
Vacation rentals in Anna Maria
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Quick stats about vacation rentals in Anna Maria

Total vacation rentals
Explore 470 vacation rentals in Anna Maria

Nightly prices starting at
Anna Maria vacation rentals start at €26 per night before taxes and fees

Verified guest reviews
Over 10,070 verified reviews to help you choose

Family-friendly vacation rentals
460 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 160 rentals that welcome pets

Vacation rentals with a pool
410 properties feature pools

Rentals with dedicated workspaces
270 properties have a dedicated workspace

Wi-Fi availability
470 of Anna Maria vacation rentals include wi-fi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Anna Maria rentals

4.8 Average rating
Anna Maria stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated vacation rentals in Anna Maria
Guests agree: these stays are highly rated for location, cleanliness, and more.

Waterfront, Heated Pool, Elevator, Fire Pit, Dock
Escape to The Blue Ark, a 3-story home inspired by Noah’s Ark. Families will love this peaceful retreat, blending luxury and comfort. Discover the island's only natural lagoon, boasting stunning views, manatee and occasional dolphin sightings! Unwind by the heated pool, fish from the dock, or take an easy 4-5 minute walk to the beach. End the day with a drink by the fire pit on the top deck, watching the sunset. The Blue Ark has an elevator, 3 bedrooms + extra sleep space, 8 beds and 4.5 baths.

Carissa A | Beachside Retreat | Golf Cart | Pool
Carissa Loft A🏝️ A well-designed home offering comfortable spaces to relax, reconnect & experience all that AMI has to offer! Step inside to discover a private lower level retreat featuring a queen bed, sofa, TV and game table. Upstairs you'll find the fully stocked kitchen, inviting family room, 2-bedrooms & 2-full baths. The private outdoor oasis features a heated/cooled cocktail pool. 🚙Park the car & let the island adventures begin! The 6-person golf cart is complimentary with your stay!

Sea 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.

Anna Maria - 3 Bd 2 Bth-Heated Pool-Walk to Beach
Anna Maria Island - located in Holmes Beach within 5 blocks walking distance to beach, and even closer to restaurants, shops, etc. Heated Pool and All amenities provided including bikes(6), beach chairs(6), beach gear, and even a beach cart to haul it all. Ping Pong Table, Corn-hole, Smart TVs with free movies and HIGH Speed WiFi AZURE BLISS! Note: - Security device (video monitoring) at exterior front, side, and rear of property (front door, side gate, rear yard) - License # VRC21-

Bayfront Beach access with Heated Pool!
Our modern yet beachy retreat is the perfect oasis on the North end of Anna Maria Island w/breathtaking panoramic views of Tampa Bay & the iconic Skyway Bridge. The backyard oasis features a refreshing saltwater pool & fully fenced backyard, complete w/artificial turf & outdoor shower. Just steps away, you'll find full access to a stunning white sandy beach & the crystal-clear waters of Tampa Bay! Conveniences have been carefully considered, creating the most ideal vacation destination!

Manatee Sanctuary - in the heart of Anna Maria
Welcome to Manatee Sanctuary – a spacious 3 bed/ 2 bath canal-front retreat with a private heated pool and hot tub, located in the quiet and highly sought-after North End of the island. This serene and private oasis offers everything you need for a relaxed and memorable beach vacation. The home features an open-concept living and dining area, fully stocked kitchen, and an upstairs porch ideal for morning coffee or evening relaxation. The backyard opens onto a peaceful saltwater canal.

TOES IN THE SAND!
Waves Edge South is one of two very unique homes situated directly on the sugar white sands of Anna Maria Island. Welcome to a dreamy island which oozes the charm of ‘old’ Florida and will remind you of yesteryear when you were young and the pace was a little slower. A place where visitors and residents are as likely to use a bicycle or a golf cart as hop in a car. An Island where the warm waters will soothe your soul and you will leave longing to return once more.

Ocean Air Oasis-New Centrally Located AMI Luxury
Immerse yourself in coastal luxury at this exceptional 3-bedroom, 2.5-bathroom custom home, where opulent high-end finishes and stunning pecky cypress floors adorn every nook. Revel in the impeccable features, including Sub-Zero and Wolf appliances, marble countertops, Shaw’s sinks, and exquisite custom woodworking, all bathed in abundant natural light. This delightful space offers panoramic views of the lavish backyard, complete with a heated pool and spa.

Sea Vue -King Beds | Stunning Views | 2MI to Beach
Welcome to Sea Vue, a luxury Western facing home offering unparalleled water views, superior outdoor living, 5 bedrooms with dreamy hotel style bedding and activities for the entire group. Located just 2 miles to award winning St. Pete Beach & a short drive to the booming Downtown area this home is sure to exceed guest's highest expectations. Prepare to experience the highest level of customer service and indulge in your own private oasis inside and out.

Bradenton Beach Sunsets 2, Anna Maria Island, FL
Fully furnished water view beach cottage located on beautiful Anna Maria Island directly across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with the queen pull out couch. Beach chairs/umbrellas/Boogie boards/laundry room, etc. provided. Three blocks from historic Bridge Street with lively restaurants and bars. Free island trolley and across the bridge from Cortez fishing village. Free off-street parking.

Magnolia Breeze by Duncan Real Estate
Welcome to Magnolia Breeze! This beautiful, bright and sunny 3-bedroom, 2-bathroom property has 1924 square feet of spacious, elevated living area and the ability to accommodate 6 guests very comfortably inside and out. Magnolia Breeze is large and offers plenty of room for the whole family. Everything is conveniently available on one elevated level. Enter from the ground-floor and ascend to the first floor.

