Anna Maria Island, FL vacation rentals

Vacation Rentals in Anna Maria Island, FL

5968 available vacation rental offers

2 1
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5968 Vacation rentals and Airbnb in Anna Maria Island, FL

Island Living - Walk To The Beach - Anna Maria Island, FL
9.6Excellent 111 reviews
Anna Maria Island, FL
2 2
₹20238/nighttotal: ₹40476 (2 )

Island Living - Walk To The Beach

apartment - Bradenton Beach
This two-bedroom flat is located on Anna Maria Island, just a short stroll from the beach. It has received excellent ratings for its location, cleanliness, and overall experience.
The flat is ideal for a family or group of four, and it boasts a fully equipped kitchen with a fridge, microwave, and dishwasher. Guests can enjoy the on-site swimming pool, relax in the air-conditioned space, and take advantage of the free parking.
The Cannon - Anna Maria Island, FL
9.2Excellent 162 reviews
Anna Maria Island, FL
2 2
₹34383/nighttotal: ₹68766 (2 )

The Cannon

apartment - Bradenton Beach
The Cannon apartment is situated in Bradenton Beach, just a short drive from Anna Maria City Pier and the beautiful beaches of Bradenton Beach, Cortez Beach, and Coquina Beach, making it ideal for exploring the area's attractions. The apartment has consistently received excellent ratings for its location, cleanliness, and overall user experience.
This 93 square metre apartment offers three bedrooms, providing ample space for families or groups of friends. Guests can enjoy a fully equipped kitchen, free Wi-Fi, free private parking, air conditioning, and a private entrance with soundproofing.
Sea 'Esta In Anna Maria, Fl - Anna Maria Island, FL
10Excellent 38 reviews
Anna Maria Island, FL
6 2
₹41427/nighttotal: ₹207135 (5 )

Sea 'Esta In Anna Maria, Fl

house - Anna Maria
This charming holiday home is perfectly situated in Anna Maria, just a short stroll from the beautiful Bayfront Park and Anna Maria Beach, with Bean Point Beach and Bradenton Beach also within easy reach. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
This two-bedroom property comfortably accommodates up to six guests, offering a relaxing and convenient base for exploring the surrounding area. Guests can enjoy a fully equipped kitchen, outdoor barbecue facilities, and a garden, along with free Wi-Fi and air conditioning for added comfort.
Anna Maria Beach Place 6 Directly Across The Street From The Beach With Pool - Anna Maria Island, FL
9.7Excellent 281 reviews
Anna Maria Island, FL
4 1
₹33884/nighttotal: ₹237188 (7 )

Anna Maria Beach Place 6 Directly Across The Street From The Beach With Pool

apartment - Holmes Beach
This apartment is located just a 10-minute walk from Bradenton Beach, Manatee Public Beach, and Anna Maria Sound, making it an ideal base for exploring the area. The property consistently receives excellent ratings for location, cleanliness, and overall user experience.
The apartment features a well-equipped kitchen, a comfortable living area with a sofa bed, and a private balcony offering stunning ocean views. Guests can enjoy access to a swimming pool, spa, fitness centre, and restaurant on site, as well as free Wi-Fi and barbecue grills for outdoor dining.
Great Cottage With Private Pool, So Close To Beach! - Anna Maria Island, FL
9.5Excellent 252 reviews
Anna Maria Island, FL
6 2
₹31248/nighttotal: ₹218736 (7 )

Great Cottage With Private Pool, So Close To Beach!

apartment - Holmes Beach
This apartment is located just steps from AMI Paddleboard Adventures and West Coast Surf Shop, and within a 5-minute walk of Bradenton Beach and Manatee Public Beach, making it a perfect base for exploring Holmes Beach. Guests have consistently rated it excellent for its location, cleanliness, and overall experience.
The apartment offers two bedrooms, a sofa bed and a patio for relaxation, comfortably accommodating up to six guests. Amenities include a private pool, a garden, barbecue grills, a water park, a fully equipped kitchen, and a fitness centre, ensuring a comfortable and enjoyable stay.
Playa Esmeralda One Bedroom Cottages - Anna Maria Island, FL
9.2Excellent 820 reviews
Anna Maria Island, FL
4 1
₹20530/nighttotal: ₹41060 (2 )

