Anna Maria Island Vacation Rentals with Private Pool

(88 rentals)
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$257

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

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"

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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3 BR | 2 BA | Sleeps 6 | Quick View

2

$329

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Seaglass CottageLocated just a few sandy steps from the turquoise Gulf of Mexico, Seaglass Cottage is the Anna Maria Island beach house you've been dreaming about. This quintessential beachfront bungalow has a footpath across the street that leads directly to the sugary white sand of Bean Point— ...

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Property Type

Anna Maria Island Cottage

"Great place!"

Super cozy! Great place for a perfect vacation! Definitely will be one of my choices when we plan our next vacation!

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3 BR | 2.5 BA | Sleeps 8 | Quick View

4.8 rating on other travel sites

$328

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Casa Bonita is bright, inviting and the perfect place for a wonderful vacation with family and friends in tropical paradise. This home has 3 bedrooms with 2 Full and 2 Half located in the heart of Bradenton Beach you're only a few short steps away from beachfront access or Bridge Street. You can lounge ...

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Property Type

Anna Maria Island House

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Key Amenities

  • Kid friendly
  • Kitchen
  • Pool
  • 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 a bar, and a luxury outdoor Greek setting under pergola for 10! This home is steps from the Gulf of Mexico, ...

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Property Type

Anna Maria Island House

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2 BR | 2 BA | Sleeps 6 | Quick View

5.0 rating on other travel sites

$221

avg/night

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Key Amenities

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

About this property

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

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Property Type

Anna Maria Island House

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5 BR | 5 BA | Sleeps 14 | Quick View

Distance to beach: 0.1 miles to Bayside Beach

$1016

avg/night

View Details

Key Amenities

  • 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 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 smaller groups. A 6 ...

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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

SPECIAL 6 NIGHT STAY SEPT 10-16 ONLY $595!!!!!ASK US ABOUT MULTI WEEK DISCOUNTS!!Featuring 6 bedrooms 5.5 baths (sleeps 12) and a fantastic location - just a 1 minute stroll to the white sands of the 65th St Beach Access! This lovely home offers a huge private heated pool with spa, rock water ...

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Property Type

Anna Maria Island House

"Awesome home"

My family of 11 stayed at this beautiful home for 7 days. We had five kids ranging from 5yr-12yr and I will say the pool was the biggest hit! The entire home was very spacious and even with our large group ...

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2 BR | 1.5 BA | Sleeps 6 | Quick View

5.0 rating on other travel sites

$212

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • 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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3 BR | 2 BA | Sleeps 8 | Quick View

$485

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

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

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Property Type

Anna Maria Island House

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3 BR | 2 BA | Sleeps 6 | Quick View

4.9 rating on other travel sites

$294

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • 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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4 BR | 4 BA | Sleeps 12 | Quick View

4.8 rating on other travel sites

$765

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Looking for a relaxing retreat just steps to the soft white sand and turquoise waters? Coconut Breeze offers the perfect seascape for large family or friend gatherings. This custom home with coastal art touches delivers fun for everyone with its private heated pool, spacious four bedrooms with TV's in ...

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Property Type

Anna Maria Island House

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2 BR | 2 BA | Sleeps 6 | Quick View

4.9 rating on other travel sites

$253

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 7min 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
  • Private pool
  • Rentals by owner

About this property

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

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Property Type

Anna Maria Island House

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Key Amenities

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

About this property

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

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Property Type

Anna Maria Island Condo

"Excellent Stay"

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

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4 BR | 3 BA | Sleeps 8 | Quick View

5.0 rating on other travel sites

$428

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

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

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Property Type

Anna Maria Island House

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3 BR | 2 BA | Sleeps 6 | Quick View

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

$987

avg/night

View Details

Key Amenities

  • 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 beautiful ...

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Property Type

Anna Maria Island House

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Key Amenities

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

About this property

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

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Property Type

Anna Maria Island House

"Quiet Beach View Location"

This house is all about the location!! It's a Great location, 2 houses from the beach on a dead-end road. This home has 2 decks facing the beach for you to sit out and enjoy the beautiful sunsets! ...

