Anna Maria Island House Rentals

(91 rentals)
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CHARMING HOUSE W/ HEATED POOL, STEPS TO BEAN POINT BEACH, PINE AVE, AND SHOPPING

2 BR | 1 BA | Sleeps 4 | Quick View

15

Distance to beach: 0.2 miles to Bean Point Beach

$248

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen

About this property

Location, Location, Location! North end of Anna Maria Island . This charming two story duplex- each unit has two bedrooms , one bathroom. Rent one unit or both. Perfect for a group of extended family and friends who want their own place but still be right together as a group. Heated inground pool, steps ...

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Property Type

Anna Maria Island House

"Wonderful stay"
Reviewed July 7, 2021

Relaxing top floor home with a bbq and pool! The owners living next door was very convenient and they were super helpful. Location was central to the Beach and Pine Ave.

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Paradise on Park Ave

5 BR | 4 BA | Sleeps 8 | Quick View

1

$795

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

"Spectacular"
Reviewed August 30, 2021

We have rented many properties on Anna Maria Island and this one was my favorite! The home is wonderful with every amenity you can imagine and immaculate as far as cleanliness! It is completely updated ...

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Shore Beats Work

3 BR | 2 BA | Sleeps 8 | Quick View

$554

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly

About this property

Shore Beats Work … yes, the name says it ALL! Welcome to this elevated sweet and cozy beach home located on North Shore Drive in the north end of Anna Maria Island. This property offers a fantastic location, comfortable accommodations, decks with partial views of the gulf sunsets and a heated private ...

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Property Type

Anna Maria Island House

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Luana Breeze

4 BR | 3 BA | Sleeps 8 | Quick View

1

$773

avg/night

View Details

Key Amenities

  • Air conditioning

About this property

Welcome to "Luana" on gorgeous Anna Maria Island. This ground level beach cottage 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 few flip flop steps away from ...

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Property Type

Anna Maria Island House

"Immaculate"
Reviewed January 22, 2021

My family loved the Orca. It was newly renovated and meticulously appointed. The owners have put alot of thought into what you might need and they nailed it. We brought our small boat and had an amazing ...

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Gone Coastal Too: Beautiful Family & Pet-Friendly Private Home

$195

avg/night

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Key Amenities

  • Air conditioning
  • Full 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

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Villa Del Mar

4 BR | 4 BA | Sleeps 10 | Quick View

$743

avg/night

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Key Amenities

  • Air conditioning
  • Full 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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Emma's Cottage

4 BR | 3 BA | Sleeps 8 | Quick View

$880

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

"Emma's Cottage" is located on the north end of Anna Maria Island in the City of Anna Maria. It is offered exclusively through Salty Mermaid Vacation Rentals. Rich history and beautiful antiques await you. Built in 1912, one of four Gulf front Anna Maria homesteads known as the "Painted ...

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Property Type

Anna Maria Island House

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Kickback Cabana. Large single family home - pool in full sun with spa, free

$412

avg/night

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Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pet friendly
  • Private pool

About this property

This large single-family home located in Holmes Beach on Anna Maria Island is the perfect spot to spend your next beach vacation. With 2 king bedrooms and a large 3rd bedroom with a queen bed and a single bunk bed, there is plenty of space for everyone. This home has just been completely repainted and ...

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Property Type

Anna Maria Island House

"Nice Getaway"
Reviewed September 25, 2020

We really enjoyed this vacation rental home. Excellent location with close proximity to the beach and restaurants. Also, house located on a quiet street. Amenities were great including the pool and the ...

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Pineapple Cottage

4 BR | 3 BA | Sleeps 8 | Quick View

$379

avg/night

View Details

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

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Island Dream. 3 Bedroom Home with New Pool and Spa - Dog Friendly

$313

avg/night

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Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pet friendly
  • Private pool

About this property

Overview 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 ...

