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 $582 per night (USD)
VRBO
Waterfront Rental with Dock and Pool Near the Beach - Acquaviva
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Acquaviva by Anna Maria Island Accommodations 310 Tarpon St, Anna Maria, Florida Welcome to Acquaviva, a stunning ca ...
From $582 per night (USD)
VRBO
Click For Pricing
Expedia
Waves- steps from the beach with a water view
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Waves - Your Perfect Anna Maria Island Getaway! Experience the ultimate beach retreat at Waves, a luxurious ...
Click For Pricing
Expedia
From $537 per night (USD)
VRBO
September Golf Cart Special
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Escape to The Poop Deck, an enchanting 4-bedroom, 3.5-bathroom A-frame haven on Anna Maria Island. Its charming design a ...
From $537 per night (USD)
VRBO
From $489 per night (USD)
Expedia
Canal Place: Boat Dock, Pool & Spa, On Canal by Anna Maria Life Vacation Rentals
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
238 Chilson Ave, Anna Maria, FL 34216 What You'll Love About This Home: Location! 2 Blocks to Gulf Beach! On a Canal! 3 ...
From $489 per night (USD)
Expedia
From $935 per night (USD)
VRBO
West O' Gulf, amazing location, steps to beach and fun on AMI
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to West O' Gulf. This property suffered minimal damage from hurricanes Helene and Milton and is better than eve ...
From $935 per night (USD)
VRBO
From $1196 per night (USD)
VRBO
Beautiful Bean Point Home w/ Gulf Views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
NEW LISTING! Underwent complete INTERIOR REMODEL in Jan 2023!!! This Bean Point beauty is perfect for the family or grou ...
From $1196 per night (USD)
VRBO
From $440 per night (USD)
VRBO
Bay 2 Bay: Bay Across Street! Amazing Views of Bay & Canal, Pool & Lounge by Anna Maria Life
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Bay 2 Bay by Anna Maria Life Vacation Rentals 803 S. Bay Drive, Anna Maria, FL 34216 What You'll Love About This home: ...
From $440 per night (USD)
VRBO
From $1018 per night (USD)
Expedia
Nirvana:Pool & Hot Tub, Dock, On Canal with Gorgeous Water Views by Anna Maria Life Vacation Rentals
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
235 Oak Ave, Anna Maria, FL 34216 What You'll Love About This Home: Location! On a Canal! 2 Blocks to the Beach! 4 Bedr ...
From $1018 per night (USD)
Expedia
From $372 per night (USD)
VRBO
September Golf Cart Special
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Photos Updated March 2025! Welcome to Sandy Cheeks, a luxurious vacation rental house located on the beautiful Anna Mar ...
From $372 per night (USD)
VRBO
From $601 per night (USD)
Expedia
Mon Ami: Pine Ave Location! Pool! 3 Blocks to Gulf or Bay by Anna Maria Life Vacation Rentals
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
311 Pine Ave, Anna Maria, FL 34216 What You'll Love About This Home: Location! On Pine Ave! 2 Blocks to Beach! 3 Blocks ...
From $601 per night (USD)
Expedia
From $928 per night (USD)
VRBO
Sea Creatures Cottage: Steps to beach! Putting Green, Rooftop Deck, Pool by Anna Maria Life
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Sea Creatures Cottage by Anna Maria Life Vacation Rentals 112 Mangrove Ave, Anna Maria, FL 34216 What You'll Love About ...
From $928 per night (USD)
VRBO
From $1040 per night (USD)
Expedia
Coastal home near the shopping district and Gulf beaches
Bedrooms:
6
Bathrooms:
6
Sleeps:
8
Cloud Nine on Pine 303 Pine Ave. Anna Maria FL 34216 Welcome to Cloud Nine on Pine, an incredible newly constructed coa ...
From $1040 per night (USD)
Expedia
From $1249 per night (USD)
VRBO
Summer Strand Resort like pool, close to beach, kayak w/ manatees, Rooftop Deck
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to Summer Strand on Anna Maria Island. This new luxury vacation home is perfectly situated a short 5 minute walk ...
