Anna Maria, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Anna Maria, Florida on RentalSaver.com!

Anna Maria Rentals

From $373 per night (USD)
VRBO
Manatee Retreat Unit B by SeaBreeze Vacation
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Drive through the gated driveway with a manatee on it and you'll enter Manatee Retreat. This duplex is a private getaway ...
From $373 per night (USD)
VRBO
From $1179 per night (USD)
VRBO
Cedar Sunsets - 4 bed, 4 bath, 4 houses to beach
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Make memories at this beautiful, new beach home with private pool. Only 4 houses to the beautiful white sand beaches of ...
From $1179 per night (USD)
VRBO
From $292 per night (USD)
VRBO
Blue Waters~Anna Maria, Private Home, Pet Friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Are you looking for Peace and Quiet and a place you can bring your dog too? Look no further than "Blue Waters." This lo ...
From $292 per night (USD)
VRBO
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Expedia
Anna Maria Beach House Steps to Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The perfect beach getaway, centrally located on the island. Situated one short block from the most beautiful part of the ...
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Expedia
From $433 per night (USD)
VRBO
Dave's Beach Front Condo with Private Dock boat in Anna Maria Island
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Dave's Treasure Condo, a cozy retreat located on the first floor of building number six with a great water vi ...
From $433 per night (USD)
VRBO
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Expedia
White Palms by Beach Boutique Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
PLEASE NOTE: This home is currently undergoing a full renovation. The current pictures include furniture and decor that ...
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Expedia
From $970 per night (USD)
VRBO
Casa Cay by Duncan Real Estate
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Casa Cay! This Bay front pool home on Anna Maria Island sounds like an absolute paradise! With ...
From $970 per night (USD)
VRBO
From $457 per night (USD)
Expedia
Historical Anna Maria Island 2 Bedroom, pet friendly beach cottage, sleeps 6
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
If you're longing to take a step back in time when Florida was about lazy beach days and ocean breeze evenings then look ...
From $457 per night (USD)
Expedia
From $3501 per night (USD)
VRBO
Lap of Luxury by Duncan Real Estate
Bedrooms:
6
Bathrooms:
4
Sleeps:
8
Welcome to Lap of Luxury! This home is new as of 2022 and has been meticulously built and designed to create a spa ...
From $3501 per night (USD)
VRBO
From $537 per night (USD)
Expedia
Heated Pool & Spa FREE WiFi & Trolley Close to Beach Dock your Boat!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
What a splendid retreat! This canal-front home in Anna Maria offers everything you could dream of for a relaxing and mem ...
From $537 per night (USD)
Expedia
From $1448 per night (USD)
VRBO
Kays Landing | On Pine Avenue, Heated Pool & Spa, Walk Everywhere!
Bedrooms:
7
Bathrooms:
6
Sleeps:
8
Welcome to Kay's Landing! Discover paradise at this stunning 6-bedroom, 6.5-bath home nestled along Pine Avenue, in the ...
From $1448 per night (USD)
VRBO
From $2206 per night (USD)
Expedia
Brand new luxury Home! Canal Front with Pool, Spa, Rooftop Deck with views
Bedrooms:
7
Bathrooms:
6
Sleeps:
8
Shell We Dance by Anna Maria Island Accommodations Home in Anna Maria, Florida This immaculate canal-front home is a tr ...
From $2206 per night (USD)
Expedia
From $438 per night (USD)
VRBO
Steps away to beaches and the Gulf, snowbird friendly, AC, free WIFI and parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Island Oasis Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $438 per night (USD)
VRBO
From $1699 per night (USD)
Expedia
Sunset Reflections | LUXURY New Home, Private Pool, Spa, Rooftop, Game Room, and MORE! ☀️ 🏝️
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to Sunset Reflections: The Ultimate Luxury Retreat on Anna Maria Island Experience unparalleled luxury and moder ...
From $1699 per night (USD)
Expedia
From $4151 per night (USD)
VRBO
Mandalay Bay - Enjoy waterfront luxury at its finest!
Bedrooms:
8
Bathrooms:
7
Sleeps:
18
At A Glance Heated pool with massive 12 person hot tub Newly renovated throughout- Luxury interior at it's finest 7 be ...
