Anna Maria Rentals
From $395 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 $395 per night (USD)VRBO
From $392 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 $392 per night (USD)Expedia
From $725 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 $725 per night (USD)VRBO
From $356 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 $356 per night (USD)Expedia
From $352 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 $352 per night (USD)VRBO
From $377 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 $377 per night (USD)Expedia
From $416 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 $416 per night (USD)VRBO
From $354 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 $354 per night (USD)Expedia
From $339 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 $339 per night (USD)VRBO
From $361 per night (USD)Expedia
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 $361 per night (USD)Expedia
From $344 per night (USD)VRBO
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 $344 per night (USD)VRBO
From $1024 per night (USD)Expedia
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)Expedia
From $472 per night (USD)VRBO
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 $472 per night (USD)VRBO
From $876 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 $876 per night (USD)Expedia
From $459 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 $459 per night (USD)VRBO
From $838 per night (USD)Expedia
in Anna Maria
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
<p>Located in Anna Maria, this welcoming vacation home lets you experience it all. Bay Boulevard Beach and Bayfront Park ...
From $838 per night (USD)Expedia
From $845 per night (USD)VRBO
in Anna Maria
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
<p>Located in Anna Maria, this welcoming vacation home lets you experience it all. There's convenient onsite parking, so ...
From $845 per night (USD)VRBO
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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* ...
Click For PricingExpedia
From $753 per night (USD)VRBO
Island in the Sun, luxury beach house with private pool, walk to Pine Ave
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
WELCOME to aEURoeIsland in the SunaEUR ... this newly renovated home on AMI offers charm, comfort, and luxury. No damage ...
From $753 per night (USD)VRBO
From $603 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 $603 per night (USD)Expedia
From $350 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 $350 per night (USD)VRBO
From $375 per night (USD)Expedia
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 $375 per night (USD)Expedia
From $958 per night (USD)VRBO
Coconut Lagoon - Pet-Friendly Home w\/ Heated Pool, Screened Porch & Cabana TV
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Coconut Lagoon! On Anna Maria Island (Anna Maria, FL) Escape to Coconut Lagoon, a beautifully renovated hist ...
From $958 per night (USD)VRBO
From $357 per night (USD)Expedia
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 $357 per night (USD)Expedia
From $404 per night (USD)VRBO
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 $404 per night (USD)VRBO
Click For PricingExpedia
Salty Pirate – Undergoing Repairs, Guest Availability Anticipated 2025
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Salty Pirate! On Anna Maria Island (Anna Maria, FL) Charming Retreat with Heated Pool, and Spacious Living A ...
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From $1152 per night (USD)VRBO
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 $1152 per night (USD)VRBO
From $3731 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 $3731 per night (USD)Expedia
From $1136 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 $1136 per night (USD)VRBO
From $926 per night (USD)Expedia
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 $926 per night (USD)Expedia
From $1649 per night (USD)VRBO
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 $1649 per night (USD)VRBO
From $524 per night (USD)Expedia
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 ...
From $524 per night (USD)Expedia
From $468 per night (USD)VRBO
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 $468 per night (USD)VRBO
From $1316 per night (USD)Expedia
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 $1316 per night (USD)Expedia
From $743 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) La Buena Vida is a luxurious 3-bedroom waterfront home ...
From $743 per night (USD)VRBO
From $1195 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 $1195 per night (USD)Expedia
From $365 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 $365 per night (USD)VRBO
From $706 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 $706 per night (USD)Expedia
From $847 per night (USD)VRBO
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 $847 per night (USD)VRBO
From $480 per night (USD)Expedia
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 $480 per night (USD)Expedia
From $1064 per night (USD)VRBO
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 $1064 per night (USD)VRBO
From $472 per night (USD)Expedia
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 $472 per night (USD)Expedia
From $1196 per night (USD)VRBO
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 $1196 per night (USD)VRBO
From $540 per night (USD)Expedia
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 $540 per night (USD)Expedia
From $1369 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 $1369 per night (USD)VRBO
From $929 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 $929 per night (USD)Expedia
From $1220 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 $1220 per night (USD)VRBO
From $782 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 $782 per night (USD)Expedia
From $3628 per night (USD)VRBO
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/ POOL / WHITE SANDY BEAC ...
From $3628 per night (USD)VRBO
From $624 per night (USD)Expedia
A Mermaid's Tale - By Island Real Estate Vacations
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
When you arrive at Anna Maria Island vacation rental home “A Mermaid's Tale” you are greeted with true island style and ...
