Title: Anna Maria Island Vacation Rentals from $308: Search Short-Term Rentals | Expedia.com

[Anna Maria Island Travel Guide](https://expedia.com/Anna-Maria-Island.dx553248622847118534)[Hotels in Anna Maria Island](https://expedia.com/Anna-Maria-Island-Hotels.d553248622847118534.Travel-Guide-Hotels)[Flights to Anna Maria Island](https://expedia.com/Cheap-Flights-To-Anna-Maria-Island.d553248622847118534.Travel-Guide-Flights)[Things to do in Anna Maria Island](https://expedia.com/Things-To-Do-In-Anna-Maria-Island.d553248622847118534.Travel-Guide-Activities)[Car Rentals in Anna Maria Island](https://expedia.com/Car-Rentals-In-Anna-Maria-Island.d553248622847118534.Car-Rental-Guide)[Anna Maria Island Vacation Packages](https://expedia.com/Anna-Maria-Island.d553248622847118534.Destination-Travel-Guides)

![Anna Maria Island, FL

Pier ](https://images.trvl-media.com/place/553248622847118534/f6726703-de53-4942-875e-504e17e1a1f7.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/553248622847118534/f6726703-de53-4942-875e-504e17e1a1f7.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=553248622847118534&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=553248622847118534&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=553248622847118534&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 10 - Jul 12](https://www.expedia.com/Hotel-Search?regionId=553248622847118534&startDate=2026-07-10&endDate=2026-07-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Anna Maria Island vacation rentals

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63350000/63343100/63343037/17de2747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63350000/63343100/63343037/969e98d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/64000000/63350000/63343100/63343037/725f65de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/64000000/63350000/63343100/63343037/dec79828.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beach Condo with Pool Near Holmes Beach!

[](https://www.expedia.com/Holmes-Beach-Hotels-Poolside-Unit-At-The-Coconuts-Beachside-Complex.h63343037.Hotel-Information)

Holmes Beach

9.0/10

Wonderful

(39 reviews)

"Everything was as expected and the location is great."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Thomas T.

$706 nightly

$786 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Holmes-Beach-Hotels-Poolside-Unit-At-The-Coconuts-Beachside-Complex.h63343037.Hotel-Information)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/125000000/124520000/124518500/124518433/954e05d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/125000000/124520000/124518500/124518433/95cfa757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/125000000/124520000/124518500/124518433/ac4ba50b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124520000/124518500/124518433/c03c0e9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 1-bedroom condo with AC in Bradenton Beach

[](https://www.expedia.com/Bradenton-Beach-Hotels-Cozy-1-Bedroom-Condo-With-AC-In-Bradenton-Beach.h124518433.Hotel-Information)

Bradenton Beach

8.8/10

Excellent

(6 reviews)

"Everything was great! Would stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Todd

$256 nightly

$285 total

Mar 25 - Mar 26

Total with taxes and fees

[](https://www.expedia.com/Bradenton-Beach-Hotels-Cozy-1-Bedroom-Condo-With-AC-In-Bradenton-Beach.h124518433.Hotel-Information)

![Beach nearby, white sand, sun loungers, beach towels](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/5701c57f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 Bedroom King Suite | Premium bedding, pillowtop beds, free minibar items](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/e544b582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![King Room | Garden view](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/222a0692.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/2b81b23e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Haley's at The Anna Maria Island Inn

[](https://www.expedia.com/Sarasota-Hotels-Haleys-Couples-Retreat.h897646.Hotel-Information)

Holmes Beach

8.6/10

Excellent

(440 reviews)

"Incredible location, great room! Loved everything! Would def come back!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Laís Fernanda

$390 nightly

$441 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Haleys-Couples-Retreat.h897646.Hotel-Information)

![2 restaurants, lunch, dinner served; seafood](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/438d3231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Royal Palm Two Bedroom Townhome | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/3ba3b136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Royal Palm Two Bedroom Townhome | Premium bedding, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/c1732e7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sabal Palm One Bedroom | Premium bedding, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/538b5f28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bridgewalk Resort

[](https://www.expedia.com/Sarasota-Hotels-Bridgewalk-A-Landmark-Resort.h1045894.Hotel-Information)

Bridge Street

9.4/10

Exceptional

(787 reviews)

"So nice to walk to restaurants and shops. Very walkable. Clean. Updated and relaxing atmosphere. Parking was really convenient and accessible. Would stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Deborah