From $1249 per night (USD)
VRBO
From $1031 per night (USD)
Expedia
Playing Hooky: On Canal, Dock, Pool & Spa, Game Room by Anna Maria Life Vacation Rentals
Bedrooms:
3
Bathrooms:
6
Sleeps:
14
Playing Hooky by Anna Maria Life Vacation Rentals 513 Loquat Drive, Anna Maria, FL 34216 What You'll Love About This Ho ...
From $1031 per night (USD)
Expedia
From $630 per night (USD)
VRBO
Villa Maria: 1 Block to Pine! 3 Blocks to Beach! Pool, Ping Pong by Anna Maria Life
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
307 Spring Ave, Anna Maria, FL 34216 What You'll Love About This Home: Location! 3 Blocks to the Beach! 2 Blocks to Bay ...
From $630 per night (USD)
VRBO
From $690 per night (USD)
Expedia
Once Upon A Tide managed by Beach Retreats FL Anna Maria Island
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Once Upon a Tide! Once Upon A Tide is a fabulous custom design home located on the prestigious North end of ...
From $690 per night (USD)
Expedia
From $537 per night (USD)
VRBO
Pet Friendly Private Home with Heated Pool, Close to Shopping
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Cabana Breeze by Anna Maria Vacations Home in Anna Maria, Fl 34217 VR16-000457 Dream vacations come true at Cabana Bre ...
From $537 per night (USD)
VRBO
From $1044 per night (USD)
Expedia
Charming Duplex Getaway with Pool, Steps from the Beach
Bedrooms:
4
Bathrooms:
6
Sleeps:
8
Sugar Plum Beach by Anna Maria Vacations Charming Duplex Getaway with Pool, Steps from the Beach 114 Mangrove Ave, An ...
From $1044 per night (USD)
Expedia
From $555 per night (USD)
VRBO
Private Home on North End AMI. Private Heated Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Casa Muratti by Anna Maria Vacations Home in Anna Maria, FL Highlights: -1 King bed, 2 Queens, and 1 Full -Private sal ...
From $555 per night (USD)
VRBO
From $847 per night (USD)
Expedia
Private Pool, Spa, and Game Room! Short walk to Beach - Absolute Paradise
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Absolute Paradise by Anna Maria Vacations Home in Anna Maria, FL 34216 VR16-000465 Welcome to Absolute Paradise, a beau ...
From $847 per night (USD)
Expedia
From $759 per night (USD)
VRBO
North End of Anna Maria Island! Private pool, great location.
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Beach Paradise by Anna Maria Island Accommodations Home in Anna Maria, FL Just 3 houses from the Gulf of Mexico beaches ...
From $759 per night (USD)
VRBO
From $578 per night (USD)
Expedia
Family-Friendly Canal-Front Home with Pool, Dock, and Games! Close to Beach! - W
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
White Shell by Anna Maria Vacations Anna Maria Island Canal-Front Home with Pool & Dock VRC16-000161 Welcome to White ...
From $578 per night (USD)
Expedia
From $376 per night (USD)
VRBO
Canalfront Retreat with Saltwater Pool and Private Dock
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Palm Trees and Manatees by Anna Maria Vacations Canalfront Retreat with Saltwater Pool and Private Dock VR16-000462 ...
From $376 per night (USD)
VRBO
From $526 per night (USD)
Expedia
Private Pool, Dog Friendly, Cornhole! Short Walk to the Beach - Angelfish
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Angelfish by Anna Maria Vacations VRC16-000003 Welcome to Angelfish, your three-bedroom, two-bathroom ground-level sanc ...
From $526 per night (USD)
Expedia
From $754 per night (USD)
VRBO
Northend Anna Maria Island. Private Heated Pool
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Lighthouse Lagoon by Anna Maria Vacations Home in Anna Maria, Fl. 34216 VR16-000453 Welcome to Lighthouse Lagoon, a fan ...
From $754 per night (USD)
VRBO
From $850 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 $850 per night (USD)
Expedia
From $1094 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 $1094 per night (USD)
VRBO
From $606 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 $606 per night (USD)
Expedia
From $811 per night (USD)
VRBO
Bayfront Home with Beach Access and Pool! - Beach House 404
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beach House 404 by Anna Maria Vacations Bayfront Anna Maria Island Home with Pool VR16-000192 Welcome to Beach House ...
