Vacation Rentals & Beach Rentals in Anna Maria Island

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171 beach rentals

Runaway Bay - Bradenton Beach - Bay View Unit 193

Anna Maria Island condo

2 bedrooms / 2 bathrooms / sleeps 5

“Home away from home” This place is an incredible value. It's spacious and comfortable, and we felt right at home. Sarasota Bay is just steps from the back patio, and it's so lovely to sit outside and watch water--so many fish, dolphins, and birds right there. Everything was in good working order and clean upon our arrival. The beach is a quick walk across the street from the complex, and we spent a lot of time at the heated pool. We would love to rent this unit again! PERFECT LOCATION.

Responds fast! avg. 1 hour 8 minutes

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$131

ANNA MARIA ISLAND DIRECT GULF FRONT CONDO

Anna Maria condo

2 bedrooms / 2 bathrooms / sleeps 4

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$205

Runaway Bay

Bradenton Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

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$148

Resort 66 on the beautiful BEACH - Gulf of Mexico,

Anna Maria Island condo

1 bedroom / 1 bathroom / sleeps 4

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$164

Anna Maria Island Beach Palms 7A

Bradenton Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 48 minutes

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$344

Great rentals within 20 miles that match your search

Zilli Tower 503

Longboat Key condo

1 bedroom / 1 bathroom / sleeps 6

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$228

Luxury Condo 2Bd/2Ba, 1st Flr, 1 mile to IMG Academy

Bradenton apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Great place!” Like usual Shorewalk does not disappoint. However the condo we stayed at this time was above and beyond any others we have stayed at this far! Thank you James!

Responds fast! avg. 3 hours 49 minutes

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$97

Florida Ocean Front Condo March 21- March 28 or April 11 -21, 2020

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 41 minutes

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$331

FAMILY BEACH VACATION! FANTASTIC 2BR/2BA, POOL, PARKING, HOT TUB, BALCONY

Treasure Island apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$228

NEW LISTING, Two Comfy 2BR/2BA Apartments with Balcony, Right On The Beach, Pool

Treasure Island apartment

4 bedrooms / 4 bathrooms / sleeps 12

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$410

STEPS TO THE BEACH! DESIGN BAY FRONT 2BR, POOL

Treasure Island apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$207

Braden River Bayou Cottage

Lakewood Ranch cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 20 minutes

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$126

Zilli Ocean Front 202 & Suite

Longboat Key condo

1 bedroom / 1 bathroom / sleeps 6

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$170

Seashell Resort

Redington Beach manor house

5 bedrooms / 4 bathrooms / sleeps 13

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$1,142

Paradise Found! Amazing water views from your private balcony.

Madeira Beach condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 7 minutes

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$143

Executive Lakefront 2 Bdrm Condo,Mins to Beach /Anna Maria Island / IMG Academy

Bradenton condo

2 bedrooms / 2 bathrooms / sleeps 4

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$132

Condo on the Key

St. Petersburg apartment

2 bedrooms / 2 bathrooms / sleeps 3

“Immaculate” I had a wonderful stay at the condo in the key. Robin was easy to work with and always responsive. The condo was very clean and well stocked. If you are looking for a place where you can lay back and relax this is a nice condo. I loved that it's in a gated area.

Responds fast! avg. 3 hours 24 minutes

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$138

Zilli Ocean Front 201 & Suite

Longboat Key condo

1 bedroom / 1 bathroom / sleeps 6

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$159

INCREDIBLE 2BR/2BA WITH GULF VIEW, POOL, HOT TUB, BAR, RIGHT ON THE BEACH

Treasure Island apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$228

Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!

Bradenton apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$114

NEW LISTING, Two Comfy 2BR/2BA Apartments with Balcony, BBQ, Tennis, Parking

Bradenton apartment

2 bedrooms / 2 bathrooms / sleeps 5

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$134

STEPS TO THE BEACH 1 BR SUITE, SUNSET VIEW!