$272 nightly

$308 total

Apr 20 - Apr 21

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Bridgewalk-A-Landmark-Resort.h1045894.Hotel-Information)

![Premium bedding, pillowtop beds, minibar, free cribs/infant beds](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/bdd0449e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/a71dc126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury King Suite | Bathroom | Shower, free toiletries, towels](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/d1ed3392.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/74884b5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Seabreeze at Anna Maria Island Inn

[](https://www.expedia.com/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.Hotel-Information)

Bradenton Beach

9.0/10

Wonderful

(86 reviews)

"Very nice room with great beachside gulf views."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

PEGGY

$385 nightly

$435 total

Apr 20 - Apr 21

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/63000000/63000000/62992200/62992152/54820e50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/63000000/63000000/62992200/62992152/3d538ac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/63000000/63000000/62992200/62992152/b18d8140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/63000000/63000000/62992200/62992152/09e81533.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Freshly Remodeled Island Suite w/ Pool & Pet Friendly

[](https://www.expedia.com/Anna-Maria-Hotels-Well-Appointed-Beach-Condo-With-Pool-Access.h62992152.Hotel-Information)

Anna Maria

8.2/10

Very Good

(43 reviews)

"Everything about the property was great, especially the location, which is walking distance away from restaurants and island shops."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ron H.

$327 nightly

$366 total

Mar 26 - Mar 27

Total with taxes and fees

[](https://www.expedia.com/Anna-Maria-Hotels-Well-Appointed-Beach-Condo-With-Pool-Access.h62992152.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980565/a95e1b75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980565/c667c331.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980565/4ef31794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980565/1cd9b0be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Freshly Remodeled Island Suite w/ Pool & Pet Friendly

[](https://www.expedia.com/Anna-Maria-Hotels-Convenient-Well-Located-Condo-WShared-WasherDryer.h62980565.Hotel-Information)

Anna Maria

8.0/10

Very Good

(29 reviews)

"Great location, will come back again. Very clean..."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

albert V.

$254 nightly

$283 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Anna-Maria-Hotels-Convenient-Well-Located-Condo-WShared-WasherDryer.h62980565.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/4174e2ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe King Room | Living area | 55-inch Smart TV with digital channels, TV](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/8aab0088.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![King Island Room | Minibar, individually decorated, individually furnished](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/641604d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe King Room | Minibar, individually decorated, individually furnished](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/ac1ab701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pelican Post at Anna Maria Island Inn

[](https://www.expedia.com/Sarasota-Hotels-Pelican-Post.h67676083.Hotel-Information)

Bradenton Beach

9.2/10

Wonderful

(380 reviews)

"Room clean - great location"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Elizabeth

$277 nightly

$313 total

Apr 14 - Apr 15

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Pelican-Post.h67676083.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/101000000/100890000/100886800/100886783/816a13f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100890000/100886800/100886783/2c70e471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100890000/100886800/100886783/bf3a7420.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100890000/100886800/100886783/574e804a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury 7BR|Gulf & Bay Views +1 min Walk to Beach

[](https://www.expedia.com/Bradenton-Beach-Hotels-Short-Stays-Available-View-From-The-Top.h100886783.Hotel-Information)

Bradenton Beach

10/10

Exceptional

(12 reviews)

"Good location ,gorgeous house."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sabah N.

$2,112 nightly

$2,305 total

Apr 13 - Apr 14

Total with taxes and fees

[](https://www.expedia.com/Bradenton-Beach-Hotels-Short-Stays-Available-View-From-The-Top.h100886783.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/84000000/83400000/83391600/83391543/e5386341.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83400000/83391600/83391543/57ef73f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83400000/83391600/83391543/50da3fe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/84000000/83400000/83391600/83391543/55f79faa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mello on the Beach - Shore Enuff

[](https://www.expedia.com/Holmes-Beach-Hotels-Mello-On-The-Beach-Shore-Enuff.h83391543.Hotel-Information)

Holmes Beach

10/10

Exceptional

(22 reviews)

"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: a nice, laid-back stayproperty was very well cared for"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ellan B.

