Vacation Rentals in Anna Maria, FL

· House in Anna Maria
Mermaids and Manatees:North End, On Canal, Pool, Dog Friendly by Anna Maria Life Vacation Rentals
2 Beds · 2 baths · Sleeps 6 ·
On Site Laundry · Outdoor Space · Wifi ·
From
$299/night
Check availability
Amenities
On Site Laundry
Wifi
Private Pool
Pool
Oven
Dishwasher
Air Conditioning
In Unit Laundry
Other spaces
Kitchen
· House in Anna Maria
Bliss by the Beach by Beach Boutique Rentals
2 Beds · 2 baths · Sleeps 4 ·
Ceiling Fan · Workspace · Beach ·
From
$500/night
Check availability
Amenities
Ceiling Fan
Beach
Wifi
Private Pool
Pool
Oven
Dishwasher
Air Conditioning
Other spaces
Workspace, Kitchen
· House in Anna Maria
Gorgeous canal front luxury home, pool, spa and rooftop deck!
6 Beds · 7 baths · Sleeps 8 ·
Walk In Closets · Hot Tub · Balcony ·
From
$1,962/night
Check availability
Amenities
Walk In Closets
Hot Tub
Private Pool
Pool
Oven
Air Conditioning
In Unit Laundry
Furnished
Other spaces
Balcony, Kitchen
· House in Anna Maria
Relaxing Home with Private Pool, High-Speed WiFi, Central AC, & Washer/Dryer!
4 Beds · 3 baths · Sleeps 10 ·
Beach · Balcony · Wifi ·
From
$490/night
Check availability
Amenities
Beach
Wifi
Private Pool
Pool
Oven
Dishwasher
Air Conditioning
In Unit Laundry
Other spaces
Balcony, Kitchen
· House in Anna Maria
Sand Trap by Beach Boutique Rentals
4 Beds · 4 baths ·
High Ceilings · Fireplace · Hot Tub ·
From
$688/night
Check availability
Amenities
High Ceilings
Fireplace
Hot Tub
Waterfront
Beach
Wifi
Private Pool
Pool
Other spaces
Balcony, Kitchen
· House in Anna Maria
Stunning new luxury home, pool + spa, walk to the beach! Summer awaits!
6 Beds · 7 baths · Sleeps 8 ·
Hot Tub · Balcony · Private Pool ·
From
$1,052/night
Check availability
Amenities
Hot Tub
Private Pool
Pool
Oven
Dishwasher
Air Conditioning
In Unit Laundry
Furnished
Other spaces
Balcony, Kitchen
· House in Anna Maria
Sentimental Sunset on Anna Maria Island! New luxury home with pool!
4 Beds · 5 baths · Sleeps 8 ·
Hot Tub · Balcony · Private Pool ·
From
$1,052/night
Check availability
Amenities
Hot Tub
Private Pool
Pool
Oven
Air Conditioning
In Unit Laundry
Furnished
Onsite Management
Other spaces
Balcony, Kitchen
· House in Anna Maria
Canalfront Anna Maria Cottage w/ Pool & Hot Tub!
2 Beds · 2 baths · Sleeps 6 ·
Central Heat · Tv · Cable ·
From
$300/night
Check availability
Amenities
Central Heat
Tv
Cable
Microwave
Ceiling Fan
Free Parking
Walk In Closets
Waterfront
Other spaces
Balcony, Kitchen

