Anna Maria Island Vacation Rentals with Private Pool

(100 rentals)
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5 BR | 4 BA | Sleeps 8 | Quick View

$1003

avg/night

View Details

Key Amenities

  • Air conditioning
  • Private pool

About this property

Welcome to Paradise on Park Ave, one of our premier luxury rentals at Salty Mermaid Real Estate.This newer construction, West of Gulf Drive property offers the perfect location in The City of Anna Maria with no busy streets to cross. You and your little ones are only a few flip flop steps away from ...

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Property Type

Anna Maria Island House

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4 BR | 3 BA | Sleeps 8 | Quick View

1

$635

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

Welcome to “Pineapple Cottage” – a beautifully updated ground level beach cottage located in the heart of Anna Maria City and just 1 block from all the shops, restaurants and fun on Pine Avenue. This charming cottage has been professionally decorated and offers all the luxuries you will ...

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Property Type

Anna Maria Island House

"Spacious and close to everything"

This house had way more room than we needed for 6 people. The pool, hot tub and outdoor area were so beautiful!! The lounge chairs were in great shape and we appreciated the outdoor table, grill and rocking ...

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2 BR | 2 BA | Sleeps 6 | Quick View

$482

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

WELCOME to “Island in the Sun” ...this newly renovated home on AMI offers charm, comfort, and luxury. Island in the Sun is located just one block south of Pine Ave and just a few flip flop steps away from the City Pier Bay Beach and the popular restaurant - The Waterfront. The City Pier Bay ...

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Property Type

Anna Maria Island House

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4 BR | 4 BA | Sleeps 8 | Quick View

$1077

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

Cool and calming tiled floors, modern furnishings, and updated appliances give this vacation home an air of Tommy Bahama feel. We know how exhausting and stressful traveling can be so don’t feel an ounce of guilt if the second thing you do is plop down on the living room’s couch and switch ...

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Property Type

Anna Maria Island House

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3 BR | 2 BA | Sleeps 8 | Quick View

1

$450

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

Treat yourself to “Crescent Palms” on the north end of Anna Maria Island. This ground level, newly renovated and professionally decorated 3 bedroom, 2 bath beach house offers comfort, luxury, and relaxation. Crescent Palms is located on a quiet street- north of Pine Ave and just a few flip ...

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Property Type

Anna Maria Island House

"Peaceful and relaxing family trip"

We were looking for a quiet spot for the family and hit the bullseye at Max and Denise's place on Northern Anna Maria island. Centrally located, 3 blocks either way, between the Gulf of Mexico or Tampa ...

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3 BR | 3 BA | Sleeps 8 | Quick View

2

$490

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

*A Brand new Pool/Spa has been installed and is ready for guest use! New Pool pictures are at the end of the photo list*Come Relax and Unwind at the "North Shore" on gorgeous Anna Maria Island. This ground level, newly renovated and professionally decorated 3 bedroom, 3 bath beach house ...

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Property Type

Anna Maria Island House

"Gertie's East"

We stayed at Gertie's East and had a great vacation. Perfect duplex for 2. Very clean and cute. Very close to Publix and to the beach. Pool was very clean and a perfect size. Patio with a propane grill ...

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3 BR | 2 BA | Sleeps 6 | Quick View

5.0 rating on other travel sites

Distance to beach: 0.1 miles to 30 seconds to your left

$816

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

This newly redesigned elevated 3 Bedroom, 2 Bathroom home is beautifully appointed throughout, with state of the art quartzite counter tops, stainless steel appliances and driftwood style hardwood floors and ceilings. Relax on the covered porch with direct views of the Gulf of Mexico and it's stunningly ...

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Property Type

Anna Maria Island House

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pool
  • Private pool

About this property

This stunning 4-bedroom home, aptly named Pier to Pier Paradise, offers breathtaking views of the Bay, luxury amenities, and the perfect location for your family getaway.*Features include* * Private heated pool and spa * Rooftop deck with sweeping water views * 4 bedrooms, 4 ½ baths * ...

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Property Type

Anna Maria Island House

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5 BR | 4 BA | Sleeps 14 | Quick View

4.8 rating on other travel sites

$897

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Welcome to our new beautiful Italian Mediterranean home in Holmes Beach, Anna Maria FL! Recently renovated, this home sleeps 14 very comfortably! It has a private enclosed heated pool area with an outdoor bar, and a luxury outdoor Greek setting under a pergola for 10! This home is steps from the Gulf ...

