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 $279 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 $279 per night (USD)
VRBO
$Well-Located & Equipped Beach Condo w\/Shared Pool, Washer\/Dryer, Free WiFi$
From $247 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 $247 per night (USD)
Expedia
From $367 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 $367 per night (USD)
VRBO
$Well-appointed beach condo with pool access, washer\/dryer, WiFi & great location$
From $259 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 $259 per night (USD)
Expedia
$Dreamy Beach Condo w\/Incredible Location, Shared Pool, Washer\/Dryer, Free WiFi$
From $281 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 $281 per night (USD)
VRBO
$Incredible Beach Condo w\/Free WiFi, TV, Shared Pool and Washer\/Dryer$
From $294 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 $294 per night (USD)
Expedia
$Friendly Condo w\/ Shared Pool in Great Location w\/ Washer\/Dryer, & Free WiFi$
From $307 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 $307 per night (USD)
VRBO
$Convenient & Well-Located Condo w\/Shared Washer\/Dryer, Pool, and Free WiFi$
From $264 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 $264 per night (USD)
Expedia
$Beach Escapade w\/near the Beach, Shared Pool, Washer\/Dryer, Free WiFi, & More$
From $342 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 $342 per night (USD)
VRBO
$Well-Furnished Beach Condo w\/Shared Swimming Pool, Washer\/Dryer, Free WiFi$
From $258 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 $258 per night (USD)
Expedia
$Budget-Friendly Studio w\/Shared Pool, Washer\/Dryer, Free WiFi, & Private Patio$
From $247 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 $247 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
$Convenient Condo Near the Beach w\/Shared Pool, Washer\/Dryer, Free WiFi, & More$
From $347 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 $347 per night (USD)
VRBO
From $856 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 $856 per night (USD)
Expedia
From $690 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 $690 per night (USD)
VRBO
From $915 per night (USD)
Expedia
Crescent Palms 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 $915 per night (USD)
Expedia
From $1086 per night (USD)
VRBO
Pineapple Cottage 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 $816 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 $816 per night (USD)
Expedia
From $652 per night (USD)
VRBO
Island in the Sun 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 $652 per night (USD)
VRBO
From $448 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 $448 per night (USD)
Expedia
From $267 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 $267 per night (USD)
VRBO
From $1068 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 $1068 per night (USD)
Expedia
$Budget-friendly beach condo with pool access, washer\/dryer, WiFi & full kitchen$
From $272 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 $272 per night (USD)
VRBO
From $304 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 $304 per night (USD)
Expedia
From $1112 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 $1112 per night (USD)
VRBO
$Convenient & Well-Equipped Condo w\/Shared Pool, Washer\/Dryer, Free WiFi$
From $207 per night (USD)
Expedia
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 $207 per night (USD)
Expedia
From $1171 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 $1171 per night (USD)
VRBO
From $4454 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 $4454 per night (USD)
Expedia
$Thanksgiving dinner included: 15lb Turkey\/Sweet Potato Mash\/Pumpkin Pie$
From $1064 per night (USD)
VRBO
Thanksgiving dinner included: 15lb Turkey\/Sweet Potato Mash\/Pumpkin Pie
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 $1064 per night (USD)
VRBO
From $742 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 $742 per night (USD)
Expedia
From $1706 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 $1706 per night (USD)
VRBO
From $683 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 $683 per night (USD)
Expedia
From $310 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 $310 per night (USD)
VRBO
From $1177 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 $1177 per night (USD)
Expedia
From $872 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) The waterfront 3-bedroom home has a private heated pool ...
From $872 per night (USD)
VRBO
From $1029 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 $1029 per night (USD)
Expedia
$Budget-Friendly Condo in Great Location w\/Shared Pool, Washer\/Dryer, & Free WiFi$
From $309 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 $309 per night (USD)
VRBO
$Thanksgiving dinner included: 15lb Turkey\/Sweet Potato Mash\/Pumpkin Pie$
From $826 per night (USD)
Expedia
Thanksgiving dinner included: 15lb Turkey\/Sweet Potato Mash\/Pumpkin Pie
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 $826 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 $1803 per night (USD)
Expedia
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 $1803 per night (USD)
Expedia
From $889 per night (USD)
VRBO
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 $889 per night (USD)
VRBO
From $717 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 $717 per night (USD)
Expedia
From $356 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 $356 per night (USD)
VRBO
From $821 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 $821 per night (USD)
Expedia
From $385 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 $385 per night (USD)
VRBO
From $1080 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 $1080 per night (USD)
Expedia
From $515 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 $515 per night (USD)
VRBO
From $1203 per night (USD)
Expedia
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 $1203 per night (USD)
Expedia
From $501 per night (USD)
VRBO
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 $501 per night (USD)
VRBO
From $734 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 $734 per night (USD)
Expedia
From $1136 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 $1136 per night (USD)
VRBO
From $770 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 $770 per night (USD)
Expedia
$Marias Way - 3BR\/2BA Pool Home - Anna Maria City -By Island Real Estate Vacation$
From $597 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 $597 per night (USD)
VRBO
$One block off Pine Ave w\/ Amazing Rooftop Views! - AMI Memories$
From $1001 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 $1001 per night (USD)
Expedia
From $1142 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 $1142 per night (USD)
VRBO
From $745 per night (USD)
Expedia
OPEN & Ready for bookings after Helene & Milton! November 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 $745 per night (USD)
Expedia
From $419 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 $419 per night (USD)
VRBO
From $983 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 $983 per night (USD)
Expedia
From $336 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 $336 per night (USD)
VRBO
Click For Pricing
Expedia
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 Pricing
Expedia
From $321 per night (USD)
VRBO
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 $321 per night (USD)
VRBO
From $970 per night (USD)
Expedia
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 $970 per night (USD)
Expedia
From $719 per night (USD)
VRBO
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 $719 per night (USD)
VRBO
$Ocean Walk- 5 bedroom heated pool\/spa and 6 houses from the white sandy beach$
From $992 per night (USD)
Expedia
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 $992 per night (USD)
Expedia
$Private Tropical Oasis - Tarpon Point - Pool\/Spa, Perfect Island Getaway!$
From $689 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 $689 per night (USD)
VRBO
From $456 per night (USD)
VRBO
LOCATION, LOCATION, LOCATION. Great pool, close to beaches, twin family rooms!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Location, Location, Location.... recently remodeled, surrounded by multi million dollar homes.....and three great beache ...
