Anna Maria Island Vacation Rentals

Featured Rentals	Type	Beds	Baths	Sleeps	Rate

	Captain's Quarters Amenities: Beach, Pool, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description: Captain's Quarters, located at 2801 Gulf Drive in Holmes Beach is an extremely popular three bedroom, two bath home with private, heated pool. Very nice and newly redecorated home with double garage, microwave, whirlpool tub, washer, dryer, cable tv, phone and fenced pool area surrounded by award winning, tropical landscaping. View of Gulf from open deck, den and living room. This home sleeps six with two queen size beds and two twin beds. Book early - one doesn't last long!	House	3 Beds	2 Baths	6 People	$170 - $205
read more gulfcoastrentals.com	Send Email Request
	Charming Townhouses on Anna Maria Island Amenities: Beach, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description: Bird's Nest apartments are located on Bradenton Beach, Anna Maria island, overlooking the Gulf of Mexico. It is a small modern complex completely renovated and upgraded.	Condo	2 Beds	2 Baths	4 People	$124 - $181
read more www.VacationHomeRentals.com
	Key West Amenities: Beach, Pool, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description: Romantic vacation or honeymoon getaway. Renovated Key West style private home with heated pool on the coveted north end of Anna Maria Island. Easy access to both the Gulf and the Bay. One block from the best and most private Gulf beach on the island. This new comfortable hideaway boasts a large, great room with a wall of French doors opening into a lush private garden with a sparkling heated pool. Designer furnishings, renovated kitchen, wireless internet, TV & DVD.	House	3 Beds	3 Baths	6 People	$220 - $300
read more www.vacationrentals.com
	Sunrise Sunset Amenities: Beach, Pets OK Description: Located on the south end of Anna Maria Island for easy access to Longboat Key, St.Armands Circle, & Sarasota and only a short drive to the northern end of the island and Bradenton attractions. Walking distance to restaurants and shops via beach or new boardwalk. Gorgeous direct views of Sarasota Bay and the Gulf of Mexico/beaches from 4 expansive porches. Unique setting with a full dock for boaters or fishing with 2 boat ramps very close by. Relax by the heated pool after a long day at the bea	Condo	2 Beds	2 Baths	6 People	$168 - $168
read more www.alwaysonvacation.com
	Magnificent Gulf Front Condo Amenities: Hot Tub, Air Conditioning, TV Description: Enjoy direct views of the Gulf of Mexico and Bay from this lovely Bradenton Beach, Florida vacation rental condo, where you can't get any closer to the beach without getting your toes wet. Located at 1000 Gulf Dr.,Bradenton Beach Florida, our 1 bedroom and 1 bath rental condo is within walking distance to a variety of island restaurants. Board the free island trolley from across the street to get from one end of the island to another to enjoy beaches, fishing piers, boardwalk, shopping and m	Condo	1 Beds	1 Baths	2 People	$108 - $145
read more www.alwaysonvacation.com
	Condo 3 Bedrooms, Sleeps 6 Amenities: Beach, Air Conditioning Description: Coquina Moorings is a unique vacation accommodation, sitting on the narrowest part of the barrier island. Nestled between the bay, a heated pool and directly across street to the Gulf of Mexico in sunny Bradenton Beach. Enjoy sunset views of the Gulf of Mexico from the front bedroom and lanai, sunrise views from over the bay from the rear master bedroom, living room and lanai, in this highly desirable vacation get away. Small private condo complex with heated pool, BBQ area, your own boat slip,	Condo	3 Beds	2 Baths	6 People	$171 - $186
read more www.alwaysonvacation.com
	Gorgeous Lakefront Spoonbill Villa Amenities: Hot Tub, TV Description: Located on Spoonbill Landings Circle, our Anna Maria, Florida vacation rental, Spoonbill Villa, overlooks a fresh water lake. Suitable for six vacationers, our 2 bedroom rental villa in Anna Maria hosts a queen-size bed in the master bedroom, two twin beds in the guest bedroom and a queen-size futon on the lanai. The living room that opens onto the enclosed lanai features flat screen TV, DVD player, cable TV and wireless Internet access. It?s eat-in kitchen comes fully equipped and overlooks	House	2 Beds	2 Baths	4 People	$58 - $102
read more www.alwaysonvacation.com
	Tropical Home 1 1/2 blocks ffrom the Gulf beaches Amenities: Beach, Golf Course, Pool, Air Conditioning, TV Description: This airy and spacious Anna Maria home is situated 1 ½ blocks from the Gulf and 4 blocks from Tampa Bay. But if you aren't up for the beach just stay at home and relax in our newly constructed (September 08) pool. This 3-bedroom home is only a few minutes walk from Anna Maria?s best waterfront restaurants (the Sandbar being a favorite), boutiques, antique stores and the City Pier, well known for it?s dining and fishing. In addition, an internet café is located one block away at Ginny's and Jane	House	3 Beds	2 Baths	9 People	$175 - $175
read more www.alwaysonvacation.com
	Splendid Condo in an Ocean-dominated Landscape Amenities: Air Conditioning, TV Description: Located on the southern half of the Island, this Anna Maria vacation rental condo, which is a part of Bermuda Bay Club, is a perfect hideaway amid a waterfront setting. From the views of desolated beaches and the expanses of ocean to level of facilities provided, this condo is definitely going to make your vacation memorable. Our spacious 3 bedroom condo rental Anna Maria features designer furnishings. It comes with two queen-size beds and two twin beds to let six vacationers enjoy a sound	Condo	3 Beds	2.5 Baths	6 People	$128 - $128
read more www.alwaysonvacation.com
	2 bedrooms, 2 bathrooms. Sleeps 4. Children welcome. Amenities: Beach, Pool, Air Conditioning, TV Description: 2-WEEK MINIMUM STAY. Luxurious Tiffany Place condominium sits right on the beach and overlooks the beautiful turquoise waters of the Gulf of Mexico. This anna maria island vacation rental property on Holmes Beach has beautiful white sandy beaches and breath taking views have been voted one of the top 10 beaches in the world. Our wide and serene beaches are perfect for those long walks, shell hunting and relaxing. We are located near Long Boat Key and Sarasota. This recently remodeled and rede	Condo	2 Beds	2 Baths	4 People	$175 - $175
read more www.alwaysonvacation.com

