Holmes Beach (Anna Maria Island, Florida) Vacation Rentals

(60 rentals)
Good Time and Tan Lines

3 BR | 3 BA | Sleeps 6 | Quick View

$299

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool

About this property

Don't miss the opportunity to one of the first to stay in this Stunning 3 bedroom 3 bathroom with bonus den area that has been completely renovated from bottom to top. This property is a new hidden gem of Holmes Beach.   The open concept floor plan is warm and inviting making you feel at home ...

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Property Type

Anna Maria Island Townhome

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Relax at The Ulmer House...Right on the Beach...Gulf Views Everywhere!

$300

per night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Oceanfront
  • Rentals by Owner

About this property

As you drive up to The Ulmer House, the landscape is natural, graceful and compliments the house in an authentic way. It feels like a compound from the street looking through the mature trees that surround a very large property and shield it from the view of the public. There is a very private and spacious ...

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Property Type

Anna Maria Island House

"wonderful home in a beautiful location!"
Reviewed July 23, 2019

This home was beautiful and had everything we needed for a wonderful week at the beach. The shaded lot and views of the beach from the house were outstanding!

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Sunset Beach

2 BR | 2 BA | Sleeps 4 | Quick View

$247

per night

View Details

Key Amenities

  • Air Conditioning
  • Pool

About this property

Lovely, beachfront 2 bedroom, 2 bath condo with a screened porch overlooking the beautiful sand beaches of the Gulf of Mexico!! Situated in a small complex with lush landscaping, private pool and covered parking.Sunset Beach 101 offers newly renovated bathrooms and kitchen with new tile throughout ...

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Property Type

Anna Maria Island Condo

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Sea Salt

3 BR | 3 BA | Sleeps 6 | Quick View

$153

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool

About this property

Sea Salt is a beautiful recently updated home home nestled in the heart of Holmes Beach-just a short 5 minute walk to the world renowned beaches of Anna Maria Island. This 3 bedroom 2.5 bath home offers everything you need for an unforgettable vacation. Enjoy the private heated pool with sand area, covered ...

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Property Type

Anna Maria Island House

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Anna Maria Paradise - Private Pool & Canal front home

$217

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool
  • Rentals by Owner

About this property

Beautiful 4 bedroom, 2.5 bathroom home with direct access to Anna Maria Canal and private heated pool overlooking the water. Take a kayak ride right off your private dock area or cast a fishing pole and catch dinner. This home has lots of space and is ready for you to come enjoy all of what the island ...

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Property Type

Anna Maria Island House

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Southern Comfort

3 BR | 3 BA | Sleeps 6 | Quick View

$153

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool

About this property

Southern Comfort is a private, single family home centrally located in Holmes Beach. This gorgeous 3 bedroom 2.5 bath vacation rental offers a private heated pool, front and rear balconies, gas BBQ grill, tropical landscaping, one car garage and much more! Just a brief 4 minute stroll to the pristine ...

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Property Type

Anna Maria Island House

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Osprey Roost - Pet-friendly and very close to beach!

$199

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Rentals by Owner

About this property

It is always summer on Anna Maria Island!We have one of the most pristine, un-crowded beaches you will ever visit. Enjoy a champagne breakfast, Duffy's burgers for lunch, or cocktails at sunset! In addition, there are many other fabulous things to do here - Busch Gardens, Universal Studios and Disney ...

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Property Type

Anna Maria Island House

"Ideal home away from home"
Reviewed April 15, 2019

We can't stop talking about how much we miss "our" Osprey Roost. The car rarely leaves the driveway, as everything we need and want is within walking distance. The gulf is a very short walk, as are the ...

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Summer House Upstairs

2 BR | 2 BA | Sleeps 6 | Quick View

$197

per night

View Details

Key Amenities

  • Air Conditioning
  • Pool

About this property

This beautiful villa has two bedrooms and two bathrooms, lots of storage space, laundry room, spacious kitchen and open and light living room. In the living room there is a sleepers sofa. The unit is bright and light, is fully furnished and gives its guests the feel of home. Kitchen is fully equipped. ...

