Anna Maria Island Waterfront Vacation Rentals, Beach Rentals & More - 231 Rentals Available.

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231 Vacation rentals

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Filters applied: Waterfront

1 / 33

AMI Coastal Retreats- Cracker Cottage Fish Tales

Bradenton Beach Cottage

2 bedrooms 2
1 bathroom
sleeps 4 4
min stay varies

Beach/lakeside relaxation
Nearest beach 0 mi
Child friendly

“My husband and I spent the weekend in this cottage to celebrate his milestone birthday. We found it to be very comfortable and welcoming. I especially love the sunroom for my morning coffee and yoga. We were pleasantly surprised at how comfortable...”

- Review left on 11/23/2017

$150.00

Very Good (3 reviews)

from $150.00 / night

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1 / 29

Anna Maria Island Nantucket

Anna Maria House

4 bedrooms 4
3 bathrooms
sleeps 8 8
28 nights min

Beach/lakeside relaxation
Nearest beach 0.2 mi
Swimming pool

Responds fast! Avg. 1 hour 43 minutes

“Whether you are a couple or three families under one roof, the layout of this home fits the bill. Three eating areas, three gathering areas plus the pool area is amazing. Newer homes on the island have five bedrooms....great...right but there is...”

- Review left on 06/25/2015

$175.00

Very Good (23 reviews)

from $175.00 / night

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1 / 70

Anna Maria Island Beach Breeze

Anna Maria Island Condo

2 bedrooms 2
1 bathroom
sleeps 6 6
min stay varies

Beach/lakeside relaxation
Child friendly
Car not necessary

$200.00

from $200.00 / night

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1 / 78

The Anna Maria Island Beach Paradise 10

Anna Maria Island Condo

1 bedroom 1
1 bathroom
sleeps 3 3
6 nights min

Beach/lakeside relaxation
Swimming pool
Ask about children

“As this was my first time to Anna Maria I was pleasantly surprised how very nice it is. My accommodations were above what I expected. The location is perfect for going to the beach, shopping, dining, or just relaxing by the pool. I enjoyed my stay so...”

- Review left on 03/10/2015

$120.00

Excellent (1 reviews)

from $120.00 / night

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1 / 26

AMI Coastal Retreats- Beach Dreams "DreamBoat"

Bradenton Beach Apartment

1 bedroom 1
1 bathroom
sleeps 6 6
min stay varies

Air conditioning

$265.00

Excellent (4 reviews)

from $265.00 / night

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1 / 84

Anna Maria Island Beach Paradise

Anna Maria Island Condo

2 bedrooms 2
2 bathrooms
sleeps 6 6
min stay varies

Swimming pool
Child friendly
Car not necessary

“Impeccable beach house! All the amenities one would want. Great Weber gas grill, (almost) private pool, brand new kitchen, brand new front loader washer/dryer (free). Cross the street and you're on the public beach, or drive 10 min north or south...”

- Review left on 11/23/2016

$157.00

Excellent (8 reviews)

from $157.00 / night

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1 / 87

Absolute Anna Maria

Bradenton Beach Condo

2 bedrooms 2
2 bathrooms
sleeps 6 6
min stay varies

Beach/lakeside relaxation
Swimming pool
Child friendly

“It was a great experience. The condo was close to perfect. It was a great spot close to the beach and many restuarants and shops. The Island was perfect with free trolly service and very clean roads and ammenities. The Ocean views and the white...”

- Review left on 06/05/2016

$160.00

Very Good (29 reviews)

from $160.00 / night

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1 / 92

Anna Maria Island Beach Palms 5B

Anna Maria Island Condo

2 bedrooms 2
2 bathrooms
sleeps 6 6
min stay varies

Beach/lakeside relaxation
Swimming pool
Child friendly

“The unit was well equipped with a good kitchen and lots of seating. TV's where great. We have two kids so we needed a place that could work for at home cooking as well. The location was perfect for us. The balcony was a perfect place for having a...”

- Review left on 01/05/2016

$157.00

Very Good (5 reviews)

from $157.00 / night

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1 / 31

AMI Coastal Retreats- Beach Dreams "Dream Away"

Anna Maria Island Cottage

1 bedroom 1
1 bathroom
sleeps 3 3
min stay varies

Beach/lakeside relaxation

$195.00

Excellent (1 reviews)

from $195.00 / night

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1 / 33

AMI Coastal Retreats- Beach Dreams " Sweet Dreams"

Anna Maria Island Villa

2 bedrooms 2
2 bathrooms
sleeps 3 3
min stay varies

Child friendly

$175.00

Excellent (1 reviews)

from $175.00 / night

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1 / 34

Anna Maria Island Beach View 209

Bradenton Beach Condo

2 bedrooms 2
2 bathrooms
sleeps 6 6
min stay varies

Child friendly

$150.00

from $150.00 / night

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1 / 23

Songbird Cottage

Anna Maria Island Cottage

2 bedrooms 2
1 bathroom
sleeps 5 5
7 nights min

Child friendly
Air conditioning
Private garden

Responds fast! Avg. 2 hours 25 minutes

“Songbird is a little slice of heaven with everything we needed to have a comfortable stay. We stayed for one week. Joel, the owner, is very thoughtful, and accommodating, and he makes it known that he is there for you if you need him. Which is so...”

