Anna Maria Rentals
From $586 per night (USD)VRBO
Heated Pool, Gas Grill, 1 Minute Walk to Beach! Updated Throughout
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sugar Plum Beach West by Anna Maria Vacations Home in Anna Maria, FL 34216 VRC18-000058 Welcome to Sugar Plum Beach Wes ...
From $586 per night (USD)VRBO
From $363 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 $363 per night (USD)Expedia
From $810 per night (USD)VRBO
Anna Margaritas 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 ...
From $810 per night (USD)VRBO
From $788 per night (USD)Expedia
Idyll Tides by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Discover the ultimate island retreat you've been dreaming of ~ Idyll Tides ~ a stunning vacation home nestled on the nor ...
From $788 per night (USD)Expedia
From $1003 per night (USD)VRBO
Canal-Front Oasis with Private Dock, Pool, Near Beach & Shops - Aqua Cove
- Bedrooms:
- 4
- 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 $1003 per night (USD)VRBO
From $1074 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 $1074 per night (USD)Expedia
From $615 per night (USD)VRBO
Golf Cart, Simpatico by SeaBreeze Vacation
- Bedrooms:
- 3
- 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 $615 per night (USD)VRBO
From $1978 per night (USD)Expedia
Salty Sister: Stunning Beachfront Vacation Home with Heated Pool, Steps from Anna Maria Island Beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Welcome to Salty Sister, the pinnacle of coastal luxury on Anna Maria Island, where the crystal-clear waters of the Gulf ...
From $1978 per night (USD)Expedia
From $1117 per night (USD)VRBO
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 $1117 per night (USD)VRBO
From $1328 per night (USD)VRBO
AMI SKYVIEW, AN OLD FLORIDA HOME ON THE GULF\/BAY WATER & YOUR OWN PRIVATE BEACH.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
ENJOY PARADISE AT THIS UNIQUE, OLE FLORIDA HOME, NEWLY RENOVATED TO SHOW OFF ITS FLORIDA CHARM, LOCATED DIRECTLY ON THE ...
From $1328 per night (USD)VRBO
From $309 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 $309 per night (USD)VRBO
From $1062 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 $1062 per night (USD)Expedia
From $929 per night (USD)VRBO
Thrill of the Chase: Canal, Dock, Pool, Spa
- Bedrooms:
- 2
- Bathrooms:
- 4
- 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 $929 per night (USD)VRBO
From $787 per night (USD)Expedia
Beach Views, Short walk to Beach, Swim Spa, Anna Maria Rental - Villa Del Sol
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Villa Del Sol by Anna Maria Vacations 110 Spring Ave Anna Maria, FL 34216 Step into the luxurious haven of Villa Del So ...
From $787 per night (USD)Expedia
From $850 per night (USD)VRBO
Elevated North-End Home Near the Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Sunshine State of Mind by AMI Locals Home in Anna Maria, FL Experience panoramic sunset views, gulf breezes, and the sm ...
From $850 per night (USD)VRBO
From $971 per night (USD)Expedia
Ocean Minded by Beach Boutique Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
PLEASE NOTE: This home is currently undergoing a full renovation. The current pictures include furniture and decor that ...
From $971 per night (USD)Expedia
From $765 per night (USD)VRBO
Limelight by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Discover Limelight, a stunning 3 bedroom vacation home perfectly situated on the picturesque north end of Anna Maria, ju ...
From $765 per night (USD)VRBO
From $989 per night (USD)Expedia
Ready to host after the storms! Private Home. Large Heated Pool. Steps to beach.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Anna Maria Chateau is a well appointed coastal home located just a quick walk from the beach/Bean Point. Walk to the loc ...
From $989 per night (USD)Expedia
From $781 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 $781 per night (USD)VRBO
From $712 per night (USD)Expedia
Coconut Cove: *Canalfront *Pet-friendly *Putt-putt *Pool *Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Photos Updated March 2025! Escape to the secluded paradise of Coconut Cove on Anna Maria Island, a 3-bedroom, 3-bathroo ...
From $712 per night (USD)Expedia
From $2019 per night (USD)VRBO
Manatee Lookout: Canal Front, Pool, Spa, Dock, Putting Green by Anna Maria Life Vacation Rentals
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Manatee Lookout by Anna Maria Life Vacation Rentals 214 Oak Ave, Anna Maria, FL 34216 What You'll Love About This Home: ...