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Property Type

Anna Maria Island Villa

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

3 BR | 2.5 BA | Sleeps 8 | Quick View

3
Owner special: Fall rental specials, $150 per night with 7 nights minimum stay. Contact owner, now.

$214

per night

View Details

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

"Review of an Excellent Rental"
Reviewed April 19, 2019

The house is in a great location and is well equipped. Beach is only a few minutes away. The free trolley, which serves the entire island, is about a 5 minute walk.Supermarket and drug stores are nearby. ...

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Manna-Tee Beach House

3 BR | 3 BA | Sleeps 8 | Quick View

$153

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool

About this property

Overview If you are ready to put your "heels in the sand", look no further. Manna-Tee Beach House is the perfect vacation spot for relaxation on Anna Maria Island. This beautiful 3 bedroom, 2.5 bath home located on Holmes Beach on Anna Maria Island has all the amenities for you. Top-of-the-line ...

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Property Type

Anna Maria Island House

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Peacock Place - Pet-friendly and very close to beach!

$242

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Rentals by Owner

About this property

It is always summer on Anna Maria Island!We have one of the most pristine, un-crowded beaches you will ever visit. Enjoy a champagne breakfast, Duffy's burgers for lunch, or cocktails at sunset! In addition, there are many other fabulous things to do here - Busch Gardens, Universal Studios and Disney ...

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Property Type

Anna Maria Island House

"Family visit"
Reviewed July 3, 2019

Peacock Place is a great place for family reunions. Plenty of space. Close to the beach. We loved it.

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Villa Del Mar

4 BR | 4 BA | Sleeps 10 | Quick View

$504

per night

View Details

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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A Shore Thing

3 BR | 2 BA | Sleeps 8 | Quick View

$213

per night

View Details

Key Amenities

  • Air Conditioning
  • Pet Friendly

About this property

This beach house is “A Shore Thing” for creating fantastic vacation memories. This newly furnished ground level home is decorated in coastal living motif and has no stairs to climb. The open floor plan is ideal for one or two families to have a fantastic vacation. The living room, Florida ...

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Property Type

Anna Maria Island House

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Angelinos Sea Lodge

1 BR | 1 BA | Sleeps 4 | Quick View

Distance to beach: 100 feet to Beach onsite

$150

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Oceanfront
  • Rentals by Owner

About this property

Angelinos Sea Lodge offers four unique vacation rentals right on the beach of Florida Gulf Coast, Anna Maria Island, Holmes Beach. Hidden in a quiet residential street, these beachfront cottages are quaint, charming, and just a few steps to the white sand and blue sea. All sea lodges have direct ocean ...

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Property Type

Anna Maria Island Cottage

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Walker Beach Cottage/Pet Friendly

$129

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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

"Just what the Doctor ordered"
Reviewed October 7, 2019

This was the best vacation I have had in a few years. It was so easy to schedule - Libby the cottage manager was excellent and so accommodating. The cottage was charming, very clean, and well equipped ...

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Villa Verde

3 BR | 4 BA | Sleeps 6 | Quick View

$265

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly

About this property

This Beautiful 3 bedroom 3.5 bathroom home is ideally located just down the street from the white sand beaches, restaurants and shops. After a day of fun in the sun relax by the private heated pool in your own backyard oasis. Villa Verde has every luxury you could want, the open concept floor plan is ...

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Property Type

Anna Maria Island House

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Mermaid's Crossing

4 BR | 3 BA | Sleeps 10 | Quick View

1

$299

per night

View Details

About this property

At 4 bedrooms and 3 full bathrooms, this is one of the most charming rentals on Anna Maria Island!! Located a few houses from the beach, it is only a two minute walk until white powdery sand is between your toes! Easy on the kids and even easier on you! Around the corner from restaurants, pubs & stores ...

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Property Type

Anna Maria Island House

"Yearly family vacation"
Reviewed May 20, 2019

Location was good with only a short walk to the beach and in a quiet location. House was clean and there was plenty of room for the group. Lots of pool and beach toys for us and the kids. The pool needed ...

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Summer Breeze

4 BR | 4 BA | Sleeps 10 | Quick View

$156

per night

View Details

Key Amenities

  • Air Conditioning
  • 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

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Turtle's Bay

3 BR | 3 BA | Sleeps 6 | Quick View

1

$279

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool
  • Rentals by Owner

About this property

This brand new 3 bedroom 3.5 bathroom + den . This home is ideally located just down the street from the white sand beaches, restaurants and shops. After a day of fun in the sun relax by the salt water heated pool in your own backyard oasis. This house has every luxury you could want, Flat screen TV’s, ...

