Anna Maria Rentals
From $839 per night (USD)VRBO
La Casa Costiera - Beachfront Condo w\/Gulf View - Pool - Jacuzzi - BBQ Area
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
La Casa Costiera is a luxuirous condo in the heart of Holmes Beach where the Mediterranean and the Gulf of Mexico meet. ...
From $839 per night (USD)VRBO
From $741 per night (USD)Expedia
Poolside Cottage at Beachfront Coconuts Resort!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Coconuts Poolside! This amazing condo is located within the iconic Coconuts Beach Resort located directly on ...
From $741 per night (USD)Expedia
From $404 per night (USD)VRBO
Newly Renovated Vintage AMI Cottage. Heated Pool! North End! 2 Blocks to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
BEFORE YOU BOOK: We only rent through VRBO. No other party is authorized to rent this property. We rent Saturday to S ...
From $404 per night (USD)VRBO
From $905 per night (USD)Expedia
EV Charger, Portside Paradise by SeaBreeze Vacation
- Bedrooms:
- 7
- Bathrooms:
- 4
- Sleeps:
- 8
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS WITH A CHECK-IN DATE AFTER SEPTEMBER 5, 2023! All Drivers must be ov ...
From $905 per night (USD)Expedia
From $1882 per night (USD)VRBO
Home with Pool and Spa, tropical backyard! Near the beach - Feelin' Beachy
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Feelin’ Beachy by AMI Locals Home in Holmes Beach, Florida VRC20-000140 Let the good times roll at Feelin' Beachy, a st ...
From $1882 per night (USD)VRBO
From $1170 per night (USD)VRBO
CabAnna Maria Beach Block 4 Bedroom 4.5 Bath
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
CabAnna Maria is a newly renovated 4 bedroom, 4.5 bath house, that sleeps 8 (max) comfortably, a quick 450 ft to the pri ...
From $1170 per night (USD)VRBO
From $1562 per night (USD)VRBO
Sirenia Beach House Open!- Waterfront\/HotTub\/ Pool\/Dock\/PuttGreen\/Backyard Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Sirenia Beach House is as good as new and ready to receive you! Popular Vacation Home! - Highlights from our last renov ...
From $1562 per night (USD)VRBO
From $877 per night (USD)VRBO
Custom Home Walking Distance from the Gulf ! NOT LISTED ON FACEBOOK <br>
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This large home was constructed in 2009. It is a decorator furnished, pool home and considered top of the line in vacat ...
From $877 per night (USD)VRBO
From $248 per night (USD)VRBO
We will be accepting new reservations from January 2025 going forward only.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
The Ballyhoo is a ground floor cottage located on Bean Point at the very tip of Anna Maria Island. Around the corner, (2 ...
From $248 per night (USD)VRBO
From $864 per night (USD)Expedia
Ocean Pearl: *Bay front *Ground-level *Gorgeous views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful waterfront home located on the north end of Anna Maria Island. Located on North Shore Drive, approx 9 houses e ...
From $864 per night (USD)Expedia
From $670 per night (USD)VRBO
Bean Point Cottage: North End Pool Home, Close to Beach & Bay by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
709 North Bay Blvd., Anna Maria, FL 34216 What You'll Love About This Home: Location! North End of AMI and 500 Steps T ...
From $670 per night (USD)VRBO
From $422 per night (USD)Expedia
Water Front Sea Waves Cottage With Private Dock, Access To Bimini Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Sea Waves, our newly renovated home with 3 bedrooms / 2 bathrooms, a private dock, and an unobstructed, natur ...
From $422 per night (USD)Expedia
From $374 per night (USD)VRBO
Great Beach Retreat w\/Full Kitchen, Free WiFi, Shared Pool, Washer\/Dryer, & More
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Sunrise Garden #9 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $374 per night (USD)VRBO
From $485 per night (USD)Expedia
Well-Located & Equipped Beach Condo w\/Shared Pool, Washer\/Dryer, Free WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Sunrise Garden # 17 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $485 per night (USD)Expedia
From $409 per night (USD)VRBO
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Sea Breeze, our newly renovated home with 2 bedrooms / 2 bathrooms, a private dock, and an unobstructed, natu ...
