Anna Maria, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Anna Maria, Florida on RentalSaver.com!

Anna Maria Rentals

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
$Anna Maria Updated Studio moments from the sand w\/ Pool, Beach Gear & Bikes$
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
$Charming Cottage with modern amenities close to beach w\/ pool, beach gear, bikes$
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
$Flirty Flamingo Cottage Updated beach cottage, moments from the sand, w\/pool!$
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 $365 per night (USD)
VRBO
Newly renovated condo with community pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Sea You Soon by AMI Locals Condo in Holmes Beach VRC22-000162 Welcome to Sea You Soon, a newly refreshed three-level ...
From $365 per night (USD)
VRBO
From $878 per night (USD)
Expedia
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)
Expedia
From $232 per night (USD)
VRBO
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)
VRBO
From $493 per night (USD)
VRBO
Beach House Anna Maria Island, FL - 1 block to beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Welcome to this beautiful home in North Beach Village on Anna Maria Island, where coastal charm and exceptional privacy ...
From $493 per night (USD)
VRBO
From $517 per night (USD)
VRBO
Dog-friendly home with amazing backyard, pool, spa, putting green & game room
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Getaway on Gladiolus Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $517 per night (USD)
VRBO
From $1589 per night (USD)
Expedia
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)
Expedia
From $389 per night (USD)
VRBO
Coconut Bayou by Duncan Real Estate
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to The Bayou 5C! With a prime location the north side of Pine Avenue on Anna Maria Island. The Bayou 5C is the ...
From $389 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
$Tern Key - Luxury Canal-Front Home w\/ Heated Pool, Spa, Dock, & Close to Bean Point Beaches$
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 $830 per night (USD)
Expedia
Modern Beach House with excellent location
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Direct Beach Access, fully renovated beach house. Main floor master suite that walks out to large outdoor living space. ...
From $830 per night (USD)
Expedia
From $546 per night (USD)
VRBO
Private Heated Pool and Close to the beach with beach gear and Dog friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This nicely appointed 2 bedroom, 2 bath ground floor home with Private Pool is located one very short block to the beaut ...
From $546 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 $934 per night (USD)
Expedia
Luxury Home, Pool, Games, Multiple Kitchen areas, Rooftop Deck - Seas the Day
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Seas the Day by AMI Locals Home in Holmes Beach, Florida VRC22-000025 Welcome to Seas the Day! This stunning three-l ...
From $934 per night (USD)
Expedia
From $524 per night (USD)
VRBO
BEST LOCATION! NORTH END OF ANNA MARIA, FL , STEPS TO BEACH & DINING , UNIT B
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Location, Location, Location! The home located on the very desirable quiet north end of Anna Maria, Florida . This charm ...
From $524 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 $544 per night (USD)
VRBO
Private Pool - Seaglass Cottage by SeaBreeze Vacation
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located just a few sandy steps from the turquoise Gulf of Mexico, Seaglass Cottage is the Anna Maria Island beach house ...
From $544 per night (USD)
VRBO
From $641 per night (USD)
Expedia
Lakefront 3BR Duplex with Private Pool - Anna Maria Island - Island Real Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
If you’re looking to enjoy the beaches of Anna Maria Island, as well as relaxing island life, look no further than “Suga ...
From $641 per night (USD)
Expedia
$Rum Cove-Magical Tropical Oasis: Pool\/Hot Tub, Golf Cart, Kayak$
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
Click For Pricing
VRBO
Gulf of Mexico On The BEACH !
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
1 Bedroom, 1 Bath with full Pullman Kitchen. Sleeps 4, Pull Out Couch in Living Room. Directly on the BEACH !! Pool and ...
Click For Pricing
VRBO
From $648 per night (USD)
Expedia
Close to Beach with Private Saltwater Pool - Casa Azul
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Casa Azul by Anna Maria Island Locals Home in Holmes Beach, FL VRC21-000108 Casa Azul is a stunning vacation home nest ...
From $648 per night (USD)
Expedia
$Lovely island home w\/ private pool - 1 block to Pine Street, 2 dogs OK$
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 $505 per night (USD)
Expedia
Beach n It: Dog Friendly, Pool, Convenient to all of AMI by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beach n It by Anna Maria Life Vacation Rentals 410 Bay Palms Dr., Holmes Beach, FL 34217 What you'll love about this ho ...
From $505 per night (USD)
Expedia
From $1997 per night (USD)
VRBO
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)
VRBO
From $340 per night (USD)
Expedia
Sand Dollar: Poolside Condo 2 Blocks to Beach by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
6604 Holmes Blvd #2, Holmes Beach, FL 34217 What You'll Love About This Home: Location! Two blocks to the beach! 2 Bedr ...