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· House in Anna Maria
NEW! Vibrant Island Home w/ Pool, 1 Block to Beach
4 Beds · 3 baths · Sleeps 8 ·
Garden · Central Heat · Tv ·
From
$280/night
Check availability
Amenities
Central Heat
Tv
Cable
Microwave
Ceiling Fan
Free Parking
Fireplace
Walk In Closets
Other spaces
Garden, Balcony, Kitchen
· House in Anna Maria
Found Your Sol Mate! Gorgeous Home w/ Pool, Spa, Steps to Bean Point, Dogs OK!
3 Beds · 3 baths · Sleeps 8 ·
Walk In Closets · Hot Tub · On Site Laundry ·
From
$735/night
Check availability
Amenities
Walk In Closets
Hot Tub
On Site Laundry
Fitness Center
Wifi
Private Pool
Pool
Oven
Other spaces
Balcony, Kitchen
· House in Anna Maria
Kingfish: 5 BR, 3 BA House in Anna Maria, Sleeps 10
5 Beds · 3 baths · Sleeps 10 ·
Hot Tub · Waterfront · Fitness Center ·
From
$948/night
Check availability
Amenities
Hot Tub
Waterfront
Fitness Center
Beach
Wifi
Private Pool
Pool
Oven
Other spaces
Balcony, Kitchen
· House in Anna Maria
Sorgenfrei South: 3 BR, 3.5 BA House in Anna Maria, Sleeps 6
3 Beds · 4 baths · Sleeps 6 ·
Fitness Center · Beach · Balcony ·
From
$568/night
Check availability
Amenities
Fitness Center
Beach
Oven
Dishwasher
Air Conditioning
In Unit Laundry
Furnished
Garage Parking
Other spaces
Balcony, Kitchen
· House in Anna Maria
Direct Beachfront Home, Steps to the Sand! Private Pool, Amenities for All!
5 Beds · 4 baths · Sleeps 10 ·
Ocean · Waterfront · Beach ·
From
$1,660/night
Check availability
Amenities
Ocean
Waterfront
Beach
Wifi
Private Pool
Pool
Dishwasher
Air Conditioning
Other spaces
Balcony, Kitchen
· House in Anna Maria
Split house, one block from Pine Ave and a short walk to Tampa Bay.
5 Beds · 3 baths · Sleeps 10 ·
Fitness Center · Beach · Balcony ·
From
$1,055/night
Check availability
Amenities
Fitness Center
Beach
Private Pool
Pool
Oven
Dishwasher
Air Conditioning
In Unit Laundry
Other spaces
Balcony, Kitchen
· House in Anna Maria
Northend Anna Maria Island. Private Heated Pool
5 Beds · 4 baths · Sleeps 14 ·
Balcony · Private Pool · Pool ·
From
$790/night
Check availability
Amenities
Private Pool
Pool
Dishwasher
Air Conditioning
In Unit Laundry
Furnished
Garage Parking
Swimming Pool
Other spaces
Balcony, Kitchen
· House in Anna Maria
North end of AMI with private pool and boat dock.
4 Beds · 4 baths · Sleeps 10 ·
Waterfront · Beach · Balcony ·
From
$525/night
Check availability
Amenities
Waterfront
Beach
Private Pool
Pool
Dishwasher
Air Conditioning
In Unit Laundry
Furnished
Other spaces
Balcony, Kitchen
· House in Anna Maria
Short stays available! 5-7 Minute Walk to the Gulf Beaches!
2 Beds · 1 bath · Sleeps 6 ·
On Site Laundry · Wifi · Pool ·
From
$305/night
Check availability
Amenities
On Site Laundry
Wifi
Pool
Dishwasher
Air Conditioning
In Unit Laundry
Furnished
Swimming Pool
Other spaces
Kitchen
· House in Anna Maria
Emerald Shores West: 3 BR, 2 BA Duplex in Anna Maria, Sleeps 6
3 Beds · 2 baths · Sleeps 6 ·
On Site Laundry · Fitness Center · Beach ·
From
$427/night
Check availability
Amenities
On Site Laundry
Fitness Center
Beach
Pool
Oven
Dishwasher
Air Conditioning
In Unit Laundry
Other spaces
Balcony, Kitchen
· House in Anna Maria
A Time Out: 4 BR, 2 BA House in Anna Maria, Sleeps 8
4 Beds · 2 baths · Sleeps 8 ·
Workspace · Fitness Center · Beach ·
From
$601/night
Check availability
Amenities
Fitness Center
Beach
Private Pool
Pool
Oven
Dishwasher
Air Conditioning
In Unit Laundry
Other spaces
Workspace, Balcony, Kitchen
· House in Anna Maria
Anapauo Beachhouse: 4 BR, 4 BA House in Anna Maria, Sleeps 10
4 Beds · 4 baths · Sleeps 10 ·
Waterfront · Fitness Center · Beach ·
From
$1,176/night
Check availability
Amenities
Waterfront
Fitness Center
Beach
Private Pool
Pool
Oven
Dishwasher
Air Conditioning
Other spaces
Balcony, Kitchen
· House in Anna Maria
Tides Inn- Family home with tropical pool area.
4 Beds · 2 baths · Sleeps 8 ·
Hot Tub · Fitness Center · Beach ·
From
$833/night
Check availability
Amenities
Hot Tub
Fitness Center
Beach
Wifi
Private Pool
Pool
Oven
Dishwasher
Other spaces
Balcony, Kitchen
· House in Anna Maria
313 Palm Ave in Anna Maria
2 Beds · 1 bath · Sleeps 4 ·
Waterfront · Beach · Wifi ·