$557 nightly

$620 total

Apr 19 - Apr 20

Total with taxes and fees

[](https://www.expedia.com/Holmes-Beach-Hotels-Mello-On-The-Beach-Shore-Enuff.h83391543.Hotel-Information)

![Beach nearby, white sand, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/e8c660d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Condo, Garden View | Pillowtop beds, in-room safe, individually decorated](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/129b6c58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/8d74afd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/23e5431b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Palm Tree Villas

[](https://www.expedia.com/Sarasota-Hotels-Palm-Tree-Villas.h5411119.Hotel-Information)

Holmes Beach

9.2/10

Wonderful

(173 reviews)

"We had a great stay! The property was located within a short walk to the beach. We will be back!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveler

$636 nightly

$699 total

Apr 19 - Apr 20

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Palm-Tree-Villas.h5411119.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/716bb273.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/94307be0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/9c7447b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/0d3bae69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Bungalow with Pool and Bay Views!

[](https://www.expedia.com/Anna-Maria-Hotels-Beautiful-Bungalow-With-Pool-And-Bay-Views-Barefoot-By-The-Bay-At-Bayside-Bun.h40281514.Hotel-Information)

Anna Maria

9.6/10

Exceptional

(40 reviews)

"Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michel

$627 nightly

$700 total

Apr 19 - Apr 20

Total with taxes and fees

[](https://www.expedia.com/Anna-Maria-Hotels-Beautiful-Bungalow-With-Pool-And-Bay-Views-Barefoot-By-The-Bay-At-Bayside-Bun.h40281514.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78220000/78211400/78211391/83800e42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78220000/78211400/78211391/de60145e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, beach towels](https://images.trvl-media.com/lodging/79000000/78220000/78211400/78211391/w1024h765x0y3-1b46321c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/79000000/78220000/78211400/78211391/750872ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beach Don't Kill My Vibe by Beach Boutique Rentals

[](https://www.expedia.com/Anna-Maria-Hotels-Beach-Dont-Kill-My-Vibe-By-Beach-Boutique-Rentals.h78211391.Hotel-Information)

Anna Maria

10/10

Exceptional

(17 reviews)

"We really enjoyed our brief stay here. Very clean. Great location. Very helpful staff/owner. Great location."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Drew N.

$576 nightly

$642 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Anna-Maria-Hotels-Beach-Dont-Kill-My-Vibe-By-Beach-Boutique-Rentals.h78211391.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74060000/74052800/74052706/bb1f0af8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74060000/74052800/74052706/a04e16fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/75000000/74060000/74052800/74052706/da68f983.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/75000000/74060000/74052800/74052706/3d753256.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### One Bedroom Condo at Beachfront Resort!

[](https://www.expedia.com/Holmes-Beach-Hotels-1-Bedroom-Condo-At-Beachfront-Resort.h74052706.Hotel-Information)

Holmes Beach

9.2/10

Wonderful

(22 reviews)

"Great beach access. Quiet area."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Travis S.

$606 nightly

$676 total

Apr 15 - Apr 16

Total with taxes and fees

[](https://www.expedia.com/Holmes-Beach-Hotels-1-Bedroom-Condo-At-Beachfront-Resort.h74052706.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/052fa09b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/8e2ea5a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/459a56f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, white sand](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/0d4c4896.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Alamanda Villas

[](https://www.expedia.com/Holmes-Beach-Hotels-Alamanda-Villas.h120114144.Hotel-Information)

Holmes Beach

9.0/10

Wonderful

(8 reviews)

"Very clean and the perfect location! Close to the beach, restaurants, and the grocery! We loved the heated pool in February. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert

[](https://www.expedia.com/Holmes-Beach-Hotels-Alamanda-Villas.h120114144.Hotel-Information)

![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579352/d13cc66c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, offices](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579352/87fef08c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579352/3651a6cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579352/6ba32c6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill

[](https://www.expedia.com/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-109a-Old-Florida-Beach-Cottage.h70579352.Hotel-Information)

Anna Maria

9.6/10

Exceptional

(22 reviews)

"Mom and I just stayed for one night and had a lovely trip. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brittany B.

$584 nightly

$651 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-109a-Old-Florida-Beach-Cottage.h70579352.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980554/a97f0fce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980554/1839194a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980554/8c637972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980554/b431caa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Freshly Remodeled Island Suite w/ Pool & Pet Friendly

[](https://www.expedia.com/Anna-Maria-Hotels-Friendly-Condo-W-Shared-Pool-In-Great-Location-W-WasherDryer.h62980554.Hotel-Information)

Anna Maria

8.8/10

Excellent

(41 reviews)

"Everything was clean, quiet, beautiful, definitely we will come back."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Percy O.

$319 nightly

$356 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Anna-Maria-Hotels-Friendly-Condo-W-Shared-Pool-In-Great-Location-W-WasherDryer.h62980554.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/cc175788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/50f9a3da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/49159291.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/b018f64f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!