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4 BR | 4 BA | Sleeps 8 | Quick View

4.9 rating on other travel sites

$658

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

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

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Property Type

Anna Maria Island House

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2 BR | 2 BA | Sleeps 6 | Quick View

$409

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

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

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Property Type

Anna Maria Island House

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3 BR | 3 BA | Sleeps 8 | Quick View

2

$557

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

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

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Property Type

Anna Maria Island House

"Gertie's East"

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

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4 BR | 2.5 BA | Sleeps 10 | Quick View

4.7 rating on other travel sites

$568

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

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

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Property Type

Anna Maria Island House

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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! 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, Italian leather ...

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Property Type

Anna Maria Island House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Golf Cart included for all reservations July 9th - August 31st! You'll fall in love with this incredible bay front 5 bedroom and 6 full bathrooms home with a separate suite both complete with full size kitchens on the sought after north end of Anna Maria Island! Short distance to the white sandy beaches ...

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Property Type

Anna Maria Island House

"Great getaway !"

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

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Key Amenities

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

About this property

--Don't see the exact dates you are looking for? Check out the additional availabilty in my 1br 1 bath unit (40 steps away from this unit) /5597This updated 2 bedroom 2 bath condo is located at Bradenton Beach on Anna Maria Island, directly off Gulf Drive. Runaway Bay is a lovely vacation resort on ...

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Property Type

Anna Maria Island Condo

"Great location"

This is the first time we stayed at Dans Florida Condos. The condos were right across the street from the private beach access, and I could not have asked for a cleaner unit. Pictures tell the whole story. ...

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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 4BD/6.5BA 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 of the home ...

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Property Type

Anna Maria Island House

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2 BR | 2 BA | Sleeps 6 | Quick View

4.8 rating on other travel sites

$321

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Looking for a great vacation location on beautiful Holme Beach, then look no further. This newly renovated light & bright private 2 bedroom, 2 bathroom home features a great floor plan complete with brand new heated pool with spa & sun-shelf, game room, full size washer / dryer, cable TV, WiFi ...

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Property Type

Anna Maria Island House

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4 BR | 3 BA | Sleeps 8 | Quick View

$524

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

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

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Property Type

Anna Maria Island House

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3 BR | 2.5 BA | Sleeps 6 | Quick View

5.0 rating on other travel sites

$329

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • 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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3 BR | 2 BA | Sleeps 6 | Quick View

$467

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

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

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Property Type

Anna Maria Island House

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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 made up until 14 days prior to arrival result in a refund of 85% of the grand total. In the event the reservations exceeds $20,000 or 30+ days, cancellations must be made prior to 30 days prior to arrival in order to receive 85% ...

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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

110 11th Street South - Bradenton Beach - FL 34217Book with confidence: Cancellations made up until 14 days prior to arrival result in a refund of 85% of the grand total. In the event the reservations exceeds $20,000 or 30+ days, cancellations must be made prior to 30 days prior to arrival in order ...

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Property Type

Anna Maria Island House

"Amazing house, would visit again in a heartbeat!"

We rented this house for 8 adults and 3 little kids for a long weekend in October 2018, and really loved every minute of our stay. We were looking for a house that was on the beach, but being four houses ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

202 69 th Street - Holmes Beach - FL 34217 VRC We do our rentals from Saturday to Saturday, if you are looking for a stay that is not a 7-night rental or would like to begin your vacation on a day other than Saturday please send us an email to reservations@This amazing rental is a favorite for ...

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Property Type

Anna Maria Island Townhome

"Lovely stay"

Another family and ourselves rented the property. We found it very clean and equipped to a high standard. The pool and jacuzzi were great and well used especially by the kids. The management company were ...

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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 made up until 14 days prior to arrival result in a refund of 85% of the grand total. In the event the reservations exceeds $20,000 or 30+ days, cancellations must be made prior to 30 days prior to arrival in order to receive 85% of the ...