From $624 per night (USD)Expedia
From $670 per night (USD)VRBO
Marias Way - 3BR\/2BA Pool Home - Anna Maria City -By Island Real Estate Vacation
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
BRAND NEW POOL! Located on the coveted northern end of Anna Maria Island, “Maria's Way” is a charming beach cottage off ...
From $670 per night (USD)VRBO
From $909 per night (USD)Expedia
One block off Pine Ave w\/ Amazing Rooftop Views! - AMI Memories
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
AMI Memories by AMI Locals Home in Anna Maria VR20-000052 Welcome to AMI Memories! This three-level home boasts fiv ...
From $909 per night (USD)Expedia
From $1243 per night (USD)VRBO
Luxury home with AMAZING backyard Pool and Spa! So close to beach and shopping!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 8
Daiquiri Deck by AMI Locals Home in Anna Maria, Florida VR18-000093 Welcome to Daiquiri Deck, a stunning four-bedroom a ...
From $1243 per night (USD)VRBO
From $1245 per night (USD)Expedia
Blue Bayou | Family fun pool home with hot tub, canalfront with a dock!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
❗ Check-in and checkout days are typically Monday or Friday—with some exceptions for holidays and certain times of the ...
From $1245 per night (USD)Expedia
From $819 per night (USD)VRBO
OPEN for booking after Helene & Milton! December and Jan dates available NOW!!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Castaway Cove, this beautiful residence is a Bean Point gem, a stunning 4 bedroom property and 2.5 bathroom o ...
From $819 per night (USD)VRBO
From $380 per night (USD)Expedia
Charming cottage in quiet area, close to beach & bay.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Anna Maria Island ''paradise without an attitude''. Our ground level newly renovated unit is located in t ...
From $380 per night (USD)Expedia
From $1028 per night (USD)VRBO
Hop, Skip and a Beach - 4Bed Pool Home in Anna Maria City - By Island Real Estat
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Oh so close to the beach all it takes is a Hop, Skip and a Jump to get to the Beach! This newer 4 bedroom private pool h ...
From $1028 per night (USD)VRBO
From $425 per night (USD)Expedia
Dreamscape: North End Pool Home, 2 Blocks to Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Dreamscape by Anna Maria Life Vacation Rentals 773 Jacaranda Rd, Anna Maria, FL 34216 What You'll Love About This Home: ...
From $425 per night (USD)Expedia
Click For PricingVRBO
5 O'Clock Somewhere: Dog Friendly Canal Front, Elevator, Pool, Beach 2 Blocks by Anna Maria Life
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
5 O'Clock Somewhere by Anna Maria Life Vacation Rentals 216 Chilson, Anna Maria, FL 34216 What You'll Love About This H ...
Click For PricingVRBO
From $317 per night (USD)Expedia
Beach N Bay 204 by Duncan Real Estate
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Beach N Bay 204! A honeymooners delight or a coupleaEURtms retreat! Enjoy a romantic getaway! Don't miss yo ...
From $317 per night (USD)Expedia
From $1464 per night (USD)VRBO
Home just steps to BEACH! Private pool and spa - Sign of the Mermaid
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Sign of the Mermaid by AMI Locals Home in Anna Maria, Florida VR17-000054 Welcome to Sign of the Mermaid, a luxurious ...
From $1464 per night (USD)VRBO
From $993 per night (USD)Expedia
The Perfect Gulf Front Vacation, Directly on the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Osprey House, Gulf front vacation rental-located on the North end of Anna Maria Island. Located directly on t ...
From $993 per night (USD)Expedia
From $1059 per night (USD)VRBO
Ocean Walk- 5 bedroom heated pool\/spa and 6 houses from the white sandy beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
At A Glance North-facing private heated pool with a spa Steps to the beach Loft and bonus rec room by the pool Part of o ...
From $1059 per night (USD)VRBO
From $772 per night (USD)VRBO
Private Tropical Oasis - Tarpon Point - Pool\/Spa, Perfect Island Getaway!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to this charming 3 bedroom, 2 bathroom island oasis nestled into a corner lot within walking distance to The Gulf ...
From $772 per night (USD)VRBO
From $538 per night (USD)VRBO
LOCATION, COMPLETE REHAB 1\/1. Great pool, close to beaches, twin family rooms!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Location, Location, Location.... recently remodeled and improved after storms... surrounded by multi million dollar home ...
From $538 per night (USD)VRBO
From $692 per night (USD)Expedia
The Salted Coconut by Duncan Real Estate
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
THE SALTED COCONUT The Salted Coconut is just a short stroll to the beautiful beaches of Anna Maria! This g ...