From $409 per night (USD)VRBO
From $499 per night (USD)Expedia
Well-appointed beach condo with pool access, washer\/dryer, WiFi & great location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sunrise Garden #15 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $499 per night (USD)Expedia
From $484 per night (USD)VRBO
Dreamy Beach Condo w\/Incredible Location, Shared Pool, Washer\/Dryer, Free WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Sunrise Garden #12 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $484 per night (USD)VRBO
From $472 per night (USD)Expedia
Incredible Beach Condo w\/Free WiFi, TV, Shared Pool and Washer\/Dryer
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Sunrise Garden #7 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $472 per night (USD)Expedia
From $446 per night (USD)VRBO
Friendly Condo w\/ Shared Pool in Great Location w\/ Washer\/Dryer, & Free WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Sunrise Garden #11 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $446 per night (USD)VRBO
From $382 per night (USD)Expedia
Convenient & Well-Located Condo w\/Shared Washer\/Dryer, Pool, and Free WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Sunrise Garden #2 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $382 per night (USD)Expedia
From $369 per night (USD)VRBO
Beach Escapade w\/near the Beach, Shared Pool, Washer\/Dryer, Free WiFi, & More
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Sunrise Garden #16 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $369 per night (USD)VRBO
From $279 per night (USD)Expedia
Beach Walk: North Beach Village, Pool, Quick Walk to Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
6250 Holmes Blvd. #31, Holmes Beach, FL 34217 What You'll Love About This Home: Location! 2.5 Blocks to the Beach! 2 B ...
From $279 per night (USD)Expedia
From $293 per night (USD)VRBO
Well-Furnished Beach Condo w\/Shared Swimming Pool, Washer\/Dryer, Free WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Sunrise Garden #6 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $293 per night (USD)VRBO
From $415 per night (USD)Expedia
Budget-Friendly Studio w\/Shared Pool, Washer\/Dryer, Free WiFi, & Private Patio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sunrise Garden #3 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $415 per night (USD)Expedia
From $1024 per night (USD)VRBO
Breathtaking Views and Lasting Memories - Beachfront Fun & Relaxation
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
We welcome you to stay in our family beach house located on beautiful "Bean Point"; the most beautiful spot on Anna Mari ...
From $1024 per night (USD)VRBO
From $352 per night (USD)Expedia
Convenient Condo Near the Beach w\/Shared Pool, Washer\/Dryer, Free WiFi, & More
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Sunrise Garden #8 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $352 per night (USD)Expedia
From $458 per night (USD)VRBO
Spacious beach house with a beautiful view of the gulf
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The fully air-conditioned house is in a quiet, exclusive residential area at the tip of the island. Miles of white sandy ...
From $458 per night (USD)VRBO
From $1155 per night (USD)Expedia
in Anna Maria
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Treat yourself to “Crescent Palms” on the north end of Anna Maria Island. This ground level, newly renovated and profess ...
From $1155 per night (USD)Expedia
From $1086 per night (USD)VRBO
in Anna Maria
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to “Pineapple Cottage” – a beautifully updated ground level beach cottage located in the heart of Anna Maria Cit ...
From $1086 per night (USD)VRBO
From $1014 per night (USD)Expedia
Zen Gardens in Anna Maria
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
*3 Night Minimum stays are allowed during low season, please refer to the rate table for the specific date ranges* ...
From $1014 per night (USD)Expedia
From $702 per night (USD)VRBO
in Anna Maria
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
WELCOME to “Island in the Sun” ... this newly renovated home on AMI offers charm, comfort, and luxury. Island in the Sun ...
From $702 per night (USD)VRBO
From $528 per night (USD)Expedia
Unique beach house near Bean Point, heated pool and just 3 min to beach.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Hurricane update. Our house is ready to welcome guests. The island businesses are looking forward to welcoming guests. ...
From $528 per night (USD)Expedia
From $825 per night (USD)VRBO
Coconuts Resort Direct Beachfront Bungalow!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Coconuts Beachside! This amazing condo is located within the iconic Coconuts Beach Resort located directly on ...
From $825 per night (USD)VRBO
From $317 per night (USD)Expedia
ONE HOUSE TO THE BEACH - 2BR\/2BA House - Anna Maria Island - By Island Real Esta
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
DISCLOSURE!!: There is currently an ongoing disagreement regarding the beach access path on 78th Street. In the meantime ...
From $317 per night (USD)Expedia
From $2168 per night (USD)VRBO
Luxury home with private Pool, Rooftop Putting green, Golf cart, and Bikes!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Palmetto Paradise by AMI Locals Home in Anna Maria, Florida Highlights • 1-minute walk to the beach • Private Pool and ...
