Anna Maria Island Vacation Rentals

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

2 BR | 1 BA | Sleeps 4 | Quick View

10

Distance to beach: 0.2 miles to Bean Point Beach

$234

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

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

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Property Type

Anna Maria Island House

"Awesome!!!!"
Reviewed April 11, 2021

We loved it here. The location was perfect. Very quite and relaxing. A short walk across the street to the beautiful white sandy beach. The sunsets were absolutely gorgeous. The house was clean, comfortable ...

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Anna Maria Island Condo~Close to the beach, shops & restaurants, heated pool!

$135

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

Welcome to Paradise!When you come to Anna Maria Island for vacation, make this charming and inviting two-bedroom condo your home away from home! You're sure to love the relaxed island attitude with amenities like a heated pool, private screened lanai, and easy access to the beach, dining, and shopping. ...

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Property Type

Anna Maria Island Condo

"Stunning Accommodation"
Reviewed November 18, 2019

We arrived, looking forward to a three day trip to the island. We were delighted to find this beautiful apartment was situated in a lovely quiet area but close to the free trolley bus stop and Publix supermarket. ...

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Absolute Anna Maria

2 BR | 2 BA | Sleeps 6 | Quick View

3

$208

avg/night

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Key Amenities

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

About this property

Surrounded by water with the Gulf of Mexico to the west, the Intra-Coastal Waterway to the east, Tampa Bay to the north and Sarasota Bay to the south. We have the best location on Anna Maria Island where the island is only 150 yards wide. Our complex stretches from the Gulf to the Intra-Coastal Waterway. ...

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Property Type

Anna Maria Island Condo

"Excellent vacation rental"
Reviewed March 1, 2021

We thoroughly enjoyed our stay and the beach is so beautiful and a stones throw away. We had no problems whatsoever and any maintenance that came up, which was literally nothing more than a screen door, ...

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Casita Marina - 11101

3 BR | 2.5 BA | Sleeps 8 | Quick View

$303

avg/night

View Details

Key Amenities

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

About this property

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

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Property Type

Anna Maria Island House

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BRAND NEW! ‘Primo Flamingo' 3bed/2 full bath Deluxe renewed home, Fishing dock!

3 BR | 2 BA | Sleeps 6 | Quick View

3

Distance to beach: 250 feet to About a 50 second walk

$303

avg/night

View Details

Key Amenities

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

About this property

Our newest 3 bedroom/2 full bathroom is one of the most deluxe vacation rentals available on Anna Maria Island and located in most sought after and narrow part of island. If you deserve the best and would like to enjoy the best at introductory rates, read on! But before you do, watch our new 5 minute ...

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Property Type

Anna Maria Island Townhome

"Amazing place"
Reviewed September 3, 2020

Mark was an amazing host. Hands down the best vacation destination. Across the street from the beach, and the mariana. The house is beautiful, the city is great. I cant wait to come back. One of my favorite ...

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

3 BR | 2.5 BA | Sleeps 8 | Quick View

7
Owner special: Weeks open starting 4/10 to 5/15, excellent beach views & 150 ft to beach. Sleeps 8 & Discounts.

$311

avg/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

"Location, space and value!"
Reviewed January 4, 2021

The owner of this beach home was top notch! Great to communicate with, and flexible! We typically stay on the North end of the beach, this was our first time at Homes. Very close to Publix and Dollar ...

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Penthouse Condo in One Particular Harbour Near Anna Maria Island / Marina Access

2 BR | 2 BA | Sleeps 5 | Quick View

9

Distance to beach: 2 miles to Manatee Beach

$132

avg/night

View Details

Key Amenities

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

About this property

2 BR / 2 BA Penthouse Sleeps 5 comfortably - 1.6 Miles from Anna Maria Island BeachesFall in love with the amenities of the property and convenience to Anna Maria Island Beaches in this brand new 2 bed/2 bath penthouse condo! The adjoining marina is a great convenience for guests that want to bring ...

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Property Type

Anna Maria Island Condo

"Beautifully Appointed and Thoughtfully Stocked"
Reviewed February 18, 2021

We came for 6 weeks and plan to return! Solid construction. High end appliances and cooking gadgets, and extremely comfortable furniture, too. Owners extremely responsive to any questions or needs. We ...

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AMI Waterfront Beach Condo w Pool!

$179

avg/night

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Key Amenities

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

About this property

Featuring 2 bedrooms and 2 baths, this waterfront home base comfortably accommodates up to 6 guests. Pack the sunscreen and get ready for a memorable stay with family or friends at the Gulf condo. Look forward to spending relaxing days on the beach or lounging by the community pool. Get out on the water ...