Featured Rentals

Type

Beds

Baths

Sleeps

Rate

Anna Maria Island Vacation Rentals - Anna Maria IslandRentals Image

Captain's Quarters

Amenities:

Beach, Pool, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV

Description:

Captain's Quarters, located at 2801 Gulf Drive in Holmes Beach is an extremely popular three bedroom, two bath home with private, heated pool. Very nice and newly redecorated home with double garage, microwave, whirlpool tub, washer, dryer, cable tv, phone and fenced pool area surrounded by award winning, tropical landscaping. View of Gulf from open deck, den and living room. This home sleeps six with two queen size beds and two twin beds. Book early - one doesn't last long!

House

Beds

Baths

People

$170 - $205

Charming Townhouses on Anna Maria Island

Amenities:

Beach, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV

Description:

Bird's Nest apartments are located on Bradenton Beach, Anna Maria island, overlooking the Gulf of Mexico. It is a small modern complex completely renovated and upgraded.

Condo

Beds

Baths

People

$124 - $181

Key West

Amenities:

Beach, Pool, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV

Description:

Romantic vacation or honeymoon getaway. Renovated Key West style private home with heated pool on the coveted north end of Anna Maria Island. Easy access to both the Gulf and the Bay. One block from the best and most private Gulf beach on the island. This new comfortable hideaway boasts a large, great room with a wall of French doors opening into a lush private garden with a sparkling heated pool. Designer furnishings, renovated kitchen, wireless internet, TV & DVD.

House

Beds

Baths

People

$220 - $300

Sunrise Sunset

Amenities:

Beach, Pets OK

Description:

Located on the south end of Anna Maria Island for easy access to Longboat Key, St.Armands Circle, & Sarasota and only a short drive to the northern end of the island and Bradenton attractions. Walking distance to restaurants and shops via beach or new boardwalk. Gorgeous direct views of Sarasota Bay and the Gulf of Mexico/beaches from 4 expansive porches. Unique setting with a full dock for boaters or fishing with 2 boat ramps very close by. Relax by the heated pool after a long day at the bea

Condo

Beds

Baths

People

$168 - $168

read more www.alwaysonvacation.com

Magnificent Gulf Front Condo

Amenities:

Hot Tub, Air Conditioning, TV

Description:

