
Vacation rentals in Anna Maria
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Top-rated vacation rentals in Anna Maria
Guests agree: these stays are highly rated for location, cleanliness, and more.

Beaches & Bay Walk | 5 Min to AMI
Experience the ultimate beachside retreat in this newly renovated 1/1 condo, located within walking distance to the serene beauty of Palma Sola Causeway Parks Bayfront beach, jet-ski rentals, and horseback riding and also a quick drive/bike from the beaches of Anna Maria Island. This well-positioned condo offers the perfect balance of convenience and tranquility, providing easy access to the natural wonders of the island and the vibrant attractions nearby, including canal fishing, jet skis, etc.

Beachfront condo in paradise with hot tub AMI
You only have to go down 14 stairs from your second-floor beachfront condo to have your toes in the powder soft sand. A queen size bed with a soft mattress in the bedroom and a queen size pullout couch in the living room. Full kitchen in the unit and laundry available downstairs. Cable and high-speed internet included. One assigned parking spot. Enjoy the sunset from your balcony as it sinks into the Gulf. Perfect for a romantic couple getaway or bring the kids for a fun stay at the beach

Charming Beach house amongst huge Banyon Trees
Charming bright beach house set amongst grand Banyan trees on tip of Anna Maria. 3 min's stroll over a small fishing bridge to historic Pine Ave w/ quaint eateries and shops. Huge fenced yard voted "A Tropical Paradise" Porch sits among huge banyan trees with native birds. 7 min’s walk to bay front beach or rod and reel pier for fresh meals, cocktails, fishing w/ equip & bait supplied, from there stroll along The beach to "Bean Point" voted 1 of the most beautiful beaches in the world.

Bradenton Beach Sunsets 3, Anna Maria Island, FL
Fully furnished water view beach cottage located on beautiful Anna Maria Island across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with a queen pull out couch make this a great location for, solo guest, business travelers, and families. . Beach chairs/umbrellas/etc. provided. 3 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.

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.

Island Beach Paradise, Close to Everything, Bikes
This remodeled condo is in the ideal location for your Anna Maria Island getaway. Award winning restaurants, great shopping and a marina are right out your door. The world famous beach on the Gulf of Mexico is three blocks away. Bikes, beach cart, beach supplies are provided. The expansive park across the street has tennis, pickleball, basketball, skate park, playground, dog park, boat & kayak launch ramp. Relax on your deck and enjoy a coffee & the beach breeze through the palm trees.

Beach Don't Kill My Vibe by Beach Boutique Rentals
*Features include* * Modern vacation rental directly on Pine Ave! * King bedroom with TV * Queen bedroom with TV * Bathroom with walk in shower * Small kitchenette with full-size refrigerator * Private deck with table and umbrella * Private back yard with putting green and outdoor seating * Off-street parking for one vehicle * Trolley stop across the street * Walkable to all shops and restaurants on Pine Avenue * Beach chairs, umbrella, and cart * Steps to the beach!

Newly Remodeled Beachfront Studio - On the sand!
ONE SHELL COVE on Anna Maria Island has been totally remodeled after Hurricanes Helene and Milton. Wonderful studio floor plan with amazing kitchen. Beautiful view of the waves and the beach right outside your window. Grab your towel, take a few steps and you're on the beach. The sand comes right up to your door in this ground floor unit. Amazing Location Walk to some restaurants Free Trolley goes up and down the Island Rent Kayaks and Paddleboards and enjoy the Beach

Turtle Cottage - Anna Maria Island
Great 1 bedroom, 1 bathroom cottage on the quiet north end of the island. The house is conveniently located and within walking distance (two short blocks) to the beach and close to the intersection of Gladiolus Street/Alamanda Road. Spectacular sunrises are just a short walk away at the Rod and Reel Pier, and the sunsets at Bean Point Beach are second to none, just a few blocks away. This great getaway sleeps up to 4.

KING bed + Anna Maria Island Beaches + Beach Gear!
🦩🦩Welcome to the FUNky Flamingo! Your tropical getaway that combines style, fun, and the serene beauty of the Gulf Coast. This cozy, vibrant themed condo is the perfect destination for your next Beach vacation. Walking distance to Palma Sola Beach Causeway, where you can enjoy sun-bathing, horseback riding, jet skiing, and fishing! 5 mins from the Gulf of Mexico and powdery white sand beaches of Anna Maria Island!

Tranquility on the bay.
Tucked away from the hustle and bustle, my mobile home is located in a very unique neighborhood right on the bay with a little beach 2 min. down the road from my house, where you can sit and enjoy the views or fish. The homes are a combination of mobile homes like mine and houses with the most wonderful people of all walks of life. Very quiet, very safe and friendly. 5 min. to Bradenton beach and 10 min. to AMI.

