CONTACT US
Showing 12 of 1109 properties



House

Seaside Haven

Seaside Haven

Highlights • Bayfront • Less than a 10-minute walk to the beach • Near restaurants and shops on Bridge St • Shared dock • Shared BBQ grill Seaside Haven by Anna Maria Island Accommodations 301 Bay Dr N Bradenton Beach, FL 34217 Bay views and coastal living await at Seaside Haven! This one-bedroom and one-bath is the ground level of a duplex with stunning Florida charm, where you'll have access to shared amenities. You'll enjoy breathtaking bay views and the convenience of being close to the top-notch dining, shopping, entertainment on Bridge St, and even the beautiful Gulf beaches. You and your loved ones can spend a peaceful evening in the nautical-themed living area, which offers breathtaking views from the French windows. The living space is furnished with comfortable seating and a smart TV for your entertainment. There is also a kitchen table where you can enjoy your meals. The kitchen is fully equipped with a range, microwave, coffee maker, and pots and pans, making it convenient for you to prepare your meals. Sleep soundly to the sounds of the bay and palm trees swaying in the lavish King bedroom. This room has a desk, a TV, and a walk-in closet. The bathroom combines a shower and tub, offering the best of both worlds. If you require laundry facilities, a shared laundry room is available at a property located next door. Room Details -Primary Bedroom: King bed -Full size sleeper sofa You'll love this home's backyard- it has plenty of seating, a BBQ grill, and a dock for fishing, and you can take out your own (or rent locally) kayaks, paddleboards, and boats! Are you traveling with friends and family? The unit above is also available for rent, and has two bedrooms and one bathroom. Available under the name Seaside Serenity on our properties search page. - The home does not have central air conditioning or heating but has window units to keep the interior cool and space heaters are also provided for use during colder weather. There are no pets allowed in this home. 2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Anna Maria Island Accommodations Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

1 1 4
BOOK NOW

Condo

Jamaica Royale 016

Jamaica Royale 016

Lovely 1 bedroom, 1 and 1/2 baths garden view unit located in the garden/pool area of our beautifully landscaped property. Enjoy any of the 3 heated pools on the grounds and direct beach access to the @1 beach in the U.S. This unit has a 7 night minimum Saturday to Saturday rental policy, but can be booked for less to fill gaps. We will do our best to accommodate any request.

1 1.5 4
BOOK NOW

Condo

Jamaica Royale 203

Jamaica Royale 203

Unit 203 is a 2 bedroom, 2 bathroom Tower Two unit with views of the Beach and the Gulf of Mexico from the master bedroom and balcony. Relaxation is yours from the outdoor balcony. Views of the #1 beach in America are yours from the kitchen, dining room, and the master bedroom. The condo is fully equipped with everything you need to make your vacation a memorable one. The kitchen is well appointed,there are flat screen TVs in the living room, the master bedroom and guest room. We have secure high speed wireless internet. Our property has three beautiful pools, a shuffle board court, and two gas grills for your enjoyment. There are also beach chairs at the beach and all of the pools for your use. This unit has a 7 night minimum Saturday to Saturday rental policy, but can be booked for less to fill gaps. We will do our best to accommodate any request.

