Title: Anna Maria Island Vacation Rentals from $336: 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

[Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=553248622847118534&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=553248622847118534&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=553248622847118534&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=553248622847118534&startDate=2026-06-26&endDate=2026-06-28&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

![Property grounds](https://images.trvl-media.com/lodging/33000000/32740000/32736100/32736045/0bb008eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/33000000/32740000/32736100/32736045/fd760a5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32740000/32736100/32736045/053aefa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/33000000/32740000/32736100/32736045/4936afb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Updated bayside condo with heated pool - across the street from the beach

[](https://www.expedia.com/Anna-Maria-Hotels-Updated-Bayside-Condo-With-Heated-Pool-Across-The-Street-From-The-Beach.h32736045.Hotel-Information)

Anna Maria

9.2/10

Wonderful

(101 reviews)

"Everything was great"

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

lillybet h.

$297 nightly

$332 total

Mar 26 - Mar 27

Total with taxes and fees

[](https://www.expedia.com/Anna-Maria-Hotels-Updated-Bayside-Condo-With-Heated-Pool-Across-The-Street-From-The-Beach.h32736045.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)

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

![Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/53c59f19.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

(433 reviews)

"Location was perfect and room did the job nicely for our stay."

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

Marcellena

$297 nightly

$336 total

Mar 8 - Mar 9

Total with taxes and fees

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

![Pool](https://images.trvl-media.com/lodging/125000000/124520000/124519100/124519069/3e29f2fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/125000000/124520000/124519100/124519069/d6eea000.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124520000/124519100/124519069/5c3fc778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124520000/124519100/124519069/260c2cd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Adorable 1-bedroom condo in beautiful Bradenton Beach with AC

[](https://www.expedia.com/Bradenton-Beach-Hotels-Adorable-1-Bedroom-Condo-In-Beautiful-Bradenton-Beach-With-AC.h124519069.Hotel-Information)

Bradenton Beach

10/10

Exceptional

(6 reviews)

"Great location perfect room for 2 people. "

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

Macey

$317 nightly

$354 total

Apr 4 - Apr 5

Total with taxes and fees

[](https://www.expedia.com/Bradenton-Beach-Hotels-Adorable-1-Bedroom-Condo-In-Beautiful-Bradenton-Beach-With-AC.h124519069.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)

![Interior](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980565/4ef31794.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980565/dcd0e58b.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.

$277 nightly

$309 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 detail](https://images.trvl-media.com/lodging/63000000/63000000/62992200/62992152/54820e50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/63000000/63000000/62992200/62992152/59f71aef.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/63000000/63000000/62992200/62992152/3d538ac7.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.

$350 nightly

$390 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/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)

![TV](https://images.trvl-media.com/lodging/84000000/83400000/83391600/83391541/b9ca2ca1.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)

### 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

(23 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.

$681 nightly

$757 total

Mar 9 - Mar 10

Total with taxes and fees

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

![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)

![TV](https://images.trvl-media.com/lodging/84000000/83400000/83391600/83391543/b41801cc.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)

### 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)

"During the week the stay was perfect. We were steps from the beach. The property abuts to the public park which meant dramatically increased crowds on the weekend. Very nice stay."

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

Diana M.

$672 nightly

$748 total

Mar 8 - Mar 9

Total with taxes and fees

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

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/04e8465a.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

10/10

Exceptional

(41 reviews)

"Location was perfect"

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

Michael S.

$511 nightly

$570 total

Mar 8 - Mar 9

Total with taxes and fees

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

![A heated pool](https://images.trvl-media.com/lodging/63000000/63000000/62999900/62999855/c29830e8.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

(35 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

Mar 17 - Mar 18

Total with taxes and fees

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

![Sun loungers](https://images.trvl-media.com/lodging/91000000/90160000/90158800/90158762/0552435c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/91000000/90160000/90158800/90158762/471cb487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90160000/90158800/90158762/w1014h683x10y0-d352f6d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/91000000/90160000/90158800/90158762/74009016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa-style condo with pool and beach access - Condo 8

[](https://www.expedia.com/Holmes-Beach-Hotels-Villa-Style-Condo-With-Pool-And-Beach-Access-Condo-8.h90158762.Hotel-Information)

Holmes Beach

9.4/10

Exceptional

(164 reviews)

"Excellent location pet friendly "

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

Georgiana T.

[](https://www.expedia.com/Holmes-Beach-Hotels-Villa-Style-Condo-With-Pool-And-Beach-Access-Condo-8.h90158762.Hotel-Information)

![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579351/339be2ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579351/e17e2719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579351/581411e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579351/fb5aa1f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill

[](https://www.expedia.com/Anna-Maria-Hotels-Adorable-Cottage-Moments-To-Beach-W-Pool.h70579351.Hotel-Information)

Anna Maria

9.8/10

Exceptional

(14 reviews)

"Really nice cottages, and mgt on-site and super responsive and helpful!"