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Property Type

Anna Maria Island House

"Beautiful Property"
Reviewed September 23, 2018

Visiting Anna Maria Island was amazing!! The weather was beautiful and the home was beautiful too!! I would definitely come back to visit this area.

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OCEAN 72

2 BR | 2 BA | Sleeps 6 | Quick View

$149

per night

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About this property

Relax and unwind in this gorgeous, newly renovated 2 bedroom, 2 bath home close to everything!OCEAN 72, located only a short walk to the powdery white sandy beach of the Gulf of Mexico and ½ a mile from historic Pine Avenue on Anna Maria Island.Not in the mood for the beach? No Problem! ...

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Property Type

Anna Maria Island House

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Seahorse Beach House

4 BR | 3 BA | Sleeps 8 | Quick View

$299

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

202 81 st Street - Holmes Beach - Fl 34217 This Beautiful new 4 bedroom 3 bathroom home ideally located just down the street from the white sand beaches, restaurants and shops. After a day of fun in the sun relax by the heated pool in your own backyard oasis. This house has every luxury you could ...

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Property Type

Anna Maria Island House

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BEACH FRONT HOUSE with TIKI HUT ....SHADY PINES yard is 1 step to beach.

$300

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Rentals by Owner

About this property

The best of both worlds all in one family friendly spot! SUN and SHADE. Best lot on the Island according to frequent visitors. We do not accept pets. Shady Pines is a very comfortable tastefully decorated, 2 BR, 1-1/2 bath, beach house right on the beautiful Gulf of Mexico. Our guests say it feels ...

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Property Type

Anna Maria Island House

"Paradise Beach House"
Reviewed November 15, 2018

We have spent very nice week at Shady Pines Beach House. Every morning we had a breakfast outside in front of the house and watched the sea of Mexico Gulf. The atmosphere of the house gives to everybody ...

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Beach Bliss

3 BR | 3 BA | Sleeps 6 | Quick View

$225

per night

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About this property

Incredible 3 Bed 3 Bath bungalow, Minutes From The Beach With Backyard OasisSpecial Rate does not include thanksgiving Christmas of New Years week This beautiful 3 bedroom 3 bathroom Bungalow is only minutes from the white sands beach of Anna Maria Island. Only a minute walk to the nearest free ...

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Property Type

Anna Maria Island House

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AquaBella

3 BR | 2 BA | Sleeps 6 | Quick View

$255

per night

View Details

Key Amenities

  • Air Conditioning

About this property

AquaBella is a delightful architecturally designed canal front home that offers 3 bedrooms and 2 full bathrooms. This U-shaped home was constructed to take full advantage of the many tranquil views of the deep water canal and lush tropical landscaping. As you sit with your morning tea or coffee all your ...

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Property Type

Anna Maria Island House

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Starfish Isle

4 BR | 3 BA | Sleeps 10 | Quick View

$249

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Private Pool

About this property

At 4 bedrooms and 3 full bathrooms, this is one of the best rentals on Anna Maria Island. A few short blocks to the beach, and around the corner to restaurants, pubs & stores. Featuring a heated pool to relax in after your busy day, Starfish Isle is a luxurious and welcome retreat in the perfect location ...

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Property Type

Anna Maria Island House

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Starfish Cove

3 BR | 2 BA | Sleeps 6 | Quick View

$199

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Private Pool

About this property

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 Cove is a luxurious and welcome retreat in ...

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Property Type

Anna Maria Island House

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Casa Del Mar

4 BR | 3 BA | Sleeps 8 | Quick View

1

$153

per 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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Pool Party South Cottage

2 BR | 2 BA | Sleeps 6 | Quick View

$124

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • 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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Sun Plaza West - 204

2 BR | 2 BA | Sleeps 4 | Quick View

$107

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly

About this property

Sun Plaza West is a beautiful beach front property offering all of the conveniences you would want in an island stay. You will find the furnishings & facilities very accommodating to make your vacation one to remember. This condo is a recently updated, quaint 2 bedroom 2 bath beach front condo located ...

