suite, Queen sleep sofa, New Kitchen, Lanai WiFi Cable No limit calling

$84

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Rentals by Owner

About this property

You've looked at the rest now book the best. Book directly thru me, in order to secure the dates you want and, at our current great rates. Read on to see what sets us apart from the rest!Top rental owner/manager - 2009-19!! Rent with confidence knowing that "Travelers rated the owner/manager ...

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Property Type

Anna Maria Island Condo

"A great cancellation"
Reviewed March 24, 2020

My son and I were about to leave home here in Canada during March school break to take in Pirates spring training in Bradenton and a stay with Mark Anthony when the Corona virus scare escalated. At the ...

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Villa Del Mar

4 BR | 4 BA | Sleeps 10 | Quick View

$504

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Cool and calming tiled floors, modern furnishings, and updated appliances give this vacation home an air of Tommy Bahama feel. We know how exhausting and stressful traveling can be so don’t feel an ounce of guilt if the second thing you do is plop down on the living room’s couch and switch ...

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Property Type

Anna Maria Island House

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Sunset Landings 1

2 BR | 2.5 BA | Sleeps 4 | Quick View

$98

per night

View Details

Key Amenities

  • Air Conditioning
  • Pet Friendly

About this property

Watch the gorgeous Anna Maria Island sunsets from the comfort of your own balcony! This lovely 2 bedroom and 2.5 bathroom condo located on Bradenton Beach is just across the street from the pristine white sandy beaches of the Gulf of Mexico. With magnificent views of the Gulf waters, a fantastic location ...

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Property Type

Anna Maria Island Townhome

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Summer House A Up

2 BR | 2 BA | Sleeps 6 | Quick View

$219

per night

View Details

Key Amenities

  • Air Conditioning
  • Pool

About this property

This beautiful villa has two bedrooms and two bathrooms, lots of storage space, laundry room, spacious kitchen and open tree house feel. The unit is bright and light, is fully furnished and gives its guests the feel of home. Kitchen is fully equipped. From the large balcony you can overlook the heated ...

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Property Type

Anna Maria Island Villa

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Resting Beach Place

2 BR | 2 BA | Sleeps 6 | Quick View

$199

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Pool

About this property

Don't miss out on the opportunity to stay steps away from one of the best beaches in Florida. This complex includes Tennis Court, Gazebo, Community Pool, Shuffle Board Court, Sauna, Pool Baths, Private ground level storage room, under building assigned parking, elevator, and garbage shoot. and laundry ...

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Property Type

Anna Maria Island Condo

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Sits right on the beach! 2-week minimum

$179

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Oceanfront
  • Pool
  • Private Pool
  • Rentals by Owner

About this property

This gorgeous open concept, two bedroom, two bath, family room, dining area and kitchen was decorated by one of Florida’s top decorators for luxury and comfort and has all the amenities and style for discriminating tastes. We used beautiful materials like tumbled marble, Florida tile, brushed nickel ...

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Property Type

Anna Maria Island Condo

"Love Love Love this place"
Reviewed February 27, 2020

I've been coming to the island for 30 years and Tiffany Place is my favorite place on the Island. clean, convenient, beautifully decorated. It has all the conveniences of home. Beach chairs, grill and ...

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Anna Maria Island Club Unit 22

$179

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly

About this property

This amazing beach front 2 bedroom / 2 bathroom condo is perfect for an island vacation. This unit features a fully equipped kitchen, elevator, washer & dryer, cable TV / wifi, shaded assigned parking and a shared heated pool & spa. But, it doesn't stop there, this unit has stunning views of the ...

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Property Type

Anna Maria Island Apartment

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Palm Haven

2 BR | 1 BA | Sleeps 6 | Quick View

$106

per night

View Details

Key Amenities

  • Air Conditioning
  • Pet Friendly

About this property

This quaint 2 bedroom, 1 bath grond level villa is just a short half block from the white sand beaches of Anna Maria Island. Quiet neighborhood on the beach side of Gulf Drive! Amenities include: Full kitchen with all your utensils and supplies needed, microwave, coffee maker, toaster, oven, cental ...

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Property Type

Anna Maria Island Villa

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Sea Salt

3 BR | 3 BA | Sleeps 6 | Quick View

$153

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool

About this property

Sea Salt is a beautiful recently updated home home nestled in the heart of Holmes Beach-just a short 5 minute walk to the world renowned beaches of Anna Maria Island. This 3 bedroom 2.5 bath home offers everything you need for an unforgettable vacation. Enjoy the private heated pool with sand area, covered ...

