Beachside Palms Anna Maria Island Resort is extremely conveniently located directly across from the famous Manatee County Public Beach on the gorgeous Gulf of Mexico. All 3 of our units were completely updated in 2016. They feature new cabinets, stainless steel appliances and granite countertops....

Beachside Palms Anna Maria Island Resort is extremely conveniently located directly across from the famous Manatee County Public Beach on the gorgeous Gulf of Mexico. All 3 of our units were completely updated in 2016. They feature new cabinets, stainless steel appliances and granite countertops....

Beachside Palms Anna Maria Island Resort is extremely conveniently located directly across from the famous Manatee County Public Beach on the gorgeous Gulf of Mexico. All 3 of our units were completely updated in 2016. They feature new cabinets, stainless steel appliances and granite countertops....

Sunfish 104 This property has a 7-night stay requirement. However, select properties have the flexibility for shorter stays. Let us do the searching for you! Please call *******-8791 and one of our knowledgable reservation specialists will be happy to assist you in finding a property for the dates...

Palm Villa This property has a 7-night stay requirement. However, select properties have the flexibility for shorter stays. Let us do the searching for you! Please call *******-8791 and one of our knowledgable reservation specialists will be happy to assist you in finding a property for the dates...

Royale View *Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions. This newly remodeled, single-level home is dog-friendly, while boasting great amenities such as a private, heated pool, a spa, and a boat...

Bird of Paradise Villa This property has a 7-night stay requirement. However, select properties have the flexibility for shorter stays. Let us do the searching for you! Please call *******-8791 and one of our knowledgable reservation specialists will be happy to assist you in finding a property...

Orchid Villa This property has a 7-night stay requirement. However, select properties have the flexibility for shorter stays. Let us do the searching for you! Please call *******-8791 and one of our knowledgable reservation specialists will be happy to assist you in finding a property for the...

Frangipani Villa Frangipani Villa is one of six splendid homes that comprise Island Garden Villas. This pet-friendly home is placed in a lush tropical setting and a perfect place for your island adventure. Just beyond the beautiful garden oasis, you'll find the Gulf beaches, the villas themselves...

Oleander Villa Welcome to the lovely Oleander Villa, one of six Villa homes within Island Garden Villas. This pet-friendly home is placed in a lush tropical setting and a perfect place for your island adventure. Just beyond the beautiful garden oasis, you'll find the Gulf beaches, the villas...

Hibiscus Villa This property has a 7-night stay requirement. However, select properties have the flexibility for shorter stays. Let us do the searching for you! Please call *******-8791 and one of our knowledgable reservation specialists will be happy to assist you in finding a property for the...

Appletini This property has a 7-night stay requirement. However, select properties have the flexibility for shorter stays. Let us do the searching for you! Please call *******-8791 and one of our knowledgable reservation specialists will be happy to assist you in finding a property for the dates...

Sunfish 102 & 104 This pair of homes is perfect for your next trip to Anna Maria Island! Enjoy warm Florida sunshine, powdery sands, and a shared pool. And with two cottages, there's room for everyone - even the family dog! (A small nightly fee applies.) Start your day with a mug of coffee right...

Sunfish 102 Enjoy Anna Maria Island's breathtaking beauty and warm Florida sunshine with this chic, dog-friendly beach cottage! Between the soft sands and warm waves of the Gulf, a lush backyard, and a shared pool, you'll have everything you need for an unforgettable vacation. The beach is so...

Adriel's Place in Anna Maria... A two bedroom located in upscale private golf club neighborhood, a stone throw from pristine beaches, restaurants and island entertainment ( less than 1 mile ). An expansive backyard dotted with majestic palms, pavered terrace and pool overlooking sailboat water....

This 3 bedroom 2.5 bath villa with 2 car garage accommodates 6 guests and is 150 feet from the pristine white sandy beaches with easy access. It has a heated 16 by 34 foot pool shared with the identical rental house next door. This unit is fully furnished in tropical decor and has all the luxuries...