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Property Type

Anna Maria Island House

"GREAT POOL AND HOT TUB"
Reviewed August 13, 2019

We loved the Pool and Hot Tub. Home was well maintained and stocked with much of what we needed. A little further from the beach to walk, but close to many other restaurants,walking or driving.

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Island in the Sun

2 BR | 2 BA | Sleeps 6 | Quick View

$326

avg/night

View Details

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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Zen Gardens

3 BR | 2 BA | Sleeps 8 | Quick View

$548

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly

About this property

Welcome to Zen Gardens on beautiful AMI. BIG NEWS: a brand new, full sized pool and spa was installed this fall and is ready for your use. Zen Gardens is located just north of Pine Ave - and 1 house from the beach - in the City of Anna Maria. This property offers a beachy bohemian vibe and has all you ...

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Property Type

Anna Maria Island House

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Casita Marina - 11101

3 BR | 2.5 BA | Sleeps 8 | Quick View

$332

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Private pool
  • Rentals by owner

About this property

This classic home located on the North End of Anna Maria Island is the perfect home for your tropical beach vacation. The beautiful Anna Maria beach is across the street about 100 steps away! The home is a legal duplex. This is the larger unit and has three bedrooms and 3.5 bathrooms. The kitchen has ...

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Property Type

Anna Maria Island House

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Blue Pearl

4 BR | 2 BA | Sleeps 9 | Quick View

$343

avg/night

View Details

Key Amenities

  • Air conditioning

About this property

Welcome to the “Blue Pearl” one of our newest properties at Salty Mermaid Vacation Rentals. BIG NEWS: a brand new, full sized pool and spa was installed this fall and is ready for your use. This gorgeous beach house offers all the charm and comfort you will come to expect from staying at one ...

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Property Type

Anna Maria Island House

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Fantastic Beach View - Convenience & Comfort at Beach House for Family Fun.

$289

avg/night

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Key Amenities

  • Air conditioning
  • Beachfront
  • Full kitchen
  • Kid friendly
  • 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

"What a perfect spot on AMI!"
Reviewed October 9, 2021

No traffic, no noise and right across from the beach! From the pool to the kitchen, we didn't have to look far to have all our needs met. The landlord, David, is a phone call away and very prompt to respond ...

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Crabby Coconut

3 BR | 2 BA | Sleeps 6 | Quick View

$498

avg/night

View Details

Key Amenities

  • Air conditioning
  • 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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Summer Breeze. 4 Bedrooms with private lagoon-style pool, & Tiki bar

$504

avg/night

View Details

Key Amenities

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

About this property

Overview Summer Breeze is a custom home nestled in the quiet residential area in the heart of Holmes Beach. Offering 4 bedrooms/3.5 bathrooms. There is also a Den where the kids can hang out with a TV and Queen Sleeper sofa. You will find that this home has everything you need for your perfect Anna Maria ...

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Property Type

Anna Maria Island House

"Nice house"
Reviewed June 27, 2021

This house was nice, clean and well stocked. The furniture was a bit worn but very comfortable. The yard is small but nicely landscaped and the pool was large enough for our family. The walk to the beach ...

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Shell House- Seconds to the beach! Clean, cozy, & spacious

$358

avg/night

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Key Amenities

  • Air conditioning
  • Full kitchen
  • Rentals by owner

About this property

Less than a minute stroll to the beach!Watch the sunset from the house!Shell House is a two-story, 3-bed, 2-bath, multi-level fun-house on a large shady lot in a quiet residential neighborhood only two blocks from popular shopping & dining.Two king beds and one queen in the three bedrooms ...

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Property Type

Anna Maria Island House

"My retirement vacation"
Reviewed April 9, 2021

My wife and I stayed for a month to celebrate retirement. The location to the shops and restaurants was great. The biggest plus was the location to the beach. Fantastic. There was plenty of parking at the ...

