
Anna Maria Island, FL
09/27 – 10/01
$417/nighttotal: $1668 (4 )
Tradewinds 1 Bedroom Dlx South Cottage. Pet Friendly.
1 2hotel, Bradenton Beach
Located in Bradenton Beach, Tradewinds Beach Resort is situated two hotels north and across the street from private beach access, placing you just 500 feet from the soft sands.
This pet-friendly hotel offers 1-bedroom deluxe cottages with accommodations for up to 4 guests, featuring complimentary beach chairs, umbrellas, towels, free Wi-Fi, and an on-site bay front pool and fishing dock.
This pet-friendly hotel offers 1-bedroom deluxe cottages with accommodations for up to 4 guests, featuring complimentary beach chairs, umbrellas, towels, free Wi-Fi, and an on-site bay front pool and fishing dock.

Anna Maria Island, FL
09/05 – 09/12
$525/nighttotal: $3675 (7 )
Waterline Villas & Marina, Autograph Collection
1 2hotel, Holmes Beach
Located in Holmes Beach, this hotel is a 5-minute walk from Anna Maria Island and 16 miles from Sarasota Bradenton International Airport.
This pet-friendly hotel offers a swimming pool, fitness center, and rooms with air conditioning and free WiFi, making it ideal for travelers with pets seeking a seaside escape.
This pet-friendly hotel offers a swimming pool, fitness center, and rooms with air conditioning and free WiFi, making it ideal for travelers with pets seeking a seaside escape.

Anna Maria Island, FL
10/01 – 10/06
$515/nighttotal: $2575 (5 )
2 Bedroom, 1 Bathroom. 1st Floor Pet Friendly
2 6hotel, Bradenton Beach
Directly across the street from private beach access, Tortuga Inn Beach Resort in Bradenton Beach offers pet-friendly accommodations just a short distance from Coquina Beach and Bean Point Beach.
These 2-bedroom, 1-bathroom units feature a private fenced courtyard, charcoal BBQ grills, and access to two on-site pools, making it an ideal seaside escape for travelers with pets.
These 2-bedroom, 1-bathroom units feature a private fenced courtyard, charcoal BBQ grills, and access to two on-site pools, making it an ideal seaside escape for travelers with pets.

Anna Maria Island, FL
09/05 – 09/12
$775/nighttotal: $5425 (7 )
Two-bedroom Villa W/ Balcony And Pool Near Ami Sunset Spots & Kayak Launch
2 2hotel, Holmes Beach
Enjoy a beachfront location in Holmes Beach, just 17 miles from Sarasota Bradenton Airport, offering direct access to pristine Gulf waters and proximity to Bridge Street for shopping and dining.
This pet-friendly, two-bedroom villa accommodates up to 8 guests and features a shared outdoor pool, fitness center, and convenient access to kayaking and snorkeling spots.
This pet-friendly, two-bedroom villa accommodates up to 8 guests and features a shared outdoor pool, fitness center, and convenient access to kayaking and snorkeling spots.

Anna Maria Island, FL
10/01 – 10/06
$548/nighttotal: $2740 (5 )
2 Bedroom, 2 Bathroom Standard. Pet Friendly
2 6hotel, Bradenton Beach
Directly across from private beach access in Bradenton Beach, Tortuga Inn Beach Resort offers a prime location just a short distance from Mote Marine Laboratory & Aquarium, Coquina Beach, and Bean Point Beach.
This pet-friendly hotel features 2-bedroom, 2-bathroom standard units, accommodating up to 6 guests with amenities like internet, a swimming pool, and a terrace, making it ideal for travelers with pets seeking seaside fun.
This pet-friendly hotel features 2-bedroom, 2-bathroom standard units, accommodating up to 6 guests with amenities like internet, a swimming pool, and a terrace, making it ideal for travelers with pets seeking seaside fun.

Anna Maria Island, FL
06/15 – 06/21
$541/nighttotal: $3246 (6 )
2 Bedroom, 1 Bathroom. 1st Floor Pet Friendly
2 6hotel, Bradenton Beach
Directly across from private beach access with complimentary chairs, umbrellas, and towels, Tortuga Inn Beach Resort in Bradenton Beach offers a fantastic seaside escape.
This pet-friendly hotel features 2-bedroom units with private, fenced courtyards and charcoal BBQ grills, perfect for travelers with dogs.
This pet-friendly hotel features 2-bedroom units with private, fenced courtyards and charcoal BBQ grills, perfect for travelers with dogs.