Playa Esmeralda One Bedroom Cottages

house - Bradenton Beach
This one-bedroom house, Inn At The Beach Units, MI CASA ES TU CASA, is located in Bradenton Beach, just a short walk from popular attractions like Fun and Sun Parasail and Bradenton Beach Parasailing. The house has received excellent ratings for its location, cleanliness, and overall experience.
The 48 square metre house can accommodate up to 4 guests. Amenities include a kitchen with a fridge and microwave, air conditioning, a garden, parking, Wi-Fi, and a terrace with city views. Guests can enjoy nearby activities like scenic boat tours, parasailing, and easy access to the beach.
Charming Beach House Amongst Huge Banyon Trees - Anna Maria Island, FL
9.6Excellent 206 reviews
Anna Maria Island, FL
4 2
₹42395/nighttotal: ₹84790 (2 )

Charming Beach House Amongst Huge Banyon Trees

apartment - Anna Maria
This apartment is situated on the tip of Anna Maria Island, just a short walk from the historic Pine Avenue with its shops and restaurants, and a 7-minute stroll to the bayfront beach and pier. The property has received excellent ratings for location, cleanliness, and overall user experience.
The apartment is spacious, boasting 218 square metres, and offers two bedrooms and two bathrooms. Guests have access to a fully equipped kitchen, air conditioning, a terrace, a garden, a spa, parking, and internet, as well as the option to rent an additional bedroom and bathroom for larger groups.
Sea Pirate 7  2/1 Condo Pool Just Steps To Beach - Anna Maria Island, FL
9.1Excellent 63 reviews
Anna Maria Island, FL
2 2
₹25457/nighttotal: ₹178199 (7 )

Sea Pirate 7 2/1 Condo Pool Just Steps To Beach

apartment - Holmes Beach
This two-bedroom apartment is situated in Holmes Beach, just a short stroll from Bradenton Beach and a range of shops and attractions. Guests consistently rate this property highly for its location, cleanliness and overall experience.
This comfortable flat, measuring 68 square metres, is perfect for families or groups of friends. Enjoy access to a swimming pool, garden, spa, restaurant, fitness centre and a range of other amenities, including a fully equipped kitchen, laundry facilities, and gas grills.
Tradewinds 2 Bedroom Bay Front - Anna Maria Island, FL
8.3Very good 4 reviews
Anna Maria Island, FL
2 1
₹34321/nighttotal: ₹137284 (4 )

Tradewinds 2 Bedroom Bay Front

apartment - Bradenton Beach
This Bradenton Beach apartment is just a short walk from the beach, providing easy access to the beautiful sands and clear waters. It has received very good user ratings for cleanliness and an excellent location rating.
The apartment comfortably sleeps up to six guests and has two full bathrooms, making it perfect for families or groups of friends. It comes with a fully equipped kitchen, air conditioning, a private deck, a washing machine and dryer, Wi-Fi, and cable TV.
Canalfront Anna Maria Cottage With Pool And Hot Tub! - Anna Maria Island, FL
9.8Excellent 194 reviews
Anna Maria Island, FL
4 2
₹45149/nighttotal: ₹90298 (2 )

Canalfront Anna Maria Cottage With Pool And Hot Tub!

house - Anna Maria
This canalfront cottage is located in Anna Maria, Florida, just an 11-minute walk from Anna Maria Island and a 9-minute walk from Anna Maria City Pier, offering a peaceful retreat close to the island's attractions. The property has received excellent ratings for its location, cleanliness, and overall experience.
This two-bedroom, two-bathroom dwelling spans 119 square metres and comfortably accommodates up to six guests. The cottage features a private pool and hot tub, a fully equipped kitchen, a terrace, a garden, and a spa, providing a luxurious and relaxing stay.
Paradise Beach - West 2414 - Anna Maria Island, FL
8.6Very good 233 reviews
Anna Maria Island, FL
5 2
₹25233/nighttotal: ₹126165 (5 )