From $2168 per night (USD)VRBO
From $659 per night (USD)VRBO
Beautiful, decorated and furnished, spacious Great Room family & kid friendly,
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Beautifully decorated and furnished home located an easy walk from Gulf beaches and Tampa bay. Includes a master suite ...
From $659 per night (USD)VRBO
From $392 per night (USD)VRBO
Convenient & Well-Equipped Condo w\/Shared Pool, Washer\/Dryer, Free WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Sunrise Garden #4 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $392 per night (USD)VRBO
From $880 per night (USD)Expedia
Experience Island Life! Great private Pool and Spa
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Island Life by AMI Locals Home in Holmes Beach VRC#18-000083 Welcome to Island Life, a fully renovated and updated vac ...
From $880 per night (USD)Expedia
From $282 per night (USD)VRBO
Beach Condo Near the Beach, Shared Pool, and High-Speed WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sunrise Garden #5 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $282 per night (USD)VRBO
From $1112 per night (USD)Expedia
Coconut Lagoon - Newly Furnished & Ready for Guests, December 2024!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Coconut Lagoon! On Anna Maria Island (Anna Maria, FL) Ground Level Completely Updated Luxury Historic Home ...
From $1112 per night (USD)Expedia
From $360 per night (USD)VRBO
Budget-friendly beach condo with pool access, washer\/dryer, WiFi & full kitchen
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sunrise Garden #14 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $360 per night (USD)VRBO
From $317 per night (USD)Expedia
Shell Cottage - sleeps 2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Shell Cottage is situated towards the top end of Anna Maria Island. It is one of a cluster of the 3 cottages sharing th ...
From $317 per night (USD)Expedia
From $1338 per night (USD)VRBO
Salty Pirate - Recovery in Progress: Home Currently Unavailable in 2024
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Salty Pirate! On Anna Maria Island (Anna Maria, FL) 2512 sq. ft. Need more room? Reserve the sister 4 bedro ...
From $1338 per night (USD)VRBO
From $338 per night (USD)VRBO
Bungalow On The Bayou (Best Location on the Island)
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Located on the "best" street on Anna Maria Island, this two-bedroom, one-bath second floor vacation rental with a specta ...
From $338 per night (USD)VRBO
From $935 per night (USD)VRBO
Hear The Surf\/Feel The Breeze... skip to beach!\nLocated on Anna Maria Island
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Just 5 houses from the white sandy beach of the Gulf. Located in the city of Anna Maria sits this spacious home with ...
From $935 per night (USD)VRBO
From $946 per night (USD)Expedia
On the BEACH block! Luxury home, Pool and Spa, stay and relax with your friends!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Villa La Concha by Anna Maria Island Accommodations Home in Anna Maria, FL Welcome to Villa La Concha, a marvelous ...
From $946 per night (USD)Expedia
From $905 per night (USD)VRBO
One block off the beach! Waterslide and Rooftop deck!
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 8
Pineapple Paradise by AMI Locals Home in Holmes Beach, Florida VRC19-000039 Come and visit Pineapple Paradise! This ...
From $905 per night (USD)VRBO
From $4413 per night (USD)Expedia
Luxury waterfront home with private pool, putting green, golf cart and bikes!
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 16
Bay View Beauty by AMI Locals Home in Anna Maria, FL Highlights • Waterfront luxury home • Direct beach access • Priva ...
From $4413 per night (USD)Expedia
From $1370 per night (USD)VRBO
Palm Beach House: Pet friendly pool home, close to the beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Treat yourself to the beachside vacation you’ve been dreaming of with this relaxing and dog-friendly Anna Maria vacation ...
From $1370 per night (USD)VRBO
From $968 per night (USD)VRBO
Dec & Jan 1599 week - We're Open! Canal \/Hot Tub\/Htd Pool\/ Dock\/ Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Sirenia Cove is ready to receive you. Pool is heated and the hot tub is bubbling! Check out our December Deals: Dec 7 - ...
From $968 per night (USD)VRBO
From $308 per night (USD)VRBO
Beach Haven Ranked #204 for businesses in Holmes Beach FL
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beach Haven #204 at Seaside Beach House is favorite for guests of Holmes Beach and Anna Maria Island. This 1050 sq ft ...
From $308 per night (USD)VRBO
From $625 per night (USD)Expedia
Island Serenity: North Beach Village, Dog Friendly, Short Walk to Beach by Anna Maria Life
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
6250 Holmes Blvd. #54, Holmes Beach, FL 34217 What You'll Love About This Home: Location! 2.5 Blocks to the Beach! 3 Be ...
