Anna Maria Vacation Rentals, Homes, & More

1-47 of 47 Anna Maria Rentals

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Anna Maria Home
1 Bedroom / 1 Bathroom / Sleeps 3

from

$200

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:3
Type:Home
Per night:$200 - $250
Per week:$800
Pets allowed:No
Internet:No

This is a beautiful beach home located on Anna Maria, Florida. This home has 1 bed room, 1 bath room, a garage with accessible laundry equipment, and an outdoor patio. The beach is just across the street. $800. 00 a week. Exceptions can be made....

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Anna Maria Florida Vacation Rentals - Home
1 / 22

Anna Maria Home
8 Bedrooms / 6.5 Bathrooms / Sleeps 20

from

$875

/ night

Email Owner
Bedrooms:8
Bathrooms:6.5
Sleeps:20
Type:Home
Per night:$875 - $1,000
Per month:$26,250 - $30,000
Pets allowed:No
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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Anna Maria Florida Vacation Rentals - Home
1 / 20

Anna Maria Home
4 Bedrooms / 3.5 Bathrooms / Sleeps 8

from

$558

/ night

Email Owner
Bedrooms:4
Bathrooms:3.5
Sleeps:8
Type:Home
Per night:$558 - $972
Per week:$3,900 - $6,800
Pets allowed:No
Internet:Yes

This brand new 4 bedrooms and 4 bathrooms home has some of the best sunset views on Anna Maria Island! ! Located a block from the beach, it is only a two minute walk until white powdery sand is between your toes! Easy on the kids and even easier on you! Around the corner from ...

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Anna Maria Florida Vacation Rentals - Home
1 / 35

Anna Maria Home
4 Bedrooms / 4 Bathrooms / 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 / 38

Anna Maria Home
4 Bedrooms / 2 Bathrooms / Sleeps 8

from

$310

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$310 - $460
Per month:$9,300 - $13,800
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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Pool
1 / 43

Anna Maria Home
3 Bedrooms / 8 Bathrooms / Sleeps 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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Anna Maria Florida Vacation Rentals - Home
1 / 12

Anna Maria Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$93

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$93 - $216
Per month:$2,790 - $6,480
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 / 21

Anna Maria Home
2 Bedrooms / 1 Bathroom / Sleeps 4

from

$155

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$155 - $230
Per month:$4,650 - $6,900
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 / 17

Anna Maria Home
2 Bedrooms / 1 Bathroom / Sleeps 6

“ Excellent ”1 Review

from

$95

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$95 - $197
Per month:$2,850 - $5,910
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
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Anna Maria Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$294

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$294 - $420
Per month:$8,820 - $12,600
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
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Anna Maria Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$141

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$141 - $288
Per month:$4,230 - $8,640
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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Lovely Island Home
1 / 19

Anna Maria Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$125

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$125 - $242
Per month:$3,750 - $7,260
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
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Anna Maria Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$250

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$250 - $500
Per month:$7,500 - $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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Pool
1 / 35

Anna Maria Home
3 Bedrooms / 4 Bathrooms / Sleeps 8

from

$250

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:8
Type:Home
Per night:$250 - $429
Per month:$7,500 - $12,870
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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Lanai
1 / 10

Anna Maria Home
2 Bedrooms / 1 Bathroom / Sleeps 6

from

$79

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$79 - $189
Per month:$2,370 - $5,670
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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Back yard
1 / 16

Anna Maria Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”4 Reviews

from

$100

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$100 - $247
Per month:$3,000 - $7,410
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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Anna Maria Florida Vacation Rentals - Home
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Anna Maria Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$211

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$211 - $395
Per month:$6,330 - $11,850
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
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Anna Maria Home
3 Bedrooms / 2 Bathrooms / Sleeps 9

“ Excellent ”1 Review

from

$136

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:9
Type:Home
Per night:$136 - $342
Per month:$4,080 - $10,260
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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Anna Maria Florida Vacation Rentals - Home
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Anna Maria Home
4 Bedrooms / 2 Bathrooms / Sleeps 10