From $4151 per night (USD)
VRBO
From $927 per night (USD)
Expedia
A Bean Point Paradise by SeaBreeze Vacation
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Get ready to pack your bags because you'll be escaping to a tranquil oasis nestled within a lush tropical backyard, wher ...
From $927 per night (USD)
Expedia
$Isla Living 3 Bed \/ solar heated pool \/ canal access$
From $1059 per night (USD)
VRBO
Isla Living 3 Bed \/ solar heated pool \/ canal access
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Your Private Oasis Awaits at Isla Living! Discover a haven of comfort and style in our meticulously curated Airbnb acco ...
From $1059 per night (USD)
VRBO
From $1091 per night (USD)
Expedia
Jacaranda Beach House - Privat pool - by Island Real Estate
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Discover the enchanting “Jacaranda Beach House” your perfect tropical retreat located in the serene North End of Anna Ma ...
From $1091 per night (USD)
Expedia
From $1073 per night (USD)
VRBO
Villa Livella by Duncan Real Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Villa Livella is an elegant Island property that promises an unforgettable experience. The 3 bedrooms and 2 bath pool ho ...
From $1073 per night (USD)
VRBO
From $1193 per night (USD)
Expedia
New Luxury Home with Beach Views and Pool, 1 min to Beach - Siena Sky
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Siena Sky by Anna Maria Island Accommodations 10109 Gulf Drive Anna Maria, FL 34216 Welcome to Siena Sky, a new four- ...
From $1193 per night (USD)
Expedia
From $900 per night (USD)
VRBO
Whole Duplex with Pool! 1 min to Beach - Emerald Shores
Bedrooms:
4
Bathrooms:
6
Sleeps:
8
Emerald Shores by Anna Maria Island Accommodations Home in Anna Maria, Florida Embark on your paradise getaway at Emer ...
From $900 per night (USD)
VRBO
From $410 per night (USD)
Expedia
1 min to beach, Shared Pool! - Emerald Shores East
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Emerald Shores East by Anna Maria Island Accommodations Home in Anna Maria, Florida Prepare for an unforgettable vac ...
From $410 per night (USD)
Expedia
From $1219 per night (USD)
VRBO
Sapphire Gulf: 5 houses to Gulf! Pool, Putting Green by Anna Maria Life Vacation Rentals
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Sapphire Gulf by Anna Maria Life Vacation Rentals 117 Peppertree Lane, Anna Maria, FL 34216 What You'll Love About This ...
From $1219 per night (USD)
VRBO
From $736 per night (USD)
Expedia
Rainbow Reef: Close to Bean Point, Pool, Game Room by Anna Maria Life Vacation Rentals
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Rainbow Reef by Anna Maria Life Vacation Rentals 720 Holly Rd, Anna Maria, FL 34216 What You'll Love About This Home: L ...
From $736 per night (USD)
Expedia
From $887 per night (USD)
VRBO
Charming 3-bedroom house in Anna Maria with Private Pool & Spa
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to this lovely house in picturesque Anna Maria. With 3 bedrooms including 2 king beds and 1 twin bed, this cozy r ...
From $887 per night (USD)
VRBO
$New! Luxury Waterfront Views w\/Private Heated Pool\/Spa & Cabana Bar Sleeps 16$
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Expedia
New! Luxury Waterfront Views w\/Private Heated Pool\/Spa & Cabana Bar Sleeps 16
Bedrooms:
4
Bathrooms:
6
Sleeps:
16
This beautifully updated 6-bedroom, 4-bath retreat comfortably sleeps up to 16 guests, with 2 king memory foam sleeper s ...
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Expedia
From $1329 per night (USD)
VRBO
Rooftop deck with Spectacular Beach Views - Sea Creatures Cottage
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Sea Creatures Cottage by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 Experience the ultimate beach ...
From $1329 per night (USD)
VRBO
From $1760 per night (USD)
Expedia
Resort-Style Home with Lazy River Pool and Beach Views - Nautical Situation
Bedrooms:
10
Bathrooms:
8
Sleeps:
8
Nautical Situation by Anna Maria Island Accommodations Home in Anna Maria, Florida Welcome to the Nautical Situation! ...
From $1760 per night (USD)
Expedia
Click For Pricing
VRBO
Canal Front Oasis on the North End of Anna Maria Island
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to Bimini Sunrise , a brand-new vacation rental home located on the picturesque Anna Maria Island. This stunning ...
