Holiday Rentals in Anna Maria Island, FL

Directly opposite Manatee Public Beach, this Holmes Beach apartment offers a prime location for beach lovers, just a short walk from the sand and close to popular spots like Cafe on the Beach and the Island Centre Shopping area.
This pet-friendly apartment, accommodating up to six guests, boasts a renovated interior, a heated swimming pool, a covered grilling area, and provides beach gear, making it ideal for a seaside getaway with your dog.

Experience seamless indoor/outdoor living in this serene Bradenton apartment, offering a peaceful retreat just a short drive from the stunning Gulf Coast beaches, perfect for a pet-friendly escape.
This stylish, two-bedroom apartment boasts a private garden, a well-equipped kitchen, and air conditioning, ensuring a comfortable stay for up to four guests and their pets, with an exceptional outdoor kitchen ideal for entertaining.

Penthouse views from this fourth-floor apartment in Bradenton's Marina Walk at One Particular Harbour await, offering a Margaritaville-themed experience just 1.6 kilometres from Bradenton Beach and Coquina Beach.
This pet-friendly apartment, ideal for up to five guests, boasts a split floor plan with two ensuite bedrooms, a screened balcony for enjoying sea breezes, and access to a heated community pool and BBQ area.

Conveniently located in a Bradenton district, this house is approximately 10.9 kilometres from the Sarasota International Convention Centre and the John And Mable Ringling Museum Of Art, and 8 kilometres from Sarasota Bradenton International Airport.
This pet-friendly house offers three bedrooms, two bathrooms, and boasts a swimming pool, jacuzzi, and spa, with complimentary WiFi and private parking ideal for travellers with pets.

Just 76 metres from the white sand beaches and turquoise water, this historic US Army barrack bungalow offers a unique taste of 'old Florida' in Bradenton Beach, a mere block from Bridge Street shopping and pier.
This pet-friendly apartment, perfect for up to three guests, boasts a completely remodelled kitchenette, a walk-in shower, and includes beach essentials, making it an ideal choice for those travelling with their dog.

Just a 6-minute walk from Bradenton Beach, this pet-friendly apartment offers easy access to the seaside, located 22.5 kilometres from Sarasota International Convention Centre and John and Mable Ringling Museum of Art.
This 111 square metre apartment features two bedrooms, two bathrooms, a fully equipped kitchen, and a washing machine, with an on-site swimming pool, spa, bar, and fitness centre available for guests and their dogs.

Just one block from the Gulf of Mexico, this Holmes Beach apartment is perfectly situated on a quiet residential street, a short walk to Publix and Walgreens, making it an ideal pet-friendly base near the beach.
This 70 square meter apartment features two bedrooms and two bathrooms, and offers a heated shared swimming pool, a terrace, a garden, a spa, and on-site parking, with two bikes, a wagon, and beach chairs provided for your seaside adventures.

This pet-friendly apartment in West Bradenton is conveniently located just 0.8 kilometres from local shops and restaurants, and a 15-minute drive to the nearest beaches.
With a private fenced garden featuring a hot tub, grill, and putting green, this accommodation offers flexible sleeping arrangements for up to 8 guests, making it ideal for families and dog-friendly holidays.

Directly opposite Manatee Public Beach and the Gulf of Mexico, this Holmes Beach apartment offers a prime seaside location.
This recently renovated, pet-friendly one-bedroom unit comfortably sleeps four and features a fully equipped kitchen, dedicated office space with strong WiFi, and access to free onsite laundry facilities, with beach chairs and gear provided for your convenience.

This newly renovated, pet-friendly bungalow in West Bradenton offers a peaceful retreat, conveniently located just 3.7 kilometres from Blake Hospital and 5.3 kilometres from Manatee Memorial Hospital, with Anna Maria Island a mere 11.9 kilometres away.
Enjoy a private patio and a well-equipped kitchen in this 1-bedroom bungalow, accommodating up to 4 guests, featuring high-speed internet and a king suite with a walk-in shower, making it ideal for travellers with pets.

Just a short stroll from Anna Maria Island, Cabin 2 Spinnakers Cottages in Holmes Beach is conveniently located 3.9 kilometres from Anna Maria City Pier and 25.7 kilometres from Sarasota International Convention Centre, offering a pet-friendly retreat.
This 74 square metre cabin boasts air conditioning, a swimming pool, a garden, and a spa, ensuring a comfortable and enjoyable stay for you and your dog-friendly companions.

Enjoy a prime waterfront location on a private island in Bradenton, just a 2-minute drive from Manatee Beach and local conveniences, making this apartment exceptionally pet-friendly.
This spacious 135 square meter, 2-bedroom, 2-bathroom apartment offers a screened lanai, a fully equipped kitchen, and resort-style amenities including a heated swimming pool and garden, perfect for both short-term and long-term stays.

