This one-bedroom house is located in Pine Lakes, Bradenton, within 5km of Blake Medical Center, arcadeland, and LECOM Park, making it a convenient base for exploring the area. The property has received excellent ratings for location, cleanliness, and overall experience. The house features a modern kitchenette, a washing machine, and a patio for enjoying the Florida sunshine. Guests can also take advantage of the barbecue grill, the Smart TV, and the coffee/tea maker for a comfortable stay.
9.0 75 reviews
Anna Maria, FL
05/07 – 11/07
2278 €/nightTotal: 13668 € (6 )
Dream Luxury Vacation Home With A Guest House, Private Pool, And Bay Views!
8 11
apartment , Anna Maria
This charming house is located in Anna Maria, just a short distance from Bay Boulevard Beach, Anna Maria Beach, and Bean Point Beach, all within 1.6km. It has received very good user, location and cleanliness ratings. The property has 8 bedrooms and 6 bathrooms, making it ideal for large groups or families. It offers a private pool, a tennis court, a fitness centre and a garden, as well as a terrace, a balcony and a jacuzzi.
9.8 52 reviews
Anna Maria, FL
03/07 – 06/07
330 €/nightTotal: 990 € (3 )
Near Img & Beach. Free Beach Supplies & Boat Space
1 3
apartment , Cortez
This Cortez holiday cottage is a short 1.6km walk from Anna Maria Island's beaches, conveniently located near a marina with restaurants and beach vehicle rentals. Sleeping five guests, the two-bedroom, one-bathroom property boasts a private boat storage space, garage, shared fenced backyard with grill and fire pit, in-unit laundry, and beach essentials including a wagon, umbrella, towels, coolers, and chairs.
10 1 review
Anna Maria, FL
29/06 – 30/06
504 €/nightfor 1 night
The Beach Club At Anna Maria #3
1 2
house , Bradenton Beach
This beachfront property in Bradenton Beach offers direct access to the sandy shores, situated just a few steps from the water's edge and 19 kilometres from Sarasota Bradenton International Airport. This holiday let accommodates up to seven guests and features a kitchen with a fridge, microwave, and dishwasher, a swimming pool, a Jacuzzi, a garden, a fitness centre, a tennis court, and complimentary Wi-Fi and private parking.
9.5 50 reviews
Anna Maria, FL
05/07 – 11/07
1029 €/nightTotal: 6174 € (6 )
Luxury Home With Pool, Rooftop Deck, And Gulf Views! 1.5 Blocks To Beach
5 11
apartment , Anna Maria
This five-bedroom Anna Maria Island holiday home boasts a prime beachfront location, less than 1.6km from Anna Maria Beach and under 10 minutes' drive from Bradenton Beach and the Anna Maria Island Museum and Historical Park. The 242 square metre property features a private pool, Jacuzzi, terrace, garden, fully equipped kitchen, four bathrooms, and parking, comfortably accommodating large families with its excellent amenities including a flat-screen TV and in-unit laundry facilities.
9.2 62 reviews
Anna Maria, FL
31/10 – 10/11
232 €/nightTotal: 2320 € (10 )
Duplex On North End Of Anna Maria Island! With Pool And Grill
This Cortez property, a self-catering apartment, is situated 1.6km from the Gulf Coast beaches. The apartment features a private heated pool, large screened lanai, BBQ grill, outdoor shower, fully equipped kitchenette, queen bed, updated bathroom, washer/dryer, Wi-Fi, Smart TV, and accommodates two guests.
9.9 45 reviews
Anna Maria, FL
27/06 – 04/07
1134 €/nightTotal: 7938 € (7 )
259 M² House ∙ 6 Bedrooms ∙ 12 Guests
6 9
house , Holmes Beach
This six-bedroom Holmes Beach property on 5th Avenue is a two- to three-minute walk from the beach, restaurants, shops, and the free island trolley. The three-storey house, offering sleeping arrangements for twelve guests, boasts a private heated pool, hot tub, elevator, and multiple outdoor sitting areas, plus pack-n-plays and highchairs for families.