Click For Pricing
VRBO
From $805 per night (USD)
Expedia
Rose Quartz: 2.5 Blocks to Beach! Pool & Spa
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Rose Quartz by Anna Maria Life Vacation Rentals 308 Magnolia, Anna Maria, FL 34216 What You'll Love About This Home: Lo ...
From $805 per night (USD)
Expedia
From $414 per night (USD)
VRBO
1 min to beach, Beach Views, Shared Pool! - Emerald Shores East
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Emerald Shores West by Anna Maria Island Accommodations Home in Anna Maria, Florida Welcome to Emerald Shores West! ...
From $414 per night (USD)
VRBO
From $703 per night (USD)
Expedia
Manatee Manor by Beach Boutique Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Discover the ultimate retreat at Manatee Manor, a dream vacation rental nestled in the highly sought-after North End of ...
From $703 per night (USD)
Expedia
From $1669 per night (USD)
VRBO
Coming Soon. New Luxury Getaway on Anna Maria Island
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Discover the ultimate getaway at our luxurious 4-bedroom, 4-bathroom vacation rental on Anna Maria Island. This stunning ...
From $1669 per night (USD)
VRBO
From $583 per night (USD)
Expedia
Bean Point Bliss by Duncan Real Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Bean Point Bliss! This stunning 3-bedroom, 2-bathroom pool home has plenty of room for the whole family. Bean ...
From $583 per night (USD)
Expedia
From $867 per night (USD)
VRBO
Rainbow Fish: 1.5 blocks to beach! Pool, Spa & Game Room
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Rainbow Fish by Anna Maria Life Vacation Rentals 210 Archer Way, Anna Maria, FL 34216 What You'll Love About This Home: ...
From $867 per night (USD)
VRBO
From $656 per night (USD)
Expedia
Family Getaway at A Change in Latitude: Private Pool, Games, 5 Mins to Beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
A Change in Latitude by AMI Locals Home in Anna Maria, Florida Welcome to A Change in Latitude! This elevated three-bed ...
From $656 per night (USD)
Expedia
From $1620 per night (USD)
VRBO
Coral Reef: No Storm Damage, 50ft to Beach, Pool & Spa Open by Anna Maria Life Vacation Rentals
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Coral Reef is ready for your vacation! We had to take a brief pause to regroup but…Coral Reef is ready for you! We ca ...
From $1620 per night (USD)
VRBO
From $846 per night (USD)
Expedia
Charming Island Home | Heated Pool | Steps from the Beach | Anna Maria Island
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to 'AMI Du Soleil' a ‘friend of the sun’ by StayDream Vacations. Prime Location: Walk to Anna Maria Island B ...
From $846 per night (USD)
Expedia
$Thanksgiving dinner included: 15lb Turkey\/Sweet Potato Mash\/Pumpkin Pie$
From $1301 per night (USD)
VRBO
Thanksgiving dinner included: 15lb Turkey\/Sweet Potato Mash\/Pumpkin Pie
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Dockside Dream is a luxurious canal-front retreat on beautiful Anna Maria Island. This stunning 4-bedroom, 4.5-bathroom ...
From $1301 per night (USD)
VRBO
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Expedia
Two Palms by Beach Boutique Rentals
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Nestled right on the pristine shores of Anna Maria Island with panoramic sunrise views over Tampa Bay, this 4-bedroom, 3 ...
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Expedia
From $1048 per night (USD)
VRBO
Lakeview Hideaway - Waterfront Anna Maria
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
**Welcome to Lakeview Hideaway! A serene and beautifully appointed retreat on the north end of Anna Maria Island.** - L ...
From $1048 per night (USD)
VRBO
From $1478 per night (USD)
VRBO
Newly renovated one-story home with all the amenities and within walking distance to shopping, restaurants and beach!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Look. No Further! Located in the heart of Anna Maria, this four bedroom, four bath, canal front, single-story renovated ...
From $1478 per night (USD)
VRBO
$New List: Great Location water\/canal side near Bean Point for long-term stay.$
From $431 per night (USD)
VRBO
New List: Great Location water\/canal side near Bean Point for long-term stay.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
New Listing-Location, location! North end, single level canal home ready for seasonal longer stay guests (30 day min bu ...