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Gone Coastal 3 Beautiful Family and Pet Friendly Home

$337

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • 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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Willow Cottage

3 BR | 2 BA | Sleeps 8 | Quick View

$421

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

Welcome to “Willow Cottage” a charming sunny cottage just steps to the white sandy beaches on the north end of Anna Maria Island. Come bury your feet in the sand or lounge by your private pool. This pristine ground floor island cottage has all the luxuries and charm you’ll come to expect ...

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Property Type

Anna Maria Island House

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Gone Coastal: Beautiful Family & Pet-Friendly Home with a Heated Salt Water Pool

$200

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full 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"
Reviewed December 2, 2020

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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Ann’s House

2 BR | 2 BA | Sleeps 5 | Quick View

1

$236

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Rentals by owner

About this property

Ann's house is a cozy, original 1950’s, one story beach cottage in the Holmes Beach section of Anna Maria Island. It is a short walk- six houses to the beautiful sugar white sands and sparkling blue waters of the Gulf of Mexico. The homes sits in a quiet neighborhood, yet is only one street away ...

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Property Type

Anna Maria Island House

"Love this place"
Reviewed July 12, 2021

We have stayed at Ann’s Place several times and have always enjoyed the house. Close walk to the beach and local shopping. The best little breakfast cafe just one block over. We especially love the ...

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Stunning Luxury Beachfront House W/Pool &Spa

$821

avg/night

View Details

Key Amenities

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

About this property

An outstanding luxury beach house furnished as our home to a very high standard. With a stunning beach coastal theme. It is located on the north end of Anna Maria island The house has 4 bedrooms and 4 bathrooms it was constructed in 2011 has been designed to accommodate a single family group. Please ...

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Property Type

Anna Maria Island House

"Spotless Home, Perfect Vacation"
Reviewed August 20, 2020

We had one of the best family vacations thanks to this perfect rental. The home was in BEAUTIFUL condition and the location in AMI is perfect. It was very clean upon our arrival. I am picky and can truly ...

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Sea 'Esta

2 BR | 2 BA | Sleeps 6 | Quick View

$217

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly

About this property

Welcome to Sea'Esta on gorgeous Anna Maria Island! Sea'Esta is a ground level Home that offers all the luxuries and comfort you will come to expect from staying at one of our vacation rentals on Anna Maria Island. This 2 Bed/2 Bath sweet and cozy beach home is located on North Shore Drive right on the ...

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Property Type

Anna Maria Island House

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Crescent Palms

3 BR | 2 BA | Sleeps 8 | Quick View

$432

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

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Steps to the Beach! Salt water Pool/Spa! Golf Cart Included!!

$945

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • 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

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Costa Lotta. Close to Beach, Pool, Spa, Elevator

$436

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Private pool

About this property

OverviewOverviewCosta Lotta is "home away from home”. All the amenities you will need in this 2100 sq. ft. home. Costa Lotta is the perfect vacation spot for relaxation on Anna Maria Island! Just 200 steps and you are on a gorgeous, white sandy beach looking at the spectacular Gulf of Mexico! ...

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Property Type

Anna Maria Island House

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Flip Flops Forever. 5 Bedroom Dog Friendly Property, Steps From the Beach

$508

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pet friendly
  • Private pool

About this property

Overview 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 ...

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Property Type

Anna Maria Island House

"Perfect Beach House for just about anyone"
Reviewed February 13, 2021

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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Real Gulf-Front Beach House - One Step to the Beach!

$415

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Full kitchen
  • Kid friendly
  • Oceanfront
  • Rentals by owner

About this property

Shady Palms is a cozy secluded beach cottage right on the beautiful Gulf of Mexico. Walk out the back door to a white, sugar-sand beach and the sparkling Gulf waters. Shady Palms is the most perfect spot you'll ever find on the beach - with the best of both worlds - the sun and the shade.Beach and ...

