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

From $963 per night (USD)
VRBO
Lovin' the Sannd: North-end cottage, luxury amenities
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
If you're looking to escape the hustle and bustle of everyday life, look no further than "Lovin' the SANND". This three ...
From $963 per night (USD)
VRBO
$707 N Bay The Shell House - Anna Maria Island - Private home 3 Bedroom\/ 2 1\/2...$
From $551 per night (USD)
Expedia
707 N Bay The Shell House - Anna Maria Island - Private home 3 Bedroom\/ 2 1\/2...
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
707 North Bay Boulevard - The Shell House- 3 Bedroom/ 2 1/2 Bath, maximum occupancy of 6 people. Private Pool - Di ...
From $551 per night (USD)
Expedia
From $570 per night (USD)
VRBO
Havana Cay- Adorable cottage- only 4 houses from beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
At a Glance Historic 1924 Latin style home with deluxe renovations Only 4 houses in from the beach- a 30 second walk to ...
From $570 per night (USD)
VRBO
From $1610 per night (USD)
Expedia
Stunning new luxury home, pool + spa, walk to the beach! Summer awaits!
Bedrooms:
7
Bathrooms:
7
Sleeps:
8
Oar House by AMI Locals Home in Anna Maria, FL Located in the most desired North End of Anna Maria Highlights: - Ne ...
From $1610 per night (USD)
Expedia
From $1316 per night (USD)
VRBO
Gorgeous Canal Front Luxury home, Pool, Spa, Dock, and Rooftop Deck - Sail Away
Bedrooms:
7
Bathrooms:
6
Sleeps:
8
Sail Away by AMI Locals Home in Anna Maria, FL VR19-000048 Welcome to Sail Away—an exquisite six-bedroom, six-and-a-h ...
From $1316 per night (USD)
VRBO
$Stunning 3Bed\/3 Bath, Heated Pool, FREE WiFi, Close to Beach, On Canal to...$
From $613 per night (USD)
Expedia
Stunning 3Bed\/3 Bath, Heated Pool, FREE WiFi, Close to Beach, On Canal to...
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
**ASK ABOUT LAST MINUTE DEALS! Welcome to paradise at Pelican Point! This stunning 3 bedroom/3 bath home h ...
From $613 per night (USD)
Expedia
$Relaxing Home with Private Pool, High-Speed WiFi, Central AC, & Washer\/Dryer$
From $860 per night (USD)
VRBO
Relaxing Home with Private Pool, High-Speed WiFi, Central AC, & Washer\/Dryer
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Southern Magnolia Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $860 per night (USD)
VRBO
From $1268 per night (USD)
Expedia
Sea La Vie AM: Bay front, pool, hot tub, rooftop deck, and water sports gear!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
HGTV Beach Hunters Renovated Beach Front Home with a heated pool and 3 bedrooms. 1 Paddle boards & 2 kayak included. ...
From $1268 per night (USD)
Expedia
From $1063 per night (USD)
VRBO
Beach Bay Serenity: Pine Ave canal front pool home
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Welcome to Beach Bay Serenity! This gorgeous 4 bedroom 3.5 bath waterfront home located on Pine Avenue is the perfect p ...
From $1063 per night (USD)
VRBO
From $594 per night (USD)
Expedia
Zen Beach Cottage: Beautiful ground level home steps to beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Skilled craftsmanship, a tranquil atmosphere, and an unbeatable location come together at the Zen Beach Cottage, a three ...
From $594 per night (USD)
Expedia
$The Cottage on Pine - Charming Pine Ave Cottage w\/ Heated Pool in the Heart of Anna Maria Island$
From $719 per night (USD)
VRBO
The Cottage on Pine - Charming Pine Ave Cottage w\/ Heated Pool in the Heart of Anna Maria Island
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to The Cottage on Pine! On Anna Maria Island (Anna Maria, FL) After sustaining hurricane damage, this charming ...
From $719 per night (USD)
VRBO
From $419 per night (USD)
Expedia
Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Flexible Check-in and checkout days —with some exceptions for holidays and certain times of the year—and never on Sunday ...
From $419 per night (USD)
Expedia
From $446 per night (USD)
VRBO
Cute & cozy getaway at north end of Anna Maria Island. 5-min walk to the beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located at the quiet North end of Anna Maria Island, this charming 2-bedroom, 1-bath villa is a short walk to beautiful ...
