Anna Maria Island House Rentals

(108 rentals)
booking message booking message

3 BR | 3 BA | Sleeps 8 | Quick View

2

$488

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 ...

View all property information

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 ...

See all reviews

Show less

2 BR | 2 BA | Sleeps 6 | Quick View

$288

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 ...

View all property information

Property Type

Anna Maria Island House

Show less

3 BR | 2 BA | Sleeps 8 | Quick View

$588

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 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 need for ...

View all property information

Property Type

Anna Maria Island House

Show less

2 BR | 2 BA | Sleeps 6 | Quick View

1

$440

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly

About this property

Need a GREAT AMI GETAWAY? Just steps from the bayfront park in the City of Anna Maria is a charming island beach house called “La Cocolia” lovingly translated as the "little crab". This property is ready to host you and your family as you enjoy this newly renovated and decorated ...

View all property information

Property Type

Anna Maria Island House

"Spectacular"

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 ...

See all reviews

Show less

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

$815

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 ...

View all property information

Property Type

Anna Maria Island House

Show less

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 ...

View all property information

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!!

See all reviews

Show less

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 ...

View all property information

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 ...

See all reviews

Show less

4 BR | 3 BA | Sleeps 8 | Quick View

1

$602

avg/night

View Details

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 ...

View all property information

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 ...

See all reviews

Show less

6 BR | 4 BA | Sleeps 17 | Quick View

$887

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly

About this property

Welcome to Coastal Cove!This stunning 6 Bedroom, 4.5 Bathroom luxury beach home boasts an amazing location right in the heart of Bradenton Beach, featuring a private heated pool and spa with a rooftop deck that offers full 360-degree views of the Bay and the Gulf of Mexico.Home LayoutMain ...

View all property information

Property Type

Anna Maria Island House

Show less

4 BR | 4 BA | Sleeps 8 | Quick View

$1075

avg/night

View Details

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 ...

View all property information

Property Type

Anna Maria Island House

Show less

5 BR | 4 BA | Sleeps 8 | Quick View

$588

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly

About this property

Mia BellaNew to the market!Mia Bella has been completely restored and updated, creating one of the most unique and spacious residential properties on Anna Maria Island. The property is located on a deep water canal with over 80 feet of private patio running alongside mature mangroves. A new heated ...

View all property information

Property Type

Anna Maria Island House

Show less

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 ...

View all property information

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 ...

See all reviews

Show less

3 BR | 3 BA | Sleeps 6 | Quick View

$405

avg/night

View Details

Key Amenities

  • Air conditioning

About this property

*New 2022 & 2023 bookings are 15% off, the quoted rates already reflect this discount. No promotion code needed*Welcome to "Beach Escape" on beautiful Anna Maria Island. Appropriately named, this Mediterranean-inspired beach house offers all the charm and luxury you expect from a memorable ...

View all property information

Property Type

Anna Maria Island House

Show less

5 BR | 3.5 BA | Sleeps 12 | Quick View

8

Distance to beach: 0.2 miles to bradenton beach

$725

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 ...

View all property information

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 ...

See all reviews

Show less

4 BR | 2 BA | Sleeps 9 | Quick View

2

$449

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 ...

View all property information

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 ...

See all reviews

Show less

3 BR | 2 BA | Sleeps 8 | Quick View

$352

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 ...

View all property information

Property Type

Anna Maria Island House

Show less

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, ...

View all property information

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. ...

See all reviews

Show less

4 BR | 3 BA | Sleeps 8 | Quick View

$588

avg/night

View Details

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 ...

View all property information

Property Type

Anna Maria Island House

Show less

3 BR | 2 BA | Sleeps 8 | Quick View

1

$448

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 ...

View all property information

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 ...

See all reviews

Show less

3 BR | 2 BA | Sleeps 6 | Quick View

$448

avg/night

View Details

Key Amenities

  • Air conditioning

About this property

Welcome to 155 Crescent Dr 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. 155 Crescent Dr is located on a quiet street- north of Pine Ave and just a few flip flop steps away from ...

View all property information

Property Type

Anna Maria Island House

Show less

5 BR | 5 BA | Sleeps 14 | Quick View

Distance to beach: 0.1 miles to Bayside Beach

$800

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 ...

View all property information

Property Type

Anna Maria Island House

Show less

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 ...

View all property information

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! ...

See all reviews

Show less

4 BR | 3 BA | Sleeps 8 | Quick View

$538

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly

About this property

*3 Night Minimum stays are allowed during low season, please refer to the rate table for the specific date ranges* Magnolia Location, Location, Location! Magnolia is situated on a quiet residential street, 2 blocks from the gorgeous white sand beaches of the Gulf of Mexico and 2 blocks from ...

View all property information

Property Type

Anna Maria Island House

Show less

4 BR | 3 BA | Sleeps 12 | Quick View

$692

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly

About this property

Welcome to Sunset Shore!Sunset Shore is situated on a secluded lake on the prestigious North Shore Drive on Anna Maria Island. This quiet residential street is only 1 block from the gorgeous white sand beaches of the Gulf of Mexico and 1 block away from many amazing shops and restaurants on Pine Ave. ...