From $811 per night (USD)
VRBO
From $271 per night (USD)
Expedia
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 $271 per night (USD)
Expedia
From $703 per night (USD)
VRBO
Coastal Retreat with Beach Views, Pool and Serene Outdoor
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Ocean Sunset by Anna Maria Vacations Coastal Retreat with Beach Views, Pool and Serene Outdoor Living 109 Oak Avenue, ...
From $703 per night (USD)
VRBO
From $260 per night (USD)
Expedia
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 $260 per night (USD)
Expedia
From $257 per night (USD)
VRBO
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 $257 per night (USD)
VRBO
From $409 per night (USD)
Expedia
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 $409 per night (USD)
Expedia
From $519 per night (USD)
VRBO
Private Duplex, 1 Minute from the Beach! Heated Pool, Beautiful Updates
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sugar Plum Beach East by Anna Maria Vacations Duplex in Anna Maria, 34216 VRC18-000058 Relaxation and memorable beach d ...
From $519 per night (USD)
VRBO
From $265 per night (USD)
Expedia
Beach Cottage Close to Beach with Community Pool and Grill - Southern Breeze #6
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Southern Breeze 6 by Anna Maria Vacations Duplex in Anna Maria, FL 34216 VR16-000199 Escape to Southern Breeze #6, you ...
From $265 per night (USD)
Expedia
From $580 per night (USD)
VRBO
Anna Margaritas by Beach Boutique Rentals
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your new favorite Anna Maria Island escape. With its prime location and incredible amenities, Anna Margaritas ...
From $580 per night (USD)
VRBO
From $556 per night (USD)
Expedia
Idyll Tides by Beach Boutique Rentals
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Discover the ultimate island retreat you've been dreaming of ~ Idyll Tides ~ a stunning vacation home nestled on the nor ...
From $556 per night (USD)
Expedia
From $601 per night (USD)
VRBO
Canal-Front Oasis with Private Dock, Pool, Near Beach & Shops - Aqua Cove
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Aqua Cove by Anna Maria Vacations Home in Anna Maria, FL 34216 VR16-000429 Welcome to Aqua Cove, a dream retreat for fa ...
From $601 per night (USD)
VRBO
From $511 per night (USD)
Expedia
Beach Front Home with Beautiful Sunset Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Shells and Sunshine by Anna Maria Vacations Private Home in Anna Maria, FL Highlights: -On our Professional Linen Servi ...
From $511 per night (USD)
Expedia
From $527 per night (USD)
VRBO
Golf Cart, Simpatico by SeaBreeze Vacation
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS MADE AFTER 1/24/24! All Drivers must be over the age of 21. Driver's ...
From $527 per night (USD)
VRBO
From $744 per night (USD)
Expedia
AMI Lucky: North End! Pool! by Anna Maria Life Vacation Rentals
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
AMI Lucky by Anna Maria Life Vacation Rentals 524 South Drive, Anna Maria, FL 34216 What You'll Love About This House: ...
From $744 per night (USD)
Expedia
From $234 per night (USD)
VRBO
Adorable home near the beach! - Bo's Beach Bungalow
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Bo's Beach Bungalow by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 Welcome to Bo's Beach Bungalow, a ...
From $234 per night (USD)
VRBO
From $779 per night (USD)
Expedia
A Charming Beach Cottage on Elm - 2 min walk to Gulf Beaches
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
A Charming Beach Cottage on Elm by AMI Locals Home in Anna Maria, FL 34216 Welcome to A Charming Beach on Elm! This coa ...
From $779 per night (USD)
Expedia
From $561 per night (USD)
VRBO
Thrill of the Chase: Canal, Dock, Pool, Spa
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
325 Hardin Ave, Anna Maria, FL 34216 What You'll Love About This Home: Location! 3 Blocks to the Beach! On a Canal! 3 Be ...
From $561 per night (USD)
VRBO
From $645 per night (USD)
Expedia
Beach Views, Short walk to Beach, Swim Spa, Anna Maria Rental - Villa Del Sol
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Villa Del Sol by Anna Maria Vacations Anna Maria Vacation Home 110 Spring Ave, Anna Maria, FL 34216 Welcome to Villa ...