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Property Type

Anna Maria Island House

"Comfort, convenience, and shade on the beautiful Gulf of Mexico!"
Reviewed August 16, 2021

Shady Palms has all the comforts of home, spacious living areas and bedrooms. It’s clean inside and wonderfully shady outside! The kitchen is stocked with cooking/dining utensils, and plenty of towels ...

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Sirenia Cove. Sirenia Cove -Waterfront/ Hot Tub/ Htd Pool/ Dock/ Backyard Beach

$725

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Private pool

About this property

JUST FINISHED $70,000 RENOVATION Please be patient while we organize our professional photos, not everything that has changed is shown in the photos.OUTSIDE WE'VE ADDED: Soft Sandy Backyard Beach Area Tons of New Outdoor Sun Loungers New Pool Terrace Resurfaced and Newly Tiled Heated Pool New ...

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Property Type

Anna Maria Island House

"Such a perfect place for our entire family"
Reviewed February 11, 2021

We loved our time at Sirena Cove. There were so many amenities and room for all of our adult children, their spouses and our grandchildren all under the age of four. The pool was great fun and we enjoyed ...

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Sirenia By The Sea. Sirenia By The Sea - Waterfront Pool / Hot Tub / Dock

5 BR | 5 BA | Sleeps 12 | Quick View

Distance to beach: 0.0 miles to Gulf Beach & Tampa Bay Beach

$1155

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Private pool

About this property

SIRENIA BY THE SEA ~ Picture yourself vacationing in a luxurious tropical villa on beautiful Anna Maria Island. Perfectly located on the deep water canal and just steps away from the pristine beaches of the Gulf of Mexico. A 3,800 square foot sprawling 5-bedroom, 5-bathroom luxury waterfront vacation ...

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Property Type

Anna Maria Island House

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Conch Out Beach House. 4 bed 3 bath bungalow / ranch style heated pool spa

$525

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pet friendly

About this property

BOOK WITH CONFIDENCE ALL RESERVATIONS MADE AFTER FEBRUARY 18TH 2021, WILL BE REFUNDED 85% OF THE TOTAL BOOKING COST IF CANCELED AT LEAST 14 DAYS BEFORE ARRIVAL. RESERVATIONS MUST BE UNDER 60 DAYS, LESS THE $20,000, AND PAID IN FULL 30 DAYS BEFORE ARRIVAL TO QUALIFY. CANCEL FOR ANY REASON NO QUESTIONS ...

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Property Type

Anna Maria Island House

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Casa Amiga. 4 bed 4 and a half bath SLEEPS 10 elevator Heated Pool Spa Free

$646

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pet friendly
  • Private pool

About this property

BOOK WITH CONFIDENCE ALL RESERVATIONS MADE AFTER FEBRUARY 18TH 2021, WILL BE REFUNDED 85% OF THE TOTAL BOOKING COST IF CANCELED AT LEAST 14 DAYS BEFORE ARRIVAL. RESERVATIONS MUST BE UNDER 60 DAYS, LESS THE $20,000, AND PAID IN FULL 30 DAYS BEFORE ARRIVAL TO QUALIFY. CANCEL FOR ANY REASON NO QUESTIONS ...

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Property Type

Anna Maria Island House

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Casa Del Mar. KeyWest Style Oasis on Anna Maria Island

$287

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly

About this property

OVERVIEWCasa Del Mar is a beautiful Key West style home featuring four bedrooms and two and a half baths. 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 ...

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Property Type

Anna Maria Island House

"Casa Del Mar 74th Steeet"
Reviewed July 17, 2019

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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Peacock Place

4 BR | 2 BA | Sleeps 8 | Quick View

5

$337

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pet friendly
  • Rentals by owner

About this property

Hooray! Most of our beloved snowbird regulars are coming back. However, there are still a handful of open weeks here and there. Availability is updated frequently, so please check our calendar often.Peacock Place, our 'big house' on Anna Maria Island is a sprawling old-Florida style home with 4 ...