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Property Type

Anna Maria Island Condo

"Love, love, love this place so much!!!"
Reviewed November 11, 2020

The condo is absolutely gorgeous! Picture perfect beach stay right on the bay and across from the beach. Anna Maria is adorable and quaint but with an active night life after long days at the beach. Also, ...

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

$333

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Rentals by Owner

About this property

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

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Property Type

Anna Maria Island House

"My retirement vacation"
Reviewed April 9, 2021

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

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Dolphin Cottage

3 BR | 1.5 BA | Sleeps 6 | Quick View

2

$271

avg/night

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Key Amenities

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

About this property

Availability is updated frequently, so please check our calendar often.Dolphin Cottage, our 'little house' on Anna Maria Island, is a cozy, charming old-Florida home with 3 bedrooms and 1 bathroom - perfect for a couple or family. It is very close to the beach, with only two other houses between it ...

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Property Type

Anna Maria Island House

"Love the Dolphin Cottage!"
Reviewed April 23, 2019

This is where you want to stay at the beach for a quiet old Florida experience. A beautiful beach is less than a block away where you can enjoy shade under the old Australian pines. The cottage is clean, ...

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SMUGGLER'S COVE RESORT-Private Beach Access

$130

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

Smuggler’s Cove Resort is a family friendly timeshare property that offers studio and one-bedroom units. Each studio unit sleeps two with a queen-size bed or queen Murphy bed plus a full kitchen. One-bedroom units sleep four and offer a king size bed in the bedroom and a queen sleeper sofa in the ...

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Property Type

Anna Maria Island Condo

"our Florida peaceful time"
Reviewed February 28, 2021

such a peaceful quiet place going one way or the other. one way there is the beach the other way the peaceful garden by the bay. totally relaxing.

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Katie's AMIable Condo

2 BR | 2 BA | Sleeps 4 | Quick View

1

$177

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

Two bedroom, two bath condo for rent in the lovely Runaway Bay complex in Bradenton Beach, on beautiful Anna Maria Island, Florida! Live the relaxed lifestyle on Anna Maria. Enjoy morning walks and evening sunsets on the beach, just across the road. While away the afternoon by the big, beautiful pool ...

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Property Type

Anna Maria Island Condo

"Snowbird Retreat"
Reviewed December 6, 2018

We enjoyed this unit very much! It has all the amenities we need! It is a very quiet spot and has a nice view of the pond.

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Dans Florida Condos - 1 bedroom 1 bath (Private Beach Access) Runaway Bay

$150

avg/night

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Key Amenities

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

About this property

This non-smoking unit is over 900 sq ft with a screened in terrace complete with a quiet, peaceful view of the lagoon that flows through the center of the complex (see the pictures). Conveniently located close to Sarasota Airport (20 minutes) and the Tampa Airport (55 minutes). Also, close to major Florida ...

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Property Type

Anna Maria Island Condo

"Incredible Condo & Owner"
Reviewed September 16, 2020

My sister and I stayed at Dan’s condo for a few weeks.The condo location was very handy to all shops & grocery stores.The condo was excellent in enough space, amenities & relaxing view, the ...

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Casita Marina - 11103

2 BR | 2 BA | Sleeps 6 | Quick View

2

$222

avg/night

View Details

Key Amenities

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

About this property

This classic home located on the North End of Anna Maria Island is the perfect home for your tropical beach vacation. The beautiful Anna Maria beach is across the street about 100 steps away! The home is a legal duplex (11101+11102 Gulf Drive). This unit has two bedrooms and two bathrooms. The Kitchen ...

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Property Type

Anna Maria Island Condo

"Great Location"
Reviewed August 12, 2020

Pros: The pool and hot tub are lovely. You can walk to the beach in 5 minutes and then walk back to go to the bathroom or make yourself a sandwich without having to carry your full day of food and drink ...

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ALECASSANDRA VACATION VILLAS, Your Family Vacation Accommodations

$150

avg/night

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Key Amenities

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

About this property

Ideal Location - Family Vacation Accommodation 2 Individual Villas, 4 Bedroom 4 Baths Sleeping for 8-12 GuestsThe Alecassandra Vacation Villas is a small 4 bedroom vacation property that is family owned by Nick and Vicki Zec and named after our children Alec & Cassandra. When renting entire ...