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Property Type

Anna Maria Island House

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1 Bed 'Reel Paradise' Charming steps from beach & bay fish dock on both sides.

$71

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

You've looked at the rest now book the best. Book directly thru this site, in order to secure the dates you want and, at our current great rates. Read on to see what sets us apart from the rest! Pay a few dollars more and get so much more in return. How many vacations do you take a year? You're worth ...

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Property Type

Anna Maria Island Condo

"Overwhelmed with perfection!"
Reviewed November 14, 2019

Our first visit staying at Mark and Liliana's property. Absolutely loved it. Felt like we were in a tropical resort with all the plants and trees. Modern amenities, spotless, and the location was spot ...

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Sunset & Sand

4 BR | 3 BA | Sleeps 8 | Quick View

1

$299

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Brand New 4 Bedroom 3 Bathroom, Pool & SPA Garage & Bikes. Minutes from beach This brand new 4 bedroom 3 bathroom home ideally located just down the street from the white sand beaches, restaurants and shops. After a day of fun in the sun relax by the salt water heated pool in your own backyard ...

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Property Type

Anna Maria Island House

"Great Thanksgiving Vacation!"
Reviewed November 26, 2018

We spent Thanksgiving week at Sunset and Sand and it delivered on all our expectations. The home is clean, beautifully decorated and functional. The kids absolutely loved the heated pool and Spa and Its ...

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Villa Verde

3 BR | 4 BA | Sleeps 6 | Quick View

$204

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly

About this property

This Beautiful 3 bedroom 3.5 bathroom home is ideally located just down the street from the white sand beaches, restaurants and shops. After a day of fun in the sun relax by the private heated pool in your own backyard oasis. Villa Verde has every luxury you could want, the open concept floor plan is ...

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Property Type

Anna Maria Island House

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Island Nautilus

3 BR | 2 BA | Sleeps 8 | Quick View

$184

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly

About this property

This second floor newly renovated 3-bedroom 2-bathroom condominium is your perfect vacation destination complete with a shared heated pool, private elevator, gas grill and only a two minute walk from the white sandy beaches. Island Nautilus features a living room with 50” smart, flat screen TV, ...

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Property Type

Anna Maria Island Apartment

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Casita Marina - 11103

2 BR | 2 BA | Sleeps 6 | Quick View

1

$164

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals by Owner

About this property

This classic home located on the North End of Anna Maria Island is the perfect home for your tropical beach vacation. The beautiful Anna Maria beach is across the street about 100 steps away! The home is a legal duplex (11101+11102 Gulf Drive). This unit has two bedrooms and two bathrooms. The Kitchen ...

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Property Type

Anna Maria Island Condo

"This is a Charming Beach Cottage"
Reviewed February 28, 2019

This duplex has been completely renovated inside with a nice kitchen and bathrooms. It is a perfect location in the quiet northern end of AMI. It is within walking distance to restaurants and the beach ...

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Beach Condo Steps to Beach & Dock, Fully equipped kitchen! A/C BBQ Wifi Bayview

$84

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Oceanfront

About this property

You've looked at the rest now book the best. Book directly thru this site, in order to secure the dates you want and, at our current great rates. Before booking, ask how you can save $100! Read on to see what sets us apart from the rest!Our new ground floor single story (NO STAIRS) condo (1 queen ...

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Property Type

Anna Maria Island Condo

"Delightful space!"
Reviewed September 26, 2019

Our kids booked us an anniversary weekend on Anna Maria Island, our favorite spot for so many reasons. Island Getaway is on a short block halfway between the gorgeous Gulf and the inter coastal waterway. ...

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A Hart of the Gulf

3 BR | 2 BA | Sleeps 6 | Quick View

$81

per night

View Details

Key Amenities

  • Air Conditioning

About this property

Quaint 3 bedroom, 2 bath private home in a quiet area of Holmes Beach only a short walk from the beach. A Hart of the Gulf is ground level and spacious with all the comforts of home included. Close to the free trolley, shops and restaurants. Accommodates up to 8 guests Amenities include: Linens, central ...

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Property Type

Anna Maria Island House

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Vitamin Sea

5 BR | 5 BA | Sleeps 12 | Quick View

1

$499

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

VITAMIN SEA is a brand new construction home that features 5 bedrooms and 5 bathrooms and a fantastic location-just a 10 minute stroll to the White sandy beaches of BEAN POINT on the coveted north end of Anna Maria. This lovely property offers a private heated pool with a spa, The backyard is an oasis ...