From $692 per night (USD)Expedia
From $517 per night (USD)VRBO
Pure Bliss- North End cottage with modern amenities.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This 2 bedroom, 2 bathroom home certainly lives up to its name. This sweet cottage is as adorable at is it comfortable. ...
From $517 per night (USD)VRBO
From $919 per night (USD)Expedia
Mermaid Cove: Updated Forida Cottage w\/pool, hot tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
You'll fall in love with Mermaid Cove the second you step inside. This beautifully refurbished property boasts all the m ...
From $919 per night (USD)Expedia
From $1898 per night (USD)VRBO
South Bay Beach House: Bay Front Luxury Beach Villa with Heated Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
"Remember the first time you fell in love? Prepare for the butterflies again! We are delighted to present the South Bay ...
From $1898 per night (USD)VRBO
From $624 per night (USD)Expedia
Canal front pool home on the north end of Anna Maria Island
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
What more could you want from a vacation rental then a beautiful Mediterranean inspired canal home nestled into the priv ...
From $624 per night (USD)Expedia
From $936 per night (USD)VRBO
A Wave From It All - Renovated Oasis w\/ Pool, Cabana, Putting Green & Pet Friendly
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to A Wave From It All! On Anna Maria Island (Anna Maria, FL) Discover your dream vacation at this newly renovat ...
From $936 per night (USD)VRBO
From $1247 per night (USD)Expedia
Yellowbird: AMI North End, Gulf Views, Pool, Tiki Hut, Elevator by Anna Maria Life Vacation Rentals
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
705 North Shore Dr., Anna Maria, FL 34216 What You'll Love About This Home: Location! North End of AMI - Quick Walk to ...
From $1247 per night (USD)Expedia
From $440 per night (USD)VRBO
Bay Breeze Cottages #1 (The Mahi-Mahi)
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Bay Breeze Cottages is an Old Florida Charm Boutique Resort located on historic Anna Maria Island. Bask in the ...
From $440 per night (USD)VRBO
From $569 per night (USD)Expedia
HEATED POOL & SPA ON CANAL, FREE WiFi & Trolley, Close to Beach & Bay!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
**ASK ABOUT LAST MINUTE DEALS! Families or groups of friends love this big open house with plenty of room a ...
From $569 per night (USD)Expedia
From $427 per night (USD)VRBO
Heated Pool & Spa, FREE WiFi, Near AMI Beach & Village, Dog* (See Note)...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Newly updated to become your favorite place to stay on the Island, Lakeview Cottage boasts a private heated pool and spa ...
From $427 per night (USD)VRBO
From $1089 per night (USD)Expedia
Beautiful Luxury Southern Style Home located in Anna Maria - Walk easily to Beach, Sleeps 6!
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Southern Belle Beach House located just steps away from the Gulf beaches of Anna Maria Island. Southern Belle ...
From $1089 per night (USD)Expedia
Click For PricingVRBO
Heated Pool FREE WiFi, Close to Beach Dock your Boat Dog* (See Note) Friendly!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
**ASK ABOUT LAST MINUTE DEALS! You and your family will love staying in this beautiful three-bedroom, three ...
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Charming Cottage, FREE Wi-Fi & Trolley, Close to Gulf & Bay Beach, Stroll the...
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
**ASK ABOUT LAST MINUTE DEALS! This absolutely charming cottage can be yours for an affordable vacation in ...
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Anna Maria Escape Beach Front and Close to Bean Point
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Anna Maria Escape located at 725 North Shore Drive in Anna Maria city is just that - a peaceful, relaxed place to ge ...
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From $363 per night (USD)Expedia
Beach Front and Close to Bean Point Azure Seas
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Azure Seas is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high touch areas like ...
From $363 per night (USD)Expedia
From $886 per night (USD)VRBO
New Luxury-Professionally Decorated Home Pool\/Spa 5 Minutes walk to beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
This brand new rebuild on Anna Maria Island located within Anna Maria city has 3 Bedrooms, 3 Bathrooms home plus loft th ...
From $886 per night (USD)VRBO
From $979 per night (USD)Expedia
in Anna Maria
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
<p>Located in Anna Maria, this welcoming vacation home brings it all within your reach. There's convenient onsite parkin ...
From $979 per night (USD)Expedia
From $538 per night (USD)VRBO
Sweet N Salty - 25% off 8\/10 - 9\/14 - Pool & Spa - Walking distance to Pine Ave
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
210 Crescent Drive is a colorful, bright and airy 2 bedroom and 2 bathroom elevated home located on the north end of Ann ...