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Property Type

Anna Maria Island House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool
  • Rentals by owner

About this property

Have the best of both worlds with the bay & the gulf beaches at this new 4 bed/3.5 bath luxury home. Enjoy the quiet, laid back way of life on the north end of the island being only steps to the gorgeous bayside beach with city park or a 5 minute walk to the world renowned Bean Point! You are also ...

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Property Type

Anna Maria Island House

"Paradise"

Everything about this rental was easy. Everyone was very responsive. Would totally use Florida Rentals again. Highly recommended!!

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

ASK US ABOUT MULTI WEEK DISCOUNTS!! Featuring 6 bedrooms 5.5 baths (sleeps 14) and a fantastic location - just a 1 minute walk to the white sands of the 65th St Beach Access!This vacation home offers a huge heated pool with spa, rock water slide and grotto waterfall. Covered outdoor entertaining ...

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Property Type

Anna Maria Island House

"Truly the best!"

We just returned from a one-week stay at Oceanview and all expectations were happily exceeded. We were a family of 11 spanning several generations - all adults and adult children and one baby. The house ...

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

This affordable & convenient 3 story home is one house off Holmes Beach. It has fantastic 2nd & 3rd level balcony beach views with no obstruction over the one story house in front of mine with no trees. The 3 bedroom 2.5 bath villa with 2 car garage accommodates 8 guests and is 150 feet from the ...

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Property Type

Anna Maria Island House

"Great Vacation Spot. Great Owner. Awesome Location"

What an awesome place. Lots of rooms to stretch out. The 2 car garage and big drive way were nice for ease of parking and to securely store things. The large shared pool is wonderful and perfect temp. ...

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3 BR | 2 BA | Sleeps 8 | Quick View

$353

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

Welcome to “Crabby Coconut” on beautiful Anna Maria Island. Appropriately named, this ground level beach house offers all the charm, luxury and relaxation you expect from a memorable vacation on AMI. Find ease and relaxation the moment you arrive …this charming beach house is just a ...

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Property Type

Anna Maria Island House

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5 BR | 3.5 BA | Sleeps 12 | Quick View

8

Distance to beach: 0.2 miles to bradenton beach

$735

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

You will fall in love with this peaceful retreat. This home comes with (2) 6 person golf cart. You will love zooming around the island on the golf carts, window shopping at all of the gorgeous real estate. This unit is within walking distance to the beach, you will love being able to walk back and forth ...

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Property Type

Anna Maria Island House

"Paradise"

I have vacationed in so many rentals over the years and have never had a host so responsive and helpful prior and during the trip. I can’t say enough about the rental itself. Our group of two families ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

Stay at the home of a NY Times best-selling food writer! Big 5 bedroom house, pet friendly, lots of space and charm, great location (5-min walk to beach) with private lagoon-style heated pool amid lush landscaping and beautiful rock waterfall. Chef-outfitted kitchen with new appliances, 60-inch Sony HDTV, ...

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Property Type

Anna Maria Island House

"Hidden paradise"

We were attending a beach wedding and made a vacation out if it. I connected with the owner Kath immediately. She was generous, attentive, available and without a doubt the best host we have ever met. ...

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5 BR | 5 BA | Sleeps 14 | Quick View

Distance to beach: 0.1 miles to Bayside Beach

$945

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Just updated 2020, with state of the art finishes! 5 BR + 2 King Sleep Sofas, 1.5 Chaise Lounger, 5 BA Duplex can sleep up to 14 with direct views of Skyway Bridge and Tampa Bay in front and at canal end in back with frequent visits from Manatees!! Email owner about our other property that sleeps 6 for ...

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Property Type

Anna Maria Island House

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kitchen
  • Oceanfront
  • Pool
  • Private pool

About this property

Absolute Anna Maria on Anna Maria Island is a tropical paradise offering you seven miles of the most beautiful and peaceful powdery white sand beaches found anywhere in the world. Anna Maria Island is not a place where you go to the beach; Anna Maria Island is a place where you are at the beach. Completely ...

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Property Type

Anna Maria Island Condo

"Excellent Stay"

Love this property, loved the location and could not have had a better experience. Owner as great to work with and the communication was outstanding.

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6 BR | 6.5 BA | Sleeps 12 | Quick View

4.9 rating on other travel sites

$876

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

403 42nd Street, Holmes Beach FL 34217 VRC Book with confidence: Cancellations up to 30 days prior to arrival result in a refund of 70% of the grand total. In the event the reservations exceeds $20,000 or 30+ days, cancellations must be made prior to 45 days prior to arrival in order to receive 70% ...