[](https://www.expedia.com/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-110b-Updated-Studio-Beach-Cottage.h70579361.Hotel-Information)

Anna Maria

9.8/10

Exceptional

(44 reviews)

"Location was perfect"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael S.

$509 nightly

$568 total

Apr 14 - Apr 15

Total with taxes and fees

[](https://www.expedia.com/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-110b-Updated-Studio-Beach-Cottage.h70579361.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/84000000/83400000/83391600/83391541/41718248.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/84000000/83400000/83391600/83391541/b0b93530.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83400000/83391600/83391541/cfad90d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83400000/83391600/83391541/3b06243b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mello on the Beach - Sea Duced

[](https://www.expedia.com/Holmes-Beach-Hotels-Mello-On-The-Beach-Sea-Duced.h83391541.Hotel-Information)

Holmes Beach

9.6/10

Exceptional

(24 reviews)

"Rating Details: The property manager was very helpful. The vacation rental was very clean. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a wonderful time staying at Mello for Fathers Day weekend with our two toddlers. We will definitely stay again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

kelly g.

$555 nightly

$618 total

Apr 13 - Apr 14

Total with taxes and fees

[](https://www.expedia.com/Holmes-Beach-Hotels-Mello-On-The-Beach-Sea-Duced.h83391541.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/63000000/63000000/62999900/62999855/736d7dc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/63000000/63000000/62999900/62999855/dce4b057.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/63000000/63000000/62999900/62999855/5dcb6f39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/63000000/63000000/62999900/62999855/b30e1a81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Freshly Remodeled Island Suite w/ Pool & Pet Friendly

[](https://www.expedia.com/Anna-Maria-Hotels-Convenient-Well-Equipped-Condo-WShared-Pool.h62999855.Hotel-Information)

Anna Maria

8.4/10

Very Good

(36 reviews)

"Great communication, space was exactly as described and was clean/ready for us! Thank you!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Larry R.

$295 nightly

$329 total

Apr 1 - Apr 2

Total with taxes and fees

[](https://www.expedia.com/Anna-Maria-Hotels-Convenient-Well-Equipped-Condo-WShared-Pool.h62999855.Hotel-Information)

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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## Find vacation rentals that suit your style

Private vacation homes

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Condos

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Cottages

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Villas

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Aparthotels

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Apartments

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Cabins

[](https://www.expedia.com/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America&regionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-06-18&d1=2026-06-18&endDate=2026-06-21&d2=2026-06-21&lodging=CABIN)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America&regionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-06-18&d1=2026-06-18&endDate=2026-06-21&d2=2026-06-21&lodging=HOUSE_BOAT)

Residences

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## Top Anna Maria Island Hotel Reviews

![Bali Hai Beachfront Resort and Spa](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/03108394_y.jpg)

### Bali Hai Beachfront Resort and Spa

10/10 Excellent

"The room was comfortable and was facing the pool on the ground floor which was very nice. The pool is small. The grounds are beautiful though. And the beach is just steps away."

[](https://expedia.com/Sarasota-Hotels-Bali-Hai-Beach-Resort.h36286167.Hotel-Information)

![The Retreat at Anna Maria Island Inn](https://images.trvl-media.com/lodging/84000000/83510000/83500900/83500895/e4cee807_y.jpg)

### The Retreat at Anna Maria Island Inn

10/10 Excellent

"Private heated pool at The Retreat is perfect for a relaxing swim"

[](https://expedia.com/Bradenton-Beach-Hotels-The-Retreat-At-Anna-Maria-Island-Inn.h83500895.Hotel-Information)

![Tortuga Inn Beach Resort](https://images.trvl-media.com/lodging/2000000/1060000/1054200/1054101/b1d10d73_y.jpg)

### Tortuga Inn Beach Resort

10/10 Excellent

"Close to beach. "

[](https://expedia.com/Sarasota-Hotels-Tortuga-Inn-Beach-Resort.h1054101.Hotel-Information)

![Bridgewalk Resort](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/438d3231_y.jpg)

### Bridgewalk Resort

10/10 Excellent

"Phenomenal location with awesome guest services. Our place was clean and had everything needed from beach towels, chairs and umbrella. We loved it and booked again for the fall. "

[](https://expedia.com/Sarasota-Hotels-Bridgewalk-A-Landmark-Resort.h1045894.Hotel-Information)

