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

Heated Pool, Elevator, Waterfront, 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.

Green Jacaranda AMI Duplex B, 5 min walk to beach
Location!!! North end of Anna Maria . Steps to the Bean Point Beach and everything you need for your perfect AMI Vacation. The duplex property features fully remodeled units thoughtfully arranged around a free style heated pool, creating a private, resort-style atmosphere. Guests may reserve 1 unit or the entire property , total of 5 units avail for rent in multiple duplexes making it ideal for extended families or group gatherings seeking both togetherness and privacy. MAX Occupancy - 4 people

Duplex Heated Pool Walk to Beach
Just a short 3-block stroll to the stunning Anna Maria Island Beach, Bayfront Park, and the charming shops and restaurants along Pine Ave, this exquisite property offers the ultimate island getaway. Experience luxury and comfort in one of two custom-designed villas by the renowned island architect, Gene Aubry. The duplex villas share a heated pool and a spacious backyard deck, but each has its own private entrance, driveway, and outdoor areas for you to enjoy. Luxurious but laid back comfort.

Carissa A | Beachside Duplex | Golf Cart | Pool
Welcome to Carissa Loft A, your completely private half of a beachside duplex on AMI! The duplex is designed back-to-back, meaning you have your own private indoor and outdoor spaces, entrance & pool-No shared amenities! Loft A includes: 3 beds, 2 baths, full kitchen, 2 separate living areas, balcony, heated/cooled cocktail pool, & garage w/golf cart! Ideal for up to 6 guests. Need more space? You can book both sides of the duplex for larger groups while still enjoying separate living areas.

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.

Luxury 2BR Oceanfront Condo + Rooftop Patio
Modern Condo with Stunning Ocean Views: - Cozy turf patio - Smart TVs and high-speed WiFi - Fully equipped kitchen - Two private parking spots for hassle-free stays - Just a 2-minute walk to the beach Unique Features: - Social Media worthy grass wall - Two comfortable beds: one king & one queen, ensuring a restful sleep - Queen-sized inflatable extra bed Prime Location: - Conveniently located next to the AMI trolley stop - Within walking distance to dining, a gym, and more!

Pergola Oasis | Walk to Beach + Outdoor Living
Welcome to Salty Palm, a newly remodeled coastal retreat in the heart of Holmes Beach. Just a short walk to the white sandy beaches of Anna Maria Island, this home features a private covered pergola with outdoor lounge seating and dining, creating the perfect space to relax day or night. Steps from shops and eateries, with nearby bike and golf cart rentals, plus access to community amenities including a boat ramp, kayak launch, fishing dock, and tennis & pickleball courts.

83rd St Villas West by Duncan Real Estate
Welcome to 83rd St Villas West! A stunning ground-level vacation villa just a 6-minute walk from the beach! With two bedrooms and two bathrooms, this rental sleeps up to six guests. You and your guests can sit back, relax, watch movies, and connect over effortless conversations in the living area. Top of the range, fully equipped kitchen with Cafe appliances, ample counter space, cook top and oven, extra-large fridge/freezer making meal prep a breeze.

Key Lime Cottage | Hot Tub | Steps to Beach
Key Lime Cottage is a charming 3BR/2BA coastal retreat just across the street from the Gulf beach and two houses from the iconic Rod & Reel Pier. This pet-friendly home features a private fenced yard, hot tub, bikes, and paddle boards, plus a fully stocked kitchen, Smart TVs, and fast Wi-Fi. Walk to Pine Avenue shops and restaurants, enjoy effortless beach access. Relax, unwind, and experience the best of Anna Maria Island—right outside your door.

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.

Ocean72 | Heated Pool & Spa | 2BR Near Beach
Welcome to your island escape at Ocean72 in Holmes Beach! Just a short walk to sugar-white beaches, this coastal retreat features a private heated pool & spa, lush tropical landscaping, and seamless indoor-outdoor living. Enjoy a fully stocked kitchen, plush beds, and beach gear. Guests also have the option to add a private golf cart for easy island exploring and beach trips.
Popular amenities for Anna Maria holiday rentals
Other great holiday rentals in Anna Maria

Relax at Bryant's Beach Bungalow!

AMI Beach Oasis • Steps to Beach • Newly Built

Sunset Cottage

Fins to the Right: On the Gulf of Mexico! Beach!

1BR | Enclosed Yard | Deck | AC | W/D

Starfish cottage w/heated pool in PRIME location

Hot tub•Fire Pit•Movie nights•Near AMI and beaches

Sea Glass North End • 2bed/2 bath Steps to Beach
When is the best time to visit Anna Maria?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £299 | £385 | £553 | £477 | £353 | £395 | £450 | £324 | £296 | £270 | £324 | £368 |
| 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
Are there family-friendly house rentals in Anna Maria?
Anna Maria has more than 420 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in condo rentals in Anna Maria?
Experience the best of Anna Maria with our condo rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
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.
Are there vacation rentals with a dedicated workspace in Anna Maria?
Yes! Work meets play with ease at over 290 vacation rentals in Anna Maria featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Anna Maria cottage rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 cottage rentals with pools in Anna Maria, available on Airbnb. Make a splash and soak up the sun in style!
Do apartment rentals in Anna Maria have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Anna Maria. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Anna Maria have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Anna Maria. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Anna Maria have a bbq area?
Absolutely! We offer over 10 apartment rentals with a bbq area in Anna Maria. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Anna Maria have a gym?
Absolutely! We offer over 10 house rentals with a gym in Anna Maria. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Cottage Rentals in Anna Maria?
Enhance your stay in our Cottage Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Anna Maria

Total holiday rentals
Explore 510 holiday rentals in Anna Maria

Nightly prices starting at
Anna Maria holiday rentals start at £7 per night before taxes and fees

Verified guest reviews
Over 10,380 verified reviews to help you choose

Family-friendly holiday rentals
480 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 180 rentals that welcome pets

Holiday rentals with a pool
430 properties feature pools

Rentals with dedicated workspaces
290 properties have a dedicated workspace

Wifi availability
510 of Anna Maria holiday rentals include wifi 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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