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Property Type

Anna Maria Island House

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4 BR | 4 BA | Sleeps 10 | Quick View

1

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

At A GlanceBe one of the very first to stay at this gorgeous new home! Just listed!Just a hop, skip and a jump From The Beach Gulf Views! Contactless entry Private Heated Pool Gas BBQ Grill 2 Car Garage Parking for 4 Fully Equipped Kitchen Just under 2000 Sq feet of completely remodeled ...

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Property Type

Anna Maria Island House

"Excellent place to stay!"

This house was incredible! Absolutely beautiful, well stocked, an amazing pool and outdoor setup, and so conveniently located! While it's not beach-front, it's just a house or two away from the beach entrance ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

Welcome to Gone Coastal 3! This quaint three bedroom, two bathrooms plus a half bath vacation home is located just a short walk from Anna Maria Island’s sugar white sands and crystal clear waters! Beach towels, six beach chairs, and a beach wagon are provided to ensure your days spent in the sun ...

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Property Type

Anna Maria Island House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

302 60th Street Holmes Beach, FL 34217 VRC At 3 bedrooms and 2 full bathrooms, this is a beautiful choice for your next Anna Maria Island getaway! Two short blocks to the beach, and around the corner to restaurants, pubs & stores. Featuring a heated pool to relax in after your busy day, Starfish ...

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Property Type

Anna Maria Island Townhome

"The perfect oasis"

My husband and I had the best time at the home we rented on Anna Maria Island. It was spacious and we had far more room than we needed for just the two of us. When we arrived, everything was clean and easy ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

VRC 21 Holmes Blvd Holmes Beach, FL 34217 At 4 bedrooms and 3 full bathrooms, this is a great option for one or two families to stay at. A few short blocks to the beach, and around the corner to restaurants, pubs & stores. Featuring a heated pool to relax in after your busy day, Starfish Isle is ...

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Property Type

Anna Maria Island Bungalow

"Wonderful, Clean home with pool!"

The home was absolutely wonderful with everything we needed to make our weeklong vacation a success! Everything was clean and well kept. The beds were comfortable and the best part was the pool and pool ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

114 48th Street Holmes Beach, FL 34217 Book with confidence: Cancellations up to 30 days prior to arrival result in a refund of 70% of the grand total. In the event the reservations exceeds $20,000 or 30+ days, cancellations must be made prior to 45 days prior to arrival in order to receive 70% of the ...

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Property Type

Anna Maria Island House

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kitchen
  • Oceanfront
  • Private pool

About this property

Welcome to Beach Paradise on Bradenton Beach. This Gulf condo is sure to provide you a memorable stay with family or friends while spending relaxing days on the beach or lounging by the pool. This family-friendly condo has a view of the Gulf and Inter-coastal waterway and is just steps to the beautiful ...

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Property Type

Anna Maria Island Condo

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3 BR | 2 BA | Sleeps 6 | Quick View

$483

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pet friendly
  • Private pool

About this property

Moon Shadow South's location can't be beat with views of Passage Key in Tampa Bay from the Primary Ensuite. You are just steps away to the bay beach access located directly across the street; walking distance to the Rod and Reel Pier, Bay Front Park and the popular white sandy beach of Bean Point. Enjoy ...

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Property Type

Anna Maria Island House

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2 BR | 2 BA | Sleeps 4 | Quick View

$343

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pet friendly
  • Private pool

About this property

Island Retreat is a charming Beach House situated in a monthly vacation rental district in a quiet, single-family neighborhood on Anna Maria Island! Only 4 blocks to the beautiful beaches of Anna Maria Island! This 2 Bedroom 2 Bathroom Beach House offers Stainless Steel appliances and Granite counter ...

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Property Type

Anna Maria Island House

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3 BR | 2 BA | Sleeps 6 | Quick View

$331

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pool
  • Private pool

About this property

Your Own Oasis - An Island Retreat with Lagoon Style Pool, close to Bay and BeachHolmes Beach and Anna Maria Island await you and your family with this custom built island retreat. The large, central great room is a wonderful place to gather to share a meal or play a game, while the split bedroom ...

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Property Type

Anna Maria Island Cottage

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2 BR | 2 BA | Sleeps 4 | Quick View

$260

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pool
  • Private pool

About this property

Playa Encantada Beacfront Community just Steps to the BeachShell Game has recently been transformed into a fun and stunning tropical retreat that offers 1,154 sq. ft. of spacious living area with a newly upgraded kitchen. Located in the sought after complex of Playa Encantada; Shell Game is a tropical ...

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Property Type

Anna Maria Island Condo

Show less

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Private pool
  • Rentals by owner

About this property

We have developed a comprehensive Safety / Cleaning / Sanitation Plan and work with an amazing team to ensure the home & pool are sparkling clean for all of our guests. Our home goes through rigorous cleaning per CDC guidelines using only EPA approved detergent and highest MERV 13 A/C filters changed ...

