Skip to content

Vacation Rentals on Anna Maria Island Florida

Book Your Anna Maria Island Vacation Rentals Directly Online Here and Save!

Browse Vacation Rentals, Homes and Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities they have to offer in Anna Maria Island, Florida.

We have partnered with a major provider for Vacation Rentals by Owner directly through Florida Vacation Rental Homes. With hundreds of home rentals to choose from, we now have the selection and value to offer our visitors going to Florida.

Diamond Surf - Anna Maria House

AMI North End Private Heated Saltwater Pool. Great location to beach

You'll fall in love with Diamond Surf's “Old Florida” charm and feel. Our private ground level home means no stairs to climb. Diamond Surf is perfect for families, couples or a small group of friends. The house is located with an easy 3-minute stroll down Beach Avenue to the gorgeous white sand beaches of the Gulf of Mexico or steps to a F.......read more

3 Bedroom(s)
2 Bath(s) - Sleeps 6 House Rentals

Vacation Home

Aquaville A - Anna Maria House

Aquaville A - 2/1 beauty with private pool in the heart of Anna Maria. Pets!

The location of Aquaville A is just fantastic: Enjoy a short walk away from everything at the prestigious North End of Anna Maria Island: From the famous beach, from the stop of the free Island trolley, from well known Ginny's and Jane E's Cafe and Gift Store, from Harry's Grill or The Sign of the Mermaid restaurant and some others and of course ju.......read more

2 Bedroom(s)
1 Bath(s) - Sleeps 4 House Rentals

Vacation Home

Lay-by at the Point - 305 Poinsettia - Anna Maria House

Dog Friendly Private Pool Home on the North End of Anna Maria. A Short Walk To The Beach And Bay!

Welcome to Lay-by at the Point, located on the coveted north end of Anna Maria Island! What You'll Love About This Home: Location! 2 blocks to Bean Point- Anna Maria's most legendary Beach 3 Bedrooms / 2 Bathrooms 1 King, 1 Queen, 2 Twins Fully Equipped Kitchen Private, Heated Saltwater Pool Outdoor Shower Professional Linen Service, Washer &.......read more

3 Bedroom(s)
2 Bath(s) - Sleeps 6 House Rentals

Vacation Home

Starfish Cottage - Anna Maria House

Heated Pool FREE WiFi/Trolley Close to Gulf & Bay Beach Dog*(See Note) Friendly!

THIS PROPERTY IS PET FRIENDLY WITH RESTRICTIONS. PLEASE SPEAK WITH SOMEONE IN OUR OFFICE TO RECEIVE MANDATORY PRE-APPROVAL. A NON-REFUNDABLE FEE OF $100 PER PET IS REQUIRED, OR $500 PER PET IF YOU FAIL TO NOTIFY US AND WE DISCOVER YOU HAVE ONE WITH YOU! THANK YOU! You'll be right at home in this tastefully designed 4-bedroom 3-bath groun.......read more

4 Bedroom(s)
3 Bath(s) - Sleeps 8 House Rentals

Vacation Home

Mary Ann of Anna Maria - 213 Periwinkle - Anna Maria House

Funky & Fun Pool & Spa Home 2 Blocks to Beach - on AMI North End

Welcome to Mary Ann of Anna Maria! What You'll Love About This Home: Location! Two blocks to the Gulf of Mexico Beaches! 3 Bedrooms / 2 Bathrooms 2 King Beds, 1 Full Bed, Sofa Sleeper Private, Heated Pool & Spa Fully Equipped Kitchen Gas BBQ Grill Professional Linen Service, Washer & Dryer, Complimentary WIFI, Beach Towels Dog Friendly (with pet f.......read more

3 Bedroom(s)
2 Bath(s) - Sleeps 8 House Rentals

Vacation Home

Coconut Bayou - Anna Maria House

Coconut Bayou - a gem with heated pool on a fantastic location in Anna Maria

Coconut Bayou is a 3 bedroom, 3.5 bath Key West style beauty with all the comforts you may think of. The kitchen is gorgeous and spacious - a dream for every chef who likes to cook. All rooms are equipped with TV's and high speed internet. The house is fully stocked with everything you need. Enjoy the front and back porch, the spacious pool with a .......read more

