
Pet-friendly vacation rentals in Anna Maria
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Top-rated pet-friendly home rentals in Anna Maria
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Breezy Harbor AMI pool retreat near the Beach
Stunning Fall 2024 renovation done! Charming Breezy Harbor boasts a private heated pool and sits on a quaint corner of AMI. Upon arriving you will immediately feel stress melting away. You'll love grilling in the lush yard and a 6-min walk to the beach or the AMI trolley stop. A supermarket is a couple of streets over. The home is perfect for families, couples, 1-50Lb pet, and working remotely. Ample Parking for 2 vehicles and toys. *Ask us for shorter stays and always discuss your pets with us*

Pineapple Paradise~WATER SLIDE/ Heated Pool & Spa!
Enjoy the waterslide heated pool home! Perfect for adults & kids of all ages. Owner managed. This exceptional 4 bed, 6 & 1/2 bath vacation home is just a few steps away from the beach. To provide guests with an unforgettable experience, we have designed this house with a perfect backyard for entertaining & an incredible rooftop deck that offers stunning views of the Gulf! • Owner Managed • Rooftop deck • Private pool with waterslide & spa • Outdoor living space • Foosball/Ping Pong • Connect 4

Be an AMI
This stylish and light home offers single-level private accommodations. The recently updated interior and private backyard oasis with plunge pool offers the perfect space for a truly relaxing and enjoyable vacation. Inside, the stylish and comfy space has room for everyone to spread out and relax while enjoying the two flat screen TVs. No expense was spared in designing and furnishing this home. The sleeper sofa pulls out to a memory foam queen bed, meaning the cottage can comfortably sleep 4.

Brand New Remodeled Villa + Large Private Pool!
Remodeled cottage with a lush tropical backyard, which boasts a Private Heated pool with Waterfall and Swim-up Tiki Table, turf putting green ,Weber Grill, patio bar with 55” Outdoor Smart TV! Calypso is outfitted with a cozy Coastal decor, you feel that vacation vibe as soon as you walk in the door. The kitchen offers quartz countertops with Stainless Steel appliances. Both bedrooms have King size beds, living room has a queen sleep sofa. All furniture was brand new in December of 2024

2nd House from the Beach with No Roads to Cross
Seaside Sanctuary is the upper level unit of a beachfront duplex. It is the 2nd house from the beach with no roads to cross. The front yard is thirty steps from one of the most pristine beaches on the Gulf of Mexico. The house is located on a quiet residential street near the north tip of the island. The front deck is a great place to watch the sunset. The house is clean, comfortable and well appointed. We welcome well behaved dogs and have a fully fenced yard for your pup to play.

Beautiful Beachfront Cottage on the Water
Renovated, romantic 1937 beach front cottage. Last of its kind in the quiet family setting of Indian Shores Florida, halfway between Clearwater Beach and Treasure Island/John's Pass. Truly an "Old Florida" experience with original pine floors, Florida room and covered porches, as well as updated kitchen and bathroom. This house, uniquely built near ground level, allows it to be waterfront on the beach while shaded by huge pine trees. You won't find a more tranquil setting on the beach.

Kayak w/ Dolphins - Private Studio
Paddle with dolphins in Palma Sola Bay from this private-entrance, 2-room studio with living room, food prep area (no kitchen sink), bedroom w/ queen & bath. Two TVs, WIFI. Dock access in back yard includes use of kayaks/canoe or docking your boat. No hidden cleaning fees. Quiet on dead-end street. Owner lives in back of house facing canal (see photo). Your space is private with a tropical street entrance & access to the back yard. Non-shedding dog considered with prior approval.

Blanco and Sunset Villas on Anna Maria Island
Back Open Jan '25! Located just 200 steps from the beach you’ll have your feet in the sand in no time. A comfortable living area + fully equipped kitchen. Furnished with island décor and local art. Everything you need including a heated pool, large patio with a Tiki hut, tropical gardens, plus a private outdoor area with a shower for your comfort. Walk to everything – grocery, pharmacy, ice cream, breakfast, pizza, donuts, and the beach which is less than 2 minutes away.

