Anna Maria Rentals
From $817 per night (USD)VRBO
CabAnna Maria Beach Block 4 Bedroom 4.5 Bath
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
CabAnna Maria is a newly renovated 4 bedroom, 4.5 bath house, that sleeps 8 (max) comfortably, a quick 450 ft to the pri ...
From $817 per night (USD)VRBO
From $556 per night (USD)VRBO
Sirenia Beach House - Waterfront/HotTub/ Pool/Dock/Putting/Beach AMIHomeRental
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Sirenia Beach House is a Popular Vacation Home. Hurry Book Now for High Season! Our last renovation - putting green - m ...
From $556 per night (USD)VRBO
From $1282 per night (USD)VRBO
Custom Home Walking Distance from the Gulf ! NOT LISTED ON FACEBOOK <br>
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This large home was constructed in 2009. It is a decorator furnished, pool home and considered top of the line in vacat ...
From $1282 per night (USD)VRBO
From $350 per night (USD)Expedia
The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The Ballyhoo is a ground floor cottage located on Bean Point at the very tip of Anna Maria Island. Around the corner, (2 ...
From $350 per night (USD)Expedia
From $1032 per night (USD)VRBO
Ocean Pearl: *Bay front *Ground-level *Gorgeous views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful waterfront home located on the north end of Anna Maria Island. Located on North Shore Drive, approx 9 houses e ...
From $1032 per night (USD)VRBO
From $337 per night (USD)Expedia
Bean Point Beach Cottage: North End Pool Home, Close to Beach & Bay by Anna Maria Life
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bean Point Beach Cottage by Anna Maria Life Vacation Rentals 709 North Bay Blvd., Anna Maria, FL 34216 What You'll Love ...
From $337 per night (USD)Expedia
From $658 per night (USD)VRBO
Water Front Sea Waves Cottage With Private Dock, Access To Bimini Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Sea Waves, our newly renovated home with 3 bedrooms / 2 bathrooms, a private dock, and an unobstructed, natur ...
From $658 per night (USD)VRBO
From $646 per night (USD)Expedia
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Sea Breeze, our newly renovated home with 2 bedrooms / 2 bathrooms, a private dock, and an unobstructed, natu ...
From $646 per night (USD)Expedia
From $493 per night (USD)VRBO
Crescent Palms north end Ami, 2 King suites
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Create unforgettable memories at “Crescent Palms”. This *perfect island house* has been fully renovated in 2025. Cresce ...
From $493 per night (USD)VRBO
From $811 per night (USD)Expedia
Pineapple Cottage, tropical oasis pool/spa
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to “Pineapple Cottage” – a beautifully updated ground-level beach cottage located in the heart of Anna Maria Cit ...
From $811 per night (USD)Expedia
From $684 per night (USD)VRBO
Island in the Sun, luxury beach house,private pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to “Island in the Sun” this newly renovated home on Ami offers charm, comfort, and luxury. No damage from hurri ...
From $684 per night (USD)VRBO
From $1560 per night (USD)Expedia
Luxury home with private Pool, Rooftop Putting green, Golf cart, and Bikes!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Palmetto Paradise by Exclusive Vacations VR22-000061 Welcome to Palmetto Paradise, a coastal chic four bedroom, four ...
From $1560 per night (USD)Expedia
From $631 per night (USD)VRBO
Coconut Lagoon – AMI Pet Friendly Home w/ Heated Pool, Screened Porch & Cabana TV
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Coconut Lagoon! On Anna Maria Island (Anna Maria, FL) The Space Step into Coconut Lagoon, where generations ...
From $631 per night (USD)VRBO
From $338 per night (USD)Expedia
Shell Cottage -With shared pool, 200 feet from the beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Shell Cottage is situated towards the top end of Anna Maria Island. It is one of a cluster of the 3 cottages sharing th ...
From $338 per night (USD)Expedia
From $215 per night (USD)VRBO
Bungalow On The Bayou (Best Location on the Island)
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located on the "best" street on Anna Maria Island, this two-bedroom, one-bath second floor vacation rental with a specta ...
