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.

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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Chillin' on Chilson: 3 BR, 3 BA House in Anna Maria, Sleeps 8

Anna Maria Private vacation home - 4.75 4.8 Star Review

Come stay at this mid-century, old Florida-syle canal home located on the coveted north end of Anna Maria Island. You can enjoy the best of both worlds--canal and beautiful beach. This home is a three minute walk to a beautiful, white, sandy beaches. It is also a short walk to café\'s, eateries, and shopping on Pine Avenue. The house has two bi.......read more

3 Bedroom(s)
Sleeps 8
Private vacation home

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Well-Furnished Beach Condo w/Shared Swimming Pool, Washer/Dryer, Free WiFi

Anna Maria Condo - 4.8 4.8 Star Review

Sunrise Garden #6

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

Located on the bottom floor, these poolside suites are ideal for a refreshing and rejuvenating beach escapade. They are well-appointed to meet every guest\'s expectations no matte.......read more

Studio
Sleeps 4
Condo

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Reef Romance - Stunning North End 2 mins 2 beach Heated Pool and Spa Ping Pong

Anna Maria Private vacation home

It\'s all about location on vacation, and Reef Romance does not disappoint! Sail away to this beautiful four-bedroom, four-and-a-half-bathroom custom-built home for a dose of luxury at the beach. Located on the prestigious north end of Anna Maria Island, you\'re just a few houses away from the beach with no busy road to cross.

Stunning insid.......read more

4 Bedroom(s)
Sleeps 8
Private vacation home

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Stunning luxury home just 1 block to beach! Pool, spa, and elevator!

Anna Maria Private vacation home - 4.33333 4.3 Star Review

Palmetto Pointe is a beautiful three-story luxury home located one block from the sugary white sands of Anna Maria Island Beach and a few blocks from restaurants and shops!

This 5 bedroom, 5 1/2 bath home is large enough for multiple families or just if everyone wants their own room and has two built-in bunk beds on the 3rd-floor corridor! .......read more

5 Bedroom(s)
Sleeps 8
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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BEAUTIFUL BEAN POINT LOCATION 200 FEET TO ROD AND REEL PIER! EVERYTHING INCLUDED

Anna Maria Cottage - 4.85714 4.9 Star Review

The Ballyhoo is a ground floor rental on historic Bean Point in Anna Maria City. 200 feet to the beach, the Rod & Reel Pier/restaurant/bar and its great food and world class fishing . Enjoy panoramic views of Tampa Bay, the Skyway Bridge, historic Egmont Key and lighthouse, and Passage Key. Our beach offers beautiful blue water, with soft white san.......read more

2 Bedroom(s)
Sleeps 6
Cottage

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Villa La Esperanza en el Mar Cottage

Anna Maria Private vacation home - 5.0 5.0 Star Review

Beach cottage on Anna Maria Island. This unique living space can house up to 4 guest providing 1 queen size bed and 2 bunk beds. It\'s designed to provide privacy for the guest even in a cozy space. Only a few steps from the beach you can e on the soft Anna Maria sand within 5 minutes. The main house will not be used while the cottage is rented so .......read more

Studio
Sleeps 6
Private vacation home

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Beautifully Renovated Canal Front Home!

Anna Maria Private vacation home - 4.5 4.5 Star Review

Looking for the perfect canal front home for your next vacation? Come enjoy Bellablu! This beautiful, newly renovated property is the perfect space for your next getaway! The large living space provides two separate living rooms that are connected by a spacious galley style kitchen! The ground level is home to two bedrooms, each including king beds.......read more

4 Bedroom(s)
Sleeps 8
Private vacation home

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Aqua Marine - Bayfront Home

Anna Maria Private vacation home - 5.0 5.0 Star Review

Discover an Anna Maria little secret --BAYFRONT HOMES WITH A WHITE SANDY BEACH -- offering the best of both worlds. Nestled among sea oats, this newly renovated and intimate property is ideal for families or couples looking for an Island escape. Enjoy a quiet, private-like beach experience only a short walk or bike ride to Pine Avenue\'s shops.......read more

3 Bedroom(s)
Sleeps 6
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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Bateman's - New Luxury Canal Front Home with Pool, Spa, Dock, Close to Bean Point & Pine Ave

Anna Maria Private vacation home - 4.94595 4.9 Star Review

Welcome to Bateman\'s!
On Anna Maria Island (Anna Maria, FL)

2543 sq. ft.

