Anna Maria, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Anna Maria, Florida on RentalSaver.com!

Anna Maria Rentals

$Great Beach Retreat w\/Full Kitchen, Free WiFi, Shared Pool, Washer\/Dryer, & More$
From $311 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 $311 per night (USD)
VRBO
$Well-Located & Equipped Beach Condo w\/Shared Pool, Washer\/Dryer, Free WiFi$
From $313 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 $313 per night (USD)
Expedia
From $722 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 $722 per night (USD)
VRBO
$Well-appointed beach condo with pool access, washer\/dryer, WiFi & great location$
From $311 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 $311 per night (USD)
Expedia
$Dreamy Beach Condo w\/Incredible Location, Shared Pool, Washer\/Dryer, Free WiFi$
From $309 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 $309 per night (USD)
VRBO
$Incredible Beach Condo w\/Free WiFi, TV, Shared Pool and Washer\/Dryer$
From $309 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 $309 per night (USD)
Expedia
$Friendly Condo w\/ Shared Pool in Great Location w\/ Washer\/Dryer, & Free WiFi$
From $300 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 $300 per night (USD)
VRBO
$Convenient & Well-Located Condo w\/Shared Washer\/Dryer, Pool, and Free WiFi$
From $310 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 $310 per night (USD)
Expedia
$Beach Escapade w\/near the Beach, Shared Pool, Washer\/Dryer, Free WiFi, & More$
From $305 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 $305 per night (USD)
VRBO
$Well-Furnished Beach Condo w\/Shared Swimming Pool, Washer\/Dryer, Free WiFi$
From $306 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 $306 per night (USD)
Expedia
$Budget-Friendly Studio w\/Shared Pool, Washer\/Dryer, Free WiFi, & Private Patio$
From $298 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 $298 per night (USD)
VRBO
$Convenient Condo Near the Beach w\/Shared Pool, Washer\/Dryer, Free WiFi, & More$
From $344 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 $344 per night (USD)
Expedia
From $1097 per night (USD)
VRBO
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 $1097 per night (USD)
VRBO
From $980 per night (USD)
Expedia
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 $980 per night (USD)
Expedia
From $888 per night (USD)
VRBO
Crescent Palms north end AMI, 2 King suites,walk to bay beach stunning pool
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Create unforgettable memories at Crescent Palms. This *perfect island house* has been fully renovated after hurricanes ...
From $888 per night (USD)
VRBO
From $1106 per night (USD)
Expedia
Pineapple Cottage, walk to the beach &Pine Ave, tropical oasis pool and spa.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
New Pictures Coming Soon! Welcome to Pineapple Cottage a beautifully updated ground-level beach cottage located ...
From $1106 per night (USD)
Expedia
Click For Pricing
VRBO
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 Pricing
VRBO
From $801 per night (USD)
Expedia
Island in the Sun, luxury beach house with private pool, walk to Pine Ave
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
WELCOME to Island in the Sun ... this newly renovated home on AMI offers charm, comfort, and luxury. No damage from hurr ...
From $801 per night (USD)
Expedia
From $683 per night (USD)
VRBO
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 $683 per night (USD)
VRBO
From $313 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 $313 per night (USD)
Expedia
$Coconut Lagoon - Pet-Friendly Home w\/ Heated Pool, Screened Porch & Cabana TV$
From $748 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) After sustaining hurricane damage, this charming Anna ...
From $748 per night (USD)
VRBO
$Budget-friendly beach condo with pool access, washer\/dryer, WiFi & full kitchen$
From $363 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 $363 per night (USD)
Expedia
From $309 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 $309 per night (USD)
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
$Convenient & Well-Equipped Condo w\/Shared Pool, Washer\/Dryer, Free WiFi$
From $318 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 $318 per night (USD)
VRBO
From $1106 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 $1106 per night (USD)
Expedia
From $3682 per night (USD)
VRBO
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 $3682 per night (USD)
VRBO
From $961 per night (USD)
Expedia
Palm Beach House: Pet friendly pool home, close to the beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Photo Updated March 2025! Treat yourself to the beachside vacation you’ve been dreaming of with this relaxing and dog-f ...
From $961 per night (USD)
Expedia
From $868 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 $868 per night (USD)
VRBO
From $1859 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 Highlights • Private pool and spa • newly installe ...
From $1859 per night (USD)
Expedia
From $332 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 $332 per night (USD)
VRBO
From $1073 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 $1073 per night (USD)
Expedia
$La Buena Vida – Luxury 3BR Canal Home w\/ Pool, Spa & Dock$
From $858 per night (USD)
VRBO
La Buena Vida – Luxury 3BR Canal Home w\/ Pool, Spa & Dock
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 $858 per night (USD)
VRBO
$Budget-Friendly Condo in Great Location w\/Shared Pool, Washer\/Dryer, & Free WiFi$
From $326 per night (USD)
Expedia
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 $326 per night (USD)
Expedia
From $695 per night (USD)
VRBO
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 $695 per night (USD)
VRBO
From $1687 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 $1687 per night (USD)
Expedia
From $1113 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 $1113 per night (USD)
VRBO
From $677 per night (USD)
Expedia
Dog Friendly Cottage - Near the Beach and Shopping!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Aquaville A by AMI Locals Duplex in Anna Maria VR18-000018 Welcome to Aquaville A, a two bedroom and one bath beach- ...
