Anna Maria Rentals
- From $430 per night (USD)
VRBO
North End Anna Maria Island. Canal front, great for fishing off the dock.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Palm Trees and Manatees by Anna Maria Vacations Home in Anna Maria, FL 34216 VR16-000462 Welcome to Palm Trees and Mana ...
From $430 per night (USD)VRBO
- From $468 per night (USD)
Expedia
Florida Charm! Private Pool. Pet Friendly. Short Walk to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Angelfish by Anna Maria Vacations Home in Anna Maria, FL This darling beach cottage with pool and spa offers everything ...
From $468 per night (USD)Expedia
- From $441 per night (USD)
VRBO
Northend Anna Maria Island. Private Heated Pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Lighthouse Lagoon by Anna Maria Vacations Home in Anna Maria, Fl. 34216 VR16-000453 Welcome to Lighthouse Lagoon, a fan ...
From $441 per night (USD)VRBO
- From $1016 per night (USD)
Expedia
Bayfront home with amazing water views! Private pool!! Close to Rod & Reel Pier!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Breakaway by Anna Maria Vacations Home in Anna Maria, FL Highlights: -1 King bed, 1 Queen, 2 Twins, and Twin/Twin Bunk ...
From $1016 per night (USD)Expedia
- From $1627 per night (USD)
VRBO
Direct Beachfront Home, Steps to the Sand! Private Pool, Amenities for All!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
The Big Yellow House on Pine by Anna Maria Vacations Home in Anna Maria, FL 34216 A perfect beach getaway awaits at T ...
From $1627 per night (USD)VRBO
- From $587 per night (USD)
Expedia
Private Canal Front Home! Heated Pool and 24 ft Boat Dock! - Tarpon Pointe
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Tarpon Pointe by Anna Maria Vacations Home in Anna Maria, FL 34216 VR16-000430 Your dream vacation starts at Tarp ...
From $587 per night (USD)Expedia
- From $751 per night (USD)
VRBO
Bayfront Home, Easy Walk to AMI City Pier Park. Updates Throughout! Private Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beach House 404 by Anna Maria Vacations Home in the City of Anna Maria, FL Highlights: -Bayfront Home with Private Poo ...
From $751 per night (USD)VRBO
- From $220 per night (USD)
VRBO
Private Home with Private Pool, 1 Minute Walk to Beach! - Tropical Oasis
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Tropical Oasis by Anna Maria Vacations Home in Anna Maria, FL 34217 VR18-000062 Welcome to Tropical Oasis, a vibrant, i ...
From $220 per night (USD)VRBO
- From $251 per night (USD)
VRBO
Heated Pool. Short stays available!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Southern Breeze #5 by Anna Maria Vacations Duplex in Anna Maria, FL 34216 VR16-000199 Welcome to Southern Breeze #5, a ...
From $251 per night (USD)VRBO
- From $716 per night (USD)
Expedia
Close to the beach and on the Prestigious North end of AMI!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Ocean Sunset by Anna Maria Vacations Home in Anna Maria, FL 34216 VR17-000051 Your beach escape awaits at Ocean Sunset, ...
From $716 per night (USD)Expedia
- From $261 per night (USD)
VRBO
Near Bean Point!! Short stays available! Heated Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Southern Breeze #3 by Anna Maria Vacations Duplex in Anna Maria, FL 34216 VR16-000199 Welcome to Southern Breeze #3, a ...
From $261 per night (USD)VRBO
- From $252 per night (USD)
Expedia
Bungalow with Community Pool, Laundry, and BBQ - Southern Breeze #2
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Southern Breeze #2 by Anna Maria Vacations Duplex in Anna Maria, FL 34216 VR16-000199 Welcome to Southern Breeze #2, a ...
From $252 per night (USD)Expedia
- From $383 per night (USD)
VRBO
North End Home w\/backyard close to the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Sea Esta by Anna Maria Vacations Home in Anna Maria, FL 34216 VR22-000085 Welcome to Sea Esta, a refreshed beach getawa ...
