Anna Maria Island Beach Florida Vacation Rentals, Hotels & Resorts

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We have partnered with a major provider for Vacation Rentals by Owner, directly through Vacation Places To Stay. There are many home rentals to choose from, and we now have the selection and value to offer our visitors going to Anna Maria Island, FL. Browse hundreds of Homes and Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities they have to offer.

Sol Searcher by AMI Locals

Anna Maria Private vacation home - 5.0 5.0 Star Review

*The City of Anna Maria, Holmes Beach, and Bradenton Beach all have noise ordinance policies in place, and they are enforced by local law enforcement and code enforcement officers. The goal of this program is not to limit your fun or vacationing experience, instead it is designed to ensure a quality stay for every guest and resident on our island. .......read more

2 Bedroom(s)
Sleeps 5
Private vacation home

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Island in the Sun - Two Bedroom House, Sleeps 6

Anna Maria Private vacation home - 5.0 5.0 Star Review

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 Beach offers narrow white sand beaches, amazing views of t.......read more

2 Bedroom(s)
Sleeps 6
Private vacation home

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Casa Mariposa - Luxury Butterfly Garden, Steps to Pine Ave, Pool/Spa, Bikes, 4 Houses to Beach

Anna Maria Private vacation home - 4.90322 4.9 Star Review

Welcome to Casa Mariposa!
On Anna Maria Island (Anna Maria, FL)

HIGHLIGHTS:
- Open layout and spacious Kitchen, Dining seating 8, Living w/ TV on MAIN 2nd floor
- Multiple screened in porches/lanai areas
- 2 Twin XL Bedroom w/ TV, En-Suite Full Bathroom w/ Shower, Walk in closet on GROUND 1st floor
- 1 King Bedroom w/ TV, En-S.......read more

4 Bedroom(s)
Sleeps 8
Private vacation home

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Large Private Beach Home. Private Pool and Spa, Outdoor Lighting

Anna Maria Private vacation home - 4.75 4.8 Star Review

Southern Exposure – Private Home in the City of Anna Maria

Highlights-
-6 Minute Walk to the Beach (0.3 Miles)
-Private Heated Pool and Outdoor Spa (Heated Nov-April)
-Outdoor Living Area and Dining Area
-Private Gas Grill
-Private Elevator
-Four Parking Spaces

Sleeping Arrangements (Sleeps 12):
-Primary Bedroo.......read more

5 Bedroom(s)
Sleeps 12
Private vacation home

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Pineapple Cottage - Four Bedroom House, Sleeps 8

Anna Maria Private vacation home - 4.90909 4.9 Star Review

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 come to expect from Staying with Salty Mermaid Vacation Rental.......read more

4 Bedroom(s)
Sleeps 8
Private vacation home

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Anna Cabana B: Pool Home, AMI North End, 2 Blocks to Beach by Anna Maria Life Vacation Rentals

Anna Maria Private vacation home - 4.73333 4.7 Star Review

301 Poinsettia Rd., Anna Maria, FL 34216

What you\'ll love about this home:

Location! On the North End of Anna Maria 2 blocks to the beach and shopping.
1 Bedrooms / 1 bathrooms
1 Queen & 1 Sofa bed
Private Heated Pool
Gas BBQ Grill
Complimentary WIFI, Washer & Dryer (shared), Professional Linen Service
Beach Chairs .......read more

Studio
Sleeps 4
Private vacation home

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Best Views on Anna Maria Island - Tropicottage

Anna Maria Private vacation home - 5.0 5.0 Star Review

Experience the ultimate classic Anna Maria Island vacation at Tropicottage. Stunningly located right on the beach with sunrise views over Tampa Bay, this is one of the most unique and breathtaking rental locations on the island. Newly designer remodeled and refurnished in 2021, Tropicottage welcomes guests with joyful island-style furnishings and d.......read more

4 Bedroom(s)
Sleeps 8
Private vacation home

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Island Pearl Oasis - Putting Green & Waterslide! Close to Beach!

Anna Maria Private vacation home - 4.61905 4.6 Star Review

Escape the everyday grind to Island Pearl Oasis!

