Holmes Beach (Anna Maria Island, Florida) Vacation Rentals

(92 rentals)
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4 BR | 2 BA | Sleeps 9 | Quick View

2

$485

avg/night

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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

"Family vacation"

The house was great! Close proximity to the trolly, which made exploring the island very easy!The beach is just a few minute walk, and was so convenient. Everyone loved the pool and hot tub, even though ...

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Key Amenities

  • Air conditioning
  • Kitchen
  • Rentals by owner

About this property

Less than a minute's walk 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.Three bedrooms with two king beds and one queen ...

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Property Type

Anna Maria Island House

"Great family vacation!"

We stayed at shell house @ , I was able to bring my daughter and son and their fiancé’s to stay with us, it was just as I remembered! What a great trip! The house is so cozy and the location is perfect! ...

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3 BR | 2 BA | Sleeps 6 | Quick View

$419

avg/night

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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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2 BR | 2 BA | Sleeps 4 | Quick View

$271

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly

About this property

Welcome to “Beachcomber” a cozy villa reminiscent of days past on Anna Maria. This charming villa is only 3 houses (300 Ft) TO DIRECT BEACH ACCESS in the City of Holmes Beach on Anna Maria Island!!! When arriving at “Beachcomber” you will get excited with how close you are ...

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Property Type

Anna Maria Island Villa

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2 BR | 2 BA | Sleeps 5 | Quick View

6

$264

avg/night

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Key Amenities

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

About this property

Ann's cottage 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

"Spectacular!"

We could not have asked for a more perfect home away from home. Gail is an amazing host, the home is beautiful, pristine, and well stocked with everything we needed plus more. The location is perfect for ...

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4 BR | 3 BA | Sleeps 8 | Quick View

1

$724

avg/night

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Key Amenities

  • Air conditioning

About this property

Welcome to "Luana Breeze" located at 208 68th Street, Holmes Beach. Find ease and relaxation the moment you arrive, this property is about 100 steps to the Gulf of Mexico and one of the best beaches on the West Coast of Florida.This ground level beach house offers 4 bedrooms, 3 bathrooms ...

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Property Type

Anna Maria Island House

"Immaculate"

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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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

"Most awesome place!!!"

I arranged for rental of this property for an 80th birthday celebration/reunion for my husband and several friends (and spouses) who go back as early as grade school. This place was PERFECT! Only a very ...

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2 BR | 2 BA | Sleeps 6 | Quick View

$170

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Welcome to Sand & Surf! This spacious 2 bedroom condo is close to the beach and in the heart of it all.*Features include* * 2 full bedrooms and 2 bathrooms * Fully equipped kitchen * Easy Walk to the grocery store, shops, and restaurants, and beach * Washer and dryer in unit * One king, two ...

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Property Type

Anna Maria Island Condo

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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

"Awesome house and outdoor area"

Nice house with a fantastic outdoor area with a nice pool, sitting area, bar, and t.v.. Close to the beach and there were chairs, tents, beach toys, and a wagon. Walking distance to several restaurants ...

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5 BR | 4 BA | Sleeps 8 | Quick View

$1121

avg/night

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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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Key Amenities

  • Air conditioning
  • Beachfront
  • Kitchen
  • Oceanfront
  • Pool
  • Private pool
  • Rentals by owner

About this property

TWO WEEK MINIMUM STAY. No exceptions. No Pets. Sorry20 STEPS TO THE SAND GREAT VIEW Last minute deals don’t last long we price to rent. If you’re interested in the July dates call don’t email. . We are cheaper than any two bedroom two bath on the island we are price to stay booked. ...

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Property Type

Anna Maria Island Condo

"Fantastic place"

This Condo has amenities galore. Everything you would want for the beach, condo was beautiful and fully equipped. The best part, it was a few steps from the beach and from the balcony one can view the beauty ...

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4 BR | 4 BA | Sleeps 8 | Quick View

$1042

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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Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • 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 - have the best of both worlds - the sun and the shade.Beach and ...

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Property Type

Anna Maria Island House

"AMAZING!!!"

This house is the best rental we have ever stayed in! The scenery out back is incredibly relaxing.. trees, Adirondack chairs, the OCEAN!! It is so private, and also the best equipped kitchen I’ve ever ...

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2 BR | 2 BA | Sleeps 4 | Quick View

1

$263

avg/night

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Key Amenities

  • Air conditioning

About this property

Come experience Unit 204 at Sun Plaza West on beautiful Anna Maria Island. This 2 bedroom 2 bathroom Condo is located in the heart of Holmes Beach within walking distance to restaurants, shopping and the Islands Free Trolley. Sun Plaza West complex offers a secure entry, an elevator, heated pool and an ...

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Property Type

Anna Maria Island Apartment

"Great place"

The condo was very clean when we entered and there were soap, dish washing and paper starter items when we arrived. There is nice fully equipped nice new kitchen. The TV in the living room was Roku and ...

