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Anna Maria Island Vacation Rentals By Owner
Start your search for the whole area of Anna Maria Island vacation rentals or choose a village to narrow your search. Use filters like beachfront, pools, waterfront to find your dream beach house rental below.
Neighborhoods in Anna Maria Island Vacation Rentals
Featured
Featured
SeaDuction of Anna Maria Island - 100% up & running after hurricanes!
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Featured
Anna Maria Island -walk to the beach!
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Featured
Anna Maria Island- less than 2 min walk to beach!
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Elevator! Spacious Luxury Home Heated Pool & Spa. 3 min walk to Beach!! 3-7 nt stays
Bradenton Beach Vacation Rentals
5/BR
5/BA
SLEEPS 12
Highlighted
Sirenia By The Sea - Renovated - 5/5 Waterfront Dock Pool Hot Tub Putting Green - Steps to the Beach
Anna Maria Vacation Rentals
5/BR
5/BA
SLEEPS 12
Beautiful Classy Gulf Coast Anna Maria Island, Private Pool, Close to Beach
Holmes Beach Vacation Rentals
3/BR
2/BA
SLEEPS 6
Highlighted
Sirenia Cove - Htd Pool Hot Tub Waterfront Dock Ping Pong Outdoor Bar Backyard Beach Walk to Beaches
Anna Maria Vacation Rentals
4/BR
3/BA
SLEEPS 12
Highlighted
Steps To The Beach, Private & Heated Pool, Renovated - Now Booking Summer/Fall!
Holmes Beach Vacation Rentals
3/BR
1/BA
SLEEPS 6
Alecassandra Vacation Villas - From $300 Family Reunion Location, Villa 4 & 5, 4BR, 4BA, Sleeps 12
Bradenton Beach Vacation Rentals
4/BR
4/BA
SLEEPS 12
PRIME LOCATION ON AMI ** DIRECTLY ON WHITE SUGAR SAND BEACH ** HEATED POOL
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 4
Americana AMI Lighthouse 3BR w/pool + rooftop deck
Holmes Beach Vacation Rentals
3/BR
2.5/BA
SLEEPS 6
Large Heated Pool, 2 Master-Bedroom suites, Very Close to Gulf Beach
Anna Maria Vacation Rentals
4/BR
3.5/BA
SLEEPS 8
Family vacation on AMI w/pool 4BR, 2.5BA, 8 guests
Holmes Beach Vacation Rentals
4/BR
2.5/BA
SLEEPS 8
Highlighted
Sirenia Beach House - We're Open! - Backyard Beach Waterfront Dock Pool Spa Putting Green Tiki Hut Walk to Beaches
Anna Maria Vacation Rentals
4/BR
3/BA
SLEEPS 10
The Peachy Beach House, Steps to an Anna Maria Beach
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 5
New! Waterfront Views w/Private Heated Pool/Spa & Luxury Resort Amenities Sleeps 16
Anna Maria Vacation Rentals
6/BR
4/BA
SLEEPS 16
Anna Maria Island Steps to Beach | Pool & Hot Tub | 3BR, 2BA & Balcony
Bradenton Beach Vacation Rentals
3/BR
2/BA
SLEEPS 7
Absolute Paradise AMI-Private Beach Access-Water Views From Every Window-Heated Pool- Walk To 14 Restaurants
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 5
Absolute Anna Maria-Private Beach Access-Heated Pool-Water Views From Every Room
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 5
BEAUTIFUL BEACH FRONT CONDO VERY REASONABLY PRICED!!!
Holmes Beach Vacation Rentals
3/BR
2/BA
SLEEPS 6
Bean Point Charmer! 3 Bedrooms Tropical Pool with Outdoor Loungers - Anna Maria Vacation Rental
Anna Maria Vacation Rentals
3/BR
2/BA
SLEEPS 8
Bradenton Beach Club Bliss-3 Bedroom-2 Bathroom Condo-2 Pools-HotTub-Private Beach Access
Bradenton Beach Vacation Rentals
3/BR
2/BA
SLEEPS 6
Beach Escape: Your Ideal Island Retreat!
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Salty Dogs Beach House on Anna Maria Island. Three bedrooms & baths. Private Pool.