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Property Type

Anna Maria Island Villa

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SUPER CLEAN-STEPS TO BEACH-WALK TO SHOPS/RESTAURANTS/NIGHT SPOTS -SEE REVIEWS

$477

avg/night

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Key Amenities

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

About this property

WHAT PRIOR GUESTS HAVE SAID ABOUT HOW WE ARE HANDLING COVID-19 RELATED RESERVATIONS:Jen and Joe were extremely cooperative with us as we canceled our May 20 beach trip. We were devastated but felt we needed to cancel in light of the COVID-19 crisis. Thank you, Jen and Joe, and we hope to rent from ...

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Property Type

Anna Maria Island Townhome

"Beautiful rental at wonderful Bradenton Beach"
Reviewed November 23, 2020

Jo and Jen are wonderful owners and went above and beyond to make sure our stay was wonderful. Grammie arrived first, and was there alone for hurricane Eta. Jen and Jo continually checked in to keep her ...

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Villa Del Mar

4 BR | 4 BA | Sleeps 10 | Quick View

$676

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Cool and calming tiled floors, modern furnishings, and updated appliances give this vacation home an air of Tommy Bahama feel. We know how exhausting and stressful traveling can be so don’t feel an ounce of guilt if the second thing you do is plop down on the living room’s couch and switch ...

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Property Type

Anna Maria Island House

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Sun Plaza West Unit 204

2 BR | 2 BA | Sleeps 4 | Quick View

$267

avg/night

View Details

Key Amenities

  • Air Conditioning

About this property

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

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Property Type

Anna Maria Island Apartment

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Island in the Sun

2 BR | 2 BA | Sleeps 6 | Quick View

$373

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Pet Friendly
  • Private Pool

About this property

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

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Property Type

Anna Maria Island House

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Sand Dollar Villa

3 BR | 2 BA | Sleeps 6 | Quick View

$238

avg/night

View Details

Key Amenities

  • Air Conditioning

About this property

Welcome to “Sand Dollar Villa”, one of our newest luxury properties at Salty Mermaid Vacation Rentals. This elevated condo offers all the luxury and comfort you will come to expect from staying at one of our vacation rentals on Anna Maria Island. Find ease, relaxation, and luxury the moment ...

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Property Type

Anna Maria Island Apartment

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Crescent Palms

3 BR | 2 BA | Sleeps 8 | Quick View

$497

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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Hammock Daze

4 BR | 3 BA | Sleeps 8 | Quick View

$783

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Private Pool

About this property

Welcome to "Hammock Daze" The perfect home for a Luxurious family trip to Anna Maria Island. This Elegant home is new construction and is located in the City of Anna Maria. Leave your car parked in one of the 4 spots provided in the large driveway, you are only a short stroll away from all the ...

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Property Type

Anna Maria Island House

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Emma's Cottage

4 BR | 3 BA | Sleeps 8 | Quick View

$840

avg/night

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Key Amenities

  • Air Conditioning
  • Pet Friendly
  • Private Pool

About this property

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

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Property Type

Anna Maria Island House

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The Sandpiper

3 BR | 2 BA | Sleeps 6 | Quick View

$306

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Pool

About this property

If you are travelling with another family or have a larger party than 6 people, we also offer the sister property to this unit at “BBC #246”Welcome to “Bradenton Beach Club #234” on beautiful Anna Maria Island!Need something steps to the beach that offers a pool – ...

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Property Type

Anna Maria Island Apartment

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Willow Cottage

3 BR | 2 BA | Sleeps 8 | Quick View

$478

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Pet Friendly
  • Private Pool

About this property

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

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Property Type

Anna Maria Island House

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BBC Unit 246

4 BR | 2 BA | Sleeps 6 | Quick View

1

$306

avg/night

View Details

Key Amenities

  • Air Conditioning

About this property

If you are travelling with another family or have a larger party than 6 people, we also offer the sister property to this unit at “BBC #234”Welcome to Bradenton Beach Club #246! Here is a great opportunity to enjoy an updated condo featuring 2 bedrooms plus a bunk room and 2 full baths. ...

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Property Type

Anna Maria Island Apartment

"Beautiful Riverfront"
Reviewed January 12, 2021

This house was beautiful lovely layout with 3 bedrooms and 2 bathrooms. Just steps away from the manatee river! Can’t wait to come back

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Shore Beats Work

3 BR | 2 BA | Sleeps 8 | Quick View

$584

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Pet Friendly

About this property

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

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Property Type

Anna Maria Island House

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Paradise on Park Ave

5 BR | 4 BA | Sleeps 8 | Quick View

$748

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Private Pool

About this property

Welcome to Paradise on Park Ave, one of our premier luxury rentals at Salty Mermaid Real Estate.This newer construction, West of Gulf Drive property offers the perfect location in The City of Anna Maria with no busy streets to cross. You and your little ones are only a few flip flop steps away from ...