10 2 reviews
Anna Maria, FL
24/07 – 01/08
2201 €/nightTotal: 17608 € (8 )
Palmetto Paradise~heated Pool/spa, Steps To The Beach!
4 7
apartment , Anna Maria
This luxury four-bedroom holiday home in Anna Maria is situated just 1.5 kilometres from Bradenton Beach and Bean Point Beach, offering convenient access to local theme parks and water activities. This spacious 362 square metre residence accommodates up to eight guests with five bathrooms, a chef's kitchen, a private heated pool and spa, a rooftop deck with Gulf views, and provided beach essentials.
9.6 77 reviews
Anna Maria, FL
27/06 – 04/07
296 €/nightTotal: 2072 € (7 )
A Wright Place · Saltwater Pool · 2.5 Blocks · Pets
2 5
apartment , Holmes Beach
This two-bedroom holiday home is conveniently located in Holmes Beach, just a short walk from Bradenton Beach and Island Gallery West. The property boasts excellent user ratings and is perfect for a relaxing getaway. The 223 square metre property offers a comfortable and spacious living space. Guests can enjoy a range of amenities including a private pool, a fully equipped kitchen, a garden, a fitness centre, and free Wi-Fi.
9.9 141 reviews
Anna Maria, FL
03/07 – 06/07
251 €/nightTotal: 753 € (3 )
Minutes To Ami | Walk To Beach & Bay
1 3
apartment , Bradenton
This recently refurbished Bradenton condo is ideally located near Palma Sola Causeway, offering easy walking access to Bayfront beach and a short 8km cycle or drive to Anna Maria Island's beaches. The self-catering apartment sleeps four, boasting a fully equipped kitchen, two Smart TVs, free Wi-Fi, and on-site boat parking (subject to availability and prior arrangement), plus amenities such as beach chairs, towels, and a crib.
9.7 34 reviews
Anna Maria, FL
15/07 – 17/07
997 €/nightTotal: 1994 € (2 )
Glad Tidings: Heated Pool, Turfed Outdoor Lounge And Dining Area.
3 5
apartment , Anna Maria
This Anna Maria Island beachfront property is situated near Anna Maria Beach and the Anna Maria Island Museum and Historical Park, a 15-minute walk (2.4km) away, and within 10 minutes (1.6km) of Bayfront Park and Historic Green Village. This 144-square-metre holiday home boasts three bathrooms, sleeps six guests, and offers a private pool, tennis court, free Wi-Fi, and a fully equipped kitchen including a dishwasher; nearby attractions include a water park and barbecue facilities.
Best family friendly Anna Maria, FL holiday rentals
Among the 1981 accommodations in Anna Maria, FL, here are the 4 best family friendly rentals
10 3 reviews
Anna Maria, FL
27/06 – 04/07
525 €/nightTotal: 3675 € (7 )
70 M² House ∙ 2 Bedrooms ∙ 6 Guests
2 5
house , Holmes Beach
Hidden Treasure Unit A, a Holmes Beach holiday home, is situated 0.16 km from Holmes Beach centre and 0.32 km from Manatee Public Beach, offering easy access to shops and restaurants including Hurricane Hanks and The Ugly Grouper. This two-bedroom, one-bathroom apartment, boasting 69 square metres of floor space, sleeps six guests and features a fully equipped kitchen, shared heated pool, smart TVs, and high-speed Wi-Fi.
9.7 56 reviews
Anna Maria, FL
05/07 – 11/07
533 €/nightTotal: 3198 € (6 )
Designer 5br For Groups | 10-min To Ami
1 11
apartment , Bradenton
This luxurious five-bedroom house, sleeping 16-19 guests, is situated near Bradenton, Florida, a 6.4km drive from pristine beaches and a 19.3km drive from Anna Maria Island. The property boasts a fully equipped kitchen, laundry facilities, a swimming pool, fitness centre, and family-friendly amenities including a pack 'n play and high chair, alongside an electronic front door lock for convenient access.
