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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.
Stunning luxury home just 1 block to beach! Pool, spa, and elevator!
Anna Maria Private vacation home
- 
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
Blue Heron Cottage - Anna Maria Island
Anna Maria Cottage
- 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
4 Bedroom Home North End of Anna Maria Island
Anna Maria Private vacation home
- 5.0 Star Review
Situated on the north end of Anna Maria Island, The Sandy Rose is the perfect location for your next getaway! This 4 bedroom 3 bath property is a beautiful escape from the daily grind. The gorgeous pool, large patio with tv and sectional, and putting green create a picturesque outdoor space for the entire family to enjoy. The open concept design br.......read more
4 Bedroom(s)
Sleeps 8
Private vacation home
Zen Gardens - Three Bedroom House, Sleeps 8
Anna Maria Private vacation home
- 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
Pineapple Cottage - Four Bedroom House, Sleeps 8
Anna Maria Private vacation home
- 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
Adorable Vintage Anna Maria Cottage. Heated Pool! North End! 2 Blocks to Beach!
Anna Maria Private vacation home
- 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
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
Spectacular Location on the North End of Anna Maria Island!
Anna Maria Private vacation home
- 4.7 Star Review
Moon Shadow South\'s location can\'t be beat with peeks of Passage Key in Tampa Bay. You are just steps away to the bay beach access located directly across the street; walking distance to the Rod and Reel Pier, Bay Front Park and the popular white sandy beach of Bean Point. Enjoy shopping at one of the many local boutiques and experience the food .......read more
3 Bedroom(s)
Sleeps 6
Private vacation home
Coconut Lagoon - 3 Bed, 2.5 Bath w/Heated Pool, walking distance to Pine Ave & Gulf Beaches
Anna Maria Private vacation home
- 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 bath
3 Bedroom(s)
Sleeps 8
Private vacation home
Barefoot Gypsy = Steps to beach | Near Bayfront Park | Bean Point | Rod & Reel
Anna Maria Cottage
- 5.0 Star Review
The Barefoot Gypsy is an enchanted cottage tucked in the north end of Anna Maria Island in the City of Anna Maria, .Florida, mere steps to the white powder sands of Tampa Bay leading to Bean Point and the Gulf of Mexico.
For a taste of Old Florida Charm, meander a few steps to the Rod & Reel Pier, built in 1947. This is a favorite of local.......read more
2 Bedroom(s)
Cottage
Beach Condo Near the Beach, Shared Pool, and High-Speed WiFi
Anna Maria Condo
- 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
Budget-Friendly Beach Condo w/Shared Pool, Washer/Dryer, Free WiFi, Full Kitchen
Anna Maria Condo
- 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
3 blocks to sugar sand beach! Large, heated pool and 20 ft dock.
Anna Maria Private vacation home
- 4.9 Star Review
3 short blocks to the sugar sand beaches of the Gulf of Mexico and 5 blocks to Tampa Bay. This traditional Florida home is on a canal, with bikes, fishing gear & a kayak for your recreational use. 2 bedrooms, 3 bathrooms, living room, kitchen and traditional Florida room overlooking a large patio and pool and our dock on the canal. We also have a s.......read more
2 Bedroom(s)
Sleeps 5
Private vacation home
Turtle Cottage - Anna Maria Island
Anna Maria Cottage
- 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
Hear The Surf/Feel The Breeze... Steps To The Gulf Beach From This 4 Bd/4Ba
Anna Maria Private vacation home
- 4.8 Star Review
Just 5 houses from the white sandy beach of the Gulf. Near the heart of Anna Maria village sits this spacious home with a relaxed island feel. This ideal location allows you to walk to the beach, restaurants, bars, pier, trolley stop and Pine Avenue shopping. There\'s plenty of room to sit back and enjoy your surroundings in this 4 bedroom, 3.5 b.......read more
4 Bedroom(s)
Sleeps 8
Private vacation home
Large Private Beach Home. Private Pool and Spa, Outdoor Lighting
Anna Maria Private vacation home
- 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
Aquaville B by AMI Locals
Anna Maria Private vacation home
- 5.0 Star Review
Welcome to Aquaville B!
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
3 Bedroom(s)
Sleeps 5
Private vacation home
Steps to Bean Point Beach, Pineapple Breeze is a quaint home with private pool
Anna Maria Private vacation home
- 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
Best Views on Anna Maria Island - Tropicottage
Anna Maria Private vacation home
- 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
Beautiful home with a breathtaking view and just steps from all your needs
Anna Maria Private vacation home
- 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
Anna Cabana B: Pool Home, AMI North End, 2 Blocks to Beach by Anna Maria Life Vacation Rentals
Anna Maria Private vacation home
- 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
Well-Located & Equipped Beach Condo w/Shared Pool, Washer/Dryer, Free WiFi
Anna Maria Condo
- 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
Sept $2299/wk*! - Waterfront/Backyard Beach/Hot Tub/Pool/Dock/Putting Green!
Anna Maria Private vacation home
- 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
Waterfront 7 bedroom luxury home with private pool, putting green, amazing views
Anna Maria Private vacation home
- 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
La Buena Vida - Bright Beachy & Canal Front! Steps to Beach, Pool/Spa, Dock, Beach Gear, Dogs OK
Anna Maria Private vacation home
- 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
FREE WiFi & Trolley ONLY STEPS to Pristine Sandy Beach NO Roads to Cross!
Anna Maria Private vacation home
- 4.4 Star Review
Island fun is easy in this 2 unit charming cottage located two houses from the beach. Enter through a screened-in porch to a Newly remodeled seaside haven.
Coastal charm throughout, Sun and Seadar South, features 2 bedrooms and 1.5 bath. Rest in comfort with a King bed in one bedroom, and a trundle with a twin bed in the second bedroom.
Water Front Sea Waves Cottage With Private Dock, Access To Bimini Bay
ANNA MARIA Private vacation home
- 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
Palm Beach House: 4 BR, 3 BA House in Anna Maria, Sleeps 8
Anna Maria Private vacation home
- 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
The Happy Hibiscus Island Oasis With Ocean Views
Anna Maria Private vacation home
- 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
High Tide by AMI Locals
Anna Maria Private vacation home
- 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
3 Bedroom(s)
Sleeps 7
Private vacation home
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.
Rentals in Anna Maria Island, FL
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