Airbnb, Vacation Rentals in Anna Maria Island, FL

Compare 17,154 available beachfront holiday vacation rentals, starts from $17

Navigate forward to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.

Navigate backward to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.

Find the best vacation rental

ACCOMMODATION TYPES

Save Up To 85%

Airbnb, Vacation rentals and hotel deals in Anna Maria Island, FL

Canary Cottage | Perfect modern cottage, quiet street, short walk to the beach!
4.9 (11 reviews)
Canary Cottage | Perfect modern cottage, quiet street, short walk to the beach!
Holiday home · 6 Guests · 3 Bedrooms
$192 /night*
View deal
Walk to Beach! Recently Renovated! Sleeps 6
5.0 (7 reviews)
Walk to Beach! Recently Renovated! Sleeps 6
Holiday home · 4 Guests · 2 Bedrooms
$181 /night*
View deal
Beach Club at AMI #12: Studio / 1 BA Resort on Anna Maria by RVA, Sleeps 2
4.7 (125 reviews)
Beach Club at AMI #12: Studio / 1 BA Resort on Anna Maria by RVA, Sleeps 2
Apartment · 2 Guests · 1 Bedroom
$130 /night*
View deal
Beach Club at AMI #3: 1 BR / 1 BA Resort on Anna Maria by RVA, Sleeps 4
4.7 (70 reviews)
Beach Club at AMI #3: 1 BR / 1 BA Resort on Anna Maria by RVA, Sleeps 4
Condo · 2 Guests · 1 Bedroom
$165 /night*
View deal
Compass Hotel by Margaritaville Anna Maria Sound
4.5 (1527 reviews)
Compass Hotel by Margaritaville Anna Maria Sound
Hotel · 1 Bedroom
$166 /night
View deal
Tropic Isle At Anna Maria Island Inn
4.3 (193 reviews)
Tropic Isle At Anna Maria Island Inn
Resort · 1 Bedroom
$155 /night
View deal
3 Bedrooms with Gulf Views Unit B ! Steps Away From Beach!
4.5 (10 reviews)
3 Bedrooms with Gulf Views Unit B ! Steps Away From Beach!
Holiday home · 6 Guests · 3 Bedrooms
$181 /night*
View deal
Your Very Own Paradise by the Beach, Outdoor Deck, Free WiFi, Laundry in Unit
3.9 (33 reviews)
Your Very Own Paradise by the Beach, Outdoor Deck, Free WiFi, Laundry in Unit
Condo · 4 Guests · 2 Bedrooms
$119 /night*
View deal
3 Bedrooms with Gulf Views Unit A! Steps Away From Beach!
5.0 (5 reviews)
3 Bedrooms with Gulf Views Unit A! Steps Away From Beach!
Holiday home · 6 Guests · 3 Bedrooms
$181 /night*
View deal
Alamanda Villa on Holmes Beach
4.3 (188 reviews)
Alamanda Villa on Holmes Beach
Apartment · 2 Guests · 1 Bedroom
$199 /night
View deal
A Getaway Retreat B 2/2 Pet Friendly
4.3 (17 reviews)
A Getaway Retreat B 2/2 Pet Friendly
Holiday home · 4 Guests · 2 Bedrooms
$129 /night*
View deal
Sharply Appointed Double-Queen Room w/ Picturesque Views of Neal Preserve
Sharply Appointed Double-Queen Room w/ Picturesque Views of Neal Preserve
Holiday home · 2 Guests · 1 Bedroom
$166 /night*
View deal
Paradise Beach - East 2414
4.2 (21 reviews)
Paradise Beach - East 2414
Holiday home · 4 Guests · 2 Bedrooms
$143 /night
View deal
SUGAR REEF "A" Just Steps from the Gulf!
5.0 (48 reviews)
SUGAR REEF "A" Just Steps from the Gulf!
Holiday home · 4 Guests · 2 Bedrooms
$190 /night*
View deal
AMI Beach Shack
4.7 (10 reviews)
AMI Beach Shack
Holiday home · 4 Guests · 2 Bedrooms
$173 /night
View deal
Driftwood Villas by AMI Locals
3.1 (13 reviews)
Driftwood Villas by AMI Locals
Holiday home · 1 Bedroom
$161 /night
View deal
Beach Club at AMI #1: 1 BR / 1 BA Resort on Anna Maria by RVA, Sleeps 4
5.0 (36 reviews)
Beach Club at AMI #1: 1 BR / 1 BA Resort on Anna Maria by RVA, Sleeps 4
Condo · 2 Guests · 1 Bedroom
$159 /night*
View deal
St. Thomas by AMI Locals - Close To the Beach!
St. Thomas by AMI Locals - Close To the Beach!
Holiday home · 4 Guests · 2 Bedrooms
$165 /night*
View deal
Budget-Friendly Beach Condo w/Shared Pool, Washer/Dryer, Free WiFi, Full Kitchen
4.5 (18 reviews)
Budget-Friendly Beach Condo w/Shared Pool, Washer/Dryer, Free WiFi, Full Kitchen
Condo · 2 Guests · 1 Bedroom
$93 /night*
View deal
AMI Tree House
4.6 (5 reviews)
AMI Tree House
Holiday home · 4 Guests · 2 Bedrooms
$173 /night
View deal
Search all

