Anna Maria Island Vacation Rentals

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Check prices for these dates

In two weeks
Sep 12 - Sep 14
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23
In four months
Dec 19 - Dec 21

Browse Select Anna Maria Island Vacation Homes

Beach pool House Family Vacation Home.
Beach nearby, sun loungers, beach towels

Beach pool House Family Vacation Home.

9.8 out of 10, Exceptional, (226)
"We had a great time. The house is in a very nice location and the owners were super kind and helpful. The outside space was perfect for enjoying the evenings. "
Beach pool House Family Vacation Home.
Spacious 7-bedroom home in Anna Maria~ Putt Putt, Ping Pong, 3 blocks to beach!
Interior

Spacious 7-bedroom home in Anna Maria~ Putt Putt, Ping Pong, 3 blocks to beach!

9.4 out of 10, Exceptional, (3)
"Well maintained propert and enjoyed our stay."
The price is CA $557
CA $1,828 total
includes taxes & fees
Sep 7 - Sep 8
Spacious 7-bedroom home in Anna Maria~ Putt Putt, Ping Pong, 3 blocks to beach!
Mimosa Bay: Waterfront Oasis w/ Heated Pool, Hot Tub & Bay Views
Property grounds

Mimosa Bay: Waterfront Oasis w/ Heated Pool, Hot Tub & Bay Views

10.0 out of 10, Exceptional, (1)
"Exceptional property! We truly had the most amazing stay. The property is so beautiful and clean. It has a ton of charm, and the view off the entire back of the home of the emerald green bay is unmatched!Between waking up to amazing sunrises, hearing the sound of the water, while enjoying the bay breeze and watching all of the dolphins swim by, it was one of the most serene and tranquil experiences. The pool and spa are brand new and we loved having options to swim in the pool, paddle board...
Mimosa Bay: Waterfront Oasis w/ Heated Pool, Hot Tub & Bay Views
Anna Maria Beach Condo 1/1
Property grounds

Anna Maria Beach Condo 1/1

9.8 out of 10, Exceptional, (184)
"Nice place very roomy easy check in very close to beach and restaurants"
The price is CA $220
CA $511 total
includes taxes & fees
Sep 1 - Sep 2
Anna Maria Beach Condo 1/1
Near Bean Point!! Short stays available! Heated Pool
Exterior

Near Bean Point!! Short stays available! Heated Pool

9.6 out of 10, Exceptional, (52)
"Good property with access to the beach "
Near Bean Point!! Short stays available! Heated Pool
Pet Friendly Bay-Canal Waterfront! Tiki Bar 5BR, 5BA Huge Pool, 2 Kayaks/Bikes
On the beach

Pet Friendly Bay-Canal Waterfront! Tiki Bar 5BR, 5BA Huge Pool, 2 Kayaks/Bikes

9.8 out of 10, Exceptional, (119)
"Such a beautiful property! We can't wait to go back!"
Pet Friendly Bay-Canal Waterfront! Tiki Bar 5BR, 5BA Huge Pool, 2 Kayaks/Bikes
Tortuga Bay~Canal & Waterslide Putt Putt! KAYAKS & TIKI HUT
Outdoor pool, a heated pool

Tortuga Bay~Canal & Waterslide Putt Putt! KAYAKS & TIKI HUT

The price is CA $557
CA $1,801 total
includes taxes & fees
Sep 1 - Sep 2
Tortuga Bay~Canal & Waterslide Putt Putt! KAYAKS & TIKI HUT
~NEW! OCEAN VIEW+ ROOFTOP DECK+ SWIMSPA+POOL TABLE +PUTTING GREEN- SLEEPS 14!!!
Property grounds

~NEW! OCEAN VIEW+ ROOFTOP DECK+ SWIMSPA+POOL TABLE +PUTTING GREEN- SLEEPS 14!!!

9.8 out of 10, Exceptional, (11)
"We loved our time here and can’t wait to book it for next year!"
~NEW! OCEAN VIEW+ ROOFTOP DECK+ SWIMSPA+POOL TABLE +PUTTING GREEN- SLEEPS 14!!!
Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay-
Smart TV, books

Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay-

9.8 out of 10, Exceptional, (96)
"Everything about this house was perfect for us close to the beach, quiet end of the island and the pool was perfect, will be returning again "
Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay-
SEPT,-OCT. SPECIALS, BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your dog
Exterior

SEPT,-OCT. SPECIALS, BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your dog

9.6 out of 10, Exceptional, (184)
"Great location. Private beach with great sun rise view. Close to local shops and restaurants "
The price is CA $411
CA $1,036 total
includes taxes & fees
Sep 17 - Sep 18
SEPT,-OCT. SPECIALS, BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your dog
Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!
Outdoor dining

Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!