10 6 reviews
Anna Maria, FL
21/06 – 26/06
324 €/nightTotal: 1620 € (5 )
House ∙ 3 Bedrooms ∙ 7 Guests
3 3
house , Bradenton
Sunset Seacret, a condo within One Particular Harbour Resort on a private island in Bradenton, Florida, is a two-minute drive (approximately 1.6km) from Manatee Beach. This three-bedroom, three-bathroom property sleeps seven, boasting a spacious layout with a light-filled kitchen, screened lanai, and access to resort amenities including a heated pool, children's play area, and BBQ facilities; longer stays grant access to a waterfront Beach Club, fitness centre, and sky bar.
10 2 reviews
Anna Maria, FL
15/07 – 17/07
1315 €/nightTotal: 2630 € (2 )
The Poop Deck: *Pet-friendly *Canalfront *Heated Pool *Sleeps 8
4 5
apartment , Anna Maria
This five-bedroom Anna Maria Island waterfront property is situated less than 1.6km from Bay Boulevard Beach and Anna Maria Beach, and within a 15-minute drive of Anna Maria City Pier and Bayfront Park. This 197 square metre holiday home boasts a private pool, tennis court, and accommodates up to eight guests, offering a fully equipped kitchen, four bathrooms, and a terrace with stunning views.
Best Anna Maria, FL holiday rentals with a pool
Among the 1981 accommodations in Anna Maria, FL, here are the 4 best rentals with a pool
9.8 44 reviews
Anna Maria, FL
15/07 – 17/07
819 €/nightTotal: 1638 € (2 )
Anna Maria Beach Cottage 110 Traditional Beach Cottage, Moments From The Sand!
3 5
apartment , Anna Maria
This Anna Maria Island property is just a 10-minute walk from Bradenton Beach and Palmetto Avenue Beach, offering easy access to the Gulf of Mexico and the island's relaxed atmosphere. It has received excellent guest reviews, highlighting its comfortable and convenient stay. The house is a spacious 105 square metres, comfortably accommodating up to 7 guests across its three bedrooms and two bathrooms. Guests can enjoy amenities such as a swimming pool, a spa, a terrace and a garden, as well as a fully equipped kitchen and free Wi-Fi.
10 36 reviews
Anna Maria, FL
24/07 – 01/08
313 €/nightTotal: 2504 € (8 )
Anglers Bay At One Particular Harbour 392-103 · Lagoon Views · 5-night Min
3 7
apartment , Bradenton
This three-bedroom, three-bathroom condo in One Particular Harbour, Bradenton, offers stunning lagoon views and is located minutes from Anna Maria Island's beaches. The 155 square metre (1667 square foot) property features a spacious open-plan living area, a fully equipped kitchen, and a private screened balcony, accommodating up to six guests and providing access to resort-style amenities including a heated pool and private beach club perks for stays of 30 nights or more.
Anna Maria, FL
27/06 – 04/07
369 €/nightTotal: 2583 € (7 )
Low Tide Beach House On Ami
2 5
apartment , Holmes Beach
This Holmes Beach cottage is located by the sea, a 365-meter walk from the white sand beaches of Anna Maria Island, and is close to local dining and shopping. This two-bedroom, two-bathroom property accommodates up to six guests, includes a pull-out sofa, in-unit laundry, free parking with a private garage, provided beach gear, and a downstairs games room, with pets permitted for an additional fee.
10 21 reviews
Anna Maria, FL
03/07 – 06/07
201 €/nightTotal: 603 € (3 )
Near Beaches & Img Academy, Mins To Downtown
2 3
apartment , Bradenton
This Bradenton flat offers excellent access to Anna Maria Island beaches (12.8-20.9 kilometres) and IMG Academy (8 kilometres), with shops, restaurants, and entertainment within walking distance. This two-bedroom, two-bathroom flat accommodates four guests and features a fully equipped kitchen with new stainless steel appliances, a 4K HD television, complimentary Wi-Fi, and an attached lanai/game room with a foosball table and dart board.
Frequently asked questions about holiday rentals in Anna Maria, FL
What are some interesting places to visit in or near Anna Maria, FL?
