Anna Maria Vacation Rentals, Homes, & More

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Anna Maria Florida Vacation Rentals - Home
1 / 22

Anna Maria Home
8 Bedrooms / 6.5 Bathrooms / Sleeps 22
Home / 8 Bedrooms / Sleeps 22

(1)“ Excellent ”1 Review

from

$875

/ night

Email Owner
Bedrooms:8
Bathrooms:6.5
Sleeps:22
Type:Home
Per night:$875 - $1,000
Per month:$26,250 - $30,000
Pets allowed:Yes
Internet:Yes

Blue Bay is a gorgeous brand new, custom luxury home that is now completed and ready for rental. This stunning high end home is comprised of two separate buildings, a main house and a guest house, with a tropical pool with tiki, spa, out door kitchen, sun deck and fire pit,...

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Amazing!

“ Excellent ”
February 28, 2015
This house was absolutely amazing! My family and I recently stayed there for a weekend and had a really great time. The pool area was a lot of fun for families. The beach is directly across the street and there is tons of space. I highly recommend this house to all!
Jenny Blake, St Petersburg, FL

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Pool
1 / 43

Anna Maria Home
3 Bedrooms / 8 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

(6)“ Excellent ”6 Reviews

from

$360

/ night

Email Owner
Bedrooms:3
Bathrooms:8
Sleeps:6
Type:Home
Per night:$360 - $450
Per month:$10,800 - $13,500
Pets allowed:No
Internet:Yes

Absolutely stunning in every way! This ultimate luxury beach vacation rental home is for relaxing with family and friends at the highly coveted north end of Anna Maria Island. It's just a short stroll from Bean Point beach and an easy walk to the Rod & Reel and City piers for fishing,...

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Private pool
1 / 17

Anna Maria Home
2 Bedrooms / 1 Bathroom / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

(1)“ Excellent ”1 Review

from

$95

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$95 - $181
Per month:$2,850 - $5,430
Pets allowed:No
Internet:Yes

This newly remodeled two bedroom duplex is situated halfway between the Gulf of Mexico and the Tampa Bay. Not more than 3 blocks in either direction. It is located on the north end of Anna Maria Island on Magnolia Avenue. A new heated pool was just installed and only can be used by...

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Anna Maria Florida Vacation Rentals - Home
1 / 15

Anna Maria Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

(2)“ Excellent ”2 Reviews

from

$141

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$141 - $252
Per month:$4,230 - $7,560
Pets allowed:Yes
Internet:Yes

This lovely ground level vacation rental home - - three bedrooms and two full baths private home in a quiet Anna Maria City neighborhood. Beautiful tropical setting with a brand new heated salt water pool. Lovingly and locally decorated to make you feel right at home! Walking distance...

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Beautiful Romantic Bedroom with Deck
1 / 17

Anna Maria Home
2 Bedrooms / 1 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

(2)“ Excellent ”2 Reviews

from

$68

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$68 - $146
Per month:$2,040 - $4,380
Pets allowed:Yes
Internet:Yes

This newly remodeled and updated island vacation rental duplex is just a stroll to the Gulf of Mexico and our beautiful sunsets. This home has been decorated to make you feel like you were in Key West. The living room offers an open floor plan to the kitchen to enjoy the family during...

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Back yard
1 / 16

Anna Maria Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

(4)“ Very Good ”4 Reviews

from

$100

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$100 - $210
Per month:$3,000 - $6,300
Pets allowed:No
Internet:Yes

Great ground level home on Maple Ave in Anna Maria CIty. West of Gulf Drive with no busy roads to cross. Three bedrooms and two baths. Extra bonus sun room off new deck perfect for a cookout. Kitchen is large enough to try your hand at island cusine, yet the Sandbar Restaurant is...

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Pool
1 / 30

Anna Maria Home
4 Bedrooms / 2 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

(15)“ Excellent ”15 Reviews

from

$260

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Home
Per night:$260 - $550
Per month:$7,800 - $16,500
Pets allowed:No
Internet:Yes

Some Fall weeks as low as $1400 - grab your week now before the owner comes to his senses Steps to the beach - "Old Florida" large beach cottage located at 117 Peppertree Avenue, Anna Maria, Anna Maria Island, FL - - (4) Bed: (2 ) Bath: Accommodates up to (10) people: 2 King,...