From
$255/night
Check availability
Amenities
Waterfront
Beach
Wifi
Private Pool
Pool
Oven
Dishwasher
Air Conditioning
Other spaces
Kitchen
· House in Anna Maria
Emerald Shores East: 3 BR, 2 BA Duplex in Anna Maria, Sleeps 6
3 Beds · 2 baths · Sleeps 6 ·
On Site Laundry · Fitness Center · Beach ·
From
$516/night
Check availability
Amenities
On Site Laundry
Fitness Center
Beach
Wifi
Pool
Oven
Dishwasher
Air Conditioning
Other spaces
Balcony, Kitchen
· House in Anna Maria
Beachy Keen 408 in Anna Maria
3 Beds · 2 baths · Sleeps 6 ·
Waterfront · Beach · Wifi ·
From
$433/night
Check availability
Amenities
Waterfront
Beach
Wifi
Private Pool
Pool
Oven
Air Conditioning
In Unit Laundry
Other spaces
Kitchen
· House in Anna Maria
Bay Breeze: 4 BR, 4.5 BA House in Anna Maria, Sleeps 8
4 Beds · 5 baths · Sleeps 8 ·
Walk In Closets · Hot Tub · Waterfront ·
From
$1,395/night
Check availability
Amenities
Walk In Closets
Hot Tub
Waterfront
Fitness Center
Beach
Private Pool
Pool
Oven
Other spaces
Balcony, Kitchen
· House in Anna Maria
Dream Catcher- Key West style beach house on North end.
4 Beds · 2 baths · Sleeps 8 ·
High Ceilings · Fitness Center · Beach ·
From
$724/night
Check availability
Amenities
High Ceilings
Fitness Center
Beach
Private Pool
Pool
Oven
Dishwasher
Air Conditioning
Other spaces
Balcony, Kitchen
· House in Anna Maria
Lovin' the Sannd: 3 BR, 3 BA House in Anna Maria, Sleeps 7
3 Beds · 3 baths · Sleeps 7 ·
Hot Tub · Waterfront · Fitness Center ·
From
$712/night
Check availability
Amenities
Hot Tub
Waterfront
Fitness Center
Beach
Wifi
Private Pool
Pool
Oven
Other spaces
Balcony, Kitchen
· House in Anna Maria
Havana Cay- Adorable cottage with private pool/spa and only 4 houses from beach
3 Beds · 2 baths · Sleeps 5 ·
Hardwood Floor · Fireplace · Beach ·
From
$500/night
Check availability
Amenities
Hardwood Floor
Fireplace
Beach
Wifi
Private Pool
Pool
Dishwasher
Air Conditioning
Other spaces
Kitchen
· House in Anna Maria
Big Family Beach House
6 Beds · 6 baths · Sleeps 12 ·
Fitness Center · Beach · Balcony ·
From
$1,229/night
Check availability
Amenities
Fitness Center
Beach
Private Pool
Pool
Oven
Dishwasher
Air Conditioning
In Unit Laundry
Other spaces
Balcony, Kitchen
· House in Anna Maria
Serendipity Deux- luxury beachfront/ heated pool
4 Beds · 5 baths · Sleeps 8 ·
Fireplace · Ocean · Hot Tub ·
From
$2,107/night
Check availability
Amenities
Fireplace
Ocean
Hot Tub
Waterfront
Fitness Center
Beach
Wifi
Pool
Other spaces
Balcony, Kitchen
· Apartment in Anna Maria
Coconut Tree
3 Beds · 3 baths · Sleeps 8 ·
On Site Laundry · Outdoor Space · Wifi ·
From
$339/night
Check availability
Amenities
On Site Laundry
Wifi
Private Pool
Pool
Oven
Dishwasher
Air Conditioning
In Unit Laundry
Other spaces
Kitchen
· Apartment in Anna Maria
Secret Garden
2 Beds · 2 baths · Sleeps 7 ·
Fireplace · Ocean · Workspace ·
From
$405/night
Check availability
Amenities
Fireplace
Ocean
On Site Laundry
Waterfront
Wifi
Private Pool
Pool
Oven
Other spaces
Workspace, Kitchen
· Apartment in Anna Maria
21 Palms
2 Beds · 1 bath · Sleeps 4 ·
On Site Laundry · Outdoor Space · Wifi ·
From
$178/night
Check availability
Amenities
On Site Laundry
Wifi
Oven
Dishwasher
Air Conditioning
Furnished
Swimming Pool
Other spaces
Kitchen
· Apartment in Anna Maria
Spring Oasis
3 Beds · 2 baths · Sleeps 6 ·
On Site Laundry · Outdoor Space · Balcony ·
From
$414/night
Check availability
Amenities
On Site Laundry
Wifi
Private Pool
Pool
Oven
Dishwasher
Air Conditioning
In Unit Laundry
Other spaces
Balcony, Kitchen
· Apartment in Anna Maria
A Cozy Cottage
3 Beds · 3 baths · Sleeps 8 ·
On Site Laundry · Outdoor Space · Wifi ·
From
$534/night
Check availability
Amenities
On Site Laundry
Wifi
Private Pool
Pool
Oven
Dishwasher
Air Conditioning
In Unit Laundry
Other spaces
Kitchen
· Apartment in Anna Maria
Sea's The Day
2 Beds · 2 baths · Sleeps 6 ·
On Site Laundry · Outdoor Space · Wifi ·
From
$383/night
Check availability
Amenities
On Site Laundry
Wifi
Private Pool
Pool
Oven
Dishwasher
Air Conditioning
In Unit Laundry
Other spaces
Kitchen
· Apartment in Anna Maria
21 Palms on Anna Maria
3 Beds · 2 baths · Sleeps 6 ·
On Site Laundry · Outdoor Space · Wifi ·