From $340 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 $1314 per night (USD)
Expedia
Amazing home with WATERSLIDE! One Block off beach! Life is Just Beachy here!
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Welcome to Just Beachy on beautiful Anna Maria Island! Have the trip of a lifetime at this beautifully appointed 6 bedro ...
From $1314 per night (USD)
Expedia
From $1036 per night (USD)
VRBO
Mainsail Beach Inn 2 Bedroom Beach Facing Unit
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The furnishings and appointments in your private Holmes Beach vacation rental are elegant, fresh and bright. The two bed ...
From $1036 per night (USD)
VRBO
From $1137 per night (USD)
Expedia
Mainsail Beach Inn 2 Bedroom Beach Front Unit
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The furnishings and appointments in your private Holmes Beach vacation rental are elegant, fresh and bright. The two bed ...
From $1137 per night (USD)
Expedia
From $1263 per night (USD)
VRBO
Mainsail Beach Inn 3 Bedroom Beach Front unit
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Our spacious three bedroom beachfront retreats offer up to 1,627 square feet of fully furnished living space, perfect fo ...
From $1263 per night (USD)
VRBO
From $1072 per night (USD)
Expedia
Mainsail Beach Inn 3 Bedroom Townhouse
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
The interior decor in your private Holmes Beach vacation rental is elegant, fresh and bright. These three bedroom, three ...
From $1072 per night (USD)
Expedia
From $2368 per night (USD)
VRBO
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)
VRBO
From $346 per night (USD)
Expedia
Townhome near the beach with heated pool!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Two Sisters by Anna Maria Island Accommodations Townhome in Holmes Beach. FL 34217 Welcome to Two Sisters, an adorable ...
From $346 per night (USD)
Expedia
$\La Casita\ Beautiful, Elegant Florida Cottage, 1 Minute Walk to the Beach!$
From $304 per night (USD)
VRBO
\"La Casita\" Beautiful, Elegant Florida Cottage, 1 Minute Walk to the Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled in beautiful tropical landscaping, this 2 bed, 2 bath beach cottage vacation rental blends simple elegance with ...
From $304 per night (USD)
VRBO
From $892 per night (USD)
Expedia
Mangrove Mojito: Canal, Pool, Hot Tub, Dock!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Gorgeous and spacious is this 4 Bedroom/3 Bath Home in a desirable north-end location, just steps to Historic Pine Avenu ...
From $892 per night (USD)
Expedia
$Anna Maria Island Rentals - Beach Front - \Angels Envy\ -Rod & Reel Pier Retreat$
From $500 per night (USD)
VRBO
Anna Maria Island Rentals - Beach Front - \"Angels Envy\" -Rod & Reel Pier Retreat
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
First, Anna Maria Island is broken up into 3 cities, Anna Maria, Holmes Beach and Bradenton Beach. The City of Anna Mar ...
From $500 per night (USD)
VRBO
From $653 per night (USD)
Expedia
8 Palms: Gorgeous heated pool and lounge area, with putt-putt!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
8 palms is a beautiful 3 bedroom 2 bath home on the North end of Anna Maria Island. The property is newly renovated and ...
From $653 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 $833 per night (USD)
Expedia
The Sunset Place- Unbeatable location. Gorgeous Sunsets. Updated Coastal Gem
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
New to the Vacation Rental Market and awaiting your Reviews! Only a few steps from the sugar white beaches and crystal ...
From $833 per night (USD)
Expedia
From $1636 per night (USD)
VRBO
Mahi Mahi:North End, Pool & Spa, Game Room, 1.5 Blocks to Beach by Anna Maria Life Vacation Rentals
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Mahi Mahi by Anna Maria Life Vacation Rentals 213 Elm, Anna Maria, FL 34216 What You'll Love About This Home: Location! ...
From $1636 per night (USD)
VRBO
From $884 per night (USD)
Expedia
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)
Expedia
From $938 per night (USD)
VRBO
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)
VRBO
From $1169 per night (USD)
Expedia
All's Well on AMI: Spacious with pool, hot tub, walk to beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
All's Well on AMI is a brand new custom built home just steps from the gulf! This spacious property has an oversized kit ...
From $1169 per night (USD)
Expedia
From $1216 per night (USD)
VRBO
Mainsail Beach Inn 3 Bedroom Beach Facing Unit
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Our spacious three bedroom beachfront retreats offer up to 1,627 square feet of fully furnished living space, perfect fo ...
From $1216 per night (USD)
VRBO
From $809 per night (USD)
Expedia
Charming Bungalow with Fabulous Location and Private Pool!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
***Our home, like so many others on the island, was affected by hurricanes Helene and Milton. It is currently undergoing ...