From $446 per night (USD)
VRBO
From $415 per night (USD)
Expedia
2nd House from the Beach with No Roads to Cross
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Seaside Sanctuary is the upper level unit of a beachfront duplex. It is the 2nd house from the beach with no roads ...
From $415 per night (USD)
Expedia
From $429 per night (USD)
VRBO
Bay Breeze Cottages #3
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Summary: Bay Breeze Cottages is an Old Florida Charm Boutique Resort located on historic Anna Maria Island. Bask in the ...
From $429 per night (USD)
VRBO
From $468 per night (USD)
Expedia
Chillifish: Peaceful Floridian pool home in great location
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
You can’t imagine anyone not falling in love with the exquisite "Chillifish" - a peaceful gem, decorated with the utmost ...
From $468 per night (USD)
Expedia
From $1480 per night (USD)
VRBO
Hogfish: Stunning Southern-style large family home, minutes from Tampa Bay
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Location, location, location! Hogfish is a spacious 4 bedroom, 3 ½ bath home within walking distance to Pine Avenue, Ci ...
From $1480 per night (USD)
VRBO
From $406 per night (USD)
Expedia
Bay Breeze Cottages #2
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 $406 per night (USD)
Expedia
$AMI Peppertree Paradise - Steps to Beach, Private Pool, Coastal Retreat w\/ Outdoor Oasis$
From $769 per night (USD)
VRBO
AMI Peppertree Paradise - Steps to Beach, Private Pool, Coastal Retreat w\/ Outdoor Oasis
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to AMI Peppertree Paradise! On Anna Maria Island (Anna Maria, FL) Enjoy a sun-soaked getaway at AMI Peppertree ...
From $769 per night (USD)
VRBO
From $562 per night (USD)
Expedia
Private Dock - Manatee Lookout by SeaBreeze Vacation
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Manatee Lookout is a charming 3 bedroom/3 bath home with a private heated pool located on the sought after north end of ...
From $562 per night (USD)
Expedia
From $341 per night (USD)
VRBO
Sea Spray 3: *Steps to the beach *Close to shops, restaurants *Quiet street
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Sea Spray Cottages are an adorable group of 4 Units located in the North End of Anna Maria, West of Gulf Drive and o ...
From $341 per night (USD)
VRBO
From $625 per night (USD)
Expedia
Sea Spray 4: *Heated Pool *Pet-Friendly *Steps to beach *Shops, dining close
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Sea Spray Cottages are an adorable group of Units located in the North End of Anna Maria, West of Gulf Drive and onl ...
From $625 per night (USD)
Expedia
From $3040 per night (USD)
VRBO
Sundowner Beach: Luxury Gulf-front, stunning views
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Welcome to Sundowner Beach! This luxury gulf-front property offers everything you need to enjoy the perfect beach getaw ...
From $3040 per night (USD)
VRBO
From $364 per night (USD)
Expedia
Sea Spray 1: *Pet-friendly *Steps to the beach *Close to shops, restaurants
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Sea Spray Cottages are an adorable group of 4 Units located in the North End of Anna Maria, West of Gulf Drive and o ...
From $364 per night (USD)
Expedia
From $995 per night (USD)
VRBO
North Shore Very Walkable to AMI fun & close to the Beach, Stunning Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
New pictures coming by early February! Discover island paradise at North Shore located on the *premier cor ...
From $995 per night (USD)
VRBO
From $598 per night (USD)
Expedia
AMI Retreat: 200 Steps to Beach, Dog Friendly Pool Home by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
AMI Retreat by Anna Maria Life Vacation Rentals 746 Jacaranda, Anna Maria, FL 34216 What You'll Love About This Home: L ...
From $598 per night (USD)
Expedia
From $1031 per night (USD)
VRBO
Bridgeview: Bay front with sweeping views, sleeps 12!
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Relax in this beautiful, bay view home! Bridgeview is the perfect vacation home for large family or multi-family getaway ...
From $1031 per night (USD)
VRBO
From $1131 per night (USD)
Expedia
Lazy Lagoon: On Canal, Pool, Boat Dock, 2 blocks to Beach by Anna Maria Life Vacation Rentals
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Lazy Lagoon by Anna Maria Life Vacation Rentals 220 Chilson Ave., Anna Maria, FL 34216 What You'll Love About This Home ...