From $431 per night (USD)
VRBO
From $647 per night (USD)
VRBO
Waterfront POOL home just Steps to Pine Ave and Beaches in Anna Maria
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Anna Maria Beach Vacations brings you this fabulous private pool home in Anna Maria Florida. It boasts, 2 Bedroom and 2 ...
From $647 per night (USD)
VRBO
From $382 per night (USD)
VRBO
Island Living, refreshing outdoor shower and pool , pet friendly if approved
Bedrooms:
3
Bathrooms:
3
Sleeps:
4
Our vacation home is 1 1/2 blocks to either the Gulf of Mexico or Tampa Bay. We have remodeled the kitchen and added a ...
From $382 per night (USD)
VRBO
From $455 per night (USD)
VRBO
4.9 rated Island rental with exceptional testimonials for over 10 years!
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
Our highly rated vacation rental home is private, immaculately clean, whimsically decorated, professionally landscaped, ...
From $455 per night (USD)
VRBO
From $307 per night (USD)
VRBO
Best Location on Island - Read Our Guest Reviews!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Seaside Views - Waterfront, Steps from Beach & Restaurants Best Location on Island - Read Our Guest Reviews! This wate ...
From $307 per night (USD)
VRBO
From $792 per night (USD)
VRBO
North end canal front home ,tiki hut, dock, heated pool, spa,beaches....
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Single family quiet vacation home on Lake La Vista has it all... Incredible view with Roser Church across the canal. Thi ...
From $792 per night (USD)
VRBO
From $1116 per night (USD)
VRBO
Spectacular Beachfront House with Pool
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to 'Sky way view', one of the most exclusive homes on Anna Maria Island. It is located in one of the most specta ...
From $1116 per night (USD)
VRBO
From $949 per night (USD)
Expedia
Jungalow Bay by Beach Boutique Rentals
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to Jungalow Bay. Your Anna Maria Island adventure awaits you in this unique, modern Bohemian and Polynesian para ...
From $949 per night (USD)
Expedia
From $891 per night (USD)
VRBO
Large Heated Pool, 2 Master Bedroom Suites, Very Close to Gulf Beach.
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
'South Cay' is an absolutely beautiful house in "Anna Maria", on Anna Maria Island, Florida. How close to the beach? Th ...
From $891 per night (USD)
VRBO
$WE ARE OPEN, 11\/27, Beachfront, PRIVATE BEACH ON THE WATERFRONT, Bring your dog$
From $1072 per night (USD)
Expedia
WE ARE OPEN, 11\/27, Beachfront, PRIVATE BEACH ON THE WATERFRONT, Bring your dog
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This stunning BEACHFRONT home was designed by an award winning Architect and is true paradise. The home has a private be ...
From $1072 per night (USD)
Expedia
From $5467 per night (USD)
VRBO
The Rod and Reel Resort
Bedrooms:
8
Bathrooms:
11
Sleeps:
30
Welcome to the new and luxurious Rod and Reel Resort. We are pleased to offer our guests the finest and most inclusive e ...
From $5467 per night (USD)
VRBO
From $663 per night (USD)
VRBO
BEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING - LOWER UNIT
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Location!!! North end of Anna Maria Island . Steps to the Bean Point Beach and everything you need for your perfect Anna ...
From $663 per night (USD)
VRBO
From $688 per night (USD)
VRBO
BEST LOCATION! NORTH END OF ANNA MARIA, FL , STEPS TO BEACH & DINING , UNIT B
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Location, Location, Location! The home located on the very desirable quiet north end of Anna Maria, Florida . This charm ...
From $688 per night (USD)
VRBO
From $535 per night (USD)
VRBO
Charming Bungalow with Fabulous Location and Private Pool!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
***Our home, like so many others on the island, was affected by hurricanes Helene and Milton. It is currently undergoing ...
From $535 per night (USD)
VRBO
$\La Casita\ Beautiful, Elegant Florida Cottage, 1 Minute Walk to the Beach!$
From $277 per night (USD)
VRBO
\"La Casita\" Beautiful, Elegant Florida Cottage, 1 Minute Walk to the Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled in beautiful tropical landscaping, this 2 bed, 2 bath beach cottage vacation rental blends simple elegance with ...