Holmes Beach Vacation Rentals
3/BR
2.5/BA
SLEEPS 6
Sol y Mar - Anna Maria Vacation Rental
Holmes Beach Vacation Rentals
3/BR
3.5/BA
SLEEPS 6
SANDY PANTS - Designer Beach Chic Home, Steps to Beach, Backyard Oasis w/ Heated Pool
Holmes Beach Vacation Rentals
3/BR
2.5/BA
SLEEPS 6
Anna Maria Island - just steps to the beach (and pool and tennis court!!!)
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 4
Entire Duplex W/2 Golf Carts and Pool on Anna Maria Island
Bradenton Beach Vacation Rentals
5/BR
3.5/BA
SLEEPS 12
Comforts of Home in Secure Gated Community Over Bridge from AMI Now Available Feb 17 2025!
Anna Maria Vacation Rentals
2/BR
2/BA
SLEEPS 6
Private Beach Access w/Pool and Tennis!
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
cabAnna Maria Beach Block 4 bedroom4.5 Bathroom Private PoolSpa
Anna Maria Vacation Rentals
4/BR
4.5/BA
SLEEPS 8
ISLAND RETREAT - Affordable 1 Bedroom Condo - Anna Maria Island Vacation Rentals
Holmes Beach Vacation Rentals
1/BR
1/BA
SLEEPS 4
ANCHOR SPLASH - 4 Bedroom Hot Tub Heated Pool Historic Cottage - Anna Maria Island Rental
Anna Maria Vacation Rentals
4/BR
2.5/BA
SLEEPS 10
SEAGLASS COTTAGE - Bungalow Ground Floor - Anna Maria Island Vacation Rentals
Anna Maria Vacation Rentals
3/BR
2/BA
SLEEPS 6
RUM DOG - Ground Floor Bungalow - Affordable Anna Maria Island Vacation Rental
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
MISTY BEACH - Pet Friendly Bungalow Steps to Beaches - Anna Maria Island Vacation Rentals
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
TROPICAL SUNSET 1 - Anna Maria Island Condo Vacation Rentals
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
BAHAMA MAMA - 3 Bedroom Key West Beach House with Heated Pool and Hot Tub - Anna Maria Island
Holmes Beach Vacation Rentals
3/BR
2/BA
SLEEPS 6
COCONUT COVE - Luxury Heated Pool Hot Tub Cabana Games - Anna Maria Island Vacation Rental
Anna Maria Vacation Rentals
3/BR
3/BA
SLEEPS 8
A Lazy River Day & Night 4 Bedroom Island Pool Home, Bikes, Beach & Baby Equipment!
Holmes Beach Vacation Rentals
4/BR
3.5/BA
SLEEPS 8
CASA DEL MAR 4 Bedroom Vacation Rental with Dock - Boat Friendly on Anna Maria Island!
Holmes Beach Vacation Rentals
4/BR
2.5/BA
SLEEPS 8
SUMMER BREEZE Beach House with Private Pool - Anna Maria Island Vacation Rentals
Holmes Beach Vacation Rentals
4/BR
3.5/BA
SLEEPS 8
SUMMER RETREAT - Quiet Beach House with Private Pool and Hot Tub - Anna Maria Island Vacation Rental
Bradenton Beach Vacation Rentals
4/BR
4.5/BA
SLEEPS 12
Sandy Turtle - Pool and Steps to the Beach - Anna Maria Island 3 Bedroom Beachfront Condo Rental
Holmes Beach Vacation Rentals
3/BR
2/BA
SLEEPS 6
SEAGRASS FLATS UNIT 2 - 2 Bedroom 2 Bathroom Condo 75 steps to Beach - Anna Maria Island Vacation Rental
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
SEAGRASS FLATS UNIT 1 - 2 Bedroom 2 Bathroom Condo 75 Steps to Beach - Anna Maria Island Vacation Rental
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
THE COZZI COTTAGE - Historic 1 Bed 1 Bath Cottage - Anna Maria Island Vacation Rentals
Holmes Beach Vacation Rentals
1/BR
1/BA
SLEEPS 4
SUN PLAZA WEST - 214 - 2 Bedroom Condo - Minimum 2 Week Stays - Anna Maria Island Vacation Rental
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 5
ISLAND DREAM - Beach House with Private Pool and Hot Tub - Anna Maria Island Vacation Rentals