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Anna Maria Florida Vacation Rentals - Home
1 / 15

Anna Maria Home
2 Bedrooms / 1 Bathroom / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$286

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$286 - $457
Per month:$8,580 - $13,710
Pets allowed:No
Internet:Yes

DIRECT GULF FRONT cottage in City of Anna Maria. This totally remodeled vintage beach cottage is located directly on the beautiful white sand beaches on Anna Maria island. As you can see, the cottage faces west on one of the best rated beaches in the world by several travel magazines....

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Pool
1 / 36

Anna Maria Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

(3)“ Excellent ”3 Reviews

from

$189

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$189 - $284
Per month:$5,670 - $8,520
Pets allowed:No
Internet:Yes

Tropical three bedroom and two bath large beach vacation rental cottage completely renovated with everything new. The brand new pool is a tropical paradise with a spa, a small wading area great for the little ones and a shuffle board court, too! The large open floor plan of living...

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Pool area
1 / 14

Anna Maria Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$215

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$215 - $361
Per month:$6,450 - $10,830
Pets allowed:No
Internet:Yes

Right across from the beach! This new ground level home awaits you and your family for a wonderful vacation. Enjoy everything from the heated pool to the soft sand beaches of Anna Maria Island. Everything is new and top of the line for your all of your holiday needs. This is a well...

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Anna Maria Florida Vacation Rentals - Home
1 / 25

Anna Maria Home
2 Bedrooms / 2 Bathrooms / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

(1)“ Excellent ”1 Review

from

$138

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$138 - $263
Per month:$4,140 - $7,890
Pets allowed:Yes
Internet:Yes

Welcome to "Holly Hideaway" located on the northern end of beautiful Anna Maria Island. This lovely two bedroom and two bath vacation rental features all that you will need to stay a week or a month! Feel the breezes through the screened lanai or lounge by the new heated pool located...

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Anna Maria Florida Vacation Rentals - Home
1 / 9

Anna Maria Home
3 Bedrooms / 2 Bathrooms / Sleeps 7
Home / 3 Bedrooms / Sleeps 7

(1)“ Excellent ”1 Review

from

$114

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$114 - $240
Per month:$3,420 - $7,200
Pets allowed:No
Internet:Yes

This lovely elevated vacation rental home features three bedrooms, two baths and a large living/dining room area for entertainment. The large screened lanai off the living room makes a pleasant place for morning coffee, evening meals or just sitting back, relaxing and reading. ...

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Anna Maria Florida Vacation Rentals - Home
1 / 26

Anna Maria Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$128

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$128 - $276
Per month:$3,840 - $8,280
Pets allowed:Yes
Internet:Yes

This newly remodeled and updated island vacation rental duplex is just a stroll to the Gulf of Mexico and our beautiful sunsets. This home has been decorated to make you feel like you were in Key West. This unique unit is actually two separate living spaces that adjoin in the center....

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Anna Maria Florida Vacation Rentals - Home
1 / 11

Anna Maria Home
2 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$105

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$105 - $221
Per month:$3,150 - $6,630
Pets allowed:Yes
Internet:Yes

Welcome to Sea 'Esta, located at 890 North Shore and enjoy this upscale designer home. Your beach access is a short stroll away and easy walk to the Rod N Reel Pier. Enjoy the feel of old Florida in this nicely furnished 2 bedroom 2 bath vacation rental get away. This is a desirable...

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Anna Maria Florida Vacation Rentals - Home
1 / 29

Anna Maria Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

(9)“ Excellent ”9 Reviews

from

$159

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$159 - $292
Per month:$4,770 - $8,760
Pets allowed:No
Internet:Yes

What a special place! Remember days gone by in this Key West style island getaway with sparkling pool in a tropical paradise setting. Spacious three bedroom plus den and two bath vacation rental home in desirable Anna Maria City. This property is close to everything including the...

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Anna Maria Florida Vacation Rentals - Home
1 / 21

Anna Maria Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$114

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$114 - $193
Per month:$3,420 - $5,790
Pets allowed:Yes
Internet:Yes

Welcome to 871 No Shore guest cottage. Enjoy the feel of "old Florida" with this charming split level 3 bedroom 2 bathroom accommodations located behind the main house. Great bayfront location with direct access to bay. Feel free to walk along the main house with easy access to the...

