Anna Maria Island properties for beach, vacation and seasonal rentals
|
2 Bedroom Rentals |
 |
104 Oak Ave., Anna Maria
Linger Longer...Are you looking for sun-filled days and moonlit nights on the beach? Look no further
than Linger-Longer. This traditional beach-front Florida bungalow has Gulf views from
its two spacious porches...more information
|
|
 |
105 Mangrove Ave., Anna Maria
Mangrove Cottage.....Welcome to Mangrove Cottage, a simple bungalow in a peaceful,
natural setting just one house from the Gulf beaches. Comfortable
and airy, decorated for relaxed tropical living and lively
entertaining....more information
|
|
 |
118 Hammock Rd., Anna Maria
Coconut Bayou.....This 2 bedroom, 2 bath waterfront pool home
offers a secluded setting on a natural bayou. The beautiful pool area
is covered with a vaulted, cage overlooking your personal dock....more information
|
|
 |
205 Coconut Ave., Anna Maria
Summer Bummer..... Just a stone's throw to one of the best beaches!!! This
adorable 2 bedroom, 1 bath beach cottage features a sunny Florida
room with a pull-out sofa bed,...more information
|
|
 |
302 South Bay Blvd., Anna Maria
Tree House at the Beach.....Welcome to this 2 bedroom and 2 bath elevated home in a
peaceful natural setting…..built right on top of the bay beach. At every turn you'll find
striking views, comfortable furniture and open windows letting in the cooling sea
breezes...more information
|
|
 |
309 66th St., Holmes Beach
Plumeria Place.....This brightly decked out 3 story home is a short stroll to the beach and
decorated impeccably. You will be greeted with....more information
|
|
 |
411 75th St. W., Bradenton
Thompson's In Town...This beautiful 2 bedroom, 2 bath home in Northwest Bradenton,
is a short drive to the Gulf beaches, but with all the convenience
of shopping, restaurants, and bus stops nearby. Features include
an open Great Room floor plan with high vaulted ceilings....more information
|
|
 |
417 Poinsettia Ave., Anna Maria
Kaleidoscope On The Water...Directly on the water, this stunning and colorfully decorated elevated home
overlooks the intercoastal and yet is just a few blocks from shopping, restaurants
and the either the Gulf or Bay beaches....more information
|
|
 |
509 Spring Ave., Anna Maria
Spring Paradise...Totally remodeled and professionally decorated
2 bedroom, 2 bath elevated home in the heart
of Anna Maria City.....more information
|
|
 |
516 77th Street, Holmes Beach
Heron's Watch...This well-appointed canalfront home has 2 bedrooms
and 2 full baths and can sleep 6. A beautiful yard and
dock overlooking the canal and mangroves provide endless....more information
|
|
 |
522 Pine Ave., #1A, Anna Maria
Bayou Condo #1A...This immaculate 2BR/1-1/2BA ground level condo is beauifully
turnkey furnished and features new hurricane force windows, is freshly
remodeled, with plantation shutters, sliding plantation patio door
blinds,. ...more information
|
|
 |
522 Pine Ave., #1B, Anna Maria
Bayou Condo #1B...Conveniently located on the north end of Anna Maria,
sandwiched between the historic Roser Church and Tampa Bay,
is this adorable....more information
|
|
 |
522 Pine Ave., #3B, Anna Maria
Bayou Condo #3B...Beautiful 2 bedroom, 1 bath condo at the Bayou Condos on Pine Ave. This ground level unit
offers a queen size bed in the master bedroom, and a full size bed plus bunk beds in the
guest room. ...more information
|
|
 |
527 South Dr., Anna Maria
Tropical Dreams...Tasteful decor in natural wicker and rattan furnishings gives
this adorable 2 bedroom, 2 and 1/2 bath home it's "beachy" feeling....more information
|
|
 |
616 Gladstone Ln., Holmes Beach
Island Paradise...Located in the sleepy community of Key Royale in Holmes
Beach is this beautifully remodeled 2 bedroom, 2 bath canal front home.....more information
|
|
 |
622 Key Royale Dr., Holmes Beach
Moon's Daydream...Located in the prestigious community of Key
Royale in Holmes Beach, this is a spotless updated
2 bedroom, 2 bath, that feels just like home.....more information
|
|
 |
701 Jacaranda Rd., Anna Maria
Sweet Dreams...A vacation to remember in the heart of Anna Maria Island!