Enjoy direct views of the Gulf of Mexico and Bay from this lovely Bradenton Beach, Florida vacation rental condo, where you can't get any closer to the beach without getting your toes wet. Located at 1000 Gulf Dr.,Bradenton Beach Florida, our 1 bedroom and 1 bath rental condo is within walking distance to a variety of island restaurants. Board the free island trolley from across the street to get from one end of the island to another to enjoy beaches, fishing piers, boardwalk, shopping and m

Condo

Beds

Baths

People

$108 - $145

read more www.alwaysonvacation.com

Condo 3 Bedrooms, Sleeps 6

Amenities:

Beach, Air Conditioning

Description:

Coquina Moorings is a unique vacation accommodation, sitting on the narrowest part of the barrier island. Nestled between the bay, a heated pool and directly across street to the Gulf of Mexico in sunny Bradenton Beach. Enjoy sunset views of the Gulf of Mexico from the front bedroom and lanai, sunrise views from over the bay from the rear master bedroom, living room and lanai, in this highly desirable vacation get away. Small private condo complex with heated pool, BBQ area, your own boat slip,

Condo

Beds

Baths

People

$171 - $186

read more www.alwaysonvacation.com

Gorgeous Lakefront Spoonbill Villa

Amenities:

Hot Tub, TV

Description:

Located on Spoonbill Landings Circle, our Anna Maria, Florida vacation rental, Spoonbill Villa, overlooks a fresh water lake. Suitable for six vacationers, our 2 bedroom rental villa in Anna Maria hosts a queen-size bed in the master bedroom, two twin beds in the guest bedroom and a queen-size futon on the lanai. The living room that opens onto the enclosed lanai features flat screen TV, DVD player, cable TV and wireless Internet access. It?s eat-in kitchen comes fully equipped and overlooks

House

Beds

Baths

People

$58 - $102

read more www.alwaysonvacation.com

Tropical Home 1 1/2 blocks ffrom the Gulf beaches

Amenities:

Beach, Golf Course, Pool, Air Conditioning, TV

Description:

This airy and spacious Anna Maria home is situated 1 ½ blocks from the Gulf and 4 blocks from Tampa Bay. But if you aren't up for the beach just stay at home and relax in our newly constructed (September 08) pool. This 3-bedroom home is only a few minutes walk from Anna Maria?s best waterfront restaurants (the Sandbar being a favorite), boutiques, antique stores and the City Pier, well known for it?s dining and fishing. In addition, an internet café is located one block away at Ginny's and Jane

House

Beds

Baths

People

$175 - $175

read more www.alwaysonvacation.com

Splendid Condo in an Ocean-dominated Landscape

Amenities:

Air Conditioning, TV

Description:

Located on the southern half of the Island, this Anna Maria vacation rental condo, which is a part of Bermuda Bay Club, is a perfect hideaway amid a waterfront setting. From the views of desolated beaches and the expanses of ocean to level of facilities provided, this condo is definitely going to make your vacation memorable. Our spacious 3 bedroom condo rental Anna Maria features designer furnishings. It comes with two queen-size beds and two twin beds to let six vacationers enjoy a sound

Condo

Beds

2.5

Baths

People

$128 - $128

read more www.alwaysonvacation.com

2 bedrooms, 2 bathrooms. Sleeps 4. Children welcome.

Amenities:

Beach, Pool, Air Conditioning, TV

Description:

2-WEEK MINIMUM STAY. Luxurious Tiffany Place condominium sits right on the beach and overlooks the beautiful turquoise waters of the Gulf of Mexico. This anna maria island vacation rental property on Holmes Beach has beautiful white sandy beaches and breath taking views have been voted one of the top 10 beaches in the world. Our wide and serene beaches are perfect for those long walks, shell hunting and relaxing. We are located near Long Boat Key and Sarasota. This recently remodeled and rede

Condo

Beds

Baths

People

$175 - $175

read more www.alwaysonvacation.com

A romantic island in the sun, Anna Maria Island is home to gorgeous sunsets overlooking Tampa Bay, as well as sugar-white beaches and wild palmettos. Honeymooners and families alike have frequented Anna Maria Island vacation rentals to surf, sunbathe, swim and take moonlit strolls along the beach. Guests of Anna Maria Island rentals have museums and historical attractions to visit, as well as a variety of professional sporting events to experience. Anna Maria Island beach rental guests love the fine dining, delightful shopping, and nightlife the island has to offer. The activities are literally endless, offering Anna Maria Island Florida rental guests everything from sailing and boating to parasailing and eco-tours.