Vacation Accommodations on Anna Maria Island, Manatee County Florida Please call or email us to reserve any property!
941-779-0733
315 Pine Ave, PO Box 235
Anna Maria, Florida 34216-0235

E-mail Us

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CALL TODAY FOR CURRENT AVAILABILITY AND RATES,
WE BOOK UP TO ONE YEAR IN ADVANCE

Toll Free: 866-264-2226 | Local: 941-779-0733 | UK Direct: 0844-8111-471


TWO BEDROOM VACATION RENTALS

Winter Season Pricing: December 15 - April 30, and July 4th Week & Thanksgiving Week
Summer Season Pricing: May 1 - August 31, excluding July 4th Week
Fall Season Pricing: September 1 - December 15, excluding Thanksgiving Week


*Navigate Our Vacation Rentals:
Rental By Name 1 Bedroom Rentals 2 Bedroom Rentals 3 Bedroom Rentals 4 Bedroom Rentals 5+ Bedroom Rentals
BB = Bradenton Beach HB = Holmes Beach AM = Anna Maria PI = PericoIsland LK = Longboat Key

Aggie's Treasure
2 bed/2 bath Villa
Private Heated Pool
Less than a block to Beach!

HB

Ahoy Matey
2 bed/2 bath Villa
Just a Block to Beach
Private Heated Pool!

HB

A Little Longer
Runaway Bay #180
2 bed/2 bath Condo
Heated Pool, Tennis, and More!
BB

Anchors Away
2 bed/2 bath Villa
Just a Block to Beach
New Private Heated Pool!

HB

Anna Maria Guest House 218
2 bed/2 bath Villa
Private Heated Pool
Great Location & Close to Beach

AM

Ave' Maria
2 bed/2 Bath Home
Great North End Location

AM

Bamboo Breeze
2 bed/2 bath Villa
Less than a Block to Beach
New Private Heated Pool!

HB

Bayberry Cottages North
2 bed/1.5 bath Villa
with HEATED pool
1 Block to Beach
BB

Bayberry Cottages South
2 bed/1.5 bath Villa
with HEATED pool
1 Block to Beach
BB

Bayou 4A
2 bed/1 bath Condo
Waterview Condo

AM

info@annamariaparadise.com
or
Toll-Free:
866-264-2226

beach baby

Beach Baby
2 bed/2 bath Home
Heated pool & Hot Tub
Short walk to Bean Pointe on North End

AM

Beach Cutie
2 bed/1 bath Home
Close to Beach, Trolley
and the Beach Bistro!
HB

Beach Daze
2 bed/2 bath Villa
Heated pool!
Just a block to Beach

HB

Beauty and the Beach
2 Bed/2 Bath Villa
Private Heated Pool and Hot Tub

Short Block to Beach!
HB

Blue Egret
2 bed/2 bath Villa
Private Heated Pool!
Close to Beach and Trolly
HB

Blue Lagoon North and South
2 bed/2 bath Duplex
Heated Pool!
Just over a block to Beach!

AM

Blue Lagoon Resort 3
2 bed/2 bath Resort
Heated Waterfall Pool!
Just over a block to Beach!
HB

Blue Pelican
2 bed/2 bath Villa
Private Heated Pool!
Close to Beach and Trolly
HB

Bradenton Beach Club 301
2 Bed + Den /2 Bath Townhome
Gorgeous Bay Views
Heated Pool, Hot Tub, Short Block to Beach
BB

Calypso
2 bed/2 bath Villa
Private Heated Pool!
Close to Trolley and Restaurants

HB

Captains Deck
2 bed/1 bath Duplex
Great Central Location

HB

Casa Con Vista
2 bed/2 Bath Home
Canalfront, Heated Pool, Hot Tub, Dock

Two Blocks to Beach
AM

Casa Sierra 203B
2 bed/2 bath Condo
One block to beach
Large Heated Pool!

