Anna Maria Island Vacation Rentals in Florida
Our Anna Maria Island vacation rentals section includes the home, townhouse, cottage, apartment and condo rentals listed below.
Please click on the description to view more information about any of the vacation rentals in Anna Maria Island, Florida.
Our inventory of Anna Maria Island condo rentals changes frequently, so please bookmark this page and check back often. You may also be interested in Holmes Beach (2 miles), Anna Maria (2 miles), Bradenton Beach (4 miles), Bradenton (9 miles), and Palmetto (10 miles) for additional vacation rental options.
| Results 1 - 24 of 24 |
Description
Type
Beds
Baths
Sleeps
Avg. Rate
Luxury Direct Gulf Front 3 Br 3 Bath
Luxury is yours with this brand new direct gulf front three bedroom and three full bath luxury Condo. Relax your cares away...
Luxury is yours with this brand new direct gulf front three bedroom and three full bath luxury Condo. Relax your cares away...
Villa
3
3
8
$4,444/wk
Anna Maria Island Beach Vacation
This luxurious Anna Maria Island vacation rentals beach condo is an immaculate 2 bedroom, 2 bathroom, first floor condo...
This luxurious Anna Maria Island vacation rentals beach condo is an immaculate 2 bedroom, 2 bathroom, first floor condo...
Condo
2
2
6
$169/nt
$1,150/wk
$3,688/mth
$1,150/wk
$3,688/mth
SAVE! Beach Condo Lanai Heatd Pool
This spectacular 2 bedrm/2 full bath, is located in a most serene and secluded setting on Anna Maria Island, Holmes beach....
This spectacular 2 bedrm/2 full bath, is located in a most serene and secluded setting on Anna Maria Island, Holmes beach....
Condo
2
2
5
$1,185/wk
$3,295/mth
$3,295/mth
$1, 290/wk - Steps To The Beach!
Breathtaking Gulf View! Maximum Of 8 Guests Per Night Less Than 1/2 Block To Beach! 3 Queen Beds And 2 Twin Beds Bathrooms...
Breathtaking Gulf View! Maximum Of 8 Guests Per Night Less Than 1/2 Block To Beach! 3 Queen Beds And 2 Twin Beds Bathrooms...
Home
4
3
8
$1,664/wk
$4,524/mth
$4,524/mth
"The Nantucket" - 4 bedroom /
Just a 2 minute walk to the gulf beach, the home is set in a tropical setting, professionally decorated "Mary Engelbreit"...
Just a 2 minute walk to the gulf beach, the home is set in a tropical setting, professionally decorated "Mary Engelbreit"...
Home
4
3
10
$242/nt
$1,667/wk
$1,667/wk
Luxury Gulf Front Condo on Anna
Special: Book Any Week In Jan 2008 For $1500 Per Week!! 7314 Gulf Drive #7, Anna Maria Island, Fl 34217- - Luxury Is Yours...
Special: Book Any Week In Jan 2008 For $1500 Per Week!! 7314 Gulf Drive #7, Anna Maria Island, Fl 34217- - Luxury Is Yours...
Condo
3
3
12
$3,716/wk
"sugar Shack" Private Pool & Walk To
Charming Chic- In our unique, brightly decorated "Old Florida " cottage. Just a short 5 minute stroll to the beautiful...
Charming Chic- In our unique, brightly decorated "Old Florida " cottage. Just a short 5 minute stroll to the beautiful...
Cottage
3
2
6
$1,153/wk
$4,000/mth
$4,000/mth
Simply Beautiful Island Townhouse:
This townhouse is beautifully decorated and completely modern with everything you need for the perfect vacation in paradise!...
This townhouse is beautifully decorated and completely modern with everything you need for the perfect vacation in paradise!...
Townhouse
3
3
8
$821/wk
$3,700/mth
$3,700/mth
Tropical Song
The rent is the total due and includes taxes. Free WIFI and long distance in North America Full sized kitchen with...
The rent is the total due and includes taxes. Free WIFI and long distance in North America Full sized kitchen with...
Cottage
2
1
4
$505/wk
$1,974/mth
$1,974/mth
Beachfront Condo on Anna Maria
Beautiful 2 Bdr/1 Bath condo, recently renevated from top to bottom. Granite countertops, brand new furniture, and televisi...
Beautiful 2 Bdr/1 Bath condo, recently renevated from top to bottom. Granite countertops, brand new furniture, and televisi...
Condo
2
1
4
$162/nt
$1,103/wk
$3,300/mth
$1,103/wk
$3,300/mth
Gulf View Cottage with pool & Roof
2009 Year End Blast - 25% Off Vacations Starting Now Through December 31st! Call Today For Your Final 2009 Island Getaway!...
2009 Year End Blast - 25% Off Vacations Starting Now Through December 31st! Call Today For Your Final 2009 Island Getaway!...