From $277 per night (USD)
VRBO
$Anna Maria Island Rentals - Beach Front - \Angels Envy\$
From $490 per night (USD)
VRBO
Anna Maria Island Rentals - Beach Front - \"Angels Envy\"
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
First, Anna Maria Island is broken up into 3 cities, Anna Maria, Holmes Beach and Bradenton Beach. The City of Anna Mar ...
From $490 per night (USD)
VRBO
From $457 per night (USD)
VRBO
Seaglass Cottage by SeaBreeze Vacation
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located just a few sandy steps from the turquoise Gulf of Mexico, Seaglass Cottage is the Anna Maria Island beach house ...
From $457 per night (USD)
VRBO
From $998 per night (USD)
VRBO
Modern Beach House with excellent location
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Direct Beach Access, fully renovated beach house. Main floor master suite that walks out to large outdoor living space. ...
From $998 per night (USD)
VRBO
$Anna Maria Northshore beauty !\ Come for the sun, stay for the fun!\$
From $1220 per night (USD)
VRBO
Anna Maria Northshore beauty !\" Come for the sun, stay for the fun!\"
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Enjoy The Good Life! In our unforgettable Beach Home. The property was built to standards for guests who demand the very ...
From $1220 per night (USD)
VRBO
From $670 per night (USD)
VRBO
BEST LOCATION! NORTH END OF ANNA MARIA, FL , STEPS TO BEACH & DINING - UNIT A
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Location, Location, Location! The home located on the very desirable quiet north end of Anna Maria, Florida . This charm ...
From $670 per night (USD)
VRBO
$Thanksgiving Open! Steps from the Beach! Walk to Bean Point! Pool\/spa! Golf Cart$
From $1234 per night (USD)
VRBO
Thanksgiving Open! Steps from the Beach! Walk to Bean Point! Pool\/spa! Golf Cart
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Have the best of both worlds with the bay & the gulf beaches at this new 4 bed/3.5 bath luxury home. Enjoy the quiet, l ...
From $1234 per night (USD)
VRBO
From $242 per night (USD)
VRBO
Best location on the island. Private dock, steps to Anna Maria Beach and Pier
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
From our private dock you can watch the sunset, drop a fishing line, watch manatees, or launch your paddle board or kaya ...
From $242 per night (USD)
VRBO
From $571 per night (USD)
VRBO
Bean Point Beach Cottage - Same street as Rod & Reel Pier & beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
(NEW LISTING!) Vacation at Anna Maria Island with the most beautiful white sands beach and emerald green waters in the w ...
From $571 per night (USD)
VRBO
From $636 per night (USD)
VRBO
BEACH NEST IS GETTING A RENOVATION! WE WILL BE BACK! CHECK BACK FOR UPDATES! XOX
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Ahhhh-welcome to Beach Nest! We offer free bikes, 2 tandem kayaks, a beach cart, bubbling hot tub, fishing dock plus a h ...
From $636 per night (USD)
VRBO
From $1035 per night (USD)
VRBO
Casa Amiga managed by Beach Retreats
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
144 Crescent Dr. Anna Maria, FL 34216 You may cancel your reservation up to 60 days before check-in for a full refund mi ...
From $1035 per night (USD)
VRBO
$LOCATION! -Bean Point area w\/pool. PANORAMIC WATER VIEW. Walk to Beach and town!$
From $636 per night (USD)
VRBO
LOCATION! -Bean Point area w\/pool. PANORAMIC WATER VIEW. Walk to Beach and town!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Sadly-Our house did take in water during Hurricane Helene (the first time ever!). We are in the process of clean-up/mit ...
From $636 per night (USD)
VRBO
From $1872 per night (USD)
VRBO
A Shore Thing - Safely Restored and Ready for Guests for December 2024!
Bedrooms:
7
Bathrooms:
4
Sleeps:
10
Welcome to A Shore Thing! On Anna Maria Island (Anna Maria, FL) A waterfront luxury home just a few blocks from the pri ...
From $1872 per night (USD)
VRBO
From $692 per night (USD)
Expedia
Bay Bungalow by Beach Boutique Rentals
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Perfectly situated in the North end of the island, Bay Bungalow is just a short stroll away from the Bay beaches, and fa ...