Come stay, relax and enjoy this custom built home featuring 4 bedrooms plus a bunk loft and 6.5 bathrooms, just steps away from the beautiful beaches of Anna Maria Island! This home has been professionally decorated with classy coastal furnishings and artwork. The open floor plan boasts a .......read more

4 Bedroom(s)
Sleeps 8
Private vacation home

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Breathtaking Views and Lasting Memories - Beachfront Fun & Relaxation

Anna Maria Private vacation home - 4.82927 4.8 Star Review

We welcome you to stay in our family beach house located on beautiful "Bean Point"; the most beautiful spot on Anna Maria Island, Florida. We have owned this beach house for 20 years now and have made so many wonderful memories!

When you walk up the stairs to the front door entrance (located on a huge wrap around balcony) you immediately see.......read more

3 Bedroom(s)
Sleeps 9
Private vacation home

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Palm Beach House: 4 BR, 3 BA House in Anna Maria, Sleeps 8

Anna Maria Private vacation home - 4.82353 4.8 Star Review

Treat yourself to the beachside vacation you’ve been dreaming of with this relaxing and dog-friendly Anna Maria vacation rental! You\'ll enjoy a premium location by the beach, a breezy atmosphere, and great amenities like a private pool.

This home is only two blocks from some of the island\'s finest beaches. When you\'re not enjoying the sof.......read more

4 Bedroom(s)
Sleeps 8
Private vacation home

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Zen Gardens - Three Bedroom House, Sleeps 8

Anna Maria Private vacation home - 4.625 4.6 Star Review

*3 Night Minimum stays are allowed during low season, please refer to the rate table for the specific date ranges* Welcome to Zen Gardens on beautiful AMI. BIG NEWS: a brand new, full sized pool and spa was installed and is ready for your use. Zen Gardens is located just north of Pine Ave - and 1 house from the beach - in the City of Anna Maria.......read more

3 Bedroom(s)
Sleeps 8
Private vacation home

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Coast is Clear by AMI Locals

Anna Maria Private vacation home - 4.5 4.5 Star Review

Welcome to Coast is Clear

This newly refreshed 2 bedroom, 1.5 bath elevated home is quite the charmer here in Anna Maria Island. Located in a beach vibing community and just 2 blocks from the most beautiful powdery sands of the Gulf. A simple layout with modern touches creates a peaceful place to resort to after a full day on the beach. Clos.......read more

2 Bedroom(s)
Sleeps 5
Private vacation home

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Sept $1999/wk*! Waterfront Hot Tub/ Htd Pool/ Dock Backyard Beach

Anna Maria Private vacation home - 4.85965 4.9 Star Review

Sept - Last Minute Deals
$285.58/nt or $1,999/wk plus fees and taxes.
Hurry Book Now!
*Applies to new reservations only.

We have work and home study spaces in each of our homes! Wifi too.
Grab a work-cation in paradise, enjoy social distancing in our resort homes designed for social distancing with kitchen stocking, restaurant de.......read more

4 Bedroom(s)
Sleeps 12
Private vacation home

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The Happy Hibiscus Island Oasis With Ocean Views

Anna Maria Private vacation home - 4.875 4.9 Star Review

Welcome to The Happy Hibiscus!
We are located in a perfect location where we can catch the sunrise and sunset, less than 100 yards to the beautiful, Passage Key Inlet and a short walk to the white sand beaches on Bean Point!

This 4 BR home comfortably sleeps larger groups. Seven beds and a Pack and Play provide lots of options! With larg.......read more

4 Bedroom(s)
Sleeps 8
Private vacation home

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Sea Glass on Park - Luxurious High End 4 Bed 3 1/2 Bath Home in Anna Maria, Pool/Spa, Beach Gear

Anna Maria Private vacation home - 5.0 5.0 Star Review

Welcome to Sea Glass on Park!
On Anna Maria Island (Anna Maria, FL)

2350 sq. feet

HIGHLIGHTS:
- Open Concept Kitchen, Dining Area, Living w/ TV
- 1 King Bedroom
- 1 King Bedroom
- 1 Queen Bedroom
- 3 Twin (Triple Bunk)
- 3 1/2 Baths
- Washer/Dryer

Kitchen:
Gas Stove, Oven, Microwave, Refrigerator/Free.......read more

4 Bedroom(s)
Sleeps 8
Private vacation home

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Blue Heron Cottage - Anna Maria Island

Anna Maria Cottage - 4.97222 5.0 Star Review

Great 1 bedroom, 1.5 bathroom cottage on the quiet north end of island. The house is conveniently located and within walking distance (two short blocks) to the beach and close to the intersection of Fern Street/Alamanda Road. This great getaway sleeps up to 4.