From $645 per night (USD)
Expedia
From $533 per night (USD)
VRBO
Anna Maria Guest House 401- 3 bedrooms in the middle of everything
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Highlights Less than a 10-minute walk to the beach Private Pool Spacious 2,000 sq. ft. condo on Pine Avenue. Convenient ...
From $533 per night (USD)
VRBO
$Villa Rozafa\n Cozy,spacious,walking distance from downtown white sandy beach.$
From $657 per night (USD)
Expedia
Villa Rozafa\n Cozy,spacious,walking distance from downtown white sandy beach.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Villa Rozafa Very comfortable plenty of space walking distance from restaurants bar and also beautiful and gorgeous whit ...
From $657 per night (USD)
Expedia
From $1723 per night (USD)
VRBO
Villa la Esperanza Jacaranda
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Luxurious Beach Getaway – Private Pool, Jacuzzi & Kayaks Included! Escape to paradise with this spacious, upscale beach ...
From $1723 per night (USD)
VRBO
$Serenity Cottage\n$
From $1007 per night (USD)
Expedia
Serenity Cottage\n
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Featuring air-conditioned accommodation with a private pool, sea view and a balcony, Serenity Cottage is located in Anna ...
From $1007 per night (USD)
Expedia
From $613 per night (USD)
VRBO
Across the Street From the Beach with Pool - Your Dream Anna Maria Escape!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Bohemian Breeze by AMI Locals Anna Maria Vacation Home 429 Hibiscus Road, Anna Maria, FL 34217 Welcome to Bohemian B ...
From $613 per night (USD)
VRBO
From $1349 per night (USD)
Expedia
Bikini's & Martini's Waterfront Canal: 1 Block to Beach! Dock! On Canal! Anna Maria Life
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Bikini's & Martini's Waterfront Canal by Anna Maria Life Vacation Rentals 215 Chilson Ave, Anna Maria, FL 34216 Locatio ...
From $1349 per night (USD)
Expedia
From $667 per night (USD)
VRBO
Wade N' Sea: On Canal, North End, 1 Block to Pine by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Wade 'N Sea by Anna Maria Life Vacation Rentals 104 Gull Dr, Anna Maria, FL 34216 What You'll Love About This Home: Rec ...
From $667 per night (USD)
VRBO
From $475 per night (USD)
Expedia
September Golf Cart Special
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Photos Updated November 2024! Magnolia Cottage is your perfect escape to Anna Maria Island, combining the charm of coast ...
From $475 per night (USD)
Expedia
From $869 per night (USD)
VRBO
Brand new luxury Home! Pool, Rooftop Deck, walk to the beach! -The James
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
The James by AMI Locals Home in Anna Maria, FL 34216 The James is the ultimate beach getaway, featuring four bedrooms a ...
From $869 per night (USD)
VRBO
From $1294 per night (USD)
Expedia
Experience Luxury at Go with the Flow: Lazy River Pool, Rooftop Deck & Games!
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Go with the Flow by AMI Locals Luxury Island Getaway with Lazy River Pool and Rooftop Deck 311 Spring Ave | Anna Mari ...
From $1294 per night (USD)
Expedia
Click For Pricing
VRBO
Birdsong: Anna Maria Island Retreat with Pool, Steps to Beach & Pet-Friendly!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Birdsong by Anna Maria Island Accommodations 709 Fern St, Anna Maria, Florida 34216 Welcome to Birdsong, a picture-pe ...
Click For Pricing
VRBO
From $677 per night (USD)
Expedia
September Golf Cart Special
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Photos updated April 2025! Welcome to Castle Azul, a stunning canal-front vacation home on Anna Maria Island! Just one ...
From $677 per night (USD)
Expedia
From $668 per night (USD)
VRBO
Holly Haven by Beach Boutique Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Holly Haven is your private waterfront oasis on Anna Maria Island. *Features include* * Canal front with private dock ...
