Vacation Rentals
All Properties
Properties A-Z
Featured Properties
Exclusive AMI Collection
New Properties
Dog Friendly Rentals
Best Pool Homes
Luxury Beachfront Rentals
Water Access Rentals
Beach and Gulf View
Same Day and Shorter Stay Bookings
Monthly Rentals
Off-Island Vacation Homes
Wedding Accommodations
Locations
Anna Maria Vacation Rentals
Bradenton Vacation Rentals
Bradenton Beach Vacation Rentals
Cortez Vacation Rentals
Holmes Beach Vacation Rentals
Longboat Key Rentals
Coconuts Beach Resort
Hunter's Point
One Particular Harbor Margaritaville
Islands West Resort
Bayside Bungalows
Island Time Inn
The Bali Hai Beachfront Resort and Spa
Properties Map
Experiences
About Us
Rental Policies
Contact
Preferred Partners
Why Choose Anna Maria Island?
Generali Travel Insurance
Privacy Policy
Experience the Locals Difference
Locals Beach Cleanup
Book Direct & Save
Specials
Area Info
FAQs
Live Beach Cam
Things to Do
Upcoming Events
Blog
How To Videos
Hurricane Preparedness
Property Management
Owner Login
Owner Testimonials
Recently Viewed
0
Close
Clear Dates
Apply
2
Guests
2
Apply
Bedrooms
to
Bedrooms
Bedrooms
Close / Clear
Apply
Filters
Filters
Amenities
Select All
Beach Front (28)
Beach View (71)
Boat Dock (19)
Elevator (42)
Electric Vehicle Charger (11)
Full Kitchen (314)
Game Room (23)
Ping Pong Table (79)
Pet Friendly (182)
Pool (297)
Pool and Spa (4)
Putting Green (29)
Rooftop Deck (86)
Spa/Hot Tub (160)
Sustainable Travel (9)
Washer and Dryer (278)
Water Front (66)
Water View (124)
Waterslide (15)
See all amenities
Location
Select All
Anna Maria Island (290)
Anna Maria (96)
Bradenton (25)
Bradenton Beach (74)
Clearwater Beach (1)
Cortez (9)
Holmes Beach (120)
Longboat Key (6)
Tampa (1)
Unit Type
Select All
Condo (30)
Duplex (24)
House (265)
Villa (13)
Looking for a specific property?
Jump to a Property
A Charming Beach Cottage on Elm
A Coastal Paradise
A Piece of Paradise
A Pirate's Dream
A Twist of Lime
A Wave From It All
After Dune Delight
Along for the Vibe
AM I Dreaming
AMI Breeze
AMI Memories
AMI Oasis
AMI Sunrise
AMI Sunset
Angler's Cove at Hunter's Point
Anna Maria Beach House
Annabella By The Sea
Aqua Bay
Aqua Paradise
Aquaville A
Aquaville B
Ariel's by the Sea
Arts and Vines
Atlantis Beach House
Avalon
Bamboo Bungalow
Barefoot by the Bay at Bayside Bungalow
Bay 2 Beach Too
Bay Breezes at Bayside Bungalow
Bay Cruiser
Bay Happy
Bay Haven
Bay View Beauty
Bay Vista at Bayside Bungalow
Baydream Believer at Hunter's Point
Bayfront Paradise (AMIL)
Bayfront Retreat
Bayshore Charmer
Bayside Cutie at Bayside Bungalow
Beach and Boat House
Beach Breeze
Beach Escape
Beach Haven
Beach Side Paradise
Beach Time AMI
Beach to Bay
Beach View Paradise
Beach View Retreat
Beachfront Bungalow
Beachfront Paradise
Beachfront Waves
Beachly Beloved
Beachy Keen
Bean Point Bungalow
