Anna Maria Rentals
From $488 per night (USD)VRBO
Briney Breezes - Old Florida living with modern comforts
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
308 TARPON ST. BRINEY BREEZES This three bedroom, three bath dream home is the perfect way to experience all that Anna M ...
From $488 per night (USD)VRBO
From $902 per night (USD)Expedia
Anna Maria Beach Cottage 110 Traditional beach cottage, moments from the sand!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This rental is part of the Anna Maria Beach Cottages. More information on this charming property below! Cottage 110 is ...
From $902 per night (USD)Expedia
From $589 per night (USD)VRBO
Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This rental is part of the Anna Maria Beach Cottages. More information on this charming property below! Cottage 109G is ...
From $589 per night (USD)VRBO
From $810 per night (USD)Expedia
Adorable Cottage moments to beach w\/ pool, beach gear, bikes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This rental is part of the Anna Maria Beach Cottages. More information on this charming property below! Escape to Cotta ...
From $810 per night (USD)Expedia
From $554 per night (USD)VRBO
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This rental is part of the Anna Maria Beach Cottages. More information on this charming property below! Cottage 110B is ...
From $554 per night (USD)VRBO
From $968 per night (USD)Expedia
Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This rental is part of the Anna Maria Beach Cottages. More information on this charming property below! Sassy Seagull C ...
From $968 per night (USD)Expedia
From $625 per night (USD)VRBO
Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This rental is part of the Anna Maria Beach Cottages. More information on this charming property below! Cottage 107A is ...
From $625 per night (USD)VRBO
From $624 per night (USD)Expedia
Anna Maria Beach Cottage 109A -Old-Florida beach cottage, steps to the beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This rental is part of the Anna Maria Beach Cottages. More information on this charming property below! Cottage 109A i ...
From $624 per night (USD)Expedia
From $585 per night (USD)VRBO
Anna Maria Updated Studio moments from the sand w\/ Pool, Beach Gear & Bikes
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This rental is part of the Anna Maria Beach Cottages. More information on this charming property below! Cottage 107G is ...
From $585 per night (USD)VRBO
From $852 per night (USD)Expedia
Charming Cottage with modern amenities close to beach w\/ pool, beach gear, bikes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This rental is part of the Anna Maria Beach Cottages. More information on this charming property below! Cottage 110A i ...
From $852 per night (USD)Expedia
From $1243 per night (USD)VRBO
Flirty Flamingo Cottage Updated beach cottage, moments from the sand, w\/pool!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This rental is part of the Anna Maria Beach Cottages. More information on this charming property below! Flirty Flaming ...
From $1243 per night (USD)VRBO
From $695 per night (USD)Expedia
Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This rental is part of the Anna Maria Beach Cottages. More information on this charming property below! Cottage 110G is ...
From $695 per night (USD)Expedia
From $782 per night (USD)VRBO
Blue Heron Beach House: Canal-front pool home near Pine Ave.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Blue Heron Beach House! This beautiful, newly renovated home is located in the heart of Anna Maria on a deep ...
From $782 per night (USD)VRBO
From $1120 per night (USD)Expedia
Funky Beach Farmhouse: Beautiful Bay views, heated pool, hot tub, lounge area
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
We invite you to come enjoy your vacation at the Funky Beach Farmhouse! This professionally decorated beach house is sur ...
From $1120 per night (USD)Expedia
From $750 per night (USD)VRBO
Coconut Cottage by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Coconut Cottage! This beautiful 3-bedroom, 2-bathroom cottage has 1,620 square feet of elevated living space ...
From $750 per night (USD)VRBO
From $330 per night (USD)Expedia
Stylish bayside condo with WiFi & pool - close to the beach & restaurants
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
South Bay Inn 3 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $330 per night (USD)Expedia
From $884 per night (USD)VRBO
Beach House w\/ pool on the north end of AMI
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Charming 3 bedroom elevated home with a private pool at 123 Hammock Road in Anna Maria which is only 2 short blocks to t ...