From $538 per night (USD)VRBO
From $985 per night (USD)Expedia
Glory Days: AMI North End, Backyard Oasis, Pool, 1.5 Bocks to Beach by Anna Maria Life
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Glory Days by Anna Maria Life Vacation Rentals 206 Archer Way, Anna Maria, FL 34216 What You'll Love About This Home: L ...
From $985 per night (USD)Expedia
From $459 per night (USD)VRBO
Escape to an island adventure!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Ave Maria! This north end gem boasts a central Anna Maria location with an easy walk to the beach, shopping, ...
From $459 per night (USD)VRBO
From $653 per night (USD)Expedia
Do you love the beach?
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Seaside Sanctuary is the ground level unit of a beachfront duplex. It is the 2nd home from the beach with no roads ...
From $653 per night (USD)Expedia
From $1200 per night (USD)VRBO
Aloha Beaches! Newly Renovated 4 Bedroom 3 Bath Home w\/ Private Pool!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Aloha Beaches a newly renovated custom beach destination. Kick off your shoes, turn off your phone, don’t win ...
From $1200 per night (USD)VRBO
From $1556 per night (USD)Expedia
Dolphin Tales: Pool, Bay Views & Private Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Dolphin Tales by Anna Maria Life Vacation Rentals 836 S Bay Blvd, Anna Maria, FL 34216 What You'll Love About This Home ...
From $1556 per night (USD)Expedia
From $631 per night (USD)VRBO
The Lady Fish by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled on the far North end of Anna Maria Island, with the beach cottage is just around the corner, The Lady Fish is a ...
From $631 per night (USD)VRBO
From $1126 per night (USD)Expedia
Golf Cart, Coconut Cove by SeaBreeze Vacation
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS WITH A CHECK-IN DATE AFTER SEPTEMBER 23, 2023! All Drivers must be o ...
From $1126 per night (USD)Expedia
From $2206 per night (USD)VRBO
Cloud 9- beachfront\/heated pool\/ 4 plus bedroom
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 8
Beach Front/Heated Pool/Hot Tub/ 4 bedroom plus den Located on the North End of Anna Maria Island. Professionally decora ...
From $2206 per night (USD)VRBO
From $2378 per night (USD)Expedia
Big Family Beach House: Large family home, heated pool, putting green
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Big Family Beach House, the name says it all! Coastal elegance describes this spectacular large family home. It's loca ...
From $2378 per night (USD)Expedia
From $1910 per night (USD)VRBO
luxury beachfront\/ heated pool
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
4 bedroom 4.5 bath Beach Front Home with a Beach Front Heated Pool and Spa,Gourmet Kitchen, high end finishes and one o ...
From $1910 per night (USD)VRBO
From $910 per night (USD)Expedia
Oceans Blue Walk to the beach,stunning pool\/spa private dock great location
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
New pictures coming by early February! Indulge in the ultimate beach escape to aEURoeOceans BlueaEUR locate ...
From $910 per night (USD)Expedia
From $697 per night (USD)VRBO
Charming Canal front Luxury home with brand-new Pool!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Dockside Paradise by AMI Locals Home in Anna Maria, FL Features: • Canal front home • private pool • close to Pine Aven ...
From $697 per night (USD)VRBO
From $1404 per night (USD)Expedia
Amie House Chef’s kitchen, 2 King suites walk to beach\/Stunning Pool
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the Amie House on Anna Maria Island. Modern Amie House is perfectly situated a short 4 minute walk to the pri ...
From $1404 per night (USD)Expedia
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Rose Quartz: Discover Bliss! A Family Retreat with Heated Pool & Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Rose Quartz, your haven of warmth and comfort nestled in the heart of Anna Maria Island. Step inside, and you ...
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From $907 per night (USD)Expedia
Sol Mate – Updated 3BR Home w\/ Heated Pool, Spa, Walk to Bean Point Beach & Pine Ave, Pet-Friendly
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Sol Mate! On Anna Maria Island (Anna Maria, FL) Bright and Beautifully Updated 3-Bedroom Home with Heated Po ...
From $907 per night (USD)Expedia
From $394 per night (USD)VRBO
313 Palm Ave - Anna Maria Island - Duplex 2 Bedroom \/1 Bathroom , maximum...
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
313 Palm Avenue - Anna Maria Island - Duplex - 2 Bedroom /1 Bathroom, maximum occupancy of 4 people. No Pool - Dis ...
From $394 per night (USD)VRBO
From $1432 per night (USD)Expedia
Dream Catcher- Key West style beach house on North end.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Live out your dream of a tropical paradise at our Key West style beach house on the North end of Anna Maria. Start your ...
From $1432 per night (USD)Expedia