$13,350
Available: Right Now
Listed: 25/07/2024
Anna Maria, FL
Harmony HouseOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Come to historic Anna Maria Island and remember days gone by when you stay in this three-bedr...
$14,970
Available: Right Now
Listed: 25/07/2024
Anna Maria, FL
Sorgenfrei South has everything you need for a perfect beach getaway. This stunning 3 bedroom, 3.5 bath home is located less than a block from the gorgeous gulf beaches and just a few blocks from the fabulous shopping and dining on Pine Avenue. Not o...
$15,960
Available: Right Now
Listed: 25/07/2024
Anna Maria, FL
Escape to Coco Cottage, a charming 3-bedroom, 3-bathroom vacation retreat with a bonus room on Anna Maria Island. Just a 4-minute walk to the Gulf beach and 2 minutes to Pine Avenue, Coco Cottage promises an unforgettable vacation experience.Step...
$23,000
Available: Right Now
Listed: 27/07/2024
776 N Shore Dr, Anna Maria, Florida, 34216
Underwent complete Interior remodel in Jan 2023!!! This Bean Point beauty is perfect for the family or group wanting to be ultra close and steps to one of the most beautiful sought after beaches in Florida! Aside from the fantastic location, t...
$14,310
Available: Right Now
Listed: 25/07/2024
Anna Maria, FL
Welcome to Naut 2 Shabby Cottage! This 1922 Old-Florida-style cottage pool home is the front unit on the property, located on Pine Avenue just half a block from the Anna Maria City Pier and Tampa Bay, and within walking distance to shops and restaura...
$14,970
Available: Right Now
Listed: 25/07/2024
Anna Maria, FL
The Sea Spray Cottages are an adorable group of Units located in the North End of Anna Maria, West of Gulf Drive and only a few houses to the highly acclaimed Gulf Beach. Sea Spray 5 is a stand alone cottage with 3 Bedrooms and 2 Baths located at...
$13,980
Available: Right Now
Listed: 25/07/2024
Anna Maria, FL
The desirable North end of Anna Maria and a peaceful canal front setting make this beautiful home a perfect vacation getaway! Gladiolus on the Water was recently updated with a brand-new master suite. Enjoy new furnishings and fresh paint, all tied t...
$13,170
Available: Right Now
Listed: 25/07/2024
Anna Maria, FL
The Sea Spray Cottages are an adorable group of Units located in the North End of Anna Maria, West of Gulf Drive and only a few houses to the highly acclaimed Gulf Beach. Sea Spray 4 is a stand-alone cottage with 3 Bedrooms and 2 Baths located at...
$14,940
Available: Right Now
Listed: 25/07/2024
Anna Maria, FL
LaRaya RetreatOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A special time awaits you at this updated beach house on Anna Maria Island. Featuring a dog-...
$18,270
Available: Right Now
Listed: 25/07/2024
Anna Maria, FL
804 Jacaranda Rd, Anna Maria, FL 34216What You'll Love About This Home:Location! 1 Block to the Beach! AMI North End!3 Bedrooms / 2 Bathrooms2 Kings, 1 QueenPrivate Heated Pool & SpaPool LoungersOutdoor ShowerPoolside ...
$20,040
Available: Right Now
Listed: 25/07/2024
Anna Maria, FL
New to the Vacation Rental Market and awaiting your Reviews!Only a few steps from the sugar white beaches and crystal waters of the gulf, this long-time island family home is now being offered as a vacation rental to host your family and friends....
$32,100
Available: Right Now
Listed: 25/07/2024
Anna Maria, FL
Highlights Less than a 5-minute walk to the beach Private pool Separate guest suite Hammock Washer and dryer Hurricane House by Anna Maria Island Accommodations 205 Spring Ave Anna Mar...
$14,520
Available: Right Now
Listed: 25/07/2024
Anna Maria, FL
Sugar Plum Beach West by Anna Maria VacationsHome in Anna Maria, FL 34216VRC18-000058Welcome to Sugar Plum Beach West, a beautiful, modern vacation duplex with three bedrooms and two bathrooms just five houses from the nearest beach acces...
$31,860
Available: Right Now
Listed: 25/07/2024
Anna Maria, FL
Highlights3-minute walk from BeachPrivate pool and hot TubOutdoor showerWasher and dryerBeach You To It by Anna Maria Island Accommodations 206 Palm AveAnna Maria, FL 34216VR18-000150We...
$19,260
Available: Right Now
Listed: 25/07/2024
Anna Maria, FL
Discover the ultimate island retreat you've been dreaming of ~ Idyll Tides ~ a stunning vacation home nestled on the north end of Anna Maria.Features include*Private tropical heated pool and spaTwo cozy queen bedrooms...
$12,330
Available: Right Now
Listed: 25/07/2024
Anna Maria, FL
Tree Top Bungalow by Anna Maria VacationsHome in Anna Maria, Fl. 34216VR16-000079Tree Top Bungalow combines the best of both worlds – Island living with a touch of rustic design! Located on the quiet north end of Anna Maria Island, this t...
$7,000
Available: Right Now
Listed: 27/07/2024
606 N Point Dr, Holmes Beach, Florida, 34217
Annual rental. Great for boaters. Beautiful single-family home on North Point of Key Royal. This 3 bdrm 3 full bath home sits on a quiet canal in Holmes Beach. Features include a large updated eat-in kitchen, vaulted ceilings, arches, columns, 2-side...
$11,100
Available: Right Now
Listed: 25/07/2024
Anna Maria, FL
“Over the Moon” located on the North end of Anna Maria is an adorable 3 bedroom, 2 bathroom cottage that spaciously accommodates up to six guests and is less than a block from the beach at Anna Maria's Bean Point! You will fall in love with this Anna...
$16,650
Available: Right Now
Listed: 25/07/2024
Anna Maria, FL
Just a short stroll from Gulf of Mexico beaches, Anna Maria vacation rental “Beach Pearl” offers a luxurious getaway experience. All the amenities you would expect from a five-star home located in the city of Anna Maria can be found at this holiday d...
$18,090
Available: Right Now
Listed: 25/07/2024
Anna Maria, FL
Welcome to AMI Bay Breeze! This newly renovated, 3 bedroom 2 bathroom home is the perfect escape for your next vacation to Anna Maria Island! AMI Bay Breeze includes a king master with a walk-in shower ensuite bathroom, a king guest bedroom, 2 twins ...
$12,090
Available: Right Now
Listed: 25/07/2024
Anna Maria, FL
Nestled on the far North end of Anna Maria Island, with the beach cottage is just around the corner, The Lady Fish is a three-bedroom, two-bathroom vacation home. The closest beach access is just around the corner at Cypress Avenue. There is no direc...
$21,750
Available: Right Now
Listed: 25/07/2024
Anna Maria, FL
8 palms is a beautiful 3 bedroom 2 bath home on the North end of Anna Maria Island. The property is newly renovated and has a gorgeous boho beach theme. The standout is the oversized pool area! The backyard is your mini oasis with a large pool, hot t...