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Vacation Rentals & Beach Rentals in Anna Maria Island

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489 beach rentals

Anna Maria Island, 2 Bed, 2 Bath Condo in quiet setting near to Beaches

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

“Beautiful condo, close to everything!” Everything was perfect in the condo which was new and updated! The 2 new full size beds in the 2nd bedroom were too hard. The pool was a nice size and stayed sunny most of the day. Shopping was close and the city beach also was close. We would drive down the road to our favorite stretch of the beach. I would definitely stay here again, very quiet location off the beaten path, but not far from it! Love the beach chairs, towels, cooler, umbrella, pool toys, and more provided!

Match: Shared outdoor pool (heated)

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Price per night from

$123

Gulf Beach Place - Just a few steps from the Beach

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

“Beautiful, friendly Beach Condo” Beautiful Condo right on the beach with awesome sunsets from the roof and a Dunkin Donuts within walking distance. While the teen/young adult slept in, I visited DD and walked the beach. The owner had a manual that provided lots of activities around the area and places to eat. We enjoyed our stay and would definitely visit again!

Responds fast! avg. 1 hour 17 minutes

Travelers’ Choice award

Match: Shared outdoor pool (heated)

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Price per night from

$242

Blue Bayou

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

“"Home from Home"” A very well appointed apartment in a great location that had everything you would wish for to enhance your vacation experience. A real home from home that is clean, well furnished and spacious. The owners have been great to deal with and nothing is too much trouble. I have already recommended this accommodation to friends who were similarly impressed and we will be staying here for the third time later this year.

Responds fast! avg. 3 hours 6 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$123

Watch Sunsets, Dolphins, or Just Relax - Bermuda Bay 1453

Bradenton Beach apartment

3 bedrooms / 3 bathrooms / sleeps 6

“Great place, great location, and everything you need!” We stayed here to go to my sister's wedding at The Beach House. We loved this townhouse. It had spacious rooms, beautiful decor, and a great view of the ocean from the balcony. I was really impressed with how many little things were available. There were plenty of towels, soap and shampoo dispensers in the bathroom, spices in the cabinet, beach towels, and even aloe gel for burns. In the garage there is an area full of sand toys and floats and a grill. We felt so comfortable and had a true vacation.

Match: Shared outdoor pool (heated)

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$289

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.

Match: Shared outdoor pool (heated)

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$173

Runaway bay 234 bright & clean 1bed /1 Bath Bradenton beach Anna Maria Island

Bradenton Beach condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 23 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$116

Bermuda Bay Club betwn the Beach and Bay , elevator, nicely furnished

Bradenton Beach house

3 bedrooms / 3 bathrooms / sleeps 6

“Excellent condo with elevator for all the ladies” Sharkey's Bar and Grill was by far the bet prime rib around. Sandbar had the best fish platter and Skinny's the best burgers and the City Pier Restaurant had great shrimp overall excellent food all around.

Match: Shared outdoor pool (heated)

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Price per night from

$283

Anna Maria The Pink Flamingo

Holmes Beach cottage

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 46 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$208

3A Villa's on Anna Maria Island

Holmes Beach villa

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 20 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$151

Two bedroom condo across street from Gulf of Mexico, Bradenton Beach, Fl

Bradenton Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

Match: Shared outdoor pool (heated)

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Price per night from

$161

coconuts Courtyard 114 Ground Floor

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 38 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$164

Coconuts Courtyard 119 Upstairs

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 38 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$165

Coconuts Beach Front 108 Ground floor

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

“Great” Great location! Beautiful view. The condo was was spacious enough for a small group. The beds were a little harder than I would like but the location of the condo and view were great.

