Holiday Rentals in Anna Maria Island, FL

6231 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Anna Maria Island, FL holiday rentals
Choose pet-friendly holiday accommodation
Price per night
Accommodation type
Rating

Best Holiday rentals and Airbnb offers in Anna Maria Island, FL

Mi Happy Place Sand Castle 1 · Pet-friendly · Manatee Beach - Anna Maria Island, FL
9.7 127 reviews
Anna Maria Island, FL
01/08 – 08/08
£201/nighttotal: Â£1407 (7 )

Mi Happy Place Sand Castle 1 · Pet-friendly · Manatee Beach

2 6
apartment, Holmes Beach
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.
Palma Sola Bay Oasis Beach House - Anna Maria Island, FL
10 54 reviews
Anna Maria Island, FL
01/08 – 08/08
£216/nighttotal: Â£1512 (7 )

Palma Sola Bay Oasis Beach House

3 6
apartment, Bradenton
Boasting a private, resort-style heated saltwater pool, this pet-friendly apartment in Bradenton's Palma Sola area is ideally situated on a cul-de-sac just 8 kilometres from the gulf beaches of Anna Maria Island, Holmes Beach, and Longboat Key, offering excellent value near local attractions and Palma Sola Bay beach.
This spacious 187 square meter apartment features 3 bedrooms and 2 bathrooms, accommodating up to 10 guests with a sleeper sofa, and includes a fully screened lanai overlooking a lush, fenced yard perfect for pets, along with provided beach gear for your convenience.
Sand Dollar Beach Side Villa - Anna Maria Island, FL
9.5 65 reviews
Anna Maria Island, FL
05/09 – 12/09
£179/nighttotal: Â£1253 (7 )

Sand Dollar Beach Side Villa

2 2
house, Holmes Beach
Direct beachside access puts this pet-friendly house in Holmes Beach just steps from Anna Maria Island, conveniently located 24 kilometres from Sarasota International Convention Center and the John and Mable Ringling Museum of Art.
This 81 square metre, two-bedroom villa offers a patio, outdoor dining, and is ideal for cycling enthusiasts, with amenities including a dishwasher, microwave, and air conditioning for a comfortable stay.
Paradise Retreat  With  Heated Pool-- Need We Say More - Anna Maria Island, FL
9.9 463 reviews
Anna Maria Island, FL
02/10 – 06/10
£207/nighttotal: Â£828 (4 )

Paradise Retreat With Heated Pool-- Need We Say More

3 2
apartment, South Bradenton
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.
Delightful 2 Br Home In West Bradenton - Sans Souci - Anna Maria Island, FL
10 2 reviews
Anna Maria Island, FL
05/09 – 12/09
£147/nighttotal: Â£1029 (7 )

Delightful 2 Br Home In West Bradenton - Sans Souci

2 2
house, Bradenton
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.
Two Bedroom1 Bath Unit With Pool Steps To The Beach. Great Location! - Anna Maria Island, FL
9.4 140 reviews
Anna Maria Island, FL
13/09 – 20/09
£135/nighttotal: Â£945 (7 )

Two Bedroom1 Bath Unit With Pool Steps To The Beach. Great Location!

2 2
apartment, Holmes Beach
Just 150 steps from the beach in Holmes Beach, this pet-friendly apartment offers direct access with no busy streets to cross, placing you near local dining and shopping.
This two-bedroom apartment boasts a solar-heated swimming pool, an outdoor kitchen with a grill, and Roku TV, ensuring a comfortable and entertaining stay for you and your pets.
Vera’s Vacation - Anna Maria Island, FL
9.6 43 reviews
Anna Maria Island, FL
16/07 – 20/07
£209/nighttotal: Â£836 (4 )

Vera’s Vacation

3 5
house, Bradenton
This pet-friendly house in Bradenton offers a spacious 3-bedroom retreat with a patio and garden views, conveniently located 7.1 kilometres from Sarasota Bradenton International Airport and 14.8 kilometres from the Sarasota International Convention Centre.
Enjoy the year-round outdoor pool, hot tub, and on-site billiards and table tennis, alongside free WiFi and private parking, making it an ideal dog-friendly choice for families.
Beaches, Img, Downtown & Riverwalk - Dogs Welcome! - Anna Maria Island, FL
9.9 82 reviews
Anna Maria Island, FL
16/07 – 20/07
£144/nighttotal: Â£576 (4 )

Beaches, Img, Downtown & Riverwalk - Dogs Welcome!

