Search cheap cottages in Anna Maria Island, FL from 100+ sites!

Cottage rental for 6 guests with an excellent rating of 90% based on 160 reviews. You will be in Anna Maria.
Services and facilities include a garden, a swimming pool and a fridge. This is a pet-friendly accommodation!

This charming cottage in Historic Green Village offers waterfront views, a spacious living area, and a well-equipped kitchen. It has 3 bedrooms, 1 bathroom, and a convenient laundry room.
The cottage is highly rated by guests and is just steps away from Historic Green Village and Powel Crosley Estate. It's also close to Fish Hole Adventure Golf, AMI Paddleboard Adventures, H2O Watersportz, and Florida Maritime Museum at Cortez.

Cottage with an excellent rating of 98% based on 74 reviews. You will stay in Anna Maria.
Facilities and services include a fridge, a garden and a washing machine. Take advantage of the pool in this accommodation.

Cottage listing with an excellent rating of 100% based on 36 reviews. You will stay in Holmes Beach.
Services and facilities include a barbecue, free parking and a fridge. Take advantage of the terrace in this accommodation in Holmes Beach.

This seaside cottage in Anna Maria is a perfect choice for travelers seeking a relaxing and enjoyable stay. It's located within a 2-kilometer radius of Bradenton Beach, Anna Maria Beach, Island Players, and Anna Maria Island Museum and Historical Park. The cottage has received excellent ratings for its location, cleanliness, and amenities.
The cottage features two bedrooms, one bathroom, a well-equipped kitchen, and a spacious living area. It also has a private garden, a swimming pool, a Jacuzzi, and a terrace. Guests can enjoy free WiFi, a DVD player, and air conditioning. The cottage is pet-friendly and offers parking.

Naut 2 Shabby Cottage is located on Pine Avenue in Anna Maria, just half a block from the Anna Maria City Pier and within walking distance of shops and restaurants. It has excellent user ratings and can accommodate up to 6 guests in its 1190 square feet and 3 bedrooms.
The cottage features a private heated pool with a basketball hoop and hot tub, an enclosed front porch dining area for six, a gazebo for outdoor dining, a shared washer and dryer, and eclectic and homey decor throughout.

The Ballyhoo cottage is a ground floor cottage with panoramic views of Tampa Bay and surrounding landmarks, located at the tip of Anna Maria Island, steps away from the Rod and Reel Pier for fishing, wildlife viewing, and dining. It has an excellent user rating.
The cottage has a floor area of 900 square feet, 2 bedrooms, 1 bathroom, and a guest capacity of 6. It includes amenities such as a kitchen with a fridge and microwave oven, air conditioning, a garden, a spa, parking, and bikes for exploring the island.

This 1-bedroom, 1-bathroom waterfront cottage in Anna Maria offers a picturesque setting with scenic views and is within walking distance of two popular beaches. It has received excellent user ratings.
The cottage accommodates up to 2 guests and features a fully equipped kitchen, Smart TV, on-site water park, barbecue grills, and a washing machine for added convenience. It is also pet-friendly and has a private parking space.

Cottage listing for up to 4 guests with an excellent rating of 99% based on 198 reviews. You will be located in Anna Maria.
Services and facilities: air conditioning, a washing machine and a fridge. This accommodation in Anna Maria also has a terrace!

Cottage for 4 guests with an excellent rating of 100% based on 267 reviews. You will be located in Anna Maria.
Facilities and services include a washing machine, a fridge and a garden. This accommodation in Anna Maria also has a terrace!

This golf cottage in Cortez is conveniently located within walking distance of the Florida Maritime Museum at Cortez and Anna Maria Sound. With excellent user ratings, this 1-bedroom, 1-bathroom cottage accommodates up to 4 guests comfortably.
The cottage features a fully equipped kitchen, a comfortable living space with a sofa bed and a balcony, and a garden with barbecue grills for outdoor relaxation and dining. The cottage also offers free WiFi, laundry facilities, and proximity to golf courses for added convenience.

The Barefoot Gypsy cottage is located in the north end of Anna Maria Island, just steps away from the white sands of Tampa Bay, Bean Point, and the Gulf of Mexico. It has excellent ratings for its location, cleanliness, and amenities.
The cottage has two bedrooms, a large hall bath, a half bath off the master bedroom, and an updated fully equipped kitchen. It can accommodate up to 4 guests. Amenities include air conditioning, a terrace/balcony, a garden, a spa, and parking. Guests can enjoy swimming, sunbathing, and shelling just steps from the cottage, as well as fishing, boat rentals, and stunning sunset views at the nearby Anna Maria City Pier.