From $625 per night (USD)Expedia
From $459 per night (USD)VRBO
Perfect Anna Maria-20% off Aug\/Sep\n 3 blocks to sugar sand beach. Heated pool.
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
3 short blocks to the sugar sand beaches of the Gulf of Mexico and 5 blocks to Tampa Bay. This traditional Florida home ...
From $459 per night (USD)VRBO
From $424 per night (USD)VRBO
Blue Heron Cottage - Anna Maria Island
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 4
Great 1 bedroom, 1.5 bathroom cottage on the quiet north end of island. The house is conveniently located and within wal ...
From $424 per night (USD)VRBO
From $770 per night (USD)VRBO
Sandy Rose: Putting green, heated pool, outdoor living spaces
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Situated on the north end of Anna Maria Island, The Sandy Rose is the perfect location for your next getaway! This 4 bed ...
From $770 per night (USD)VRBO
From $1577 per night (USD)Expedia
Luxury home close to beach! Pool & putting green
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 16
Seaside Magnolia by Anna Maria Island Locals Home in Anna Maria, FL Features: • Private pool and spa • newly installed ...
From $1577 per night (USD)Expedia
From $928 per night (USD)VRBO
GULF BEACH Directly in Front w\/ Heated Pool, FREE WiFi & Trolley, Great Sunsets!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**ASK ABOUT LAST MINUTE DEALS! Perfectly situated on the Gulf of Mexico in the center of Anna Maria Island, ...
From $928 per night (USD)VRBO
From $729 per night (USD)VRBO
BEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING - UPPER UNIT
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Location!!! North end of Anna Maria Island . Steps to the Bean Point Beach and everything you need for your perfect Anna ...
From $729 per night (USD)VRBO
From $556 per night (USD)VRBO
STEPS TO THE BEACH WITH POOL! CAN BE RENTED AS A 4 BEDROOM!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Zebra Hut A: Quiet and quaint is this spectacular 2 Bedroom/1 Bath Duplex with a large HEATED POOL in a lush tropical la ...
From $556 per night (USD)VRBO
From $556 per night (USD)Expedia
STEPS TO THE BEACH WITH POOL! CAN BE RENTED AS A 4 BEDROOM!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Zebra Hut B: Quiet and quaint is this spectacular 2 Bedroom/1 Bath Duplex with a large HEATED POOL in a lush tropical la ...
From $556 per night (USD)Expedia
Click For PricingVRBO
Chillin' on Chilson: Heated pool, canal front, perfect location!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Come stay at this charming mid-century, old Florida-style canal home on the coveted north end of Anna Maria Island. This ...
Click For PricingVRBO
From $404 per night (USD)Expedia
Seahorse Cottage - sleeps 2 guests in 1 bedroom
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The property is situated towards the top end of Anna Maria Island. It is one of a cluster of 3 cottages which have the ...
From $404 per night (USD)Expedia
From $1174 per night (USD)VRBO
Stunning luxury home just 1 block to beach! Pool, spa, and elevator!
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 8
Palmetto Pointe by AMI Locals Home in Anna Maria, FL Highlights: - Private wrap around balconies - Rooftop deck - Foos ...
From $1174 per night (USD)VRBO
From $451 per night (USD)Expedia
Beautifully updated home with private pool, close to beach, 2 bedrooms!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sea Grape Escape by AMI Locals Home in Holmes Beach, FL Features: • Pool • Backyard Patio with TV • Beach chairs for g ...
From $451 per night (USD)Expedia
From $297 per night (USD)VRBO
A lovely 2 bed and 2 bath property just moments from the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Seabreeze Cottage is situated on a quiet road with access to the beach, via a leafy lane, just 200 feet away. The prope ...
From $297 per night (USD)VRBO
From $224 per night (USD)Expedia
Adorable Cottage ONLY STEPS to Anna Maria Beach, No Roads to Cross! FREE WiFi...
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
**ASK ABOUT LAST MINUTE DEALS! Enjoy a simple, old fashioned seaside vacation in this adorable duplex west ...
From $224 per night (USD)Expedia
From $264 per night (USD)VRBO
FREE WiFi & Trolley ONLY STEPS to Pristine Sandy Beach NO Roads to Cross!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
**ASK ABOUT LAST MINUTE DEALS! Island fun is easy in this 2 unit charming cottage located two houses from t ...
From $264 per night (USD)VRBO
From $521 per night (USD)Expedia
Perfectly Located Near the Beach and Shopping!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Saltwater Palms by AMI Locals Townhome in Holmes Beach, FL Located just across the street from the Gulf Beaches! Highl ...