From $215 per night (USD)VRBO
From $1012 per night (USD)Expedia
Hear The Surf/Feel The Breeze... skip to beach! Located on Anna Maria Island
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Just 5 houses from the white sandy beach of the Gulf. Located in the city of Anna Maria sits this spacious home with ...
From $1012 per night (USD)Expedia
From $925 per night (USD)VRBO
Palm Beach House: Pet friendly pool home, close to the beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Photo Updated March 2025! Treat yourself to the beachside vacation you’ve been dreaming of with this relaxing and dog-fr ...
From $925 per night (USD)VRBO
From $534 per night (USD)VRBO
Sirenia Cove - Lg Htd Pool / Hot Tub /Canal /Backyard Beach/ Dock/ AMIHomeRental
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Sirenia Cove's pool is heated and the hot tub is bubbling! Many new items not shown in photos; We have upgraded many ite ...
From $534 per night (USD)VRBO
From $398 per night (USD)VRBO
Perfect Anna Maria. Dock on Canal - 3 blocks to sugar sand beach. Heated pool.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
3 short blocks to the sugar sand beaches of the Gulf of Mexico and 5 blocks to Tampa Bay. This traditional Florida home ...
From $398 per night (USD)VRBO
From $342 per night (USD)VRBO
Blue Heron Cottage - Anna Maria Island
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Great 1 bedroom, 1.5 bathroom cottage on the quiet north end of island. The house is conveniently located and within wal ...
From $342 per night (USD)VRBO
From $857 per night (USD)VRBO
Sandy Rose: Putting green, heated pool, outdoor living spaces
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
***Photos Updated October 2025*** Situated on the north end of Anna Maria Island, The Sandy Rose is the perfect locatio ...
From $857 per night (USD)VRBO
From $566 per night (USD)Expedia
BEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING - UPPER UNIT
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Purple Alamanda Unit B ( upstairs unit ) - 2 bedroom/2 bath Duplex on the North End of Anna Maria , Bean Point Beach le ...
From $566 per night (USD)Expedia
From $356 per night (USD)VRBO
Seahorse Cottage - With shared pool, 200 feet from the beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The property is situated towards the top end of Anna Maria Island. It is one of a cluster of 3 cottages which have the ...
From $356 per night (USD)VRBO
From $992 per night (USD)Expedia
Palmetto Pointe! 5BR Luxury Home with Pool, Spa, Rooftop Deck and Walk to Beach
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Palmetto Pointe by AMI Locals VR19-000033 Welcome to Palmetto Pointe, a luxurious five bedroom, five and a half bath ...
From $992 per night (USD)Expedia
From $459 per night (USD)VRBO
Sun and Seader North |Charming Cottage | Steps from the Beach in Anna Maria | 2 bedrooms | 1 king bed + 2 twin beds |
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
**ASK ABOUT LAST MINUTE DEALS! Escape to this charming, newly remodeled coastal duplex just two houses from the beach a ...
From $459 per night (USD)VRBO
From $376 per night (USD)Expedia
Sun and Seader South – Beach Cottage Just Steps from the Gulf | NO Roads to Cross | FREE WiFi & Trolley | Coastal Cottage | Sleeps 4
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
**ASK ABOUT LAST MINUTE DEALS! Enjoy an unforgettable beach vacation at Sun and Seader South, a beautifully updated 2-b ...
From $376 per night (USD)Expedia
From $660 per night (USD)VRBO
La Buena Vida – Canal Home w/ Pool, Spa, Dock, Pets OK & Walk To Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to La Buena Vida! On Anna Maria Island (Anna Maria, FL) The Space Mornings begin with sunlight dancing across t ...
From $660 per night (USD)VRBO
From $1084 per night (USD)Expedia
Luxe Island Escape by Beach Boutique Rentals
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Luxe Island Escape, a next-level tropical retreat designed for unforgettable island getaways. *Features incl ...