Anna Maria Island, FL
08/11 – 08/16
$429/nighttotal: $2145 (5 )
Tradewinds 1 Bedroom Dlx North Cottage. Pet Friendly.
1 4hotel, Bradenton Beach
Directly across the street from private beach access, Tradewinds Beach Resort in Bradenton Beach offers pet-friendly accommodations.
Enjoy complimentary beach chairs, umbrellas, and towels, along with an on-site bay front pool and fishing dock, making this a perfect seaside getaway for you and your dog-friendly companions.
Enjoy complimentary beach chairs, umbrellas, and towels, along with an on-site bay front pool and fishing dock, making this a perfect seaside getaway for you and your dog-friendly companions.

Anna Maria Island, FL
05/28 – 06/04
$1195/nighttotal: $8365 (7 )
Seaside At Anna Maria Island Inn
1 2hotel, Bradenton Beach
Directly on the sand in Bradenton Beach, this hotel is steps from Bradenton Beach and Aluna Wellness Center & Spa, with IMG Academy located 8.3 miles away.
This pet-friendly hotel offers 13 air-conditioned rooms with pillowtop beds, Smart televisions, and complimentary wireless internet, plus an outdoor swimming pool and garden.
This pet-friendly hotel offers 13 air-conditioned rooms with pillowtop beds, Smart televisions, and complimentary wireless internet, plus an outdoor swimming pool and garden.

Anna Maria Island, FL
08/11 – 08/16
$434/nighttotal: $2170 (5 )
Tradewinds 1 Bedroom Dlx North Cottage. Pet Friendly.
1 4hotel, Bradenton Beach
Directly across the street from private beach access, this pet-friendly hotel in Bradenton Beach is situated two hotels north, with Mote Marine Laboratory & Aquarium a popular nearby attraction.
Enjoy complimentary beach chairs, umbrellas, and towels, plus an on-site bay front pool and fishing dock, in this 1-bedroom cottage accommodating up to 4 guests.
Enjoy complimentary beach chairs, umbrellas, and towels, plus an on-site bay front pool and fishing dock, in this 1-bedroom cottage accommodating up to 4 guests.

Anna Maria Island, FL
10/01 – 10/06
$515/nighttotal: $2575 (5 )
2 Bedroom, 1 Bathroom. 1st Floor Pet Friendly
2 6hotel, Bradenton Beach
Directly across the street from private beach access, this hotel in Bradenton Beach offers a pet-friendly escape with complimentary beach chairs, umbrellas, and towels.
This hotel features two swimming pools, a semi-private pool/hot tub, and 14 boat slips on Sarasota Bay, with some units offering a private, fenced courtyard and BBQ grill for guests and their dogs.
This hotel features two swimming pools, a semi-private pool/hot tub, and 14 boat slips on Sarasota Bay, with some units offering a private, fenced courtyard and BBQ grill for guests and their dogs.

Anna Maria Island, FL
09/05 – 09/12
$271/nighttotal: $1897 (7 )
Driftwood At Anna Maria Island Inn
1 2hotel, Holmes Beach
Just a 6-minute walk from Anna Maria Island, this hotel in Holmes Beach offers a pet-friendly stay with amenities like a swimming pool and free WiFi.
This hotel features 1 bedroom and 1 bathroom, and is conveniently located near Anna Maria City Pier, just 2.7 miles away, making it a great choice for travelers seeking dog-friendly accommodations.
This hotel features 1 bedroom and 1 bathroom, and is conveniently located near Anna Maria City Pier, just 2.7 miles away, making it a great choice for travelers seeking dog-friendly accommodations.

Anna Maria Island, FL
08/11 – 08/16
$434/nighttotal: $2170 (5 )
Tradewinds 1 Bedroom Dlx North Cottage.pet Friendly.
1 4hotel, Bradenton Beach
Just across the street from exclusive private beach access, Tradewinds Beach Resort in Bradenton Beach offers a pet-friendly hotel experience with Key West style cottages, conveniently located near Mote Marine Laboratory & Aquarium.
These dog-friendly cottages feature one bedroom, one bathroom, a full eat-in kitchen, and a queen sleeper sofa, accommodating up to four guests, with complimentary beach chairs and umbrellas, an on-site bay front pool, and a fishing dock.
These dog-friendly cottages feature one bedroom, one bathroom, a full eat-in kitchen, and a queen sleeper sofa, accommodating up to four guests, with complimentary beach chairs and umbrellas, an on-site bay front pool, and a fishing dock.