3 Bedroom(s)
4 Bath(s) - Sleeps 6 House Rentals

Vacation Home

Sunshine & Serenity - Anna Maria House

Breathtaking Views and Lasting Memories - Beachfront Fun & Relaxation

We welcome you to stay in our family beach house located on beautiful "Bean Point"; the most beautiful spot on Anna Maria Island, Florida. We have owned this beach house for 15 years+ and have made so many wonderful memories! When you walk up the stairs to the front door entrance (located on a huge wrap around balcony) you immediately see the spar.......read more

3 Bedroom(s)
2 Bath(s) - Sleeps 9 House Rentals

Vacation Home

Coconut Bayou Pool Home AMI - Anna Maria House

Best Waterfront Pool Home with Great Views in Anna Maria

2 Bedroom 2 full Bathrooms sleeps 8 has large Patio and pool and spa Great WiFi and entertainment with split floor plan gives this property a unique advantage as it gives each couple unbeatable privacy. The master bed room has a comfy King Tropical sleigh bed with and an en-suit bath. The second bedroom is a Tropical themed shutter Queen bed with.......read more

3 Bedroom(s)
3 Bath(s) - Sleeps 6 House Rentals

Vacation Home

Island Time - 426 Spring - Anna Maria House

Charming North End Home with Private, Heated Pool - 2 blocks to the Bay

Welcome to Island Time! What You'll Love About This Home Location! In the heart of Anna Maria, and within walking distance to restaurants and shopping on historic Pine avenue! Steps to Tampa Bay & 4 blocks to the beautiful powder-soft, white sand beach & turquoise water of the Gulf of Mexico! 2 Bedrooms / 2 Bathrooms & and a Den - 2 Queen & 1 .......read more

2 Bedroom(s)
2 Bath(s) - Sleeps 4 House Rentals

Vacation Home

Dreamscape - 773 Jacaranda - Anna Maria House

Private Pool Home - 2 Blocks From Pristine Beaches On the North End of Anna Maria!

Welcome to Dreamscape! What You'll Love About This Home: Location! Just two blocks from the most pristine beaches of the north end of Anna Maria Island. 2 Bedrooms / 2 Bathrooms 1 King Bed & 2 Twin Beds Private Heated Pool Outdoor Shower Screened Balcony Professional Linen Service, Washer & Dryer, Complimentary WIFI 2 Parking Spaces Details: A .......read more

2 Bedroom(s)
2 Bath(s) - Sleeps 4 House Rentals

Vacation Home

Pirates Bay - Anna Maria House

Beachfront with stunning views, heated pool, bikes and water toys

Start your day waking to stunning views of the Bay and Egmont Key; end your night looking out at the moonlight on the bay and the Sunshine Skyway bridge glowing in the distance. The expansive waterfront pool deck fronts a sandy beach and calm sea water that is ideal for swimming, kayaking and paddling. This vintage seaside home on the coveted Nort.......read more

2 Bedroom(s)
2 Bath(s) - Sleeps 4 House Rentals

Vacation Home

415 Alamanda - Anna Maria House

Island Living, refreshing outdoor shower and pool , pet friendly if approved

Our vacation home is 1 1/2 blocks to either the Gulf of Mexico or Tampa Bay. We have remodeled the kitchen and added a beautiful pool with a table in the water to enjoy cocktails while you soak up the sun. Our home has an outdoor shower, bikes, kayaks and a charcoal and gas grill. We are located on a large corner lot and we are completely fenced.......read more

3 Bedroom(s)
3 Bath(s) - Sleeps 4 House Rentals

Vacation Home

BON AMI - 804 N Bay - Anna Maria House

Beautiful Family-Friendly Private Pool Home Just a Short Walk To Bean Point!