From $677 per night (USD)
Expedia
From $1011 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 $1011 per night (USD)
VRBO
From $749 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 $749 per night (USD)
Expedia
From $1195 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 $1195 per night (USD)
VRBO
From $431 per night (USD)
Expedia
Batley's Beach House: Perfect location, ground-level rental
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Photos Updated April 2025 Located in the "heart" of Anna Maria City, sits this ground level, 3 bedroom, 2 bath home jus ...
From $431 per night (USD)
Expedia
From $1566 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 $1566 per night (USD)
VRBO
From $775 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 $775 per night (USD)
Expedia
From $734 per night (USD)
VRBO
At Last: Ground-level, pool, hot tub, canalfront, dock
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Come slip away to this luxurious island retreat where all of your cares will drift away! This beautiful, professionally ...
From $734 per night (USD)
VRBO
From $878 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 $878 per night (USD)
Expedia
From $3350 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 $3350 per night (USD)
VRBO
From $1086 per night (USD)
Expedia
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 $1086 per night (USD)
Expedia
$Marias Way - 3BR\/2BA Pool Home - Anna Maria City -By Island Real Estate Vacation$
From $652 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 $652 per night (USD)
VRBO
$One block off Pine Ave w\/ Amazing Rooftop Views! - AMI Memories$
From $1250 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 $1250 per night (USD)
Expedia
From $1016 per night (USD)
VRBO
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 $1016 per night (USD)
VRBO
From $819 per night (USD)
Expedia
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)
Expedia
From $358 per night (USD)
VRBO
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 $358 per night (USD)
VRBO
From $1175 per night (USD)
Expedia
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 $1175 per night (USD)
Expedia
From $702 per night (USD)
VRBO
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 $702 per night (USD)
VRBO
From $351 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 couple's retreat! Enjoy a romantic getaway! Don't miss your ch ...
From $351 per night (USD)
Expedia
From $1117 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 $1117 per night (USD)
VRBO
From $689 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 $689 per night (USD)
Expedia
$Ocean Walk- 5 bedroom heated pool\/spa and 6 houses from the white sandy beach$
From $1132 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 $1132 per night (USD)
VRBO
From $752 per night (USD)
Expedia
The Palm Leaf by Duncan Real Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Palm Leaf is a newly remodeled three-bedroom, two-bathroom private home with a pool and spa. This fabulous house is ...
From $752 per night (USD)
Expedia
$LOCATION, COMPLETE REHAB 1\/1. Great pool, close to beaches, twin family rooms!$
From $558 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 $558 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 $473 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 $473 per night (USD)
VRBO
$Mermaid Cove: Updated Forida Cottage w\/pool, hot tub$
From $869 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 $869 per night (USD)
Expedia
From $1905 per night (USD)
VRBO
South Bay Beach House: Bay Front Luxury Beach Villa with Heated Pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Photos updated March 2025! Newly redesigned in 2025, this stunning 4-bedroom, 3.5-bathroom beach house offers the perfe ...
From $1905 per night (USD)
VRBO
From $663 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 $663 per night (USD)
Expedia
$Private Tropical Oasis - Tarpon Point - Pool\/Spa, Perfect Island Getaway!$
From $685 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 $685 per night (USD)
VRBO
From $1290 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 $1290 per night (USD)
Expedia
$A Wave From It All - Renovated Oasis w\/ Pool, Cabana, Putting Green & Pet Friendly$
From $794 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) After sustaining hurricane damage, this charming A ...
From $794 per night (USD)
VRBO
From $413 per night (USD)
Expedia
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 $413 per night (USD)
Expedia
From $389 per night (USD)
VRBO
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 $389 per night (USD)
VRBO
From $910 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 $910 per night (USD)
Expedia
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
$CHARMING COTTAGE W\/HEATED POOL, Close to Gulf & Bay Beach, FREE WiFi\/Trolley,...$
From $559 per night (USD)
Expedia
CHARMING COTTAGE W\/HEATED POOL, Close to Gulf & Bay Beach, FREE WiFi\/Trolley,...
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
**ASK ABOUT LAST-MINUTE DEALS! All of the comforts of home in this tastefully designed 4-bedroom 3-bath gro ...
From $559 per night (USD)
Expedia
From $447 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 $447 per night (USD)
VRBO
From $918 per night (USD)
Expedia
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 ...