From $2019 per night (USD)VRBO
From $648 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 $648 per night (USD)Expedia
From $1625 per night (USD)VRBO
Coconut Hut: Pool & Spa, Pool Table, Putting Green by Anna Maria Life Vacation Rentals
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Coconut Hut by Anna Maria Life Vacation Rentals 213 Coconut Ave, Anna Maria, FL 34217 What You'll Love About This Home: ...
From $1625 per night (USD)VRBO
From $687 per night (USD)Expedia
Dock Holiday: On Canal, Pool & Spa by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Dock Holiday by Anna Maria Life Vacation Rentals 235 Chilson Ave, Anna Maria, FL 34216 What You'll Love About This Home ...
From $687 per night (USD)Expedia
From $1143 per night (USD)VRBO
West O' Gulf, amazing location, steps to beach and fun on AMI
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Welcome to West O' Gulf. This property suffered minimal damage from hurricanes Helene and Milton and is better than eve ...
From $1143 per night (USD)VRBO
From $1428 per night (USD)Expedia
Tropical gem near beach with amazing Gulf view, pool, spa, game room & roof deck
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 8
Tropical Gulf View Estate Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $1428 per night (USD)Expedia
From $887 per night (USD)VRBO
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 $887 per night (USD)VRBO
From $261 per night (USD)Expedia
Gone Coastal: *3 mins to beach *Pet-Friendly *Budget-friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Gone Coastal, a budget-friendly retreat perfect for your vacation. This affordable, 2-bedroom, 2-bathroom hom ...
From $261 per night (USD)Expedia
From $2202 per night (USD)VRBO
Sentimental Sunset: Pool & Spa, Near Bean Point & Pine! by Anna Maria Life Vacation Rentals
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Sentimental Sunset by Anna Maria Life Vacation Rentals 755 Jacaranda Rd, Anna Maria, FL 34216 What You'll Love About Th ...
From $2202 per night (USD)VRBO
From $822 per night (USD)Expedia
Golf Cart, Stonehenge by SeaBreeze Vacation
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS WITH A CHECK-IN DATE AFTER 4/26/25! All Drivers must be over the age ...
From $822 per night (USD)Expedia
From $636 per night (USD)VRBO
Coral Cove: Walk to the Beach! Heated pool! Prime North End!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
*Features include* * Prime north end location! Bean Point! * Walk to the beach! * Private, saltwater heated pool * Larg ...
From $636 per night (USD)VRBO
Click For PricingExpedia
North Beach Village 40 - 3BR Townhome - Anna Maria Island - By Island Real Estat
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the magic of Anna Maria Island with our stunning vacation rental, "Sans Souci - North Beach Village 40." This ...
Click For PricingExpedia
From $754 per night (USD)VRBO
Periwinkle Getaway: 2 Blocks to the Beach, Private Pool by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
207 Periwinkle Plaza, Anna Maria, FL 34216 What You'll Love About This Home: Location! 1.5 Blocks to the Beach! 3 Bedroo ...
From $754 per night (USD)VRBO
From $836 per night (USD)VRBO
4\/3 Canal front oasis with Private heated pool & dock
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
You won't be disappointed with this newly renovated beach house! This 4-bedroom, 3-bathroom home is located in the hea ...
From $836 per night (USD)VRBO
From $567 per night (USD)VRBO
*NEW LISTING* Boutique Spanish-Style Villa - perfect for family\/couple getaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This unique, beautifully appointed Boutique Spanish Style Villa on the North End of Anna Maria Island is a perfect getaw ...
From $567 per night (USD)VRBO
From $614 per night (USD)Expedia
Duplex for multiple groups and pool - Hang 12
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 10
Hang 12 by Anna Maria Island Accommodations Whole Duplex in Holmes Beach, Florida Hang out with your family and frien ...
From $614 per night (USD)Expedia
From $441 per night (USD)VRBO
The Wee Cottage | House in Anna Maria
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
The Wee Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $441 per night (USD)VRBO
From $580 per night (USD)Expedia
Anna Maria Aloha – Beach Block Cottage, Steps to Gulf, Outdoor Living, Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Anna Maria Aloha! On Anna Maria Island (Anna Maria, Florida) After sustaining hurricane damage, this charmin ...