From $383 per night (USD)VRBO
- From $1780 per night (USD)
Expedia
Winding Waves by SeaBreeze Vacation
- Bedrooms:
- 9
- Bathrooms:
- 9
- Sleeps:
- 8
Get ready to be swept off your feet by the charm and luxury of Winding Waves, your dream vacation spot right on the beau ...
From $1780 per night (USD)Expedia
- From $1414 per night (USD)
VRBO
Compass Rose by SeaBreeze Vacation
- Bedrooms:
- 9
- Bathrooms:
- 9
- Sleeps:
- 8
Compass Rose, a captivating residence offering deluxe amenities including a lazy-river-style pool with a hot tub, a game ...
From $1414 per night (USD)VRBO
- From $623 per night (USD)
Expedia
Anna Maria Beach House by SeaBreeze Vacation
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 8
Anna Maria Beach House offers a 5 bedroom and 6.5 bathroom, pet-friendly property, making it a perfect vacation retreat ...
From $623 per night (USD)Expedia
- From $1267 per night (USD)
VRBO
From Dusk 'Til Dune by SeaBreeze Vacation
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 8
Come stay at From Dusk 'Til Dune! This home is a recently built beach residence offering rooftop water views just one bl ...
From $1267 per night (USD)VRBO
- From $570 per night (USD)
Expedia
Bodacious Oasis by SeaBreeze Vacation
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to Bodacious Oasis! This exquisite property boasts 3 bedrooms plus a Den and 2.5 baths, comfortably accommodatin ...
From $570 per night (USD)Expedia
- From $509 per night (USD)
VRBO
Becker's Beach Bungalow by A Shore Thing Vacations
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your dream getaway at Anna Maria Island! Nestled just one block away from the pristine shores of the beach, t ...
From $509 per night (USD)VRBO
- From $790 per night (USD)
Expedia
Jersey Girl by Duncan Real Estate
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
The Jersey Girl House and Guest Cottage is a picturesque property that promises an unforgettable experience. Boasting 3 ...
From $790 per night (USD)Expedia
- From $1121 per night (USD)
VRBO
Island Time on Cedar: 3 Houses to Beach! Dog Friendly! Pool & Game Room
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
110 Cedar Ave, Anna Maria, FL 34216 What You'll Love About This Home: Location! 3 Houses to the Beach! No Streets to Cro ...
From $1121 per night (USD)VRBO
- Click For Pricing
Expedia
2 Bed & 2 Bath with pool and gym on canal
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Manatee Harbour, where kayaking enthusiasts are in for a treat! Whether you're seeking relaxation or a workou ...
Click For PricingExpedia
- From $226 per night (USD)
VRBO
Barefoot Mermaid 3 in Anna Maria
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to “Barefoot Mermaid 3” a relaxed ground floor vacation rental located on the north end of gorgeous Anna Maria I ...
From $226 per night (USD)VRBO
- From $394 per night (USD)
Expedia
Sunny home near the water with patio, streaming, washer\/dryer, grill, fast WiFi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
29 Palms Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired d ...
From $394 per night (USD)Expedia
- From $275 per night (USD)
VRBO
Just released for May and June 2024 weekly rental!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This is a great rental for a couple (or small family) who wants to escape the cold winters and enjoy the tropical Florid ...
From $275 per night (USD)VRBO
- From $428 per night (USD)
Expedia
Canal Front on Anna Maria Island
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Bring your boat and enjoy! This cozy canal front 4 bedroom 2 bath home is in a nice, quiet and convenient location close ...
From $428 per night (USD)Expedia
- From $588 per night (USD)
VRBO
Anna Belle by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Slip into "island time" immediately and surround yourself with elegance and luxury in this waterfront beauty. This stunn ...
From $588 per night (USD)VRBO
- From $825 per night (USD)
VRBO
AMI SKYVIEW, AN OLD FLORIDA HOME ON THE GULF\/BAY WATER & YOUR OWN PRIVATE BEACH.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
ENJOY PARADISE AT THIS UNIQUE, OLE FLORIDA HOME, NEWLY RENOVATED TO SHOW OFF ITS FLORIDA CHARM, LOCATED DIRECTLY ON THE ...