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 saltwater pool/spa! Free pool heat!

Salty Harbor AMI pool retreat near the Beach

Cozy Cottage - POOL HOME! 3/3

Turtle Nest! Private Heated Pool and Access to the

༄ Sunset Shore on Anna Maria Island ༄

Minnow 2 by Duncan Real Estate

The Cottage on Pine - Pine Ave Cottage w/ Pool

Ocean Air Oasis-New Centrally Located AMI Luxury
When is the best time to visit Anna Maria?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$84,921 GYD | G$109,184 GYD | G$156,873 GYD | G$135,538 GYD | G$100,190 GYD | G$112,112 GYD | G$127,799 GYD | G$92,032 GYD | G$84,084 GYD | G$79,064 GYD | G$103,536 GYD | G$107,720 GYD |
| 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
How is the weather in Anna Maria?
Anna Maria experiences a tropical climate with warm, humid summers that generally reach 90°F (32°C) and mild winters hovering around 70°F (21°C). Rainfall is most common in the summer months, while winter remains relatively dry.
What are some of the best things to do in Anna Maria?
Popular activities in Anna Maria include beachcombing, exploring the local dining scene, boating, fishing, and bird watching. For those interested in culture, visiting Island Gallery West, a co-op of local artists, is often recommended.
What is the best time of year to visit Anna Maria?
The most popular time to visit Anna Maria is from February to May when the weather is warm and dry. During this time, the island hosts the Anna Maria Island Art League Springfest in March and the Food and Wine on Pine event in May, attracting many visitors.
What are the best places to stay in Anna Maria?
Popular areas to stay in Anna Maria include the bustling Holmes Beach area, the serene Bean Point neighborhood, or the city center near Pine Avenue for its proximity to shops and restaurants. The Bradenton Beach area is also frequently suggested for its lively atmosphere and beachfront properties.
What are the best places to visit in Anna Maria?
Frequently suggested places to visit include the historic Anna Maria City Pier, Bean Point Beach for its tranquil atmosphere, and the island town of Bradenton Beach. The Anna Maria Island Historical Museum is popular for those interested in local history.
What are some hiking trails in Anna Maria?
Though Anna Maria is known more for its beaches, lovers of the outdoors can take a leisurely walk along the Coquina Baywalk at Leffis Key, a trail with abundant wildlife. The Robinson Preserve in nearby Bradenton, a 15-minute drive away, also has numerous walking and biking trails.
What are some family activities to do in Anna Maria?
Families often enjoy exploring the Anna Maria Island Historical Society to learn about the area's past, embarking on dolphin watching tours, or spending a day at Bayfront Park, a beachfront area with a playground and picnic spots. Another frequently suggested activity is visiting the Island Gallery West, a local artist co-op.
What are some of the best day trip ideas in Anna Maria?
A day trip to the nearby city of Bradenton, just 10 miles (16 km) away, is often recommended for its rich history and vibrant arts scene. Alternatively, you could explore the De Soto National Memorial, about 7 miles (11 km) away, or venture further to Tampa, 60 miles (96 km) away, known for its exciting theme parks.
Are there pet-friendly vacation rentals in Anna Maria?
Four-legged friends are welcome in Anna Maria. Choose from more than 180 vacation rentals for guests traveling with pets.
Do house rentals in Anna Maria have air conditioning?
Absolutely! We offer over 420 house rentals with air conditioning in Anna Maria. Enjoy a tailored experience with all the comforts you desire.
Are there Anna Maria vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 410 vacation homes with pools in Anna Maria, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in apartment rentals in Anna Maria?
Experience the best of Anna Maria with our apartment rentals, starting at about $130 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do condo rentals in Anna Maria have wifi?
Absolutely! We offer over 30 condo rentals with wifi in Anna Maria. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Anna Maria have a bbq area?
Absolutely! We offer over 190 house rentals with a bbq area in Anna Maria. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Anna Maria?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly vacation rentals in Anna Maria?
Anna Maria has more than 450 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there vacation rentals with a dedicated workspace in Anna Maria?
Yes! Work meets play with ease at over 210 vacation rentals in Anna Maria featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Anna Maria have a gym?
Absolutely! We offer over 80 house rentals with a gym in Anna Maria. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Anna Maria

Total vacation rentals
Explore 490 vacation rentals in Anna Maria

Nightly prices starting at
Anna Maria vacation rentals start at G$23,008 GYD per night before taxes and fees

Verified guest reviews
Over 9,810 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 180 rentals that welcome pets

Vacation rentals with a pool
410 properties feature pools

Rentals with dedicated workspaces
290 properties have a dedicated workspace

Wi-Fi availability
490 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!
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