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

Jerry A.

$801 nightly

$892 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Anna-Maria-Hotels-Adorable-Cottage-Moments-To-Beach-W-Pool.h70579351.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/84000000/83400000/83391600/83391549/3653265b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/84000000/83400000/83391600/83391549/5eb26cc8.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/84000000/83400000/83391600/83391549/3a5427d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83400000/83391600/83391549/a8ce7504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mello on the Beach - Fanta Sea

[](https://www.expedia.com/Holmes-Beach-Hotels-Mello-On-The-Beach-Fanta-Sea.h83391549.Hotel-Information)

Holmes Beach

10/10

Exceptional

(17 reviews)

"Very nice place very clean everyone’s friendly"

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

Sharon C.

$681 nightly

$757 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Holmes-Beach-Hotels-Mello-On-The-Beach-Fanta-Sea.h83391549.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)

![Dining](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/65c20287.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

9.8/10

Exceptional

(39 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

$765 nightly

$853 total

Mar 11 - Mar 12

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)

![Interior](https://images.trvl-media.com/lodging/60000000/59820000/59812200/59812198/c3128774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/59820000/59812200/59812198/a54e15b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/60000000/59820000/59812200/59812198/c68840d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/60000000/59820000/59812200/59812198/294475c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful 1 Bedroom Condo with Beach Facing Balcony and Pool!

[](https://www.expedia.com/Holmes-Beach-Hotels-Beautiful-1-Bedroom-Condo-With-Beach-Facing-Balcony-And-Pool.h59812198.Hotel-Information)

Holmes Beach

9.6/10

Exceptional

(17 reviews)

"Lovely for a weekend getaway!"

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

Deb T.

$859 nightly

$957 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Holmes-Beach-Hotels-Beautiful-1-Bedroom-Condo-With-Beach-Facing-Balcony-And-Pool.h59812198.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/33000000/32740000/32735500/32735487/1cd09640.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/33000000/32740000/32735500/32735487/3affb12c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/33000000/32740000/32735500/32735487/f2e05610.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/33000000/32740000/32735500/32735487/456c0d07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish bayside condo with WiFi & pool - close to the beach & restaurants

[](https://www.expedia.com/Sarasota-Hotels-Bayside-Condo-W-A-Shared-Heated-Pool-Close-To-The-Beach-Restaurants.h32735487.Hotel-Information)

Anna Maria

9.6/10

Exceptional

(103 reviews)

"This was a beautiful stay, everything was exactly as pictured and exactly as described. We would definitely stay here again."

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

Mish N.

[](https://www.expedia.com/Sarasota-Hotels-Bayside-Condo-W-A-Shared-Heated-Pool-Close-To-The-Beach-Restaurants.h32735487.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/ef694e8c.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)

### 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 11 - Mar 12

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 nearby, sun loungers](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579363/85dc8704.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, offices](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579363/w2995h1993x3y0-46d287a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579363/6a1e2aa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579363/43d908e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!

[](https://www.expedia.com/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-110G-Updated-Beach-Cottage.h70579363.Hotel-Information)

Anna Maria

9.4/10

Exceptional

(26 reviews)

"Easy walk to the beach and restaurants. Allowed us to check in early since the place was available. "

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

Nancy E.

$584 nightly

$651 total

Mar 12 - Mar 13

Total with taxes and fees

[](https://www.expedia.com/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-110G-Updated-Beach-Cottage.h70579363.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)

![Smart TV, streaming services](https://images.trvl-media.com/lodging/79000000/78220000/78211400/78211391/0c52d5b3.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 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)

### 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

(16 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.

$499 nightly

$557 total

Mar 8 - Mar 9

Total with taxes and fees

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

![Property grounds](https://images.trvl-media.com/lodging/104000000/103550000/103544100/103544047/d77df7c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/104000000/103550000/103544100/103544047/d3b3aee2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103550000/103544100/103544047/6b7ee9b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103550000/103544100/103544047/decedb10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bayfront Villa: Dock, Walk to Beach and Bridge Street

[](https://www.expedia.com/Bradenton-Beach-Hotels-Bayfront-Home-With-Shared-Dock-Near-Attractions-Seaside-Serenity.h103544047.Hotel-Information)

Bradenton Beach

9.6/10

Exceptional

(19 reviews)

"Good view with easy walk to shops & beach."

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

Mindy M.

$625 nightly

$697 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Bradenton-Beach-Hotels-Bayfront-Home-With-Shared-Dock-Near-Attractions-Seaside-Serenity.h103544047.Hotel-Information)

![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579349/40de95d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579349/040d7994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579349/2fefe87e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579349/aa613016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes

[](https://www.expedia.com/Anna-Maria-Hotels-Anna-Maria-Updated-Studio-Moments-From-The-Sand-W-Pool.h70579349.Hotel-Information)

Anna Maria

10/10

Exceptional

(32 reviews)

"Enjoyed the property, pool, the closeness to the beach"

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

Susane D.