View all property information

Property Type

Anna Maria Island House

Show less

4 BR | 3 BA | Sleeps 8 | Quick View

1

$627

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 ...

View all property information

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 ...

See all reviews

Show less

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 ...

View all property information

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. ...

See all reviews

Show less

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 * ...

View all property information

Property Type

Anna Maria Island House

Show less

5 BR | 4 BA | Sleeps 14 | Quick View

4.8 rating on other travel sites

$886

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 ...

View all property information

Property Type

Anna Maria Island House

Show less

2 BR | 2 BA | Sleeps 6 | Quick View

$477

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 ...

View all property information

Property Type

Anna Maria Island House

Show less

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 ...

View all property information

Property Type

Anna Maria Island House

Show less

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% ...

View all property information

Property Type

Anna Maria Island House

Show less

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 ...

View all property information

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 ...

See all reviews

Show less

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 ...

View all property information

Property Type

Anna Maria Island House

Show less

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

303 68th St, Holmes Beach 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% of the ...

View all property information

Property Type

Anna Maria Island House

"Beautiful house with a very short walk to the Gulf beach."

This is a great house in a fantastic location. The close beach access is very convenient. There are 6 complimentary high quality beach chairs that came in very handy. There is even a handy beach wagon ...

See all reviews

Show less

3 BR | 2 BA | Sleeps 6 | Quick View

$480

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 ...

View all property information

Property Type

Anna Maria Island House

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 ...

View all property information

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.

See all reviews

Show less

2 BR | 2 BA | Sleeps 4 | Quick View

$339

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 ...

View all property information

Property Type

Anna Maria Island House

Show less

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 ...

View all property information

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 ...

View all property information

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 ...

See all reviews

Show less

2 BR | 2 BA | Sleeps 6 | Quick View

4.8 rating on other travel sites

$195

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

Beach Escape is a 2 bedroom/2 bathroom completely remodeled & updated property that is located 1/2 block away from the white sandy beaches offering all of the conveniences you would want in an island stay and is within walking distance to shopping and restaurants.This property has a fully-equipped ...

View all property information

Property Type

Anna Maria Island House

Show less

2 BR | 2 BA | Sleeps 6 | Quick View

5.0 rating on other travel sites

$316

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 ...

View all property information

Property Type

Anna Maria Island House

Show less

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) ...

View all property information

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 ...

See all reviews

Show less

4 BR | 2 BA | Sleeps 8 | Quick View

8

$385

avg/night

View Details

Key Amenities

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

About this property

It is almost always summer on Anna Maria! 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 bedrooms, 2 bathrooms, and plenty of space. It is ideal for a large family or several couples. ...

View all property information

Property Type

Anna Maria Island House

"A womderful stay in Paradise"

This was one of the most unique homes we have ever rented. Equipped with everything anyone would need on vacation. Great location, easy walk to the beach, and many restaurants nearby.All in all, we ...

See all reviews

Show less

2 BR | 2 BA | Sleeps 6 | Quick View

4.9 rating on other travel sites

$258

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 ...

View all property information

Property Type

Anna Maria Island House

Show less

4 BR | 4.5 BA | Sleeps 12 | Quick View

4.9 rating on other travel sites

$834

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 ...

View all property information

Property Type

Anna Maria Island House

Show less

4 BR | 4 BA | Sleeps 8 | Quick View

1

Distance to beach: 700 feet to Bayside or Gulf Side - Bean Point

$1029

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly

About this property

Located at the north end of Anna Maria Island, this 4 bedroom/3.5 bath home offers unique and well-appointed surroundings to make your trip memorable. Custom finishes, light fixtures, and furnishings were all handpicked to make this home truly one of a kind. The main level offers two guest suites, a ...

View all property information

Property Type

Anna Maria Island House

"Simply Paradise!!!"

From the moment we arrived at the house, we knew our experience would be exceptional. It was just stunning! Not only is it on the north end of the island but also the photos just don't do it justice. First ...

See all reviews

Show less

$293

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, ...

View all property information

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, ...

See all reviews

Show less

2 BR | 2 BA | Sleeps 6 | Quick View

4.7 rating on other travel sites

$355

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Please note that the pool heater is off for the summer season.Some pictures may show a Hot Tub. This is non-functional. Bring your boat or jet skis to Pelican Point, an Anna Maria canal front home complete with a private boat dock with lift and a private screened and pool. This 2 bedroom/2 bathroom home ...

View all property information

Property Type

Anna Maria Island House

Show less

2 BR | 2 BA | Sleeps 4 | Quick View

4.5 rating on other travel sites

$219

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 ...

View all property information

Property Type

Anna Maria Island House

Show less

$470

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. ...

View all property information

Property Type

Anna Maria Island House

Show less

Map
Expand map Close map
Anna Maria Island Vacation Rentals