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Property Type

Anna Maria Island House

"Great house"

We had a remarkable time at this house. The location, pool and house exceeded our expectations. We'll come back.

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2 BR | 2 BA | Sleeps 5 | Quick View

$356

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kitchen
  • Oceanfront
  • Pool
  • Private pool

About this property

Just completely remodelled for your vacation comfort" -new designer kitchen -quartz counter tops -matching quartz backsplash -all new state of the art black graphite appliances -two new designer washrooms with quartz counter tops -two new walk-in showers -all new hardwood flooring -all new ...

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Property Type

Anna Maria Island Condo

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Centrally located in Holmes Beach, this elevated two bedroom/two bath half duplex has its own private heated salt water pool and outdoor bbq area! It also has an outside shower for showering off after your trips to the beach.Inside it has a split plan with a king sized bedroom and a second bedroom ...

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Property Type

Anna Maria Island House

Show less

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

Centrally located in Holmes Beach, this elevated two bedroom/two bath half duplex has its own private heated salt water pool and outdoor bbq area! It also has an outside shower for showering off after your trips to the beach. Inside it has a split plan with a king sized bedroom and a second bedroom with ...

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Property Type

Anna Maria Island House

"Perfect beach location with beautiful interior"

This duplex includes stunning beachy interior decorating, great location (quiet neighborhood with an easy walk to a white sands beach) with a bonus heated pool with outdoor shower, which was ideal after ...

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4 BR | 4 BA | Sleeps 8 | Quick View

4.9 rating on other travel sites

$586

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Make your way to Anna Maria Island and experience a one-of-a-kind paradise when you stay in this beautiful, stylish, recently renovated 4 bedroom/4 bath home with a private heated pool and bonus cottage complete with game room. Not only will you have easy access to dining, the beach is only a short distance ...

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Property Type

Anna Maria Island House

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2 BR | 2 BA | Sleeps 6 | Quick View

4.7 rating on other travel sites

$308

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Going Coastal is a 2 bedroom/2 bathroom home located on the north end of Anna Maria Island. This ground level canal front home has everything you need to make this your best Anna Maria Island vacation ever. This home offers a private heated pool overlooking the mangroves and canal, private boat deck, ...

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Property Type

Anna Maria Island House

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$295

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Casa Del Mar is a beautiful Key West-style home featuring 4 bedrooms/2.5 bathrooms. This property is located on the north end of Holmes Beach close to shopping, restaurants and trolley stops. Best of all, this unit is within walking distance to the white sandy beaches. Amenities also include heated pool, ...

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Property Type

Anna Maria Island House

"Casa Del Mar 74th Steeet"

Loved this house for our stay. It was really nice, with comfy beds. The stairs cancelled out our calories! Loved this very nice house.One thing, it is time for new carpet. Also, door leading to upstairs, ...

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$667

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Breathtaking sunset views atop your own expansive and elevated deck await at this spacious single story home on gorgeous Anna Maria Island! This home features 4 large bedrooms, each with its own private en suite bathroom, a large kitchen, living room, additional sitting area plus two separate dining spaces. ...

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Property Type

Anna Maria Island House

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4 BR | 5 BA | Sleeps 8 | Quick View

5.0 rating on other travel sites

$1018

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Slice of Paradise VRC 216 68th St - Holmes Beach - FL - 34217 Book with confidence: Cancellations up to 30 days prior to arrival result in a refund of 70% of the grand total. In the event the reservations exceeds $20,000 or 30+ days, cancellations must be made prior to 45 days prior to arrival in order ...

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Property Type

Anna Maria Island House

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2 BR | 2 BA | Sleeps 4 | Quick View

4.5 rating on other travel sites

$220

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

In the heart of Holmes Beach on Anna Maria Island rests this charming home just steps to the beaches. The home creates fun Florida island vibes with two bedrooms perfect for a family or a small group getaway. Anna Maria Hideaway lies within a stone's throw of the trolley stops for guests to hop on for ...

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Property Type

Anna Maria Island House

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3 BR | 2 BA | Sleeps 8 | Quick View

4.5 rating on other travel sites

$423

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

VRC 304 60th St Unit A Holmes Beach FL 34217Cancellations up to 30 days prior to arrival result in a refund of 70% of the grand total. In the event the reservations exceeds $20,000 or 30+ days, cancellations must be made prior to 45 days prior to arrival in order to receive 70% of the grand total.Azure ...

