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.

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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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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Convenient & Well-Located Condo w/Shared Washer/Dryer, Pool, and Free WiFi

Anna Maria Condo - 4.5 4.5 Star Review

Sunrise Garden #2

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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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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BEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING - UPPER UNIT

Anna Maria Private vacation home - 4.96667 5.0 Star Review

Location!!! North end of Anna Maria Island . Steps to the Bean Point Beach and everything you need for your perfect Anna Maria Vacation. The Blue Dolphin Inn consists of four units surrounding a free style heated pool. Rent one unit or all. Perfect for a group of extended family and friends who want their own place but still be right together as a .......read more

2 Bedroom(s)
Private vacation home

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Coconut Lagoon - 3 Bed, 2.5 Bath w/Heated Pool, walking distance to Pine Ave & Gulf Beaches

Anna Maria Private vacation home - 4.88889 4.9 Star Review

Welcome to Coconut Lagoon!
On Anna Maria Island (Anna Maria, FL)

Ground Level Completely Updated Luxury Historic Home

3 Bed (sleeps 6), 2 1/2 Bath with Heated Pool easy walking distance to Pine Avenue and Gulf side beaches

HIGHLIGHTS:
- Kitchen, Dining Area, Living w/ TV
- 1 Queen Bedroom w/ TV and ensuite full bathread more

3 Bedroom(s)
Sleeps 8
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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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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Friendly Condo w/ Shared Pool in Great Location w/ Washer/Dryer, & Free WiFi

Anna Maria Apartment - 4.63636 4.6 Star Review

Sunrise Garden #11

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 matt.......read more

Studio
Sleeps 4
Apartment

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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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Budget-Friendly Beach Condo w/Shared Pool, Washer/Dryer, Free WiFi, Full Kitchen

Anna Maria Condo - 4.5 4.5 Star Review

Sunrise Garden #14

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
Condo

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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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Anna Maria North End Retreat, Private Pool, 250 feet from the beach

Anna Maria Cottage - 5.0 5.0 Star Review

The North Shore House is a clean and peaceful cottage, located in the desirable north end of Anna Maria Island, just 250 feet from the white sandy beach that stretches along the Gulf Coast.

This ground level home is providing a fully equipped kitchen with stainless steel appliances, open floor plan with living room and dining nook. Linen an.......read more

3 Bedroom(s)
Sleeps 6
Cottage

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Batley's Beach: 3 BR, 2 BA House in Anna Maria, Sleeps 8

Anna Maria Private vacation home - 5.0 5.0 Star Review

Located in the "heart" of Anna Maria City, sits this ground level, 3 bedroom, 2 bath home just waiting for you! It has been completely remodeled and features bright Caribbean colors and new furnishings. The master bedroom and 2nd bedroom both accommodate queen beds, while the 3rd bedroom has a double bed and a set of bunk beds. There are also two q.......read more

3 Bedroom(s)
Sleeps 8
Private vacation home

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Luxury Upscale Beach Home Steps from Gulf of Mexico, Heated Pool, Spa & Cabana

Anna Maria Private vacation home - 4.97403 5.0 Star Review

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 sunsets! Heated Pool with Spa and Covered Caba.......read more

3 Bedroom(s)
Sleeps 6
Private vacation home

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Beautiful home with a breathtaking view and just steps from all your needs

Anna Maria Private vacation home - 4.63636 4.6 Star Review

Two story elevated beach home with gorgeous views of Tampa Bay and Bayfront Park right from the front balcony. Enjoy meals in the separate dining room or take it out on the balcony and enjoy the breeze from the bay. There are two bedrooms on the main floor and a loft on the top floor. The master bedroom has an amazing view of Tampa Bay, right from .......read more

3 Bedroom(s)
Sleeps 6
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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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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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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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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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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Budget-Friendly Studio w/Shared Pool, Washer/Dryer, Free WiFi, & Private Patio

Anna Maria Apartment - 4.14286 4.1 Star Review

Sunrise Garden #3

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

Ideal for a budget-friendly vacation with your significant other or best friend, this beach studio is calling your name! It\'s the perfect accommodation for those who want comfort.......read more

Studio
Sleeps 4
Apartment

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Sept $2299/wk*! - Waterfront/Backyard Beach/Hot Tub/Pool/Dock/Putting Green!

Anna Maria Private vacation home - 4.85294 4.9 Star Review

Sept 17 - 24, 2022 Last Minute Deal
$2,299/wk* plus fees and taxes.
Hurry this won\'t last!
*Applies to new reservations only

Renovated!

-new putting green
-new master bathroom upstairs
-new master balcony enlarged and with seating
-new metal roof
-new exterior paint, lighting, garage doors, etc..
-new composit.......read more

4 Bedroom(s)
Sleeps 10
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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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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Dreamy Beach Condo w/Incredible Location, Shared Pool, Washer/Dryer, Free WiFi

Anna Maria Private vacation home - 4.81818 4.8 Star Review

Sunrise Garden #12

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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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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Brand New Home w/private Pool and Spa, awesome tropical backyard! Walk to Beach

Anna Maria Private vacation home - 5.0 5.0 Star Review

Are you Feelin\' Beachy?

This 4 bedroom, 4.5 bathroom home is a brand new construction luxury home! Each of the 4 bedrooms has an ensuite bathroom and there is a larger master suite with a bonus den attached. No detail has gone unfinished as you will notice when you walk up the front stairs to the home accented with white and blue tile t.......read more

4 Bedroom(s)
Sleeps 8
Private vacation home

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Palmetto Paradise by AMI Locals

Anna Maria Private vacation home

Welcome to Palmetto Paradise!

Island dreams come true at this gorgeous 4 bedroom, 4 bath luxurious retreat! Newly constructed, with the best amenities to create an unforgettable experience that includes a secluded pool w/ spa, panoramic unobstructed views from the rooftop with a fire-pit, putting green that’s situated on your second rooftop,.......read more

4 Bedroom(s)
Sleeps 8
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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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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