From $809 per night (USD)
Expedia
From $1194 per night (USD)
VRBO
Mainsail Beach Inn 3 Bedroom Beach Front Unit
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Our spacious three bedroom beachfront retreats offer up to 1,627 square feet of fully furnished living space, perfect fo ...
From $1194 per night (USD)
VRBO
From $806 per night (USD)
Expedia
Mainsail Beach Inn 2 Bedroom
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
The stunning newly rennovated interiors in your private Holmes Beach vacation rental are elegant, fresh and bright. The ...
From $806 per night (USD)
Expedia
From $1154 per night (USD)
VRBO
Mainsail Beach Inn 3 Bedroom Beach Front Unit
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Our spacious three bedroom beachfront retreats offer up to 1,627 square feet of fully furnished living space, perfect fo ...
From $1154 per night (USD)
VRBO
From $712 per night (USD)
Expedia
Mainsail Beach Inn 2 Bedroom
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
The stunning interiors in your private Holmes Beach vacation rental are elegant, fresh and bright. The two bedroom, 2 ba ...
From $712 per night (USD)
Expedia
From $1023 per night (USD)
VRBO
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)
VRBO
From $774 per night (USD)
Expedia
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)
Expedia
From $1572 per night (USD)
VRBO
Dragonfly Harbour: Spectacular Canal Front Home, Pool, Hot Tub Rooftop Deck by Anna Maria Life
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Dragonfly Harbor by Anna Maria Life Vacation Rentals 511 Loquat Dr, Anna Maria, FL 34216 What You'll Love About This Ho ...
From $1572 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 $1280 per night (USD)
VRBO
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)
VRBO
From $932 per night (USD)
Expedia
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)
Expedia
From $1150 per night (USD)
VRBO
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)
VRBO
From $373 per night (USD)
Expedia
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)
Expedia
From $842 per night (USD)
VRBO
Pristine Anna Maria Island Beachfront Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Looking to experience Old World Florida charm with a modern twist, "The Sandy Turtle" - Gulf Place Condominium #D15 on A ...
From $842 per night (USD)
VRBO
From $2774 per night (USD)
Expedia
The Willow Inn: Huge Pool, Game Room, One Block to Beach by Anna Maria Life Vacation Rentals
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
The Willow Inn by Anna Maria Life Vacation Rentals 201 Willow Ave, Anna Maria, FL 34216 What You'll Love About This Hom ...
From $2774 per night (USD)
Expedia
From $525 per night (USD)
VRBO
BEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING - LOWER UNIT
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Location!!! North end of Anna Maria Island . Steps to the Bean Point Beach and everything you need for your perfect Anna ...
From $525 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 $1530 per night (USD)
VRBO
Perfect Location! Backyard Oasis with Heated Pool, Rooftop Deck - Under the Sun
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Under the Sun by AMI Locals Home in Anna Maria, FL VR22-000075 Escape to Under the Sun, a premier five-bedroom, four- ...
From $1530 per night (USD)
VRBO
From $1415 per night (USD)
Expedia
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)
Expedia
From $276 per night (USD)
VRBO
lue Bayou: Dog Friendly Home - 5 Houses to Beach by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Blue Bayou by Anna Maria Life Vacation Rentals 201 76th St. West Unit A, Holmes Beach, FL 34217 What You'll Love About ...
From $276 per night (USD)
VRBO
From $351 per night (USD)
Expedia
Beautiful 1 bedroom Condo with Beach views! Rest and relaxation await!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Condo Unit Layout: Located on the 2nd Level, elevator on site • King Master bedroom, ensuite bathroom with shower/tub co ...
From $351 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 $317 per night (USD)
Expedia
Steps to the Beach with Shared Heated Salt Pool and Private Backyard & Grill
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Palm Oasis Villa West is a 2 bedroom, 1 bath ground level condo that is walking distance to pristine Gulf beaches. This ...
From $317 per night (USD)
Expedia
From $515 per night (USD)
VRBO
Cozy 'Day' Side Cottage with Heated Pool Pet Friendly No size restrictions
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
VRC# 19-000218 Cozy 'Day' Side Cottage is located in Holmes Beach on Anna Maria Island. It offers 2 bedrooms and 1 1/ ...
From $515 per night (USD)
VRBO
From $1233 per night (USD)
Expedia
1 Block to the Beach - LARGE Private Pool - Newly Renovated 6 Bdrm Luxury House
Bedrooms:
6
Bathrooms:
7
Sleeps:
12
Holmes Beach House For Rent - Luxury Vacation Rental on Anna Maria Island, Florida *All New Flooring, New Bathrooms (3 ...
From $1233 per night (USD)
Expedia
From $604 per night (USD)
VRBO
Perfect Family Vacation home, private pool - so Close to BEACH!