Bella Vista
Best of Boat Worlds
Big Nauti
Bikini So Tiny
Bikinis and Bellinis
Bimini Bay Boathouse
Bimini Breeze (AMIA)
Bit-O-Sunny
Blissful Bay at Bayside Bungalow
Blissful Bungalow
Blissful Paradise
Blue Bay
Blue Coral Beach House
Blue Crush
Blue Marlin
Blue Oasis East
Blue Oasis West
Blue Pearl
Blue Pineapple
Blue Tide (Formerly Island Sol)
Blue-tiful Horizons
Bradenton Beach Club 224 - Blue Skies
Bradenton Beach Club 232
Buttonwood Cottage
Camingo
Caribbean Reef
Casa Azul (AMIL)
Casa Azul Beach Compound
Casa Bella
Casa Cortez at Hunter's Point
Casa Del Mar
Casa di Ananas
Casa Tortuga
Castaway
Castaway Cove
Castle Azul
Changes in Latitude 403
Cloud Nine on Pine
Coast is Clear
Coastal Couture
Coastal Escape at Hunter's Point
Coastal Hideaway
Coastal Queen
Cocktails and Dreams
Coconut Cottage #1
Coconut Cottage #2
Coconut Cottage #3
Coconut Cottage #4
Coconut Cove
Coconut Palm Paradise
Coconuts Beachfront #107
Coconuts Beachfront #110
Coconuts Beachfront #112
Coconuts Gulf View #117
Coconuts Gulf View #118
Coconuts Poolside #102
Coconuts Poolside #104
Coconuts Poolside #115
Coming In Hot
Compass Rose
Conch House
Coral Escape
Coral Shores
Coveside Cottage
Crazy Like A Fox
Crystal Waves Oasis
Daiquiri Deck
Day Break Bungalow
Dockside Paradise
Dream State
Edgewater
Endless Summer
Feelin' Beachy
Feelin' Salty
Fine and Sandy
Flip Flops and Fish Tales
Florida Fling
Fortunate Sol
Freckled Fin
From Dusk 'Til Dune
Garden Party
Gone Coastal
Gone Gulfin'
Grande Haven
Grandview
Gulf Breeze
Gulf Horizons
Gulf Pearl
Gulf Shore Cottage
Gulf View Beach House
Hammock Daze
Happy Ours
Harbor Haven
Heavenly Haverkos
Heavenly Sunset
Here Comes The Sun
Hidden Treasure
High Tide (AMIL)
Hip Nautic
Honey I'm Holmes
Hunky Dory
Infinite Views
Into the Sunset
Island Escape
Island Hideaway
Island Life
Island Life Villa
Island Paradise #4
Island Paradise #5
Island Paradise #6
Island Pearl Oasis
Island Princess
Island Sol
Just Beachy
Just Breathe
Just Pearly
Kay's Landing
La Isla Bonita
Last Resort
Laughing Mermaid
Lay'By, Too
Lazy Loggerhead
Livin' La Vida Longboat
Love and Luck
Low Tide
Luna Sea
Luxe Island Escape
Majestic Summer
Malibu Beach
Mermaid's Purse
Mermaids Watch
Mojito Splash
Moku
Montego Bay
Moondance
My Island Paradise
Native Sun
Nautical Tides
Oar House
Ocean Breeze (AMIL)
Ocean Sunrise
Oceanfront Paradise
On the Flip Side
On the Rocks (AMIL)
Only Sunsets at Hunter's Point
Palm Paradise (AMIA)
Palmetto Paradise
Palmetto Pointe
Paradise Beach
Paradise Bound
Paradise on Pine
Peachy Keen
Peacock Crossing
Pelican's Nest
Pineapple Paradise
Private Palms
Pura Vida
Pure Beach
Retreat Yourself
Rising Tide
Riverview Retreat
Rod N Reel
Sail Away
Salt and Sand at Hunter's Point
Salt Life
Saltwater Palms
Salty Seagull at Hunter's Point
Sandpiper Villa
Sandy Feet Retreat
Sandy Pointe