“ Excellent ”15 Reviews

from

$179

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Home
Per night:$179 - $578
Per month:$5,370 - $17,340
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 / 24

Anna Maria Home
2 Bedrooms / 1 Bathroom / Sleeps 4

from

$155

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$155 - $230
Per month:$4,650 - $6,900
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

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

from

$428

/ night

Email Owner
Bedrooms:6
Bathrooms:3
Sleeps:16
Type:Home
Per night:$428 - $1,200
Per month:$12,840 - $36,000
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 / 17

Anna Maria Home
2 Bedrooms / 1 Bathroom / Sleeps 4

“ Excellent ”2 Reviews

from

$68

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$68 - $167
Per month:$2,040 - $5,010
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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Anna Maria Florida Vacation Rentals - Home
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Anna Maria Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$215

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$215 - $420
Per month:$6,450 - $12,600
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

“ Excellent ”1 Review

from

$138

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$138 - $300
Per month:$4,140 - $9,000
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 / 10

Anna Maria Home
2 Bedrooms / 1 Bathroom / Sleeps 4

from

$68

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$68 - $163
Per month:$2,040 - $4,890
Pets allowed:Yes
Internet:Yes

This Island holiday home with easy access to the Gulf of Mexico and colorful sunsets. Two bedroom and one bath vacation rental in a desirable north end of Anna Maria location. It is also just a flip- flop walk to the pristine gulf beaches. Pet friendly and wireless internetThere are...

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Anna Maria Florida Vacation Rentals - Home
1 / 15

Anna Maria Home
2 Bedrooms / 1 Bathroom / Sleeps 6

from

$286

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$286 - $525
Per month:$8,580 - $15,750
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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Private Sitting Area
1 / 9

Anna Maria Home
3 Bedrooms / 2 Bathrooms / Sleeps 7

“ Excellent ”1 Review

from

$114

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$114 - $274
Per month:$3,420 - $8,220
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
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Anna Maria Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”9 Reviews

from

$159

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$159 - $327
Per month:$4,770 - $9,810
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 / 12

Anna Maria Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”3 Reviews

from

$214

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$214 - $450
Per month:$6,420 - $13,500
Pets allowed:Yes
Internet:Yes

801 Jacaranda located just two blocks from Bean Point on beautiful Anna Maria Island, FL. This recently totally remodeled home offers designer features throughout and upscale furnishings. There are 3 bedrooms and 2 bathrooms with large living room and dining area. The kitchen has...

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Pool
1 / 36

Anna Maria Home
3 Bedrooms / 2 Bathrooms / Sleeps 10

“ Excellent ”3 Reviews

from

$180

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:10
Type:Home
Per night:$180 - $318
Per month:$5,400 - $9,540
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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Anna Maria Florida Vacation Rentals - Home
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Anna Maria Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

from

$319

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$319 - $575
Per month:$9,570 - $17,250
Pets allowed:No
Internet:Yes

Now until December 31st 2014 Weekly Special of $1, 549. 00 ( no other discounts would apply and NON- holiday week. )Enjoy fantastic sunsets and views of the aqua blue waters of the Gulf of Mexico from this 4 bedroom 3 bath Anna Maria City vacation rental home. Enjoy the best location...

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Pool Area
1 / 28

Anna Maria Home
5 Bedrooms / 4 Bathrooms / Sleeps 12

“ Excellent ”2 Reviews

from

$429

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:12
Type:Home
Per night:$429 - $975
Per month:$12,870 - $29,250
Pets allowed:No
Internet:Yes

Welcome to "My Sister's Beach House" located at 520 Bayview Place on beautiful Anna Maria Island, Florida. This luxurious home has just been all updated and welcomes the vacationers who want to make their time on our beautiful island a wonderful experience. This luxury vacation rental...