From $1131 per night (USD)
Expedia
$Villa Marisol: Beachfront, Mediterranean style, w\/terrace, pool, hot tub!$
From $2124 per night (USD)
VRBO
Villa Marisol: Beachfront, Mediterranean style, w\/terrace, pool, hot tub!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Villa Marisol, located at 797 North Shore Drive at the north end of Anna Maria Island and nestled on the shores of the G ...
From $2124 per night (USD)
VRBO
From $726 per night (USD)
Expedia
Glad Tidings: Heated pool, turfed outdoor lounge and dining area.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Photos updated March 2025! Welcome to Glad Tidings, a comfortable and well-appointed vacation home on Anna Maria Island ...
From $726 per night (USD)
Expedia
$Sunset at 714 - 4BR\/3BA - Anna Maria City - By Island Real Estate Vacations$
From $1028 per night (USD)
VRBO
Sunset at 714 - 4BR\/3BA - Anna Maria City - By Island Real Estate Vacations
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
The Bean Point beach access is a favorite among locals who love surfing and soaking up sun putting “Sunset at 714” in on ...
From $1028 per night (USD)
VRBO
$FantaSea - Gulf beachfront\/heated pool$
From $1965 per night (USD)
Expedia
FantaSea - Gulf beachfront\/heated pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Private oasis back yard with a large pool and your own Beach Volleyball Court. Step out the back gate to the Gulf Beache ...
From $1965 per night (USD)
Expedia
From $2210 per night (USD)
VRBO
Dream Vacation Destination! 8 bd Luxury Home with stunning Views! Pool and Spa!
Bedrooms:
6
Bathrooms:
8
Sleeps:
18
Blue Bay by Anna Maria Island Accommodations Home in Anna Maria, Florida VR16-000138 Welcome to Blue Bay – Your Lux ...
From $2210 per night (USD)
VRBO
From $892 per night (USD)
Expedia
Luxury bungalow with pool and spa! Canal front with dock!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Bamboo Bungalow by AMI Locals Home in Anna Maria VR19-000043 Welcome to the Bamboo Bungalow, a canal-front home where ...
From $892 per night (USD)
Expedia
From $1074 per night (USD)
VRBO
Bon Ami: North End AMI, Pool Home, Short Walk to Bean Point by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Bon Ami by Anna Maria Life Vacation Rentals 804 North Bay Blvd., Anna Maria, FL 34216 What You'll Love About This Home: ...
From $1074 per night (USD)
VRBO
From $426 per night (USD)
Expedia
Naut 2 Shabby Bungalow 🤗 A sweet and cozy getaway on Pine Avenue!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cute as a bug bungalow on Anna Maria's lovely north end. A block from City Pier and Tampa Bay and only four blocks to th ...
From $426 per night (USD)
Expedia
From $631 per night (USD)
VRBO
Home with Pool! Near Beach, Bay, and Pier! - Sweet Melissa's Beach House
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Sweet Melissa's Beach House by AMI Locals Home in Anna Maria, Florida VR19-000057 Welcome to Sweet Melissa’s Beach H ...
From $631 per night (USD)
VRBO
From $463 per night (USD)
Expedia
Anna Cabana A: North End Pool Home, Short Walk To Beach by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Anna Cabana A by Anna Maria Life Vacation Rentals 770 Jacaranda Rd., Anna Maria, FL 34216 What you'll love about this h ...
From $463 per night (USD)
Expedia
$Decked Out - Luxury 2BR Retreat w\/ Heated Pool & Prime Location$
From $695 per night (USD)
VRBO
Decked Out - Luxury 2BR Retreat w\/ Heated Pool & Prime Location
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Decked Out! On Anna Maria Island (Anna Maria, FL) Experience the ultimate island retreat at Decked Out, a lu ...
From $695 per night (USD)
VRBO
From $1943 per night (USD)
Expedia
Beaches and Dreams: Ultimate Luxury Beachfront Paradise
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to the Ultimate Beach Front Paradise on Anna Maria Island at Beaches & Dreams, where stunning panoramic bay view ...