From
$256/night
Check availability
Amenities
On Site Laundry
Wifi
Oven
Dishwasher
Air Conditioning
In Unit Laundry
Furnished
Swimming Pool
Other spaces
Kitchen
· Apartment in Anna Maria
Canalfront Anna Maria Cottage with Pool and Hot Tub!
2 Beds · 2 baths · Sleeps 6 ·
Free Parking · Hot Tub · Outdoor Space ·
From
$869/night
Check availability
Amenities
Free Parking
Hot Tub
Beach
Wifi
Pool
Oven
Dishwasher
In Unit Laundry
Other spaces
Balcony, Kitchen
· Apartment in Anna Maria
Anna Maria's Finest
3 Beds · 3 baths · Sleeps 8 ·
On Site Laundry · Outdoor Space · Wifi ·
From
$410/night
Check availability
Amenities
On Site Laundry
Wifi
Private Pool
Pool
Oven
Dishwasher
Air Conditioning
In Unit Laundry
Other spaces
Kitchen
· Apartment in Anna Maria
Dolphin Watch
2 Beds · 1 bath · Sleeps 6 ·
Ocean · On Site Laundry · Waterfront ·
From
$400/night
Check availability
Amenities
Ocean
On Site Laundry
Waterfront
Beach
Wifi
Oven
Dishwasher
Air Conditioning
Other spaces
Kitchen
· Apartment in Anna Maria
LaRaya Retreat
3 Beds · 2 baths · Sleeps 8 ·
On Site Laundry · Outdoor Space · Balcony ·
From
$366/night
Check availability
Amenities
On Site Laundry
Wifi
Private Pool
Pool
Oven
Dishwasher
Air Conditioning
In Unit Laundry
Other spaces
Balcony, Kitchen
· Apartment in Anna Maria
Harmony House
3 Beds · 2 baths · Sleeps 8 ·
Workspace · On Site Laundry · Outdoor Space ·
From
$343/night
Check availability
Amenities
On Site Laundry
Wifi
Private Pool
Pool
Oven
Dishwasher
Air Conditioning
In Unit Laundry
Other spaces
Workspace, Kitchen
· House in Anna Maria
Amie House Chef’s kitchen, 2 King suites walk to beach/Stunning Pool
4 Beds · 5 baths · Sleeps 8 ·
Workspace · Hot Tub · Outdoor Space ·
From
$1,429/night
Check availability
Amenities
Hot Tub
Beach
Wifi
Private Pool
Pool
Oven
Dishwasher
Air Conditioning
Other spaces
Workspace, Balcony, Kitchen
· House in Anna Maria
Charming Canal front Luxury home with brand-new Pool!
2 Beds · 2 baths · Sleeps 6 ·
Waterfront · Private Pool · Pool ·
From
$483/night
Check availability
Amenities
Waterfront
Private Pool
Pool
Oven
Air Conditioning
In Unit Laundry
Furnished
Onsite Management
Other spaces
Kitchen
· House in Anna Maria
SunKissed Cottage - beachfront north end AMI
2 Beds · 3 baths · Sleeps 6 ·
Ocean · Waterfront · Fitness Center ·
From
$979/night
Check availability
Amenities
Ocean
Waterfront
Fitness Center
Beach
Wifi
Private Pool
Pool
Oven
Other spaces
Balcony, Kitchen
· House in Anna Maria
Rose Quartz- A beautiful home close to shops and the gulf.
3 Beds · 3 baths · Sleeps 8 ·
Hot Tub · Fitness Center · Beach ·
From
$654/night
Check availability
Amenities
Hot Tub
Fitness Center
Beach
Wifi
Private Pool
Pool
Oven
Dishwasher
Other spaces
Balcony, Kitchen
· House in Anna Maria
Sole Acqua: Luxury canal front home with pool, short walk to the Gulf!
4 Beds · 5 baths · Sleeps 8 ·
Hardwood Floor · Fireplace · Walk In Closets ·
From
$1,328/night
Check availability
Amenities
Hardwood Floor
Fireplace
Walk In Closets
Hot Tub
Waterfront
Fitness Center
Beach
Wifi
Other spaces
Workspace, Balcony, Kitchen
· House in Anna Maria
LOCATION, LOCATION, NO STAIRS!!!
1 Bed · 1 bath · Sleeps 4 ·
Fitness Center · Outdoor Space · Balcony ·
From
$306/night
Check availability
Amenities
Fitness Center
Wifi
Oven
Dishwasher
Air Conditioning
In Unit Laundry
Furnished
Residents Lounge
Other spaces
Balcony, Kitchen
· House in Anna Maria
Luxurious Outdoor Living w/ Putting Green and Outdoor Kitchen
3 Beds · 3 baths · Sleeps 8 ·
Assigned Parking · High Ceilings · Hardwood Floor ·
From
$664/night
Check availability
Amenities
Assigned Parking
High Ceilings
Hardwood Floor
Hot Tub
On Site Laundry
Beach
Wifi
Private Pool
Other spaces
Balcony, Kitchen
· House in Anna Maria
New Luxury-Professionally Decorated Home Pool/Spa 5 Minutes walk to beach
3 Beds · 3 baths · Sleeps 6 ·
Ocean · Hot Tub · Waterfront ·
From
$599/night
Check availability
Amenities
Ocean
Hot Tub
Waterfront
Beach
Wifi
Private Pool
Pool
Oven
Other spaces
Balcony, Kitchen
Showing 1 - 50 of 625 results
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Home > Florida Vacation Rentals > Anna Maria Vacation Rentals
Updated: March 15, 2023