Madeira Beach apartment

1 bedroom / 1 bathroom / sleeps 4

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$228

SUPERB 2BR/2BA, POOL, HOT TUB,TENNIS, BBQ, CLOSE TO IMG, BEACHES

Bradenton apartment

2 bedrooms / 2 bathrooms / sleeps 5

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$134

RIGHT ON THE BEACH, 2 x 2BR/2BA APTSs, FAMILY FRIENDLY, 2 POOLS, PARKING

Treasure Island apartment

4 bedrooms / 4 bathrooms / sleeps 12

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$457

A Paradise for Golfers and Tennis players

Bradenton apartment

3 bedrooms / 2 bathrooms / sleeps 6

“River strand condo” Been here 1 week and everything has been great. Owners are very helpful. River Strand has great golf, tennis, pools.

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$139

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$143

BRADENTON GETAWAY! THREE COMFY 2BR/2BA APTS FOR 15 GUESTS! POOL, TENNIS

Bradenton apartment

6 bedrooms / 6 bathrooms / sleeps 15

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Price per night from

$402

STEPS TO THE BEACH 2 BR SUITE, SUNSET VIEW!

Madeira Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$285

AVAILABLE JANUARY 2020! Just opened up! Book now!

Madeira Beach condo

2 bedrooms / 1 bathroom / sleeps 4

“get away” My experience was kinda shaky at first , I was given the wrong gate code to get in complex, plus there were a couple of wristbands for pool entry missing and a blind that was messed up,but was able to be fixed in about 15 minutes. Our reservations were never given to property managers at office as well, but as soon as Jennifer responded she was able to take care of that. I have been to 2 other units there and this unit is the most modern by far and is very clean,and a great spot in the complex.

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$80

Queen Bed Room at Palm Grove Inn Downtown St Pete

St. Petersburg hotel apartment

1 bedroom / 1 bathroom / sleeps 2

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$343

Acorn Cottage - Casual Elegance & Lots of Elbow Room

St. Petersburg apartment

2 bedrooms / 1 bathroom / sleeps 3

“perfect place to stay” my wife and i are from the uk and picked acorn cottage off flip key and we are so glad we did a perfect location and great place to stay.plenty of room very clean and we will be staying here again in the future thank you rick and angie

Responds fast! avg. 1 hour 26 minutes

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$92

VALUE DEAL! GREAT POOLSIDE KING UNIT! ON THE BEACH, HOT-TUB, TENNIS, GRILL

St. Pete Beach apartment

1 bedroom / 1 bathroom / sleeps 4

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$170

ST.PETE BEACH GETAWAY, LOVELY STUDIO SUITE! ON THE BEACH, POOL, TENNIS, BBQ

St. Pete Beach apartment

1 bedroom / 1 bathroom / sleeps 4

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$170

COOL UNIT WITH POOL VIEW! HOT-TUB, TENNIS, FITNESS, PARKING, BBQ 4

St. Pete Beach apartment

1 bedroom / 1 bathroom / sleeps 4

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$170

Shorewalk 'Turtle Cove': A+ Rated Resort Condo: Pools,spas, beach and IMG

Bradenton condo

2 bedrooms / 2 bathrooms / sleeps 4

“So Beautiful!” When we checked in to this wonderful ground floor villa, we were amazed. The photos online don't do this place justice - it is sooo beautiful and so comfortable!!!

Responds fast! avg. 32 minutes

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$100

RARE FIND! 3 BEAUTIFUL 2BR APTS FOR 15! POOL, TENNIS, CLOSE TO ATTRACTIONS

Bradenton apartment

6 bedrooms / 6 bathrooms / sleeps 15

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Price per night from

$402

STAY AT THE BEACH, GREAT POOLSIDE 1BR SUITE! HOT-TUB, TENNIS, GRILL 1

St. Pete Beach apartment

1 bedroom / 1 bathroom / sleeps 6

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$192

NEW LISTING! GULF VIEW 2BR/2BA GEM FOR 6 GUESTS, 2 POOLS, HOT TUB, PARKING

Treasure Island apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$228

Viewing 38 of 171
rentals in Anna Maria Island

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