2 5
apartment, Bradenton
Centrally located in a quiet Bradenton neighbourhood, this fully renovated apartment is just 3.2 kilometres from Downtown Bradenton and 16.7 kilometres from Anna Maria Island.
This pet-friendly apartment offers a fully stocked kitchen, a spacious fenced garden, and ample parking, making it ideal for families with pets seeking a comfortable stay near the coast.
'Ocean Breeze Oasis' W/ Boat Dock & Slip On Canal! - Anna Maria Island, FL
9.4 109 reviews
Anna Maria Island, FL
27/07 – 29/07
£240/nighttotal: Â£480 (2 )

'Ocean Breeze Oasis' W/ Boat Dock & Slip On Canal!

3 9
house, Bayshore Gardens
This canal-front house in Bradenton offers direct access to a boat dock and slip, conveniently located just 6.6 kilometres from The Ringling Museum and 6.3 kilometres from the Van Wezel Performing Arts Hall, making it an ideal pet-friendly base.
With 135 square meters of living space, this family-friendly property boasts 3 bedrooms, 2 bathrooms, a fully equipped kitchen, air conditioning, a swimming pool, a hot tub, and a garden, ensuring a comfortable stay with your pets.

Best Anna Maria Island, FL holiday rentals with parking

In Anna Maria Island, FL, finding dog-friendly vacation rentals with parking makes your trip seamless. Whether you prefer the comfort of a unique hotel or seek affordable alternatives to budget friendly hotels, these options ensure convenience for both you and your pet.

Water Slide & Pool ** Sugarcane Hideaway** - Anna Maria Island, FL
9.2 93 reviews
Anna Maria Island, FL
02/10 – 06/10
£176/nighttotal: Â£704 (4 )

Water Slide & Pool ** Sugarcane Hideaway**

3 2
apartment, Bradenton
Boasting an excellent location in Bradenton, this apartment offers convenient access to popular beaches like Coquina Beach and Bean Point Beach, and is just a short drive from shopping at St. Armands Circle and the Mall at University Town Center.
This pet-friendly apartment features a private patio with a grill, a shared community pool with a waterslide, and is a fantastic choice for families and those travelling with their dogs, ensuring a comfortable and enjoyable stay near the seaside.
Beach Home With Pool Access And Private Patio With Bbq Grill! - Little Dream - Anna Maria Island, FL
9.2 45 reviews
Anna Maria Island, FL
24/07 – 02/08
£154/nighttotal: Â£1386 (9 )

Beach Home With Pool Access And Private Patio With Bbq Grill! - Little Dream

1 2
apartment, Holmes Beach
Just a 2-minute walk from Holmes Beach, this apartment offers unparalleled access to the seaside and is conveniently located one block from the AMI trolley stop for island exploration.
This pet-friendly apartment, featuring a private patio with a BBQ grill, comfortably accommodates up to four guests and boasts a well-equipped kitchen and a shared swimming pool within a gated community.
New 3 Bedroom The Oasis at One Particular Harbour condo - Anna Maria Island, FL
9.9 213 reviews
Anna Maria Island, FL
16/07 – 20/07
£277/nighttotal: Â£1108 (4 )

New 3 Bedroom The Oasis at One Particular Harbour condo

2 5
apartment, Bradenton
Located in Bradenton, this apartment offers easy access to the John and Mable Ringling Museum of Art, just 24 kilometres away, and is conveniently situated 8.5 kilometres from the Anna Maria City Pier.
This pet-friendly apartment boasts a swimming pool, Jacuzzi, and a gym, ensuring a comfortable and enjoyable stay for you and your pets, with complimentary private parking and free Wi-Fi provided.
Casa Del Río!  Beaches, Img, Boating & Riverwalk. - Anna Maria Island, FL
9.9 393 reviews
Anna Maria Island, FL
16/07 – 20/07
£247/nighttotal: Â£988 (4 )

Casa Del Río! Beaches, Img, Boating & Riverwalk.