HIGHLIGHTS:
- Open layout and spacious Kitchen, Dining, Living w/ TV
- 1 King Bedroom w/ TV, En-Suite Full Bathroom
- 1 King Bedroom w/ TV, En-Suite Full Bathroom
- 1 King Bedroom w/ TV, En-Suite Full Bathroom
- 1 King Bedroom w/ TV, En-Suite F.......read more

4 Bedroom(s)
Sleeps
Private vacation home

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Completely remodeled Canal front home with boat dock & lift.

Anna Maria Private vacation home - 4.88889 4.9 Star Review

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 distance away. Sea Horse is perfectly loca.......read more

4 Bedroom(s)
Private vacation home

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Pool home, north end, close to Gulf beaches

Anna Maria Private vacation home - 4.69231 4.7 Star Review

Excellent home vacation property with all the amenities and more that you would expect from a modern and up to date home. Plenty of room for all your family with FIVE bedrooms WI FI access.

Two KING master bedrooms,one QUEEN bedroom and two other bedrooms which each have two Full beds all bedrooms with 32 inch in flat screen TV\'s... Living.......read more

5 Bedroom(s)
Sleeps 8
Private vacation home

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Lovely Seaside Magnolia, 7 bed luxury home close to beach! Pool & putting green

Anna Maria Private vacation home - 4.78261 4.8 Star Review

Welcome to Seaside Magnolia! From the moment you step through the front door, you are greeted by the subtle hues of the beach, with the elegance of a five-star resort. And its only 3 blocks to the beach!!
This beautiful luxury vacation home was designed and decorated with quality and island charm in mind. The main living level is on the 2nd f.......read more

7 Bedroom(s)
Sleeps 16
Private vacation home

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Waterfront 7 bedroom luxury home with private pool, putting green, amazing views

Anna Maria Private vacation home - 4.55319 4.6 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

7 Bedroom(s)
Sleeps 16
Private vacation home

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Turtle Cottage - Anna Maria Island

Anna Maria Cottage - 4.89362 4.9 Star Review

Great 1 bedroom, 1 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 Gladiolus Street/Alamanda Road. This great getaway sleeps up to 4.

The cottage has an open floor plan and it is about 800 sq ft. The bedroom has.......read more

Studio
Sleeps 4
Cottage

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Bean Point Cottage: North End Pool Home, Close to Beach & Bay by Anna Maria Life Vacation Rentals

Anna Maria Private vacation home - 4.82609 4.8 Star Review

709 North Bay Blvd., Anna Maria, FL 34216

What You\'ll Love About This Home:

Location! North End of AMI and 500 Steps To The Beach!
3 Bedrooms / 2 Bathrooms
1 King ,1 Queen, & 2 Twins
Private Heated Pool
Outdoor Shower
Fully Equipped Kitchen
Gas BBQ Grill
Washer & Dryer & Complimentary WIFI
Beach Chairs & Beach.......read more

3 Bedroom(s)
Sleeps 6
Private vacation home

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Water Front Sea Waves Cottage With Private Dock, Access To Bimini Bay

ANNA MARIA Private vacation home - 4.79121 4.8 Star Review

Welcome to Sea Waves, our newly renovated home with 3 bedrooms / 2 bathrooms, a private dock, and an unobstructed, natural view of Bimini Bay. Smart TV, WiFi, free access to Netflix, washer/dryer, and a full kitchen with cooking essentials. Sea Waves cottage is located at the North End of Anna Maria Island, sailboat direct to Bimini Bay, walking di.......read more

3 Bedroom(s)
Sleeps 6
Private vacation home

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Aquaville A by AMI Locals

Anna Maria Private vacation home - 4.75 4.8 Star Review

Welcome to Aquaville A!