From $884 per night (USD)VRBO
From $383 per night (USD)Expedia
Updated bayside condo with heated pool - across the street from the beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
South Bay Inn 1 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $383 per night (USD)Expedia
From $878 per night (USD)VRBO
Charming cottage with heated pool, tropical landscaping in prime location.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Starfish Cottage has been recently renovated while maintaining all the charm of an old Florida Key West style bungal ...
From $878 per night (USD)VRBO
From $232 per night (USD)Expedia
Ground-floor duplex with fast WiFi, central AC & grill
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
21 Palms Unit B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $232 per night (USD)Expedia
From $1589 per night (USD)VRBO
Impressive Luxury Home steps to the Beach! Great Pool and Spa! - Grande Haven
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 16
Grande Haven by AMI Locals Home in Anna Maria, Florida VR18-000049 Welcome to Grande Haven, a sleek vacation home direc ...
From $1589 per night (USD)VRBO
From $811 per night (USD)Expedia
Beach Pearl - Private Pool Home - By Island Real Estate Vacations
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Just a short stroll from Gulf of Mexico beaches, Anna Maria vacation rental “Beach Pearl” offers a luxurious getaway exp ...
From $811 per night (USD)Expedia
From $1448 per night (USD)VRBO
Tern Key - Luxury Canal-Front Home w\/ Heated Pool, Spa, Dock, & Close to Bean Point Beaches
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Tern Key! On Anna Maria Island (Anna Maria, FL) Newly Built Luxury Canal-Front Home with Pool, Spa, and Priv ...
From $1448 per night (USD)VRBO
From $1077 per night (USD)Expedia
Pink Palm: Dog-friendly, 6-bedroom, 3-min walk to beach!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Pink Palm is one of the most impressive vacation rentals on Anna Maria Island! The home is located just a half a block a ...
From $1077 per night (USD)Expedia
From $1205 per night (USD)VRBO
Still Waters Beach House- A north end tropical getaway.
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Welcome to Still Waters Beach House! Come rest and be refreshed in one of the most family friendly and spacious (3600+ S ...
From $1205 per night (USD)VRBO
From $844 per night (USD)Expedia
Quiet Canal Home, Walking Distance to Bay Beach, Heated Pool!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Our Tern by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 VR22-000023 Welcome to Our Tern, a stunnin ...
From $844 per night (USD)Expedia
From $2132 per night (USD)VRBO
Rum Cove-Magical Tropical Oasis: Pool\/Hot Tub, Golf Cart, Kayak
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
Welcome to the Rum Cove Experience! This magical home is a one-of-a-kind oasis on a one-of-a-kind island located right ...
From $2132 per night (USD)VRBO
From $710 per night (USD)Expedia
Over the Moon - By Island Real Estate Vacations
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
“Over the Moon” located on the North end of Anna Maria is an adorable 3 bedroom, 2 bathroom cottage that spaciously acco ...
From $710 per night (USD)Expedia
From $692 per night (USD)VRBO
Lovely island home w\/ private pool - 1 block to Pine Street, 2 dogs OK
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Spring Oasis Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $692 per night (USD)VRBO
From $1997 per night (USD)Expedia
Banyan Beach: Steps to Beach, Pool, Game Room, Putting Green by Anna Maria Life Vacation Rentals
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Banyan Beach by Anna Maria Life Vacation Rentals 104 Beach Ave, Anna Maria, FL 34216 What You'll Love About This Home: ...
From $1997 per night (USD)Expedia
From $2736 per night (USD)VRBO
Snook Lookout: Canal Home, Pool, Game Room, Putting Green by Anna Maria Life Vacation Rentals
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 8
Snook Lookout by Anna Maria Life Vacation Rentals 211 Oak Ave, Anna Maria, FL 34216 What You'll Love About This Home: L ...