3 5
apartment, Bradenton
Located in Bradenton's River District, this apartment is under 15 minutes by car from Bradenton Beach and Coquina Beach, offering a prime spot featured on '90 Day Fiancé' and close to Riverwalk and Pirate City.
This pet-friendly apartment boasts 126 square meters of space for up to 7 guests, featuring a garden, spa, and a Brazilian Hammock under a Tiki Hut, with beach gear provided for easy seaside excursions.
One Particular Harbor 395-103  · Lagoon View · Two Ensuites - Anna Maria Island, FL
9.8 62 reviews
Anna Maria Island, FL
01/08 – 08/08
£300/nighttotal: Â£2100 (7 )

One Particular Harbor 395-103 · Lagoon View · Two Ensuites

3 6
apartment, Bradenton
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.
Seabreeze B · Pet-friendly · Heated Pool - Anna Maria Island, FL
9.4 32 reviews
Anna Maria Island, FL
15/08 – 29/08
£128/nighttotal: Â£1792 (14 )

Seabreeze B · Pet-friendly · Heated Pool

2 2
apartment, Holmes Beach
Just steps from the Gulf of Mexico, this Holmes Beach apartment offers easy beach access and is within walking distance of local shops and restaurants, making it an ideal pet-friendly location.
This 70 square meter apartment features two bedrooms, a fully equipped kitchen, air conditioning, a shared heated swimming pool, private decks, and on-site charcoal grills, ensuring a comfortable and enjoyable stay for you and your pets.

Best Anna Maria Island, FL holiday rentals with a balcony

Enjoy the comfort of a private balcony during your stay in Anna Maria Island, FL by choosing from top vacation rental options. Whether you’re looking for a condo vacation rental or a short term vacation rental, these selections provide a relaxing outdoor space.

New! Heated Pool, Jungle Themed Bunk Room, Ami - Anna Maria Island, FL
9.8 16 reviews
Anna Maria Island, FL
27/07 – 29/07
£540/nighttotal: Â£1080 (2 )

New! Heated Pool, Jungle Themed Bunk Room, Ami

4 9
apartment, West Bradenton
Just 5 minutes from Robinson Nature Preserve and a 10-minute drive to Manatee Public Beach, this pet-friendly apartment in Palma Sola, Bradenton offers excellent outdoor and beach access, being a short drive to Anna Maria Island beaches and conveniently located for IMG Academy and sports facilities.
Boasting a generous 204 square meters of space, this family-friendly apartment sleeps up to 14 guests with four bedrooms and two bathrooms, featuring a heated swimming pool, a private tropical garden with a BBQ, and a unique 'Jungle Themed Bunk Room' alongside ample entertainment options and a fully-stocked kitchen.
Pet-friendly Bradenton Home 1.5 Mi To Cortez Beach - Anna Maria Island, FL
10 58 reviews
Anna Maria Island, FL
07/08 – 11/08
£168/nighttotal: Â£672 (4 )

Pet-friendly Bradenton Home 1.5 Mi To Cortez Beach

2 4
house, Cortez
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.
6 Min To Img - Heated Pool W/ Slide - Putt Putt - Anna Maria Island, FL
Anna Maria Island, FL
16/07 – 20/07
£196/nighttotal: Â£784 (4 )

6 Min To Img - Heated Pool W/ Slide - Putt Putt

2 5
apartment, South Bradenton
Located in South Bradenton, this apartment is a mere 8-16 km drive from Anna Maria Island and Downtown Sarasota, with IMG Academy just 9.6 km away, offering a truly pet-friendly base for exploring the area.
This ground-floor, 116 square meter apartment accommodates up to 6 guests and boasts a chef's kitchen, air conditioning, a swimming pool with a waterslide, and beach essentials, making it ideal for families and dog-friendly holidays.
Sleeps 6 - Heated Pool & Games - 6 Min To Img - Anna Maria Island, FL
Anna Maria Island, FL
16/07 – 20/07
£197/nighttotal: Â£788 (4 )