Whether you dream of a beach house for a break from the
winter cold, a long honeymoon retreat or the perfect
family getaway destination, Sweet Dreams offers....more information
|
|
 |
701 North Bay Blvd., Anna Maria
Rebecca's Bungalow...Located on a quiet Anna Maria Island street,
Rebecca's Bungalow is just steps to the pristine
bay beach. This cottage is a lovely combination of
classic beach comfort and eclectic yet tranquil
seaside living. The master bedroom features...more information
|
|
 |
702 North Bay Blvd., Anna Maria
This charming duplex is a leisurely one block from the beach and the fishing pier. It is close to
restaurants, shopping and the (free) island trolley. The units can be rented together or individually.
Bring your roller blades or consider renting a bicycle. Nothing is far away on Anna
Maria Island!...more information
|
|
 |
703 Gulf Dr. South #3,
Bradenton Beach
Sunset Landings #3...Imagine a Florida getaway - white sandy beaches just a few feet from your front door. Then imagine
waking every day to the sound of waves lapping up on the beach just across the street from your
bedroom window. Golf, shopping, fishing and sunshine....more information
|
|
 |
703 Gulf Dr. South #5,
Bradenton Beach
Sunset Landings #5...Imagine a Florida getaway - white sandy beaches just a few feet from your front door. You can rent
this townhouse for a quick getaway or an extended vacation. Welcome to Sunset Landings,
your home away from home....more information
|
|
 |
704 North Bay Blvd., Anna Maria
The house was built in the 1970's and has just been renovated. Each side has one bedroom with queen
sized bed and a second bedroom with twins. A crib is available if needed...more information
|
|
 |
750 North Shore Dr., Anna Maria
Calico Cottage...Steps to the beach! Just walk outside and
stroll across the street to the Gulf from this ground level 2 bedroom,
2 bath (plus den) charmer. It is adorably decorated...
more information
|
|
 |
762 North Shore Dr. Anna Maria
Grandma's Beach Bungalow...This 2 bedroom, 2 bath cozy home is located directly
across the street from the north end beach. Amenities
include a lovely screened porch area,...more information
|
|
 |
5400 Gulf Drive #39, Holmes Beach
Right out the doorway and down a couple steps….gorgeous, white sandy beach. Relax in this
beautiful 2 bedroom, 2 bath, gulf-front, beach condominium. A comfortably furnished home,
it offers everything you could desire with panoramic views of the Gulf....more information
|
|
 |
7214 Holmes Blvd., Holmes Beach
Located just steps to the beach, this 2 bedroom, 3 bathroom split level duplex home has
all the amenities to make your stay an enjoyable one. Sit on the wrap-around deck and listen to
the waves crash on the shore. Inside are TVs, lots of games and books to borrow and several ceiling
fans to keep you cool. ....more information
|
|
3 Bedroom Rentals |
 |
101 75th Street, Holmes Beach
Limefish....Dreaming of an endless summer? Stay for a week or
a month at what is perhaps one of the most dazzling beach front
homes on Anna Maria Island. Extraordinary views galore!