Overview Summer Breeze is a custom home nestled in the quiet residential area in the heart of Holmes Beach. Offering 4 bedrooms/3.5 bathrooms. There is also a Den where the kids can hang out with a TV and Queen Sleeper sofa. You will find that this home has everything you need for your perfect Anna...

Make this beautiful 3-bed, 2.5-bath vacation rental house your new home-away-from-home in Holmes Beach! Up to 6 travelers will have the luxury of swimming in the private pool or hot tub after kayaking in Palma Sola Bay. Take the provided wagon to the Gulf Beach a mere 2-minute walk away or choose...

Come and stay at this newly renovated unit; one of two units available at this superb duplex located just 500 meter from beautiful Holmes Beach on Anna Maria Island. This spacious two bedroom two bathroom property can accommodate up to 6 persons with a queen-size bed in the master bedroom with...

Come and stay at this newly renovated unit; one of two units available at this superb duplex located just 500 meter from beautiful Holmes Beach on Anna Maria Island. This spacious two bedroom two bathroom property can accommodate up to 6 persons with a queen-size bed in the master bedroom with...

OVERVIEW The Pool Party North Cottage is a beautiful duplex featuring two bedrooms and two baths with a pool area that is unsurpassed! This property is located in the heart of Holmes Beach close to shopping, restaurants and trolley stops. Best of all, this unit is with walking distance to the white...

Overview: Misty Beach is a dog-friendly home with private pool, deck and less than two blocks to the white sandy beach. This home features 2 bedrooms and 2 baths. This property is located in the heart of Holmes Beach close to shopping, restaurants and trolley stops. Best of all, this home is within...

OVERVIEW The Pool Party South Cottage is a beautiful duplex featuring two bedrooms and two baths with a pool area that is unsurpassed! This property is located in the heart of Holmes Beach close to shopping, restaurants and trolley stops. Best of all, this unit is with walking distance to the white...

Southern Comfort is a private, single family home centrally located in Holmes Beach. This gorgeous 3 bedroom 2.5 bath vacation rental offers a private heated pool, front and rear balconies, gas BBQ grill, tropical landscaping, one car garage and much more! Just a brief 4 minute stroll to the...

2 Bedroom 1 Bath Cottage On The Beach This cottage is located 'on the beach' 3007 Avenue F on beautiful Holmes beach. It is the upstairs unit (2 of 2). The cottage is very comfortable and sleeps 4 comfortably with additional space. This quaint cottage is hidden away on a dead end street, away from...

OVERVIEW The Pool Party Cottage North & South is a beautiful duplex featuring 4 bedrooms and 4 baths with a pool area that is unsurpassed! This property is located in the heart of Holmes Beach close to shopping, restaurants and trolley stops. Best of all, these units are within walking distance to...

Anna Maria island is the best place for a Florida vacation. Winter or summer - it is perfect for every age, life style, or adventure. This house is in the middle of everything. Within 100 yards off the tennis court, dog park, basketball court, boat ramp, marina, restaurants, and shops. It is a 10...

This property just received a number of upgrades including a new outdoor Tiki Bar, the addition of a large second floor entertainment room with foosball, a gaming tv setup including a Wii & Xbox 360 with games. This room also has a queen pullout couch along with a twin day bed and trundle bed...

This beach house is “A Shore Thing” for creating fantastic vacation memories. This newly furnished ground level home is decorated in coastal living motif and has no stairs to climb. The open floor plan is ideal for one or two families to have a fantastic vacation. The living room, Florida room...

This quaint 2 bedroom, 1 bath grond level villa is just a short half block from the white sand beaches of Anna Maria Island. Quiet neighborhood on the beach side of Gulf Drive! Amenities include: Full kitchen with all your utensils and supplies needed, microwave, coffee maker, toaster, oven,...

This is the Florida view you have been dreaming of... Single family home situated at the end of a natural canal with a view over the water. Sit outside, fish off our dock, take out the kayaks, or just walk steps across the street to the beach! This is not your typical beach rental. It is our...

This 2 bedroom, 2 bath villa is in the heart of Anna Maria Island. It is located 300 feet to the beach in a residential neighborhood, west of Gulf Drive, which is the beach side of the main road. Decorated with simplicity, yet fully equipped this ground level villa is conveniently located in the...