Sleeps 6 - Heated Pool & Games - 6 Min To Img

2 5
apartment, South Bradenton
Located in South Bradenton, this apartment offers quick access to Downtown Bradenton, Anna Maria Island, and Downtown Sarasota, all within 10 to 15 minutes, with IMG Academy just a 6-minute drive away.
This newly renovated, pet-friendly apartment boasts 2 bedrooms, 2 bathrooms, and over 102 square meters of living space, featuring a chef's kitchen, workspace, and access to community amenities like a heated pool and putting green, making it ideal for families and dog owners.
Family-friendly Duplex Near Beaches And Local Shops! - A Place In Paradise Unit - Anna Maria Island, FL
9.4 31 reviews
Anna Maria Island, FL
27/08 – 30/08
£299/nighttotal: Â£897 (3 )

Family-friendly Duplex Near Beaches And Local Shops! - A Place In Paradise Unit

2 3
apartment, Anna Maria
Just a 4-minute walk from Palmetto Ave Beach, this pet-friendly apartment in Anna Maria offers easy access to the Gulf and is conveniently located near Pine Avenue's shops and the island trolley.
This 77 square meter apartment, featuring two bedrooms and two bathrooms for up to four guests, boasts a screened-in lanai, a BBQ grill, and provides beach essentials, making it ideal for seaside holidays with your dog.
Getaway Retreat A+b · 4br · Firepit · Bay - Anna Maria Island, FL
9.2 91 reviews
Anna Maria Island, FL
27/08 – 30/08
£255/nighttotal: Â£765 (3 )

Getaway Retreat A+b · 4br · Firepit · Bay

2 3
apartment, Bradenton Beach
Just 160 metres from the bay in Bradenton Beach, this elevated two-level duplex offers a prime location for exploring the seaside.
This spacious, pet-friendly apartment sleeps up to 12 guests and boasts a tropical garden with a fire pit and sundeck, plus a private two-car garage and ample storage for recreational vehicles.
Summer Special! !Only 4 Miles To Ami! Huge Pool! New Hot Tub! - Anna Maria Island, FL
9.8 160 reviews
Anna Maria Island, FL
01/08 – 08/08
£347/nighttotal: Â£2429 (7 )

Summer Special! !Only 4 Miles To Ami! Huge Pool! New Hot Tub!

4 6
apartment, Bradenton
Boasting a prime West Bradenton location in the Palma Sola Bay area, this apartment is situated just 8 kilometres from the beautiful beaches of Anna Maria Island, Bradenton Beach, and Holmes Beach, offering a fantastic seaside escape.
This pet-friendly apartment provides ample space for up to 14 guests across its 4 bedrooms and 3 bathrooms, featuring a private heated swimming pool, hot tub, and extensive outdoor entertainment options including Giant Jenga and Cornhole.
Heated Pool & Slide - Games - Min To Img-sleeps 10 - Anna Maria Island, FL
Anna Maria Island, FL
27/07 – 29/07
£344/nighttotal: Â£688 (2 )

Heated Pool & Slide - Games - Min To Img-sleeps 10

3 9
apartment, South Bradenton
This apartment in South Bradenton is conveniently located, just a 10-15 minute drive from Downtown Bradenton and Anna Maria Island, and a mere 6-minute drive from IMG Academy.
Boasting a generous 116 square meters of living space, this pet-friendly accommodation offers 3 bedrooms, 2 bathrooms, and can host up to 10 guests, featuring a fully stocked chef's kitchen, air conditioning, a swimming pool with a water slide, and is ideal for those seeking seaside adventures with their dogs.

Find pet-friendly places to stay nearby

Best family friendly Anna Maria Island, FL holiday rentals

Finding family-friendly vacation rentals in Anna Maria Island, FL ensures everyone enjoys a comfortable and convenient trip. From spacious vacation home rentals to a short term vacation rental, these options are perfect for families seeking memorable stays together.