Luxurious comfort and so private.....more information
|
|
 |
106 Gull Drive, Anna Maria
Beach Music....You'll feel like you've stepped into the
quintessential beach house when you walk through
the doors of Beach Music. This elevated island cottage
is casual and sprinkled with found objects, art, and
items from the family's personal collection.....more information
|
|
 |
155 Crescent St., Anna Maria
Seven Palms.....This spacious and immaculate 3 bedroom, 2 bath home
is located just steps from desirable Bayfront Park and the
City Pier and shops of Anna Maria. Features include cool,
white ceramic tiled floors, a spacious eat-in kitchen....more information
|
|
 |
205 72nd St., Holmes Beach
Savannah's Secret.....Anna Maria Island's dreamy cottage with a
private, heated pool is just a moment's walk to a
sugary white sand beach with snorkeling, shelling,
and sunsets! Stay for a week, or a month, ....more information
|
|
 |
214 Fir Ave. - West, Anna Maria
Seashells By The Sea.....Come enjoy a large gulf view home/duplex on one of
Anna Maria's tranquil non-crowded family beaches. Seashells by the Sea is perfect for large family
gatherings. It is a 3 bedroom, 2 bath half duplex (6 bedrooms, 4 baths if you rent both sides) located just feet from the
sandy beach of the Gulf of Mexico....more information
|
|
 |
214 Fir Ave. - East, Anna Maria
Seashells By The Sea.....Come enjoy a large gulf view home/duplex on one of
Anna Maria's tranquil non-crowded family beaches. Seashells by the Sea is perfect for large family
gatherings. It is a 3 bedroom, 2 bath half duplex (6 bedrooms, 4 baths if you rent both sides) located just feet from the
sandy beach of the Gulf of Mexico....more information
|
|
 |
214 Palm Ave., Anna Maria
Batley's Beach Hotel.....Located in the "heart" of Anna Maria City, sits this ground level, 3 bedroom,
2 bath home just waiting for you! It has been completed remodeled and features
bright Caribbean colors and new furnishings....more information
|
|
 |
302 Iris St., Anna Maria
The Salty Beach Cottage....The Salty Beach Cottage is a family
vacation home and, for the first time, is in our rental market. The
home's interior reflects the owners' love of intense color and their
keen sense of decorating style. From airy wicker furnishings....more information
|
|
 |
308 Gulf Blvd., Anna Maria
Old Florida Classic...
This historic beachfront cottage is located across
from one of the best beaches on the island. Enjoy the Gulf
breezes and wonderful sunsets from the expansive front porch......
more information
|
|
 |
320 Tarpon Street, Anna Maria
Terrific Tarpon...Ideally located in the City of Anna Maria, this 3 bedroom, 2 bath canal-front
home includes a wonderful screened-in pool area and fantastic master suite. Plenty
of room to relax and enjoy the island life....more information
|
|
 |
408 South Bay Blvd., Anna Maria
The Saphire Castle...Stay in bikinis from breakfast to bedtime!
Eye-catching in design, this elevated home is perched
on the bay beach with magnificent views of Tampa Bay, the
Skyway Bridge and St. Petersburg. The vast decks are
ideal for sunbathing, dolphin watching or just relaxing.
Elegantly designed....more information
|
|
 |
411 Spring Ave., Anna Maria
Americana At The Beach...Nestled on a quiet street just a couple blocks from either the bay or the gulf beaches,
this quintessential beach cottage is decorated in a red, white and blue Americana motif.....more information
|
|
 |
503 71st St., Holmes Beach
Periwinkle Place...This immaculate 3 bedroom, 2 bath pool home is located in the very quiet
residential area of Holmes Beach. Both the master and 3rd bedrooms offer queen sized beds,
while the 2nd bedroom has a set of twins......more information
|
|
 |
512 North Bay Blvd., Anna Maria
Bay Breeze.....This breezy, two story Key West style 3 bedroom, 3 bath home is
located just 150 ft. from the bay beach, between two fishing piers
and is a short stroll to the gulf beach at Bean Point on the north
end of Anna Maria Island.....more information
|
|
 |
515 Bayview Place, Anna Maria
Casa Blanca..... Located just a block from the bay beach, Casa Blanca is a stunning second floor 3 bedroom, 2
bathroom home tastefully decorated in wicker and white. The master bedroom has a king bed and
the guest rooms offer a queen and a pull-out...more information
|
|
 |
526 77th St., Holmes Beach
Thompson's Retreat...3 bedroom, 2 bath, canal front, pool home w/fabulous
views of Tampa Bay and the Sunshine Skyway...
more information
|
|
 |
618 South Bay Blvd., Anna Maria
The Smiling Mermaid... Come here to get away from it all! This 3 bedroom, 2 bath cottage is all about beach life -
simple wooden floors, comfy over stuffed couches, open plan living with walls of windows
looking out onto a wide porch directly on the bay beach...
more information
|
|
 |
809 North Shore Dr., Anna Maria
This beach house was built in the 1950's and renovated and expanded in 1992 and again in 2003. The
original charming home has been preserved. The cypress wood ceiling is original and characteristic
of south Florida architecture....more information
|
|
 |
878 North Shore Drive, Anna Maria
Island Original...