HB

Casolare
2 bed/2 bath Condo
Canalfront w/ Serene Views
In the Heart of Holmes Beach
Close to Trolley, Shops, Restaurants

HB

Champagne Shores
2 bed/2 bath Home
With Heated pool
Block to Beach

AM

Coco Loco Cottage
2 bed/2 bath Home
Great Location, Quiet Cul de Sac
One Block to Beach
HB

Cozy Cabana East
2 Bed/2 Bath Villa
Private Heated Pool
Two Blocks to the Beach
HB

info@annamariaparadise.com
or
Toll-Free:
866-264-2226

Fig Leaf
New 2 bed/2 bath Villa
Private Heated pool 
Great Central Location!

HB

Going Coastal
2 bed/2 bath Home
2 Short Blocks to Beach!
Heated Pool and Dock!

AM


Green Flash
2 bed/2 bath Gulffront
Ground Level Condo!
Close to Everything!

BB

Groovy Guava
2 bed/2 bath Villa
1 Block to Beach!
Private Heated Pool

HB

Island Girl West
2 bed/2 Bath Duplex
Heated Pool in Lush Tropical Setting
Just Over a Block to the Beach
HB

Island Girl North
2 bed/2 Bath Duplex
Heated Pool in Lush Tropical Setting
Just Over a Block to the Beach
HB

Island Hideaway
2 bed/1 bath Home
Close to Piers w/ Heated pool!

AM

info@annamariaparadise.com
or
Toll-Free:
866-264-2226

Island Oasis
2 bed/2 bath Home
Heated pool, Dock & Pool Table! 
Beautiful Views & Hammock Tiki!

AM

info@annamariaparadise.com
or
Toll-Free:
866-264-2226

Island Rose
2 Bed/2 Bath Home
Adorable Cottage w/ Heated Pool and Hot Tub
Quiet North End, Close to Beach
AM

Key Lime Cottage
New 2 bed/2 bath Villa
Private Heated pool 
Great Central Location!

HB

La Playita #2
2 bed/2 bath Condo
Heated pool!
HB

La Playita #4
2 bed/2 bath Condo
Heated pool!

HB

Last Chance
2 bed/2 bath cottage
Across the Street from Bayfront Park
Great North-End Location with Bay Views

AM

Lazy Daze
2 bed/2 bath Home
Private Heated pool
3 Houses to Beach

HB

Lazy Lagoon
2 Bed/2 Bath Home
New Heated Pool and Hot with Dock
1.5 Blocks to the Beach
AM

info@annamariaparadise.com
or
Toll-Free:
866-264-2226

Loggerhead
2 bed/2 bath Villa
w/Heated Pool
Close to Beach

HB

Mango Cottage
2/1 Home
Adorable Cottage w/ Heated Pool
Close to Beach, Bay, Piers
AM

Mermaid Tales
2 bed/2 bath Home
Canal front with HEATED pool
Close to Rod and Reel and Piers
AM

Mermaid's Purse
2 Bed/1 Bath Home
2 Houses to the Gulf Sands!
Great North End Location

AM

Mermaid's Treasure
2 Bed/2 Bath Home
Heated Pool and Hot Tub
Short Block to Beach - North End!

AM

info@annamariaparadise.com
or
Toll-Free:
866-264-2226

The Oasis
2 bed/2 bath Gulffront Condo 
Heated Pool
Beautiful Gulf Views
LBK

 

The Palms on 34th St. #1
2 bed/2 bath Condo
With Heated Pool
One Short Block to Beach
HB

The Palms on 34th St. #2
2 bed/2 bath Condo
With Heated Pool
One Short Block to Beach

HB

The Palms on 34th St. #3
2 bed/2 bath Condo
With Heated Pool
One Short Block to Beach

HB

The Palms on 34th St. #4
2 bed/2 bath Condo
With Heated Pool
One Short Block to Beach

HB

info@annamariaparadise.com
or
Toll-Free:
866-264-2226

 

Peach Bellini
2 bed/2 bath Villa
Private Heated Pool
2 Minute Walk to Beach
HB

Peacock Paradise
2 bed/2.5 bath Home
Heated Pool & Fire Pit in Tropical Setting
Short 4 Blocks to Gorgeous Gulf Sands
HB