Responds fast! avg. 3 hours 20 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$245

Sandy Pointe 110, recently remodel, pet friendly

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

Match: Shared outdoor pool (heated)

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Price per night from

$166

Island Vacation Rental

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Island Paradise” The moment we arrived, exhausted after many delays and problems, the Thomas' home became our home. The condo is well appointed, with comfortable beds, a wonderful kitchen and a fully stocked linen closet, right down to beach towels. Laine, Kevin and Howard are so responsive and saw to all of our needs. Location was prime. We walked to get groceries, eat and do other shopping. There were 7 miles of beaches to explore and the quaint villages of anna Maria and Cortez and Bridge Street kept us occupied when we weren't soaking up the sun. The lanai was my favorite place to drink my coffee and check out the action at the pool each morning . We ate the majority of our meals there, under the twinkling lights. It was a wonderful month!

Match: Shared outdoor pool (heated)

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Price per night from

$147

Gulf Beach Place, miles of whites sandy beach

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$211

3B Villas on Anna Maria Island Two Bedroom

Holmes Beach villa

2 bedrooms / 1 bathroom / sleeps 6

“Vacation” Nice quiet clean and had everything we needed we had a wonderful time and the beach is only a block away

Responds fast! avg. 2 hours 38 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$197

Gladiolus on the Water

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 32 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$291

Direct Beachfront 2 BR Condo on Florida’S Beautiful Gulf Coast!

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

“A trip to paradise.” From the breathtaking views of both the Gulf and the Bay to the wonderful, eclectic furnishings, this condo is everything one could hope for. It has great amenities for entertaining friends and every convenience you will need. The heated pool overlooks the Gulf and allows direct access to the beach and the elevator provides ease in getting up to the condo. This vacation was the most enjoyable I've ever experienced.

Responds fast! avg. 2 hours 49 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$385

Great Townhouse Very Close to the Beach, Shops, and Restaurants

Holmes Beach house

3 bedrooms / 3 bathrooms / sleeps 6

“Famous Holiday” Everything was so perfekt ... WE CAME back next Year THE HOUSE BEAUTIFUL AND CLEAN.. THE Area perfekt

Match: Shared outdoor pool (heated)

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Price per night from

$262

Runaway Bay unit 192 bay view 2bed/2Bath - Bradenton Beach - Anna Maria Island

Bradenton Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 23 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$131

Lifestyle on the island

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 38 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$127

1A Villas on Anna Maria Island One bedroom

Holmes Beach villa

1 bedroom / 1 bathroom / sleeps 4

“Cute cottage.” Close to the beach, unit 1a had everything we needed. It had a comfortable king bed, small kitchen and internet connection. It was a great choice for us!!! Great value for the price.

Responds fast! avg. 3 hours 20 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$151

Coconuts Courtyard 116 Ground Floor

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 38 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$165

GULF COAST DESTINATION

Bradenton Beach condo

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 5 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$143

Castnetter Beach Resort 5

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 21 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$288

Bermuda Bay Townhome(19) miles of white sand beach

Bradenton Beach apartment

3 bedrooms / 3 bathrooms / sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$229

Come join us for your 2020 Migration!!!!!!!!!!

Bradenton Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

Match: Shared outdoor pool (heated)

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Price per night from

$65

Gorgeous Remodeled Townhouse between the BeachnBay

Bradenton Beach townhouse

3 bedrooms / 3 bathrooms / sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$285

Anthony Beach Cottages Gulfview Condo

Bradenton Beach house

2 bedrooms / 2 bathrooms / sleeps 4

Match: Shared outdoor pool (heated)

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Price per night from

$260

SPECIAL! $650 8/24 - 8/31. PRIME LOCATION AMI DIRECTLY ON BEACH HEATED POOL

Bradenton Beach house

2 bedrooms / 2 bathrooms / sleeps 4

Match: Shared outdoor pool (heated)

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Price per night from

$285

Coconuts Poolside Unit 101

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 38 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$173

AMI Du Soleil

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 32 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$341

Canary Cottage

Anna Maria house

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 32 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$291

Castnetter Beach Resort 6

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 21 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$290

7 Doors Down

Holmes Beach villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 32 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$273

1 Step Closer

Holmes Beach villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 32 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$263

Manatee Manor

Anna Maria house

1 bedroom / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 32 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$273

Viewing 38 of 489
rentals in Anna Maria Island

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