This cottage is a private, ground-level cottage located in Holmes Beach, just steps from the beach path and within walking distance of shops and restaurants. It has excellent user, location, and cleanliness ratings.
The cottage has two bedrooms, two bathrooms, and a floor area of 810 square feet. It can accommodate up to five guests. It has a fully equipped kitchen, a cozy living area with vaulted ceilings, a secluded back patio, a tropical courtyard, and beach supplies. It also has an on-site laundry facility, bicycles for exploring the island, and a professional linen service with high-quality linens and bath towels.

Cottage with an excellent rating of 100% based on 97 reviews. You will be based in Anna Maria.
Facilities and services include a washing machine, free parking and a barbecue. This accommodation also has a garden!

This waterfront cottage is a 2-bedroom, 2-bathroom vacation rental in Anna Maria, Florida. It is within a 15-minute walk of Anna Maria's popular attractions, including Bay Boulevard Beach, Anna Maria City Pier, and Bayfront Park. The cottage has excellent user, location, and cleanliness ratings.
The 1100-square-foot cottage has a fully equipped kitchen, a barbecue grill, a DVD player, and free WiFi. It also has a Jacuzzi, a terrace or balcony, a garden, and parking. The cottage is pet-friendly and family-friendly, and it has air conditioning.

Cottage for 4 people with an excellent rating of 94% based on 100 reviews. Your accommodation will be based in Bradenton Beach.
Facilities and services: a wheelchair friendly access, air conditioning and free parking. This accommodation in Bradenton Beach also has a garden!

Cottage for up to 4 guests with an excellent rating of 98% based on 207 reviews. You will be in Bradenton Beach.
Services and facilities include a garden, free parking and a fridge. Enjoy a swimming pool in this accommodation in Bradenton Beach!

This Holmes Beach cottage rental is just a short walk from Bradenton Beach and has excellent user ratings. It has 2 bedrooms and 1 bathroom and can accommodate up to 6 guests.
The cottage has a well-equipped kitchen, air conditioning, a terrace or balcony, a garden, and parking. It's pet-friendly, family-friendly, and offers free WiFi. Guests can enjoy outdoor activities like barbecuing in the garden.

This family-friendly cottage in Bradenton Beach is a great choice for travelers seeking a comfortable and convenient stay. The cottage is close to the sea and within walking distance of Aluna Wellness Center & Spa and Anna Maria Sound. It has received excellent user ratings, ensuring a high level of satisfaction among previous guests.
With a floor area of 550 square feet, the cottage features 1 bedroom, 1 bathroom, and a guest capacity of 4. It offers a range of amenities, including a fully equipped kitchen, a private pool, a terrace/balcony, a garden, a fitness center, a tennis court, and parking. Guests can also enjoy activities such as swimming, sunbathing, and relaxing in the outdoor space.

This cottage is located in Bradenton Beach, a short walk from the beach and Cortez Beach. It has received very good user ratings.
The cottage has two bedrooms, one bathroom, and a floor area of 620 square feet. It can accommodate up to four guests. Amenities include a fully equipped kitchen, air conditioning, internet access, and parking.

Cottage from 270 dollars for 4 guests with an excellent rating of 98% based on 105 reviews. This accommodation is based in Bradenton Beach.
Services and facilities include free parking, a dish washer and a washing machine.

Cottage for up to 4 guests. You will stay in Holmes Beach.
Services and facilities: a barbecue, air conditioning and a dish washer. Enjoy free parking with this accommodation in Holmes Beach!

Accommodation at 353 dollars for up to 6 guests with an excellent rating of 100% based on 7 reviews. This accommodation is based in Bradenton Beach.
Facilities and services include a child space, air conditioning and free parking.

Cottage rental for up to 4 guests. Your accommodation will be located in Anna Maria.
Facilities and services: an iron, a garden and a swimming pool.

This Anna Maria cottage is a 4-bedroom, 3-bathroom vacation rental with a private pool, hot tub, and rooftop deck with Gulf views. It's located on Elm Street in the heart of Anna Maria Island, just a block from Pine Avenue and a short walk from the Gulf of Mexico. With excellent user ratings, this cottage is a great choice for families and groups of up to 8 people.
The cottage has a spacious interior with 2,760 square feet of living space. It features a fully equipped kitchen, multiple living areas, and a coastal-inspired décor. The outdoor oasis includes a pool, hot tub, and rooftop deck with Gulf views. The cottage also offers convenient amenities such as an outdoor shower, washer/dryer, and free Wi-Fi.