From $1943 per night (USD)
Expedia
From $1001 per night (USD)
VRBO
Beautiful New Pool Home with Gulf Views and Heated pool, steps to Bean Point!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
We are excited to announce that our popular vacation rental is back on the market after a complete renovation! Everythin ...
From $1001 per night (USD)
VRBO
From $627 per night (USD)
Expedia
Canal-front home with private dock, covered lanai with heated pool and grill
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Coconut Tree Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $627 per night (USD)
Expedia
Click For Pricing
VRBO
Dog-friendly house with heated private pool, island views & nearby beach access
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Shell House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
Click For Pricing
VRBO
$Old Florida-style cottage w\/ private heated pool - walk to the beach - dogs OK$
From $633 per night (USD)
Expedia
Old Florida-style cottage w\/ private heated pool - walk to the beach - dogs OK
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Mangrove Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $633 per night (USD)
Expedia
$Beautiful cottage w\/ heated private pool - walk to beach, dining, Bayfront Park$
From $739 per night (USD)
VRBO
Beautiful cottage w\/ heated private pool - walk to beach, dining, Bayfront Park
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Harmony House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $739 per night (USD)
VRBO
$Beautiful, well-maintained home w\/ heated private pool - walk to beach & dining$
From $921 per night (USD)
Expedia
Beautiful, well-maintained home w\/ heated private pool - walk to beach & dining
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sundance Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $921 per night (USD)
Expedia
$High-end home w\/ heated private pool\/spa, courtyard, & floor-to-ceiling windows$
From $839 per night (USD)
VRBO
High-end home w\/ heated private pool\/spa, courtyard, & floor-to-ceiling windows
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Dream Maker Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $839 per night (USD)
VRBO
From $968 per night (USD)
Expedia
Canalfront Island Gem with Private Heated Pool, Dock, Ping-Pong, & Putting Green
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Mermaid Manor Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $968 per night (USD)
Expedia
From $840 per night (USD)
VRBO
Waterfront dog-friendly home with heated private pool, dock, views, and lanai
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Anna Maria's Finest Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $840 per night (USD)
VRBO
From $607 per night (USD)
Expedia
Charming gulf-front home right on the beach - stunning views, dogs welcome
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Dolphin Watch Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $607 per night (USD)
Expedia
From $482 per night (USD)
VRBO
Incredible, spacious home with a private heated pool - close to the beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Le Paradis Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $482 per night (USD)
VRBO
$Canalfront home w\/ WiFi, heated pool, dock & lanai - 2 blocks to the beach$
From $739 per night (USD)
Expedia
Canalfront home w\/ WiFi, heated pool, dock & lanai - 2 blocks to the beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Heavenly Holly Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $739 per night (USD)
Expedia
$Breezy canalfront home w\/ heated pool & dock - 3 blocks to Bean Point Beach$
Click For Pricing
VRBO
Breezy canalfront home w\/ heated pool & dock - 3 blocks to Bean Point Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Paradise Pointe Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
Click For Pricing
VRBO
From $931 per night (USD)
Expedia
Adorable Cottage with Heated Pool - Fantastic Location!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Buttonwood Cottage by AMI Locals Home in Anna Maria, Florida Full of old Florida charm and recently restored, we welcom ...
From $931 per night (USD)
Expedia
$Enjoy \Endless Summer\ at this awesome luxury beach house with your family!$
From $1777 per night (USD)
VRBO
Enjoy \"Endless Summer\" at this awesome luxury beach house with your family!
Bedrooms:
7
Bathrooms:
6
Sleeps:
14
Endless Summer by Anna Maria Island Locals Home in Anna Maria, FL Just one street over from Pine Ave Highlights: - Bea ...
From $1777 per night (USD)
VRBO
$Point's Hideaway - Luxury 3BR w\/ Pool, Deck w\/ Bay Views$
From $778 per night (USD)
Expedia
Point's Hideaway - Luxury 3BR w\/ Pool, Deck w\/ Bay Views
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Point's Hideaway! On Anna Maria Island (Anna Maria, FL) Spacious Island Retreat with Rooftop Views, Private ...
From $778 per night (USD)
Expedia
From $1000 per night (USD)
VRBO
Luxury home, close to the beach! Pool and Spa, great for families!