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Property Type

Anna Maria Island Townhome

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3 BR | 3 BA | Sleeps 8 | Quick View

4.9 rating on other travel sites

$624

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

With the feel of a five-star luxury resort and the privacy of a secluded island cabana, Coconut Cove is the perfect balance of sumptuous seaside escape and comfy family home. Tucked among the swaying palm trees on Anna Maria Island's coveted north end, you'll be a short walk away from the sandy beach ...

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Property Type

Anna Maria Island House

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4 BR | 2 BA | Sleeps 10 | Quick View

4.7 rating on other travel sites

$423

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Welcome to Sunny & Share!!! Beautiful, completely updated 4 bedroom/2 bathroom house (plus private heated outdoor shower), with lush tropical feel and plenty of privacy. Nestled at the end of the street, yet only 2 short blocks to the white sandy beaches (a 3 min walk!). The house has many features, ...

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Property Type

Anna Maria Island House

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$472

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

The Gables is a charming 4 bedroom / 2.5 bathroom southern style home that features a private pool and is centrally located in the heart of Holmes Beach and within walking distance to the white sandy beaches. The furnishings and facilities are of the highest quality to make your vacation one to remember. ...

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Property Type

Anna Maria Island House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

A 6-person electric golf cart is included with any new reservation for this property! You must be 21 years old and show proof of US driver's license and vehicle insurance. You'll fall in love with this incredible bay front 5 bedroom/6 full bathrooms home with a separate suite, having 2 full-size kitchens ...

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Property Type

Anna Maria Island House

"Great getaway !"

A time much needed . We so enjoyed our stay at 2311 ave.c that we hope to return every year . We just felt like we were at home .

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Island Dream is a recently updated custom home nestled in the quiet residential area in the heart of Holmes Beach. Offering 3 bedrooms/2 bathrooms. You will find that this home has everything you need for your perfect Anna Maria Island vacation! From the brand new (2018) luxurious heated pool and spa, ...

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Property Type

Anna Maria Island House

"Beautiful Home"

We loved being able to walk to the beach and area restaurants. Duffys and the Ugly Grouper are great placed to eat and hang out and watch sporting events andtalk to the locals. The lady that works at Vintage ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

We are proud to feature this gorgeous, custom-built, professionally designed, private home. This 4 bedroom/6.5 bathroom island home has it all - a block to the beach, ensuite bathrooms for all bedrooms, backyard oasis with heated pool/spa, observation deck with gulf views and so much more. The first level ...

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Property Type

Anna Maria Island House

Show less

4 BR | 3 BA | Sleeps 8 | Quick View

4.7 rating on other travel sites

$432

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Looking for a great vacation location on beautiful Holmes Beach? Then look no further. Island Haven is a two-story, private home that features 4 bedrooms (two of which are master bedrooms), 3 full bathrooms, game room and private heated pool. Upon entry, you will find the open-concept living area that ...

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Property Type

Anna Maria Island House

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4 BR | 4.5 BA | Sleeps 12 | Quick View

4.9 rating on other travel sites

$841

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Summer Retreat is an absolutely amazing, new, custom luxury home nestled in the quiet residential area in the heart of Bradenton Beach. Offering 4 bedrooms/4.5 bathrooms. Each bedroom has a private bathroom. There is also a kids gaming room with Xbox and an arcade game. You will find that this home has ...

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Property Type

Anna Maria Island House

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2 BR | 2 BA | Sleeps 6 | Quick View

4.9 rating on other travel sites

$285

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

In the heart of Holmes Beach on Anna Maria Island rests this charming pet-friendly home just steps to the beaches. The flamingo-shaded exterior and island artwork interior create fun Florida island vibes with two bedrooms perfect for a family or a small group getaway. Misty Beach lies within a stone's ...

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Property Type

Anna Maria Island House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Flip Flops Forever is a traditional Florida home just steps from the beach nestled in the quiet residential area in the heart of Holmes Beach. Offering 5 bedrooms/3 bathrooms, Flip Flops Forever is located in the perfect location for a great family vacation. Only a few seconds walk (around 200 steps) ...

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Property Type

Anna Maria Island House

"Perfect Beach House for just about anyone"

Love, Love, Love this beach house. I had reserved it a year in advance and was concerned about coming here during a pandemic but as soon as I arrived I was so happy and relieved to be here. The first ...

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2 BR | 1.5 BA | Sleeps 6 | Quick View

4.7 rating on other travel sites

$214

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

The Blue Heron is a cozy, newly renovated 2 bedroom/1.5 bath home located in the heart of Holmes Beach. Being only a short distance to the beach access means you can walk there with your morning coffee, or drink in hand to enjoy the spectacular evening sunsets! The Blue Heron features a living room, dining ...

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Property Type

Anna Maria Island House

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