From $1084 per night (USD)Expedia
From $1236 per night (USD)VRBO
Charming Beachfront Bungalow with Sunset Views and Coastal Comfort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
High Tide by AMI Locals VR21-000077 Wake up to the soothing sound of the waves and take in panoramic Gulf views at Hi ...
From $1236 per night (USD)VRBO
From $877 per night (USD)Expedia
Bellablu: A Waterfront Haven, The Ideal Retreat for Your Next Getaway!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to waterfront paradise at Bellablu! This newly renovated haven offers the ideal retreat for your next vacation. W ...
From $877 per night (USD)Expedia
From $581 per night (USD)VRBO
Aqua Marine on Tampa Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Discover an Anna Maria little secret --BAYFRONT HOME WITH A WHITE SANDY BEACH -- offering the best of both worlds. Nes ...
From $581 per night (USD)VRBO
From $1056 per night (USD)VRBO
The Happy Hibiscus Island Oasis with Ocean Views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to The Happy Hibiscus! We are located in a perfect location where we can catch the sunrise and sunset, less than ...
From $1056 per night (USD)VRBO
From $792 per night (USD)VRBO
Bean Point Bungalow! Pet Friendly Home with Pool and Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bean Point Bungalow by AMI Locals VR17-000061 Welcome to Bean Point Bungalow, a charming three bedroom, two bath home ...
From $792 per night (USD)VRBO
From $654 per night (USD)Expedia
AMI Stay! Family-Friendly Home with Pool, Soaking Tub and Bay Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Bay Happy by AMI Locals VR21-000047 Welcome to Bay Happy, a four bedroom, three bath home located across the street f ...
From $654 per night (USD)Expedia
From $1035 per night (USD)VRBO
Luxury Home with Pool, Rooftop Deck, and Gulf Views! 1.5 Blocks to Beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Montego Bay by AMI Locals VPR16-000472 Escape to Montego Bay, an Anna Maria Island vacation home with a private pool, ...
From $1035 per night (USD)VRBO
From $529 per night (USD)Expedia
At Last: Ground-level, pool, hot tub, canalfront, dock
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
***Photos Updated May 2025*** Come slip away to this luxurious island retreat where all of your cares will drift away! T ...
From $529 per night (USD)Expedia
From $468 per night (USD)VRBO
Turtle Cottage - Anna Maria Island
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Great 1 bedroom, 1 bathroom cottage on the quiet north end of island. The house is conveniently located and within walki ...
From $468 per night (USD)VRBO
From $2237 per night (USD)Expedia
True Beachfront! 2 Beachfront Masters - Best Location!!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
The Diamond Star Beach House - New Beachfront House! Welcome to The Diamond Star! Experience beachfront living in the b ...
From $2237 per night (USD)Expedia
From $555 per night (USD)VRBO
Northshore Beach House near Pine Ave, north end of Anna Maria Island
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Pine Ave and Northshore Drive adorable beach home. Recently remodeled we are open for guests . Anna Maria Island vacatio ...
From $555 per night (USD)VRBO
From $523 per night (USD)Expedia
A Mermaid's Tale - By Island Real Estate Vacations
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
When you arrive at Anna Maria Island vacation rental home “A Mermaid's Tale” you are greeted with true island style and ...
From $523 per night (USD)Expedia
From $448 per night (USD)VRBO
Marias Way - 3BR/2BA Pool Home - Anna Maria City -By Island Real Estate Vacation
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
BRAND NEW POOL! Located on the coveted northern end of Anna Maria Island, “Maria's Way” is a charming beach cottage off ...
From $448 per night (USD)VRBO
From $1136 per night (USD)Expedia
One block off Pine Ave w/ Amazing Rooftop Views! - AMI Memories
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
AMI Memories by AMI Locals VR20-000052 Welcome to AMI Memories, a stunning five bedroom, three and a half-bath Anna M ...
From $1136 per night (USD)Expedia
From $843 per night (USD)VRBO
\"Blue Bayou\" Coastal home Pool & Spa, putting green, dock & close to beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summed Up in a Sentence Blue Bayou is a three-bedroom pool home on an Anna Maria Island canal with fun amenities, perf ...
