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
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	Beachfront Condo in Bradenton Beach Amenities: Beach, Pool, Air Conditioning, Pets OK, TV Description: Those, who want to enjoy gulf waters and white sandy beaches will find this Bradenton Beach vacation rental condo by owner their best bet. It is a ground level end unit condo exquisitely furnished in the Shell Cove condominium complex You are 5 steps for putting your toes in the white sandy beach, enjoy nearby shopping and waterfront dining. A free trolley stops within 100 yards to take you anywhere you want to go on the island. with plenty of leisure activities and water sports. Our 2 bed	Condo	2 Beds	1 Baths	4 People	$164 - $164
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	Beautiful Two Bedroom Villa 5 Amenities: Pool, Air Conditioning, Smoking OK, TV Description: Villa #5 is one of our newly constructed villas. This villas by far offers the best value we have. It is a sweet choice for the honeymoon couple or a special anniversary getaway! One special feature of this 2 bedroom, 2 bath villa includes 10ft ceilings that amplify the beauty of this villa. This is the only villa (of all 5) that has access to a 4th story roof top balcony where you will enjoy a panoramic view of the beautiful and peaceful Gulf Of Mexico and the Intercoastal waterway. What a sp	House	2 Beds	2 Baths	4 People	$200 - $200
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	Beautifully furnished home with pool, near beach - Anna Maria Island Amenities: Beach, Golf Course, Pool, Hot Tub, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description: Modern fully furnished beach home with game room (pool table) patio's, pool, decks and Gulf view. Easy short walk to the beach on quiet lane (only five homes from the beach.) Shops, restaurants and grocery stores within easy reach. Free trolly stops at the corner. $1,795 weekly. Available for most of the Summer months. Free high speed wireless internet Very convenient and yet very private.	House	3 Beds	2.5 Baths	6 People	$256 - $256
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	Palm Tree Villa Amenities: Beach, Pool, Air Conditioning, Smoking OK, TV Description: At Palm Tree Villas you will find everything you need for an enchanting Florida beach vacation. Whether you are looking for a quiet Florida weekend getaway or a long relaxing vacation, this Anna Maria Island accommodation is a perfect choice! And our packages for couples, families & girlfriends are a perfect choice for that special celebration. Additional conveniences included in each villa are TV in the second bedroom, coffee-maker, blender, toaster, ceiling fans, clock radio, iron, ironing b	House	3 Beds	3 Baths	6 People	$386 - $386
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	Well-furnished Luxury Condo - 2 Bedroom(s) - 2 Bathroom(s) - Sleeps 6 Amenities: Beach, Air Conditioning, TV Description: A two bedroom two bath vacation rental in Anna Maria, this luxury condo set in a picturesque landscape, offers you the comforts of a fully furnished home as well as the luxury of a beach resort. Located near a quiet nature reserve, overlooking the Sarasota Bay, this vacation condo enjoys a bay view as well as a pool view. Enjoy your beach break with the beach just two blocks away. Spend your days visiting the Florida attractions like Disney World, pursue activities like snorkeling, or pay	Condo	2 Beds	2 Baths	6 People	$107 - $107
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	North Bay Boulevard Duplex Cottage Amenities: TV Description: 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!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. #702 has sliding glass door	House	2 Beds	1 Baths	4 People	$150 - $150
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	Fabulous Beach Front Family Apartment Amenities: Beach, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description: Sandy Toes is the name, just bring you swim suit and sunscreen for a fabulous family vacation in this newly renovated gulf front apartment. With three bedrooms- a king size, a queen size and a kids room with two sets of bunk beds. It is perfect for a family vacation. The sunsets are incredible, the sugar white sands and the warm gulf waters.... just heaven.	Condo	3 Beds	2 Baths	10 People	$220 - $236
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	3 bedroom 3 bathroom Luxury on the Gulf of Mexico with Pool & Spa Amenities: Beach, Golf Course, Pool, Hot Tub, Air Conditioning, TV Description: Luxury is yours with this brand new direct gulf front two bedroom plus library and three full bath luxury condo. Relax your cares away in the master suite fit for royalty with king size bed, dual headed shower and Jacuzzi tub. You will find a 60"+ projection television in the Master Bedroom fit for the Royale Family! Each bedroom has it's own private bath. Custom gourmet kitchen perfect for any level of chef with granite countertops and stainless-steel top of the line appliances that make an	Condo	3 Beds	3 Baths	12 People	$414 - $414
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	Palma Sola Bay Beach Stunning Bay View Amenities: Beach, Golf Course, Air Conditioning Description: OPalma Sola Bay, a Anna Maria Florida vacation rental by owner is an ideal getaway for those who love sand, surf and sun. You can enjoy breathtaking gulf views complemented with sandy beach bordering property and besides this free use of private intra-coastal boat/fishing docks and launch. This rental is beautifully surrounded by palm trees and flowering shrubs to give it a complete Floridian touch. Our elegantly furnished 4 bedroom Anna Maria beach rental comes with a king-size bed, two que	House	4 Beds	3.5 Baths	7 People	$200 - $250
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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