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Property Type

Anna Maria Island House

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

2 BR | 1 BA | Sleeps 4 | Quick View

3

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

$178

avg/night

View Details

Key Amenities

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

About this property

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

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Property Type

Anna Maria Island House

"Fun in the Sun"
Reviewed March 11, 2021

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

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Crabby Coconut

3 BR | 2 BA | Sleeps 6 | Quick View

$433

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Private Pool

About this property

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

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Property Type

Anna Maria Island House

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Blue Pearl

4 BR | 2 BA | Sleeps 9 | Quick View

$407

avg/night

View Details

Key Amenities

  • Air Conditioning

About this property

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

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Property Type

Anna Maria Island House

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Pineapple Cottage

4 BR | 3 BA | Sleeps 8 | Quick View

$505

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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Zen Gardens

3 BR | 2 BA | Sleeps 8 | Quick View

$567

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Pet Friendly

About this property

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

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Property Type

Anna Maria Island House

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Beach Vacation at Angelinos Sea Lodge on Anna Maria Island

1 BR | 1 BA | Sleeps 4 | Quick View

1

Distance to beach: 100 feet to Beach onsite

$186

avg/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 beach cottages have direct ocean ...

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Property Type

Anna Maria Island Cottage

"Paradise on the Beach!!"
Reviewed March 6, 2020

The hosts are kind and accommodating and share their beautiful property generously! The unit was equipped with all necessary items for an enjoyable stay. The comfortable bed provided a great sleep after ...

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Walker Beach Cottage

2 BR | 2 BA | Sleeps 4 | Quick View

9

$145

avg/night

View Details

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

"Delightful Get Away"
Reviewed March 19, 2021

We had a delightful stay at the Walker Cottage. Although it is an older property, it was clean, had great beds and was stocked with everything we needed. Right out the door was a short path leading to the ...

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

$361

avg/night

View Details

Key Amenities

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

About this property

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

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Property Type

Anna Maria Island House

"Amazing house and location"
Reviewed January 25, 2021

Just back from Shady Palms and what a wonderful week we had. The house is just as pictured, better actually. The gulf is right outside the backdoor and the trees are just beautiful and it's very quiet. ...

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Lifestyle on the island

2 BR | 2 BA | Sleeps 4 | Quick View

2
Owner special: Spring offer: April 20 to May 15, 2021 - only $770 for 7 nights - don't miss that out!

Distance to beach: 0.5 miles to Manatee Beach

$122

avg/night

View Details

Key Amenities

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

About this property

2 bed/2bath condo on second floor, fits up to four guests, close to the gulf beach. Turnkey furnished and spruced by the owner. Shops and restaurants are close by. Trolley stop for free rides on the island is around the corner. Come and enjoy!Just remodeled and equipped with more than everything ...

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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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C View

5 BR | 3 BA | Sleeps 10 | Quick View

$453

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

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

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Property Type

Anna Maria Island House

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Suite #2 – Gulf Front Views. NEW LISTING! Sailfish Gulf Suites #2, Beachfront

$232

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly

About this property

Sailfish Gulf Suites is a Gulf front, Old Florida style ground levelaccommodation which guarantees your most memorable beach vacation!  Sailfish Gulf Suites is comprised of 4 separate suites.  Suite 2 hasdirect views of the Gulf of Mexico and is  just a few steps to thebeach. It ...

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Property Type

Anna Maria Island Cottage

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Mermaids Landing

6 BR | 5 BA | Sleeps 12 | Quick View

2

$736

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Relax and unwind in this brand new custom built and professionally decorated 6 bedroom 5 bath home located just steps from both the Gulf of Mexico and the bay. This coastal style property boast luxury views from each room and features smart tvs in all the bedrooms as well as the living room and the outdoor ...

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Property Type

Anna Maria Island House

"Amazing house, would visit again in a heartbeat!"
Reviewed December 12, 2018

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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Sea Horse

3 BR | 3 BA | Sleeps 8 | Quick View

$485

avg/night

View Details

Key Amenities

  • Air Conditioning
  • 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 three-bedroom, three 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 ...