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Freckled Fin by AMI Locals Home in Anna Maria, Florida VR19-000006 Welcome to Freckled Fin, a fun and luxurious vacati ...
From $1000 per night (USD)
VRBO
From $1922 per night (USD)
Expedia
Serendipity Gulfront- gulf beach front
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Gulf Beach Front 3 bedroom/3 bathroom home and separate 1/1 cottage Sunset's from your back deck and morning shell sear ...
From $1922 per night (USD)
Expedia
$TripleTail- beachfront 4\/4$
From $2123 per night (USD)
VRBO
TripleTail- beachfront 4\/4
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
4 bedroom 4 bath Beach Front Home with Panoramic views of the Ocean and Skyway Bridge. Watch dolphins swim and play in y ...
From $2123 per night (USD)
VRBO
From $1090 per night (USD)
Expedia
Historic 1924 Luxury Beach Home with Large Heated Pool 3 Houses to Beach
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to The Sand Castle located just a few steps from the Gulf beaches of Anna Maria Island. Built in 1924, the Castl ...
From $1090 per night (USD)
Expedia
From $444 per night (USD)
VRBO
Starfish Cottage - sleeps 4 guests in 2 bedrooms
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Starfish Cottage is situated towards the top end of Anna Maria Island. The property is extremely well furnished and equ ...
From $444 per night (USD)
VRBO
From $537 per night (USD)
Expedia
Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Open for business in 2025! Check out the latest review. OHasis Getaway is a true oasis on both the outside and inside! ...
From $537 per night (USD)
Expedia
From $741 per night (USD)
VRBO
Canal - C-View by SeaBreeze Vacation
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
C-View is the perfect island getaway for your family vacation. Conveniently located within walking distance to Anna Mari ...
From $741 per night (USD)
VRBO
From $813 per night (USD)
Expedia
Waterfront home near beaches with private heated pool, spa, and more
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Surrounded By Sea Breezes Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $813 per night (USD)
Expedia
$Colorful beach cottage w\/ heated private pool & grill area - dog-friendly$
From $488 per night (USD)
Expedia
Colorful beach cottage w\/ heated private pool & grill area - dog-friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sea's The Day Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $488 per night (USD)
Expedia
From $704 per night (USD)
Expedia
La Cocolia located on north end of AMI. Lagoon Pool, Walk to Pine Ave.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Need a GREAT AMI GETAWAY? Just steps from the bayfront park in the City of Anna Maria is a charming island beach house ...
From $704 per night (USD)
Expedia
From $738 per night (USD)
VRBO
Moon Shadow South: North End of Anna Maria Island with Spectacular Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Moon Shadow South's location can't be beat with views of Passage Key in Tampa Bay from the Primary Ensuite. You are just ...
From $738 per night (USD)
VRBO
From $307 per night (USD)
Expedia
Wake up on the waters of Tampa Bay in a north Anna Maria home.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Two story elevated beach home with gorgeous water views, steps from park and two fishing piers. Enjoy meals in the separ ...
From $307 per night (USD)
Expedia
From $467 per night (USD)
VRBO
Anna Cabana B: Pool Home, AMI North End, 2 Blocks to Beach by Anna Maria Life Vacation Rentals
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Anna Cabana B by Anna Maria Life Vacation Rentals 301 Poinsettia Rd., Anna Maria, FL 34216 What you'll love about this ...
From $467 per night (USD)
VRBO
$2-Night Stay Available June 3-5 w\/ Private Pool & Dock!$
From $512 per night (USD)
Expedia
2-Night Stay Available June 3-5 w\/ Private Pool & Dock!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
DESCRIPTION:  It doesn't get much better than being right on the water, located on a wide canal, and ½ block from the ...
From $512 per night (USD)
Expedia
From $1410 per night (USD)
VRBO
Toes in the Water: North End, West of Gulf, Steps to Beach, Pool by Anna Maria Life Vacation Rentals
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Toes in the Water by Anna Maria Life Vacation Rentals 110 Palm Ave, Anna Maria, FL 34216 What You'll Love About This Ho ...
From $1410 per night (USD)
VRBO
From $1313 per night (USD)
Expedia
Luxury Upscale Beach Home Steps from Gulf of Mexico, Heated Pool, Spa & Golfcart
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This newly redesigned elevated pet friendly 3 Bedroom, 2 Bathroom home is beautifully appointed throughout, with state o ...