Located in the "north end" of Anna Maria City, this ground level "original" 3 bedroom,
2 bath home is perfect for you!....
more information
|
|
 |
5623 Gulf Dr., Holmes Beach
The Royal Nut...Both practical and exotic. The Royal Nut is conveniently
located near restaurants, shopping and across the street from
some of Anna Maria Island’s most beautiful beaches. Hidden
behind a white picket fence, the Key West style home...more information
|
|
 |
6006 Gulf Dr., #109, Holmes Beach
Sand Castle...For your next vacation rent your own Sand Castle for the escape of a life time.
This 3 bedroom, 2-1/2 bath first floor gem is located right above the sandy Gulf beach.
A beautifully appointed condominium, it offers everything you could desire!...more information
|
|
 |
6620 Gulf Dr., Holmes Beach
Coastal Castaway...Two houses from the beach, this Key West jewel is beautifully decorated in harmony
with the island with the colors of the sea. The master bedroom has a queen sized bed,
a private deck, and a newly remodeled bathroom. The 2nd bedroom has twin beds and
another is furnished with a queen bed....more information
|
|
4 Bedroom Rentals |
 |
105 11th St. S. - A & B, Bradenton Beach
Gulfside Townhomes...
Enjoy fabulous views of the Gulf and the Bay
from these two beautiful, brand new townhouses!
Gulfside Townhomes are perfect for large family
gatherings. Each side has 4 bedrooms, 3 bathrooms
(8 bedrooms, 6 baths if you rent both sides)......
more information
|
|
 |
109 6th St. N. - East & West, Bradenton Beach
Ritz At The Beach...
Conveniently located with a view of the
turquoise-colored Gulf waters, these brand-new,
stylishly casual decked-out townhouses are located
in Bradenton Beach, one of Anna Maria Island's premier
beach communities. Huge, light and airy,.....
more information
|
|
 |
111 50th St., Holmes Beach
Perfect Family Getaway...
Enjoy the view from your wonderful open porch or swim
in the gulf, only steps away. Bring the whole family
to this 4 bedroom,.....
more information
|
|
 |
147 50th St., Holmes Beach
Casa Morado...
Brand new, lovely 4 bedroom, 3-1/2 bath home with heated pool. The
beach is an easy direct walk, just 3 short blocks to the sand.
Close to the trolley stop and restaurants......
more information
|
|
 |
207 North Harbor Dr., Holmes Beach
Welcome to Maisie and Lulu’s Cottage...
Just renovated and designer decorated! Privately
located, casually designed and stylishly decked-out
waterfront cottage opens directly onto a sparkling pool,
dock and the Intercoastal with direct boaters’ access
to the Gulf less than 500 feet away......
more information
|
|
 |
514 North Bay Blvd., Anna Maria
Welcome to Cameron's Abode...
An appealing blend of modern sleek and Florida casual. Truly your vacation
fantasy come true, Cameron's Abode is spacious and airy,
designed for relaxed tropical living and lively entertaining......
more information
|
|
 |
514 Loquat Dr., Anna Maria
Welcome to Queen's Channel...
an elegant, spacious, custom built elevated house located on deep
sailboat water on the Northern tip of Anna Maria Island just steps
from the bay beach. Four bedrooms, along with the sofa bed in the den
and five full baths accommodate a large group.....
more information
|
|
5 Bedroom Rentals |
 |
509 South Bay Blvd., Anna Maria
All Decked Out...Enjoy the lights of the Skyway Bridge and St. Petersburg
from one of the two huge porches which overlook Tampa Bay. The house was completely
redecorated and furnished in February 2003. It has 5 bedrooms, 4 of which have at least
one lanai with water views, 3 bathrooms, and a pool......more information
|
|
 |
871 North Shore Dr. Anna Maria
Beachcomber Cottage...Experience the Florida west coast in a whole
new way. Welcome to paradise! Beach Comber Cottage,
a duo of combined cottages on the north tip of Anna
Maria. This 5 bedroom, 4 bath home feels as if it has been washed ashore...more information
|
|
|
|