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Anna Maria Florida Vacation Rentals - Home
1 / 14

Anna Maria Home
2 Bedrooms / 2 Bathrooms / Sleeps 7
Home / 2 Bedrooms / Sleeps 7

(8)“ Excellent ”8 Reviews

from

$124

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:7
Type:Home
Per night:$124 - $270
Per month:$3,720 - $8,100
Pets allowed:Yes
Internet:Yes

The various shades of blue throughout 207 Coconut might be a bit misleading since you'll feel anything but during your stay in it. But then again, this is the water lover's dream vacation cottage. You have the option of swimming in either natural or manmade beauty. The beach is located...

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Anna Maria Florida Vacation Rentals - Home
1 / 13

Anna Maria Home
2 Bedrooms / 2 Bathrooms / Sleeps 5
Home / 2 Bedrooms / Sleeps 5

(1)“ Poor ”1 Review

from

$149

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:5
Type:Home
Per night:$149 - $294
Per month:$4,470 - $8,820
Pets allowed:Yes
Internet:Yes

Mangrove Cottage Welcomes You! A charming two bedroom, two bath vacation rental home only one house from the sandy beach of Anna Maria Island on the Gulf of Mexico. Mangrove Cottage is very comfortable, bright and decorated for relaxed tropical living. Should you desire to lounge...

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Anna Maria Florida Vacation Rentals - Home
1 / 30

Anna Maria Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

(7)“ Excellent ”7 Reviews

from

$192

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$192 - $344
Per month:$5,760 - $10,320
Pets allowed:Yes
Internet:Yes

Welcome to Willow Cottage located West of Gulf Dr at 108 Willow and on beautiful Anna Maria Island. This lovely ground level Anna Maria Island beach bungalow awaits you for the vacation you deserve! This rental home is stylishly decorated with touches of both new and old Florida....

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Anna Maria Florida Vacation Rentals - Home
1 / 35

Anna Maria Home
4 Bedrooms / 4 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$365

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$365 - $750
Per month:$10,950 - $22,500
Pets allowed:No
Internet:Yes

Located at the prestigious north end of Anna Maria, Blue Waters on Willow Avenue is a beautiful private resort- style villa, just minutes walk from the gorgeous white sand beaches of Anna Maria Island and a few blocks away from the individual shops, restaurants and bars of Pine...

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Anna Maria Florida Vacation Rentals - Home
1 / 11

Anna Maria Home
2 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$143

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$143 - $185
Per month:$4,290 - $5,550
Pets allowed:Yes
Internet:Yes

Welcome to "Garden Cottage" located in the heart of Anna Maria City. Enjoy this charming island cottage and you will enjoy all that the island has to offer. Stroll to dining and all the new shops on Pine Ave. Just a short stroll and you will be at the City Pier where you can catch...

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Anna Maria Florida Vacation Rentals - Home
1 / 38

Anna Maria Home
4 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$314

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$314 - $435
Per month:$9,420 - $13,050
Pets allowed:Yes
Internet:Yes

Welcome to the Dolphin/Heron located at 706 Rose Street . This quaint duplex with each unit having 2 bedroom 1 bath and located on a quiet street on the north end of beautiful Anna Maria Island awaits the vacationer in you. Recently updated and all new furniture throughout will accommodate...

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Anna Maria Florida Vacation Rentals - Home
1 / 21

Anna Maria Home
2 Bedrooms / 1 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$157

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$157 - $218
Per month:$4,710 - $6,540
Pets allowed:Yes
Internet:Yes

Welcome to the Heron located at 706 Rose unit A. This quaint 2 bedroom 1 bath duplex located on a quiet street on the north end of beautiful Anna Maria Island awaits the vacationer in you. Recently updated and all new furniture throughout will accommodate up to 4 people. There is ...

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Anna Maria Florida Vacation Rentals - Home
1 / 12

Anna Maria Home
2 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$93

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$93 - $180
Per month:$2,790 - $5,400
Pets allowed:No
Internet:Yes

Steps to the beach - "Old Florida" beach cottage located at 118 Palmetto Avenue, Anna Maria, Anna Maria Island, FL - - (2) Bed: (2 ) Bath: Accommodates up to (6) people: 1 King, 2 twins, 1 queen sleeper: Wireless : free long distance phone in the USA and enhanced cable channels....

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Anna Maria Florida Vacation Rentals - Home
1 / 25

Anna Maria Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$294

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$294 - $362
Per month:$8,820 - $10,860
Pets allowed:No
Internet:Yes

Paradise Pointe located in the quiet north end of beautiful Anna Maria awaits the vacationer in you. This picture perfect ground level three bedroom two bathroom vacation rental single family home is located on a lagoon canal and has a private heated pool & spa. Also, it is about...