Anna Maria Island Beach Palms 2b - Anna Maria Island, FL
9.5 1718 reviews
Anna Maria Island, FL
02/10 – 06/10
£219/nighttotal: Â£876 (4 )

Anna Maria Island Beach Palms 2b

2 2
apartment, Bradenton Beach
Perfectly situated, this apartment in Bradenton Beach is just a 2-minute walk from the beach and 14 kilometers from the Sarasota International Convention Centre and the John and Mable Ringling Museum of Art.
This pet-friendly apartment offers a swimming pool, a garden, and a fitness centre, with some units featuring a balcony and a fully equipped kitchenette for a comfortable stay.
Charming House With Beach Life Just Around The Corner In Delightful Bradenton... - Anna Maria Island, FL
9.4 3 reviews
Anna Maria Island, FL
16/07 – 20/07
£195/nighttotal: Â£780 (4 )

Charming House With Beach Life Just Around The Corner In Delightful Bradenton...

3 5
apartment, Bradenton
Centrally located in Bradenton, this apartment is just 7 kilometres from Anna Maria Island and 4 kilometres from IMG Academy, offering easy access to local attractions and popular beaches like Bean Point Beach.
This pet-friendly apartment boasts 3 bedrooms, 2 bathrooms, and accommodates up to 10 guests with amenities including air conditioning, WiFi, and a kitchen, making it ideal for families and dog-friendly holidays near the seaside.
Your Tropical Paradise With Heated Saltwater Pool - Anna Maria Island, FL
9.9 402 reviews
Anna Maria Island, FL
23/08 – 27/08
£300/nighttotal: Â£1200 (4 )

Your Tropical Paradise With Heated Saltwater Pool

4 2
apartment, Bradenton
Perfectly situated in west Bradenton, this four-bedroom apartment is just a short drive from the world-renowned beaches of Anna Maria Island and Siesta Key, offering a truly pet-friendly escape near the sea.
This spacious apartment, boasting a floor area of 149 square meters and accommodating up to eight guests, features a private, fenced backyard oasis with a screened-in pool, making it ideal for families and dog-friendly holidays.
Newly Renovated  Cozy Beach Cottage A1/2 Of A Duplex, 3min Walk To Beach - Anna Maria Island, FL
9.7 57 reviews
Anna Maria Island, FL
05/09 – 12/09
£176/nighttotal: Â£1232 (7 )

Newly Renovated Cozy Beach Cottage A1/2 Of A Duplex, 3min Walk To Beach

2 2
cottage, Holmes Beach
Just 500 metres from the white sandy beaches of Anna Maria Island, this Holmes Beach cottage offers a prime location for a seaside escape.
This newly remodelled, pet-friendly 1/2 duplex comfortably accommodates up to six guests and features a fully equipped kitchen, air conditioning, and a garden with a gas grill, making it ideal for families and dog-friendly holidays.
House ∙ 4 Bedrooms ∙ 12 Guests - Anna Maria Island, FL
Anna Maria Island, FL
27/07 – 29/07
£550/nighttotal: Â£1100 (2 )

House ∙ 4 Bedrooms ∙ 12 Guests

4 9
house, Palmetto
Directly on the Manatee River, this pet-friendly house in Palmetto offers a private dock with a boat lift and is just 1.6 kilometres from Downtown Palmetto and 2 kilometres from the Palmetto/Bradenton fishing pier.
This spacious house boasts 4 bedrooms, accommodates up to 12 guests, and features a swimming pool, air conditioning, and complimentary kayaks, making it ideal for families and dog-friendly holidays near the beach.
Sunshine Oasis With Heated Saltwater Pool - Anna Maria Island, FL
10 81 reviews
Anna Maria Island, FL
07/08 – 09/08
£331/nighttotal: Â£662 (2 )

Sunshine Oasis With Heated Saltwater Pool

3 3
apartment, Bradenton
Boasting a prime west Bradenton location, this apartment offers swift access to Anna Maria Island's stunning beaches, just a short drive away, and is conveniently situated only 8 kilometres from Sarasota Airport and 800 metres from IMG Academy.
This pet-friendly apartment, featuring 3 bedrooms and 2 bathrooms with a guest capacity of 6, includes a private, fenced garden with a saltwater pool, a fully stocked kitchen with modern appliances, and complimentary beach equipment for a perfect seaside escape.
copyright © 2026 withmypet.com