Learn about vacation rentals in

Anna Maria

Explore 625 vacation rentals near Anna Maria, Florida. Whether you’re a tourist or on a staycation, there’s plenty of things to do and restaurants to try around the city. If you’re looking to take a trip to Anna Maria, you can see photos of Anna Maria vacation rentals, view amenities and features, browse by specific property types, and more. Use our interactive map to find Anna Maria vacation rentals in specific areas. Whether you’re looking for a Anna Maria staycation, weekend getaway, or a long vacation, we’ve got you covered. Use the date filters at the top to select your travel dates and view availability. The lowest vacation rental price in Anna Maria is $178 per night and the highest price is $2,107 per night.
552 of the vacation rentals near Anna Maria are houses. The average bathroom count for a vacation house near Anna Maria is 3. The average price for vacation houses near Anna Maria is $720 per night. There are 374 vacation homes under this price. The most common amenities for vacation rentals near Anna Maria are: furnished, kitchen, and outdoor space. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.

1 bed rentals

41 available

2 bed rentals

146 available

3 bed rentals

216 available

4+ bed rentals

219 available

Getting around Anna Maria

Walking

2/10
Fewer daily needs are within walking distance (unless you’re up for a challenge).

Car

9/10
Commuting is easy with multiple accessible routes and plenty of parking.

Transit

2/10
There are a few mass transit options within the area.

Points of interest in Anna Maria

Groceries

1/10
No grocery stores within walking distance

Shopping

3/10
Some shops within walking distance

Cafes

4/10
Some cafés within walking distance

Restaurants

4/10
Some restaurants within walking distance

Parks

5/10
Limited amount of park space nearby

Nightlife

3/10
Few or no bars within walking distance

Vacation Rentals in Anna Maria, FL FAQ

How many vacation rentals in Anna Maria are available?

There are currently 625 vacation rentals in Anna Maria available. Our vacation rentals in Anna Maria include nightly rentals, weekend rentals, weekly rentals, and monthly rentals.

Are there any pet friendly vacation rentals in Anna Maria?

Yes, right now there are 180 pet friendly vacation rentals in Anna Maria. A pet friendly vacation rental in Anna Maria means a rental home that is dog friendly or cat friendly. Some pet friendly homes may accommodate other types of pets, as well. Contact the listing agent for any pet related inquiries.

Are there any vacation rentals in Anna Maria with a pool?

Yes there are vacation rentals with a pool available in Anna Maria, FL. View more detailed vacation spots on Vacations by Zumper.

Are there any vacation rentals in Anna Maria with internet access?

As of March 15, 2023, there are vacation rentals with internet access available in Anna Maria, Florida. Check out more enjoyable destinations on Vacations by Zumper.

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