From $2736 per night (USD)VRBO
From $1178 per night (USD)Expedia
Luxury 4-Bedroom Home Near Beach with Pool & Spa at Under The Sea, Anna Maria!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
Under The Sea by AMI Locals 118 Peppertree Lane, Anna Maria, Florida VR17-000055 Welcome to Under The Sea! This stun ...
From $1178 per night (USD)Expedia
From $1154 per night (USD)VRBO
Stunning 5 bedroom Luxury home, Pool and Spa, beach VIEWS!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Coastal Queen by Anna Maria Island Locals Home in Anna Maria, FL Located just one street from the sugary white sands of ...
From $1154 per night (USD)VRBO
From $2368 per night (USD)Expedia
Gulfview Estate: Beachfront luxury home with sweeping Gulf views
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Welcome to Gulfview Estate, your exquisite beachfront retreat where luxury meets tranquility. This stunning 5-bedroom, 4 ...
From $2368 per night (USD)Expedia
From $884 per night (USD)VRBO
4 Beds 4.5 Bath with Pool 3 Blocks to Beach
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
You won't be disappointed with this home! This 4 bedroom, 4.5 bathroom home is located in the heart on ANNA MARIA ISLAND ...
From $884 per night (USD)VRBO
From $938 per night (USD)Expedia
4 Bed 4.5 Bath Family Friendly, 3 Blocks to Gulf
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
You won't be disappointed with this brand home! This home has 4 bedrooms each with an en-suite washroom, home is located ...
From $938 per night (USD)Expedia
From $501 per night (USD)VRBO
Beach N Bay 206 by Duncan Real Estate
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Beach N Bay 206! Pool COOLING for hot summer days! A honeymooners delight or a couple's retreat! ...
From $501 per night (USD)VRBO
From $1023 per night (USD)Expedia
Sea Song - DIRECT GULFRONT HOUSE - By Island Real Estate Vacations
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
“Sea Song” is an adorable Anna Maria Island vacation rental cottage nestled in the flour soft sand of Bean Point to allo ...
From $1023 per night (USD)Expedia
From $774 per night (USD)VRBO
Sand Dollar Dream - Remodeled Canal Private Pool Home - By Island Real Estate Va
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
The perfect spot for your next island getaway, “Sand Dollar Dream” is a gorgeous canal front private pool home with ever ...
From $774 per night (USD)VRBO
From $1280 per night (USD)Expedia
Stay at Spring Haven a Anna Maria Family Rental with Pool Near Beach & Pine Ave
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Spring Haven by AMI Locals Home in Anna Maria, Florida VR18-000154 Experience the perfect family vacation at Spring ...
From $1280 per night (USD)Expedia
From $932 per night (USD)VRBO
AMI Bay Breeze: Heated pool, outdoor bar, beautifully updated.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to AMI Bay Breeze! This newly renovated, 3 bedroom 2 bathroom home is the perfect escape for your next vacation ...
From $932 per night (USD)VRBO
From $1150 per night (USD)Expedia
Gorgeous island luxury home just one block to the Beach! Come stay with us!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Tahiti Bay by AMI Locals Home in Anna Maria, FL VR16-000466 Welcome to Tahiti Bay, a stunning vacation rental wi ...
From $1150 per night (USD)Expedia
From $373 per night (USD)VRBO
Bay-facing condo with amazing views and heated pool - beach across the street
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
South Bay Inn 2 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $373 per night (USD)VRBO
From $447 per night (USD)Expedia
Beautiful Villa, Perfect Small Getaway. Close to beach, beach gear provided!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Cute Villa in the heart of Anna Maria! Palm Court Villas are located in the heart of Anna Maria Village with a short st ...
From $447 per night (USD)Expedia
From $1357 per night (USD)VRBO
Salty C Cottage Spectacular canal front home with pool and hot tub!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Gorgeous and recently remodeled 4 bedroom, 3 1/2 bath ground level home with amazing designer touches and finishes throu ...