From $1313 per night (USD)
Expedia
$Casa Mariposa – Luxury Retreat, Butterfly Garden, Pool\/Spa, Steps to Pine Ave & 4 Houses to Beach$
From $1046 per night (USD)
VRBO
Casa Mariposa – Luxury Retreat, Butterfly Garden, Pool\/Spa, Steps to Pine Ave & 4 Houses to Beach
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to Casa Mariposa! On Anna Maria Island (Anna Maria, FL) Experience the charm and luxury of Casa Mariposa, a hid ...
From $1046 per night (USD)
VRBO
From $1084 per night (USD)
Expedia
Perfect summer vacation home! Close to Bean Point, great pool!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Feelin' Salty by AMI Locals Home in Anna Maria, FL Highlights: - Pool - Ping pong table - Open concept layout with ple ...
From $1084 per night (USD)
Expedia
From $1212 per night (USD)
VRBO
Luxury Home with Pool, Spa, Rooftop, a block from the Beach - Paradise Bound
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Paradise Bound by AMI Locals Home in Anna Maria, Florida VR21-000036 Welcome to Paradise Bound, a four bedroom and four ...
From $1212 per night (USD)
VRBO
From $1030 per night (USD)
Expedia
Sea Whisper in north-end Anna Maria with private dock and pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Welcome to Sea Whisper, our brand new renovated home with 3 bedrooms / 3 bathrooms, private dock, swimming pool, and spa ...
From $1030 per night (USD)
Expedia
From $488 per night (USD)
VRBO
Charming house with private heated pool, lanai. Great location to beach & shops
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
What You’ll Love About This House: Location! 2 blocks to the Beach, 4 blocks to Pine Ave and 1 block to the Free Trolle ...
From $488 per night (USD)
VRBO
From $1613 per night (USD)
Expedia
Beautifully remodeled 3 bedroom luxury home, just steps to BEACH! Brand-new Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
The Deckhouse by AMI Locals Home in Anna Maria, FL Highlights: • Brand new pool with spa • Multiple decks • Keurig cof ...
From $1613 per night (USD)
Expedia
From $793 per night (USD)
VRBO
Beautiful North-End Home! Pool with In-ground Spa, Shuffleboard!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Carefree Cay by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 VR16-000412 Welcome to Carefree Cay, a ...
From $793 per night (USD)
VRBO
From $1470 per night (USD)
Expedia
Luxury Home with Heated Pool, Hot Tub, and Entertainment Area!
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Highlights • Less than a 5-minute walk to the beach • Private pool and hot tub • Game area • Multiple balconies ...
From $1470 per night (USD)
Expedia
From $1076 per night (USD)
VRBO
Awesome Family Home with Pool, Dock, Putting Green - Lavender Lagoon
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Lavender Lagoon by Anna Maria Island Accommodations Home in Anna Maria, FL 34217 VR22-000006 Make Lavender Lagoon yo ...
From $1076 per night (USD)
VRBO
From $929 per night (USD)
Expedia
Tropical Oasis with Private Pool and Game Room, 3 Blocks to Beach or Bay!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Highlights • Less than a 10-minute walk to the beach or bay • Private Pool • Ping Pong Table • Washer and Dryer Pel ...
From $929 per night (USD)
Expedia
From $1600 per night (USD)
VRBO
Family Vacation Home! Pool, Games, and Multiple Seating Areas - Pelican Paradise
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Pelican Paradise by Anna Maria Island Accommodations 214 Elm Ave Anna Maria, FL 34216 VR19-000001 Welcome to Pelica ...
From $1600 per night (USD)
VRBO
From $776 per night (USD)
Expedia
Home with Pool and Outdoor Amenities near the Bay and Beach - North End Chic
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
North End Chic by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 VR16-000361 Welcome to North End Chi ...
From $776 per night (USD)
Expedia
From $516 per night (USD)
VRBO
Spacious Home with Private Pool, Just 1 Block to Beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Starfish Beach by AMI Accommodations Home in Anna Maria, FL 1 Block to Beach Highlights: - Private pool surrounded by ...