The cottage has an open floor plan and it is about 900 sq ft. There is a bedroom .......read more

Studio
Sleeps 4
Cottage

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No Tan Lines by AMI Locals

Anna Maria Private vacation home - 5.0 5.0 Star Review

Welcome to No Tan Lines!

*The City of Anna Maria, Holmes Beach, and Bradenton Beach all have noise ordinance policies in place, and they are enforced by local law enforcement and code enforcement officers. The goal of this program is not to limit your fun or vacationing experience, instead it is designed to ensure a quality stay for every gu.......read more

4 Bedroom(s)
Sleeps 8
Private vacation home

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La Cocolia - Two Bedroom House, Sleeps 6

Anna Maria Private vacation home - 4.6 4.6 Star Review

Need a GREAT AMI GETAWAY? Just steps from the bayfront park in the City of Anna Maria is a charming island beach house called “La Cocolia” lovingly translated as the "little crab". This property is ready to host you and your family as you enjoy this newly renovated and decorated 2 bedrooms, 2 bath island beach house. La Cocolia offers privacy, com.......read more

2 Bedroom(s)
Sleeps 6
Private vacation home

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Shirley's Way Beach House - Panoramic Gulf-Front, north end of Anna Maria Island

Anna Maria Private vacation home - 4.88 4.9 Star Review

Our home is located on the most beautiful spot on the north end of Anna Maria Island. Enjoy your morning coffee, the evening sunset or gaze at the stars from the panoramic deck. Every room except one has a view of the water.

The house has a split floor plan; the master bedroom and bath on one end, and the other two bedrooms and bath on the .......read more

3 Bedroom(s)
Sleeps 8
Private vacation home

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Tucked Away in Anna Maria

Anna Maria Private vacation home - 4.97143 5.0 Star Review

Tucked Away is a newly renovated custom home with everything you could possibly need for the vacation of a life time. The incredibly private setting includes a 38’ X 15’ heated and cooled pool with spa and sun shelf as well as a 16’ dock!
If Beach-style living is what you long for this beautiful vacation rental has it all. From the momen.......read more

3 Bedroom(s)
Sleeps
Private vacation home

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Beach Condo Near the Beach, Shared Pool, and High-Speed WiFi

Anna Maria Condo - 3.5 3.5 Star Review

Sunrise Garden #5

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click \'Book Now!\'

The beach escapade you\'ve been waiting for is right here, at Sunrise Garden condos! This incredibly convenient home away from home boasts a fully-equipped kitchen with all the co.......read more

Studio
Sleeps 4
Condo

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Bay Happy on Anna Maria Island! Private pool, beautiful views, newly updated hom

Anna Maria Private vacation home - 5.0 5.0 Star Review

Its a good day to Bay Happy! Vista views abound at this beautiful 4 Bedroom, 3 Bath home nestled on the north end of Anna Maria Island. This charmingly refreshed home is located directly across from the Bay with views of the Sunshine Skyway Bridge and close to Bayfront Park that has easy beach access. A short walk gets you to the Rod ’n Reel pier w.......read more

4 Bedroom(s)
Sleeps 8
Private vacation home

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Unique beach house near Bean Point, heated pool and just 2 min to beach.

Anna Maria Private vacation home - 4.95652 5.0 Star Review

Beautiful elevated Beach House with a private heated pool situated in the sought after residential north end of Anna Maria Island. Superbly located, only 2 minutes walk to the best beaches, only in the north end do you have access to the Gulf and Bay beaches, watch the dolphins, see the huge variety of birds and watch the glorious sunsets. The loca.......read more

3 Bedroom(s)
Sleeps 6
Private vacation home

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La Buena Vida - Bright Beachy & Canal Front! Steps to Beach, Pool/Spa, Dock, Beach Gear, Dogs OK

Anna Maria Private vacation home - 4.81818 4.8 Star Review

Welcome to La Buena Vida!
On Anna Maria Island (Anna Maria, FL)

The waterfront 3-bedroom home has a private heated pool, spa, and dock! This home\'s location is second to none, just steps to the bayside beaches and easy walking distance to Bean Point gulf side beaches & Pine Avenue.