Boasting stunning mangrove lagoon views and sunrises, this Bradenton apartment in One Particular Harbour is just a 3.2-kilometre drive to Manatee Beach.
This pet-friendly apartment features unique queen-over-queen bunk beds, a split floor plan for privacy, and complimentary bikes, making it ideal for families exploring the seaside.

This Bradenton apartment offers a private pickleball court and is situated near a peaceful pond, providing easy access to Anna Maria Island beaches (7.4 kilometres) and IMG Academy (3 kilometres).
Boasting a generous 214 square meters, this pet-friendly apartment accommodates up to 10 guests with four bedrooms, three bathrooms, and a fully equipped kitchen, perfect for families and those travelling with their dogs.

Boasting stunning sunset views over Anna Maria Sound, this pet-friendly apartment is located on a private island in Bradenton, just a 2-minute drive from Manatee Beach and local amenities.
This new, fully furnished 139 square meter condo offers an open layout for up to 5 guests, featuring resort-style amenities including a heated swimming pool, BBQ area, and complimentary bikes, making it ideal for a dog-friendly seaside escape.

Award-winning waterfront resort living on a private island offers a pet-friendly three-bedroom condo overlooking Anna Maria Sound, just a short distance from the charming shores of Anna Maria Island.
This spacious 153 square metre apartment boasts three bathrooms, accommodates up to seven guests, and features a fully equipped kitchen with a wine refrigerator, a large screened lanai perfect for watching Florida sunsets, and access to excellent resort amenities including a heated swimming pool and a deep-water marina.

Located in the desirable West Bradenton area's Sans Souci district, this house is situated less than 8 miles from The John and Mable Ringling Museum of Art and the Sarasota International Convention Centre, with Sarasota Bradenton International Airport just 10 kilometres away.
This pet-friendly 2-bedroom house offers 123 square meters of floor area, accommodating up to 7 guests with air conditioning, free Wi-Fi, a garden, a terrace, and a spa and wellness centre for ultimate relaxation.

Cortez Gardens Cottage 11 is located in Bradenton, just 6.4 kilometres from the Greens of Manatee Golf Club and 14.5 kilometres from the John and Mable Ringling Museum of Art.
This pet-friendly apartment offers a garden and is conveniently situated near the beach, making it ideal for a seaside getaway with your dog.

Just one block from award-winning beaches, this newly renovated apartment in Holmes Beach offers a prime location for your holiday.
This dog-friendly apartment, perfect for four guests, boasts two swimming pools, bicycles for exploring, and is conveniently located near shops and restaurants, making it an excellent choice for a seaside escape.

Just 1.1 miles from Cortez Beach and 6.7 kilometers from Anna Maria City Pier, this pet-friendly house offers a convenient base for exploring Cortez.
This air-conditioned house boasts a garden, spa, and a kitchen with a fridge, microwave, and dishwasher, ensuring a comfortable stay for you and your pets.

Offering lagoon views, this apartment is situated in Anglers Bay, within One Particular Harbour, just a 2-minute drive (approximately 3.2 kilometres) from Manatee Beach.
This spacious, pet-friendly apartment boasts 155 square meters of living space, featuring three bedrooms, three bathrooms, and a fully equipped open-concept kitchen, with on-site resort amenities including a heated community pool and complimentary bikes for exploring the seaside surroundings.

Just a 7-minute walk from Palma Sola Causeway Park, this pet-friendly house in Bradenton offers a private pool and is conveniently situated 20.9 kilometers from the John and Mable Ringling Museum of Art.
This dog-friendly accommodation boasts a floor area of 124 square meters, features air conditioning, free Wi-Fi, and a fully equipped kitchen, with ample parking and a guest capacity of 9.

Boasting an excellent user and location rating, this spacious pet-friendly house in Bradenton is conveniently situated just 2.1 kilometres from Palma Sola Causeway Park and 14.9 kilometres from Sarasota Bradenton International Airport.
This dog-friendly accommodation offers 237 square meters of floor area, sleeping up to 17 guests with amenities including a swimming pool, jacuzzi, and a fully fitted kitchen, ensuring a comfortable stay for you and your pets.

Ideally situated near Manatee Memorial Hospital and the beautiful beaches of Bradenton, this pet-friendly house offers easy access to the John and Mable Ringling Museum of Art (12.9 kilometres) and the Sarasota International Convention Centre (12.2 kilometres).
This spacious 127 square metre house boasts 3 bedrooms and 2 bathrooms, accommodating up to 13 guests with a well-equipped kitchen, air conditioning, and a private terrace with garden views, ensuring a comfortable stay for families and their pets.