From $1357 per night (USD)VRBO
From $594 per night (USD)Expedia
Sea Spray 5: *Heated Pool *Steps to beach *Close to shops and dining
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
**Photos Updated April 2025** The Sea Spray Cottages are an adorable group of Units located in the North End of Anna Mar ...
From $594 per night (USD)Expedia
From $1415 per night (USD)VRBO
Golf Cart, Bimini Cove by SeaBreeze Vacation
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
A 6-person electric golf cart is included with any new reservation for this property! You must be 21 years old and show ...
From $1415 per night (USD)VRBO
From $746 per night (USD)Expedia
A Bay From It All: Private backyard oasis, steps to Bay, Bean Point
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Leave the stress of everyday life and get "A Bay From it All"! This amazing 3 bedroom / 3 full bathroom home on the cove ...
From $746 per night (USD)Expedia
From $445 per night (USD)VRBO
MI Oasis Getaway! Just 200 Steps to the Beach on a very quiet street
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Open for business in 2025! We are ready to host you and your family!!MI Oasis Getaway is a true oasis on both the outsi ...
From $445 per night (USD)VRBO
From $454 per night (USD)Expedia
Ideal Location, Stunning Villa! Close to beach, beach gear provided!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
❗ Flexible check in days for most of the year--with the exception of holidays. Friday arrivals and departures during Pe ...
From $454 per night (USD)Expedia
From $1063 per night (USD)VRBO
Luxury Home with Pool and Dock for Fishing!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Pelican's Nest by AMI Locals Home in Anna Maria, Florida VR20-000006 Experience the ultimate canal front escape at Peli ...
From $1063 per night (USD)VRBO
From $386 per night (USD)Expedia
Charming 2br \/ 1ba Cottage < 2 Min Walk From Beach on Anna Maria Island Florida
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Built in 1924, Sunset Cottages’ beautifully maintained woodwork coupled with updated amenities delivers an authentic Flo ...
From $386 per night (USD)Expedia
From $904 per night (USD)VRBO
Island Time: AMI North End, Pool, Close to City Pier & Pine Ave by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island Time by Anna Maria Life Vacation Rentals 426 Spring Ave., Anna Maria, FL 34216 What You'll Love About This Home ...
From $904 per night (USD)VRBO
From $1423 per night (USD)Expedia
Bean Point Beachfront- Beachfront 4 bedroom private home with pool\/spa
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
At A Glance Gulf-Front, Beach side Home Spacious Backyard Deck with Covered Dining Area, TV & Gas BBQ Grill NEW Private ...
From $1423 per night (USD)Expedia
From $1151 per night (USD)VRBO
Sunset Point- Beachfront 4 bedroom with private pool with views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Sunset Point 765 North Shore Drive, Anna Maria What you will love about this property: • Direct Gulf Front • Beach is ...
From $1151 per night (USD)VRBO
From $822 per night (USD)Expedia
Golf Cart, Stonehenge by SeaBreeze Vacation
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS WITH A CHECK-IN DATE AFTER 4/26/25! All Drivers must be over the age ...
From $822 per night (USD)Expedia
From $567 per night (USD)VRBO
*NEW LISTING* Boutique Spanish-Style Villa - perfect for family\/couple getaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This unique, beautifully appointed Boutique Spanish Style Villa on the North End of Anna Maria Island is a perfect getaw ...
From $567 per night (USD)VRBO
From $215 per night (USD)Expedia
2nd-floor condo across the street from the beach with heated pool, balcony, W\/D
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
South Bay Inn 4 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $215 per night (USD)Expedia
From $1410 per night (USD)VRBO
Island Therapy: Pool, Canal, Dock, Outdoor Fun & Games!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Island Therapy by Anna Maria Life Vacation Rentals 103 Gull Drive, Anna Maria, FL 34216 What You'll Love About This Hom ...