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Property Type

Anna Maria Island House

"Peacock Palace"
Reviewed March 3, 2021

Peacock Palace is Perfect. Lovely historic home with wonderful vintage features and tons of room for big families. Fantastic proximity to beach. Completely stocked with all you will need and Denise is ...

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'Searenity' Stand Alone Home steps to beach SAVE!!!!!!!!!!

2 BR | 1 BA | Sleeps 4 | Quick View

3

Distance to beach: 0.0 miles to Cortez about 50 second walk

$204

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Rentals by owner

About this property

Rest assured that before you arrive, every surface has been sanitized. You will even see a "fully sanitized" sign hanging on door knob and band in bathroom! We also provide UV air purification that eliminates Virus, mold, as well as bacteria! So important in todays world! No need to pack your ...

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Property Type

Anna Maria Island House

"Fun in the Sun"
Reviewed March 11, 2021

We had a Great week of fun in the sun. The condo was as advertised and Mark was very easy to work with before, during and after our trip! Walking distance to the beach and several restaurants.

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Coconut Cove. Coconut Cove is the Ultimate Anna Maria Vacation Destination.

$724

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • 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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The Lighthouse. The Lighthouse offers 360 degree views of Anna Maria Island

$495

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Private pool

About this property

A beacon of outstanding design, Anna Maria Island's newest landmark, The Lighthouse, is centrally located in Holmes Beach and only a short walk to the white sandy beaches. Standing tall, featuring 3 bedrooms / 2.5 bathrooms, a heated pool and a rooftop viewing deck with stunning 360 degree views. This ...

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Property Type

Anna Maria Island House

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C View. Spacious canal front home with private heated pool on Anna Maria Island

$691

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Private pool

About this property

C-View is the perfect island getaway for your family vacation. Conveniently located within walking distance to Anna Maria's picturesque white sand beaches, Pine Avenue's restaurants and shops, and access to the free trolley. Be sure to bring your kayaks and paddle boards so you can take advantage of the ...

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Property Type

Anna Maria Island House

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Blue Lagoon North. Blue Lagoon on Anna Maria with heated pool

$300

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly

About this property

Come enjoy this 2 bedroom 2 bath duplex that can sleep up to 6 people with the add-on of the sleeper sofa. Blue Lagoon is located on North Shore which is just a few blocks from the renowned shopping and dining of Pine Avenue and features a large, shared heated pool. Upon entry you will find the open living ...

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Property Type

Anna Maria Island House

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Paradise Beach House. 6 bed 6 5 bath Heated Pool Spa Walk to the beach and

$750

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Private pool

About this property

BOOK WITH CONFIDENCE ALL RESERVATIONS MADE AFTER FEBRUARY 18TH 2021, WILL BE REFUNDED 85% OF THE TOTAL BOOKING COST IF CANCELED AT LEAST 14 DAYS BEFORE ARRIVAL. RESERVATIONS MUST BE UNDER 60 DAYS, LESS THE $20,000, AND PAID IN FULL 30 DAYS BEFORE ARRIVAL TO QUALIFY. CANCEL FOR ANY REASON NO QUESTIONS ...

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Property Type

Anna Maria Island House

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Blue Lagoon. Come enjoy the Blue Lagoon on the north end of the island

$600

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly

About this property

Come enjoy this 4 bedroom 4 bath duplex that can sleep up to 12 people with the add-on of the sleeper sofas. Blue Lagoon is located on North Shore which is just a few blocks from the renowned shopping and dining of Pine Avenue and features a large, shared heated pool. Upon entry in both units you will ...

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Property Type

Anna Maria Island House

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Paradise Palms East. Come relax in paradise under the palms with with private

$346

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pet friendly
  • Private pool

About this property

Paradise Palms East is a 2 bedroom 2 bath duplex with its own private heated pool & spa. This property is centrally located on Holmes Beach and only a few minute walk to the white sandy beaches. Upon entry you have the living room where you can relax and read to book or with TV after a long day in ...