2 2 6
BOOK NOW

House

Nautical Tides

Nautical Tides

Highlights • 5-minute walk to the beach • Rooftop deck • Pool with In-ground spa • Putting green • BBQ grill Nautical Tides by AMI Locals 303 Church Ave Bradenton Beach, Florida TPL21-000101 Welcome to Nautical Tides, a beach-tastic home with six bedrooms and four and a half bathrooms just a quick stroll from the famous white sand beaches of Anna Maria Island. This getaway has a rooftop deck, where you can catch amazing bay views, sunrise, and sunset, and is packed with luxurious amenities to create an unparalleled vacation experience. The house's main living area features an open design meant to encourage the whole family to spend time together in the same room. There is a cozy seating area with comfortable seating, an HDTV, and a dining room that can seat six people at the dining table, with additional seats available at the kitchen island. The kitchen is equipped with stainless steel appliances and all the essentials, making it easy for chefs of all levels to cook up a storm! Our beach-inspired home features a primary bedroom, three guest rooms appointed with a comfortable King bed and TV, and two perfect guest rooms for kids. Ascend the stairs to the primary bedroom, a peaceful retreat boasting a premium bed, balcony access, and a stunning ensuite bathroom complete with a walk-in shower, double vanity, and a soaking tub that will help you rejuvenate after a fun-packed day. The five guest rooms have an ensuite bathroom, jack-n-jill, or easy access to the hall bath, and one of the children's rooms has an arcade game! Room Details -Primary Bedroom, 3rd floor: King bed, balcony, and ensuite bathroom with walk-in shower and soaking tub -Second Bedroom, 3rd floor: Two Twin over Twin bunk beds, shared Jack-and-Jill bathroom with tub/shower combination -Third Bedroom, 3rd floor: King bed, shared Jack-and-Jill bathroom with tub/shower combination -Fourth Bedroom, 3rd floor: King bed, shares hallway bathroom -Fifth Bedroom, 2nd floor: King bed, shared balcony, and ensuite bathroom with walk-in shower -Sixth Bedroom, 2nd floor: Twin over Twin bunk beds, twin trundle, shared balcony, shares hallway bathroom On to the outdoor area! Featuring an incredible outdoor area, complete with a private heated pool and spa. The covered seating area is perfect for entertaining, with an outdoor dining table, bar top, propane BBQ grill, and even a Foosball table and a putting green for some friendly competition. The lush tropical landscaping adds to the already stunning beauty of this space, making it an ideal spot to unwind and enjoy some well-deserved relaxation. The location of Nautical Tides is unreal! It is right by the bay and just a short walk from the beach. This home is also near Bridge Street, home to some of the best shopping, restaurants, bars, entertainment, nightlife, and family-friendly activities on the Island. There's truly something for everyone to relish while on vacation at Nautical Tides! - 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This property allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated, see our AMI Locals Rental Policies for full details. This home is managed by AMI Locals, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

6 4.5 14
BOOK NOW

House

Sweet Melissa's Beach House

Sweet Melissa's Beach House

Highlights • Private Pool • Across the street from Tampa Bay Beach • BBQ grill • Washer and dryer • Screened-in lanai Sweet Melissa's Beach House by AMI Locals 317 N Bay Blvd Anna Maria, Florida VR19-000057 Welcome to Sweet Melissa’s Beach House! This charming three-bedroom, three-bathroom retreat awaits you just steps from the bay beaches. Step into the backyard oasis, complete with a private pool, sun loungers, and an outdoor dining table paired with a BBQ grill, perfect for gatherings with friends and family. Walk into this vibrant paradise through the screened-in porch and enter the great room. There is a large sofa and TV for unwinding after splendid beach days. The fully equipped kitchen has unique cabinets, stainless steel appliances, and seating at the kitchen island. In the main house, you’ll find a primary bedroom with a premium mattress and an ensuite bathroom with a shower and tub combination. Meanwhile, the second bedroom has two twins – great for kids! Each room has a television, and the hall bath has a shower and tub combo. The final bedroom offers the allure of a private suite, with a separate entrance from the front and access from both the pool and hallway. Adorned with stunning flooring, this room features a plush bed, a sleeper sofa, and an updated ensuite bathroom with a walk-in shower, where you'll also find the washer and dryer conveniently tucked away. Room Details -Primary bedroom: King bed and ensuite bathroom with tub and shower combination -Second bedroom: King bed, seating area with additional King Sleeper Sofa, ensuite bathroom with a walk-in shower and laundry room, access to the pool -Third bedroom: Two Twin beds Grab your beach bags and head across the street to Tampa Bay Beach or drive to the Gulf beaches. The anglers of the group will love the proximity to AMI City Pier, and the shoppers will love exploring Pine Ave. Vacation memories are waiting to be made at Sweet Melissa’s Beach House! - 3 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This home is managed by AMI Locals, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our AMI Locals Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without a refund.