From $1410 per night (USD)VRBO
From $1090 per night (USD)Expedia
Reel Deal: Water Views, Elevator, Pool by Anna Maria Life Vacation Rentals
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Reel Deal by Anna Maria Life Vacation Rentals 505 S Bay, Anna Maria, FL 34216 What You'll Love About This Home: Locatio ...
From $1090 per night (USD)Expedia
From $1177 per night (USD)VRBO
Cedar Sunsets - 4 bed, 4 bath, Beach Block
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Make memories at this beautiful, new beach home with private pool. Only 4 houses to the beautiful white sand beaches of ...
From $1177 per night (USD)VRBO
From $314 per night (USD)Expedia
Blue Waters~Anna Maria, Private Home, Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Are you looking for Peace and Quiet and a place you can bring your dog too? Look no further than "Blue Waters." This lo ...
From $314 per night (USD)Expedia
From $878 per night (USD)VRBO
White Palms by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Introducing White Palms, an exquisite coastal retreat nestled in the coveted north end of Anna Maria Island. * Private ...
From $878 per night (USD)VRBO
From $863 per night (USD)Expedia
Casa Cay by Duncan Real Estate
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Casa Cay! This Bay front pool home on Anna Maria Island sounds like an absolute paradise! With ...
From $863 per night (USD)Expedia
From $403 per night (USD)VRBO
Historical AMI 2 Bedroom, pet friendly beach cottage, sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
If you're longing to take a step back in time when Florida was about lazy beach days and ocean breeze evenings then look ...
From $403 per night (USD)VRBO
From $4449 per night (USD)Expedia
Lap of Luxury by Duncan Real Estate
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Lap of Luxury! This home is new as of 2022 and has been meticulously built and designed to create a spa ...
From $4449 per night (USD)Expedia
From $602 per night (USD)VRBO
Heated Pool & Spa FREE WiFi & Trolley Close to Beach Dock your Boat!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
What a splendid retreat! This canal-front home in Anna Maria offers everything you could dream of for a relaxing and mem ...
From $602 per night (USD)VRBO
From $1984 per night (USD)Expedia
Stay at Kay's Landing on Anna Maria Island—luxury 6-bedroom home with pool, views & beaches!
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 8
Welcome to Kay's Landing: A Breathtaking Retreat on Anna Maria Island Step into paradise at Kay's Landing, a stunning 6 ...
From $1984 per night (USD)Expedia
From $2991 per night (USD)VRBO
Brand new luxury Home! Canal Front with Pool, Spa, Rooftop Deck with views
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 8
Shell We Dance by Anna Maria Island Accommodations Home in Anna Maria, Florida This immaculate canal-front home is a tr ...
From $2991 per night (USD)VRBO
From $447 per night (USD)Expedia
Steps away to beaches and the Gulf, snowbird friendly, AC, free WIFI and parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island Oasis Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $447 per night (USD)Expedia
From $2457 per night (USD)VRBO
Sunset Reflections | LUXURY New Home, Private Pool, Spa, Rooftop, Game Room, and MORE!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Sunset Reflections - A Prime Location with Spectacular Views Sunset Reflections is just a short stroll from the powdery ...
From $2457 per night (USD)VRBO
From $2425 per night (USD)Expedia
Mandalay Bay - Enjoy waterfront luxury at its finest!
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 18
At A Glance Heated pool with massive 12 person hot tub Newly renovated throughout- Luxury interior at it's finest 7 be ...
From $2425 per night (USD)Expedia
From $1068 per night (USD)VRBO
Elevator - A Bean Point Paradise by SeaBreeze Vacation
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 16
Get ready to pack your bags because you'll be escaping to a tranquil oasis nestled within a lush tropical backyard, wher ...
From $1068 per night (USD)VRBO
From $908 per night (USD)Expedia
Isla Living 3 Bed \/ 2 bath \/ Waterfront \/ Kayaks
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
** Damage from the storm restored! Open for Bookings! ** Your Private Oasis Awaits at Isla Living! Discover a haven of ...