From $516 per night (USD)
VRBO
From $1007 per night (USD)
Expedia
Canal Front Home with Pool, Spa and Rooftop Deck!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Silver King by Anna Maria Island Accommodations 316 Tarpon St Anna Maria, FL 34216 VR16-000118 Welcome to Silver Ki ...
From $1007 per night (USD)
Expedia
From $641 per night (USD)
VRBO
Azure: A Beautiful Vacation Home Just Steps from Bean Point Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Azure by Anna Maria Island Accommodations Home in Anna Maria, Florida VR18-000114 Welcome to Azure, a modern vacation ...
From $641 per night (USD)
VRBO
From $752 per night (USD)
Expedia
Island Home with Private Pool, Oversized Front Porch, and Poolside Dining!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Highlights • Less than a 10-minute walk to the beach • Private pool • Ping pong table • Outdoor shower • Washer an ...
From $752 per night (USD)
Expedia
From $625 per night (USD)
VRBO
Beautiful Guest House Near the Beach with Private Pool!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Highlights • Less than a 5-minute walk to the beach • Pool Anna Maria Guest House 212 by Anna Marie Accommodations ...
From $625 per night (USD)
VRBO
From $570 per night (USD)
Expedia
Guest House in the Business District with Private Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Anna Maria Guest House 317 by Anna Maria Accommodations Home in Anna Maria, FL 34216 Welcome to Anna Maria Guest House ...
From $570 per night (USD)
Expedia
From $472 per night (USD)
VRBO
Casa Posada - Cozy 2BR Historic Beach Cottage Steps to Gulf, Pet-Friendly & Modern Comforts
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to Casa Posada! On Anna Maria Island (Anna Maria, FL) Experience the charm of old Florida living with modern co ...
From $472 per night (USD)
VRBO
From $680 per night (USD)
Expedia
Canal Home with Private Dock, Pool, Outside Dining - Hammock Dreams
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Hammock Dreams by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 VR16-000408 Welcome to Hammock Drea ...
From $680 per night (USD)
Expedia
From $621 per night (USD)
VRBO
Private Home with Pool and Hot Tub, just 5 Houses to the Water!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beach Baby by Anna Maria Island Accommodations Private home in Anna Maria, Florida 5 Houses to Beach! Highlights: • J ...
From $621 per night (USD)
VRBO
From $569 per night (USD)
Expedia
Cottage with Private Pool, Tropical Landscaped Backyard, Near Beach
Bedrooms:
4
Bathrooms:
3
Sleeps:
7
Highlights • 7-minute walk to the beach • Private Pool • 1-minute walk to Pine Ave • Outdoor shower Covey Cottage 418 ...
From $569 per night (USD)
Expedia
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VRBO
Beautiful Ground Level Home with Heated Pool!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Rest-A-Shore by Anna Maria Island Accommodations Home in Anna Maria, FL 1.5 Block to Bean Point Beautiful, Quiet, Gro ...
Click For Pricing
VRBO
From $803 per night (USD)
Expedia
Canal Front Home with Private Pool and Spa, 2 Blocks to Beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Triple Play by AMI Accommodations Home in Anna Maria, FL 2 Blocks to Beach Highlights: - Canal front - 4 1/2 minute ...
From $803 per night (USD)
Expedia
From $617 per night (USD)
VRBO
Ground Level Home with Saltwater Pool, 2 Blocks to Beach! - Pink Palm Bungalow
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Pink Palm Bungalow by Anna Maria Island Accommodations Home in Anna Maria, FL 34217 VR16-000353 Welcome to Pink Palm ...
From $617 per night (USD)
VRBO
From $1047 per night (USD)
Expedia
Private Home with Pool and Game Room, 1 Block to Beach! - Dolphin Pointe
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Dolphin Pointe by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 VR16-000318 Welcome to Dolphin Poi ...
From $1047 per night (USD)
Expedia
From $688 per night (USD)
VRBO
Beautiful Condo on Pine Ave, 2 Blocks to Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
High Tide Haven by Anna Maria Island Accommodations 306 Pine Ave Anna Maria, FL 34216 Welcome to High Tide Haven where ...
From $688 per night (USD)
VRBO
From $652 per night (USD)
Expedia
Adorable Cottage with Covered Balconies and Private Pool
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Social Nest by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 Welcome to Social Nest, a second-level ho ...
From $652 per night (USD)
Expedia

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