
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.

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.

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.

Heated Pool, Hot Tub, Game Room, Steps to Beach!
Welcome to Island Dreams, the ultimate peaceful escape just 4 min walk from Anna Maria Island's stunning beaches. This fully renovated three-bedroom, three-bath beach house features a Zen-inspired backyard oasis, a private cocktail pool, and a game room! Walk to shops, restaurants, and the trolley stop! Island Dreams offers the perfect blend of relaxation, location, and indoor and outdoor fun! NOTE: Holmes Beach has a 7-day rental minimum. Check in / Check out days are on Saturdays.

Gulf Front! Sunset Deck! + Walk to Bridge St Pier!
🌊🏄Welcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! 🏖️Experience the ultimate beachfront retreat at this unique & stunning property nestled across from one of the top beaches in the world. A perfect blend of luxury, comfort, & unparalleled views awaites. With an upstairs loft featuring 3 single beds & 2 downstairs rooms with king beds, it's an ideal getaway for families, friends, or anyone seeking a slice of paradise.

Salty Harbor AMI pool retreat near the Beach
Charming Salty Harbor sits in a quaint, exclusive corner of AMI and boasts a private heated pool and ample parking for 2 vehicles and even a boat: -Ask us if your dates don't fit our calendar! -If you don't have a single 50Lb pet, please discuss it with us -One of the twin boutique MyAnnaMariaStay homes, look us up! You'll love the luxury mid-century feel, lush yard, and a 6-min walk to the beach, Publix or the trolley stop. AMI was voted a top 50 vacation spot in the world in 2024

Anna Maria retreat house
Elevated home with all the amenities. Walking distance to the beach, chairs and towels provided. Relax in the backyard patio, including pool with waterfall . The shaded balcony overlooks the pool if you need to escape the sunshine. There’s a free trolley that runs all day in AMI if you don’t want to take the car out. The house is located across the street from Bimini Bay, enjoy a jog through these side streets in the morning. Local shops and restaurants that will not disappoint .

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.

Cabin 1 at Spinnakers Vacation Cottages
My place is close to the beach, family-friendly activities and the free AMI trolley. You’ll love my place because of the location and the ambiance. Cabin 1 is part of Spinnakers Vacation Cottages located just steps to the sparkling Gulf. My place is good for couples, solo adventurers, families (with kids), and furry friends (dogs, for a small pet fee) Spa maintains same temperature as pool.

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!

Enjoy AMI sunsets | Chic home w/ Saltwater pool!

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

Anna Maria Island of Palms - 5bedrooms POOL Games

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 | £336 | £435 | £642 | £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 condo rentals in Anna Maria?
Anna Maria has more than 10 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Anna Maria?
Experience the best of Anna Maria with our house rentals, starting at about $10 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 house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 370 house rentals with pools in Anna Maria, available on Airbnb. Make a splash and soak up the sun in style!
Do cottage rentals in Anna Maria have air conditioning?
Absolutely! We offer over 10 cottage rentals with air conditioning in Anna Maria. Enjoy a tailored experience with all the comforts you desire.
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 170 house 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 House Rentals in Anna Maria?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a gym, over 170 homes with a bbq area, over 420 homes with wifi, over 420 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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