Pineapple Palms
2 bed/2 bath Villa
w/Heated Pool
Close to Beach

HB

Rest A Shore
2 bed/1 bath home
with Heated Pool
Close to Trolley and Rod and Reel
AM

Rum Dog
2 bed/2 bath Duplex
CLOSE to Beach!
HB

Runaway Bay #254
2 bed/2 bath Condo
Heated Pool, Tennis, and More!
BB

SandBox
2 Bed/1 Bath Duplex
Heated Pool
Only 75 Yards to the Beach!
HB

SandPail
2 Bed/1 Bath Duplex
Heated Pool
Only 75 Yards to the Beach!
HB

Sand 'n Sea Beach Flats
Choose from Five 2 bed/1 bath Units
Huge Heated Pool

Steps to Beach!

AM

Sandy Point II
2 bed/2 bath Condo
With Heated Pool
 
HB

 

Seabreeze, # A
2 bed/2 bath Condo
Small Complex with heated pool
One block to Beach
HB

 

Seabreeze, # D
2 bed/2 bath Condo
Small Complex with heated pool
One block to Beach
HB

Sea Glass
2 bed/1 bath Duplex!
Walk to the City Pier!
AM

Sea Pirate 1
2 bed/1 bath Condo
Heated pool
Peeks of Gulf from patio
Just across street to Beach

HB

info@annamariaparadise.com
or
Toll-Free:
866-264-2226

Sea Spray 1
2 bed/1 bath 4-Plex
4 Houses to the Beach
North End Location West of Gulf Drive
AM

Sea Spray 2
2 bed/1 bath 4-Plex
4 Houses to the Beach
North End Location West of Gulf Drive
AM

Sea Spray 3
2 bed/1 bath 4-Plex
4 Houses to the Beach
North End Location West of Gulf Drive
AM

Shell Cove #5
2 bed/1 bath Condo
Direct Gulf Front!
BB

Sun & Seader N & S
2 bed/1 bath Duplex
Seconds to Beach!

AM

Sun Daze
2 bed/2 bath Villa
West of Gulf Dr. with Heated Pool
Block to Beach!
HB
 

Sunset B
2/2 Duplex
with Heated Pool
HB

Sunset Terrace 209
Gulf Front
2 bed/2 bath Condo
with Heated Pool

BB

info@annamariaparadise.com
or
Toll-Free:
866-264-2226

Sunset Villas Unit A
2 bed/1 bath Condo
with HEATED pool
90 Second Walk to Beach!
HB

Sunset Villas Unit D
2 bed/1 bath Condo
with HEATED pool
90 Second Walk to Beach!
HB

Tequila Sunset
2 bed/2 bath home
5 House to Beach, West of Gulf Dr

Privated Heated Pool
AM

Triple Play
2 bed/2 bath Home
Private Heated Pool & Hot Tub
Beautiful Setting with Dock

AM

Turtle Crawl
2 bed/2 bath Duplex
with Heated Pool!!
Quiet North End

AM

info@annamariaparadise.com
or
Toll-Free:
866-264-2226

Turtle Trax
2 bed/1 bath Duplex
with Heated Pool!!
Quiet North End

AM

The Waters Edge 108S
2 bed/2 bath Condo
Gulfside with Heated Pool!!

HB

 

The Waters Edge 109N
2 bed/2 bath Condo
Direct Gulffront!!

HB

Water's Edge 204S
2 bed/2 bath Condo
Gulfside W/Heated Pool!
HB

info@annamariaparadise.com
or
Toll-Free:
866-264-2226

The Waters Edge 208N
2 bed/2 bath Condo
Gulfside with Heated Pool!!

HB

info@annamariaparadise.com
or
Toll-Free:
866-264-2226

The Waters Edge 208S
2 bed/2 bath Condo
Gulfside with Heated Pool!!

HB

Yellowbird Cottage A
2 bed/1 bath Duplex
1/2 Block to Beach/Heated Pool

AM

Yellowbird Cottage B
2 bed/1 bath Duplex
1/2 Block to Beach/Heated Pool

AM


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Please call or email us at
Anna Maria Island Accommodations
to reserve any property!
941-779-0733
866-264-2226


E-mail Us