Paradise Beach - West 2414

house - Bradenton Beach
Paradise Beach - West 2414 is a two-bedroom holiday home located just a two-minute walk from Bradenton Beach, with Holmes Beach a short walk away and Cortez Beach a short drive. The property has received consistently high ratings for its location, cleanliness, and overall experience.
The house is comfortably furnished and includes a fully equipped kitchen, living room, and a garden with a spa. Guests can enjoy the private terrace or balcony, benefit from air conditioning, and have access to a restaurant, parking, and high-speed internet.
Beautiful Pool Home With Private Deck 250 Steps Beach! - Anna Maria Island, FL
9.9Excellent 280 reviews
Anna Maria Island, FL
2 1
₹22998/nighttotal: ₹160986 (7 )

Beautiful Pool Home With Private Deck 250 Steps Beach!

house - Holmes Beach
This holiday home is located in Holmes Beach, within a 10-minute walk of Bradenton Beach and Island Gallery West, and less than a mile from Holmes Beach Beaches and Manatee Public Beach, offering easy access to the area's attractions. This property has received excellent ratings for location, cleanliness, and overall user experience.
This six-guest property features a private pool, a garden, and a terrace. Enjoy modern amenities such as free Wi-Fi, a fully equipped kitchen, a washing machine, a refrigerator, a balcony, a Smart TV, and an outdoor grill, along with access to a water park.

Other types of accommodation in Anna Maria Island, FL

Best Anna Maria Island, FL vacation rentals with a pool

Among the 5968 accommodations in Anna Maria Island, FL, here are the 8 best rentals with a pool

Sweet Retreat Cottage: Ground Level Cottage Across The Street From The Beach - Anna Maria Island, FL
9.2Excellent 31 reviews
Anna Maria Island, FL
2 3
₹122199/nighttotal: ₹244398 (2 )

Sweet Retreat Cottage: Ground Level Cottage Across The Street From The Beach

house - Anna Maria
This charming three-bedroom house is situated just a five-minute walk from the beautiful Bradenton Beach and Bean Point Beach, offering a perfect location for a relaxing beach holiday. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The 129 square metre property comfortably accommodates up to eight guests and features a private pool, a spacious garden, and a tennis court, providing ample space for fun and relaxation. Guests can also enjoy a range of amenities including a fully equipped kitchen, air conditioning, and a barbecue area, ensuring a comfortable and enjoyable stay.
Silver Surf Gulf Beach Resort - Anna Maria Island, FL
9.2Excellent 1702 reviews
Anna Maria Island, FL
4 2
₹44702/nighttotal: ₹89404 (2 )

Silver Surf Gulf Beach Resort

hotel - Bradenton Beach
The Silver Surf Gulf Beach Resort is located in Bradenton Beach, just under 15 miles from Sarasota-Bradenton International Airport, making it a convenient base for exploring the area. This 2-star property has received excellent user ratings for its location, cleanliness, and overall experience.
The resort offers a range of amenities and activities, including a swimming pool, a terrace, a garden, and a spa. Guests can also enjoy a restaurant, room service, and private beach access, perfect for soaking up the sun or trying out water sports.
Pelican Cove Condo At Bradenton Beach With Pool! - Anna Maria Island, FL
10Excellent 75 reviews
Anna Maria Island, FL
5 2
₹30837/nighttotal: ₹123348 (4 )

Pelican Cove Condo At Bradenton Beach With Pool!

apartment - Bradenton Beach
This apartment is located just steps from Cortez Beach and a short walk from Coquina Beach, offering direct access to the beautiful white sands and turquoise waters of the Gulf of Mexico. It has received excellent ratings for location, cleanliness, and user experience.
The apartment has two bedrooms and two bathrooms, providing ample space for up to six guests, and spans 93 square metres. Guests can enjoy a range of amenities, including a heated pool, a jacuzzi, a garden, a tennis court, and free Wi-Fi, as well as a fully equipped kitchen and air conditioning.
Bridgeview Retreat - Anna Maria Island, FL
9.0Excellent 130 reviews
Anna Maria Island, FL
7 4
₹71206/nighttotal: ₹284824 (4 )