From $668 per night (USD)
VRBO
From $664 per night (USD)
Expedia
Beautiful Home with Private Pool and Dock! Near Anna Maria Beaches!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Island Oasis by Anna Maria Island Accommodations Holmes Beach Bayfront Home with Pool & Dock Discover your perfect get ...
From $664 per night (USD)
Expedia
From $245 per night (USD)
VRBO
Charming Cottage Near Bay and Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Twin Dolphins Cottage by Anna Maria Island Accommodations 520 Spring Ave Unit C, Anna Maria, Florida Welcome to Twin ...
From $245 per night (USD)
VRBO
From $664 per night (USD)
Expedia
Bayfront Beach access with Heated Pool!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Our modern yet beachy retreat is the perfect oasis on the North end of Anna Maria Island w/breathtaking panoramic views ...
From $664 per night (USD)
Expedia
From $1266 per night (USD)
VRBO
Luxury Canalfront Home with Pool, 8 Min Walk to Beach!
Bedrooms:
6
Bathrooms:
6
Sleeps:
8
Dancing with the Star by Anna Maria Island Accommodations Home in Anna Maria, Florida Welcome to Dancing with the St ...
From $1266 per night (USD)
VRBO
From $540 per night (USD)
Expedia
Dock of the Bay by Duncan Real Estate
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Welcome to Dock of the Bay! Located on the North end of Anna Maria, Dock of the Bay is a newly remodeled tw ...
From $540 per night (USD)
Expedia
From $646 per night (USD)
VRBO
Golf Cart - Beach Escape by SeaBreeze Vacation
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS CREATED AFTER 1/10/25! All Drivers must be over the age of 21. Drive ...
From $646 per night (USD)
VRBO
From $596 per night (USD)
Expedia
Family-Friendly Canal Retreat with Pool and Steps to the Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Coco Cottage by Anna Maria Island Accommodations Family-Friendly Canal Retreat with Pool and Steps to the Beach 113 L ...
From $596 per night (USD)
Expedia
From $851 per night (USD)
VRBO
Sea La Vie - Custom 3BR Home W/ Heated Pool, Spa, & Rooftop Deck On Anna Maria Island
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to Sea La Vie! On Anna Maria Island (Anna Maria, FL) Discover the ultimate in luxury island living at Sea La Vi ...
From $851 per night (USD)
VRBO
From $791 per night (USD)
Expedia
Stay at Anna Maria Home 3-Min Walk to the Beach with Pool and Rooftop Deck!
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Coconut Breeze Estate by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 Welcome to Coconut Breeze Estate ...
From $791 per night (USD)
Expedia
From $1476 per night (USD)
VRBO
Coastal Chic Retreat with Pool Near Gulf Beaches
Bedrooms:
6
Bathrooms:
6
Sleeps:
8
Periwinkle Place by AMI Locals 226 Periwinkle Plaza, Anna Maria, FL 34216 Welcome to Periwinkle Place, a stunning con ...
From $1476 per night (USD)
VRBO
From $971 per night (USD)
Expedia
Salt Dreams: 1 Block to Beach! Pool, Spa, Games, Rooftop Deck by Anna Maria Life Vacation Rentals
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Salt Dreams by Anna Maria Life Vacation Rentals 836 N Shore, Anna Maria, FL 34216 What You'll Love About This Home: Loc ...
From $971 per night (USD)
Expedia
From $839 per night (USD)
VRBO
September Golf Cart Special
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to The Glass House by the Beach, a luxurious modern vacation retreat on Anna Maria Island, designed to immerse y ...
From $839 per night (USD)
VRBO
From $224 per night (USD)
Expedia
September Golf Cart Special
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Photos Updated March 2025! Looking for a cozy, budget-friendly escape just steps from the beach? The Twins is the spot ...
From $224 per night (USD)
Expedia
From $322 per night (USD)
VRBO
Fish, Swim & Unwind: Anna Maria Apt
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Private Outdoor Shower | 11 Mi to Downtown Bradenton | Walk to Palmetto Ave Beach Indulge in the island getaway of your ...
From $322 per night (USD)
VRBO
From $336 per night (USD)
Expedia
Walk to Beach: Tropical Retreat in Anna Maria
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Outdoor Shower | 11 Mi to Downtown Bradenton Indulge in the island getaway of your dreams when you stay at this 2-bed, ...