From $825 per night (USD)VRBO
- From $508 per night (USD)
VRBO
Maritime Memories by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Maritime Memories! This north-end 3 bedroom, 2 bath pool home is waiting for you to enjoy your next vacation ...
From $508 per night (USD)VRBO
- From $450 per night (USD)
Expedia
Sandy Beach Retreat - 3 bedroom on the beach with amazing views and private pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 5
Welcome to Sandy Beach Retreat! You will fall in love with the beautiful beaches of Anna Maria Island as your backyard i ...
From $450 per night (USD)Expedia
- From $2384 per night (USD)
VRBO
Anna Maria Serenity Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Boasting a large, resort style heated outdoor pool with a hot tub, and a prime location on Anna Maria it's easy to fall ...
From $2384 per night (USD)VRBO
- From $456 per night (USD)
VRBO
75 ft Canal Front Anna Maria House, Great for Boaters, Newly Renovated
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This Anna Maria Island waterfront house newly renovated. The house is located on a large 75 ft wide deep water canal an ...
From $456 per night (USD)VRBO
- From $1451 per night (USD)
VRBO
Sirenia By The Sea - Putting Green\/Waterfront\/Dock\/\/Pool\/ Hot Tub\/StepstoBeach
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
Newly Renovated in 2023! - New putting green - New kitchen including coffee bar and wine fridge - All 5 new bathrooms - ...
From $1451 per night (USD)VRBO
- From $957 per night (USD)
Expedia
4 Bed \/ 4 Bath with Stunning Views of Bimini Bay !
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
You will love Bimini Bay Vue, its breathtaking, unobstructed 180-degree angle views of Bimini Bay are stunning. Complete ...
From $957 per night (USD)Expedia
- From $1410 per night (USD)
VRBO
New luxury home with rooftop views, balconies, and pool!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Sweet Caroline by AMI Locals Home in Anna Maria, FL 34216 VR23-000009 Welcome to Sweet Caroline, a newly constructed f ...
From $1410 per night (USD)VRBO
- From $1602 per night (USD)
Expedia
No Tan Lines by Beach Boutique Rentals
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
The ultimate in beach front Florida island living awaits you at No Tan Lines. *Features include* * Ultimate luxury BE ...
From $1602 per night (USD)Expedia
- From $550 per night (USD)
VRBO
The Hammock House: Bright and modern pool home with outdoor living space
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
The Hammock House, located on the North end of Anna Maria is a 3 bedroom, 3.5 bathroom spacious, contemporary home. The ...
From $550 per night (USD)VRBO
- From $693 per night (USD)
Expedia
H2O 360 by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Water abounds at this awesome 3 bedroom/2 bath Anna Maria Island gem with pool, hot tub and dock! *Features include* ...
From $693 per night (USD)Expedia
- From $879 per night (USD)
VRBO
Pier to Pier Paradise by Beach Boutique Rentals
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
This stunning 4-bedroom home, aptly named Pier to Pier Paradise, offers breathtaking views of the Bay, luxury amenities, ...
From $879 per night (USD)VRBO
- From $906 per night (USD)
Expedia
Deja Blu:1 Block to Beach! Tropical Oasis, Poolside Lounge, Pool & Spa by Anna Maria Life
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
208 Palm Ave, Anna Maria, FL 34217 What You'll Love About This Home: Location! 1 Block to the Beach! 3 Bedrooms / 3 Bat ...
From $906 per night (USD)Expedia
- From $893 per night (USD)
VRBO
Meant to Be:1 Block to Beach! North End! Pool & Spa,Loaded Game Room by Anna Maria Life
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
804 Jacaranda Rd, Anna Maria, FL 34216 What You'll Love About This Home: Location! 1 Block to the Beach! AMI North End! ...
From $893 per night (USD)VRBO
- From $1178 per night (USD)
Expedia
The TipSea Turtle managed by Beach Retreats
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Bay Views! Contactless entry Private heated pool & spa 3 hole mini-putt Parking for 4 Electric vehichle charger Fully Eq ...
From $1178 per night (USD)Expedia
- From $810 per night (USD)
VRBO
Soulshine: Dog Friendly! Pool, On a Canal with Dock by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
322 Tarpon Ave, Anna Maria FL, 34216 What You'll Love About This Home: Location! On a Canal. 4 Blocks to the Beach! 2 B ...