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2 BR | 2 BA | Sleeps 6 | Quick View

16

$263

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Located on 5th Avenue in Holmes Beach this unit is out of the way on a dead end street. Seaduction offers a heated pool, and every amenity to make your stay here a comfortable one. After a day at the beach, you can relax by the pool or in the private, nicely landscaped picnic area. There are only 4 units ...

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Property Type

Anna Maria Island Condo

"Fantastic Condo!"

Morgan and Dan - we loved your beautiful condo. We wish we could have stayed even longer. You left no stone unturned. The condo is well appointed and nicely decorated. We had the best time and really ...

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2 BR | 1 BA | Sleeps 2 | Quick View

$137

avg/night

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Key Amenities

  • Air conditioning

About this property

Welcome to the “The Gathering Place” a cute cottage reminiscent of days past on Anna Maria. This charming ground floor cottage is only 4 houses (300 Ft) TO DIRECT BEACH ACCESS in the City of Holmes Beach on Anna Maria Island!!!Looking to get out of the snow and cold rain for the upcoming ...

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Property Type

Anna Maria Island Cottage

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2 BR | 2 BA | Sleeps 4 | Quick View

$383

avg/night

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Key Amenities

  • Air conditioning

About this property

*VRC - CITY OF HOLMES BEACH VACATION RENTAL ORDINANCE REQUIRES 7-NIGHT MINIMUM STAYS. THIS PROPERTY REQUIRES A SATURDAY-TO-SATURDAY ARRIVAL/DEPARTURE*Need a getaway? We have the perfect spot for you. Welcome to "Sun & Surf", a direct gulf front condo on beautiful Anna Maria Island. This ...

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Property Type

Anna Maria Island Apartment

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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

"Amazing stay!"

This was our second trip to this lovely home. This time we were traveling with my sister's 14-month-old granddaughter and it was so nice to have all the extra gear supplied for infants -- even a baby bath ...

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4 BR | 3 BA | Sleeps 8 | Quick View

$655

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly

About this property

Welcome to “Oceans Blue” on beautiful Anna Maria Island. Enjoy Luxury Living all on one floor. There are no stairs to climb at this ground level home.Peace, tranquility and the ultimate in privacy are yours at this completely renovated beach house with brand new private pool and spa and ...

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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
  • 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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2 BR | 2 BA | Sleeps 4 | Quick View

$253

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 House

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2 BR | 2 BA | Sleeps 4 | Quick View

$377

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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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 4 | Quick View

19

$202

avg/night

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Key Amenities

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

About this property

My wood-frame beach cottage was built in 1936, and was originally part of 6-8 cottages and a lodge house. It is the only surviving cottage, many having been taken by hurricanes. (Forward of the cottage’s beach, a street and an entire city block of the old subdivision are submerged beneath the ...

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Property Type

Anna Maria Island Cottage

"25th Wedding Anniversary"

OMG! Paradise right outside the back door! Couldn't ask for anything more! Convenient to everything! Thanks for a wonderful stay, Libby! You are the hostess with the mostest! :)

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3 BR | 2 BA | Sleeps 6 | Quick View

$368

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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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

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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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2 BR | 2 BA | Sleeps 6 | Quick View

4.8 rating on other travel sites

$273

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

***The pool at Runaway Bay will be closed starting Monday May 1st with an expected reopening date of Monday June 12th. Pricing has been adjusted accordingly for this period.*** Casual Elegance can best describe this charming 2 bedroom/2 bath, first floor condo in beautiful Runaway Bay. This condo has ...

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Property Type

Anna Maria Island Condo

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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

306 67th Street Unit B 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 ...

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Property Type

Anna Maria Island House

"Great place for a family vacation"

Close to Keys Marina - slips, trailer storage and boat ramp. Short walk to beach or via golf cart.Enjoyed our familly vacation:

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2 BR | 1 BA | Sleeps 6 | Quick View

4.7 rating on other travel sites

$247

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

Relax, unwind, and make the best beach memories in this beachy home! This home has a fully-equipped kitchen that will make preparing meals easy. Spend time grilling on the private patio after a day of fun on the beach.You are just a seashell's throw from the white sands of the Gulf of Mexico, it is also ...

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Property Type

Anna Maria Island Condo

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2 BR | 1.5 BA | Sleeps 6 | Quick View

4.7 rating on other travel sites

$292

avg/night

View Details

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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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

***The pool at Runaway Bay will be closed starting Monday, May 1st with an expected reopening date of Monday, June 12th. Pricing has been adjusted accordingly for this period.*** Come relax and enjoy this stunning 2 bedroom/2 bathroom second level, recently updated condo at Runaway Bay. Runaway Bay is ...