Welcome to Bon Ami! What You'll Love About This Home: Location! Located just 1 block from Bean Point, Anna Maria's most pristine white sand beach!! 3 Bedroom / 2 Bathroom 2 Queen Beds, 1 Twin over Full Bunk Bed Fully Equipped Kitchen Private Heated Pool Tropical Backyard Professional Linen Service, Washer & Dryer, Complimentary WIFI, Beach To.......read more

3 Bedroom(s)
2 Bath(s) - Sleeps 6 House Rentals

Vacation Home

Tucked Away - Anna Maria House

Tucked Away in Anna Maria

Tucked Away is a newly renovated custom home with everything you could possibly need for the vacation of a life time. The incredibly private setting includes a 38’ X 15’ heated and cooled pool with spa and sun shelf as well as a 16’ dock! If Beach-style living is what you long for this beautiful vacation rental has it all. From the mo.......read more

4 Bedroom(s)
2 Bath(s) - Sleeps 6 House Rentals

Vacation Home

Big Seader - Anna Maria House

FREE WiFi & Trolley ONLY STEPS to Pristine Sandy Beach NO Roads to cross!

Enjoy a simple, old fashioned seaside vacation in this adorable duplex west of Gulf Drive and just two houses from the beach in the quaint village of Anna Maria. Walk up the shell path and enter through a shared screened in porch to a newly remodeled haven. With 4 parking spaces you have plenty of space for golf carts and guests. "Big S.......read more

Studio
- Sleeps 8 House Rentals

Vacation Home

Pelican Bay - Anna Maria House

Heated Pool FREE WiFi, Close to Beach Dock your Boat Dog* Friendly!

THIS PET FRIENDLY PROPERTY ALLOWS ONE TO TWO SMALL DOGS WITH A MAXIMUM WEIGHT OF 25 POUNDS EACH! PLEASE SPEAK WITH SOMEONE IN OUR OFFICE TO RECEIVE MANDATORY PRE-APPROVAL. A NON-REFUNDABLE FEE OF $100 PER PET IS REQUIRED, OR $500 PER PET IF YOU FAIL TO NOTIFY US AND WE DISCOVER YOU HAVE ONE WITH YOU! THANK YOU! A contemporary aesthetic c.......read more

2 Bedroom(s)
2 Bath(s) - Sleeps 6 House Rentals

Vacation Home

SEA WHISPER - Anna Maria House

Sea Whisper in Anna Maria with private dock and pool

Sea Whisper is located at north end of Anna Maria island. Brand new renovation, 3 bedrooms with 3 bath rooms, with swimming pool, private dock, sailboat direct to Bimini bay, 2 block to Pine Ave, walking distance to gulf side beach and the city pier. (The two floor building next to the swimming pool is part of the house and only is used for owne.......read more

3 Bedroom(s)
3 Bath(s) - Sleeps 7 House Rentals

Vacation Home

The Beach House on Pine Avenue - Anna Maria House

THE BEACHHOUSE ON PINE AVENUE HI SPEED INT SLEEPS 10 CLEANLINESS POLICY

This 4 bedroom/3 bath home is situated in the perfect location on the most desirable street on Anna Maria Island. It is located a short 1.5 block walk to the pristine 7 miiles of the white sandy beaches of the Gulf of Mexico. Interior tastefully decorated in "Old Style Florida" decor--bright, cheerful and tropical. Recently renovated, the house .......read more

4 Bedroom(s)
4 Bath(s) - Sleeps 10 House Rentals

Vacation Home

303 North Bay Blvd LLC - anna Maria House

Beach front/pool house, quiet, private,

Come and enjoy our tropical paradise on the quiet North End of Anna Maria Island - located at the south end of Tampa Bay, within 40 minutes of Tampa Airport. One-and-one-half hours to Disney and all the Central Florida theme parks and thirty minutes to trendy Sarasota (St Armand's Circle for great shopping!) Old Florida charm three bedroom.......read more