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Property Type

Anna Maria Island Apartment

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Island Escape

4 BR | 5.5 BA | Sleeps 10 | Quick View

$599

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Private Pool

About this property

ISLAND ESCAPE is the most beautiful house you'll find on AMI ~ brand new and simply FABULOUS! The photos just can’t show exactly how special this home really is. Be one of the first to bring their family and enjoy this home that features upscale, professional décor without a detail missed. ...

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Property Type

Anna Maria Island House

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Bare Feet Retreat

3 BR | 3 BA | Sleeps 6 | Quick View

$299

per night

View Details

Key Amenities

  • Full Kitchen

About this property

Stunning beach front resort with gated covered parking.

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Property Type

Anna Maria Island House

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Costa Lotta

3 BR | 4 BA | Sleeps 8 | Quick View

$314

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool

About this property

OverviewCosta 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! Walking ...

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Property Type

Anna Maria Island House

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

$171

per night

View Details

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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Kickback Cabana

3 BR | 2 BA | Sleeps 6 | Quick View

$229

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • 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

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Life's a Beach

2 BR | 2 BA | Sleeps 6 | Quick View

$105

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly

About this property

Life's a beach 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! Life's a beach features a living room, dining ...

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Property Type

Anna Maria Island House

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Sand Dollar Villa

2 BR | 2 BA | Sleeps 6 | Quick View

$75

per night

View Details

Key Amenities

  • Air Conditioning
  • Pet Friendly

About this property

This 2 bedroom, 2 bath villa is in the heart of Anna Maria Island. It is located 300 feet to the beach in a residential neighborhood, west of Gulf Drive, which is the beach side of the main road. Decorated with simplicity, yet fully equipped this ground level villa is conveniently located in the center ...

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Property Type

Anna Maria Island Villa

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Palm Haven

2 BR | 1 BA | Sleeps 6 | Quick View

$98

per night

View Details

Key Amenities

  • Air Conditioning
  • Pet Friendly

About this property

This quaint 2 bedroom, 1 bath grond level villa is just a short half block from the white sand beaches of Anna Maria Island. Quiet neighborhood on the beach side of Gulf Drive! Amenities include: Full kitchen with all your utensils and supplies needed, microwave, coffee maker, toaster, oven, cental ...

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Property Type

Anna Maria Island Villa

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Absolutely perfect

2 BR | 2 BA | Sleeps 4 | Quick View

2

Distance to beach: 0.5 miles to Manatee Beach

$100

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Rentals by Owner

About this property

Very contemporary condo (danish style), just refurnished and remodeled, and equipped with more than everything you need for a relaxing and unforgettable vacation in Paradise.The unit is inspiring and gives you a laid back feeling immediately after entering. A huge pool with lounges and sun umbrellas ...

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Property Type

Anna Maria Island Condo

"Fantastic stay!"
Reviewed July 22, 2018

The condo has everything you could possibly need. Carla and her husband were wonderful to work with, as was the local rental agency that managed the condo. We called for a minor issue - but they came ...

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Emerald Bay

3 BR | 3 BA | Sleeps 6 | Quick View

$279

per night

View Details

About this property

This brand new 3 bedroom 3.5 bathroom + den . This home is ideally located just down the street from the white sand beaches, restaurants and shops. After a day of fun in the sun relax by the salt water heated pool in your own backyard oasis. This house has every luxury you could want, Flat screen TV’s, ...

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Property Type

Anna Maria Island House

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Crosswind Cottages

3 BR | 2 BA | Sleeps 6 | Quick View

$149

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

312 (B) 61st street - Holmes Beach - FL - 34217 Welcome to this luxury Key West style home by the sea! It is your place in the sun to make memories and unwind!Crosswinds Cottage is just a short five minute walk to Anna Maria Island's world renowned white sandy beaches where you will enjoy time with ...

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Property Type

Anna Maria Island Cottage

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Salt Air East

2 BR | 2 BA | Sleeps 6 | Quick View

$199

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool

About this property

Relax and unwind in this gorgeous, newly renovated 2 bedroom, 2 bath home close to everything!Salt Air East villa, located only a short walk to the powdery white sandy beach of the Gulf of Mexico and ½ a mile from historic Pine Avenue on Anna Maria Island.Not in the mood for the beach? ...