Welcome to Buddy's Beach House. A beachy chic getaway just 2 blocks to the beach. Stroll to the beach with a beverage in one hand and your beach cart in the other. After soaking up the sun all day, walk to one of the many fine restaurants, only a few blocks away. Or hop on the free trolley, which...

Coral Breeze (Units A and B) is your brand new paradise. Each 2 bedroom 2 bath side of this adorable duplex features everything you need for your island vacation. The master bedroom features a king sized bed with an en-suite bathroom with walk out access to your tropical tiki patio and private...

This beautiful 2 story elevated home with an elevator has currently been updated with new furniture and decor throughout. From the Beautiful Villa by the Sea you reach the white sandy beaches of the Gulf of Mexico within a few minutes walk just down the street. The home offers every comfort you can...

Isle Haven B will let you make beautiful memories - it's the perfect beach getaway to relax and enjoy the classic Florida charm of Anna Maria Island. The 2 bedroom/two bath duplex offers all the amenities you may think of. The master bedroom has a king size bed, the second bedroom a queen and a...

Isle Haven A is the perfect home for you to make memories that will last a life time! It is the perfect beach getaway to relax and enjoy the classic Florida charm of Anna Maria Island. No street crossing to get to the beach!! This newly renovated 3 bedroom/2.5 bath duplex offers all the amenities...

It's My Dream is a brand new and lovely island-themed private duplex with 3 bedrooms and 2 bathrooms. Equipped with a private heated pool/spa and spacious deck. This home truly represents the best of what Anna Maria Island has to offer. Centrally located with just a short 2 minute walk away from...

The family friendly Florida vacation you need is waiting at Mykonos! This Anna Maria Island beach rental has it all. From a desirable location to amenities and a heated private pool too. Bring your family for a memory maker stay on sunny Anna Maria Island. Your furry family member is welcome also!...

The cozy front porch of Gulf Winds invites you to have your morning coffee or your evening cocktail and in the back yard you will enjoy your dinner and the gas grill. A huge table umbrella provides you with shade if needed. The two bedroom two bath unit is located on a very quiet street. The home...

Welcome to Paradise Village! This 3 bedroom 2 bathroom pet friendly duplex is a short walk to the beautiful beaches on Anna Maria Island. The living room provides a large flat screen Smart television for the whole family to cozy up and watch a movie or sit around and play a board game! Enjoy the...

Lemon Tree is a classic Florida duplex in its original charm. This spacious one bedroom, one bath has a cute backyard for grilling and relaxing with a dining/seating area. The home is only a few steps away from the world class beaches of Anna Maria Island. Ideal for two travelers who want to enjoy...

You will love this home on Anna Maria Island. The Island is like the sleepy beach villages of long ago: no rides, no boardwalk, just a leisurely place to relax and enjoy the water, the beach, the pool and rejuvenate. This spacious 1600+ sq ft 3 story townhouse is a nicely decorated beach house with...

The property accommodates comfortably 4 people with a queen and two twin beds. The modern kitchen and living area give you great space to enjoy the inside. Outside you'll have a brand new sparkling heated private saltwater pool with hot tub and outdoor shower - one of the few in Seaside Garden -...

Welcome to Tropical Terrace, just steps to the beach, shopping and dining! This building also has a lovely outdoor area with a heated pool in a lush tropical setting. Enjoy a balcony to sip your coffee and watch the sunrise, and a screened in lanai off the master bedroom on the 2nd floor to enjoy...

Coral Breeze B (Units A and B ground level ranch style home) is your brand new paradise. Each 2 bedroom 2 bath side of this adorable duplex features everything you need for your island vacation. The master bedroom offers a king sized bed, an en-suite bathroom with walk out access to your tropical...

Flip Flops Forever is a traditional Florida home just steps from the beach nestled in the quiet residential area in the heart of Holmes Beach. Offering 4 bedrooms/3 bathrooms. Flip Flops Forever is located in the perfect location for a great family vacation. Only a few seconds walk (around 200...