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Property Type

Anna Maria Island House

"Rain or Shine"
Reviewed June 1, 2018

Having a steamy hot tub, a pretty cool pool deck and pool during a tropical depression made everything alright. Staying here over Memorial weekend was just what we needed. Each room had it's own restroom, ...

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Manna-Tee Beach House

3 BR | 3 BA | Sleeps 8 | Quick View

$153

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool

About this property

Overview If you are ready to put your "heels in the sand", look no further. Manna-Tee Beach House is the perfect vacation spot for relaxation on Anna Maria Island. This beautiful 3 bedroom, 2.5 bath home located on Holmes Beach on Anna Maria Island has all the amenities for you. Top-of-the-line ...

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Property Type

Anna Maria Island House

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The Salty Dog - North Shore

4 BR | 3 BA | Sleeps 8 | Quick View

$198

per night

View Details

Key Amenities

  • Air Conditioning

About this property

Welcome to The Salty Dog. This luxury Key West style home has it all. Expansive bay views, private heated pool, extra large master suite with a double shower and Jacuzzi tub, fresh and modern decor, two large balconies, indoor sitting area off the pool, and 2 car garage. The home is walking distance to ...

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Property Type

Anna Maria Island House

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Casa Amiga

4 BR | 4 BA | Sleeps 10 | Quick View

$449

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

CASA AMIGOS is a brand new construction home that features 4 bedrooms and 4.5 bathrooms and a fantastic location-just a 10 minute stroll to the White sandy beaches of BEAN POINT on the coveted north end of Anna Maria. Less than 5 minutes walk to Pine Ave where you can grab your morning coffee, take the ...

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Property Type

Anna Maria Island House

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240 Bradenton Beach Club

3 BR | 2 BA | Sleeps 6 | Quick View

1

$128

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

OverviewBradenton Beach Club is a beautiful Gulf to Bay property that is 1/2 a block away from the beautiful beaches offering you all of the convinces you would want in an island stay. This beautiful condo sleeps up to six people with 2 bathrooms, washer/dryer, elevator from the covered garage area, ...

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Property Type

Anna Maria Island Apartment

"Again an Amazing Vacation!"
Reviewed July 9, 2018

We have stayed in this condo for the past three years and LOVE it! The condo is fully stocked and the owners are wonderful to deal with. Did I mention it comes with a locker for all your beach stuff right ...

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245 Bradenton Beach Club

3 BR | 3 BA | Sleeps 6 | Quick View

$194

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

Overview Bradenton Beach Club is a beautiful Gulf to Bay property that is 1/2 a block away from the beautiful beaches offering you all of the convinces you would want in an island stay. This beautiful recently updated townhouse sleeps up to eight people with 3 bedrooms and 2 1/2 bathrooms, full laundry, ...

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Property Type

Anna Maria Island Apartment

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Shell Cove 4

2 BR | 1 BA | Sleeps 4 | Quick View

$163

per night

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Key Amenities

  • Air Conditioning

About this property

Shell Cove Condominium #4, is a direct Gulf front condo located at 2310 Gulf Drive in Bradenton Beach. Completely renovated in 2016 with high end features. Relax on the sugar sand beaches and cool off in the emerald green waters. This complex is conveniently located within walking distance to shopping ...

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Property Type

Anna Maria Island Condo

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Surf Side Beach House

5 BR | 4.5 BA | Sleeps 12 | Quick View

$399

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool

About this property

6605 Gulf Drive, Holmes Beach - FL - 34217 5 bedroom, 4.5 bathroom with pool/spa, gulf views minutes from beach.Special rate does not include holiday periods and is only good for a 7 day rentalThere was no expensive spared building this stunning 5 bedroom 4.5 bathroom home . With 11 foot ceilings ...

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Property Type

Anna Maria Island House

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'Searenity' Stand Alone Home steps from beach!

2 BR | 2 BA | Sleeps 4 | Quick View

Distance to beach: 0.0 miles to Cortez about 50 second walk

$93

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Rentals by Owner

About this property

Searenity is a charming ground-level stand alone cottage that is beautifully decorated and has two large bedrooms to sleep four. There is a full bathroom with a soaking tub and shower. It’s a newly renovated unit with granite counters, Italian tile floors, screened in lanai, air and water purification, ...