From $843 per night (USD)VRBO
From $799 per night (USD)Expedia
North end AMI, 5* luxury home in one of the prettiest towns on gulf coast!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Castaway Cove, this beautiful residence is a Bean Point gem, a stunning 4 bedroom property and 2.5 bathroom o ...
From $799 per night (USD)Expedia
From $317 per night (USD)VRBO
Charming cottage in quiet area, close to beach & bay.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Anna Maria Island ''paradise without an attitude''. Our ground level newly renovated unit is located in t ...
From $317 per night (USD)VRBO
From $802 per night (USD)Expedia
Hop, Skip and a Beach - 4Bed Pool Home in Anna Maria City - By Island Real Estat
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Oh so close to the beach all it takes is a Hop, Skip and a Jump to get to the Beach! This newer 4 bedroom private pool h ...
From $802 per night (USD)Expedia
From $270 per night (USD)VRBO
Dreamscape: North End Pool Home, 2 Blocks to Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Dreamscape by Anna Maria Life Vacation Rentals 773 Jacaranda Rd, Anna Maria, FL 34216 What You'll Love About This Home: ...
From $270 per night (USD)VRBO
From $902 per night (USD)Expedia
5 O'Clock Somewhere: Dog Friendly Canal Front, Elevator, Pool, Beach 2 Blocks by Anna Maria Life
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
5 O'Clock Somewhere by Anna Maria Life Vacation Rentals 216 Chilson, Anna Maria, FL 34216 What You'll Love About This H ...
From $902 per night (USD)Expedia
From $460 per night (USD)VRBO
Beach N Bay 204 by Duncan Real Estate
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
<div> </div> Amenities Include: - Bedroom 1 King - Bedroom 2 Twins - Bathroom 1 Walk-in Shower - Hot ...
From $460 per night (USD)VRBO
From $827 per night (USD)Expedia
Home just steps to BEACH! Private pool and spa - Sign of the Mermaid
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Sign of the Mermaid by AMI Locals 116 Peppertree Ln, Anna Maria, Florida Vacation Rental License: VR17-000054 Welcom ...
From $827 per night (USD)Expedia
From $1142 per night (USD)VRBO
The Perfect Gulf Front Vacation, Directly on the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Osprey House, Gulf front vacation rental-located on the North end of Anna Maria Island. Located directly on t ...
From $1142 per night (USD)VRBO
From $635 per night (USD)Expedia
Jacaranda Gem by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Take a break from the hustle and bustle, and relax in the calm and serene atmosphere of this spotless vacation home. Jac ...
From $635 per night (USD)Expedia
From $965 per night (USD)VRBO
Ocean Walk- 5 bedroom heated pool/spa and 6 houses from the white sandy beach
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Ocean Walk 117 Willow Ave, Anna Maria What you will love about this property: • Southern facing private heated pool with ...
From $965 per night (USD)VRBO
From $569 per night (USD)Expedia
Private Tropical Oasis - Tarpon Point - Pool/Spa, Perfect Island Getaway!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to this charming 3 bedroom, 2 bathroom island oasis nestled into a corner lot within walking distance to The Gulf ...
From $569 per night (USD)Expedia
From $538 per night (USD)VRBO
BEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING - LOWER UNIT
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Blue Jacaranda Unit A (Downstairs Unit) - 2 bedroom/1 bath Duplex on the North End of Anna Maria , Bean Point Beach less ...
From $538 per night (USD)VRBO
From $708 per night (USD)Expedia
The Palm Leaf by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Palm Leaf is a newly remodeled three-bedroom, two-bathroom private home with a pool and spa. This fabulous house i ...
From $708 per night (USD)Expedia
From $544 per night (USD)VRBO
LOCATION! COMPLETE REHAB Great pool, close to north bean pt., twin family rooms
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Location, Location, Location.... recently remodeled and improved after storms... surrounded by multi million dollar home ...
From $544 per night (USD)VRBO
From $660 per night (USD)Expedia
The Salted Coconut by Duncan Real Estate
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
THE SALTED COCONUT The Salted Coconut is just a short stroll to the beautiful beaches of Anna Maria! This gorgeous home ...