![Haley's at The Anna Maria Island Inn](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/5701c57f_y.jpg)

### Haley's at The Anna Maria Island Inn

8/10 Good

"Clean room. Convenient. Room was very small"

[](https://expedia.com/Sarasota-Hotels-Haleys-Couples-Retreat.h897646.Hotel-Information)

![Pelican Post at Anna Maria Island Inn](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/4174e2ab_y.jpg)

### Pelican Post at Anna Maria Island Inn

10/10 Excellent

"Room clean - great location"

[](https://expedia.com/Sarasota-Hotels-Pelican-Post.h67676083.Hotel-Information)

![Waterline Villas & Marina, Autograph Collection](https://images.trvl-media.com/lodging/16000000/15740000/15739500/15739491/c50d8ef8_y.jpg)

### Waterline Villas & Marina, Autograph Collection

10/10 Excellent

"Great location and everything very close by. The beach was a 5 min walk, the onsite pool was great and there are lots of options for charter boats right outside the front door! "

[](https://expedia.com/Sarasota-Hotels-Waterline-Marina-Resort-Beach-Club.h15739491.Hotel-Information)

![Anna Maria Beach Resort](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/1ab72d21_y.jpg)

### Anna Maria Beach Resort

10/10 Excellent

"Truly everything was as described! Really appreciated the intimateness of this resort-it is also the prettiest place on the beach. So much so that we noticed non customers brazen enough to utilize its private beach lounges and also enter the fence and indulge in the pool & hot tub. Only once did the staff address this even though we witnessed it several times during our stay. The entire resort is beautifully groomed & very clean, comfortable and our suite was spacious. Staff members were so kind & attentive when approached. It's clear they know that they can do better w their laundry turn over as its done off site which leads to guests waiting on pool & beach towels. But, that shouldnt stop anyone from enjoying themselves and booking this gem. Its location is also central to the islands hubs in the north and south ends. "

[](https://expedia.com/Holmes-Beach-Hotels-Anna-Maria-Beach-Resort.h73250924.Hotel-Information)

![Captain's Quarters at Anna Maria Island Inn](https://images.trvl-media.com/lodging/60000000/59790000/59789500/59789467/5f1d6b2b_y.jpg)

### Captain's Quarters at Anna Maria Island Inn

4/10 Poor

"We had our kids sleeping in the pullout couch in the sitting area and the door had frosted glass. There was an outside light shining so brightly into the room it looked like daytime all night and our kids barely slept. It was miserable"

[](https://expedia.com/Sarasota-Hotels-Captains-Quarters-By-AMI-Locals.h59789467.Hotel-Information)

## Find out more about Anna Maria Island

**Everything you need to know about Anna Maria Island vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Anna Maria Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Anna Maria Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Anna Maria Island vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Anna Maria Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Anna Maria Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $308 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Anna Maria Island rentals**

At Expedia, we put the best Anna Maria Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Anna Maria Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Anna Maria Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Anna Maria Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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- [Vacation Homes in Anna Maria Island ](https://expedia.com/Anna-Maria-Island-Private-Vacation-Homes.d553248622847118534-aaPrivateVacationHomes.Travel-Guide-Accommodation)
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- [Cottages in Anna Maria Island ](https://expedia.com/Anna-Maria-Island-Cottages.d553248622847118534-aaCottages.Travel-Guide-Accommodation)
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- [Motels in Anna Maria Island ](https://expedia.com/Anna-Maria-Island-Motels.d553248622847118534-aaMotels.Travel-Guide-Accommodation)
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- [Cabin Rentals in Anna Maria Island ](https://expedia.com/Anna-Maria-Island-Cabins.d553248622847118534-aaCabins.Travel-Guide-Accommodation)