From $692 per night (USD)
Expedia
From $996 per night (USD)
VRBO
Yellowfin Inn: Luxury canal-front, pool home on Anna Maria Island
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to The Yellowfin Inn. Our new home away from home. This new construction offers an open floor plan and an awesom ...
From $996 per night (USD)
VRBO
From $499 per night (USD)
Expedia
Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Naut 2 Shabby Cottage! This 1922 Old-Florida-style cottage pool home is the front unit on the property, locat ...
From $499 per night (USD)
Expedia
From $1316 per night (USD)
VRBO
Dragonfly - Southern charm on the North end of Anna Maria Island
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Extensively renovated in 2016, Dragonfly is a private retreat located right across the street from the sugary white sand ...
From $1316 per night (USD)
VRBO
From $884 per night (USD)
Expedia
Sunset Shores: Stunning sunset views over the beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Dreaming of the perfect beach vacation home? Dreaming of sipping coffee on your choice of decks with views of the Gulf? ...
From $884 per night (USD)
Expedia
Click For Pricing
VRBO
The Oasis at AMI: Walk to beach, heated pool, hot tub
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to The Oasis at AMI! This charming 4 Bedroom 3.5 Bath home is the perfect place to escape it all! With no busy s ...
Click For Pricing
VRBO
From $814 per night (USD)
Expedia
Hook Wine & Sinker by Beach Boutique Rentals
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Hook Wine and Sinker, a gorgeous 2000 square foot canal-front home situated in the coveted North end of Anna ...
From $814 per night (USD)
Expedia
From $957 per night (USD)
VRBO
Anna Maria Island Private Waterfront Oasis on Bimini Bay | IG: AMIBlueHeron
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Imagine your own private oasis overlooking Bimini Bay on a quiet street on Anna Maria Island. Well, imagine no further. ...
From $957 per night (USD)
VRBO
From $869 per night (USD)
Expedia
Going Coastal by SeaBreeze Vacation
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Going Coastal is a 2 bedroom/2 bathroom home located on the north end of Anna Maria Island. This ground level canal fron ...
From $869 per night (USD)
Expedia
From $1120 per night (USD)
VRBO
Beautiful, Gulf-Front Home on Bean Point--Halcyon House
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
As seen in Coastal Living Magazine, this is a quintessential, beachfront home on desirable Bean Point with with direct a ...
From $1120 per night (USD)
VRBO
From $636 per night (USD)
VRBO
Tucked Away in Anna Maria
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Tucked Away is a newly renovated custom home with everything you could possibly need for the vacation of a life time. Th ...
From $636 per night (USD)
VRBO
From $374 per night (USD)
VRBO
Pine Ave Hideaway: Secluded Bungalow on Anna Maria`s North End!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Pine Avenue HideAway is a secluded Beach Bungalow tucked away on Historic Pine Avenue on Anna Maria's North End. Conveni ...
From $374 per night (USD)
VRBO
From $1684 per night (USD)
VRBO
Bateman's - Ready for Guests, December 2024!
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to Bateman's! On Anna Maria Island (Anna Maria, FL) 2543 sq. ft. HIGHLIGHTS: - Open layout and spacious Kitche ...
From $1684 per night (USD)
VRBO
$Dog-friendly house w\/ beautiful upstairs deck and grill, steps from the beach$
From $402 per night (USD)
VRBO
Dog-friendly house w\/ beautiful upstairs deck and grill, steps from the beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Sandy's Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $402 per night (USD)
VRBO
From $597 per night (USD)
VRBO
Anna Maria North End Retreat, Private Pool, 250 feet from the beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The North Shore House is a clean and peaceful cottage, located in the desirable north end of Anna Maria Island, just 250 ...
From $597 per night (USD)
VRBO
From $773 per night (USD)
VRBO
Vitamin Sea managed by Beach Retreats
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
146 Crescent Dr, Anna Maria FL 34216 VITAMIN SEA is a home that features 5 bedrooms and 5 bathrooms and a fantastic loca ...
From $773 per night (USD)
VRBO
$Dog-friendly house w\/ private heated pool & entertainment - walk to the beach$
From $966 per night (USD)
Expedia
Dog-friendly house w\/ private heated pool & entertainment - walk to the beach
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Au Soleil Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $966 per night (USD)
Expedia
From $372 per night (USD)
VRBO
Charming Beach home sits amongst huge Banyan Trees, walk to beach’s & Pine Ave.