- Review left on 05/20/2017

$120.00

Excellent (23 reviews)

from $120.00 / night

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1 / 100

Anna Maria Island Beach Sands

Anna Maria Island Condo

2 bedrooms 2
2 bathrooms
sleeps 6 6
min stay varies

Beach/lakeside relaxation
Swimming pool
Child friendly

“Hidden Oasis is a lovely property - nicely decorated, very clean, very well-kept, and equipped with pretty much everything you might need or want. It also has a fantastic view of the gulf and the beach; and this view is visible from the living room...”

- Review left on 03/16/2017

$200.00

Excellent (9 reviews)

from $200.00 / night

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1 / 21

Hooks Haven - 3bed beach front

Anna Maria House

3 bedrooms 3
2 bathrooms
sleeps 6 6
3 nights min

Beach/lakeside relaxation
Child friendly
Pet friendly

Responds fast! Avg. 1 hour 21 minutes

$500.00

Excellent (1 reviews)

from $500.00 / night

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1 / 93

Anna Maria Island Beach Palace

Anna Maria Island House

4 bedrooms 4
3 bathrooms
sleeps 8 8
min stay varies

Beach/lakeside relaxation
Swimming pool
Child friendly

“We enjoyed our stay at this property. The home is well decorated and all rooms are very spacious. The master bedroom is enormous with jacuzzi and large walk-in shower. The other bedrooms are very spacious too. Our manager resolved a few minor...”

- Review left on 08/10/2016

$360.00

Excellent (5 reviews)

from $360.00 / night

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1 / 16

Beach House on Anna Maria Island-Rental Openings

Holmes Beach Villa

3 bedrooms 3
3 bathrooms
sleeps 6 6
3 nights min

Beach/lakeside relaxation
Swimming pool
Child friendly

“Five of us and two dogs spent last week of July here, Great location, 8 iron golf shot to the beach from front yard, fantastic pool in back yard complete with all the toys you need for the beach or pool in garage, also refrigerator in garage to save...”

- Review left on 08/27/2015

$250.00

Excellent (6 reviews)

from $250.00 / night

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1 / 45

Beach Paradise 5

Anna Maria Island Condo

2 bedrooms 2
2 bathrooms
sleeps 6 6
min stay varies

Swimming pool
Child friendly
Air conditioning

$171.00

from $171.00 / night

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1 / 8

Anna Maria Island Beach Palms 2A

Anna Maria Island Condo

2 bedrooms 2
2 bathrooms
sleeps 6 6
min stay varies

Swimming pool
Child friendly
Air conditioning

$150.00

Excellent (1 reviews)

from $150.00 / night

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1 / 24

FALL SPECIAL $1999 WEEKLY ++ SLEEPS 8 -HEATED POOL,SPA, BEACH GEAR, BIKES

Holmes Beach House

4 bedrooms 4
3 bathrooms
sleeps 8 8
7 nights min

Swimming pool
Child friendly
Air conditioning

$700.00

from $700.00 / night

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1 / 19

AMI Coastal Retreats- Beach Dreams "Tangerine Dreams"

Bradenton Beach Cottage

1 bedroom 1
1 bathroom
sleeps 3 3
min stay varies

Car not necessary
Air conditioning

$175.00

from $175.00 / night

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1 / 36

AMI Coastal Retreats- Cracker Cottage "Sea Story"

Bradenton Beach Cottage

2 bedrooms 2
1 bathroom
sleeps 4 4
min stay varies

Beach/lakeside relaxation
Child friendly
Air conditioning

$150.00

Excellent (2 reviews)

from $150.00 / night

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1 / 25

$225 NIGHTLY/ $1500 WEEKLY ++ UNTIL THANKSGIVING 2018, POOL/SPA, NETFLIX, BIKES

Holmes Beach Townhouse

4 bedrooms 4
3 bathrooms
sleeps 8 8
min stay varies

Swimming pool
Ask about children
Air conditioning

$259.00

Excellent (2 reviews)

from $259.00 / night

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1 / 14

Anna Maria island Florida Beach Vacation Rentals

Bradenton Beach Townhouse

2 bedrooms 2
2 bathrooms
sleeps 6 6
min stay varies

Ask about children
Air conditioning

$220.00

from $220.00 / night

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1 / 11

Gulf View Townhouse (Unit 2) remodeled, granite counters, new tile and carpet

Holmes Beach Townhouse

2 bedrooms 2
3 bathrooms
sleeps 6 6
7 nights min

Nearest beach 0.05 mi
Swimming pool
Child friendly

“This was my family's first visit to Anna Maria Island and it won't be our last. We loved the beaches, restaurants, and amazing sunsets. The Gulf View Townhouse was clean and centrally located, and it was an added bonus to have a pool on the...”