We invite you to explore this well taken care of .......read more

3 Bedroom(s)
Sleeps 8
Private vacation home

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Bungalow On The Bayou (Best Location on the Island)

Anna Maria Private vacation home - 4.97297 5.0 Star Review

Located on the "best" street on Anna Maria Island, this two-bedroom, one-bath second floor vacation rental with a spectacular view was completely renovated at the end of 2015. The renovation included basically everything from floor to ceiling. Notice the pictures and reviews, they speak for themselves.

Growing up about 15 minutes off the i.......read more

2 Bedroom(s)
Private vacation home

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Salty Pirate - NEW Luxury Canal Front Home w/Water View, Pool/Spa, Bikes, Kayaks, Toys!

Anna Maria Private vacation home - 5.0 5.0 Star Review

Welcome to Salty Pirate!
On Anna Maria Island (Anna Maria, FL)

2512 sq. ft.

Need more room? Reserve the sister 4 bedroom home next door, Seaswept Mermaid (#1850215), to stay at The Pirate and His Mermaid homes for a total of 8 bedrooms!

HIGHLIGHTS:
- Open layout and spacious Kitchen, Dining, Living w/ TV, Plenty of Outdoo.......read more

4 Bedroom(s)
Sleeps 8
Private vacation home

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On the BEACH block! Luxury home, Pool and Spa, stay and relax with your friends!

Anna Maria Private vacation home - 4.64706 4.6 Star Review

Villa La Concha by Anna Maria Island Accommodations
Home in Anna Maria, FL

located on the northern end of Anna Maria Island and features 6 bedrooms and 4.5 baths.

Features:
• Private Pool and Spa
• amazing location, on the beach block! 2 minute walk to the beach with no streets to cross
• Beach chairs and a Beach cart for.......read more

6 Bedroom(s)
Sleeps 12
Private vacation home

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Steps to Bean Point Beach, Pineapple Breeze is a quaint home with private pool

Anna Maria Private vacation home - 4.97917 5.0 Star Review

Pineapple Breeze is a beach oasis offering a small luxury vacation home with the finest furnishings and fixtures and offers the perfect venue for small family retreats or romantic weekends away. In every detail, Pineapple Breeze has been customized to allow our guests cozy, peaceful retreat just footsteps away from one the best beaches in the worl.......read more

2 Bedroom(s)
Private vacation home

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Close to beach, gorgeous 5 bd luxury home! Private Pool, Spa, and Putting Green!

Anna Maria Private vacation home - 4.89474 4.9 Star Review

*The City of Anna Maria, Holmes Beach, and Bradenton Beach all have noise ordinance policies in place, and they are enforced by local law enforcement and code enforcement officers. The goal of this program is not to limit your fun or vacationing experience, instead it is designed to ensure a quality stay for every guest and resident on our island. .......read more

5 Bedroom(s)
Sleeps 8
Private vacation home

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Beach Escapade w/near the Beach, Shared Pool, Washer/Dryer, Free WiFi, & More

Anna Maria Private vacation home - 3.71429 3.7 Star Review

Sunrise Garden #16

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click \'Book Now!\'

The beach escapade you\'ve been waiting for is right here, at Sunrise Garden condos! This incredibly convenient home away from home boasts a fully-equipped kitchen with all the c.......read more

Studio
Sleeps 4
Private vacation home

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Find Affordable Anna Maria Island Hotels & Vacation Rentals

Plan your Anna Maria Florida Vacation here and get the best value possible for the trip! Find affordable Resort Hotels with oceanfront condo rentals, pool and much more. We have a great selection of 2,3 or 4 bedroom villas, condos or cottages that offer you the best available places to stay in Anna Maria, Florida. Our Vacation Rentals, including Pet Friendly Rentals, let you get the most from your vacation in Tampa Bay Area.


Vacation Rentals Nearby Tampa Bay Destinations

Find nearby vacation rentals and some of the Best Hotels with cheap rates in Anna Maria Island, FL for you visit to the area, all a short drive to Anna Maria, Florida. Spend quality time with your family and friends with cheap hotel rates you can afford, visit the nearby beaches for nightlife, entertainment and a wide variety of beach activities. Hundreds of properties to choose from, search for availability, photos, descriptions and best price.


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