From $521 per night (USD)Expedia
From $858 per night (USD)VRBO
La Buena Vida - Ready for Guests, November 2024!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to La Buena Vida! On Anna Maria Island (Anna Maria, FL) This waterfront 3-bedroom home has a private heated poo ...
From $858 per night (USD)VRBO
From $883 per night (USD)Expedia
Beachfront Home with Amazing Deck Views! Near Shops and Restaurants! -High Tide
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
High Tide by AMI Locals Home in Anna Maria, Florida VR21-000077 Welcome to High Tide! This stunning three-bedroom a ...
From $883 per night (USD)Expedia
From $588 per night (USD)VRBO
Barefoot Gypsy = Steps to beach | Near Bayfront Park | Bean Point | Rod & Reel
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Barefoot Gypsy is an enchanted cottage tucked in the north end of Anna Maria Island in the City of Anna Maria, .Flor ...
From $588 per night (USD)VRBO
From $395 per night (USD)Expedia
Holmes Sweet Holmes by SeaBreeze Vacation
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in a tranquil coastal community in beautiful Holmes Beach, the aptly named Holmes Sweet Holmes is the ideal spot ...
From $395 per night (USD)Expedia
From $376 per night (USD)VRBO
Budget-Friendly Condo in Great Location w\/Shared Pool, Washer\/Dryer, & Free WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Sunrise Garden #10 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $376 per night (USD)VRBO
From $1001 per night (USD)Expedia
Bellablu: A Waterfront Haven, The Ideal Retreat for Your Next Getaway!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to waterfront paradise at Bellablu! This newly renovated haven offers the ideal retreat for your next vacation. W ...
From $1001 per night (USD)Expedia
From $551 per night (USD)VRBO
4 Free Bikes for New Fall Stays Sep 3-Nov 16
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
FALL SPECIAL: 4 FREE bikes for reservations *booked after 8/20/24* for stays *arriving between 9/3/24 and 11/16/24*. (P ...
From $551 per night (USD)VRBO
From $691 per night (USD)Expedia
Duplex Near the Beach with Saltwater Pool with In-ground Spa - Blue Oasis East
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Blue Oasis East by Anna Maria Island Locals Duplex in Anna Maria, FL Landscaped backyard with a new saltwater pool and ...
From $691 per night (USD)Expedia
From $691 per night (USD)VRBO
Home with Saltwater Pool with In-ground Spa - Blue Oasis West
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Blue Oasis West by AMI Locals Home in Holmes Beach VRC21-000103 Welcome to Blue Oasis West, a ground-level home just ...
From $691 per night (USD)VRBO
From $982 per night (USD)VRBO
The Happy Hibiscus Island Oasis with Ocean Views
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Welcome to The Happy Hibiscus! We are located in a perfect location where we can catch the sunrise and sunset, less than ...
From $982 per night (USD)VRBO
From $419 per night (USD)VRBO
DIRECT GULFRONT CONDO - 2BR\/2BA Condo with pool and tennis - By Island Real Esta
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
“Water’s Edge 204S” is part of the beach side Water’s Edge Condominiums. These condos are perfectly placed, as you’ll se ...
From $419 per night (USD)VRBO
From $332 per night (USD)VRBO
Spacious Condo on the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Newly remodeled condo with a view of the gulf from your relaxing balcony. Large heated pool and hot tub amid lush landsc ...
From $332 per night (USD)VRBO
From $1688 per night (USD)VRBO
Canal Front Home with Dock! Putting Green, Pool with Waterslide
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Tortuga Bay by Anna Maria Island Locals Home in Anna Maria, FL Welcome to the newly remodeled Tortuga Bay! This five-be ...
From $1688 per night (USD)VRBO
From $823 per night (USD)Expedia
Adorable Beach cottage just steps Bean Point beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Bean Point Bungalow by Anna Maria Island Locals Home in Anna Maria, FL Highlights • 5-minute walk from the Beach • Pri ...
From $823 per night (USD)Expedia
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Resort Sixty-Six - Anna Maria Island Quiet Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is a full-service resort. Your check-in procedures will model that of a hotel and your room number will be assigned ...
Click For PricingVRBO
From $588 per night (USD)Expedia
Experience Bay Happy: Retreat with Pool & Games Steps from the Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Bay Happy by AMI Locals 403 N Bay Blvd Anna Maria VR21-000047 Welcome to Bay Happy, a beautiful four-bedroom, three- ...