Holmes Beach Vacation Rentals
3/BR
2/BA
SLEEPS 6
BLUE LAGOON - 4 Bed 4 bath Duplex Anna Maria Island Vacation Rental with Heated Pool
Anna Maria Vacation Rentals
4/BR
4/BA
SLEEPS 12
BAY BLISS AT RUNAWAY BAY 285 - 2 Bedroom 2 Bath - Tennis Shuffleboard and Steps to Beach
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Beautiful 2bedroom 2bathrooms First Floor Condo Super Close To Beach
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
BRADENTON BEACH CLUB 225 - Gulf to Bay Condo Rental 1/2 block to Beaches - Anna Maria Island Vacation Rental
Bradenton Beach Vacation Rentals
3/BR
2.5/BA
SLEEPS 8
CASA BONITA - Beach House with Heated Pool Fooseball Outdoor Bar and More - Anna Maria Island Vacation Rental
Bradenton Beach Vacation Rentals
3/BR
2/BA
SLEEPS 8
FLIP FLOPS FOREVER - Beach House with Heated Pool and Putting Green - Anna Maria Island Rentals
Holmes Beach Vacation Rentals
5/BR
3/BA
SLEEPS 10
BERMUDA BAY CLUB 1467 - Fisherman's Delight Across street from Gulf Beach on Anna Maria Sound
Bradenton Beach Vacation Rentals
3/BR
2.5/BA
SLEEPS 6
TROPICAL SUNSET 2 - Anna Maria Island Vacation Rentals
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
BEACHSIDE OASIS AT RUNAWAY BAY 229 - Pool Shuffleboard Tennis Steps to Beach - Anna Maria Island Rental
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
BLUE LAGOON NORTH - North Shore Duplex with Heated Pool Close to Beaches - Anna Maria Island Rentals
Anna Maria Vacation Rentals
2/BR
2/BA
SLEEPS 6
MANATEE LOOKOUT - 3 Bed Beach House with Private Heated Pool - Anna Maria Island Vacation Rentals
Anna Maria Vacation Rentals
3/BR
3/BA
SLEEPS 8
SUNSET TERRACE 204 - 2 bedroom condo - Anna Maria Island Vacation Rentals
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
AQUA BLU AT ANNA MARIA ISLAND CLUB 27 - Beachfront 2 Bedroom Condo Vacation Rental Hot Tub and Pool!
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 4
SUNSET LANDINGS UNIT 4 - Anna Maria Island Vacation Rentals
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 5
Bella Luna at Anna Maria Island Club 46
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 4
Perfect Anna Maria Island Location, GROUND FLOOR UNIT, Runaway Bay Condo135
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
MANNA-TEE BEACH HOUSE - Anna Maria Island Vacation Rental with Pool
Holmes Beach Vacation Rentals
3/BR
2.5/BA
SLEEPS 6
The View at Bradenton Beach Club
Bradenton Beach Vacation Rentals
3/BR
2/BA
SLEEPS 6
SUNSET LANDINGS UNIT 5 - 2 Bedroom Anna Maria Island Vacation Rental
Bradenton Beach Vacation Rentals
2/BR
2.5/BA
SLEEPS 5
ISLAND HAVEN - Private Beach House with Htd Pool - Anna Maria Island Vacation Rentals
Holmes Beach Vacation Rentals
4/BR
3/BA
SLEEPS 8
SUNSET AZUL - 2 Bedroom Anna Maria Island Vacation Rentals
Holmes Beach Vacation Rentals
2/BR
1/BA
SLEEPS 6
PORTSIDE PARADISE - 4 Bedroom Beach House with Pool and Hot Tub - Anna Maria Island Rentals
Holmes Beach Vacation Rentals
4/BR
6.5/BA
SLEEPS 8
Spacious condo, steps to beach; no streets to cross. Heated pool.
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Sea Life Retreat Vacation Rental on Anna Maria Island at Runaway Bay
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Areca Cove On Beautiful Anna Maria Island! 3 Min Walk To Beach!