From $810 per night (USD)VRBO
- From $171 per night (USD)
Expedia
Bayou Breeze | Amazing Waterfront Condo on Pine Ave with Dock and Water Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Amazing Waterfront Condo at the North end of Anna Maria! Tucked away off of Pine Ave just before the Historic Anna Mar ...
From $171 per night (USD)Expedia
- From $761 per night (USD)
VRBO
Luxury Home with Private Pool, Putting Green, and Dock!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Yacht Sea by Anna Maria Island Accommodations Home in Anna Maria, FL Highlights • 5-minute walk from Beach • Private Po ...
From $761 per night (USD)VRBO
- From $490 per night (USD)
Expedia
Beautifully remodeled canal front home with private pool and spa!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
The Fish House by AMI Locals Home in Anna Maria, Florida VR19-000056 Welcome to The Fish House, a modern canal front pa ...
From $490 per night (USD)Expedia
- From $915 per night (USD)
VRBO
New Home with Pool, Spa, and Rooftop Deck Views!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Hip Nautic by AMI Locals Home in Anna Maria, FL Highlights: • Modern decor with coastal hues throughout • Private poo ...
From $915 per night (USD)VRBO
- From $750 per night (USD)
Expedia
All Decked Out: North End Overlooks Tampa Bay, Pool, Amazing Views by Anna Maria Life Vacation Homes
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
509 S Bay Blvd, Anna Maria, FL 34216 What You'll Love About This Home: Location! Overlooking Tampa Bay! 4 Blocks to AMI ...
From $750 per night (USD)Expedia
- From $662 per night (USD)
VRBO
Anna Banana: 3 Houses to Beach! North End AMI! Pool by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
501 North Shore, Anna Maria, FL 34216 What You'll Love About this Home: Location! 3 Homes to the Beach! North End of AM ...
From $662 per night (USD)VRBO
- From $827 per night (USD)
VRBO
Anna Maria Beach Serenity
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
The fourth bedroom is located in the adjoining cottage. This property has a maximum occupancy of eight people includin ...
From $827 per night (USD)VRBO
- From $834 per night (USD)
VRBO
Sole Acqua: Luxury canal front home with pool, short walk to the Gulf!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Luxury Anna Maria Island canalfront vacation rental, complete with heated pool, hot tub, and dock. Just a short walk to ...
From $834 per night (USD)VRBO
- Click For Pricing
Expedia
Last Lap: *Luxury *Modern *Gulf View *Heated Pool *Steps to Beach!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Last Lap, located two properties from the gulf on the North End of Anna Maria Island! This home features 4 be ...
Click For PricingExpedia
- From $1003 per night (USD)
VRBO
Beachology: 1 Block to Bean Point Beach, Pool, Game Room by Anna Maria Life Vacation Rentals
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
749 Jacaranda, Anna Maria, FL 34216 What You'll Love About This Home: Location! Bean Point Across the Street! 2 Min Wal ...
From $1003 per night (USD)VRBO
- From $801 per night (USD)
Expedia
On Point: Across Street from Bean Point Beach, Outdoor Games & Pool by Anna Maria Life
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
811 Jacaranda, Anna Maria, FL 34216 What You'll Love About This Home: Location! 1 Block to Beach & Bean Point! 4 Bedroo ...
From $801 per night (USD)Expedia
- From $380 per night (USD)
VRBO
Island Breeze: Steps to Beach, Heated Pool & Spa, Huge Verandah by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
119 Beach Ave, Anna Maria, FL 34216 What You'll Love About This Home: Location! 5 Houses to the Beach! 2 Bedrooms / 2 ...
From $380 per night (USD)VRBO
- From $658 per night (USD)
Expedia
The Laguna Beach: 2 Blocks to Beach, Pool, 5 Hole Put Put, Foosball, Cornhole by Anna Maria Life
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
212 Willow Ave, Anna Maria, FL 34216 What You'll Love About This Home: Location! Two Blocks to the Beach! 3 Bedrooms / ...
