Vacation Rentals & Beach Rentals in Anna Maria Island

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687 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

$121

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 49 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$180

runaway bay 2 bedroom condo with wonderful access to restaurant, beach, shopping

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$172

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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Price per night from

$201

Blue Bayou

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

“"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.

Match: Shared outdoor pool (heated)

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Price per night from

$143

Coconuts Beach Front 106 Ground Floor

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

Match: Shared outdoor pool (heated)

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Price per night from

$196

Gulf-front condo w/ balcony & shared heated pool - steps to the beach & trolley!

Holmes Beach house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 39 minutes

Match: Shared outdoor pool (heated)

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$193

Absolutely Perfect - Cove at Sandy Pointe #207

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 56 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$172

Charming, dog-friendly duplex with a shared pool and a Key West-style deck!

Anna Maria house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 39 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$226

Update One Bedroom/One Bath with view and steps to beach unit 234 runaway bay

Bradenton Beach condo

2 bedrooms / 1 bathroom / sleeps 4

Match: Shared outdoor pool (heated)

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Price per night from

$110

Coconuts Beach Front 109 Upstairs

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

Match: Shared outdoor pool (heated)

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Price per night from

$196

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.

Responds fast! avg. 2 hours 57 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$229

Coconuts Poolside Unit 104

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

“The BEST spot on the island!” 24 hours ago we got home from our vacation to Anna Maria at the Coconuts! I'm already wishing we could get a plane and head back!! We absolutely love this island.. And finally lucked out finding the perfect place to stay! We rented a pool side room which was perfect for my family! My daughter couldn't wait to get up and jump in the pool at 9am and just a few steps walk out of the pool gate was the GULF! The location could not be better. The beach wasn't busy like around the public entrances we have previously been on. We could even cast out our poles and catch fish while we enjoyed the beach. My 8 year old daughter caught 5 fish right off the bat Saturday morning! The actual room was great too! Very old school Florida beach feeling to it.. It really felt like the island life! If your looking for a top of the line updated place.. This wouldn't be your place. But if your just looking for that true island feeling.. It's here! It has everything you could possibly need on a condo.. Other then a washer and dryer, but they are on site and I was able to come home with clean luggage to put away! The only complaint we have is the beds.. They were not comfortable at all. Doing our full 10 vacation on those would have been tough. The pricing was VERY reasonable also.. A lot of places on the island can get pricey. The Resort on all was awesome tho! We love it.. And we will be back next year

Match: Shared outdoor pool (heated)

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Price per night from

$207

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

Match: Shared outdoor pool (heated)

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Price per night from

$131

Coconuts Beach Front 105 Ground Floor

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

Match: Shared outdoor pool (heated)

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Price per night from

$252

Coconuts Two Bedroom 118 Upstairs Courtyard

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$196

Coconuts Beach Front 107 Ground Floor

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

Match: Shared outdoor pool (heated)

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Price per night from

$304

3A Villa's on Anna Maria Island

Holmes Beach villa

1 bedroom / 1 bathroom / sleeps 4

Match: Shared outdoor pool (heated)

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Price per night from

$160

Coconuts Courtyard 119 Upstairs

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

Match: Shared outdoor pool (heated)

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Price per night from

$189

coconuts Courtyard 114 Ground Floor

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

Match: Shared outdoor pool (heated)

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Price per night from

$243

Coconuts Two Bedroom Unit 117 Upstairs Courtyard

Holmes Beach villa

1 bedroom / 2 bathrooms / sleeps 8

Match: Shared outdoor pool (heated)

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Price per night from

$252

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

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.

Match: Shared outdoor pool (heated)

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Price per night from

$252

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

Sandy Pointe 110, recently remodel, pet friendly

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$166

Anna Maria The Pink Flamingo

Holmes Beach cottage

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 35 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$228

Coconuts Poolside Unit 102

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

Match: Shared outdoor pool (heated)

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Price per night from

$207

The Oleander House

Anna Maria house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 14 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$359

Coconuts Beach Front 112 Upstairs

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

Match: Shared outdoor pool (heated)

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Price per night from

$196

Dog-friendly cottage w/ shared pool - easy access to trolley stops & the beach

Holmes Beach house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 39 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$184

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

Match: Shared outdoor pool (heated)

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Price per night from

$176

Dog- and family-friendly duplex w/ shared pool, near beach and free trolley!

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 39 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$251

Dog-friendly duplex w/ shared heated pool - one block to the beach

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 39 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$259

Gulf Beach Place, miles of whites sandy beach

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 57 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$212

Charming condo w/shared tennis courts & pool - steps to the beach

Bradenton Beach house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 39 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$118

Gladiolus on the Water

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 14 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$279

Coconuts Beach Front 110 Upstairs

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

Match: Shared outdoor pool (heated)

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Price per night from

$252

Nautilus 117

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 51 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$205

Viewing 38 of 687
rentals in Anna Maria Island

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