From $580 per night (USD)Expedia
From $720 per night (USD)VRBO
The Poop Deck: *Pet-friendly *Canalfront *Heated Pool *Sleeps 8
- Bedrooms:
- 4
- Bathrooms:
- 5
- 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 $720 per night (USD)VRBO
From $1231 per night (USD)Expedia
Canal front with Dock and Pool -Honeywood House
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Honeywood House by Anna Maria Island Accommodations Home in Anna Maria, Florida Relaxation and adventure await you at ...
From $1231 per night (USD)Expedia
From $705 per night (USD)VRBO
Welcome to Gulf Shore Cottage!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Gulf Shore Cottage by Anna Maria Island Accommodations Cottage in Anna Maria, Florida VR16-000101 Your dream beach vac ...
From $705 per night (USD)VRBO
From $824 per night (USD)Expedia
Welcome to Acquaviva!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Acquaviva by Anna Maria Island Accommodations Canal front home in Anna Maria, Florida Welcome to Acquaviva, a spectacul ...
From $824 per night (USD)Expedia
From $1335 per night (USD)VRBO
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 ...
From $1335 per night (USD)VRBO
From $840 per night (USD)VRBO
Tarpon House-Luxury 4\/4 Home on Anna Maria Island
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
What You'll Love About This Home: Location! 3 Blocks to the Beach! 4 Bedrooms / 4 Bathrooms 3 King Beds, Two Sets of Bu ...
From $840 per night (USD)VRBO
From $215 per night (USD)VRBO
2nd-floor condo across the street from the beach with heated pool, balcony, W\/D
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
South Bay Inn 4 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $215 per night (USD)VRBO
From $1410 per night (USD)Expedia
Island Therapy: Pool, Canal, Dock, Outdoor Fun & Games!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Island Therapy by Anna Maria Life Vacation Rentals 103 Gull Drive, Anna Maria, FL 34216 What You'll Love About This Hom ...
From $1410 per night (USD)Expedia
From $1604 per night (USD)VRBO
La Hacienda: Dock on Canal, Full Game Room, Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
La Hacienda by Anna Maria Life Vacation Rentals 103 Los Cedros, Anna Maria, FL 34216 What You'll Love About This Home: ...
From $1604 per night (USD)VRBO
From $1090 per night (USD)Expedia
Reel Deal: Water Views, Elevator, Pool by Anna Maria Life Vacation Rentals
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Reel Deal by Anna Maria Life Vacation Rentals 505 S Bay, Anna Maria, FL 34216 What You'll Love About This Home: Locatio ...
From $1090 per night (USD)Expedia
From $1621 per night (USD)VRBO
Salty Sunsets, full gulf views from rooftop deck, gorgeous pool\/spa
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Welcome to Salty Sunsets on beautiful Anna Maria Island. This luxurious property is located north of Pine Ave with easy ...
From $1621 per night (USD)VRBO
From $236 per night (USD)Expedia
Bayou Beach Vibes: *Canal view *Central location *Updated condo
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to paradise and experience the ultimate island getaway in our charming 2-bedroom, 1-bathroom condo in The Bayou. ...
From $236 per night (USD)Expedia
From $526 per night (USD)VRBO
Renovated duplex 2bed \/ 2bath North End Of Anna Maria, 2min walk to the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Lamantin! Located on the picturesque north end of Anna Maria, this duplex has direct beach access across the ...
From $526 per night (USD)VRBO
From $532 per night (USD)Expedia
Renovated 2bed \/ 1bath North End of Anna Maria, 2min walk to the beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Lamantin! Located on the picturesque north end of Anna Maria, this duplex has direct beach access across the ...
From $532 per night (USD)Expedia
From $411 per night (USD)VRBO
Beautiful brand new guest house, steps to Pine, 5 minutes to beach, heated pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Boathouse did not sustain any damage to the building during the two hurricanes. The pool had to be cleaned out whic ...
From $411 per night (USD)VRBO
From $650 per night (USD)Expedia
Across the street from the Beach!-Sandpiper Villa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sandpiper Villa by AMI Locals Home in Holmes Beach, Florida Welcome to Sandpiper Villa, a coastal paradise across the s ...