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Property Type

Anna Maria Island House

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Anna Maria Island Vacation Rentals

Anna Maria Island Weather

 | 

7423°  5211°
JANUARY
Ocean 6518°
7624°  5412°
FEBRUARY
Ocean 6518°
7926°  5714°
MARCH
Ocean 6820°
8328°  6116°
APRIL
Ocean 7423°
8831°  6719°
MAY
Ocean 7926°
9133°  7222°
JUNE
Ocean 8328°
9133°  7323°
JULY
Ocean 8529°
9233°  7423°
AUGUST
Ocean 8731°
9032°  7323°
SEPTEMBER
Ocean 8529°
8630°  6719°
OCTOBER
Ocean 8228°
8127°  6016°
NOVEMBER
Ocean 7624°
7624°  5412°
DECEMBER
Ocean 7021°

Choose a vacation rental on the little island that has it all

A mere 20 minutes from Bradenton, laid-back Anna Maria Island awaits. What feels like “old” Gulf Coast Florida with strict business regulations, little to no car traffic, and a peaceful way of life. That’s right, you won’t find any chain restaurants or high-rise, view-blocking buildings here. And oh, the beaches! A seven-mile strip of beautiful white-sand beaches line the barrier island of Anna Maria Island between the turquoise Gulf of Mexico and peninsular Florida. It won’t be difficult to unwind here.

Anna Maria Island has amazing beachfront with available accommodations for you. When staying in one of our Anna Maria Island vacation rentals instead of hotel, you’ll have much more space and privacy, plus cost savings when booking a property for a large group. Use the filters to narrow down your choices and choose the rental that calls to you, just like Anna Maria Island does.

Climate

You come to Florida for warmth and guaranteed clear skies. You’ll find all that and more in Anna Maria Island. The average year-round temperature in Anna Maria Island is a comfortable 75 degrees making it an ideal destination to visit during any month. You won’t see too much shifting of temps and precipitation here, though try to avoid hurricane season in the fall. Otherwise, you can’t go wrong whenever you visit.

Getting around

Hop around the island on the Anna Maria Trolley, as it runs north to south from the pier all the way to Coquina Beach. It stops every few blocks for riders to get on and off. Since parking is rare throughout the city, the trolley is a fan favorite. The best part? This scenic, air-conditioned ride is completely FREE!

Top activities and attractions

Your family won’t run low on things to do in Anna Maria Island. You’re visiting for the beaches, of course, and the best public one is known as Bean Point, located at the north end of the island. From here, you can walk around the entire island without leaving the sand. At the southern end of the area you’ll find Bradenton Beach which is another highly-rated, soft-sand place to spread your blanket and enjoy the sun. Of course a seaside city excels at water sports, too. Try your hand at parasailing, snorkeling, jet-ski, water ski, and many more activities on the turquoise blue waves.

Once you’re through with the surf, walk along the Anna Maria City Pier. Over 100 yrs old, the Pier offers up some great views of Tampa Bay and the Sunshine Skyway bridge at the northern end of the island. Visitors can see an array of birds and marine life, including dolphins and manatee. For more scenic and historic walking, check out Coquina Baywalk. This pleasant park is fun to explore. Winding boardwalks and trails along the water's edge, hidden in the mangroves.

The local museums and art galleries are popular attractions as well and great alternatives to outdoor activities. Spend an afternoon at the Anna Maria Island Historical Museum and Park. Visitors to the museum and park can learn about the island’s history, take part in a scavenger hunt, and tour the cottage that fell into the bay.

Shopping and dining

You’ll want to shop the day away on Pine Avenue, known as “the greenest little main street in America”. It’s lined with boutiques all the way up to the City Pier. Holmes Beach is also a populars shopping center ideal for grabbing that perfect souvenir.

Nestled alongside the storefronts are award-winning dining options. For those with a sweet tooth, The Donut Experiment serves up custom creations daily including a Fruity Pebbles inspired masterpiece. Yum! Fresh seafood abounds, like at the popular Waterfront Restaurant and upscale Blue Marlin Grill. For a taste of Europe, and German hops, visit Old Hamburg Schnitzelhaus serving up sausage, beer, and pretzels - each more delicious than the last.

Events

Although we discussed how the year-round flawless weather makes AMI an ideal choice no matter the month, time your trip to coincide with some popular area events to maximize fun. Heritage Day in February features the wares and skills of local artists and crafters, and attendees can take part in activities, enjoy lively music and participate in old-fashioned games for kids. Later in spring, the Bridge Street Merchants host the Blues, Brews & BBQ event to showcase the area’s top musical talents. Outdoor Market Sundays take place November through April with crafts and local produce for sale.

Anna Maria Island beach rentals on FloridaRentals.com

Booking Anna Maria Island rentals on FloridaRentals.com can save you up to 20% over our competitors. Plus, we have a wide array of inventory appealing to any group size or traveler tastes. Happy planning!