Directly opposite the sand in Bradenton Beach, this pet-friendly apartment is situated south of Bridge Street's shops and restaurants, offering superb gulf views and convenient beach access.
Guests can enjoy a community swimming pool, hot tub, on-site tennis courts, and a private screened balcony, with a boat dock also available and ample under-building parking for this dog-friendly accommodation.

Tropical Oasis 10th is a pet-friendly house located in Bradenton, just 2.7 kilometres from Palma Sola Causeway Park and 13.9 kilometres from Sarasota Bradenton International Airport.
This 143 square metre house boasts 3 bedrooms, 2 bathrooms, and can accommodate up to 11 guests, offering a private swimming pool, hot tub, and Wi-Fi for a comfortable stay with your dog.

Located in Bradenton, this house offers a prime position just a short drive to the Gulf beaches and is 9.2 kilometres from The John and Mable Ringling Museum of Art.
This pet-friendly house boasts a private heated swimming pool, a terrace with garden views, and is equipped with air conditioning and free WiFi, making it ideal for families and those travelling with pets.

This pet-friendly house in Bradenton boasts a private grotto pool with an outdoor fireplace and sun terrace, conveniently located just 4.8 kilometres from IMG Academy and 12 kilometres from Sarasota Bradenton International Airport, with the Ringling Museum of Art 15.1 kilometres away.
Offering 158 square metres of living space, this family-friendly home features two bedrooms, two bathrooms, a fully equipped kitchen with a dishwasher and oven, complimentary WiFi, and outdoor play equipment, ensuring a comfortable stay for up to 15 guests.

This pet-friendly apartment in Palma Sola, West Bradenton, is just a short drive to Anna Maria Island and Robinson Preserve, offering excellent access to local beaches and water sports.
Boasting 161 square meters of space for up to 8 guests, this accommodation features a swimming pool, jacuzzi, tennis court, and is perfectly situated for exploring nearby dining and shopping venues.

Centrally located in Bradenton's Casa Del Sol subdivision, this pet-friendly house offers convenient access to Lido Key and Longboat Key beaches, and is a short drive to St. Armand's Circle and Downtown Sarasota's cultural attractions.
This spacious 122 square meter house accommodates up to four guests and features a fenced-in backyard with outdoor seating, a screened-in lanai, and is ideal for families and dog-friendly holidays.

Located in Bradenton, this pet-friendly house is just 2 miles from the Historic Cortez Fishing Village and within a 10-minute drive of Bradenton Beach and Coquina Beach.
This 105 square meter house offers 3 bedrooms and 2 bathrooms, sleeping up to 8 guests, and features a fully equipped kitchen, air conditioning, a garden with a BBQ grill, and complimentary beach essentials for a comfortable seaside stay.

Offering stunning bay views from its Margaritaville location in Holmes Beach, this aparthotel is conveniently situated 8.4 kilometres from Anna Maria City Pier, a popular local spot.
This pet-friendly aparthotel welcomes dogs and features a hot tub, a swimming pool with a view, and a children's playground, with complimentary WiFi and a fully equipped kitchen for a comfortable stay.

Just 50 metres from the beautiful Holmes Beach shoreline, this pet-friendly apartment offers excellent access via the 77th Street point.
This two-bedroom, two-bathroom apartment accommodates up to four guests and provides a private, single-story stay with a garden, spa, and parking for two vehicles.

Ideally situated in South Bradenton, this apartment offers a prime location just minutes from Anna Maria Island and Siesta Key beaches, and a short 15-kilometre drive to Sarasota Airport and IMG Academy.
This exceptional, pet-friendly apartment boasts a heated tropical pool and a screened-in lanai with an outdoor bar, perfect for entertaining, and comfortably accommodates up to six guests across its 102 square meters, featuring three bedrooms and one bathroom.

Just 2.4 kilometres from Cortez Beach, this pet-friendly Bradenton house offers a fantastic base for exploring the area, being only 17.7 kilometres from the Sarasota International Convention Center.
This air-conditioned holiday home boasts 93 square metres of living space with 2 bedrooms and 2 bathrooms, featuring a fully equipped kitchen with an oven and microwave, a terrace with outdoor dining, a garden, and access to a spa, alongside free private parking and Wi-Fi.

This ground-floor apartment in Bradenton Beach offers direct access to a private patio with loungers, situated within an exclusive Anna Maria Island community with private beach access, just a short walk from the Gulf of Mexico and Anna Maria Sound, and close to a fishing pier.
This pet-friendly accommodation, allowing one pet under 25lbs, boasts a recently updated kitchen with stainless steel appliances, a king-size bed, and access to the island's largest heated swimming pool, fitness centre, shuffleboard, tennis, and bocce ball courts, with a complimentary trolley service every 20 minutes for exploring the island.