From $650 per night (USD)Expedia
From $971 per night (USD)VRBO
Sea Star by Beach Boutique Rentals
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Ideally located just steps from the beach, Sea Star offers a unique 3 bedroom vacation home with carriage house for a pe ...
From $971 per night (USD)VRBO
From $967 per night (USD)Expedia
EV Charger, Coastal Serenity by SeaBreeze Vacation
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS MADE AFTER 1/24/24 WITH A CHECK-IN DATE BETWEEN 8/3/24 - 4/25/25! Al ...
From $967 per night (USD)Expedia
From $1948 per night (USD)VRBO
Brand New home with Incredible Rooftop Deck and Pool! - Just Breathe
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Just Breathe by AMI Locals Home in Anna Maria, FL 34216 Welcome to Just Breathe, a brand-new construction right across ...
From $1948 per night (USD)VRBO
From $1509 per night (USD)Expedia
Canal Walk: Tiki Bar, Mini Golf, Pool & Spa On Canal by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Canal Walk by Anna Maria Life Vacation Rentals 223 Oak Ave, Anna Maria FL, 34216 What You'll Love About This Home: Loca ...
From $1509 per night (USD)Expedia
From $796 per night (USD)VRBO
5 Bedroom Tropical Oasis with Separate Guest House, Private Pool\/Spa!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Welcome to Blue Hideaway! Upon your arrival, you will see the elevated Caribbean Blue cottage. Once entering through the ...
From $796 per night (USD)VRBO
From $556 per night (USD)Expedia
Barefoot Mermaid 1, greatAMI location steps to the beach\/fun on Pine Ave
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Barefoot Mermaid 1 a relaxed ground floor vacation rental located on the north end of gorgeous Anna Maria Isl ...
From $556 per night (USD)Expedia
From $457 per night (USD)VRBO
Barefoot Mermaid 4, greatAMI location steps to the beach\/fun on Pine Ave
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to Barefoot Mermaid 4 a relaxed ground floor vacation rental located on the north end of gorgeous Anna Maria Isl ...
From $457 per night (USD)VRBO
From $562 per night (USD)Expedia
Barefoot Mermaid 2, greatAMI location steps to the beach\/fun on Pine Ave
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to "Barefoot Mermaid 2" a relaxed ground floor vacation rental located on the north end of gorgeous Anna Maria I ...
From $562 per night (USD)Expedia
From $962 per night (USD)VRBO
༄ Sunset Shore on Anna Maria Island ༄
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
POST-HURRICANE UPDATE! With a lot of hard work and a network of really great contractors and cleaners, we are fully repa ...
From $962 per night (USD)VRBO
From $1974 per night (USD)Expedia
Bermuda Bay: 1.5 Blocks to Beach! Pool Spa, Rooftop Deck
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Bermuda Bay by Anna Maria Life Vacation Rentals 213 Magnolia, Anna Maria, FL 34216 What You'll Love About This Home: Lo ...
From $1974 per night (USD)Expedia
From $1290 per night (USD)VRBO
Peace of Paradise: Pool Spa & Amazing Views of Tampa Bay
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Peace of Paradise by Anna Maria Life Vacation Rentals 604 North Bay Blvd, Anna Maria, FL 34216 What You'll Love About T ...
From $1290 per night (USD)VRBO
From $287 per night (USD)Expedia
Tranquil Palm: Perfect north-end location
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Welcome to Tranquil Palm, your serene getaway on the enchanting Anna Maria Island! Nestled on a peaceful north-end stree ...
From $287 per night (USD)Expedia
From $825 per night (USD)VRBO
Marys Place Walk to the Beach and Pine Ave shops, Stunning Brand New Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Indulge in the ultimate beach escape to Mary's Place located on Los Cedros, a *premier location* just north of Pine Aven ...
From $825 per night (USD)VRBO
From $908 per night (USD)Expedia
Coconut Palm Paradise
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Highlights • Less than a 10-minute walk to the beach • Private Pool • Outdoor Shower • Outdoor Entertainment Space • 2-m ...
From $908 per night (USD)Expedia
From $523 per night (USD)VRBO
Home 5 minutes to the Beach with Great Backyard! - Bikini So Tiny
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Bikini So Tiny by AMI Locals Home in Anna Maria, Florida Bikini So Tiny is a “Historic Treasure” one-bedroom, one-b ...