- Review left on 07/19/2016

$150.00

Very Good (21 reviews)

from $150.00 / night

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1 / 33

$325 nightly or $2100 weekly until Thanksgiving week 2018, Beach view sleeps 14

Bradenton Beach House

6 bedrooms 6
5 bathrooms
sleeps 14 14
min stay varies

Swimming pool
Ask about children
Air conditioning

$399.00

from $399.00 / night

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1 / 81

Anna Maria Island Beach Castle

Anna Maria Island Condo

2 bedrooms 2
2 bathrooms
sleeps 6 6
min stay varies

Beach/lakeside relaxation
Swimming pool
Child friendly

$165.00

from $165.00 / night

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1 / 24

Brand New 4 Bed/3 Bath Kayaks Bikes Heated Pool & Spa Free WiFi Minute 2 BEACH

Holmes Beach House

4 bedrooms 4
3 bathrooms
sleeps 10 10
4 nights min

Nearest beach 0.01 mi
Swimming pool
Child friendly

$751.00

from $751.00 / night

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1 / 19

$1999 WEEKLY UNTIL DEC 19TH OR $325 NIGHTLY++ POOL/ SPA BEACH GEAR BONUS ROOM

Holmes Beach House

3 bedrooms 3
4 bathrooms
sleeps 8 8
min stay varies

Swimming pool
Ask about children
Air conditioning

$259.00

from $259.00 / night

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1 / 49

Stunning 6 Bed 5.5 Bath Heated Pool Spa Water Slide FREE WiFi Gulf Views

Holmes Beach House

6 bedrooms 6
6 bathrooms
sleeps 12 12
min stay varies

Nearest beach 0.01 mi
Swimming pool
Child friendly

$599.00

Excellent (1 reviews)

from $599.00 / night

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1 / 53

BRAND NEW STUNNING 6 Bed 6.5 Bath 2 min 2 beach - Bikes Pool Spa Grill VIEWS!

Holmes Beach House

6 bedrooms 6
7 bathrooms
sleeps 14 14
min stay varies

Beach/lakeside relaxation
Swimming pool
Child friendly

$499.00

from $499.00 / night

Inquire

1 / 24

The Beach Sands 203

Bradenton Beach Condo

2 bedrooms 2
2 bathrooms
sleeps 4 4
min stay varies

Beach/lakeside relaxation
Swimming pool
Child friendly

$200.00

from $200.00 / night

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1 / 32

STUNNING 6 bed 4 bath SWEEPING water views POOL SPA KAYAKS BIKES BEACH GEAR

Bradenton Beach House

6 bedrooms 6
5 bathrooms
sleeps 13 13
min stay varies

Child friendly

$499.00

from $499.00 / night

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1 / 79

Anna Maria Island Beach Palms 7A

Bradenton Beach Condo

2 bedrooms 2
2 bathrooms
sleeps 6 6
min stay varies

Child friendly

$150.00

from $150.00 / night

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1 / 26

4-Bdrm-3 Bath-Private Heated Pool Elevator Sleeps 10!

Anna Maria Island House

4 bedrooms 4
4 bathrooms
sleeps 10 10
min stay varies

Swimming pool
Child friendly
Air conditioning

Responds fast! Avg. 1 hour 12 minutes

“Gorgeous, beautiful home away from home. This home has everything you and your family will need. The granite kitchen is fully equipped and beautiful. I was able to make a full Thanksgiving dinner with everything that was supplied in the home! Our...”

- Review left on 11/30/2016

$450.00

Excellent (15 reviews)

from $450.00 / night

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1 / 18

$159 nightly/ $999++ weekly, large pool, covered outside seating. Sleeps 6

Holmes Beach House

3 bedrooms 3
2 bathrooms
sleeps 6 6
min stay varies

Swimming pool
Child friendly
Car not necessary

$259.00

from $259.00 / night

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1 / 51

LUXURY AWAITS at this Stunning 5 bed 5 bath brand new single family home with el

Anna Maria Apartment

5 bedrooms 5
5 bathrooms
sleeps 12 12
4 nights min

Child friendly

$799.00

from $799.00 / night

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1 / 14

Pirate Cove - 2 bedroom beach front

Anna Maria House

2 bedrooms 2
2 bathrooms
sleeps 5 5
3 nights min

Beach/lakeside relaxation
Child friendly
Pet friendly

Responds fast! Avg. 1 hour 21 minutes

$500.00

from $500.00 / night

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1 / 8

Bird's Nest beach vacation townhouses Gulf view

Anna Maria Island Apartment

2 bedrooms 2
2 bathrooms
sleeps 6 6
min stay varies

Child friendly
Air conditioning

$220.00

from $220.00 / night

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1 / 19

$299 nightly till thanksgiving, Elevator, pool hot tub, outside t.v

Holmes Beach House

5 bedrooms 5
4 bathrooms
sleeps 12 12
min stay varies

Nearest beach 0.02 mi
Swimming pool
Child friendly

$500.00

Excellent (2 reviews)

from $500.00 / night

Inquire

1 / 47

AMI Coastal Retreats- "Island Oasis"

Anna Maria House

2 bedrooms 2
2 bathrooms
sleeps 4 4
min stay varies

Swimming pool
Air conditioning
Private garden

$334.00

Excellent (2 reviews)

from $334.00 / night

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