A charming beach styled cottage located in the iconic North End area of Anna Maria Island. Nestled in a quaint, coastal neighborhood this 2 Bedroom, 1 Bath duplex home is filled with the classic Florida feel and is a short walk to the islands best boutiques and dining along Pine Ave. Within a few blocks your already d.......read more

2 Bedroom(s)
Sleeps 3
Private vacation home

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Waterfront Home w/ WiFi, Central AC, Washer/Dryer, Private Hot Tub, & Beach Gear

Anna Maria Private vacation home - 4.8 4.8 Star Review

Simpatico

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

Enjoy kicking back in your own waterfront paradise! Surrounded by greenery and colorful touches, this sunny home has all the amenities you need for a fun vacation on the canal and helpful.......read more

2 Bedroom(s)
Sleeps 5
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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Ocean Minded by AMI Locals

Anna Maria Private vacation home

Welcome to Ocean Minded!

This spectacular beach home is a one-of-a-kind island retreat, where you\'re sure to have a relaxing stay on your next vacation. A boho-chic design, with beachy vibes from the moment you arrive! 3 bedrooms, 3 baths with a spacious layout for everyone to enjoy and can comfortably accommodate up to 8 guests. From the l.......read more

3 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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Bodacious Oasis - Gorgeous Island Home! Heated Pool, Walk to Beach & Pine Avenue Shops!

Anna Maria Private vacation home - 4.90909 4.9 Star Review

Welcome to Bodacious Oasis!
On Anna Maria Island (Anna Maria, FL)

Impeccable quality is found in this home on the north end of Anna Maria. The spacious front porch greets you as you enter this 4 bed/2.5 bath offering gourmet kitchen, warm wood floors throughout, high ceilings, custom woodwork, furnishings and so much more.

As you e.......read more

4 Bedroom(s)
Sleeps 8
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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Bateman's - New Luxury Canal Front Home with Pool, Spa, Dock, Close to Bean Point & Pine Ave

Anna Maria Private vacation home - 4.94595 4.9 Star Review

Welcome to Bateman\'s!
On Anna Maria Island (Anna Maria, FL)

2543 sq. ft.

HIGHLIGHTS:
- Open layout and spacious Kitchen, Dining, Living w/ TV
- 1 King Bedroom w/ TV, En-Suite Full Bathroom
- 1 King Bedroom w/ TV, En-Suite Full Bathroom
- 1 King Bedroom w/ TV, En-Suite Full Bathroom
- 1 King Bedroom w/ TV, En-Suite F.......read more

4 Bedroom(s)
Private vacation home

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Well-Located & Equipped Beach Condo w/Shared Pool, Washer/Dryer, Free WiFi

Anna Maria Condo - 4.5 4.5 Star Review

Sunrise Garden # 17

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

With over 700 square feet, this ground-floor suite is ready to host your next family vacation to Anna Maria! Featuring incredible amenities such as a fully-equipped kitchen (no .......read more

Studio
Sleeps 4
Condo

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Bella Vista: 4 BR, 3.5 BA House in Anna Maria, Sleeps 8

Anna Maria Private vacation home - 4.5 4.5 Star Review

Looking for the perfect waterfront home for your next vacation? Bella Vista is a beautiful Bayfront home with gorgeous views of Tampa Bay! Enjoy one of the many outdoor spaces where you can spot dolphins, manatees, Egmont Key, and view the Skyway Bridge light show in the evenings! Cook meals in the fully stocked kitchen and enjoy in one of the two .......read more

4 Bedroom(s)
Sleeps 8
Private vacation home

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Adorable Vintage Anna Maria Cottage. Heated Pool! North End! 2 Blocks to Beach!

Anna Maria Private vacation home - 4.85915 4.9 Star Review

BEFORE YOU BOOK: We only rent through VRBO. No other party is authorized to rent this property. We rent Saturday to Saturday... usually. If you\'d like to rent starting or ending on a different day, please contact us before you book.

Charming 2 Bedroom/1 Bath Cottage on the quiet North End, only a block to the Rod Reel fishing pier and re.......read more

2 Bedroom(s)
Sleeps 6
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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