Send Email Request

Beachfront Condo in Bradenton Beach

Amenities:

Beach, Pool, Air Conditioning, Pets OK, TV

Description:

Those, who want to enjoy gulf waters and white sandy beaches will find this Bradenton Beach vacation rental condo by owner their best bet. It is a ground level end unit condo exquisitely furnished in the Shell Cove condominium complex You are 5 steps for putting your toes in the white sandy beach, enjoy nearby shopping and waterfront dining. A free trolley stops within 100 yards to take you anywhere you want to go on the island. with plenty of leisure activities and water sports. Our 2 bed

Condo

Beds

Baths

People

$164 - $164

Beautiful Two Bedroom Villa 5

Amenities:

Pool, Air Conditioning, Smoking OK, TV

Description:

Villa #5 is one of our newly constructed villas. This villas by far offers the best value we have. It is a sweet choice for the honeymoon couple or a special anniversary getaway! One special feature of this 2 bedroom, 2 bath villa includes 10ft ceilings that amplify the beauty of this villa. This is the only villa (of all 5) that has access to a 4th story roof top balcony where you will enjoy a panoramic view of the beautiful and peaceful Gulf Of Mexico and the Intercoastal waterway. What a sp

House

Beds

Baths

People

$200 - $200

Beautifully furnished home with pool, near beach - Anna Maria Island

Amenities:

Beach, Golf Course, Pool, Hot Tub, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV

Description:

Modern fully furnished beach home with game room (pool table) patio's, pool, decks and Gulf view. Easy short walk to the beach on quiet lane (only five homes from the beach.) Shops, restaurants and grocery stores within easy reach. Free trolly stops at the corner. $1,795 weekly. Available for most of the Summer months. Free high speed wireless internet Very convenient and yet very private.

House

Beds

2.5

Baths

People

$256 - $256

Palm Tree Villa

Amenities:

Beach, Pool, Air Conditioning, Smoking OK, TV

Description:

At Palm Tree Villas you will find everything you need for an enchanting Florida beach vacation. Whether you are looking for a quiet Florida weekend getaway or a long relaxing vacation, this Anna Maria Island accommodation is a perfect choice! And our packages for couples, families & girlfriends are a perfect choice for that special celebration. Additional conveniences included in each villa are TV in the second bedroom, coffee-maker, blender, toaster, ceiling fans, clock radio, iron, ironing b

House

Beds

Baths

People

$386 - $386

Well-furnished Luxury Condo - 2 Bedroom(s) - 2 Bathroom(s) - Sleeps 6

Amenities:

Beach, Air Conditioning, TV

Description:

A two bedroom two bath vacation rental in Anna Maria, this luxury condo set in a picturesque landscape, offers you the comforts of a fully furnished home as well as the luxury of a beach resort. Located near a quiet nature reserve, overlooking the Sarasota Bay, this vacation condo enjoys a bay view as well as a pool view. Enjoy your beach break with the beach just two blocks away. Spend your days visiting the Florida attractions like Disney World, pursue activities like snorkeling, or pay

Condo

Beds

Baths

People

$107 - $107

North Bay Boulevard Duplex Cottage

Amenities:

Description:

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!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. #702 has sliding glass door

House

Beds

Baths

People

$150 - $150

Fabulous Beach Front Family Apartment

Amenities:

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

Description:

Sandy Toes is the name, just bring you swim suit and sunscreen for a fabulous family vacation in this newly renovated gulf front apartment. With three bedrooms- a king size, a queen size and a kids room with two sets of bunk beds. It is perfect for a family vacation. The sunsets are incredible, the sugar white sands and the warm gulf waters.... just heaven.

Condo

Beds

Baths

People

$220 - $236

3 bedroom 3 bathroom Luxury on the Gulf of Mexico with Pool & Spa

Amenities:

Beach, Golf Course, Pool, Hot Tub, Air Conditioning, TV

Description:

Luxury is yours with this brand new direct gulf front two bedroom plus library and three full bath luxury condo. Relax your cares away in the master suite fit for royalty with king size bed, dual headed shower and Jacuzzi tub. You will find a 60"+ projection television in the Master Bedroom fit for the Royale Family! Each bedroom has it's own private bath. Custom gourmet kitchen perfect for any level of chef with granite countertops and stainless-steel top of the line appliances that make an

Condo

Beds

Baths

People

$414 - $414

Palma Sola Bay Beach Stunning Bay View

Amenities:

Beach, Golf Course, Air Conditioning

Description:

OPalma Sola Bay, a Anna Maria Florida vacation rental by owner is an ideal getaway for those who love sand, surf and sun. You can enjoy breathtaking gulf views complemented with sandy beach bordering property and besides this free use of private intra-coastal boat/fishing docks and launch. This rental is beautifully surrounded by palm trees and flowering shrubs to give it a complete Floridian touch. Our elegantly furnished 4 bedroom Anna Maria beach rental comes with a king-size bed, two que

House

Beds

3.5

Baths

People

$200 - $250

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.