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Voted a Tropical paradise perched among native banyon trees. Wake to the sound of sea birds in this tropical paradise. P ...
From $372 per night (USD)
VRBO
$Pete's Blue Heaven: Steps to beach w\/heated pool, hot tub$
From $876 per night (USD)
Expedia
Pete's Blue Heaven: Steps to beach w\/heated pool, hot tub
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Plan your next island vacation at this exception 4 bedroom, 2 bath home located at the north end of Anna Maria! Enjoy th ...
From $876 per night (USD)
Expedia
From $993 per night (USD)
VRBO
Black Pearl: 4 BR, 3 BA House in Anna Maria, Sleeps 8
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
With 4 bedrooms and 3 full bathrooms, Black Pearl, with it's art deco décor has as much space as it does charm. In addit ...
From $993 per night (USD)
VRBO
From $397 per night (USD)
Expedia
Canary Cottage Perfect modern cottage, quiet street, short walk to the beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Canary Cottage has 2 bedrooms and 2 full baths and will Sleep up to 6. Located in the heart of Anna Maria City- Thi ...
From $397 per night (USD)
Expedia
From $356 per night (USD)
VRBO
Sea Spray 2: *Pet-friendly *Steps to the beach *Close to shops, restaurants
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Sea Spray Cottages are an adorable group of 4 Units located in the North End of Anna Maria, West of Gulf Drive and o ...
From $356 per night (USD)
VRBO
From $188 per night (USD)
VRBO
☀️🌊🐟❤️Love Shack on the Water (Most Desirable Location on AMI)
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Located on Pine Ave just steps from shops, the General Store, restaurants, the pier, beach, pier fishing, and the trolle ...
From $188 per night (USD)
VRBO
$Bimini Bay Breeze: Canal Front | Close to Beach and Pine St. | Pool\/Spa |$
From $1224 per night (USD)
VRBO
Bimini Bay Breeze: Canal Front | Close to Beach and Pine St. | Pool\/Spa |
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Bimini Bay Breeze is a gorgeous canal front home with an expansive outdoor living area and is conveniently located close ...
From $1224 per night (USD)
VRBO
From $556 per night (USD)
VRBO
Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Near Bean Point!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
CAST AWAY your stress and worries at this adorable piece of old Florida near BEAN POINT. Charming vintage cottage with L ...
From $556 per night (USD)
VRBO
$Steps to Beach Access, Bean Point\n3-4 Bdr Mother-in-law Site Option Downstairs\n$
From $544 per night (USD)
VRBO
Steps to Beach Access, Bean Point\n3-4 Bdr Mother-in-law Site Option Downstairs\n
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Coco-Nut's of Anna Maria Island is the upstairs of a beautiful 3 bedroom, 2 bath home steps from the pristine white sand ...
From $544 per night (USD)
VRBO
From $726 per night (USD)
VRBO
Luxury Beach Cottage for Families on the North Shore of Anna Maria Island
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beach chic meets casual elegance in this brand new ground level cottage only steps away from the best beach on Anna Mari ...
From $726 per night (USD)
VRBO
From $2492 per night (USD)
VRBO
⚓Bay Dreamin! Walk to the Beach, Pier, & Pine Ave! Heated Pool!⚓⛳🏖🌅
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Have you been dreaming about the water here on Floridas Beautiful Gulf Coast? Well, come enjoy "Bay Dreamin" *Construc ...
From $2492 per night (USD)
VRBO
From $892 per night (USD)
Expedia
Tides Inn- Family home with tropical pool area.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Treat yourself to the relaxing getaway your family has been daydreaming about! The Tide’s Inn is a premium pet friendly ...
From $892 per night (USD)
Expedia
From $637 per night (USD)
VRBO
Sorgenfrei South: Charming beach getaway across from the Gulf!
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Sorgenfrei South has everything you need for a perfect beach getaway. This stunning 3 bedroom, 3.5 bath home is located ...
From $637 per night (USD)
VRBO
From $663 per night (USD)
VRBO
Anna Marie Hideaway!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
2013 is the first year we have rented our family beach house on Anna Maria Island. Our kids are in school and it is hard ...
From $663 per night (USD)
VRBO

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