From $523 per night (USD)VRBO
From $369 per night (USD)Expedia
Love Shack on the Water Most desirable location on AMI
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located on Pine Ave just steps from shops, the General Store, restaurants, the pier, beach, pier fishing, and the trolle ...
From $369 per night (USD)Expedia
From $1192 per night (USD)VRBO
Spacious Home with Saltwater Pool and Screened Lanai!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Flip Flops and Fish Tales by Anna Maria Vacations Home in Anna Maria, Florida VR19-000035 Welcome to Flip Flops and Fis ...
From $1192 per night (USD)VRBO
From $1912 per night (USD)Expedia
NEW Home w\/Pool, Rooftop Deck, and Putting Green-Gone Gulfin'
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Gone Gulfin’ by AMI Locals Home in Anna Maria, FL 34216 Get ready for the ultimate beach vacation at Gone Gulfin'! Th ...
From $1912 per night (USD)Expedia
Click For PricingVRBO
Sunrise Vista in Anna Maria
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Sunrise Vista on gorgeous Anna Maria Island. Pack up the family car and head to Anna Maria Island's perfectly ...
Click For PricingVRBO
From $425 per night (USD)VRBO
Gorgeous Beach Home with heated pool and close to beach! Pet friendly
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Absolutely beautiful monthly rental in highly sought after Holmes Beach on Anna Maria Island. If you are interested in ...
From $425 per night (USD)VRBO
From $1521 per night (USD)VRBO
Pier Pleasure - Anna Maria at it's finest! Pool, hot tub, beach, putting green
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Luxury abounds in this lovely home on the north end of Anna Maria. Every inch of this home was built in a well thought o ...
From $1521 per night (USD)VRBO
From $1758 per night (USD)Expedia
Luxury Home with Pool and Spa, Golf Cart, Bikes, and Rooftop Putting Green!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Shore Is Paradise by AMI Locals Home in Anna Maria VR20-000087 Highlights • Private Pool and In-ground Spa • Rooftop ...
From $1758 per night (USD)Expedia
From $727 per night (USD)VRBO
Beachfront Home with an Amazing Deck! Beach Views! -Low Tide
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Low Tide by AMI Locals Home in Anna Maria, Florida VR21-000077 Welcome to Low Tide, a dreamy beachfront bungalow f ...
From $727 per night (USD)VRBO
From $989 per night (USD)Expedia
Newly Renovated Canal Front Home. Just Steps to Bay!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Highlights • Canal front with dock • 9-minute walk to the beach • Private pool and hot tub • Putting green • Game room ...
From $989 per night (USD)Expedia
From $1066 per night (USD)VRBO
Perfect Family Waterfront Home! Stunning Views! Near Local Attractions - Seaside
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Seaside by Anna Maria Vacations VR16-000432 Welcome to Seaside! This three-bedroom and two-and-a-half bath waterfront h ...
From $1066 per night (USD)VRBO
From $1631 per night (USD)Expedia
Fancy Flamingo: Canal Front, Dock, Heated Pool & Spa by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Fancy Flamingo by Anna Maria Life Vacation Rentals 319 Hardin, Anna Maria, FL 34216 What You'll Love About This Home: L ...
From $1631 per night (USD)Expedia
From $531 per night (USD)VRBO
Bay Breeze Bungalow: Canalfront family home with dock and pool
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Welcome to Bay Breeze Bungalow – your idyllic getaway nestled in the heart of Anna Maria Island! This charming 3-bedroom ...
From $531 per night (USD)VRBO
From $673 per night (USD)Expedia
AMI Outpost - 3 Bed 2 Bath Elevated Home - by Island Real Estate Vacations
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Charming elevated villa in the heart of Anna Maria with private heated pool and fenced yard. Short walk to City Pier and ...
From $673 per night (USD)Expedia
Click For PricingVRBO
Island Memories by SeaBreeze Vacation
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This is where you will make Island Memories! Situated less than a 2 minute walk to the white, sandy beaches of Anna Mari ...
Click For PricingVRBO
From $401 per night (USD)VRBO
WE ARE BACK! Pictures to come. Charming canal cottage, 4 minute stroll to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Casa Javea is completely redone from damage from Hurricane Helene. We will update the pictures soon. We are a ground l ...