Vacation Destinations Near Anna Maria Island, FL

Airbnb, Holiday Beachfront Condo with Air Conditioning in Anna Maria Island, FL

Budget-Friendly Beach Condo w/Shared Pool, Washer/Dryer, Free WiFi, Full Kitchen
Air Conditioning
4.5 (18 reviews)
Budget-Friendly Beach Condo w/Shared Pool, Washer/Dryer, Free WiFi, Full Kitchen
Condo · 2 Guests · 1 Bedroom
$93 /night*
View deal
Beach Front Apartment / WiFi / Self Check In-Out/High Cleanliness Standards!
Air Conditioning
3.9 (19 reviews)
Beach Front Apartment / WiFi / Self Check In-Out/High Cleanliness Standards!
Apartment · 2 Guests · 1 Bedroom
$228 /night*
View deal
Amazing beach getaway pool condo by the beach
Air Conditioning
4.7 (34 reviews)
Amazing beach getaway pool condo by the beach
Condo · 4 Guests · 2 Bedrooms
$208 /night*
View deal
Search all
What Are The Well Liked Rental Amenities in Anna Maria Island, FL?
Top Rental Amenities in Anna Maria Island, FL
+
Check above for the most common and the least popular rental amenities in Anna Maria Island, and pick the one that fits your preference easily. In Anna Maria Island, 8260 rentals offer Internet or Wifi, 8070 rentals offer Air Conditioning, 7989 rentals offer TV. So, if you need Internet or Wifi during your vacation, use the Internet or Wifi filter to compare these properties. Two amenities that are not typical are Kitchen, Fireplace.

What is the Best Time to Rent a Cheap Vacation Rental in Anna Maria Island, FL?

Tips to Rent Vacation Rentals (Stay for a Week) for Cheapest Price in Anna Maria Island, FL