Bedrooms:
3
Bathrooms:
7
Sleeps:
10
Beach Time AMI by AMI Locals Home in Holmes Beach, Florida VRC19-000030 Highlights • Less than a 5-minute walk to the ...
From $604 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 $984 per night (USD)
VRBO
Jungalow Bay by Beach Boutique Rentals
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to Jungalow Bay. Your Anna Maria Island adventure awaits you in this unique, modern Bohemian and Polynesian para ...
From $984 per night (USD)
VRBO
From $445 per night (USD)
Expedia
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)
Expedia
From $304 per night (USD)
VRBO
Palm Oasis East Villa, Shared Heated Salt Pool, Steps to the Beach, Ground Level
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Palm Oasis Villa East is a 2 bedroom, 1 bath ground level condo that is walking distance to pristine Gulf beaches. This ...
From $304 per night (USD)
VRBO
From $6292 per night (USD)
Expedia
The Rod and Reel Resort
Bedrooms:
8
Bathrooms:
11
Sleeps:
30
Welcome to the new and luxurious Rod and Reel Resort. We are pleased to offer our guests the finest and most inclusive e ...
From $6292 per night (USD)
Expedia
From $454 per night (USD)
VRBO
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)
VRBO
From $1063 per night (USD)
Expedia
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)
Expedia
From $1180 per night (USD)
VRBO
Spectacular Beachfront House with Pool
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to 'Sky way view', one of the most exclusive homes on Anna Maria Island. It is located in one of the most specta ...
From $1180 per night (USD)
VRBO
$Charming 2br \/ 1ba Cottage < 2 Min Walk From Beach on Anna Maria Island Florida$
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 $427 per night (USD)
VRBO
4.9 rated Island rental with exceptional testimonials for over 10 years!
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
Our highly rated vacation rental home is private, immaculately clean, whimsically decorated, professionally landscaped, ...
From $427 per night (USD)
VRBO
From $480 per night (USD)
Expedia
Mykonos: Beautifully updated with heated pool, moments to the Gulf
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Come join us at Mykonos on Anna Maria Island! This beautifully decorate, two bedroom, two bathroom home has the perfect ...
From $480 per night (USD)
Expedia
From $182 per night (USD)
VRBO
Best Location on Island - Read Our Guest Reviews!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Seaside Views - Waterfront, Steps from Beach & Restaurants Best Location on Island - Read Our Guest Reviews! This wate ...
From $182 per night (USD)
VRBO
From $848 per night (USD)
VRBO
North end canal front home ,tiki hut, dock, pool, spa, beaches....
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Single family quiet vacation home on Lake La Vista has it all... Incredible view with Roser Church across the canal. Thi ...
From $848 per night (USD)
VRBO
From $412 per night (USD)
VRBO
Spacious 3 bedroom town home on Anna Maria Island, community pool.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
For your relaxing and family fun, Anna Maria Island vacation, check out this spacious beautiful 3 bedroom, 2.5 bath town ...
From $412 per night (USD)
VRBO
From $1725 per night (USD)
Expedia
Bay Happy: Luxury Home with View of Tampa Bay!
Bedrooms:
6
Bathrooms:
5
Sleeps:
8
Bay Happy is the perfect place for your next island getaway! This luxury property boasts breathtaking views of the bay, ...
From $1725 per night (USD)
Expedia
$“Sea Haven AMI\ on Spring Lake, 3 min walk to the beach, Mid-Island location!$
Click For Pricing
VRBO
“Sea Haven AMI\" on Spring Lake, 3 min walk to the beach, Mid-Island location!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This property usually rents SATURDAY to SATURDAY*** Minimum 7 night rental. If you book for arrival on any other day, t ...
Click For Pricing
VRBO
$Direct Gulf Beach 3 Bed\/2Bath w\/ Heated Pool, FREE WiFi & Trolley, Great...$
From $673 per night (USD)
Expedia
Direct Gulf Beach 3 Bed\/2Bath w\/ Heated Pool, FREE WiFi & Trolley, Great...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
**ASK ABOUT LAST MINUTE DEALS! If you like to be close to everything AND have the beach right out your back ...
From $673 per night (USD)
Expedia
From $215 per night (USD)
VRBO
Quiet Nights of Quiet Stars on Anna Maria Island
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Quiet nights of quiet stars, quiet walks by quiet sea, quiet thoughts on quiet street, oh how lovely. Maximum 3 adults ...
From $215 per night (USD)
VRBO
From $593 per night (USD)
VRBO
Waterfront POOL home just Steps to Pine Ave and Beaches in Anna Maria
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Anna Maria Beach Vacations brings you this fabulous private pool home in Anna Maria Florida. It boasts, 2 Bedroom and 2 ...
From $593 per night (USD)
VRBO

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