From $658 per night (USD)Expedia
- From $165 per night (USD)
VRBO
Endless Summer- On Pine Ave, steps to beach & pier w\/ water view & dock
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
LOCATION IS EVERYTHING!! Endless Summer is a waterfront condo with amazing views and a private dock, perfectly located o ...
From $165 per night (USD)VRBO
- From $900 per night (USD)
Expedia
Banyan Tree Beach House- Luxury home with private pool
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Banyan Tree Beach House!! If you think the photos are stunning, wait until you see this home in person and wa ...
From $900 per night (USD)Expedia
- From $1651 per night (USD)
VRBO
Luxury Villa with Rooftop Deck, Putting Green, and Pool\/Spa!
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 8
Fine and Sandy by AMI Locals Home in Anna Maria, FL Located in the North End area of Anna Maria Island Highlights: • P ...
From $1651 per night (USD)VRBO
- From $316 per night (USD)
Expedia
Coconut Bayou by Duncan Real Estate
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to The Bayou 5C! With a prime location the north side of Pine Avenue on Anna Maria Island. The Bayou 5C is the ...
From $316 per night (USD)Expedia
- From $358 per night (USD)
VRBO
Dog-friendly home with amazing backyard, pool, spa, putting green & game room
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Getaway on Gladiolus Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $358 per night (USD)VRBO
- From $450 per night (USD)
Expedia
Charming 3BR 3Bath House in North End of AMI!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Location, location is what this tropical home away from home is all about. You will find everything you need here to cre ...
From $450 per night (USD)Expedia
- From $485 per night (USD)
VRBO
8 Palms: Gorgeous heated pool and lounge area, with putt-putt!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
8 palms is a beautiful 3 bedroom 2 bath home on the North end of Anna Maria Island. The property is newly renovated and ...
From $485 per night (USD)VRBO
- From $473 per night (USD)
Expedia
Mangrove Mojito: 4 Bed\/3Bath Canal Front Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Gorgeous and spacious is this 4 Bedroom/3 Bath Home in a very desirable north-end location, just steps to the Historic P ...
From $473 per night (USD)Expedia
- From $1095 per night (USD)
VRBO
All's Well on AMI: 4 BR, 3 BA House in Anna Maria, Sleeps 8
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
All's Well on AMI is a brand new custom built home just steps from the gulf! This spacious property has an oversized kit ...
From $1095 per night (USD)VRBO
- From $527 per night (USD)
Expedia
The Sunset Place- Unbeatable location. Gorgeous Sunsets. Updated Coastal Gem
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
New to the Vacation Rental Market and awaiting your Reviews! Only a few steps from the sugar white beaches and crystal ...
From $527 per night (USD)Expedia
- From $1206 per night (USD)
VRBO
Mahi Mahi:North End, Pool & Spa, Game Room, 1.5 Blocks to Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
213 Elm, Anna Maria, FL 34216 What You'll Love About This Home: Location! 1.5 blocks to the beach! North End AMI 4 Bedr ...
From $1206 per night (USD)VRBO
- From $924 per night (USD)
Expedia
The Willow Inn: Huge Pool, Game Room, One Block to Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
201 Willow Ave, Anna Maria, FL 34216 What You'll Love About This Home: Location - 1 Block to the Beach! Corner of Gulf ...
From $924 per night (USD)Expedia
- From $1016 per night (USD)
VRBO
Perfect Location! Backyard Oasis with Heated Pool, Rooftop Deck - Under the Sun
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Under the Sun by AMI Locals Home in Anna Maria, FL VR22-000075 Escape to Under the Sun, a premier five-bedroom, four- ...
From $1016 per night (USD)VRBO
- From $931 per night (USD)
Expedia
Back To Blue: Amazing Bean Point Location, Resort Style Backyard with Pool by Anna Maria Life
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
850 North Shore Drive, Anna Maria, FL 34216 What You'll Love About This Home: Location! AMI North End! Walk to Bean Poi ...
From $931 per night (USD)Expedia
- From $499 per night (USD)
VRBO
Dragonfly Harbour: Spectacular Canal Front Home, Pool, Hot Tub Rooftop Deck by Anna Maria Life
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
511 Loquat Dr, Anna Maria, FL 34216 What You'll Love About This Home: Location! North End Canal Home! 2 Blocks to Bay! ...