From $336 per night (USD)
Expedia
From $509 per night (USD)
VRBO
Book Magnolia Shores: Family-Friendly Getaway Near Beach with Pool & Mini Golf!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Magnolia Shores by Anna Maria Island Accommodations 304 Magnolia Ave. Anna Maria, FL 34216 Welcome to Magnolia Shores, ...
From $509 per night (USD)
VRBO
From $621 per night (USD)
Expedia
Paradise Pointe by Beach Boutique Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Escape to your private waterfront oasis on Anna Maria Island at Paradise Pointe. *Features include* * Canal front wit ...
From $621 per night (USD)
Expedia
From $1234 per night (USD)
VRBO
Dolce Vita: Amazing Rooftop Experience, Views, Pool, Spa by Anna Maria Life Vacation Rentals
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Dolce Vita by Anna Maria Life Vacation Rentals 848 N Shore Drive, Anna Maria, FL 34216 What You'll Love About This Home ...
From $1234 per night (USD)
VRBO
From $850 per night (USD)
Expedia
Mimosa Bay: Waterfront Oasis w/ Heated Pool, Hot Tub & Bay Views
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Discover your slice of paradise in this beautifully updated Spanish-style beach house, Mimosa Bay, perfectly perched on ...
From $850 per night (USD)
Expedia
From $377 per night (USD)
VRBO
Beautifully Updated Home North End of Island, Screen lanai Grill and beach gear
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We are excited to announce that our popular Island rental is back on the market! It has been undergoing a complete remod ...
From $377 per night (USD)
VRBO
From $901 per night (USD)
Expedia
Blue Osprey: 2 Blocks to Beach, Pool, Spa, Dog Friendly by Anna Maria Life Vacation Rentals
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Blue Osprey by Anna Maria Life Vacation Rentals 111 Los Cedros, Anna Maria, FL 34216 What You'll Love About This Home: ...
From $901 per night (USD)
Expedia
From $948 per night (USD)
VRBO
The Curated Palm: Book now to secure your summer spot!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
The Curated Palm by Anna Maria Island Accommodations 520 Kumquat Drive, Anna Maria, FL Discover The Curated Palm, a stu ...
From $948 per night (USD)
VRBO
From $1351 per night (USD)
Expedia
Tortuga Bay~Canal & Waterslide Putt Putt! KAYAKS & TIKI HUT
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
2-minute walk to the beach 2 Kayaks you can launch from the back yard dock! • Private pool with in-ground spa • Watersli ...
From $1351 per night (USD)
Expedia
From $1444 per night (USD)
VRBO
Spacious 7-bedroom home in Anna Maria~ Putt Putt, Ping Pong, 3 blocks to beach!
Bedrooms:
4
Bathrooms:
7
Sleeps:
16
Welcome to Seaside Magnolia! From the moment you step through the front door, you are greeted by the subtle hues of the ...
From $1444 per night (USD)
VRBO
From $456 per night (USD)
Expedia
Paradise on Pine in Anna Maria
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
WELCOME to "Paradise on Pine" a stylish island retreat perfectly situated in the heart of Anna Maria! This charming 3-b ...
From $456 per night (USD)
Expedia
From $1035 per night (USD)
VRBO
Bleuphoria - Rooftop Deck and Private Pool/Spa!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Bleuphoria by AMI Locals 112 Elm Ave, Anna Maria, FL 34216 Welcome to Bleuphoria, a brand-new 4-bedroom, 4-bathroom vac ...
From $1035 per night (USD)
VRBO
From $883 per night (USD)
Expedia
OASIS! 2min walk to Gulf,3 Kings/Twin Bunk,Salt Pool/Spa,Golf,6 Bikes,2 Hammocks
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Experience an unforgettable vacation at Key Lime House! This chic Bahamian-inspired property sits at the coveted north e ...
From $883 per night (USD)
Expedia
From $801 per night (USD)
VRBO
AMI Beach Hideaway by Beach Boutique Rentals
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your new favorite Anna Maria Island retreat. With its unbeatable location and fresh coastal updates, AMI Beac ...