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- [Fort Walton Beach - Destin All-inclusive Resorts](https://expedia.com/Fort-Walton-Beach-Destin-Hotels-All-Inclusive-Hotel.0-0-d6023392-tAllinclusiveHotel.Travel-Guide-Filter-Hotels)
- [Hotels in Fort Walton Beach - Destin](https://expedia.com/Fort-Walton-Beach-Destin-Hotels.d6023392.Travel-Guide-Hotels)
- [Hutchinson Island Oceanfront Hotels](https://expedia.com/Hutchinson-Island-Hotels-Oceanfront-Hotels.0-0-d6262820-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Fort Walton Beach - Destin Cheap Hotels](https://expedia.com/Fort-Walton-Beach-Destin-Hotels-Cheap-Hotels.0-0-d6023392-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Fort Walton Beach - Destin Oceanfront Hotels](https://expedia.com/Fort-Walton-Beach-Destin-Hotels-Oceanfront-Hotels.0-0-d6023392-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [South Florida All-inclusive Resorts](https://expedia.com/South-Florida-Hotels-All-Inclusive-Hotel.0-0-d6233792-tAllinclusiveHotel.Travel-Guide-Filter-Hotels)
- [Florida Panhandle All-inclusive Resorts](https://expedia.com/Florida-Panhandle-Hotels-All-Inclusive-Hotel.0-0-d6048212-tAllinclusiveHotel.Travel-Guide-Filter-Hotels)
- [Hotels in Highway 30A](https://expedia.com/Highway-30A-Hotels.d553248635976474465.Travel-Guide-Hotels)
- [Sanibel Captiva Island All-inclusive Resorts](https://expedia.com/Sanibel-Captiva-Island-Hotels-All-Inclusive-Hotel.0-0-d6326115-tAllinclusiveHotel.Travel-Guide-Filter-Hotels)
- [Fort Walton Beach - Destin Hotels with a Lazy River](https://expedia.com/Fort-Walton-Beach-Destin-Hotels-Hotels-With-A-Lazy-River.0-0-d6023392-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels)
- [South Florida Oceanfront Hotels](https://expedia.com/South-Florida-Hotels-Oceanfront-Hotels.0-0-d6233792-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [South Florida Family Hotels](https://expedia.com/South-Florida-Hotels-Family-Hotel.0-0-d6233792-tFamilyHotel.Travel-Guide-Filter-Hotels)
- [Fort Walton Beach - Destin Family Hotels](https://expedia.com/Fort-Walton-Beach-Destin-Hotels-Family-Hotel.0-0-d6023392-tFamilyHotel.Travel-Guide-Filter-Hotels)

Flights

- [Flights to Fort Walton Beach - Destin](https://expedia.com/Cheap-Flights-To-Fort-Walton-Beach-Destin.d6023392.Travel-Guide-Flights)
- [Flights to Highway 30A](https://expedia.com/Cheap-Flights-To-Highway-30A.d553248635976474465.Travel-Guide-Flights)
- [Fort Walton Beach - Destin Flights](https://expedia.com/lp/flights/6023392/flights-from-fort-walton-beach-destin)

Cars

- [Car rentals in Fort Walton Beach - Destin](https://expedia.com/Car-Rentals-In-Fort-Walton-Beach-Destin.d6023392.Car-Rental-Guide)

Activities

- [Things to do in Fort Walton Beach - Destin](https://expedia.com/Things-To-Do-In-Fort-Walton-Beach-Destin.d6023392.Travel-Guide-Activities)
- [Things to do in South Florida](https://expedia.com/Things-To-Do-In-South-Florida.d6233792.Travel-Guide-Activities)
- [Things to do in Southeast Florida](https://expedia.com/Things-To-Do-In-Southeast-Florida.d6047949.Travel-Guide-Activities)
- [Things to do in Northern Florida](https://expedia.com/Things-To-Do-In-Northern-Florida.d6233767.Travel-Guide-Activities)

Packages

- [Florida Panhandle Vacation](https://expedia.com/Florida-Panhandle.d6048212.Destination-Travel-Guides)

Vacation Rentals

- [Florida Panhandle Rentals](https://expedia.com/Florida-Panhandle-Vacation-Rentals.d6048212.Travel-Guide-VacationRentals)
- [Highway 30A Rentals](https://expedia.com/Highway-30A-Vacation-Rentals.d553248635976474465.Travel-Guide-VacationRentals)
- [Central West Coast Florida Rentals](https://expedia.com/Central-West-Coast-Florida-Vacation-Rentals.d6048187.Travel-Guide-VacationRentals)
- [South Florida Rentals](https://expedia.com/South-Florida-Vacation-Rentals.d6233792.Travel-Guide-VacationRentals)
- [Sanibel Captiva Island Rentals](https://expedia.com/Sanibel-Captiva-Island-Vacation-Rentals.d6326115.Travel-Guide-VacationRentals)

General

- [Visit Northern Florida](https://expedia.com/Northern-Florida.dx6233767)
- [Visit Southeast Florida](https://expedia.com/Southeast-Florida.dx6047949)
- [Visit Clearwater-St. Pete Beaches](https://expedia.com/Clearwater-St-Pete-Beaches.dx553248621593965854)

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