From $908 per night (USD)Expedia
From $1072 per night (USD)VRBO
Jacaranda Beach House - Privat pool - by Island Real Estate
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Discover the enchanting “Jacaranda Beach House” your perfect tropical retreat located in the serene North End of Anna Ma ...
From $1072 per night (USD)VRBO
From $811 per night (USD)Expedia
Villa Livella by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Villa Livella is an elegant Island property that promises an unforgettable experience. The 3 bedrooms and 2 bath pool ho ...
From $811 per night (USD)Expedia
From $1640 per night (USD)VRBO
New Luxury Home with Beach Views and Pool, 1 min to Beach - Siena Sky
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Siena Sky by Anna Maria Island Accommodations 10109 Gulf Drive Anna Maria, FL 34216 Welcome to Siena Sky, a new four- ...
From $1640 per night (USD)VRBO
From $949 per night (USD)Expedia
Sapphire Gulf: 5 houses to Gulf! Pool, Putting Green by Anna Maria Life Vacation Rentals
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Sapphire Gulf by Anna Maria Life Vacation Rentals 117 Peppertree Lane, Anna Maria, FL 34216 What You'll Love About This ...
From $949 per night (USD)Expedia
From $1044 per night (USD)VRBO
Whole Duplex with Pool! 1 min to Beach - Emerald Shores
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 8
Emerald Shores by Anna Maria Island Accommodations Home in Anna Maria, Florida Embark on your paradise getaway at Emer ...
From $1044 per night (USD)VRBO
From $510 per night (USD)Expedia
1 min to beach, Shared Pool! - Emerald Shores East
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Emerald Shores East by Anna Maria Island Accommodations Home in Anna Maria, Florida Prepare for an unforgettable vac ...
From $510 per night (USD)Expedia
From $1170 per night (USD)VRBO
Newly Renovated Pet Friendly Waterview w\/Private Heated Pool\/Spa & Cabana Bar
- Bedrooms:
- 4
- Bathrooms:
- 8
- Sleeps:
- 16
Enjoy breathtaking views of Egmont Key, Tampa Bay, and the Gulf of Mexico right from your doorstep! Walk straight ahead ...
From $1170 per night (USD)VRBO
From $1638 per night (USD)Expedia
Rooftop deck with Spectacular Beach Views - Sea Creatures Cottage
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Sea Creatures Cottage by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 Experience the ultimate beach ...
From $1638 per night (USD)Expedia
From $2740 per night (USD)VRBO
Resort-Style Home with Lazy River Pool and Beach Views - Nautical Situation
- Bedrooms:
- 10
- Bathrooms:
- 8
- Sleeps:
- 8
Nautical Situation by Anna Maria Island Accommodations Home in Anna Maria, Florida Welcome to the Nautical Situation! ...
From $2740 per night (USD)VRBO
From $853 per night (USD)Expedia
Rainbow Reef: Close to Bean Point, Pool, Game Room by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Rainbow Reef by Anna Maria Life Vacation Rentals 720 Holly Rd, Anna Maria, FL 34216 What You'll Love About This Home: L ...
From $853 per night (USD)Expedia
From $588 per night (USD)VRBO
Charming 3-bedroom house in Anna Maria with Private Pool & Spa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to this lovely house in picturesque Anna Maria. With 3 bedrooms including 2 king beds and 1 twin bed, this cozy r ...
From $588 per night (USD)VRBO
From $919 per night (USD)Expedia
Rose Quartz: 2.5 Blocks to Beach! Pool & Spa
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Rose Quartz by Anna Maria Life Vacation Rentals 308 Magnolia, Anna Maria, FL 34216 What You'll Love About This Home: Lo ...
From $919 per night (USD)Expedia
From $851 per night (USD)VRBO
1 min to beach, Beach Views, Shared Pool! - Emerald Shores East
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Emerald Shores West by Anna Maria Island Accommodations Home in Anna Maria, Florida Welcome to Emerald Shores West! ...