Holmes Beach Vacation Rentals
4/BR
3.5/BA
SLEEPS 8
BLUE LAGOON SOUTH - North Shore Duplex Heated Pool Close to Beach - Anna Maria Island Rentals
Anna Maria Vacation Rentals
2/BR
2/BA
SLEEPS 6
STARFISH HAVEN AT RUNAWAY BAY 201 - 2 Bed 2 Bath Anna Maria Island Condo Rental
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
PELICAN COVE 3 - Hot Tub Pool Tennis Dock - Steps to Beach - Anna Maria Island Condo Rental
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 5
Run to the Sun at Runaway Bay 287
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
SALTY SHAMROCK - Anna Maria Island 4 Bedroom Beach House Vacation Rental with Pool & Hot Tub
Holmes Beach Vacation Rentals
4/BR
2/BA
SLEEPS 8
ANNA MARIA ISLAND CLUB UNIT 22 - Beachfront 2 Bedroom Condo for Rent with Heated Pool
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 4
SUNSET LANDINGS UNIT 2 - 2 Bedroom Anna Maria Island Vacation Rentals
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 5
Manatee Watch: Beautiful Waterfront Home, Hot Tub, 3 Min Walk to Beach!
Holmes Beach Vacation Rentals
3/BR
2/BA
SLEEPS 6
SWEET FREEDOM AT RUNAWAY BAY 237 - Pool Tennis Shuffleboard - Anna Maria Island Rentals
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
PELICAN COVE 16 - Tennis Hot Tub Pool Dock - Steps to Beaches - Anna Maria Island Condo Rentals
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 4
SEA LIFE AT RUNAWAY BAY 211 - Tennis Shuffleboard Pool 1/2 Block to Beach - Anna Maria Island Rentals
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
GOING COASTAL - 2 Bed 2 Bath Private Beach House with Heated Pool - Anna Maria Island Vacation Rentals
Anna Maria Vacation Rentals
2/BR
2/BA
SLEEPS 6
Griffins Island Getaway - Coastal Luxury with Private Heated Pool, Game Room, and Just Minutes from Anna Maria Island's Beaches!
Holmes Beach Vacation Rentals
3/BR
2/BA
SLEEPS 6
The Pink Chicken by Beach Boutique Rentals
Holmes Beach Vacation Rentals
3/BR
2/BA
SLEEPS 6
Chasing Sunsets - three houses from the beach
Holmes Beach Vacation Rentals
4/BR
3/BA
SLEEPS 8
Calico AMI Steps to Sand, Family Paradise with Pool & Game Room!
Holmes Beach Vacation Rentals
4/BR
4/BA
SLEEPS 8
Barefoot by the Bay at Bayside Bungalow
Anna Maria Vacation Rentals
1/BR
2/BA
SLEEPS 6
Gone Coastal 3 by Beach Boutique Rentals
Anna Maria Vacation Rentals
3/BR
2.5/BA
SLEEPS 6
Beachy Blue by Beach Boutique Rentals
Holmes Beach Vacation Rentals
4/BR
4/BA
SLEEPS 8
Pier to Pier Paradise by Beach Boutique Rentals
Anna Maria Vacation Rentals
4/BR
4.5/BA
SLEEPS 8
Peaceful Holmes by Beach Boutique Rentals
Holmes Beach Vacation Rentals
3/BR
3/BA
SLEEPS 6
#174 Runaway Bay or better known as Paradise! Our home away from home.
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 5
Key Lime Cottage by Beach Boutique Rentals
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Marina Walk Condo - Down the block to the beach
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 4
Seaside Sunset- Waterfront 2/2 plus bunk room and private dock, 3 blocks to award winning beaches
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Kiwi Cottage Holmes Beach Luxury Rental
Holmes Beach Vacation Rentals
3/BR
2/BA
SLEEPS 6
Wish Upon a Starfish by Beach Boutique Rentals
Holmes Beach Vacation Rentals
3/BR
3/BA
SLEEPS 6
Starfish Paradise by Beach Boutique Rentals
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
COCONUT LAGOON - Lovely Historic Renovated Cottage w/Huge Heated Pool, Backyard Oasis/Cabana/Bar
Anna Maria Vacation Rentals
3/BR
2/BA
SLEEPS 6
“Calypso” an Anna Maria Island Private Oasis!