From $588 per night (USD)Expedia
From $687 per night (USD)VRBO
Dog Friendly Cottage - Near the Beach and Shopping!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Aquaville A by AMI Locals Duplex in Anna Maria VR18-000018 Welcome to Aquaville A, a two bedroom and one bath beach- ...
From $687 per night (USD)VRBO
From $807 per night (USD)Expedia
Luxury Home with Private Covered Pool and Putting Green - AMI Oasis
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
AMI Oasis by AMI Locals Home in Anna Maria, FL Welcome to AMI Oasis! This luxurious four-bedroom and four-bathroom retr ...
From $807 per night (USD)Expedia
From $672 per night (USD)VRBO
Dog Friendly Cottage - Near the Beach and Shopping!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Aquaville B by AMI Locals Home in Anna Maria VR18-000018 Welcome to Aquaville B, a three-bedroom and one bath beach-s ...
From $672 per night (USD)VRBO
From $1058 per night (USD)Expedia
On the beach block! Beautiful Home with Rooftop Deck, Pool and Spa!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Montego Bay by AMI Locals Home in Anna Maria, Florida VR16-000472 Welcome to Montego Bay, a spectacular home with a pri ...
From $1058 per night (USD)Expedia
From $709 per night (USD)VRBO
Batley's Beach House: Perfect location, ground-level rental
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Located in the "heart" of Anna Maria City, sits this ground level, 3 bedroom, 2 bath home just waiting for you! It has b ...
From $709 per night (USD)VRBO
From $953 per night (USD)Expedia
Reef Romance managed by Beach Retreats
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
It's all about location on vacation, and Reef Romance does not disappoint! Sail away to this beautiful four-bedroom, fou ...
From $953 per night (USD)Expedia
From $1255 per night (USD)VRBO
At Last: Ground-level, pool, hot tub, canalfront, dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Come slip away to this luxurious island retreat where all of your cares will drift away! This beautiful, professionally ...
From $1255 per night (USD)VRBO
From $429 per night (USD)VRBO
Turtle Cottage - Anna Maria Island
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Great 1 bedroom, 1 bathroom cottage on the quiet north end of island. The house is conveniently located and within walki ...
From $429 per night (USD)VRBO
From $509 per night (USD)VRBO
SeaStarVilla by Duncan Real Estate
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Sea Star Villa! This well constructed 2-bedroom, 3-bathroom Island home with a bonus room is ready to host gu ...
From $509 per night (USD)VRBO
From $375 per night (USD)Expedia
Shell Game: Playa Encantada - Beachfront Community Steps to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Shell Game has recently been transformed into a fun and stunning tropical retreat that offers 1,154 sq. ft. of spacious ...
From $375 per night (USD)Expedia
From $870 per night (USD)VRBO
Cozy Cabana East - Newly Furnished & Ready for Guests, December 2024!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Cozy Cabana East! On Anna Maria Island (Holmes Beach, Florida) Renovated Pristine Home w/ Private Pool in Ho ...
From $870 per night (USD)VRBO
From $922 per night (USD)Expedia
Pool home with WATERSLIDE! Close to beach! Perfect for family vacation
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Conch House by AMI Locals Home in Holmes Beach, Florida VRC18-000085 Welcome to Conch House, a stunning vacation home ...
From $922 per night (USD)Expedia
From $1265 per night (USD)VRBO
Luxury Beachfront Cottage with a Private Pool and Spa!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Beachfront Bungalow by Anna Maria Island Locals Home in Holmes Beach, FL Features: • Beachfront property with private ...
From $1265 per night (USD)VRBO
From $945 per night (USD)Expedia
Dog friendly home near the Gulf!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Coast is Clear by AMI Locals Home in Anna Maria, Florida VR22-000035 Welcome to Coast is Clear, a refreshing beach home ...
From $945 per night (USD)Expedia
From $736 per night (USD)VRBO
Poolside unit at The Coconuts beachside complex
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Kitchen and Dining area, Living Room, Lanai with direct shared pool access Highlight: -Direct access to the Pool Area - ...
From $736 per night (USD)VRBO
From $3687 per night (USD)Expedia
Beachfront -Two Masters with Ocean Views- Walk Everywhere- Best Location in AMI!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 8
The Diamond Star – ***Brand New 2025 Remodel*** BEACHFRONT / MOST PREMIER LOCATION ON ISLAND/ WHITE SANDY BEACHES / B ...
From $3687 per night (USD)Expedia