Bridgeview Retreat

house - Bradenton Beach
Bridgeview Retreat is located in Bradenton Beach, just steps from Cortez Beach and a short walk from the town centre, offering a peaceful retreat with easy access to the beach and local amenities. The property consistently receives excellent ratings for its cleanliness, location, and overall guest experience.
The four-bedroom property provides ample space for families or groups of friends, with a total floor area of 249 square metres. Guests can enjoy a private pool, stunning sea views from the terrace, a fully equipped kitchen, air conditioning, and free Wi-Fi.
Bridgewalk A Landmark Resort - Anna Maria Island, FL
9.2Excellent 760 reviews
Anna Maria Island, FL
5 2
₹38187/nightfor 1 night

Bridgewalk A Landmark Resort

resort - Bradenton Beach
Bridgewalk A Landmark Resort is situated directly on Bradenton Beach, just steps from Fish Hole Adventure Golf and close to Bradenton Beach Marina and Cortez Beach. It has received excellent ratings for its location, cleanliness and overall experience.
The resort offers spacious apartments with kitchenettes, washers and dryers, and private lanais. Guests can enjoy a swimming pool, bar, coffee shop, spa, and a business centre, as well as free parking and Wi-Fi.
Absolute Paradise Ami-private Beach Access-gulf Views-heated Pool - Anna Maria Island, FL
9.5Excellent 1238 reviews
Anna Maria Island, FL
5 2
₹27999/nighttotal: ₹111996 (4 )

Absolute Paradise Ami-private Beach Access-gulf Views-heated Pool

apartment - Bradenton Beach
This Bradenton Beach apartment is situated just a stone's throw from the beach and within easy reach of attractions like Cortez Beach and Coquina Beach. The apartment has received excellent ratings for its location, cleanliness and overall user experience.
The apartment is perfect for families or groups, offering a comfortable space with a well-equipped kitchen, a private heated pool, and a children's playground. Guests can enjoy a range of amenities, including a fitness centre, tennis court, spa, restaurant and bar, as well as direct access to the beach.
Runaway Bay 185 - 1357300 - Anna Maria Island, FL
9.2Excellent 362 reviews
Anna Maria Island, FL
2 1
₹17228/nighttotal: ₹120596 (7 )

Runaway Bay 185 - 1357300

apartment - Bradenton Beach
Runaway Bay 185 - 1357300 is located in Bradenton Beach, just a short walk from the main beach area and less than a mile from Cortez Beach. This property has received excellent ratings for location, cleanliness and overall user experience.
The apartment has a floor area of 100 square metres and includes a well-equipped kitchen, a private patio, and access to a range of amenities, such as a swimming pool, tennis court, fitness centre, sauna, spa, and restaurant.
Beach Front 2 Bedroom B - Anna Maria Island, FL
9.6Excellent 1420 reviews
Anna Maria Island, FL
2 2
₹128252/nighttotal: ₹513008 (4 )

Beach Front 2 Bedroom B

house - Holmes Beach
This beachfront property is located in Holmes Beach, just a short walk from Anna Maria Island and a 1.7-mile drive from the town centre. The house has received excellent reviews for its location, cleanliness and overall experience.
The property is well-equipped with a fully equipped kitchen, air conditioning, a private balcony with sea views, and a swimming pool and jacuzzi. Guests can enjoy the convenience of free Wi-Fi, parking and access to the beach right outside their door, along with a fitness centre and a garden.

Best family friendly Anna Maria Island, FL vacation rentals

Among the 5968 accommodations in Anna Maria Island, FL, here are the 8 best family friendly rentals

Elegant Beachfront Condo W/pool!  Walking Distance To Many Restaurants And Shops - Anna Maria Island, FL
9.8Excellent 322 reviews
Anna Maria Island, FL
6 3
₹61907/nighttotal: ₹309535 (5 )