3 3 8
BOOK NOW

House

Palm Trees and Manatees

Palm Trees and Manatees

Highlights • Canal Front Home + Private Dock • Saltwater Pool • Less than a 10-minute walk to the beach • Near Restaurants • Screened-in Lanai Palm Trees and Manatees by Anna Maria Vacations 267 Gladiolus St. Anna Maria, FL 34216 VR16-000462 Welcome to Palm Trees and Manatees, a dream canal-front vacation home with a private dock and a saltwater pool. It is ideally located near Anna Maria Island’s local favorites like Bean Point Beach, Bayfront Park, and restaurants, including Rod and Reel Pier, and boutiques and eateries that dot along Pine Ave. Pack up your Anglers and Beachcombers and prepare for the best trip at Palm Trees and Manatees! You’re welcomed into a vibrant, open living space with expansive water views as you walk in. The kitchen has a full suite of appliances to make your stay as comfortable as possible and is equipped with pots, pans, and utensils. There is island seating, a high-top table, and a formal table that boasts canal views. After exquisite days in the Florida sunshine, unwind with a movie night on one of the two comfy sofas. Just off the kitchen is a full bathroom with a walk-in shower as well as the home’s washer and dryer. For the remote workers, there is a desk with a monitor. The primary bedroom has delightful floral touches, access to the patio, and an updated ensuite bathroom with a shower and tub combination. If you’re traveling with multiple families or friend groups, the second bedroom is the perfect fit with a Queen bed and a bunk bed. Each room is fitted with Samsung Smart TVs and adequate storage space. Room Details - Primary Bedroom: Queen bed and ensuite bathroom with a shower and tub combination - Second Bedroom: Queen bed and Twin over Full Bunk You will never want to leave this home’s backyard! On one side is the saltwater pool with easy access tanning shelf, travertine decking, multiple seating areas, and an outdoor shower. The canal side features a dock where you can launch kayaks and jet skis and is a peaceful spot for fishing. Additionally, there is an outdoor dining table where you can enjoy treats cooked on the provided grill and a screened-in porch facing the canal. - This property participates in our Professional Linen Program. In Anna Maria Vacation's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high-quality linens; including bedding, bath towels, washcloths, and beach towels that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology.

2 2 6
BOOK NOW

Condo

Gulf and Bay Club- D101

Gulf and Bay Club- D101

At unit D101 you can walk out the lanai door and just be steps away from a stroll around the grounds, the beach and the "C" pool. So convenient! An end unit makes for a brighter interior as you have the benefit of side windows in the kitchen and living room. Updated decor, flat panel TV's with Wi-Fi. Perfect place for your "R & R"! And not only 1 BUT 2 recliners in the living room for comfort.

2 2 4
BOOK NOW

Condo

Jamaica Royale 073

Jamaica Royale 073

Beautifully appointed, updated 2 bedroom 2 bath garden view unit located in the garden/pool #2 area of our beautifully landscaped property. Tile floors in the kitchen and living room areas. Two Queens in the Guest Bedroom. Feel comfortable and casual with your days at the beach or at the pool. Enjoy any of the 3 heated fresh water pools, shuffleboard and barbecue grills. This unit has a 7 night minimum Saturday to Saturday rental policy, but can be booked for less to fill gaps. We will do our best to accommodate any request.

2 2 6
BOOK NOW

Condo

Gulf and Bay Club- B608

Gulf and Bay Club- B608

A beautifully updated 2-bedroom/2-bath fully appointed condo nestled into a the only true resort on Siesta Key. Enjoy the state of the art fitness center, saunas/spas, 3 heated swimming pools, 8 tennis courts (2 converted for pickleball), shuffleboard, basketball/racquetball, tiki huts, grilling areas, 2 clubhouses, and if you like, Americas #1 beach is waiting just outside your door with some of the most spectacular sunsets on the planet. Welcome to Gulf and Bay Club!

2 2 6
BOOK NOW

Condo

Gulf and Bay Club- A207

Gulf and Bay Club- A207

Newly remodeled unit with a large open area kitchen (includes desk/workstation), remodeled bathrooms and very nicely decorated. Living Room has been extended to include the lanai area which does have table and chairs with a beautiful view of the lush tropical courtyard. Enjoy many quiet evenings on this lanai listening to the tranquil sound of the fountains in the lake outside your windows. The Master Bedroom can be entered through the sliding doors off of the lanai area and is lovely as you can see from the picture. This unit is a gem and will leave you with many lasting memories of your stay. Gulf and Bay is a fabulous beachfront condominium complex with private beach access to Siesta Key Beach and its world-famous white sands and warm waters. This complex features three heated pools, saunas, a hot tub, activity courts for tennis, pickleball, racquetball, and shuffleboard, a fitness center, and numerous tiki-themed BBQ areas surrounding the lakes.