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Anna Maria Florida Vacation Rentals - Home
1 / 33

Anna Maria Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$178

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$178 - $304
Per month:$5,340 - $9,120
Pets allowed:Yes
Internet:Yes

Welcome to "La Vie en Rose"" located at 616 Rose Street on the northern end of beautiful Anna Maria Island. This lovely three 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...

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Anna Maria Florida Vacation Rentals - Home
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Anna Maria Home
5 Bedrooms / 8 Bathrooms / Sleeps 10

from

$200

/ night

Email Owner
Bedrooms:5
Bathrooms:8
Sleeps:10
Type:Home
Per night:$200 - $350
Per month:$6,000 - $10,500
Pets allowed:No
Internet:Yes

Welcome to "The Palms, " a large and spacious Island holiday home with views of the Gulf of Mexico and colorful sunsets. Relax in a five bedroom and 3 1/2 bath vacation rental at the desirable northern end of Anna Maria. It is just a flip- flop walk to the pristine gulf beaches. ...

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Anna Maria Florida Vacation Rentals - Home
1 / 12

Anna Maria Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$114

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$114 - $214
Per month:$3,420 - $6,420
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 / 26

Anna Maria Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$128

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$128 - $316
Per month:$3,840 - $9,480
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
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Anna Maria Home
2 Bedrooms / 2 Bathrooms / Sleeps 7

“ 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 / 14

Anna Maria Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$125

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$125 - $309
Per month:$3,750 - $9,270
Pets allowed:No
Internet:Yes

When a starfish wants to get away, it's more than happy to just detach an arm and take time to recuperate. This elevated coastal cottage might be worth giving up an arm, but we can skip that part and just focus on you relaxing. Located just east of Gulf Drive, a scenic 200- yard...

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Anna Maria Florida Vacation Rentals - Home
1 / 30

Anna Maria Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ 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 / 11

Anna Maria Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$105

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$105 - $252
Per month:$3,150 - $7,560
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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Steps to the beach
1 / 13

Anna Maria Home
2 Bedrooms / 2 Bathrooms / Sleeps 5

“ Poor ”1 Review

from

$149

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:5
Type:Home
Per night:$149 - $342
Per month:$4,470 - $10,260
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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Outdoor sitting area
1 / 11

Anna Maria Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$143

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$143 - $212
Per month:$4,290 - $6,360
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 / 23

Anna Maria Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”1 Review

from

$96

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$96 - $238
Per month:$2,880 - $7,140
Pets allowed:No
Internet:Yes

Welcome to Peony House! This brand NEW, custom- built, elevated vacation rental home features four bedrooms, three baths, a large living room, and a dining room area for entertainment. From the moment you walk through the front door into this light and airy house, you will ...

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Anna Maria Florida Vacation Rentals - Home
1 / 29

Anna Maria Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$180

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$180 - $315
Per month:$5,400 - $9,450
Pets allowed:Yes
Internet:Yes

Welcome to 721 Holly Road located on the northern end of beautiful Anna Maria Island. This lovely single family elevated three 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 ...

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Anna Maria Florida Vacation Rentals - Home
1 / 24

Anna Maria Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$132

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$132 - $317
Per month:$3,960 - $9,510
Pets allowed:No
Internet:Yes

Directly on beautiful Tampa Bay and views of the Sunshine Bridge makes this the picture perfect vacation rental. "Sangria Sunrise" Cottage is a 3 bedroom 3 bathroom ground level single family home in the City of Anna Maria. The bay front patio is perfect for soaking up the sun and...

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Anna Maria Florida Vacation Rentals - Home
1 / 16

Anna Maria Home
2 Bedrooms / 2 Bathrooms / Sleeps 8

“ Average ”1 Review

from

$132

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:8
Type:Home
Per night:$132 - $317
Per month:$3,960 - $9,510
Pets allowed:Yes
Internet:Yes

This bay front private home is on Tampa Bay and you will enjoy the views of the water not to mention Dolphins swimming by. The bayfront is furnished with beach style furniture which offers a rich and comfortable atmosphere and is fully furnished with all comforts of home for a worry-...

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