From $456 per night (USD)
VRBO
From $676 per night (USD)
VRBO
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 $676 per night (USD)
VRBO
From $614 per night (USD)
Expedia
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 $614 per night (USD)
Expedia
$Mermaid Cove: Updated Forida Cottage w\/pool, hot tub$
From $857 per night (USD)
VRBO
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 $857 per night (USD)
VRBO
From $1630 per night (USD)
Expedia
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 $1630 per night (USD)
Expedia
From $623 per night (USD)
VRBO
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 $623 per night (USD)
VRBO
From $1261 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 $1261 per night (USD)
Expedia
From $718 per night (USD)
VRBO
A Wave From It All - Safely Restored, Newly Furnished, and Ready for Guests, January 2025!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to A Wave From It All! On Anna Maria Island (Anna Maria, FL) HIGHLIGHTS: - Open layout and spacious Kitchen, Di ...
From $718 per night (USD)
VRBO
From $419 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 $419 per night (USD)
Expedia
From $464 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 $464 per night (USD)
VRBO
From $427 per night (USD)
Expedia
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)
Expedia
From $696 per night (USD)
VRBO
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 $696 per night (USD)
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $345 per night (USD)
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 ...
From $345 per night (USD)
VRBO
$CHARMING COTTAGE W\/HEATED POOL, Close to Gulf & Bay Beach, FREE WiFi\/Trolley,...$
From $385 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 $385 per night (USD)
Expedia
From $728 per night (USD)
VRBO
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 $728 per night (USD)
VRBO
From $368 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 $368 per night (USD)
Expedia
$New Luxury-Professionally Decorated Home Pool\/Spa 5 Minutes walk to beach$
From $881 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 $881 per night (USD)
VRBO
From $971 per night (USD)
Expedia
Magnolia in Anna Maria, FL
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Rates have been reduced 20% from 1/6/24 to 2/9/24, book now!! *3 Night Minimum stays are allowed during low ...
From $971 per night (USD)
Expedia
$Sweet N Salty - 25% off 8\/10 - 9\/14 - Pool & Spa - Walking distance to Pine Ave$
From $524 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 $524 per night (USD)
VRBO
From $831 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
206 Archer Way, Anna Maria, FL 34216 What You'll Love About This Home: Location! 1.25 Blocks to the Beach! 3 Bedrooms / ...
From $831 per night (USD)
Expedia
From $447 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 $447 per night (USD)
VRBO
From $537 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 $537 per night (USD)
Expedia
$Aloha Beaches! Newly Renovated 4 Bedroom 3 Bath Home w\/ Private Pool!$
From $883 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 $883 per night (USD)
VRBO
From $1096 per night (USD)
Expedia
Dolphin Tales: Pool, Bay Views & Private Beach by Anna Maria Life Vacation Rentals
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
836 S Bay Blvd, Anna Maria, FL 34216 What You'll Love About This Home: Location! Stunning Views with Private Access to ...
From $1096 per night (USD)
Expedia
From $465 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 $465 per night (USD)
VRBO
From $1575 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 $1575 per night (USD)
Expedia
$Cloud 9- beachfront\/heated pool\/ 4 plus bedroom$
From $2478 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 $2478 per night (USD)
VRBO
From $2446 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 $2446 per night (USD)
Expedia
$luxury beachfront\/ heated pool$
From $2190 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 $2190 per night (USD)
VRBO
From $1048 per night (USD)
Expedia
Oceans Blue in Anna Maria
Bedrooms:
4
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 $1048 per night (USD)
Expedia
From $659 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 $659 per night (USD)
VRBO
$Amie House Chef’s kitchen, 2 King suites walk to beach\/Stunning Pool$
From $1348 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 $1348 per night (USD)
Expedia
Click For Pricing
VRBO
SunKissed Cottage - beachfront north end AMI
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Beachfront, North End, large 2 bedroom with expansive views of the dolphins frolicking in the azure waters of the North ...
Click For Pricing
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia

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