From $499 per night (USD)VRBO
- From $370 per night (USD)
Expedia
Mykonos: Beautifully updated with heated pool, moments to the Gulf
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come join us at Mykonos on Anna Maria Island! This beautifully decorate, two bedroom, two bathroom home has the perfect ...
From $370 per night (USD)Expedia
- From $1295 per night (USD)
VRBO
Bay Happy: Luxury Home with View of Tampa Bay!
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 8
Bay Happy is the perfect place for your next island getaway! This luxury property boasts breathtaking views of the bay, ...
From $1295 per night (USD)VRBO
- From $100 per night (USD)
Expedia
Bayou Hideaway: 2 BR, 1 BA Condominium in Anna Maria, Sleeps 4
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Great Pine Avenue location, across the street from the Anna Maria City Pier, walkable to Bayfront Park with its playgrou ...
From $100 per night (USD)Expedia
- From $557 per night (USD)
VRBO
Hav'Anna Holiday: 2 Blocks to Beach! North End! Private Pool by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
211 Periwinkle, Anna Maria, FL 34217 What You'll Love About This Home: Location! 1.5 Blocks to the Beach! 3 Bedrooms / ...
From $557 per night (USD)VRBO
- From $968 per night (USD)
Expedia
Park n Chill: North End, Steps to Beach, West of Gulf, Pool by Anna Maria Life Vacation Rentals
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
117 Park Ave, Anna Maria, FL 34216 What You'll Love About This Home: Location! West of Gulf Drive! 8 Houses to Beach! 4 ...
From $968 per night (USD)Expedia
- From $697 per night (USD)
VRBO
Stunning Canal front Luxury home! Beautiful tropical backyard Pool and Spa!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Highlights • Canalfront home • Private pool and hot tub • Less than a 10-minute walk to Bayfront Park • Less than 1-m ...
From $697 per night (USD)VRBO
- From $555 per night (USD)
Expedia
Eclectic North end AMI home with Private pool on Canal!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Crazy Mermaid - a SkyRun Anna Maria Property When you arrive at the property you will notice ample parking for your wh ...
From $555 per night (USD)Expedia
- From $390 per night (USD)
VRBO
Wave n Sea - Close to the Beach with Pool - Anna Maria Island - By Island Real E
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
“Wave N’Sea” is a premiere vacation home located in the city of Anna Maria on Anna Maria Island. Here you’ll find a perf ...
From $390 per night (USD)VRBO
- From $566 per night (USD)
VRBO
Luxury Home Near the Beach - Private Pool!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Blue-tiful Horizons by Anna Maria Island Locals Home in Anna Maria, FL Located in one of the prime neighborhoods near t ...
From $566 per night (USD)VRBO
- From $2197 per night (USD)
VRBO
Luxury Beachfront on the Sand of Gulf of Mexico
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 8
Sunnyside Escape is a newly built luxury home situated on the famous white sand gulf beaches of Anna Maria Island. The p ...
From $2197 per night (USD)VRBO
- From $1025 per night (USD)
Expedia
BeachFront 4\/3\/ Amazing Views plus hot tub
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Beach front Bliss… Enjoy Swimming or relaxing in this 4 bedroom home on the North End of Anna Maria Island. Captivating ...
From $1025 per night (USD)Expedia
- Click For Pricing
VRBO
Chillax: *Budget-friendly *Heated Pool *Amazing Location
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Welcome to Chillax, your vintage coastal retreat! Nestled in a prime location, Chillax may show a few signs of wear and ...
Click For PricingVRBO
- From $700 per night (USD)
Expedia
Mia Bella in Anna Maria, FL
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
*3 Night Minimum stays are allowed during low season, please refer to the rate table for the specific date ranges* ...
From $700 per night (USD)Expedia
- From $1448 per night (USD)
VRBO
Pathway to the Beach! Secluded Pool and Spa!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Coastal Couture by Anna Maria Island Locals Home in Anna Maria, FL Highlights: - Secluded heated pool w/ spa - Ping pon ...