From $801 per night (USD)
VRBO
From $795 per night (USD)
Expedia
Tropical Paradise: 4BR Island Home w/ Pool & Bay Views
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Tucked away just steps from the calm shoreline of Bayfront Park, Tropical Paradise is your perfect home base for a relax ...
From $795 per night (USD)
Expedia
From $582 per night (USD)
VRBO
New Rental! Beautiful North End Canal Home with Pool close to the beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
We are excited to announce this beautiful new property to our rental program. Be one of the first to rent and review!! ...
From $582 per night (USD)
VRBO
From $891 per night (USD)
Expedia
Waterfront Anna Maria Oasis
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Anna Maria Oasis, your perfect escape on beautiful Anna Maria Island! You’ve finally found the coastal char ...
From $891 per night (USD)
Expedia
From $466 per night (USD)
VRBO
Manatee Manor by Duncan Real Estate
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Manatee Manor is a newly remodeled two-bedroom, two-bathroom, pool, and canal front cottage in Anna Maria. Enjoy easy Is ...
From $466 per night (USD)
VRBO
From $702 per night (USD)
Expedia
Duplex Heated Pool Walk to Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Just a short 3-block stroll to the stunning Anna Maria Island Beach, Bayfront Park, and the charming shops and restauran ...
From $702 per night (USD)
Expedia
From $912 per night (USD)
VRBO
Heavenly Hideaway, 3-bdrm house 5 min walk to the beach in beautiful Anna Maria
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to Heavenly Hideaway, a Newly Renovated, exquisite canal-front vacation home featuring three bedrooms and three ...
From $912 per night (USD)
VRBO
From $287 per night (USD)
VRBO
2b/1.5ba duplex unit short walk to gulf beach in quiet Anna Maria neighborhood.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
216 Spring Avenue, is a 2b/1.5 duplex apartment located approximately 2 blocks to gulf beach where you can enjoy nice wa ...
From $287 per night (USD)
VRBO
From $292 per night (USD)
VRBO
2b/1ba duplex unit brisk walk to gulf beach in quiet Anna Maria neighborhood.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
218 Spring Avenue, is a charming 2b/1ba duplex apartment approximately 2 blocks walking distance to gulf beach where you ...
From $292 per night (USD)
VRBO
From $2680 per night (USD)
VRBO
Luxurious Shangri-La Home with Pool, Spa, & Rooftop Deck on Anna Maria Island
Bedrooms:
6
Bathrooms:
4
Sleeps:
8
Welcome to Shangri-La, an idyllic vacation rental nestled on the exclusive tip of Anna Maria Island at Bean Point. This ...
From $2680 per night (USD)
VRBO
From $1929 per night (USD)
VRBO
Luxury 3-Story Beach Home with Pool & Spa, Anna Maria
Bedrooms:
4
Bathrooms:
5
Sleeps:
13
Escape to paradise in this stunning 5-bedroom, 4-bathroom luxury home on Anna Maria Island, designed with modern beach a ...
From $1929 per night (USD)
VRBO
$An \Old Florida\ home, with private, sandy beach and sparkling green/blue water.$
From $1102 per night (USD)
VRBO
An \"Old Florida\" home, with private, sandy beach and sparkling green/blue water.
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
ENJOY PARADISE AT THIS UNIQUE, "OLD FLORIDA" HOME, NEWLY REMODELED, TO SHOW OFF ITS FLORIDA CHARM, LOCATED DIRECTLY ON ...
From $1102 per night (USD)
VRBO
From $1004 per night (USD)
VRBO
Pier to Pier Paradise by Beach Boutique Rentals
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This stunning 4-bedroom home, aptly named Pier to Pier Paradise, offers breathtaking views of the Bay, luxury amenities, ...
From $1004 per night (USD)
VRBO
From $788 per night (USD)
Expedia
Deja Blu:1 Block to Beach! Tropical Oasis, Poolside Lounge, Pool & Spa by Anna Maria Life
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Deja Blu by Anna Maria Life Vacation Rentals 208 Palm Ave, Anna Maria, FL 34217 What You'll Love About This Home: Locat ...
From $788 per night (USD)
Expedia

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