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Property Type

Anna Maria Island House

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Bermuda Bay Club 1467

3 BR | 2 BA | Sleeps 6 | Quick View

$290

avg/night

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Key Amenities

  • Air Conditioning
  • Pool

About this property

Overview Bermuda Bay is a beautiful Gulf to Bay property that is located directly across the street from the beautiful beaches offering you all of the conveniences you would want in an island stay. The complex has a large heated pool and spa, from the pool you can stroll down the boardwalk to the bay ...

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Property Type

Anna Maria Island Villa

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Kickback Cabana

3 BR | 2 BA | Sleeps 6 | Quick View

2

$406

avg/night

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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

"Nice Getaway"
Reviewed September 25, 2020

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

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Suite #4 – Garden Views. NEW LISTING! Sailfish Gulf Suites #4, Garden

$207

avg/night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly

About this property

Sailfish Gulf Suites is a Gulf front, Old Florida style ground levelaccommodation which guarantees your most memorable beach vacation!  Sailfish Gulf Suites is comprised of 4 separate suites.  Suite 4 hasgarden views and is  just a few steps to the beach. It features 1bedroom ...

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Property Type

Anna Maria Island Cottage

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Steps To Beach. Fishing Dock Gas Grill WiFi Sparkling Clean! Walk to activities!

$135

avg/night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront

About this property

You've looked at the rest now book the best. Book directly thru this site, in order to secure the dates you want and, at our current great rates. Readon to see what sets us apart from the rest!Rest assured that before you arrive, every surface has been sanitized. You will even see a "fully sanitized" ...

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Property Type

Anna Maria Island Condo

"The cleanest place I have ever had the pleasure of renting"
Reviewed April 5, 2021

We stayed here for the month of March. The location is perfect and away from any traffic but close to wonderful places to dine. My vacations tend to depend on food and the food was very good. We especially ...

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Rum Dog

3 BR | 2 BA | Sleeps 6 | Quick View

$240

avg/night

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Key Amenities

  • Air Conditioning
  • Pet Friendly

About this property

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

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Property Type

Anna Maria Island House

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Paradise Palms East

2 BR | 2 BA | Sleeps 6 | Quick View

$311

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly

About this property

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

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Property Type

Anna Maria Island House

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307 65th Street

5 BR | 4 BA | Sleeps 10 | Quick View

3

$814

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Please visit our direct site for correct pricing and availability: /307-65th-street This stunning brand newly built and decorated 5 bedroom 4 bath home is just steps from the sparkling white sandy beaches of the Gulf of Mexico. Located in prime Holmes Beach you are with in walking distance to the award ...

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Property Type

Anna Maria Island House

"Pleasantly surprised"
Reviewed August 11, 2020

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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Ground Floor Two Bedroom Condo Steps to Gulf of Mexico and Bay

2 BR | 2 BA | Sleeps 4 | Quick View

2

Distance to beach: 75 feet to Anna Maria

$151

avg/night

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Key Amenities

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

About this property

This ground level walk out two bedroom two bath condo has just been totally renovated and recently redecorated. The condo features a comfortal coastal style that has been decorated by the owner. The condo sits midway between the Bay of Sarasota and the Gulf of Mexico. Runaway Bay offers many amenities ...

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Property Type

Anna Maria Island Condo

"Absolutely perfect!"
Reviewed December 1, 2020

We just left Michael's absolutely fantastic condo in Runaway Bay. This condo has everything you could possibly need. Michael doesn't skimp on anything. There are more towels, sheets, dishes pots, pans, ...

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2 bedrm/2 full bath Best vacation value on Anna Maria Island! Steps to beach.

2 BR | 2 BA | Sleeps 4 | Quick View

2

Distance to beach: 0.0 miles to Cortez Beach Anna Maria Is about 45 seconds walk

$233

avg/night

View Details

Key Amenities

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

About this property

You've looked at the rest now book the best. Book directly thru this site, in order to secure the dates you want and, at our current great rates. Read on to see what sets us apart from the rest!Rest assured that before you arrive, every surface has been sanitized. We exceed CDC cleaning standards! ...