From $401 per night (USD)VRBO
From $637 per night (USD)VRBO
Steps to Beach - Bean Point Residence Unit A by SeaBreeze Vacation
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Approximately 40 steps and you'll be at the beach entrance to Anna Maria's sandy, white beach. This property offers conv ...
From $637 per night (USD)VRBO
From $583 per night (USD)Expedia
Steps to Beach - Bean Point Residence Unit B by SeaBreeze Vacation
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
For our beachgoer guests, the beach entrance to Anna Maria's sandy, white beaches are approximately 40 steps away. Bean ...
From $583 per night (USD)Expedia
Click For PricingVRBO
Welcome to The Beach House
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The Beach House by Anna Maria Vacations 9308 Gulf Drive Anna Maria, Fl. 34216 VR16-000455 This modern 3 bedroom 2.5 ba ...
Click For PricingVRBO
From $1756 per night (USD)Expedia
Rooftop Deck, Private Pool and Game room! Perfect for Families!
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 8
Boundless Waves by Anna Maria Island Accommodations Anna Maria, Florida Welcome to Boundless Waves, an incredible vac ...
From $1756 per night (USD)Expedia
From $939 per night (USD)VRBO
Bimini Bay: 3 Blocks to Beach! Private Pool! by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Bimini Bay by Anna Maria Life Vacation Rentals 312 Hardin Ave, Anna Maria, FL 34216 What You'll Love About This Home: L ...
From $939 per night (USD)VRBO
From $1035 per night (USD)Expedia
Manatee Bay: Bayfront! Private Beach on Tampa Bay with Stunning Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Manatee Bay by Anna Maria Life Vacation Rentals 402 S Bay Blvd, Anna Maria, FL 34216 What You'll Love About This Home: ...
From $1035 per night (USD)Expedia
From $1286 per night (USD)VRBO
Water's Edge: Dog Friendly, Canal Front, Dock & Pool & Spa
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Water's Edge by Anna Maria Life Vacation Rentals 221 Oak, Anna Maria, FL 34216 What You'll Love About This Home: Locati ...
From $1286 per night (USD)VRBO
From $1177 per night (USD)VRBO
Cedar Sunsets - 4 bed, 4 bath, Beach Block
- 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 $1177 per night (USD)VRBO
From $314 per night (USD)VRBO
Blue Waters~Anna Maria, Private Home, Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
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 $314 per night (USD)VRBO
From $2835 per night (USD)Expedia
Brand-new luxury home with sparkling Pool, Bikes, 2-minute walk to the beach!
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 8
Moondance by AMI Locals Home in Anna Maria, Florida Highlights • Brand-new construction home • 2-minute walk to the b ...
From $2835 per night (USD)Expedia
From $2205 per night (USD)VRBO
Brand New Luxury Home, Incredible Rooftop Deck and Pool - Total Package
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Total Package by AMI Locals Home in Anna Maria 34216 Welcome to Total Package! This elegant brand-new vacation home f ...
From $2205 per night (USD)VRBO
From $756 per night (USD)Expedia
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 $756 per night (USD)Expedia
From $889 per night (USD)VRBO
\"Walk On The Beach \" house~3 bed, heated pool, 3min walk to the Bean Point Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to "Walk on the Beach " quiet and perfectly located at the North end of Anna Maria Island, 3 bedroom 2 bath pool ...
From $889 per night (USD)VRBO
From $786 per night (USD)Expedia
Sea Mist by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Discover Sea Mist, an exquisite coastal retreat nestled in the heart of Anna Maria Island. With its prime North end loca ...
From $786 per night (USD)Expedia
From $1148 per night (USD)VRBO
Jersey Girl by Duncan Real Estate
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to this unique 5 bedroom Island Paradise! Jersey Girl features a main house with 3 bedrooms and 2 baths al ...
From $1148 per night (USD)VRBO
From $2138 per night (USD)Expedia
Island Time on Cedar: 3 Houses to Beach! Dog Friendly! Pool by Anna Maria Life
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Island Time on Cedar by Anna Maria Life Vacation Rentals 110 Cedar Ave, Anna Maria, FL 34216 What You'll Love About Thi ...
From $2138 per night (USD)Expedia