Anna Maria Island is packed with things to see and do. The historic Anna Maria City Pier is a must-visit, offering stunning views of the Gulf of Mexico. For a bit of nature, check out the Bean Point Preserve, a haven for birdwatching and enjoying the beach. If you're looking for a bit of history, the Anna Maria Island Museum is a great place to learn about the island's past.
What are the best Airbnb and holiday rentals in Anna Maria, FL?
Which walking or cycling routes are the best in Anna Maria, FL?
For a scenic stroll, try the Pine Avenue Walkway, which runs along the waterfront. If you're feeling adventurous, you can cycle the entire length of Anna Maria Island on the dedicated bike path, taking in the beautiful beaches and charming neighbourhoods. Don't forget to stop at the Anna Maria City Pier for a break and to enjoy the views.
What are the most popular Airbnbs in Anna Maria, FL?
What sports or outdoor activites can visitors enjoy in and around Anna Maria, FL?
Anna Maria Island is a paradise for watersports enthusiasts. You can try your hand at kayaking, paddleboarding, or even kitesurfing in the calm waters of the Gulf of Mexico. Fishing is also very popular, with plenty of charter boats available for deep-sea adventures. For a more relaxed experience, why not rent a beach cruiser and explore the island at your own pace?
What are the best holiday rentals with a pool in Anna Maria, FL?
What other towns or cities can be easily accessed from Anna Maria, FL?
Anna Maria Island is perfectly located for exploring the surrounding area. You can easily drive to Bradenton, which is home to the South Florida Museum and the Bishop Museum of Science and Nature. Sarasota, known for its vibrant arts scene and beautiful beaches, is also within easy reach. For a day trip, consider visiting the St. Armand's Circle in Sarasota, a popular shopping and dining destination.
What are the best rentals for families and kids in Anna Maria, FL?
What amenities are commonly available in vacation rentals in Anna Maria, FL?
Vacation rentals in Anna Maria Island are typically well-equipped with modern amenities to make your stay comfortable. Most rentals offer private pools, hot tubs, fully equipped kitchens, laundry facilities, and high-speed internet. Many also have balconies or patios with stunning views of the Gulf of Mexico.
What are the best rentals or Airbnbs with a jacuzzi in Anna Maria, FL?
What time of year is best to rent a vacation rental Anna Maria, FL?
The best time to visit Anna Maria Island is during the shoulder seasons, from April to May and September to October. The weather is still warm and sunny, but the crowds are smaller and prices are more affordable. If you're looking for a more lively experience, you can visit during the peak season, from December to April, but be prepared for higher prices and larger crowds.
Destinations nearby
Best Anna Maria, FL holiday rentals with a balcony
9.8 68 reviews
Anna Maria, FL
27/06 – 04/07
441 €/nightTotal: 3087 € (7 )
Americana Ami Lighthouse 3br W/pool + Rooftop Deck
3 5
apartment , Holmes Beach
This Holmes Beach holiday home boasts direct beach access and is less than 1.6km from Bradenton Beach and Island Gallery West, with AMI Paddleboard Adventures and Palmetto Avenue Beach within 3.2km. This three-bedroom, three-bathroom property offers 166 square metres of living space, sleeping up to six guests and featuring a private pool, a fully equipped kitchen, free WiFi, and outdoor barbecue facilities.
9.6 35 reviews
Anna Maria, FL
21/06 – 26/06
259 €/nightTotal: 1295 € (5 )
The Sea Grape, End Unit, Walk To Beach And Steps To The Community Pool/spa
3 3
apartment , Bradenton Beach
This Bradenton Beach apartment is situated in the Bradenton Beach Club complex, a short walk from the beach, boardwalk, and the free trolley, making it easy to explore the island's shops and restaurants. The apartment consistently receives excellent ratings for its cleanliness, location, and overall user experience. The apartment features an open-plan layout spanning 118 square metres, providing ample space for families or groups. Amenities include a fully equipped kitchen, a private balcony, a washer and dryer, and access to a shared swimming pool and jacuzzi, ensuring a comfortable and enjoyable stay.