Elegant Beachfront Condo W/pool! Walking Distance To Many Restaurants And Shops

apartment - Bradenton Beach
This Bradenton Beach apartment is ideally situated just a five-minute walk from both Bradenton Beach and Cortez Beach, offering a peaceful retreat close to the vibrant atmosphere of the area. It boasts excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The three-bedroom apartment comfortably accommodates up to eight guests, providing ample space for families or groups of friends. It features a fully equipped kitchen, free Wi-Fi, a swimming pool, a jacuzzi, a terrace, a garden, a spa, a fitness centre, and parking, offering a range of amenities and activities for a relaxing and enjoyable holiday.
The Anchor - Anna Maria Island, FL
9.3Excellent 107 reviews
Anna Maria Island, FL
4 2
₹51993/nighttotal: ₹103986 (2 )

The Anchor

apartment - Bradenton Beach
The Anchor is a two-bedroom apartment situated just a short walk from Bradenton Beach, offering easy access to the nearby Cortez Beach and Coquina Beach. The property has consistently received excellent ratings for location, cleanliness and user experience.
The apartment comes with a fully equipped kitchen and is ideal for families or groups of friends. Guests can enjoy a range of amenities including air conditioning, free Wi-Fi, a flat-screen TV, a private jacuzzi, a garden and parking.
Once Upon A Time - Anna Maria, Fl By Ts - Anna Maria Island, FL
10Excellent 17 reviews
Anna Maria Island, FL
6 3
₹105112/nighttotal: ₹735784 (7 )

Once Upon A Time - Anna Maria, Fl By Ts

house - Anna Maria
This beachfront property is situated just a short walk from Anna Maria City Pier and a 20-mile drive from the John and Mable Ringling Museum of Art, offering easy access to popular attractions. The house has received excellent ratings for cleanliness, location, and user experience, ensuring a comfortable and enjoyable stay.
The three-bedroom holiday home, spanning 300 square metres, comfortably accommodates up to six guests. Guests can enjoy a range of amenities, including a private balcony and terrace, a fully equipped kitchen, air conditioning, a swimming pool, a garden, and free parking.
The Anna Maria Island Beach Paradise 6 - Anna Maria Island, FL
9.6Excellent 167 reviews
Anna Maria Island, FL
2 2
₹28637/nighttotal: ₹200459 (7 )

The Anna Maria Island Beach Paradise 6

apartment - Holmes Beach
This apartment is located just a short walk from the beach in Holmes Beach, close to the Anna Maria City Pier and other attractions. It has excellent user, location and cleanliness ratings.
The apartment is well-equipped, with a kitchen, air conditioning, a swimming pool, a terrace, and a garden. Guests can enjoy a range of amenities, including a spa, a concierge service, a restaurant, a bar, a fitness centre, a tennis court, and parking.
Seaclusion At Island Getaway - Anna Maria Island, FL
9.7Excellent 138 reviews
Anna Maria Island, FL
4 2
₹41656/nighttotal: ₹83312 (2 )

Seaclusion At Island Getaway

apartment - Bradenton Beach
This two-bedroom apartment is located just a short walk from Cortez Beach in Bradenton Beach, a charming area with easy access to the restaurants and shops of Bridge Street. The apartment has received excellent ratings for location, cleanliness and overall user experience.
The apartment is 46 square metres in size and comfortably sleeps six guests in its two bedrooms, each with its own bathroom. The apartment offers a range of amenities, including a fully equipped kitchen, a private courtyard, and access to on-site facilities such as a washer and dryer, beach towels, and fishing equipment.
Spectacular Beach & Dolphin Views!  Huge Private Balcony! 2br/2ba Upstairs Villa - Anna Maria Island, FL
9.8Excellent 1089 reviews
Anna Maria Island, FL
4 1
₹33302/nighttotal: ₹66604 (2 )

Spectacular Beach & Dolphin Views! Huge Private Balcony! 2br/2ba Upstairs Villa

apartment - Bradenton Beach
This apartment is located in Bradenton Beach, just steps from the marina and beach, with family-friendly attractions like Fish Hole Adventure Golf within a 10-minute walk. The property enjoys excellent user, location, and cleanliness ratings.
The self-catering accommodation sleeps up to six guests in two bedrooms and includes a well-equipped kitchen. Enjoy the outdoor amenities including a garden, barbecue grills, a jacuzzi, a tennis court, and a balcony with views of the sea.
Am Island Getaway|steps To Beach - Anna Maria Island, FL
9.8Excellent 153 reviews
Anna Maria Island, FL
5 2
₹33778/nighttotal: ₹135112 (4 )