L'Oasis East w/Dip Pool
Completely remodeled, this beautifully 2-bedroom duplex, crafted to enhance your living experience. Every detail has been thoughtfully designed to create a serene and inviting atmosphere. New images showcase this stunning transformation, come visit us to see the beauty in person! Additionally, West and East are now available for rent together, featuring convenient adjoining doors through the utility room.
Popular amenities for Anna Maria vacation rentals
Other great vacation rentals in Anna Maria

NEW! w/ Pool - The Pearl Unit 2 on AMI

Luxury Escape, Pool, Beach, Essentials & Fun!

West Bradenton Cottage *No Cleaning Fees or Chores

AMI Ohana Beach Resort C with fabulous salt pool!

NEW! Steps to Beach, Hot Tub, Pool, Kid Friendly

Wonderful 3/2 close to beach! Heated pool!

10 min AMI | 15 min IMG | Heated Pool

MorSea Cottage: A Beachside Oasis
When is the best time to visit Anna Maria?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €394 | €511 | €753 | €580 | €480 | €597 | €528 | €380 | €347 | €317 | €380 | €431 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
Frequently Asked Questions
What are the best places to stay in Anna Maria?
Areas near the beach and around Pine Avenue are frequently suggested for easy access to shopping, dining, and outdoor activities. Quiet residential neighborhoods offer a restful atmosphere and family-friendly accommodations.
What are the best things to do in Anna Maria with kids?
Families often explore sandy beaches, visit simple playgrounds, or try paddleboarding in calm waters. Kids enjoy spotting dolphins, visiting local ice cream shops, and learning about wildlife at small nature exhibits.
What are some of the best things to do in Anna Maria?
Spend time at sandy beaches, stroll the Anna Maria City Pier, or browse independent shops along Pine Avenue. Visitors often enjoy nature tours, water sports, and tasting fresh seafood at local restaurants.
How is the weather in Anna Maria?
Anna Maria has warm, sunny weather for much of the year, with winter temperatures around 51–74°F (10–24°C) and summer highs near 74–91°F (23–33°C). Expect wetter conditions from late spring through early autumn.
When is the best time to visit Anna Maria?
Many visitors favor spring and autumn for milder temperatures, fewer crowds, and sunny days. Late winter is also pleasant, with comfortable weather for beach activities and exploring outdoors.
What are the best places to visit in Anna Maria?
Pine Avenue features local shops and small galleries, while the Anna Maria City Pier is known for fishing and views of the water. Bayfront Park is also frequently suggested for family picnics and sunset watching.
What are some hiking trails in Anna Maria?
Anna Maria has short nature trails in parks and coastal preserves, where you can walk under shady trees or spot local birds. Boardwalk paths over wetlands are a peaceful way to experience the island’s ecosystems.
What are some family activities we can do in Anna Maria?
Families in Anna Maria often enjoy shell hunting on the shore, riding bicycles through tree-lined streets, or taking wildlife cruises. Fishing from the pier is another favorite activity for all ages.
What are some of the best day trip ideas from Anna Maria?
Around Anna Maria, you can explore nearby coastal preserves, botanical gardens, or visit local farmers’ markets. Historic downtowns and nature parks in the region also make enjoyable day excursions.
Are there any pet friendly accommodations available in Anna Maria?
Many accommodations across Anna Maria welcome pets, especially in residential zones near the beach and quieter neighborhoods. Outdoor patios and local parks make it easy to include your pet in your visit.
What are some local tips for visiting Anna Maria?
Bring sun protection, as Anna Maria’s open beaches can be bright throughout the day. Exploring by bicycle is a relaxed way to see neighborhood gems, and early mornings are quieter for shelling or birdwatching.
What is Anna Maria known for?
Anna Maria is known for its relaxed island atmosphere, sandy beaches, and pastel historic cottages. Visitors often highlight the welcoming community, fresh seafood, and laid-back village feel.
What are the best hidden gems to explore in Anna Maria?
Anna Maria has quiet backstreets lined with pastel cottages, tucked-away beach access points, and small local art galleries. Exploring the City Pier or seeking out unmarked shelling spots can lead to surprising finds.
What are the best foods to try in Anna Maria?
Anna Maria is known for fresh seafood dishes such as grouper sandwiches, stone crab, and peel-and-eat shrimp. Key lime pie and locally made ice cream are frequently suggested treats to enjoy after a seaside meal.
What should I bring for a trip to Anna Maria?
Pack lightweight clothing, sunblock, and a hat for the warm, sunny weather. A reusable water bottle, beach towel, and sandals are useful for shoreline activities, while a light rain jacket can be handy in summer.
What is the nightlife in Anna Maria like?
Anna Maria has a laid-back nightlife scene with low-key bars, open-air venues featuring live acoustic music, and cozy spots for beachside dining. The mood tends toward relaxed evenings rather than high-energy nightlife.
What are the most popular events or festivals in Anna Maria?
Seasonal art walks, food festivals, and holiday parades are often recommended in Anna Maria. Spring and summer feature outdoor concerts and craft fairs near the city center.
Are there family friendly vacation rentals in Anna Maria?
Anna Maria has many vacation rentals suited for families, with options that include larger homes, kitchens, and access to outdoor space. Look for properties near the beach or in quiet neighborhoods for a relaxed stay.
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