From $660 per night (USD)Expedia
From $675 per night (USD)VRBO
Pure Bliss: Heated Pool, Lanai, Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
***Photos Updated June 2025*** This newly renovated 2-bedroom, 2-bathroom cottage truly lives up to its name. Completed ...
From $675 per night (USD)VRBO
From $789 per night (USD)Expedia
Mermaid Cove: Updated Forida Cottage w/pool, hot tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
You'll fall in love with Mermaid Cove the second you step inside. This beautifully refurbished property boasts all the m ...
From $789 per night (USD)Expedia
From $1532 per night (USD)VRBO
South Bay Beach House: Bay Front Luxury Beach Villa with Heated Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Photos updated March 2025! Newly redesigned in 2025, this stunning 4-bedroom, 3.5-bathroom beach house offers the perfe ...
From $1532 per night (USD)VRBO
From $539 per night (USD)Expedia
Canal front pool home on the north end of Anna Maria Island
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
What more could you want from a vacation rental then a beautiful Mediterranean inspired canal home nestled into the priv ...
From $539 per night (USD)Expedia
From $566 per night (USD)VRBO
Cozy Cottage w private Beach Access,AC&WiFi -Quiet North End AMI. Tropical Oasis
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Sea Garden Cottage is a true island gem and escape. Sea Garden Cottage is located on North Shore Drive at the north end ...
From $566 per night (USD)VRBO
From $642 per night (USD)Expedia
A Wave From It All – Pool, Cabana, Putting Green & Pet-Friendly Oasis on AMI
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to A Wave From It All! On Anna Maria Island (Anna Maria, FL) Experience A Wave From It All — a single-level isl ...
From $642 per night (USD)Expedia
From $646 per night (USD)VRBO
Yellowbird: AMI North End, Gulf Views, Pool, Tiki Hut, Elevator by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Yellowbird by Anna Maria Life Vacation Rentals 705 North Shore Dr., Anna Maria, FL 34216 What You'll Love About This Ho ...
From $646 per night (USD)VRBO
From $507 per night (USD)Expedia
Bay Breeze Cottages #1 (The Mahi-Mahi)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Bay Breeze Cottages is an Old Florida Charm Boutique Resort located on historic Anna Maria Island. Bask in the ...
From $507 per night (USD)Expedia
From $552 per night (USD)VRBO
Hawaiian Punch -3 Blocks to Beach, Pool, Dock on Canal, Dog Friendly by Anna Maria Life
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Hawaiian Punch by Anna Maria Life Vacation Rentals 125 Crescent Drive, Anna Maria, FL 34216 What You'll Love About This ...
From $552 per night (USD)VRBO
From $1273 per night (USD)Expedia
SPOIL YOURSELVES! DIRECT GULF FRONT, PRIVATE POOL, HOT TUB, 5 ENSUITES, SUNSETS!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
If sugar-white sand between your toes, waves singing you to sleep, and sunsets painted just for you sound good…welcome h ...
From $1273 per night (USD)Expedia
From $578 per night (USD)VRBO
HEATED POOL & SPA ON CANAL, FREE WiFi & Trolley, Close to Beach & Bay!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
**ASK ABOUT LAST MINUTE DEALS! Spacious waterfront home perfect for families and groups, offering 3 bedrooms and 3 en s ...
From $578 per night (USD)VRBO
From $470 per night (USD)Expedia
Heated Pool & Spa, FREE WiFi, Near AMI Beach & Village, Dog* (See Note) Friendly!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to paradise at Lakeview Cottage, a beautifully updated island retreat just one block from Pine Avenue and the stu ...
From $470 per night (USD)Expedia
From $613 per night (USD)VRBO
Beautiful Luxury Southern Style Home located in Anna Maria - Walk easily to Beach, Sleeps 6!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Southern Belle Beach House located just steps away from the Gulf beaches of Anna Maria Island. Southern Belle ...