From $1448 per night (USD)VRBO
- From $1683 per night (USD)
Expedia
Bayfront Luxury at Beach House *Spectacular views *Heated pool *Games
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Experience the ultimate beachfront luxury at the Beach House! This stunning home, meticulously crafted and adorned in 20 ...
From $1683 per night (USD)Expedia
- From $816 per night (USD)
VRBO
North Shore Beach House: Tranquil 4BR Retreat with Pool, Spa, & Walk to Beach
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to North Shore Beach House, your serene sanctuary on the North End of Anna Maria Island. This stunning 4-bedroom, ...
From $816 per night (USD)VRBO
- From $1141 per night (USD)
Expedia
Once Upon a Tiki: Canal, Dock, Backyard Paradise, Games, Pool by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
211 Chilson Ave, Anna Maria, FL 34216 What You'll Love About This Home: Location! One Block to the Beach! On a Canal! 5 ...
From $1141 per night (USD)Expedia
- From $1247 per night (USD)
VRBO
Precious Memories: North End! Quick Walk to Beach! Elevator,Pool,Ping Pong & Pool by Anna Maria Life
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
753 Jacaranda, Anna Maria, FL 34216 What You'll Love About This Home: Location! AMI North End! Quick Walk to Beach! 5 B ...
From $1247 per night (USD)VRBO
- From $1350 per night (USD)
Expedia
Paradise Point-5 bedroom luxury with private pool across the street from beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
At A Glance Private heated poolJust across the street from the beachElevator accessMultiple Balconies and Outdoor Seatin ...
From $1350 per night (USD)Expedia
- From $1083 per night (USD)
VRBO
Luxurious Private Canal Front Home with Resort Style Pool!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Banyan Manor by AMI Accommodations Private home in Anna Maria, FL 1.5 Blocks to Beach Highlights: • Brand new canal f ...
From $1083 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Moondance- Breathtaking views and beachfront with steps from the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
At A Glance Gulf-front elevated home Washer and dryer in-unit Smart TV in the living room Part of our Professional Linen ...
From $300 per night (USD)Expedia
- Click For Pricing
Expedia
DIRECT BAY FRONT, Sleeps 8, FREE WiFi\/Trolley, Steps to Village
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy a super fun family vacation at the beach in this four-bedroom, three-bath quirky, older house absolutely PACKED wi ...
Click For PricingExpedia
- From $960 per night (USD)
Expedia
Private Home with Pool + Spa - One Block to Beach!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 8
Fortunate Sol by AMI Locals Home in Anna Maria, FL One block to beach! Highlights: • Game room with Foosball and Pinb ...
From $960 per night (USD)Expedia
- Click For Pricing
Expedia
Gorgeous elevated villa with private, heated pool and fenced yard – snowbirds OK
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Island Outpost Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
Click For PricingExpedia
- Click For Pricing
Expedia
BEAUTIFUL APARTMENT AT BEAN POINT RESIDENCE
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The house at 784 North Shore Dr. is located directly across from the Bean Point beach entrance, one of the most luxuriou ...
Click For PricingExpedia
- From $407 per night (USD)
VRBO
Willow Cottage: 3 BR, 2 BA House in Anna Maria, Sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to “Willow Cottage” a charming sunny cottage just steps to the white sandy beaches on the north end of Anna Mari ...
From $407 per night (USD)VRBO
- From $450 per night (USD)
Expedia
Island Dream- 4 bedroom with private heated pool and great views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Island Dream 157 Crescent Drive, Anna Maria What you will love about this property: • Exclusive North End location-Eas ...
From $450 per night (USD)Expedia
- From $1127 per night (USD)
VRBO
Emma's Cottage: Gulf View Pet Friendly Pool Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
"Emma's Cottage" is located on the north end of Anna Maria Island in the City of Anna Maria. It is offered exclusively t ...
From $1127 per night (USD)VRBO
- From $1192 per night (USD)
Expedia
Luxury Home with Rooftop Putting Green and More!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Palmetto Paradise by AMI Locals Home in Anna Maria, Florida Welcome to Palmetto Paradise, a new vacation home just two ...
From $1192 per night (USD)Expedia