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Anna Maria Florida Vacation Rentals - Home
1 / 17

Anna Maria Home
2 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$100

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$100 - $129
Per month:$3,000 - $3,870
Pets allowed:Yes
Internet:No

This elevated 2BR/2BA home is located directly across from the beach at the quiet North end of the Island. Enjoy the gulf breezes from the large screened lanai. Fully equipped kitchen including a dishwasher. Laundry room with Washer/Dryer. Bed sizes are a Queen bed, two twin beds...

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Anna Maria Florida Vacation Rentals - Home
1 / 19

Anna Maria Home
4 Bedrooms / 2 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$229

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Home
Per night:$229 - $358
Per month:$6,870 - $10,740
Pets allowed:No
Internet:No

This vintage Island beachfront home has 4 sleeping rooms and 2 bathrooms. Enjoy the charm of yesterday in this great family beach house located between Palm and Magnolia Avenues. Excellent Gulf views, steps to beautiful, white sandy beaches. This home includes a washer/dryer, dishwasher,...

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Anna Maria Florida Vacation Rentals - Home
1 / 28

Anna Maria Home
4 Bedrooms / 4 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$158

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$158 - $200
Per week:$1,100 - $1,400
Pets allowed:No
Internet:Yes

Bring the family and come enjoy our beautiful beaches! This 4BR/4BA elevated home is only one short block to the beach with direct beach access. This spacious home has plenty of room for family with 2 king size beds, a queen bed and two twins. Large, fully equipped kitchen, laundry...

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Anna Maria Florida Vacation Rentals - Home
1 / 15

Anna Maria Home
3 Bedrooms / 2 Bathrooms / Sleeps 7
Home / 3 Bedrooms / Sleeps 7

from

$136

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$136 - $186
Per week:$950 - $1,300
Pets allowed:No
Internet:No

Located at the quiet North end of Anna Maria this 3BR/2BA canal front home comes with exceptional views! There are two screened lanais, a boat dock and a garage. Brand new Kitchen with granite countertops and new appliances. Updated furnishings. There are two full size beds, one...

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Anna Maria Florida Vacation Rentals - Home
1 / 22

Anna Maria Home
2 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$165

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$165 - $258
Per month:$4,950 - $7,740
Pets allowed:No
Internet:No

Newly updated home with Pool! ! Elevated 2BR/2BA home with open floor plan and large screened lanai. One short block with direct access to the beautiful white sand beach. This home has just been updated with wood flooring, new carpet and granite countertops. Enjoy the outside pool...

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Anna Maria Florida Vacation Rentals - Home
1 / 23

Anna Maria Home
2 Bedrooms / 1 Bathroom / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$104

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$104 - $140
Per month:$3,120 - $4,200
Pets allowed:No
Internet:Yes

This cute 2BR/1BA beach bungalow is on the Gulf side very close to the beach and located at the quiet north end of the Island. Direct beach access just a few properties away. Enjoy the gulf breezes from the screened lanai or the open brick paver patio. This bungalow has plenty of ...

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Anna Maria Florida Vacation Rentals - Home
1 / 20

Anna Maria Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$129

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$129 - $186
Per month:$3,870 - $5,580
Pets allowed:No
Internet:No

It doesn't get much better than this! Relaxing on the Screened lanai overlooking the blue waters of Tampa Bay and the Gulf of Mexico. This elevated 3 bedroom, 2 bath Direct Bay Front home has wonderful views from the master bedroom, living room and screened lanai. Private setting...

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Anna Maria Florida Vacation Rentals - Home
1 / 20

Anna Maria Home
1 Bedroom / 1 Bathroom / Sleeps 4
Home / 1 Bedroom / Sleeps 4

from

$90

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Home
Per night:$90 - $111
Per week:$625 - $775
Pets allowed:No
Internet:No

Located in the heart of Anna Maria Village this recently updated one bedroom apartment is located just a few houses from the beautiful Gulf Beaches. Direct beach access with no streets to cross! 146 steps to the beach and less than a 2 minute walk. Bring your boats and wave runners...

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Anna Maria Florida Vacation Rentals - Home
1 / 28

Anna Maria Home
2 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 2 Bedrooms / Sleeps 8

from

$93

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:8
Type:Home
Per night:$93 - $143
Per week:$650 - $1,000
Pets allowed:No
Internet:No

The Canary Cottage has 2 bedrooms plus a bunkroom - and 2 full baths and will Sleep up to 8. Located in the heart of Anna Maria City- This Key West charmer is elevated and has been updated with new tile, fixtures, plus a new tub/shower! Updated furnishings, and appliances, ...

