Anna Maria Island 2-bedroom Vacation Rentals, Beach Rentals & More - 48 Rentals Available.
48 Vacation rentals
Filters applied: 2+ Bedrooms
The Nantucket
Anna Maria House
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 10 10
- Min stay varies
- Beach/lakeside relaxation
- Nearest beach 0.2 mi
- Swimming pool
$175
from $175 / night
Hooks Haven - 3bed beach front
Anna Maria House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 3 nights min
- Beach/lakeside relaxation
- Child friendly
- Pet friendly
$500
from $500 / night
BRAND NEW STUNNING 6 Bed 6.5 Bath 2 min 2 beach - Bikes Pool Spa Grill VIEWS!
Holmes Beach House
- 6 bedrooms 6
- 7 bathrooms
- Sleeps 14 14
- Min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$350
from $350 / night
Steps to the Beach/Renovated/Heated, Private Pool
Holmes Beach Cottage
- 3 bedrooms 3
- 1 bathroom
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$271
from $271 / night
Amazing Beach Front Condo-Ocean views throughout!
Bradenton Beach Condo
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 8 8
- 7 nights min
- Beach/lakeside relaxation
- Child friendly
- Air conditioning
$414
from $414 / night
AMICoastal Rentals Cracker Cottages - Fish Tales
Bradenton Beach Cottage
- 2 bedrooms 2
- 1 bathroom
- Sleeps 4 4
- Min stay varies
- Beach/lakeside relaxation
- Nearest beach 0 mi
- Child friendly
$150
from $150 / night
Gulf View Townhouse (Unit 2) remodeled, granite counters, new tile and carpet
Holmes Beach Townhouse
- 2 bedrooms 2
- 3 bathrooms
- Sleeps 6 6
- Min stay varies
- Nearest beach 0.05 mi
- Swimming pool
- Child friendly
$150
from $150 / night
STUNNING 8 bed 6 bath HEATED pool spa bikes kayak grill Guest Suite WATER VIEWS
Anna Maria House
- 8 bedrooms 8
- 7 bathrooms
- Sleeps 16 16
- Min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$599
from $599 / night
Brand New 4 Bed/3 Bath Kayaks Bikes Heated Pool
Holmes Beach House
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 11 11
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$400
from $400 / night
MAY ONLY 199 NIGHTLY ANY DAYS LEFT OPEN!!!!!!!!!!
Holmes Beach House
- 3 bedrooms 3
- 4 bathrooms
- Sleeps 6 6
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$199
from $199 / night
AMICoastal Rentals Cracker Cottages - Sea Stories
Bradenton Beach Cottage
- 2 bedrooms 2
- 1 bathroom
- Sleeps 4 4
- Min stay varies
- Beach/lakeside relaxation
- Child friendly
- Air conditioning
$135
from $135 / night
Stunning 6 Bed 5 Bath Heated Pool Spa Water Slide
Holmes Beach House
- 6 bedrooms 6
- 6 bathrooms
- Sleeps 12 12
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$555
from $555 / night
EASTER SPECAIL $3500 INCLUSIVE, HEATED POOL, BEACH GEAR LATE CHECK OUT
Holmes Beach Townhouse
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$285
from $285 / night
STUNNING 5 bed 3 bath Heated Pool Spa Garage BEACH
Holmes Beach Townhouse
- 5 bedrooms 5
- 3 bathrooms
- Sleeps 12 12
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$300
from $300 / night
4 NIGHT EASTER BREAK 4000 INCLUSIVE-SLEEPS 14
Bradenton Beach House
- 6 bedrooms 6
- 5 bathrooms
- Sleeps 12 12
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$400
from $400 / night
Easter on the Island $399 Nightly -Sleeps 8 Minutes to Beach, Heated Pool
Holmes Beach House
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$199
from $199 / night
Stunning 6 Bed 4.5 Bath Heated Pool Spa
Holmes Beach House
- 6 bedrooms 6
- 5 bathrooms
- Sleeps 13 13
- Min stay varies
- Ask about children
- Air conditioning
$500
from $500 / night
APRIL ONLY 700 NIGHTLY-SLEEPS 14 INCLUDING EASTER
Bradenton Beach House
- 6 bedrooms 6
- 5 bathrooms
- Sleeps 13 13
- 4 nights min
- Swimming pool
- Ask about children
- Air conditioning
$500
from $500 / night
SPECIAL 179 nightly now until Memorial weekend
Holmes Beach House
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 6 6
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$200
from $200 / night
4-Bdrm, 3 Bath, Private Heated Saltwater Pool, Private Elevator, Steps to Beach
Anna Maria Island House