$522 nightly

$582 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Anna-Maria-Hotels-Anna-Maria-Updated-Studio-Moments-From-The-Sand-W-Pool.h70579349.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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Cottages

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Villas

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Condos

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Aparthotels

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Apartments

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Houseboats

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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=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=CABIN)

Residences

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## Top Anna Maria Island Hotel Reviews

![The Retreat at Anna Maria Island Inn](https://images.trvl-media.com/lodging/84000000/83510000/83500900/83500895/0ce71205_y.jpg)

### The Retreat at Anna Maria Island Inn

10/10 Excellent

"upgraded to the seaside building. large room with a great view. didn’t use pool but enjoyed the beach deck couches. "

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

![Seaside at Anna Maria Island Inn](https://images.trvl-media.com/lodging/36000000/35620000/35615900/35615805/4142ed75_y.jpg)

### Seaside at Anna Maria Island Inn

10/10 Excellent

"Could not get any closer to the beach! Beautiful sunsets right from our room . Nice location, a bit quieter than further north on the island. Trolley pick-up with in a block. Very helpful front desk. Would definitely stay here again! "

[](https://expedia.com/Sarasota-Hotels-Seaside-Inn.h35615805.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

"We absolutely love Anna Maria Beach Resort. The staff are helpful and very personable. The room was clean and comfortable. This is the second time staying at this resort. We definitely will be back!"

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

10/10 Excellent

"This hotel was in the perfect location on the island. Parking was great and the beach was just down the road. The bathroom was super tiny but everything was beautifully updated and the bed and pillows were comfortable. The heated pool was awesome and clean. The hotel provided beach towels but we were disappointed that beach chairs were not provided. We loved this pick and we will definitely return."

[](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

6/10 Okay

"Those staying here should know there's a popular bar about a half block away. Loud, live, sing-along music is sometimes happening all day long. Since the front door of the room we stayed in shows daylight around it, we could hear every word of every song. Pool looked inviting but was full of tatted-up twenty somethings loudly boozing it up. "

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

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

### Tortuga Inn Beach Resort

4/10 Poor

"No sink, had to do dishes in bathroom sink, it was sorta gross, for almost 400dollars a night after taxes very cramped on wakway, no where for family to visit"

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

![Driftwood at Anna Maria Island Inn](https://images.trvl-media.com/lodging/95000000/95000000/94993900/94993833/0a78afbb_y.jpg)

### Driftwood at Anna Maria Island Inn

10/10 Excellent

"Very clean"

[](https://expedia.com/Holmes-Beach-Hotels-Driftwood-At-Anna-Maria-Island-Inn.h94993833.Hotel-Information)

![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

"Staff was very nice and rooms were very clean. I had a great time with my son and I can't wait to come back. "

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

![Alamanda Villas](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/052fa09b_y.jpg)

### Alamanda Villas

6/10 Okay

"The condo was clean, but needed to be updated. It was overpriced in my opinion."

[](https://expedia.com/Holmes-Beach-Hotels-Alamanda-Villas.h120114144.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 $336 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.

## Explore a world of travel with Expedia

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- [Vacation Homes in Anna Maria Island ](https://expedia.com/Anna-Maria-Island-Private-Vacation-Homes.d553248622847118534-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Condo Rentals in Anna Maria Island ](https://expedia.com/Anna-Maria-Island-Condos.d553248622847118534-aaCondos.Travel-Guide-Accommodation)
- [Apartments in Anna Maria Island ](https://expedia.com/Anna-Maria-Island-Apartments.d553248622847118534-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Anna Maria Island ](https://expedia.com/Anna-Maria-Island-Cottages.d553248622847118534-aaCottages.Travel-Guide-Accommodation)
- [Villas in Anna Maria Island ](https://expedia.com/Anna-Maria-Island-Villas.d553248622847118534-aaVillas.Travel-Guide-Accommodation)
- [Resorts in Anna Maria Island ](https://expedia.com/Anna-Maria-Island-Resorts.d553248622847118534-aaResorts.Travel-Guide-Accommodation)
- [Motels in Anna Maria Island ](https://expedia.com/Anna-Maria-Island-Motels.d553248622847118534-aaMotels.Travel-Guide-Accommodation)
- [Aparthotels in Anna Maria Island ](https://expedia.com/Anna-Maria-Island-Apart-Hotels.d553248622847118534-aaApartHotels.Travel-Guide-Accommodation)
- [Cabin Rentals in Anna Maria Island ](https://expedia.com/Anna-Maria-Island-Cabins.d553248622847118534-aaCabins.Travel-Guide-Accommodation)

### Expedia's Latest Trends

Hotels

- [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)

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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