10 104 reviews
Anna Maria, FL
28/07 – 03/08
575 €/nightTotal: 3450 € (6 )
Coastal Cottage W/ Pickleball And Outdoor Oasis 2 Mi To Beach
4 11
apartment , Cortez
This family-friendly holiday home is located in Bradenton, just 5 kilometres from Anna Maria Sound, Fish Hole Adventure Golf and arcadeland, offering a peaceful and relaxing atmosphere. The property has consistently received excellent ratings from previous guests for its cleanliness, location and overall experience. The 139 square metre property sleeps up to 12 guests in its three bedrooms and two bathrooms. It offers a range of amenities including a private pool, a games room, a terrace, a garden and free Wi-Fi, ensuring a comfortable and enjoyable stay for families and groups.
10 34 reviews
Anna Maria, FL
05/07 – 11/07
756 €/nightTotal: 4536 € (6 )
Seashell Oasis: 2.5 Blocks To Gulf! Dog Friendly, Pool By Anna Maria Life
4 11
apartment , Bradenton Beach
This Bradenton Beach holiday home, situated between the Gulf of Mexico (0.4 km) and the Bay (0.16 km), offers unparalleled access to both stunning beaches and Bradenton Beach's local amenities. This spacious 243 square metre property boasts four king-size bedrooms, five bathrooms, a private heated pool, and ample parking for six cars, comfortably accommodating up to nine guests and including a fenced yard for pets.
Best Anna Maria, FL holiday rentals with parking
9.2 61 reviews
Anna Maria, FL
27/06 – 04/07
270 €/nightTotal: 1890 € (7 )
Beachwalker Apartment: Duplex Within 100 Steps To The Sand.
1 2
apartment , Holmes Beach
This holiday home is located in Holmes Beach, just a short walk from Bradenton Beach and within a 16km drive of Manatee Public Beach and Anna Maria Sound. The property has received excellent ratings for location, cleanliness, and overall guest experience. The 42 square metre house has one bedroom and one bathroom, comfortably accommodating two guests. It offers a range of amenities including a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, and parking.
9.6 58 reviews
Anna Maria, FL
27/06 – 04/07
255 €/nightTotal: 1785 € (7 )
The Palms #3 Beach, Pool & Trolley No Car Needed
2 2
apartment , Holmes Beach
This holiday home is located in Holmes Beach, just under a kilometre from Bradenton Beach, Anna Maria Sound, and AMI Paddleboard Adventures, offering easy access to the area's many attractions. The property has consistently received excellent user ratings for its location, cleanliness, and overall experience. The two-bedroom house spans 70 square metres and comfortably accommodates up to six guests. It features a fully equipped kitchen, a private swimming pool, a spa, a garden, and a terrace, providing everything you need for a relaxing and enjoyable stay.
Anna Maria, FL
05/07 – 11/07
519 €/nightTotal: 3114 € (6 )
Manatee Haven Pool Games Hot Tub Firepit
4 11
apartment , West Bradenton
This 4-bedroom residence is situated in the Palma Sola district of West Bradenton, offering proximity to Anna Maria Island and the Gulf beaches, with the De Soto National Memorial and Palma Sola Botanical Park nearby. This spacious 158 square metre holiday home accommodates up to 12 guests, featuring a fully equipped chef's kitchen, a dedicated workspace, a games room with pool and foosball, an outdoor entertainment area with a heated swimming pool and hot tub, and parking for up to five vehicles.
9.9 47 reviews
Anna Maria, FL
27/06 – 04/07
1413 €/nightTotal: 9891 € (7 )
232 M² House ∙ 6 Bedrooms ∙ 12 Guests
6 9
house , Holmes Beach
This six-bedroom, six-bathroom Holmes Beach holiday home is situated on 42nd Street, a short distance from the beach, restaurants, and shops, offering easy access to Bean Point and Bridge Street via the free trolley. Sleeping up to twelve guests, this luxurious property boasts a private heated saltwater pool, a spa, fitness centre, tennis court, and all mod cons including a fully equipped kitchen, free Wi-Fi, and flat-screen TVs; beach towels are provided.