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Twin Palms: Big House Steps to the Beach, Kid/Infant/Pet Friendly, Lush Private Pool
Holmes Beach Vacation Rentals
5/BR
2/BA
SLEEPS 10
Out of Office by Beach Boutique Rentals
Holmes Beach Vacation Rentals
3/BR
2.5/BA
SLEEPS 6
Casa Gucci - Anna Maria Island Vacation Rental
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
A Villa Paradise by Beach Boutique Rentals
Holmes Beach Vacation Rentals
3/BR
2/BA
SLEEPS 6
LA Buena Vida - Bright Beachy & Canal front! Steps to Beach, Pool/Spa, Dock, Dogs OK
Anna Maria Vacation Rentals
3/BR
3/BA
SLEEPS 8
Groovy Guava by Beach Boutique Rentals
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 5
Rollin' wth the Waves by Beach Boutique Rentals
Anna Maria Vacation Rentals
3/BR
2.5/BA
SLEEPS 6
She's Always Right - Holmes Beach Home w Pool & Spa, 1 Block to Beach & Shops
Holmes Beach Vacation Rentals
4/BR
4/BA
SLEEPS 8
Hook Wine & Sinker by Beach Boutique Rentals
Anna Maria Vacation Rentals
4/BR
2.5/BA
SLEEPS 8
307 65th St Brand new 5 bed, 4 bath island beauty Heated pool & spa, free WiFi, sleeps 12
Holmes Beach Vacation Rentals
5/BR
4/BA
SLEEPS 10
Beach Daze by Beach Boutique Rentals
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 4
Bliss by the Beach by Beach Boutique Rentals
Anna Maria Vacation Rentals
2/BR
2/BA
SLEEPS 4
Conch Out Beach House! 4 bed 3 bath HUGE yard, heated pool & spa, gazebo
Holmes Beach Vacation Rentals
4/BR
3/BA
SLEEPS 10
Whispering Winds by Beach Boutique Rentals
Anna Maria Vacation Rentals
2/BR
2/BA
SLEEPS 6
Manatee Sanctuary - heated pool & spa; on the canal
Anna Maria Island Vacation Rentals
3/BR
2/BA
SLEEPS 6
CASA AMIGA 4 b, 4 b, heated pool and spa, rooftop deck, water views , elevator
Anna Maria Vacation Rentals
4/BR
4.5/BA
SLEEPS 10
Sunset Villa D by Beach Boutique Rentals
Holmes Beach Vacation Rentals
2/BR
1/BA
SLEEPS 6
My Mistress by Beach Boutique Rentals
Anna Maria Vacation Rentals
3/BR
3/BA
SLEEPS 8
EMERALD BAY 3 KING BEDROOMS & bunk room - COMES WITH BEACH GEAR AND BIKES
Holmes Beach Vacation Rentals
4/BR
3.5/BA
SLEEPS 8
Luxury Home in AMI with Heated Pool and close to Beach
Holmes Beach Vacation Rentals
3/BR
3/BA
SLEEPS 6
Anna Margaritas by Beach Boutique Rentals
Anna Maria Vacation Rentals
3/BR
2/BA
SLEEPS 6
Sandcastle Dreams - 3 BR Beachfront Condo with pool
Bradenton Beach Vacation Rentals
3/BR
2/BA
SLEEPS 8
Mermaid's Landing - Stunning 6 bed 4 bath home heated pool and spa rooftop deck + more!