Am Island Getaway|steps To Beach

apartment - Bradenton Beach
This first-floor beach flat is located in Bradenton Beach, close to Cortez Beach and Bridge Street, making it ideal for exploring the island's attractions. The property has received excellent ratings for its cleanliness, location, and overall experience.
This two-bedroom, two-bathroom flat has a floor area of 46 square metres and can comfortably accommodate up to five guests. The property offers a range of amenities, including a screened lanai, a shared courtyard with dining tables and a gas grill, and beach essentials such as chairs, umbrellas, towels, and carts.
Emma's Cottage: Gulf View Pet Friendly Pool Home - Anna Maria Island, FL
10Excellent 10 reviews
Anna Maria Island, FL
4 4
₹155739/nighttotal: ₹311478 (2 )

Emma's Cottage: Gulf View Pet Friendly Pool Home

house - Anna Maria
This beachfront property is situated in the heart of Anna Maria, just a short walk from Bradenton Beach and Palmetto Avenue Beach, with Island Players and the Anna Maria Island Museum and Historical Park also within easy reach. The house enjoys excellent ratings for its location, cleanliness, and overall user experience.
The four-bedroom home, spanning 198 square metres, comfortably accommodates up to eight guests. This spacious holiday home offers a private pool, a fully equipped kitchen, free Wi-Fi, and a terrace, providing everything you need for a relaxing and enjoyable stay.

Frequently asked questions for the vacation rentals in Anna Maria Island, FL

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Best pet friendly Anna Maria Island, FL vacation rentals

Among the 5968 accommodations in Anna Maria Island, FL, here are the 3 best pet friendly rentals

Ohana Hale North 2 Bedroom - Anna Maria Island, FL
9.4Excellent 188 reviews
Anna Maria Island, FL
4 2
₹30252/nighttotal: ₹60504 (2 )

Ohana Hale North 2 Bedroom

apartment - Holmes Beach
This two-bedroom apartment is just a 7-minute walk from the white sands and turquoise waters of Holmes Beach on Anna Maria Island, Florida. It has consistently received excellent ratings for location, cleanliness, and overall experience.
The apartment offers a spacious and comfortable layout, with enough room to accommodate up to six guests. Amenities include a fully equipped kitchen, a private entrance with a deck, beach chairs, an umbrella, and towels, plus a gas grill for outdoor dining.
A+ Location! Steps To Beach, Walk To Bridge St! #1 - Anna Maria Island, FL
9.7Excellent 202 reviews
Anna Maria Island, FL
4 2
₹24536/nighttotal: ₹49072 (2 )

A+ Location! Steps To Beach, Walk To Bridge St! #1

apartment - Bradenton Beach
This charming two-bedroom apartment is located on Anna Maria Island, just a short walk from the Cortez Bridge and Bridge Street, offering easy access to restaurants, shops, and the pier. The property boasts excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
The apartment comfortably accommodates up to four guests and features a fully equipped kitchen, a garden, and parking. Enjoy the convenience of an outdoor shower, beach chairs, towels, and an umbrella, all provided by the owner, making your beach days even more relaxing.
Anna Cabana Bungalow 3 Cute And Cozy Efficiency With Pool - Anna Maria Island, FL
9.6Excellent 261 reviews
Anna Maria Island, FL
2 1
₹28064/nighttotal: ₹196448 (7 )

Anna Cabana Bungalow 3 Cute And Cozy Efficiency With Pool

house - Holmes Beach
This holiday home is located just a short stroll from the beach in Bradenton Beach, a peaceful area with easy access to shops and restaurants. The property has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The spacious home offers a comfortable and well-equipped living space with a fully equipped kitchen, a relaxing patio, and a private swimming pool. Guests can enjoy a range of on-site amenities including a fitness centre, tennis court, and barbecue facilities, as well as the convenience of a dedicated parking space.