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Property Type

Anna Maria Island Condo

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$414

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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2 BR | 2 BA | Sleeps 6 | Quick View

5.0 rating on other travel sites

$411

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • 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 a book or watch TV after a long day in ...

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Property Type

Anna Maria Island House

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4 BR | 2.5 BA | Sleeps 8 | Quick View

5.0 rating on other travel sites

$634

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
  • 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
  • Kid friendly
  • Kitchen
  • Pool

About this property

Looking for the perfect beach destination? Well, it doesn't get better than this! This 2 bedroom/2 bath condo is centrally located in Holmes Beach and is only steps from the sparkling gulf waters and white sandy beaches. There is plenty of natural lighting with the large windows in the living room, a ...

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Property Type

Anna Maria Island Condo

"Tropical Sunset #1"

Location is where it's at! Close to everything, yet on a quiet street. We had a great time celebrating 5 years post cancer! Loved the Island and everyone on it. We didn't want to leave! Loved the way ...

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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

128 49th St Holmes Beach 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% of the grand ...

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Property Type

Anna Maria Island House

"Great Thanksgiving Vacation!"

We spent Thanksgiving week at Sunset and Sand and it delivered on all our expectations. The home is clean, beautifully decorated and functional. The kids absolutely loved the heated pool and Spa and Its ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

VRC This stunningly built and decorated 4 bedroom + Bunk Den 4 bath home is just steps from the sparkling white sandy beaches of the Gulf of Mexico with crystal clear blue waters. Located in prime Holmes Beach, you are within walking distance to the award winning Beach Bistro and many other restaurants, ...

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Property Type

Anna Maria Island House

"Pleasantly surprised"

We rented this house for a family vacation. This house is everything you see & more. We found it to be perfectly located from beach/stores/restaurants in a quite neighborhood. The house was perfectly ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Escape to a tropical paradise at our stunning Anna Maria Island Villa! This magnificent property features a private pool with a breathtaking waterfall, as well as an elevator, lanai, and Tiki hut. Offering the ultimate island experience!The villa boasts 3 spacious bedrooms plus a wonderful tower room, ...

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Property Type

Anna Maria Island Villa

"Beautiful house and Celine is an excellent host"

Beautiful house and Celine is an excellent host. We stayed here a week for a family vacation and really enjoyed our time. House had everything we needed and more. Very clean and super close to the beach. ...

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2 BR | 2 BA | Sleeps 6 | Quick View

4.9 rating on other travel sites

$291

avg/night

View Details

Key Amenities

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

About this property

Why stay in a condominium or hotel when you can have your own private beach house with heated pool and spa? This 2 bedroom/2 bath completely remodeled private home is located on the north end of Holmes Beach, less than a 7-minute walk to the white sandy beaches, close to the sought after Pine Ave, restaurants ...

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Property Type

Anna Maria Island House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

Perfect for a family vacation or a couple's retreat, this newly listed and newly updated, furnished 2 bedroom/2 bath duplex is located on the north end of desirable Holmes Beach. This home offers all the comforts of home and is just steps to the beautiful white sandy beach. The kitchen is fully equipped ...

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Property Type

Anna Maria Island House

"GREAT LOCATION"

Great location in middle of Ana Marie Island; close to beach, not to far to shopping and restaurants.Rum Dog is a clean two bedroom pet friendly unit with wonderful deck for eating and socializingRental ...

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4 BR | 4 BA | Sleeps 8 | Quick View

Owner special: Book now for the months of June or July 2023 and recieve a 10% discount on the nightly rate!

$840

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • 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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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

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2 BR | 2 BA | Sleeps 6 | Quick View

4.7 rating on other travel sites

$399

avg/night

View Details

Key Amenities

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

About this property

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% of the grand total. 7106 Marina Dr - Holmes ...

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Property Type

Anna Maria Island House

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2 BR | 1 BA | Sleeps 6 | Quick View

4.8 rating on other travel sites

$247

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

Relax, unwind, and make the best beach memories in this beachy home! This home has a fully-equipped kitchen that will make preparing meals easy. Spend time grilling on the private patio after a day of fun on the beach.You are just a seashell's throw from the white sands of the Gulf of Mexico, it is also ...

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Property Type

Anna Maria Island Condo

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Sunset Azul is a 2 bedroom/1 bath gulf side ground level villa on the southern end of Holmes Beach. This unit has just been completely updated (October 2019) with all new floors, paint and beautiful coastal furnishings. It's quiet, yet close to shopping, restaurants and trolley stops. Best of all, this ...

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Property Type

Anna Maria Island Condo

"Beautiful place - Highly recommended!!"

This is a great condo!! Full kitchen, washer and dryer IN unit, comfortable bed and beautiful natural light throughout. Only a 2 minute walk to the Gulf beach, Walgreens and Public. 2 parking spots are ...

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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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Holmes Beach (Anna Maria Island, Florida) Vacation Rentals