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Anna Maria Florida Vacation Rentals - Home
1 / 22

Anna Maria Home
2 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$260

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$260
Per month:$7,800
Pets allowed:No
Internet:Yes

Nothing better than having the beach at your doorstep! Located in the heart of Anna Maria city this 2 bedroom, 2 bath Direct Gulf Front cottage has 100 feet of Gulf front beach. Enjoy the views from the enclosed sitting room or the observation deck. Amenities include washer/dryer,...

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Anna Maria Florida Vacation Rentals - Home
1 / 23

Anna Maria Home
2 Bedrooms / 2 Bathrooms / Sleeps 5
Home / 2 Bedrooms / Sleeps 5

from

$125

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:5
Type:Home
Per night:$125 - $160
Per month:$3,750 - $4,800
Pets allowed:No
Internet:No

Palm Court Villas are located in the heart of Anna Maria Village with a short stroll to great local restaurants, shops and the Community Center. Beautiful white sand beaches are just one short block away. You have direct beach access to one of the best beaches on the Island. This...

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Anna Maria Florida Vacation Rentals - Home
1 / 20

Anna Maria Home
2 Bedrooms / 1 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

(1)“ Excellent ”1 Review

from

$111

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$111 - $143
Per month:$3,330 - $4,290
Pets allowed:No
Internet:No

"The Mermaid's Purse" is a charming cottage located just one property away from the beautiful white sand beaches in the city of Anna Maria. If you are looking for a fairly priced property that is well equipped, clean and comfortable then this cottage if for you! ! The cottage is...

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Anna Maria Florida Vacation Rentals - Home
1 / 16

Anna Maria Home
2 Bedrooms / 1 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$97

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$97 - $122
Per month:$2,910 - $3,660
Pets allowed:No
Internet:No

This Charming 2BR/1BA beach cottage is just a few properties to the beach and has direct beach access. No streets to cross to get to the beach! Updated kitchen with an apartment size electric range and full size refrigerator. The bedrooms have a Queen size bed and two twin beds. ...

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Anna Maria Florida Vacation Rentals - Home
1 / 17

Anna Maria Home
2 Bedrooms / 1 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

(1)“ Excellent ”1 Review

from

$97

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$97 - $125
Per month:$2,910 - $3,750
Pets allowed:No
Internet:No

This cute 2 bedroom, 1 bath unit is located at the quiet North End of Anna Maria Island just steps to beautiful white sand beaches. Only 6 properties to the beach access. Nature lovers will enjoy bird watching along the beaches at Bean Point. Rod- N- Reel Pier is not too far away...

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Anna Maria Florida Vacation Rentals - Home
1 / 18

Anna Maria Home
2 Bedrooms / 2 Bathrooms / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$104

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$104 - $125
Per week:$725 - $875
Pets allowed:No
Internet:No

Located in the heart of Anna Maria Village and walking distance to everything fun! This 2BR/1. 5 Duplex apartment has been recently updated and is located a few houses from the beautiful Gulf Beaches. Direct beach access with no streets to cross. 146 steps to the beach and less than...

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Anna Maria Florida Vacation Rentals - Home
1 / 12

Anna Maria Home
2 Bedrooms / 1 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$79

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$79 - $122
Per month:$2,370 - $3,660
Pets allowed:No
Internet:Yes

Tropical paradise awaits at this 2BR/1BA villa located across the street from the beach at the beautiful, quiet North End of Anna Maria Island. Sleeps 4 with a double bed and two twin beds. Nicely furnished with tiled floors and updated interior. Enjoy the Gulf breezes from your ...

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Anna Maria Florida Vacation Rentals - Home
1 / 35

Anna Maria Home
3 Bedrooms / 4 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$250

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:8
Type:Home
Per night:$250 - $375
Per month:$7,500 - $11,250
Pets allowed:No
Internet:Yes

Stay from NOW until the end of 2014 25% off! ! Stay a week or a month and save! (no other discounts would apply, new reservations only). Living at the beach is like living anywhere else except it's BETTER in almost every way imaginable! You will enjoy the morning sun as it rises...