Twin Palms: Big House Steps to Beach w/Lush Pool
Twin Palms is home to NY Times best-selling food writer and chef and her tech husband. Infant/kid/pet-friendly just 5 min. walk to the beach. Private lagoon-style *heated* saltwater/low chlorine pool amid lush landscaping with gorgeous rock waterfall. New appliances, HVAC, 60-inch Sony HDTV, Italian leather reclining sofas, BBQ, beach gear, three king bedrooms, all linens provided. Classic Florida one-level home - no stairs. Managed directly by owners, so no crazy fees.

STEPs to BEACH! /Heated Salt Pool/Sunsets/5 STAR!
Less than a 2 min WALK to the white sand beaches of the Gulf, this 4 BR home comfortably sleeps 8. Large bedrooms & a spacious floor plan (the kitchen, dining and living rooms flow together), the house is perfect for families. The bedrooms are split 2+2 & paired with bathrooms on opposite ends of the house (a pocket door adds privacy). Private heated saltwater pool sits amidst the tropical yard. Hop on the free trolley and explore Florida's gorgeous Anna Maria Island.

Palm Retreat: #1 Top Rated Rental of Bradenton/AMI
Enjoy Florida sun in a stunning, newly renovated 4/2 pool home! We have provided almost everything we could think of including five 4k TVs w/ Netflix and cable, wifi, heated (optional) salt water pool w/ 7' privacy fencing, adult bikes, beach gear, Pack & Play, office, board games, relaxing lounge chairs, stocked kitchen, washer & dryer, garage parking, dog crate, all in a quiet and safe neighborhood. Oh, and of course it's just 5 miles to world renowned beaches.

Luxury 3/3 Margaritaville Resort
Our luxury 3 BR/ 3 Bath Margaritaville inspired condo features one of the best unobstructed water views of Anna Maria Sound and Tampa Bay in the community. The unit features a gourmet kitchen, high-end mattresses, furniture and electronics. The unit comes with bikes and plenty of beach gear. Come enjoy one of the best units in the only luxury development in the area. Skip the hassle of a trip to the off-site management office with keyless entry.
Popular amenities for Anna Maria pet-friendly home rentals
Pet-friendly home rentals with a pool

Ocean72, 2bed 2bath with pool

New! Luxurious Retreat w/ Resort Amenities by AMI!

Private pool, only two blocks .3 miles from beach!

Sweet Sea Life - just a short walk to the beach

NEW saltwater pool/spa! Amazing outdoor space!

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

Palm Breeze Pool Home

BRAND NEW Pool Paradise | Put-put! Games! Fire Pit
Pet-friendly house rentals

Dockside Dreams w/ Pool and Spa

+ Anna Maria Seaside Escape +

Tropical Cottage w SPA near Anna Maria Island IMG

Epic Family Fun: Hot Tub, Sauna & Pickleball Fun

Grotto Pool House, 3 bed, 2 bath, IMG 3 miles, AMI

Sunset View Pet Friendly w/Pool Beach Home

Sea Glass Cottage

Manatee Manor-4br/2bth Heated Pool
Private, pet-friendly home rentals

Costa Bella: 4-Bedroom Home with Private Pool, Spa

Anna Maria Island Beach Getaway – Sleeps 6

Relax at Bryant's Beach Bungalow!

Backyard Bliss Anna Maria Island

Sunkissed&Salty: Prime Location!

Blue Bungalow A

Charming Beach house amongst huge Banyon Trees

Waterfront in Paradise
Quick stats about vacation rentals that are pet-friendly in Anna Maria
Total rentals
180 properties
Nightly prices starting at
€ 77 before taxes and fees
Total number of reviews
4.7K reviews
Family-friendly rentals
160 properties are a good fit for families
Rentals with a pool
150 properties have a pool
Rentals with dedicated workspaces
80 properties have a dedicated workspace
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- John's Pass
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Dunedin Beach
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Lido Key Beach
- Anna Maria Public Beach
- Cortez Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Gulfport Beach Recreation Area
- Jannus Live
- Manasota Key Beach
- ZooTampa at Lowry Park
- North Beach
- Adventure Island
- River Strand Golf and Country Club
- Splash Harbour Water Park