From $613 per night (USD)VRBO
From $612 per night (USD)Expedia
4BR Coastal Cottage w/ Heated Private Pool | 1 Block to Bean Point Beach | Dog Friendly *(See Note) !
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
**ASK ABOUT LAST-MINUTE DEALS! Welcome to your perfect Anna Maria Island escape! This beautifully designed 4-bedroom, 3 ...
From $612 per night (USD)Expedia
From $807 per night (USD)VRBO
New Luxury-Professionally Decorated Home Pool/Spa 5 Minute walk to AMI ocean
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This brand new rebuild on Anna Maria Island located within Anna Maria city has 3 Bedrooms, 3 Bathrooms home plus loft th ...
From $807 per night (USD)VRBO
From $889 per night (USD)Expedia
Magnolia walk to beach/shops, Ami perfect Location
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Discover island paradise at “Magnolia” located on Magnolia Ave. , a *premier residential street* just south of Pine Ave. ...
From $889 per night (USD)Expedia
From $662 per night (USD)VRBO
🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Newly Renovated. 🌀CASA CALIENTE 🌀 A spectacular and truly MAGICAL place to experience.🐬 AMI,fl T ...
From $662 per night (USD)VRBO
From $910 per night (USD)Expedia
Luxury AMI Home - Heated Pool & Spa - Steps to Beach - Ocean Views
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
• Custom-built 5BR/4.5BA retreat on Anna Maria Island’s quiet North Shore—just one house from the beach! • Gorgeous o ...
From $910 per night (USD)Expedia
From $1062 per night (USD)VRBO
Glory Days: AMI North End, Backyard Oasis, Pool, 1.5 Bocks to Beach by Anna Maria Life
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Glory Days by Anna Maria Life Vacation Rentals 206 Archer Way, Anna Maria, FL 34216 What You'll Love About This Home: L ...
From $1062 per night (USD)VRBO
From $524 per night (USD)Expedia
Escape to Anna Maria Island!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Ave Maria! We are a 5 minute walk to Anna Maria Beach. Head on down to Bean Point, located on the norther ...
From $524 per night (USD)Expedia
From $658 per night (USD)VRBO
Do you love the beach?
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Seaside Sanctuary is the ground level unit of a beachfront duplex. It is the 2nd home from the beach with no roads ...
From $658 per night (USD)VRBO
From $1058 per night (USD)Expedia
Aloha Beaches! Newly Renovated 4 Bedroom 3 Bath Home w/ Private Pool!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Aloha Beaches a newly renovated custom beach destination. Kick off your shoes, turn off your phone, don’t win ...
From $1058 per night (USD)Expedia
From $997 per night (USD)VRBO
Dolphin Tales: Pool, Bay Views & Private Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Dolphin Tales by Anna Maria Life Vacation Rentals 836 S Bay Blvd, Anna Maria, FL 34216 What You'll Love About This Home ...
From $997 per night (USD)VRBO
From $631 per night (USD)Expedia
The Lady Fish by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled on the far North end of Anna Maria Island, with the beach cottage is just around the corner, The Lady Fish is a ...
From $631 per night (USD)Expedia
Click For PricingVRBO
Private Salt Water Pool & Spa, WALK TO BEACH, near Bean Point, GROUND LEVEL.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This family friendly beach house features cool tile floors, a 60" flat screen TV, complimentary WiFi and YouTubeTV and ...
Click For PricingVRBO
From $834 per night (USD)Expedia
Golf Cart - Coconut Cove by SeaBreeze Vacation
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! All Drivers must be over the age of 21. Drivers must provide valid ...
From $834 per night (USD)Expedia
From $1752 per night (USD)VRBO
Cloud 9 | Beachfront Pool & Spa | Bean Point, Golf Cart
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Summary: Welcome to Cloud 9, a stunning beachfront retreat where modern luxury meets relaxed coastal living. Perfectly ...
From $1752 per night (USD)VRBO
From $1643 per night (USD)Expedia
Big Family Beach House: Large family home, heated pool, putting green
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Big Family Beach House, the name says it all! Coastal elegance describes this spectacular large family home. It's loca ...