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Anna Maria Florida Vacation Rentals - Home
1 / 34

Anna Maria Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$286

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$286 - $500
Per month:$8,580 - $15,000
Pets allowed:No
Internet:Yes

"Living The Dream" is a spacious 2, 650 sq. ft. luxurious private vacation rental home with an attached 1 car garage and has been recently re- modeled with ALL NEW furnishing throughout. This 4 bedroom, 3 bath island home sleeps 8 comfortably with new Stearns & Foster and new Sealy...

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Anna Maria Florida Vacation Rentals - Home
1 / 19

Anna Maria Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$136

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$136 - $219
Per month:$4,080 - $6,570
Pets allowed:No
Internet:Yes

Steps to the beach - "Old Florida" beach cottage located at 11107 Gulf Drive, Anna Maria, Anna Maria Island, FL - - (3) Bed: (2 ) Bath: Accommodates up to (6) people: 2 Kings 1 Queen, Adorable three bedroom and two bath beach cottage rental so close to the beach you can smell...

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Anna Maria Florida Vacation Rentals - Home
1 / 42

Anna Maria Home
2 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$211

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$211 - $344
Per month:$6,330 - $10,320
Pets allowed:Yes
Internet:Yes

The special "North End" vacation rental is immaculately clean and whimsically decorated, professionally landscaped, and boasts one of the larger pools and larger backyards on the Island. The spa is accented by iridescent glass. The 20' tall Chickee (tiki) hut was hand- built by ...

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Anna Maria Florida Vacation Rentals - Home
1 / 10

Anna Maria Home
2 Bedrooms / 1 Bathroom / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$79

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$79 - $165
Per month:$2,370 - $4,950
Pets allowed:No
Internet:Yes

This newly remodeled two bedroom duplex is situated halfway between the Gulf of Mexico and the Tampa Bay. Not more than 3 blocks in either direction. It is located on the north end of Anna Maria Island on Magnolia Avenue. The duplex is furnished with Tommy Bahama style furniture which...

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Anna Maria Florida Vacation Rentals - Home
1 / 24

Anna Maria Home
2 Bedrooms / 1 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$157

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$157 - $218
Per month:$4,710 - $6,540
Pets allowed:Yes
Internet:Yes

Welcome to the Dolphin located at 706 Rose unit B. This quaint 2 bedroom 1 bath duplex located on a quiet street on the north end of beautiful Anna Maria Island awaits the vacationer in you. Recently updated and all new furniture throughout will accommodate up to 4 people. There is...

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Anna Maria Florida Vacation Rentals - Home
1 / 38

Anna Maria Home
4 Bedrooms / 4 Bathrooms / Sleeps 12
Home / 4 Bedrooms / Sleeps 12

from

$429

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:12
Type:Home
Per night:$429 - $975
Per month:$12,870 - $29,250
Pets allowed:No
Internet:Yes

Casa Bonita located at 230 Oak Ave Anna Maria, FL is a brand NEW custom built home and new to vacation rentals. Come experience this very upscale private single family home on a quiet street in the City of Anna Maria on beautiful Anna Maria Island, FL. just a short stroll to the...

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Anna Maria Florida Vacation Rentals - Home
1 / 57

Anna Maria Home
6 Bedrooms / 3 Bathrooms / Sleeps 16
Home / 6 Bedrooms / Sleeps 16

from

$475

/ night

Email Owner
Bedrooms:6
Bathrooms:3
Sleeps:16
Type:Home
Per night:$475 - $1,000
Per month:$14,250 - $30,000
Pets allowed:Yes
Internet:Yes

Grande Haven is a spectacular example of high architecture, fine design and custom finishing at its best. This home was designed by the award winning Gene Leedy, combining the use of pre- stressed concrete, contemporary architecture and a splash of British East Indies Island flavor....

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Anna Maria Florida Vacation Rentals - Home
1 / 20

Anna Maria Home
3 Bedrooms / 2 Bathrooms / Sleeps 9
Home / 3 Bedrooms / Sleeps 9

(1)“ Excellent ”1 Review

from

$136

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:9
Type:Home
Per night:$136 - $285
Per month:$4,080 - $8,550
Pets allowed:Yes
Internet:Yes

Three Bedroom elevated recently renovated private home. This property in Anna Maria City and West of Gulf Drive! Gorgeous outdoor elevated covered deck is a perfect spot to relax and let your cares be whisked away by the Gulf Breezes. Just a few hundred steps from the Gulf of Mexico...

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