Low Season
September
Most affordable month to stay
$185
Average rate of the cheapest vacation rentals option in low season month
High Season
July
Peak month to stay
$402
Average rate of the cheapest stay option in high season month
$402
Jul
$225
Aug
$185
Sep
$185
Oct
$185
Nov
$185
Dec
$250
Jan
$359
Feb
$359
Mar
$315
Apr
$270
May
$294
Jun
$236
Sun
$291
Mon
$275
Tue
$368
Wed
$407
Thu
$420
Fri
$402
Sat
Cheapest day of week
Sunday
Vacation rentals price normally the lowest on this day
$236
is the cheapest nightly rate for vacation rentals on this day
Highest day of week
Friday
Most expansive day to book a vacation rentals
$420
is the highest nightly rate for vacation rentals on this day
Which Price Range Is Most Typical in Anna Maria Island, FL Area?
Vacation Rentals Price Information in Anna Maria Island, FL
+
The graph shows the percentages of vacation homes in each price bucket. Anna Maria Island has the largest percentage (29.07%) of homes in $100 - $150 price range.
$0 to 50
$0 to 50
$50 to 100
$50 to 100
$100 to 150
$100 to 150
$150 to 200
$150 to 200
$200 to 250
$200 to 250
$250 to 300
$250 to 300
$300 to 350
$300 to 350
$350 to 400
$350 to 400
$400 to 450
$400 to 450
$450 to 500
$450 to 500
$500 +
$500 +
Which Accommodations Should I Pick in Anna Maria Island, FL?
Most Picked Accommodations in Anna Maria Island, FL
+
Before visiting Anna Maria Island, it is a good idea to explore all the accommodation types in this area, and pick the one that fits your group well. All the available accommodation types are: Condo, House, Apartment, Villa, Townhome, Cottage, Studio, Resort, Hotel, Bungalow, Guest House, Mobile Home, Hotel Suites, Estate, Bed And Breakfast, Cabin, Recreational Vehicle, Yacht, House Boat, Castle, Corporate Apartment, Boat, Farmhouse. Condo is the most-liked rental type, with the largest percentage of 48.01%. The biggest home in this area available for rent is around 43056 square feet.The least popular accommodation in Anna Maria Island is Farmhouse rentals
How Many Rental Accommodations Are Pets Friendly in Anna Maria Island, FL?
Pets Allowed vs Not Allowed in Anna Maria Island, FL
+
20.30% of vacation homes in Anna Maria Island are pet friendly. Make sure you select the pet friendly home filter when you are going to bring your pet(s) for the upcoming vacation.
What are the Airports in Anna Maria Island, FL?
Suggested Airports in Anna Maria Island, FL
+

2 airport(s) close to Anna Maria Island are:

Other Vacation Rentals Ideas

Airbnb, Holiday Beachfront Condo with Pool in Anna Maria Island, FL

Club Bamboo South 119 Studio
Pool
4.5 (80 reviews)
Club Bamboo South 119 Studio
Condo · 2 Guests · 1 Bedroom
$273 /night*
View deal
Cute and beachy 1 bedroom Bayside Bungalows Unit with Pool, great location!
Pool
5.0 (48 reviews)
Cute and beachy 1 bedroom Bayside Bungalows Unit with Pool, great location!
Apartment · 2 Guests · 1 Bedroom
$165 /night*
View deal
Cute and sweet 1 bedroom Resort Unit! Perfect for romantic getaway!
Pool
4.5 (125 reviews)
Cute and sweet 1 bedroom Resort Unit! Perfect for romantic getaway!
Apartment · 2 Guests · 1 Bedroom
$175 /night*
View deal
Search all

Airbnb, Vacation Rentals, House with Full Kitchen, and Other Rental Options in Anna Maria Island, FL

Sharply Decorated Room w/ Workstation & Sparkling Views of Neal Preserve
Full Kitchen
Sharply Decorated Room w/ Workstation & Sparkling Views of Neal Preserve
Holiday home · 2 Guests · 1 Bedroom
$166 /night*
View deal
Hav'Anna Daydreamin by Anna Maria Island Accommodations
Full Kitchen
4.8 (67 reviews)
Hav'Anna Daydreamin by Anna Maria Island Accommodations
Holiday home · 6 Guests · 3 Bedrooms
$467 /night*
View deal
New luxuriously renovated home! Pool, Cabana, hammock, walk to beach w / gear!
Full Kitchen
5.0 (10 reviews)
New luxuriously renovated home! Pool, Cabana, hammock, walk to beach w / gear!
Holiday home · 6 Guests · 3 Bedrooms
$284 /night*
View deal
Search all

Airbnb, Pet Friendly Vacation Rentals, House in Anna Maria Island, FL

Island dreams come true for you and FIdo too. Pet Friendly Stay
Pets Welcome
4.5 (33 reviews)
Island dreams come true for you and FIdo too. Pet Friendly Stay
Holiday home · 4 Guests · 2 Bedrooms
$158 /night*
View deal
AMI Oasis by AMI Locals
Pets Welcome
AMI Oasis by AMI Locals
Holiday home · 8 Guests · 4 Bedrooms
$300 /night*
View deal
Escape Reality to this 7 bedroom Beauty! Perfect Location with amazing Pool/Spa!
Pets Welcome
3.6 (124 reviews)
Escape Reality to this 7 bedroom Beauty! Perfect Location with amazing Pool/Spa!
Holiday home · 14 Guests · 7 Bedrooms
$630 /night*
View deal
Search all
* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
See all offers