Vacation Homes in Anna Maria Island
1,516 properties for Vacation Homes. Compare and book at the best price!
- Vacation Rentals ·
- USA ·
- Florida ·
- Gulf Coast ·
- West Coast of Florida ·
- Tampa Bay ·
- Anna Maria Island ·
- Vacation Homes Anna Maria Island
Find offers
Popular Vacation Homes in Anna Maria Island
Holmes Beach, Anna Maria Island
9.5
Vacation home for 2 people, with terrace and pool
from $177 per night
Holmes Beach, Anna Maria Island
9.7
Vacation home for 2 people, with terrace and pool
from $217 per night
Holmes Beach, Anna Maria Island
9.8
Vacation home for 2 people, with balcony and yard
from $327 per night
Holmes Beach, Anna Maria Island
9.2
Vacation home for 2 people, with balcony
Free cancellation
from $234 per night
Anna Maria (FL), Anna Maria Island
9.6
Vacation home for 2 people, with pool and terrace
from $305 per night
Holmes Beach, Anna Maria Island
9.4
Vacation home for 4 people, with terrace and pool
from $320 per night
Holmes Beach, Anna Maria Island
9.9
Vacation home for 4 people, with balcony
from $334 per night
Holmes Beach, Anna Maria Island
9.6
Vacation home for 2 people, with terrace and pool, with pets
Free cancellation
from $325 per night
Holmes Beach, Anna Maria Island
9.3
Vacation home for 2 people, with balcony and pool
Free cancellation
from $241 per night
Holmes Beach, Anna Maria Island
9.6
Vacation home for 6 people, with terrace, with pets
Free cancellation
from $553 per night
Holmes Beach, Anna Maria Island
9.1
Vacation home for 4 people, with terrace
Free cancellation
from $205 per night
Holmes Beach, Anna Maria Island
9.8
Vacation home for 5 people, with terrace and pool
Free cancellation
from $294 per night
Holmes Beach, Anna Maria Island
9.9
Vacation home for 2 people, with yard and terrace as well as pool
from $245 per night
Holmes Beach, Anna Maria Island
9.3
Vacation home for 4 people, with pool, with pets
Free cancellation
from $377 per night
Bradenton Beach, Anna Maria Island
9.4
Vacation home for 6 people, with terrace
Free cancellation
from $428 per night
Bradenton Beach, Anna Maria Island
9.5
Vacation home for 4 people, with yard and balcony
Free cancellation
from $322 per night
Holmes Beach, Anna Maria Island
9.7
Vacation home for 6 people, with yard and terrace
from $383 per night
Bradenton Beach, Anna Maria Island
9.9
Vacation home for 4 people, with balcony
Free cancellation
from $252 per night
Holmes Beach, Anna Maria Island
9.2
Vacation home for 4 people, with pool, with pets
Free cancellation
from $199 per night
Anna Maria (FL), Anna Maria Island
10.0
Vacation home for 4 people, with yard, with pets
Free cancellation
from $456 per night
Holmes Beach, Anna Maria Island
9.8
Vacation home for 4 people, with terrace
Free cancellation
from $224 per night
Holmes Beach, Anna Maria Island
9.5
Vacation home for 4 people, with yard and terrace, with pets
from $262 per night
Anna Maria (FL), Anna Maria Island
9.8
Vacation home for 4 people, with terrace and pool as well as yard
from $429 per night
Holmes Beach, Anna Maria Island
9.8
Vacation home for 2 people, with yard
Free cancellation
from $270 per night
Find Vacation Homes in Anna Maria Island
Best Vacation Homes in Anna Maria Island
Guests agree: these stays are highly rated for location, cleanliness, and more.
more...
Anna Maria (FL), Anna Maria Island
Vacation Home • 1098 ft² • 2 Bedrooms
Anna Maria (FL), Anna Maria Island
9.5
Welcome to Sea Breeze, our newly renovated home with 2 bedrooms / 2 bathrooms, a private dock, and an unobstructed, natural view of Bimini Bay. Smart TV, WiFi, free access to Netflix, washer/dryer, and a full kitchen with cooking essentials. Sea Breeze cottage is located at the North End of Anna Maria Island, sailboat direct to Bimini Bay, walking distance to Pine Ave, City Pier, and popular restaurants. Our private oasis has everything needed for a perfect beach vacation at the serene North End of Anna Maria Island. The entire wall of floor-to-ceiling windows frames the bay view inside the...
from $398 / night
View offer
more...
Holmes Beach, Anna Maria Island
Vacation Home • 495 ft² • 1 Bedroom
Holmes Beach, Anna Maria Island
9.7
Villa #5 Seashell by AMI Locals3605 Gulf Dr, Unit #5, Holmes Beach, FL 34217Your dream beach getaway awaits at Villa #5 Seashell, a vibrant one bedroom, one bath villa just a two-minute walk from the sparkling shores of Holmes Beach! Nestled within the charming Islands West Resort, this coastal retreat is ideal for couples or small families looking for a relaxing escape. Enjoy the shared heated pool, lush tropical landscaping, and prime location near Anna Maria Island’s best dining, shopping, and the free island trolley!Highlights- 2-minute walk to Manatee Beach- 1 Bedroom / 1 Bathroom- 1 K...
from $377 / night
View offer
more...
Holmes Beach, Anna Maria Island
Vacation Home • 1292 ft² • 3 Bedrooms
Holmes Beach, Anna Maria Island
9.6
Private Island Home with heated pool! This is a single whole house. The walk to beach is 4-5 minutes! Call me to arrange shorter stays You will love this Key West style private home on Anna Maria Island. The home is only a short walk to the pristine beaches of Anna Maria Island. And great restaurants!The house is uniquely located at the end of a quiet cul-de-sac with no traffic, making it very peaceful & child friendly. Your island home has 3 bedrooms: 1 queen bedroom, 2 singles bedroom and 2 singles bedroom (double daybed trundle). Also, queen size pull-out couch. The home has free WIF...
from $256 / night
View offer