3 Bedroom(s)
2 Bath(s) - Sleeps 6 House Rentals

Vacation Home

Azure Seas - Anna Maria House

Beach Front and Close to Bean Point Azure Seas

Azure Seas is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high touch areas like remotes, light switches and doorknobs, etc... All bedding is professionally laundered and sanitized with fresh clean comforters or duvets. This property has keyless, no-contact check in for your convenience. The Azure Seas is.......read more

3 Bedroom(s)
2 Bath(s) - Sleeps 8 House Rentals

Vacation Home

OakView - Anna Maria House

Newer Custom Home Walking Distance from the Gulf ! NOT LISTED ON FACEBOOK

This large home was constructed in 2009. It is a decorator furnished, pool home and considered top of the line in vacation rental homes. With approximately 3200 square feet of conditioned space and over 2000 square feet of covered balconies, poolside dining and lounging areas, there is plenty of room for a family to spread out and relax in this Fl.......read more

5 Bedroom(s)
3 Bath(s) - Sleeps 14 House Rentals

Vacation Home

Twin Dolphins Cottage - Anna Maria Cottage

FREE Wi-Fi & Trolley Close to Gulf & Bay Beach Stroll the Village of Anna Maria!

This absolutely charming cottage can be yours for an affordable vacation in the sun! Nestled in an alcove of cottages tucked away by the bay in the village of Anna Maria, this adorable two-bedroom, one-bath cottage is filled with Old Florida charm! Twin Dolphins Cottage was recently remodeled with an eye to maximizing charm and comfort, inclu.......read more

2 Bedroom(s)
1 Bath(s) - Sleeps 4 Cottage Rentals

Vacation Home

Whispering Pines - 213 Spruce - Anna Maria House

Dog Friendly Classic 1920's Island Cottage, 3 Houses To The Beach!

Welcome to Whispering Pines! What you'll love about this home: Location! On the North End of Anna Maria & 3 houses From The Beach 2 Bedrooms / 2 Bathrooms 1 Queen, 2 Twins & 1 Queen Sofa Bed Fully Equipped Kitchen Dog Friendly (with pet fee - see notes below) Outdoor Dining for 4 Professional Linen Service, Washer & Dryer, Complimentary WIFI Beac.......read more

3 Bedroom(s)
2 Bath(s) - Sleeps 6 House Rentals

Vacation Home

Enchanted Cottage - 520 A Spring - Anna Maria House

Charming & Cozy Cottage steps to Tampa Bay. Dog Friendly!

Welcome to Enchanted Cottage What You'll Love About This Home Location! In the heart of Anna Maria, and within walking distance to restaurants and shopping on historic Pine avenue! Steps to Tampa Bay & 5 blocks to the beautiful powder-soft, white sand beach & turquoise water of the Gulf of Mexico! 2 bedrooms / 1 Bathroom 1 King & 1 Twin trundle b.......read more

2 Bedroom(s)
1 Bath(s) - Sleeps 4 House Rentals

Vacation Home

Casa de la Playa - Anna Maria House

OLD HOUSE BUT VERY BEST LOCATION ON THE ISLAND! NOTHING FANCY, BUT DIRECT...

THIS PET FRIENDLY PROPERTY ALLOWS ONE DOG WITH A MAXIMUM WEIGHT OF 25 POUNDS! PLEASE SPEAK WITH SOMEONE IN OUR OFFICE TO RECEIVE MANDATORY PRE-APPROVAL. A NON-REFUNDABLE FEE OF $100 PER PET IS REQUIRED, OR $500 PER PET IF YOU FAIL TO NOTIFY US AND WE DISCOVER YOU HAVE ONE WITH YOU! THANK YOU! This house will definitely become your first .......read more

5 Bedroom(s)
3 Bath(s) - Sleeps 12 House Rentals

Vacation Home

AMI Boathouse - 520 Loquat - Anna Maria House

Dog Friendly Canal Front Pool Home on North End of AMI

Welcome to AMI Boathouse! What You'll Love About This Home: Location! North End on a Canal and Steps from the Bay 3 Bedrooms / 2 Bathrooms 1 California King, 2 Kings, 2 Twins & 1 Queen Private Heated Pool Outdoor Shower Fully Equipped Kitchen BBQ Grill Professional Linen Service, Washer & Dryer, Complimentary WIFI, Beach Wagon Boat Dock Dog Frie.......read more