Sea Breeze
Sea Forever
Sea Gal
Sea Glass Harbor
Sea Grape Escape
Sea Horse Beach House
Sea La Vie (AMIL)
Sea Salt at Hunter's Point
Sea Shack
Sea Swept
Sea You Soon
Seagrape Cottage
Seahorse Cottage
SeaLuxe
Seas the Day
Seaside Beach Cottage
Seaside Escape
Seaside Magnolia
Serenity at Bay Palms
Serenity Beach
Set in Sand
Shore Bet
Shore Is Paradise
Shore Thing
Shore To Escape at Hunter's Point
Sideways
Sign of the Mermaid
Slo M'Ocean
Sol Cool
Sol y Mar
South Seas
Southern Charm
Spring Haven
Spring Sea'Esta
St. Barth
St. John
St. Maarten
St. Thomas
Starfish Cove, A
Starfish Cove, B
Stars on the Water
Stuck on 'cation
Sun Deck
Sun Kiss
Sun Porch
Sunny Breeze
Sunny Daze
Sunny Skies
Sunrise Shore
Sunrise Sunset
Sunset View
Sunshine State of Mind
Surf Side
Surf View (AMIL)
Surfer's Dream
Swanky Bubbles
Sweet Caroline
Sweet Melissa's Beach House
Swell Life
Tahiti Bay
Take Me Away
Tarpon Lookout
The Black Pearl
The Colony
The Deckhouse
The Fish House
The Gathering Place
The Hideaway (AMIL)
The Lilly Pad
The Mystical Rose
The Ritz
The Riviera
The Royal
The Tiki
Three Little Birds
Tidal Daze
Tide of Your Life
Tortuga Bay
Total Package
Totally Beachin'
Tropic Treasure
Tropical Hideaway
Tropical Oasis (AMIL)
Tropical Tiki
Under the Sea
Under the Sun
Vida Oceana
Villa #1 Sailfish
Villa #2 Shrimp
Villa #3 Seahorse
Villa #4 Sand Dollar
Villa #5 Seashell
Villa #6 Starfish
Villa #7 AMI Lime Fish
Villa #8 AMI Lemon Fish
Villa Jiselle
Villa La Concha
Villa Rayo Del Sol
Vista Azul
Walking on Sunshine
Water's Edge 205
West Coast Best Coast
What A Catch
Whim Sea
Winding Waves
Yacht Sea
You, Me and the Sea AMI
Your Key to Happiness
Close
Apply
Clear
Grid View
Map View
Show Filters
Holmes Beach Vacation Rentals
Your dates are popular!
% of our inventory is booked.
Book Now!
120
properties returned
Sort by:
Random
Random
Name (ASC)
Beds (ASC)
Beds (DESC)
Sleeps (ASC)
Sleeps (DESC)
Price (ASC)
Price (DESC)
Day Break Bungalow
House
3 Bedrooms
3 Full, 1 Half Bathrooms
Sleeps 6
South Seas
House
6 Bedrooms
4 Full, 1 Half Bathrooms
Sleeps 12
The Tiki
House
7 Bedrooms
6 Full, 1 Half Bathrooms
Sleeps 14
Ariel's by the Sea
Duplex
3 Bedrooms
2 Bathrooms
Sleeps 6
Island Paradise #6
Condo
3 Bedrooms
2 Bathrooms
Sleeps 6
Harbor Haven
House
4 Bedrooms
5 Full, 1 Half Bathrooms
Sleeps 14
Feelin' Beachy
House
4 Bedrooms
4 Full, 1 Half Bathrooms
Sleeps 8
Blue Pineapple
House
4 Bedrooms
2 Full, 1 Half Bathrooms
Sleeps 8
Conch House
House
6 Bedrooms
4 Full, 1 Half Bathrooms
Sleeps 12
Island Pearl Oasis
House
4 Bedrooms
6 Full, 1 Half Bathrooms
Sleeps 8
Lay'By, Too
House
4 Bedrooms
3 Bathrooms
Sleeps 8
AMI Sunrise
Duplex
3 Bedrooms
2 Bathrooms
Sleeps 6
×
Please ensure Javascript is enabled for purposes of
website accessibility
Please ensure Javascript is enabled for purposes of
website accessibility