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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
  • Pet friendly
  • Private pool

About this property

411 79th Street Holmes Beach, Fl 34217 VRC Book with confidence: Cancellations made up until 14 days prior to arrival result in a refund of 85% of the grand total. In the event the reservations exceeds $20,000 or 30+ days, cancellations must be made prior to 30 days prior to arrival in order to receive ...

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Property Type

Anna Maria Island House

"Nice Getaway"

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

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

6605 Gulf Drive Holmes Beach, FL 34217 VRC19-00290 Book with confidence: Cancellations made up until 14 days prior to arrival result in a refund of 85% of the grand total. In the event the reservations exceeds $20,000 or 30+ days, cancellations must be made prior to 30 days prior to arrival in order ...

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Property Type

Anna Maria Island House

"Ideal family vacation home!"

The property was great, and worked really well with our family-which includes a 4 year old and a 9 month old, so having the bedrooms in different areas and private baths, made everything much easier. Centrally ...

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4 BR | 4.5 BA | Sleeps 10 | Quick View

4.8 rating on other travel sites

$897

avg/night

View Details

Key Amenities

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

About this property

144 Crescent Dr. Anna Maria, FL 34216 Book with confidence: Cancellations made up until 14 days prior to arrival result in a refund of 85% of the grand total. In the event the reservations exceeds $20,000 or 30+ days, cancellations must be made prior to 30 days prior to arrival in order to receive 85% ...

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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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Key Amenities

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

About this property

306 Clark drive (B) Holmes Beach, FL 34217 VRC Book with confidence: Cancellations made up until 14 days prior to arrival result in a refund of 85% of the grand total. In the event the reservations exceeds $20,000 or 30+ days, cancellations must be made prior to 30 days prior to arrival in order to ...

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Property Type

Anna Maria Island Townhome

"Beautiful Property"

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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Key Amenities

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

About this property

312 A 61st Street Holmes Beach, FL 34217 VRC Book with confidence: Cancellations made up until 14 days prior to arrival result in a refund of 85% of the grand total. In the event the reservations exceeds $20,000 or 30+ days, cancellations must be made prior to 30 days prior to arrival in order to receive ...

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Property Type

Anna Maria Island House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

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

146 Crescent Dr, Anna Maria FL 34216 VITAMIN SEA is a home that features 5 bedrooms and 5 bathrooms and a fantastic location-just a 10 minute stroll to the White sandy beaches of BEAN POINT on the coveted north end of Anna Maria. This lovely property offers a private heated pool with a spa, The backyard ...

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Property Type

Anna Maria Island House

"Second time around"

This was the second time in 2 years that our family of 10 stayed for one week at Vitamin Sea. Things started out kind of rough with Emma not remembering that we were coming - so the house was not cleaned, ...

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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 made up until 14 days prior to arrival result in a refund of 85% of the grand total. In the event the reservations exceeds $20,000 or 30+ days, cancellations must be made prior to 30 days prior to arrival in order ...

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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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Key Amenities

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

About this property

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

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Property Type

Anna Maria Island Condo

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2 BR | 2 BA | Sleeps 6 | Quick View

$429

avg/night

View Details

Key Amenities

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

About this property

An addendum to our cancellation policy: If the governor of Florida issues a Florida travel ban you will receive a refund. Additionally, every reservation is offered two different trip insurance policies. One:) cancel for thirty different reasons and receive a full refund (cost 7% of the gross rental amount). ...

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Property Type

Anna Maria Island Condo

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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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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
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

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

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Property Type

Anna Maria Island House

"Perfect Beach House for just about anyone"

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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3 BR | 3 BA | Sleeps 8 | Quick View

5.0 rating on other travel sites

$756

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

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

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Property Type

Anna Maria Island House

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2 BR | 2 BA | Sleeps 6 | Quick View

4.8 rating on other travel sites

$361

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

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

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Property Type

Anna Maria Island House

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Key Amenities

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

About this property

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

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Property Type

Anna Maria Island House

"Nice house"

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

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