10.0 out of 10, Exceptional, (181)
"The Bungalow was spotless, I had a fantastic stay, thank you !!!"
Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!
Island Daze | Newly Renovated Beach Retreat Steps from Bridge Street
Beach nearby

Island Daze | Newly Renovated Beach Retreat Steps from Bridge Street

9.6 out of 10, Exceptional, (71)
"Great Location and wonderful place to stay. Very Clean."
Island Daze | Newly Renovated Beach Retreat Steps from Bridge Street
Adorable Cottage ONLY STEPS to Anna Maria Beach, No Roads to Cross! FREE WiFi...
Exterior

Adorable Cottage ONLY STEPS to Anna Maria Beach, No Roads to Cross! FREE WiFi...

9.0 out of 10, Wonderful, (16)
"Easy to rent. Great location to the beach, shopping and food."
Adorable Cottage ONLY STEPS to Anna Maria Beach, No Roads to Cross! FREE WiFi...
1 Block to the Beach - LARGE Private Pool - Newly Renovated 6 Bdrm Luxury House
Beach nearby, sun loungers, beach towels

1 Block to the Beach - LARGE Private Pool - Newly Renovated 6 Bdrm Luxury House

10.0 out of 10, Exceptional, (103)
"We loved our stay! There was plenty of room for our large e"
1 Block to the Beach - LARGE Private Pool - Newly Renovated 6 Bdrm Luxury House
CHARMING COTTAGE W/HEATED POOL, Close to Gulf & Bay Beach, FREE WiFi/Trolley,...
Beach towels

CHARMING COTTAGE W/HEATED POOL, Close to Gulf & Bay Beach, FREE WiFi/Trolley,...

9.0 out of 10, Wonderful, (45)
"The house was great for our family, clean and with everything that we needed available. The pool was always clean. Location was great. "
CHARMING COTTAGE W/HEATED POOL, Close to Gulf & Bay Beach, FREE WiFi/Trolley,...
September Golf Cart Special
Dining

September Golf Cart Special

9.6 out of 10, Exceptional, (7)
"This home exceeded our expectations! Clean home, easy check in. Upon arrival you are greeted with the most spectacular gulf view and sandy beach. The pool and hot tub created a backyard oasis. We are looking to book it again:) "
September Golf Cart Special
2nd-floor duplex near the beach & bay with heated pool, grill, patio, W/D, AC
Beach

2nd-floor duplex near the beach & bay with heated pool, grill, patio, W/D, AC

8.6 out of 10, Excellent, (19)
"Open and bright accommodations, perfect for a small group. Cute Place, was clean and neat. Location was great-walkable to the beach, trolly pickup nearby. Pool is nice, but is shared so don't expect to have all to yourself. Only issue was limited pots and pans, but we made due just fine. Would stay here again!! "
2nd-floor duplex near the beach & bay with heated pool, grill, patio, W/D, AC
SUGAR REEF "B" One Minute Walk to the Beach!
Beach nearby, sun loungers, beach towels

SUGAR REEF "B" One Minute Walk to the Beach!

10.0 out of 10, Exceptional, (133)
"The beach is just a block away and it is one of the best sections of this island!"
SUGAR REEF "B" One Minute Walk to the Beach!
Perfect Anna Maria-20% off Aug/Sep 3 blocks to sugar sand beach. Heated pool.
Sun loungers, beach towels

Perfect Anna Maria-20% off Aug/Sep 3 blocks to sugar sand beach. Heated pool.

10.0 out of 10, Exceptional, (114)
"This home was perfect for our family getaway to Anna Maria. It is clean, close to the beach and the pool with the view of the canal was wonderful. Margeret and Jim were quick to respond to any communication prior to our arrival as well as during our stay. Would definitely stay again! Delightful :)"
Perfect Anna Maria-20% off Aug/Sep 3 blocks to sugar sand beach. Heated pool.
⚓Mermaid Sunrise! Coastal beach home w/pool 200 steps to beach!⚓
Fridge, microwave, oven, stovetop

⚓Mermaid Sunrise! Coastal beach home w/pool 200 steps to beach!⚓

10.0 out of 10, Exceptional, (1)
"This property was very clean and convenient to everything! We could Walker one street over to the beach or drive our golf cart over easily. The communication was great even when there was a small problem they came out quickly to take care of things. I would absolutely come back and stay again! "
⚓Mermaid Sunrise! Coastal beach home w/pool 200 steps to beach!⚓
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Anna Maria Island Hotel Reviews

Find out more about Anna Maria Island

Find out more about Anna Maria Island

Anna Maria Island Vacation Homes information

Number of reviews
Accommodation
1429 Vacation Homes
Lowest Price
CA $220
Highest Price
CA $557

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