From $1643 per night (USD)Expedia
From $1674 per night (USD)VRBO
Serendipity Deux | Luxury Beachfront Pool & Spa | Golf Cart | Elevator
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Escape to Serendipity Deux, a luxurious 4-bedroom house on Anna Maria Island, where refined interiors meet the ...
From $1674 per night (USD)VRBO
From $634 per night (USD)Expedia
Oceans Blue Walk to the beach, stunning pool/spa private deck great location
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Indulge in the ultimate beach escape to “Oceans Blue” located on the *premier corner* of Coconut & Los Cedros in Anna Ma ...
From $634 per night (USD)Expedia
From $1378 per night (USD)VRBO
Amie House BEACH Getaway *GOLF CART ONSITE*
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the Amie House on Anna Maria Island. Modern Amie House is perfectly situated a short 4 minute walk to the pri ...
From $1378 per night (USD)VRBO
From $529 per night (USD)VRBO
ANNA MARIA Northshore & Pine Ave LOCATION! Northshore Beach Villa
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Quaint and quiet Northshore Villa nestled in the heart of the village of Anna Maria, on Anna Maria Island. Our 2 bedroo ...
From $529 per night (USD)VRBO
From $620 per night (USD)VRBO
Sol Mate – Pet Home w/ Heated Pool, Spa, Walk to Bean Point Beach & Pine Ave
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Sol Mate! On Anna Maria Island (Anna Maria, FL) The Space Your island escape designed for families and frien ...
From $620 per night (USD)VRBO
From $708 per night (USD)Expedia
Dream Catcher- Key West style beach house on North end.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Live out your dream of a tropical paradise at our Key West style beach house on the North end of Anna Maria. Start your ...
From $708 per night (USD)Expedia
From $765 per night (USD)VRBO
Tides Inn- Family home with tropical pool area.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Treat yourself to the relaxing getaway your family has been daydreaming about! The Tide’s Inn is a pet friendly vacation ...
From $765 per night (USD)VRBO
From $723 per night (USD)Expedia
Sorgenfrei South: Charming beach getaway across from the Gulf!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Sorgenfrei South has everything you need for a perfect beach getaway. This stunning 3 bedroom, 3.5 bath home is located ...
From $723 per night (USD)Expedia
From $957 per night (USD)VRBO
Kingfish: *Canalfront *Paddleboards *Putt Putt *Heated Pool *Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
You want WARMTH –You want SUN – You NEED BEACH – KINGFISH is just the thing! Escape to one of Anna Maria Island’s most ...
From $957 per night (USD)VRBO
From $812 per night (USD)Expedia
A Ray Of Sunshine- Amazing property private basketball court pool/spa on a canal
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
A Ray of Sunshine 232 Chilson Avenue, Anna Maria, FL 34216 What you will love about this property: • Canal front home w ...
From $812 per night (USD)Expedia
From $1269 per night (USD)VRBO
Anapauo Beachhouse: Million dollar views of Tampa Bay!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Anapauo Beachhouse! Pronounced ahn-ap-ow’-o, it is a Greek word meaning to give rest, refresh, recover and co ...
From $1269 per night (USD)VRBO
From $765 per night (USD)Expedia
A Time Out: *Quaint Cottage *Heated Pool *Across the street from the Bay!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to "A Time Out" - your perfect retreat in paradise! This charming 4-bedroom, 2-bathroom home invites you to expe ...
From $765 per night (USD)Expedia
From $1819 per night (USD)VRBO
Felicity: Luxury Bayfront Home, Heated Pool, Hot tub and more!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Beachfront Felicity in Anna Maria Welcome to Felicity! This is one of the most exclusive homes on Anna Maria Island. Ou ...
From $1819 per night (USD)VRBO
From $831 per night (USD)Expedia
Lovin' the Sannd: North-end cottage, luxury amenities
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
If you're looking to escape the hustle and bustle of everyday life, look no further than "Lovin' the SANND". This three ...
From $831 per night (USD)Expedia