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 10 10
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$400
from $400 / night
Beach House on Anna Maria Island-Rental Openings
Holmes Beach Villa
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- Min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$329
from $329 / night
SUMMER SALE 5500 INCLUSIVE, MINUTE WALK TO BEACH
Holmes Beach House
- 5 bedrooms 5
- 4 bathrooms
- Sleeps 11 11
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$429
from $429 / night
Gorgeous 4 Bed/3 Bath Fully Loaded Bungalow
Holmes Beach House
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 10 10
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$400
from $400 / night
Beautiful 3 bedroom home 179 nightly till May 25
Holmes Beach House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 7 7
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$250
from $250 / night
Tiffany Place Condo On the beach , view view view
Holmes Beach Condo
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- 14 nights min
- Beach/lakeside relaxation
- Ask about children
- Air conditioning
$159
from $159 / night
EASTER WEEK FOR ONLY 3200 INCLUSIVE !!!!!!
Holmes Beach Townhouse
- 3 bedrooms 3
- 4 bathrooms
- Sleeps 6 6
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$199
from $199 / night
Absolute Anna Maria
Bradenton Beach Condo
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 6 6
- Min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$250
from $250 / night
JUNE 10-17 AVAILABLE!! AnnaMariaBeachCondo - Quiet, Spacious Condo w Pool
Anna Maria Island Condo
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$143
from $143 / night
MAY SPECIAL 249 NIGHTLY
Holmes Beach Townhouse
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$236
from $236 / night
PURPLE PARROT- HEATED POOL SHORT WALK TO BEACH
Anna Maria Island Cottage
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 6 6
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$186
from $186 / night
AMAZING BEACH RENTAL PRIVATE POOL/SPA ONLY A MINUTE TO THE BEACH -SLEEPS 14
Bradenton Beach House
- 6 bedrooms 6
- 5 bathrooms
- Sleeps 14 14
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$500
from $500 / night
Sale rate Steps to beach 2 bedrm Dock Bikes Lanai!
Bradenton Beach Condo
- 2 bedrooms 2
- 1 bathroom
- Sleeps 4 4
- 3 nights min
- Ask about children
- Air conditioning
$170
from $170 / night
Anna Maria Island Beach Castaway
Anna Maria Island Condo
- 2 bedrooms 2
- 1 bathroom
- Sleeps 6 6
- Min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$150
from $150 / night
STUNNING 4/4 Brand new heated pool Bean Point AMI
Anna Maria House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 10 10
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$400
from $400 / night
Songbird Cottage
Anna Maria Island Cottage
- 2 bedrooms 2
- 1 bathroom
- Sleeps 5 5
- 7 nights min
- Child friendly
- Air conditioning
- Private garden
$100
from $100 / night
LIGHT, BRIGHT, SURE TO DELIGHT!
Bradenton Beach Condo
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 5 5
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$150
from $150 / night
"SUGAR SHACK" private POOL & Walk to BEACH
Bradenton Beach Cottage
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 7 nights min
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$214
from $214 / night
Anna Maria Island Beach Castle
Anna Maria Island Condo
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 6 6
- Min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$200
from $200 / night
Serendipity Deux- 5Bed & heated pool & elevator
Anna Maria House
- 5 bedrooms 5
- 4 bathrooms
- Sleeps 12 12
- 4 nights min
- Beach/lakeside relaxation
- Child friendly
- Pet friendly
$700
from $700 / night
Anna Maria Island Beach Palace /January Special
Anna Maria Island House
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 8 8
- Min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$350
from $350 / night
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