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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.
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
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
Bella Vista: 4 BR, 3.5 BA House in Anna Maria, Sleeps 8
Anna Maria Private vacation home
- 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
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
Beautiful Anna Maria Island beach house with waterslide, pool, and rooftop deck
Anna Maria Private vacation home
- 4.7 Star Review
Welcome to Harbor Haven! Come stay, relax and enjoy this custom built home featuring 4 bedrooms plus a bunk loft and 5.5 bathrooms, just steps away from the beautiful beaches of Anna Maria Island! Located in the city of Holmes Beach on the Island, you will be in a fantastic area for shops, restaurants, and easy access to the free trolley stop so .......read more
4 Bedroom(s)
Sleeps 14
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
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
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
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
Lovely Seaside Magnolia, 7 bed luxury home close to beach! Pool & putting green
Anna Maria Private vacation home
- 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
Oasis on Spring - Unique 2 Homes in 1 with One of A Kind Backyard Oasis, Pool, Spa, Walk to Pine!
Anna Maria Private vacation home
- 5.0 Star Review
Welcome to Oasis on Spring!
On Anna Maria Island (Anna Maria, FL)
Luxurious Updated Main Home Plus Secondary Guest Home w/Oversized Heated Pool & Spa in True Backyard Oasis
HIGHLIGHTS:
- Two homes in one!
- Oversized heated pool and spa between the two homes
- Multiple covered patio, bar, and porch areas
- Black-out sha.......read more
4 Bedroom(s)
Sleeps 8
Private vacation home
Brand New Home w/private Pool and Spa, awesome tropical backyard! Walk to Beach
Anna Maria Private vacation home
- 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
Bay Happy on Anna Maria Island! Private pool, beautiful views, newly updated hom
Anna Maria Private vacation home
- 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
Last Chance Summer Booking August 8-11 & 14-18 Available! 5-Star Home!
Anna Maria Private vacation home
- 4.7 Star Review
DESCRIPTION:
It doesn\'t get much better than being right on the water, located on a wide canal, and ½ block from the beach.
With canal access, you have the possibility of bringing a boat right to the dock through Bimini Bay.
Enjoy the large 16\' x 30\' private pool in a picturesque tropical landscape along with a 30\' fishing/bo.......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
Tucked Away in Anna Maria
Anna Maria Private vacation home
- 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)
Private vacation home
Island in the Sun - Two Bedroom House, Sleeps 6
Anna Maria Private vacation home
- 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
Crescent Palms - Three Bedroom House, Sleeps 8
Anna Maria Private vacation home
- 4.9 Star Review
*3 Night Minimum stays are allowed during low season, please refer to the rate table for the specific date ranges* 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 .......read more
3 Bedroom(s)
Sleeps 8
Private vacation home
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
Beach block/Pvt Heated Pool/Spa/Cabana/SUP/Kayaks/Bicycles/4 bed/4.5 bath
Anna Maria Private vacation home
- 5.0 Star Review
CabAnna Maria is a completely renovated 4 bedroom, 4.5 bathroom beach block vacation property that sleeps 8 comfortably. Three of the bedrooms have king sized beds and each has a private bath with a shower. The bunk room has custom built-in twin over full bunk beds. All bedrooms have large flat screen TVs. A common bath with a tub is next to th.......read more
4 Bedroom(s)
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
On canal with paddle board & fishing! AirBnB Superhost!
Anna Maria Condo
- 5.0 Star Review
This beautifully renovated 2 bedroom coastal condo has everything you need for a relaxing beach vacation. Tucked back off of bustling Pine Avenue, enjoy peace and quiet while still being steps away from many shops, restaurants, and white sand beaches. Dock with paddle board, fishing poles, and bench for a relaxing view of the canal.
The spac.......read more
2 Bedroom(s)
Sleeps 4
Condo
Waterfront Home w/ WiFi, Central AC, Washer/Dryer, Private Hot Tub, & Beach Gear
Anna Maria Private vacation home
- 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
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 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
3 BR, 2 BA Home with private pool and spa on the North End of Anna Maria Island
Anna Maria Private vacation home
- 5.0 Star Review
Adorable beach cottage on the north end of Anna Maria Island! The beach access trail to the famous Bean Point beach is right by the house. This 3 bedroom 2 bathroom home is situated on a corner lot on a quiet street and is located just steps to the beaches of the Gulf of Mexico. The main level of the home has an open kitchen and dining room, a larg.......read more
3 Bedroom(s)
Sleeps 6
Private vacation home
Incredible Beach Condo w/Free WiFi, TV, Shared Pool and Washer/Dryer
Anna Maria Condo
- 4.4 Star Review
Sunrise Garden #7
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
My Private Beach: Waterfront Pool Home on the Bay by Anna Maria Life Vacation Rentals
Anna Maria Private vacation home
- 4.4 Star Review
826A South Bay Blvd., Anna Maria, FL 34216
What You\'ll Love About This Home:
Location! Your own private sandy beach on Tampa Bay overlooking the Sunshine Skyway Bridge
Breathtaking views everywhere you look!
5 Bedrooms / 3 Bathrooms
3 Kings, 1 Queen, 1 Twin & 2 Queen Sofa Sleeper
4,494 square feet of living space
Pr.......read more
5 Bedroom(s)
Sleeps 8
Private vacation home
Completely remodeled Canal front home with boat dock & lift.
Anna Maria Private vacation home
- 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
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.
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
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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