View all property information

Property Type

Anna Maria Island Cottage

"Great vacation"
Reviewed July 8, 2020

The place we stayed was perfect. Location was great steps to the beach. Would stay again. Loved this place

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Anna Maria Island Vacation Rentals

Anna Maria Island Weather

 | 

7423°  5211°
JANUARY
Ocean 6518°
7624°  5412°
FEBRUARY
Ocean 6518°
7926°  5714°
MARCH
Ocean 6820°
8328°  6116°
APRIL
Ocean 7423°
8831°  6719°
MAY
Ocean 7926°
9133°  7222°
JUNE
Ocean 8328°
9133°  7323°
JULY
Ocean 8529°
9233°  7423°
AUGUST
Ocean 8731°
9032°  7323°
SEPTEMBER
Ocean 8529°
8630°  6719°
OCTOBER
Ocean 8228°
8127°  6016°
NOVEMBER
Ocean 7624°
7624°  5412°
DECEMBER
Ocean 7021°

Choose a vacation rental on the little island that has it all

A mere 20 minutes from Bradenton, laid-back Anna Maria Island awaits. What feels like “old” Gulf Coast Florida with strict business regulations, little to no car traffic, and a peaceful way of life. That’s right, you won’t find any chain restaurants or high-rise, view-blocking buildings here. And oh, the beaches! A seven-mile strip of beautiful white-sand beaches line the barrier island of Anna Maria Island between the turquoise Gulf of Mexico and peninsular Florida. It won’t be difficult to unwind here.

Anna Maria Island has amazing beachfront with available accommodations for you. When staying in one of our Anna Maria Island vacation rentals instead of hotel, you’ll have much more space and privacy, plus cost savings when booking a property for a large group. Use the filters to narrow down your choices and choose the rental that calls to you, just like Anna Maria Island does.

Climate

You come to Florida for warmth and guaranteed clear skies. You’ll find all that and more in Anna Maria Island. The average year-round temperature in Anna Maria Island is a comfortable 75 degrees making it an ideal destination to visit during any month. You won’t see too much shifting of temps and precipitation here, though try to avoid hurricane season in the fall. Otherwise, you can’t go wrong whenever you visit.

Getting around

Hop around the island on the Anna Maria Trolley, as it runs north to south from the pier all the way to Coquina Beach. It stops every few blocks for riders to get on and off. Since parking is rare throughout the city, the trolley is a fan favorite. The best part? This scenic, air-conditioned ride is completely FREE!

Top activities and attractions

Your family won’t run low on things to do in Anna Maria Island. You’re visiting for the beaches, of course, and the best public one is known as Bean Point, located at the north end of the island. From here, you can walk around the entire island without leaving the sand. At the southern end of the area you’ll find Bradenton Beach which is another highly-rated, soft-sand place to spread your blanket and enjoy the sun. Of course a seaside city excels at water sports, too. Try your hand at parasailing, snorkeling, jet-ski, water ski, and many more activities on the turquoise blue waves.

Once you’re through with the surf, walk along the Anna Maria City Pier. Over 100 yrs old, the Pier offers up some great views of Tampa Bay and the Sunshine Skyway bridge at the northern end of the island. Visitors can see an array of birds and marine life, including dolphins and manatee. For more scenic and historic walking, check out Coquina Baywalk. This pleasant park is fun to explore. Winding boardwalks and trails along the water's edge, hidden in the mangroves.

The local museums and art galleries are popular attractions as well and great alternatives to outdoor activities. Spend an afternoon at the Anna Maria Island Historical Museum and Park. Visitors to the museum and park can learn about the island’s history, take part in a scavenger hunt, and tour the cottage that fell into the bay.

Shopping and dining

You’ll want to shop the day away on Pine Avenue, known as “the greenest little main street in America”. It’s lined with boutiques all the way up to the City Pier. Holmes Beach is also a populars shopping center ideal for grabbing that perfect souvenir.

Nestled alongside the storefronts are award-winning dining options. For those with a sweet tooth, The Donut Experiment serves up custom creations daily including a Fruity Pebbles inspired masterpiece. Yum! Fresh seafood abounds, like at the popular Waterfront Restaurant and upscale Blue Marlin Grill. For a taste of Europe, and German hops, visit Old Hamburg Schnitzelhaus serving up sausage, beer, and pretzels - each more delicious than the last.

Events

Although we discussed how the year-round flawless weather makes AMI an ideal choice no matter the month, time your trip to coincide with some popular area events to maximize fun. Heritage Day in February features the wares and skills of local artists and crafters, and attendees can take part in activities, enjoy lively music and participate in old-fashioned games for kids. Later in spring, the Bridge Street Merchants host the Blues, Brews & BBQ event to showcase the area’s top musical talents. Outdoor Market Sundays take place November through April with crafts and local produce for sale.

Anna Maria Island beach rentals on FloridaRentals.com

Booking Anna Maria Island rentals on FloridaRentals.com can save you up to 20% over our competitors. Plus, we have a wide array of inventory appealing to any group size or traveler tastes. Happy planning!