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Property Type

Anna Maria Island House

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Pool Party South Cottage. 2 Bedroom Beach Style Cottage with Large Pool and Spa

$195

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pet friendly

About this property

OVERVIEW The Pool Party South Cottage is a beautiful duplex featuring two bedrooms and two baths with a pool area that is unsurpassed! This property is located in the heart of Holmes Beach close to shopping, restaurants and trolley stops. Best of all, this unit is with walking distance to the white sandy ...

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Property Type

Anna Maria Island House

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Blue Lagoon South. Soak in the sun at the Blue Lagoon South with heated pool

$300

avg/night

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Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly

About this property

Come enjoy this 2 bedroom 2 bath duplex that can sleep up to 6 people with the add-on of the sleeper sofa. Blue Lagoon is located on North Shore which is just a few blocks from the renowned shopping and dining of Pine Avenue and features a large, shared heated pool. Upon entry you will find the open living ...

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Property Type

Anna Maria Island House

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Paradise Palms West. Paradise Palms all you need for your beach getaway

$346

avg/night

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Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pet friendly
  • Private pool

About this property

Paradise Palms West is a 2 bedroom 2 bath duplex with its own private heated pool & spa. This property is centrally located on Holmes Beach and only a few minute walk to the white sandy beaches. Upon entry you have the living room where you can relax and read to book or with TV after a long day in ...

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Property Type

Anna Maria Island House

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Paradise Found. 6 Bed 6 Bath 2 Minutes To Beach Heated Pool & Stand Alone

$750

avg/night

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Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pet friendly
  • Private pool

About this property

BOOK WITH CONFIDENCE ALL RESERVATIONS MADE AFTER FEBRUARY 18TH 2021, WILL BE REFUNDED 85% OF THE TOTAL BOOKING COST IF CANCELED AT LEAST 14 DAYS BEFORE ARRIVAL. RESERVATIONS MUST BE UNDER 60 DAYS, LESS THE $20,000, AND PAID IN FULL 30 DAYS BEFORE ARRIVAL TO QUALIFY. CANCEL FOR ANY REASON NO QUESTIONS ...

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Property Type

Anna Maria Island House

"Awesome vacation house."
Reviewed November 2, 2019

Great house for vacation. 6 bedrooms and bathrooms. Nice pool and hot tub. Already had friends interested.

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Good times & Tan Lines. renovated no expense spared 3 bed 3 bath gulf views

$571

avg/night

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Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pet friendly
  • Private pool

About this property

Newly renovated with no expense spared this 3 bedrooms 3 bathroom with bonus den is the gem of Holmes Beach. The open concept floor plan is warm and inviting making you feel at home as soon as you arrive. The elevator from the garage to the top floor is a plus for anyone who has mobility issues or just ...

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Property Type

Anna Maria Island House

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Manatee Lookout. Come relax at Manatee Lookout relax on the dock and private

$618

avg/night

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Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pet friendly
  • Private pool

About this property

Manatee Lookout is a charming 3 bedroom 3 bath home with private heated pool located on the sought after north end of Anna Maria Island. This home has everything you need for the perfect vacation and is only a short walk to the white sandy beaches. Upon entry you have the living room where you can relax ...

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Property Type

Anna Maria Island House

"Awesome beach!"
Reviewed October 12, 2021

We enjoyed our trip to Anna Maria. Very quant, quiet beach. Beautiful clear water and amazing sunsets. Can’t wait to go back!!!

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Anchor Splash. North end getaway at Anchor Splash with private heated pool

$647

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Private pool

About this property

If you're looking for the perfect spot to drop anchor on Anna Maria Island— look no further than this spacious four-bedroom oasis. Located on the idyllic north end, Anchor Splash is a short stroll from the white sandy beaches and warm, aquamarine gulf waters. It's also within walking distance of ...

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Property Type

Anna Maria Island House

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