Anna Maria Island Vacation Rentals

Merry Mermaid Tree House

Almost Beachfront, private pool/spa backyard oasis, Gulf views!

Merry Mermaid Tree House

3 Bedrooms
3 Bathrooms
$1000 - $1299 / night
(excl. fees & taxes)
Featured
Craig House with Heated Pool

Craig House with Heated Pool

Craig House with Heated Pool

2 Bedrooms
2 Bathrooms
82
$156 - $205 / night
(excl. fees & taxes)
Featured
Condo on the Gulf, 20 steps to beach! 2024 OPEN

Amazing 1Bed/1Bath condo on the Gulf of Mexico & steps from the sandy beaches. Condo completely remodeled in 2022

Condo on the Gulf, 20 steps to beach! 2024 OPEN

1 Bedroom
1 Bathroom
4
$149 - $199 / night
(excl. fees & taxes)
Featured
Anna Maria Island - Azure Bliss Vacation Home

Anna Maria Island - 3Bed 2Bath Home - Private Heated Pool - Walk to Beach

Anna Maria Island - Azure Bliss Vacation Home

3 Bedrooms
2 Bathrooms
21
$450 - $500 / night
(excl. fees & taxes)
Featured
Holiday Villa II #103 Beachside Condo

Newly Updated Beachside Condo with Heated Pool

Holiday Villa II #103 Beachside Condo

2 Bedrooms
2 Bathrooms
30
$200 - $703 / night
(excl. fees & taxes)
Pelican Place

Elegant 4BR/3BA Beach House with Private Pool, Minutes From The Beach!

Pelican Place

4 Bedrooms
3 Bathrooms
18
$750 / night
(excl. fees & taxes)
'Can't Wait' Beach Cottage

Beachfront Cottage -Ground Floor, Family Friendly!

'Can't Wait' Beach Cottage

3 Bedrooms
2 Bathrooms
14
$300 / night
(excl. fees & taxes)
Twin Palms: Big house steps to beach, private pool

Twin Palms: Big house steps to beach, private pool

Twin Palms: Big house steps to beach, private pool

5 Bedrooms
2 Bathrooms
91
$799 - $879 / night
(excl. fees & taxes)
OHasis Getaway II

Private heated salt pool at OHasis Getaway II and only 210 steps from the Beach!

OHasis Getaway II

2 Bedrooms
2 Bathrooms
1
$275 / night
(excl. fees & taxes)
On Ocean Time

Luxury 4 Bedroom, 3 1/2 Bath Beach House with Heated Pool on Anna Maria Island

On Ocean Time

4 Bedrooms
3½ Bathrooms
2
$1000 / night
(excl. fees & taxes)
Your Tropical Paradise Destination

Your Tropical Paradise Destination

Your Tropical Paradise Destination

2 Bedrooms
1 Bathroom
29
$150 / night
(excl. fees & taxes)
Gulf Coast Destination

Enjoy Florida's Gulf Coast with Gulf views, a pool, just a mile to Beautiful Anna Maria Island

Gulf Coast Destination

2 Bedrooms
1 Bathroom
$175 / night
(excl. fees & taxes)
OHasis Getaway I

Private heated salt water pool at OHasis Getaway and only 200 steps from the Beach!

OHasis Getaway I

2 Bedrooms
1 Bathroom
34
$300 / night
(excl. fees & taxes)
MI Oasis Getaway

MI Oasis Getaway! Just 200 Steps to the Beach on a very quiet street

MI Oasis Getaway

2 Bedrooms
1 Bathroom
$200 / night
(excl. fees & taxes)
Our 3 Suns

Spacious 3 Bedroom, 2 1/2 bath Condo, Steps to the beach! 2 pools, Hot tub & gym

Our 3 Suns

3 Bedrooms
2 Bathrooms
$350 / night
(excl. fees & taxes)
The Toasty Coconut

4BR/2.5 Bath Beach House on North End of Island with Private Pool, 99 Steps to the Beach!

The Toasty Coconut

4 Bedrooms
2½ Bathrooms
65
$857 / night
(excl. fees & taxes)
The Seaside Sanctuary Upper Level

2nd House from the Beach with No Roads to Cross

The Seaside Sanctuary Upper Level

2 Bedrooms
2 Bathrooms
$299 - $999 / night
(excl. fees & taxes)
The Amie House

Amie’s House Modern Beach Getaway - walk to beach/Gorgeous Pool

The Amie House

4 Bedrooms
4 Bathrooms
17
$990 - $2200 / night
(excl. fees & taxes)
Beach Daze at Sandcastle Resort

Amazing Beach front Condo on Anna Maria Island! Views of the Sunset from every room!

Beach Daze at Sandcastle Resort

3 Bedrooms
2 Bathrooms
36
$800 / night
(excl. fees & taxes)
Sandcastle Dreams

Elegant Beachfront Condo on Anna Maria Island

Sandcastle Dreams

3 Bedrooms
2 Bathrooms
47
$800 / night
(excl. fees & taxes)
NEW saltwater pool/spa! Spring Break in Paradise!

NEW saltwater pool/spa! Spring Break in Paradise!

NEW saltwater pool/spa! Spring Break in Paradise!

3 Bedrooms
2 Bathrooms
2
$300 / night
(excl. fees & taxes)
Gulf Coast Home w/Private Pool Near AMI & Beaches

Updated two stories home with private pool, pool table, ping pong table and games. Only 5 miles to Anna Maria Island and 23 miles to Siesta Key.

Gulf Coast Home w/Private Pool Near AMI & Beaches

4 Bedrooms
3 Bathrooms
13
$535 - $645 / night
(excl. fees & taxes)
Backyard wonderland

Zen Tropical Retreat near Anna Maria: Heated Pool, Firepit, Koi Pond, Gazebo

Backyard wonderland

4 Bedrooms
2½ Bathrooms
$417 - $1461 / night
(excl. fees & taxes)
Sunshine getaway

GAMES, Massage Chair, Pool, King Beds, Anna Maria!

Sunshine getaway

4 Bedrooms
3½ Bathrooms
$322 - $1736 / night
(excl. fees & taxes)
Pool Home with Easy Drive to Beaches of Anna Maria

saltwater pool, hot tub, located 4 miles from beaches

Pool Home with Easy Drive to Beaches of Anna Maria

3 Bedrooms
2 Bathrooms
20
$379 - $399 / night
(excl. fees & taxes)
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