From $851 per night (USD)VRBO
From $808 per night (USD)Expedia
Manatee Manor by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Discover the ultimate retreat at Manatee Manor, a dream vacation rental nestled in the highly sought-after North End of ...
From $808 per night (USD)Expedia
From $1704 per night (USD)VRBO
New Luxury Getaway on Anna Maria Island
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to your vacation rental, a stunning home nestled in the heart of Anna Maria Island, where the serene intercoasta ...
From $1704 per night (USD)VRBO
From $760 per night (USD)Expedia
Bean Point Bliss by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Bean Point Bliss! This stunning 3-bedroom, 2-bathroom pool home has plenty of room for the whole family. Bean ...
From $760 per night (USD)Expedia
From $840 per night (USD)VRBO
Rainbow Fish: 1.5 blocks to beach! Pool, Spa & Game Room
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Rainbow Fish by Anna Maria Life Vacation Rentals 210 Archer Way, Anna Maria, FL 34216 What You'll Love About This Home: ...
From $840 per night (USD)VRBO
From $1012 per night (USD)Expedia
Family Getaway at A Change in Latitude: Private Pool, Games, 5 Mins to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
A Change in Latitude by AMI Locals Home in Anna Maria, Florida Welcome to A Change in Latitude! This elevated three-bed ...
From $1012 per night (USD)Expedia
From $1941 per night (USD)VRBO
Coral Reef: 50ft to Beach, Games Galor, Rooftop Deck, Pool, Spa by Anna Maria Life Vacation Rentals
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Coral Reef by Anna Maria Life Vacation Rentals 118 Mangrove Ave, Anna Maria, FL 34216 What You'll Love About this House ...
From $1941 per night (USD)VRBO
From $1100 per night (USD)Expedia
AMI Du Soleil | Steps to the Beach, Heated Pool, Anna Maria Island, IMG
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to 'AMI Du Soleil' a ‘friend of the sun’ by StayDream Vacations. Prime Location: Walk to Anna Maria Island B ...
From $1100 per night (USD)Expedia
From $1386 per night (USD)VRBO
Dockside Dream: Luxury canal front home, dock, pool, spa and more!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Dockside Dream is a luxurious canal-front retreat on beautiful Anna Maria Island. This stunning 4-bedroom, 4.5-bathroom ...
From $1386 per night (USD)VRBO
From $1285 per night (USD)Expedia
Anna Maria Island of Palms - HotTub,Pool,Poker,Games and more
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to ISLAND OF PALMS – Your Ultimate Vacation Retreat! Escape to this stunning 5-bedroom, 3-bathroom coastal home ...
From $1285 per night (USD)Expedia
From $1604 per night (USD)VRBO
Exclusive Luxury Pool Home on Anna Maria Island, Steps to Bean Point Beach!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Love Me Blue by AMI Locals 792 Jacaranda Rd. Anna Maria, FL 34216 Experience your vacation dreams at Love Me Blue! Th ...
From $1604 per night (USD)VRBO
From $1894 per night (USD)Expedia
Luxury Anna Maria Island Rental: Rooftop Deck, Pool, & Golf Cart at Deckadence
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Deckadance by AMI Locals Home in Anna Maria, FL 34216 Experience the ultimate getaway at Deckadance! This brand-new l ...
From $1894 per night (USD)Expedia
From $1363 per night (USD)VRBO
The Oasis at Palmetto – Coastal Chic Retreat w\/ Heated Pool, Spa & Balconies, Steps to Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to The Oasis at Palmetto! On Anna Maria Island (Anna Maria, FL) Experience unparalleled relaxation at this coas ...
From $1363 per night (USD)VRBO
From $743 per night (USD)VRBO
Lakeview Hideaway - Waterfront Anna Maria
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
**Welcome to Lakeview Hideaway! A serene and beautifully appointed retreat on the north end of Anna Maria Island.** - L ...
From $743 per night (USD)VRBO