3 Bedroom(s)
2 Bath(s) - Sleeps 8 House Rentals

Vacation Home

Sunshine Cottage - Pool & Dock - Anna Maria House

5-Star Property! Fall and Christmas still available!

o Description  It doesn't get much better than being right on the water, located on a wide canal, and ½ block from the beach.  With canal access, you have the possibility of bringing a boat right to the dock through Bimini Bay.  Enjoy the large 16' x 30' private pool in a picturesque tropical landscape along with a 30' fishing/boat dock........read more

4 Bedroom(s)
3 Bath(s) - Sleeps 8 House Rentals

Vacation Home

Mango Beach House - Anna Maria House

Direct Gulf Front Home with great WIFI Work at the beach

Mango Beach House is paradise found. White sugar sand, warm waters of the Gulf of Mexico are out your back door. On the beach with a well groomed path to the waters edge and beach. Brought to you by Alex and AnnaMariaBeachVacations. com This beach front home has been my families getaway for over 20 years and now we have made it available to a.......read more

3 Bedroom(s)
3 Bath(s) - Sleeps 10 House Rentals

Vacation Home

Yellowbird - 705 N Shore - Anna Maria House

AMI North End Pool Home with Gulf Views & Tiki Hut

Welcome To Yellowbird! What You'll Love About This Home: Location! North End of AMI - Quick Walk to Beach. 4 Bedrooms / 3.5 Bathrooms 1 King, 2 Queens, 1 Twin, 1 Queen Murphy Bed Private Heated Pool Outdoor Shower Backyard Paradise with Tropical Tiki Bar Elevator Fully Equipped Kitchen Gas BBQ Grill Professional Linen Service, Washer & Dryer, C.......read more

4 Bedroom(s)
4 Bath(s) - Sleeps 8 House Rentals

Vacation Home

Sand Castle 107.Beach - Anna Maria House

Unique Luxury Beach Home with Large Heated Pool 3 Houses to Beach

Welcome to The Sand Castle located just a few steps from the Gulf beaches of Anna Maria Island. Built in 1924, the Castle is one of the oldest homes on the island. While it was lovingly restored in 2015, the history of the home can still be seen. The Sand Castle is a 4 bedroom, 3 and a half bath with the back patio surrounded by tropical landscapin.......read more

4 Bedroom(s)
5 Bath(s) - Sleeps 8 House Rentals

Vacation Home

Sea La Vie - Anna Maria House

Heated Pool & Spa FREE WiFi & Trolley close to Gulf & Bay Beach!

"Sea La Vie" is the Island getaway you have been waiting for. You and your family will love staying in this beautiful three-bedroom, two-bath elevated home nestled in secluded surroundings, just one block north of Pine Avenue in the village of Anna Maria. It is common to see families riding bikes or Segways down the quiet neighborhoods. Walk the Bo.......read more

3 Bedroom(s)
2 Bath(s) - Sleeps 99 House Rentals

Vacation Home

My Private Beach - 826A S Bay - Anna Maria House

INCREDIBLE Waterfront Pool Home on the Bay!

Welcome To My Private Beach! What You'll Love About This Home: Location! Your own private sandy beach on Tampa Bay overlooking the Sunshine Skyway Bridge Breathtaking views everywhere you look! 5 Bedrooms / 3 Bathrooms 3 Kings, 1 Queen, 1 Twin & 1 Queen Sofa Sleeper 4,494 square feet of living space Private Heated Pool Fully Equipped Kitchen Ga.......read more

6 Bedroom(s)
3 Bath(s) - Sleeps 8 House Rentals

Vacation Home

Serenity - Anna Maria House

Beautiful, decorated and furnished, spacious Great Room family & kid friendly,

Beautifully decorated and furnished home located an easy walk from Gulf beaches and Tampa bay. Includes a master suite with king size bed, two additional queen bedrooms, lower level playroom off the pool, porch off of kitchen, large heated pool, Weber Gas grill, Smart HDTV, High Speed Wireless Internet, phone service with free calls to US and Cana.......read more