Condo
2
2
6
$157/nt
$1,055/wk
$2,846/mth
$1,055/wk
$2,846/mth
Anna Maria "Lifestyles" Luxury Gulf-
This luxury condominium unit is located directly on the beach in Holmes Beach, Florida, on beautiful Anna Maria Island....
This luxury condominium unit is located directly on the beach in Holmes Beach, Florida, on beautiful Anna Maria Island....
Condo
3
2.5
6
$2,850/wk
Someday is Today! Anna Maria Island
Make Anna Maria Island Your Next Beach Destination Whether it's the dazzling sunshine of a winter hideout or the inviting...
Make Anna Maria Island Your Next Beach Destination Whether it's the dazzling sunshine of a winter hideout or the inviting...
Condo
2
2
5
$1,075/wk
$3,425/mth
$3,425/mth
Vacation apartments half a block to
A little bit of Old Florida on popular destination Anna Maria Island. Safe, quiet residential neighborhood. Close to shops...
A little bit of Old Florida on popular destination Anna Maria Island. Safe, quiet residential neighborhood. Close to shops...
Apartment
1
1
2
$90/nt
$535/wk
$1,945/mth
$535/wk
$1,945/mth
Bay Breezes! North end beautifully
Beautiful north end, quiet location overlooking canal and across from Tampa Bay! Private heated pool. Lovingly decorated...
Beautiful north end, quiet location overlooking canal and across from Tampa Bay! Private heated pool. Lovingly decorated...
Home
2
2
4
$1,400/wk
Charming Townhouses on Anna Maria
Bird's Nest apartments are located on Bradenton Beach, Anna Maria island, overlooking the Gulf of Mexico. It is a small...
Bird's Nest apartments are located on Bradenton Beach, Anna Maria island, overlooking the Gulf of Mexico. It is a small...
Townhouse
2
2
4
$1,138/wk
Gulf View Townhouse (Unit 2)
Gulf View Townhouse, Unit 2, has a heated swimming pool, covered parking for two cars. Nestled on a short dead end street...
Gulf View Townhouse, Unit 2, has a heated swimming pool, covered parking for two cars. Nestled on a short dead end street...
Townhouse
2
2.5
4
$871/wk
$3,700/mth
$3,700/mth
Sandy Pointe #205
Bright and sunny condo on the second floor with view to the Palma Sola Bay and a peek- a- boo- view to the beach. Only some...
Bright and sunny condo on the second floor with view to the Palma Sola Bay and a peek- a- boo- view to the beach. Only some...
Condo
2
2
5
$745/wk
$2,152/mth
$2,152/mth
W Gulf Dr - 4br - Outdoor Kitchen
Fantastic ground level home West of Gulf Drive on highly demanded White Avenue with a short stroll past 4 homes to direct...
Fantastic ground level home West of Gulf Drive on highly demanded White Avenue with a short stroll past 4 homes to direct...
Apartment
4
2
14
$2,646/wk
$9,734/mth
$9,734/mth
My Little Bit of Paradise
Enjoy sparkling Gulf views from this fabulous townhouse, featuring great room with wood- burning fireplace, separate dining...
Enjoy sparkling Gulf views from this fabulous townhouse, featuring great room with wood- burning fireplace, separate dining...
Townhouse
3
2.5
10
$1,382/wk
$4,215/mth
$4,215/mth
Beautifully furnished home with
Modern fully furnished beach home with game room (pool table) patio's, pool, decks and Gulf view. Easy short walk to the...
Modern fully furnished beach home with game room (pool table) patio's, pool, decks and Gulf view. Easy short walk to the...
Home
3
2.5
6
$1,895/wk
Gulf Coast Island- Tradewinds Resort
Welcome to Paradise........ This property is within a small resort, just steps from a beautiful private gulf beach on...
Welcome to Paradise........ This property is within a small resort, just steps from a beautiful private gulf beach on...
Cottage
1
1
4
$169/nt
$871/wk
$871/wk
Island Luxury 8 Bedroom Custom Home
Special Reduced Rates For April & May - $3, 500 Per Week! Rates Starting As Low As $3, 900 Per Week Depending On Time...
Special Reduced Rates For April & May - $3, 500 Per Week! Rates Starting As Low As $3, 900 Per Week Depending On Time...
Home
8
6.5
20
$5,000/wk
$14,000/mth
$14,000/mth
Extreme Polynesian Treehouse On
Looking for tropical seclusion on a private island? Georgous sunsets with blue, blue waters? If so, then look no further....
Looking for tropical seclusion on a private island? Georgous sunsets with blue, blue waters? If so, then look no further....
Home
6
5.5
20
$842/nt
$4,260/wk
$19,220/mth
$4,260/wk
$19,220/mth