From $918 per night (USD)
Expedia
$New Luxury-Professionally Decorated Home Pool\/Spa 5 Minutes walk to beach$
From $871 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 $871 per night (USD)
VRBO
$Magnolia walk to beach\/shops, AMI perfect Location, private lagoon pool\/spa$
From $990 per night (USD)
Expedia
Magnolia walk to beach\/shops, AMI perfect Location, private lagoon pool\/spa
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Discover island paradise at Magnolia located on Magnolia Ave. , a *premier residential street* just south of Pine Ave. i ...
From $990 per night (USD)
Expedia
$Sweet N Salty - 25% off 8\/10 - 9\/14 - Pool & Spa - Walking distance to Pine Ave$
From $707 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 $707 per night (USD)
VRBO
From $412 per night (USD)
Expedia
Escape to an island adventure!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Ave Maria! This desirable north island location is a gem boasting a short walk to the beach, bay, with shopp ...
From $412 per night (USD)
Expedia
From $506 per night (USD)
VRBO
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 $506 per night (USD)
VRBO
$Aloha Beaches! Newly Renovated 4 Bedroom 3 Bath Home w\/ Private Pool!$
From $781 per night (USD)
Expedia
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 $781 per night (USD)
Expedia
From $1951 per night (USD)
VRBO
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 $1951 per night (USD)
VRBO
From $538 per night (USD)
Expedia
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 $538 per night (USD)
Expedia
From $994 per night (USD)
VRBO
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 $994 per night (USD)
VRBO
$Cloud 9- beachfront\/heated pool\/ 4 plus bedroom$
From $2792 per night (USD)
Expedia
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 $2792 per night (USD)
Expedia
From $1799 per night (USD)
VRBO
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 $1799 per night (USD)
VRBO
$luxury beachfront\/ heated pool$
From $2330 per night (USD)
Expedia
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 $2330 per night (USD)
Expedia
From $1151 per night (USD)
VRBO
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 $1151 per night (USD)
VRBO
$Oceans Blue Walk to the beach,stunning pool\/spa private dock great location$
From $950 per night (USD)
Expedia
Oceans Blue Walk to the beach,stunning pool\/spa private dock great location
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Indulge in the ultimate beach escape to Oceans Blue located on the *premier corner* of Coconut & Los Cedros in Anna Mari ...
From $950 per night (USD)
Expedia
From $593 per night (USD)
VRBO
Charming Canal front Luxury home with brand-new Pool!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Welcome to Dockside Paradise! Dockside Paradise is a perfect canal front retreat centrally located in Anna Maria! Comp ...
From $593 per night (USD)
VRBO
From $1386 per night (USD)
Expedia
RECOVERED FROM STORMS Amie House Mod BEACH Getaway
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
***HURRICANE RECOVERY: BEACH BLISS AWAITS!*** This house is in perfect shape for your getaway—restaurants and shops are ...
From $1386 per night (USD)
Expedia
$Sol Mate – Updated 3BR Home w\/ Heated Pool, Spa, Walk to Bean Point Beach & Pine Ave, Pet-Friendly$
From $775 per night (USD)
VRBO
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 $775 per night (USD)
VRBO
$313 Palm Ave - Anna Maria Island - Duplex 2 Bedroom \/1 Bathroom , maximum...$
From $394 per night (USD)
Expedia
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)
Expedia
From $836 per night (USD)
VRBO
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 $836 per night (USD)
VRBO
From $953 per night (USD)
Expedia
Kingfish: *Canalfront *Paddleboards *Putt Putt *Heated Pool *Hot Tub
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
You want WARMTH –You want SUN – You NEED BEACH – KINGFISH is just the thing! Escape to one of Anna Maria Island’s most ...
From $953 per night (USD)
Expedia
$Beachy Keen 408 - Anna Maria Island - Private home 3 Bedroom\/ 2 Bath with...$
From $563 per night (USD)
VRBO
Beachy Keen 408 - Anna Maria Island - Private home 3 Bedroom\/ 2 Bath with...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beachy Keen 408 - Anna Maria Island - 3 Bedroom/ 2 Bath, maximum occupancy of 6 people. Private Pool - Distance to ...
From $563 per night (USD)
VRBO
$A Ray Of Sunshine- Amazing property private basketball court pool\/spa on a canal$
From $774 per night (USD)
Expedia
A Ray Of Sunshine- Amazing property private basketball court pool\/spa on a canal
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
A Ray of Sunshine 232 Chilson Avenue Anna Maria Island, FL 34216 AT A GLANCE Newly remodeled professionally decorated ...
From $774 per night (USD)
Expedia
From $967 per night (USD)
VRBO
Anapauo Beachhouse: Million dollar views of Tampa Bay!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Welcome to Anapauo Beachhouse! Pronounced ahn-ap-ow’-o, it is a Greek word meaning to give rest, refresh, recover and co ...
From $967 per night (USD)
VRBO
From $621 per night (USD)
Expedia
A Time Out: *Quaint Cottage *Heated Pool *Across the street from the Bay!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to "A Time Out" - your perfect retreat in paradise! This charming 4-bedroom, 2-bathroom home invites you to expe ...
From $621 per night (USD)
Expedia

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