2 2 4
BOOK NOW

House

AMI Oasis

AMI Oasis

Highlights • 5-minute walk to the beach • Private pool • Putting green • Ping pong table • Close to restaurants and shops AMI Oasis by AMI Locals 94 N Shore Dr. Anna Maria VR22-000028 Welcome to AMI Oasis! This luxurious four-bedroom retreat offers modern elegance and beachside fun. With sleek features and a perfect backyard for entertaining, it's a dream getaway. The Gulf beaches and Pine Ave's shops and restaurants are just a quick walk away. Pack your bags and prepare for an unforgettable escape! Step inside and prepare to be dazzled by the stunning contemporary features that adorn the home's living room, which comprises a gorgeous seating area with a TV and a coastal kitchen table. If you love cooking, you'll feel right at home in the fully equipped kitchen with a full set of stainless steel appliances, cookware, and a grand granite island with barstools. All four bedrooms are uniquely decorated with comfortable bedding and ample storage space for guests' belongings and adventure gear. Every morning, guests will be enticed to wake up and appreciate the tranquility of the patio by opening the French doors. Each bedroom has an ensuite bathroom boasting double sinks, an enclosed tall glass shower, a full-sized drop-in soaking tub, and a private enclosed toilet, ensuring utmost convenience and opulence. Room Details -Primary Bedroom: King bed and ensuite bathroom with soaking tub and walk-in shower -Second Bedroom: King bed and ensuite bathroom with soaking tub and walk-in shower -Third Bedroom: King bed and ensuite bathroom with soaking tub and walk-in shower -Fourth Bedroom: King bed and ensuite bathroom with soaking tub and walk-in shower Guests are sure to love the home’s backyard! Take a dip in the comfortably covered heated pool or relax on the outdoor couch while catching up on your favorite shows. Gather around the expansive dining table to savor freshly grilled meals, and afterward, form teams for friendly competitions on the putting green and challenge your friends to a game of ping pong for added excitement. The possibilities are endless at AMI Oasis, so don’t miss out. Book today! - 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This property allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated, see our AMI Locals Rental Policies for full details. This home is managed by AMI Locals, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

4 4.5 8
BOOK NOW

House

Villa Florence

Villa Florence

Highlights • 5-minute walk to the beach • Private Pool • Near shops and restaurants • Ping Pong Table • BBQ Grill and Outdoor Seating Villa Florence by Anna Maria Vacations 4104 6th Ave. Holmes Beach, FL. 34217 VRC16-000355 Welcome to Villa Florence, a magnificent Mediterranean-inspired home with three bedrooms and three baths just five minutes from the pristine Gulf of Mexico beach! Soak up the sunshine with friends and family at this home's backyard, featuring a private pool and plenty of lounge chairs. Make your family vacation unforgettable at Villa Florence and even bring your dog! As you arrive at the front gate, you'll love the pristine landscaping with tropical plants and tall palm trees. The home's great room is furnished with beautiful leather couches, an Xbox, a dark wood dining table, and a lovely balcony with a bistro table. Prepare family favorites in the fully equipped kitchen and enjoy a cup of coffee at the vibrant breakfast table. The home's washer and dryer are located right off the kitchen. Upstairs are the two Primary bedrooms. The first primary has stunning coastal decor, a private balcony with plush seats, and an ensuite bathroom with a shower and soaking tub combination. This room also has a den area with a daybed. Just like the first bedroom, the second primary has stunning coastal decor, a private balcony, and a TV, and the ensuite bathroom has a walk-in shower. On the second floor is the third bedroom with a bunk bed, TV, and access to the main floor balcony. A hallway bathroom with a walk-in shower is great for refreshing after a fun day exploring. Room Details -Primary Bedroom, 3rd floor: King bed, private balcony, and ensuite bathroom with shower and tub combo -Second Bedroom, 3rd floor: King bed, private balcony, and ensuite bathroom with walk-in shower -Third Bedroom, 2nd floor: Twin over Full bunk bed -Bonus: Daybed The location is fantastic, close to the incredible Gulf Beaches of Anna Maria Island. You can walk everywhere, rent a bike, or even a golf cart. Fish with the locals on a charter or at the Historic AMI City Pier, go birdwatching at the nearby preserves, kayak along the stunning bay, and even take a sunset cruise. Vacation dreams come true at Villa Florence! - This property participates in our Professional Linen Program. In Anna Maria Vacation's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high-quality linens that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology. You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. This property requires a 7 night stay as set forth by Holmes Beach s Land Development Code. Occupancy may not exceed 6.

3 3 6
BOOK NOW

    Skip to content