Bradenton Beach Vacation Rentals
6/BR
4/BA
SLEEPS 12
Anna Maria Island SANDY POINT 109 - Walk to beach, shops & restaurants, heated pool, private lanai
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
GORGEOUS AMI VILLA- STEPS TO THE BEACH, PRIVATE WATERFALL POOL, 3 PATIOS INCLUDING A ROOFTOP PATIO WITH A SWING
Holmes Beach Vacation Rentals
3/BR
3/BA
SLEEPS 8
Resort-Style Ground Floor 1-Bdr. Suite On Vista Lake, Heated Pool & Spa
Holmes Beach Vacation Rentals
1/BR
2/BA
SLEEPS 2
Saltair East Gorgeous 2 Bed 2 Bath with Pool! Sleeps up to 6
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
PARADISE BEACH HOUSE 6BDs 6.5 bath Block to Beach Private HEATED Pool & Spa, Free WiFi
Holmes Beach Vacation Rentals
6/BR
6.5/BA
SLEEPS 12
Mariner's Crossing - Stunning Luxury Home w/ Gulf Views From Every Room, Rooftop Deck, & Pool/Spa
Holmes Beach Vacation Rentals
8/BR
7.5/BA
SLEEPS 18
Beach front Luxury condo gulf views and gated parking
Holmes Beach Vacation Rentals
3/BR
3/BA
SLEEPS 6
Unique beach house near Bean Point, heated pool and just 3 min to beach.
Anna Maria Vacation Rentals
3/BR
2/BA
SLEEPS 6
Entire House • 2 Condos • Walk to Beach • Heated Pool • Elevators • Roof Top
Bradenton Beach Vacation Rentals
6/BR
3/BA
SLEEPS 14
Found Your Sol Mate! Gorgeous Home w/ Pool, Spa, Steps to Bean Point, Dogs OK!
Anna Maria Vacation Rentals
3/BR
2/BA
SLEEPS 8
SEA LA VIE BEACH HOUSE - Waterfront Stunning Luxury Home wPool, Spa, Dock, Elevator, Close to Pine
Anna Maria Vacation Rentals
4/BR
4.5/BA
SLEEPS 8
The Veranda on Jacaranda by Beach Boutique Rentals
Anna Maria Vacation Rentals
4/BR
3.5/BA
SLEEPS 8
Ychous Key Royale by Beach Boutique Rentals
Holmes Beach Vacation Rentals
4/BR
4/BA
SLEEPS 8
Anna Maria Beach Place Unit 1 - Downstairs Corner Unit. Steps to The Beach!
Holmes Beach Vacation Rentals
2/BR
1/BA
SLEEPS 4
Barefoot Bliss by Beach Boutique Rentals
Holmes Beach Vacation Rentals
3/BR
3/BA
SLEEPS 6
Island Garden Villas ~ 6 Private Cottages where Old Florida charm meets refreshing modern luxury
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Sunrise & Sunset Views - Holmes Beach Monthly Vacation Rental
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Caribbean Surf PRIVATE POOL ONLY 3 MINUTE WALK TO BEACH -SLEEPS 6
Holmes Beach Vacation Rentals
3/BR
2/BA
SLEEPS 6
Island Girl East - Island Retreat with Private Pool, Shaded Verandas, Stroll to the Beach!
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
The Oasis at Palmetto - A Luxurious 4-Bedroom Retreat Steps from the Gulf of Mexico with a Private Heated Pool and Spa on Anna Maria Island
Anna Maria Island Vacation Rentals
4/BR
3.5/BA
SLEEPS 8
Gone Coastal Too by Beach Boutique Rentals
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Grains of Sand by Beach Boutique Rentals
Holmes Beach Vacation Rentals
4/BR
4.5/BA
SLEEPS 8
Luxe Island Escape by Beach Boutique Rentals
Anna Maria Vacation Rentals
4/BR
4.5/BA
SLEEPS 8
Serenity Now - Newly Listed Holmes Beach Beauty. Heated Pool with Sun Shelf
Holmes Beach Vacation Rentals
4/BR
3.5/BA
SLEEPS 8
COZY CABANA EAST - GORGEOUS Renovated w/ Pvt. Pool, Backyard Oasis, Walk to Beach w Beach Gear!
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Kiwi Cabana by Beach Boutique Rentals
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
AcquaLuxe - Exquisite 2022 Lux Canal Home w/ Outdoor Oasis Pool, Spa, Dock, SUP, Kayaks, Fire Pit
Anna Maria Vacation Rentals
4/BR
4/BA
SLEEPS 8
AMI PEPPERTREE PARADISE - Cozy Updated Home w/Heated Pool on North End of Island, 2 Houses to Beach!