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Property Type

Anna Maria Island House

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SunSet Azul

2 BR | 1 BA | Sleeps 4 | Quick View

$146

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

OVERVIEWSunset Azul is a fully updated 2 bedroom 1 bath gulf side ground level villa on the southern end of Holmes Beach. This unit has been updated and is comfortably furnished. It's quiet, yet close to shopping, restaurants and trolley stops. Best of all, this unit is only a few short steps to the ...

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Property Type

Anna Maria Island Apartment

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Paradise Found

6 BR | 6 BA | Sleeps 12 | Quick View

$349

per night

View Details

About this property

401 42 nd Street - Holmes Beach - FL - 34217 This brand new 6 bedroom 6.5 bathroom - SLEEPS 14 Comfortably. This home is ideally located just down the street from the white sand beaches, restaurants and shops. After a day of fun in the sun relax by the salt water heated pool in your own backyard oasis. ...

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Property Type

Anna Maria Island House

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Bahama Mama

3 BR | 2 BA | Sleeps 6 | Quick View

$184

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool

About this property

Overview This is it, paradise found. This fabulous Key West style elevated 3 bedroom 2 bath Anna Maria Island home has so many wonderful features it is hard to list them all here. It offers cathedral ceilings, open floor plan, private heated pool & spa, private decks from every room, screened covered ...

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Property Type

Anna Maria Island House

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Pool Party Cottages

4 BR | 4 BA | Sleeps 12 | Quick View

$223

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly

About this property

OVERVIEW The Pool Party Cottage North & South is a beautiful duplex featuring 4 bedrooms and 4 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, these units are within walking distance to ...

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Property Type

Anna Maria Island House

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Conch Out Beach House

4 BR | 3 BA | Sleeps 10 | Quick View

$329

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

At 4 bedrooms and 3 full bathrooms, this is one of the best rentals on Anna Maria Island. Straight down the road 1 block to the beach, and around the corner to restaurants, pubs & stores. Featuring a huge heated pool to relax in after your busy day, Conch Out Beach House is a luxurious and welcome ...

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Property Type

Anna Maria Island House

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Gulf Sound - A

2 BR | 1 BA | Sleeps 6 | Quick View

$141

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

OverviewGulf Sound is a gulf side, ground level tri-plex located on Gulf Drive in the southern end of Holmes Beach. Unit A at Gulf Sound is the southern unit. It is a two bedroom, one bath that will sleep six people. The unit has been updated and is comfortably furnished. It's quiet, yet close to ...

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Property Type

Anna Maria Island House

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Ocean View

6 BR | 5 BA | Sleeps 12 | Quick View

$449

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

OCEAN VIEW is a brand new construction home that features 6 bedrooms and 5.5 bathrooms and a fantastic location-just a 1 minute stroll to the White sandy beaches at the 65 th st access! This lovely property offers a private heated pool with a spa, water slide and grotto. The backyard is an oasis with ...

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Property Type

Anna Maria Island House

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

$300

per 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

"Great home with a beautiful yard on the Gulf of Mexico"
Reviewed November 6, 2018

We stayed here for a week and had a great stay. This is an “Old Florida” home, not a super renovated McMansion. The House was full of charm and very clean and comfortable. There are several sitting ...

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Beach Please! Anna Maria Island 100 steps to the beach ~ 2 UNITS to choose from

4 BR | 4 BA | Sleeps 11 | Quick View

1
Owner special: Remaining rates for 2019 deeply discounted! $100/night downstairs and $120/ night upstairs

$100

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Rentals by Owner

About this property

ATTENTION: We offer 2 different units for rent. For all the most up to date rates and availability please visit our main website. Click OWNER INFO and there you will find the links to each of our rentals. Thank you!Beach Please AMI is a beautiful island duplex with two private getaways under the same ...

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Property Type

Anna Maria Island House

"Perfect location"
Reviewed October 9, 2019

Julie was great to work with and responded very promptly to questions. The property was exactly as presented. The property was clean and inviting. Everyone in our party loved it. Additional information ...

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Holmes Beach (Anna Maria Island, Florida) Vacation Rentals