Anna Maria Vacation Rentals
3/BR
2/BA
SLEEPS 8
Gorgeous Luxury Rental, Steps to Beach, Pool and More at
Holmes Beach Vacation Rentals
4/BR
3.5/BA
SLEEPS 8
Cool Breeze by Beach Boutique Rentals
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
BATEMAN'S - Luxury Canal Front Home with Pool, Spa, Dock, Close to Bean Point & Pine Ave
Anna Maria Vacation Rentals
4/BR
4/BA
SLEEPS 8
POINT'S HIDEAWAY - Beautiful Island Home w/ Rooftop Water Views on Bean Point! Pool, Bar, Foosball!
Anna Maria Vacation Rentals
3/BR
3/BA
SLEEPS 8
Vitamin Sea has everything! Heated pool & spa, elevator, rooftop deck, water views +++
Anna Maria Vacation Rentals
5/BR
5/BA
SLEEPS 12
Crosswind Cottages - Sprawling 3 bed 2.5 bath heated pool elevator FREE WIFI Sleeps 9
Holmes Beach Vacation Rentals
3/BR
2.5/BA
SLEEPS 9
Catching Waves - Beautifully Updated w/Heated Pool, Covered Porches, Walk to Beach!
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Tradewinds Resort Cottage Rental - 1 bedroom-sleeps 4 -pet friendly-Welcome to Paradise!
Bradenton Beach Vacation Rentals
1/BR
1/BA
SLEEPS 4
Our Happy Place on Anna Maria Island
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Affordable Rates on Anna Maria Island - Monthly!
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 4
Jungalow Bay by Beach Boutique Rentals
Anna Maria Vacation Rentals
3/BR
3/BA
SLEEPS 8
SUNSETS ON CARISSA - GORGEOUS ISLAND HOME! 3 Bedroom Block to Beach w Pool
Holmes Beach Vacation Rentals
3/BR
2/BA
SLEEPS 6
Bubbles Up by Beach Boutique Rentals
Holmes Beach Vacation Rentals
4/BR
3.5/BA
SLEEPS 8
A SHORE THING - Second To None Spacious Waterfront Luxury! Dock, Pool, Spa, Rooftop Water Views!
Anna Maria Vacation Rentals
4/BR
5/BA
SLEEPS 10
LOCATION LOCATION LOCATION large home only 2 houses away from the gulf
Holmes Beach Vacation Rentals
4/BR
3/BA
SLEEPS 8
Island Girl East & West - Heated Pool, Covered Porches, Walk to Beach
Holmes Beach Vacation Rentals
4/BR
2/BA
SLEEPS 10
Seaswept Mermaid - This home sustained storm damage and is currently undergoing necessary assessments and preparations, with availability for guests anticipated in 2025.
Anna Maria Vacation Rentals
4/BR
3/BA
SLEEPS 8
Salty Pirate - This home sustained storm damage and is currently undergoing necessary assessments and preparations, with availability for guests anticipated in 2025.
Anna Maria Vacation Rentals
4/BR
3/BA
SLEEPS 11
4 Bed 3 Bath with beautiful private backyard, 2 car garage, bikes, beach gear, heated pool
Holmes Beach Vacation Rentals
4/BR
3/BA
SLEEPS 8
CASA POSADA - So Close to Beach You Hear the Waves! Updated Clean Beach Cottage, Start $180n
Anna Maria Vacation Rentals
2/BR
1/BA
SLEEPS 6
The Happy Hibiscus Island Oasis with Ocean Views
Anna Maria Vacation Rentals
4/BR
2/BA
SLEEPS 8
Sugary Sands 1 Bed Condo and One Block to Beach Short Stroll to Bridge Street!
Bradenton Beach Vacation Rentals
1/BR
1/BA
SLEEPS 4
Ocean Minded by Beach Boutique Rentals
Anna Maria Vacation Rentals
3/BR
3/BA
SLEEPS 8
Gulf Dr location - 700 ft to Beach, Lg heated pool, Gas grill, New decor & renovations
Holmes Beach Vacation Rentals
3/BR
2/BA
SLEEPS 7