3 Bedroom(s)
2 Bath(s) - Sleeps 6 House Rentals

Vacation Home

Aquaville B - Anna Maria House

Aquaville B - a 3/1 beauty with pool in the heart of Anna Maria, pet friendly

The location of Aquaville B is just fantastic: Enjoy a short walk away from everything at the prestigious North End of Anna Maria Island: From the famous beach, from the stop of the free Island trolley, from well known Ginny's and Jane E's Cafe and Gift Store, from Harry's Grill or The Sign of the Mermaid restaurant and some others and of course ju.......read more

3 Bedroom(s)
1 Bath(s) - Sleeps 4 House Rentals

Vacation Home

Bradley's Beach House - 108 Pine - Anna Maria House

4 Bedroom Private Pool Home on Pine Avenue Just Steps from Beach!

Welcome to Bradley's Beach House! What You'll Love About This Home: Location! Just 40 Steps from the Beach & on Historic Pine Ave close to Dining & Shopping. 4 Bedrooms / 3 Bathrooms 2 King Beds, 2 Queen Beds Private Heated Pool Outdoor Shower Fully equipped kitchen Professional Linen Service, Washer & Dryer, Complimentary WIFI Gas BBQ Grill Be.......read more

4 Bedroom(s)
3 Bath(s) - Sleeps 8 House Rentals

Vacation Home

Anna Cabana A - 770 Jacaranda - Anna Maria House

Gorgeous North End Pool Home Just A Short Walk To The Beach!

Welcome to Anna Cabana A! What you'll love about this home: Location! On the North End of Anna Maria 2 blocks to the beach and shopping. 2 Bedrooms / 1.5 bathrooms 1 Queen & 1 Set of Twin over Full Bunkbeds Private Heated Pool Gas BBQ Grill Complimentary WIFI, Washer & Dryer, Professional Linen Service Beach Chairs & Beach Towels Details: Anna C.......read more

2 Bedroom(s)
2 Bath(s) - Sleeps 5 House Rentals

Vacation Home

Anna Maria Escape - Anna Maria House

Anna Maria Escape Beach Front and Close to Bean Point

The Anna Maria Escape located at 725 North Shore Drive in Anna Maria city is just that - a peaceful, relaxed place to get away from it all. You can stroll on the beach for miles in either direction! It’s a perfect Anna Maria Island vacation home! This spacious and charming two bedroom, two bath Gulf front home has been recently updated and is dec.......read more

2 Bedroom(s)
2 Bath(s) - Sleeps 6 House Rentals

Vacation Home

Vacation Rentals - Anna Maria House

Canalfront Anna Maria Cottage w/ Pool & Hot Tub!

Escape to the sandy shores of Anna Maria Island at ‘Easy Breezy’, a recently renovated canalfront vacation rental cottage only a short stroll from the beach! ‘Easy Breezy’ boasts a pristine coastal-themed interior, a stunning full kitchen, 2 beautiful bedrooms, 2 en-suite bathrooms, and a cozy sleeper sofa. Soak up the sun by the private po.......read more

3 Bedroom(s)
2 Bath(s) - Sleeps 6 House Rentals

Vacation Home

Jewel of the Bay - 830 S Bay - Anna Maria House

LUXURY Waterfront Home With Breathtaking Views! Private Pool, Spa, & Elevator!

Welcome to Jewel of the Bay! What You'll Love About This Home: Location! Your Own Private Sandy Beach on the Bay! 4 Bedrooms / 4.5 Bathrooms 4 King Beds Private Heated Pool & Spa & Outdoor Shower Outdoor Shower Gorgeous Poolside Covered Patio Area Gas BBQ Grill Fully Equipped Professional Chef's Kitchen Kayaks Game Room with Ping Pong Table Gorg.......read more

4 Bedroom(s)
5 Bath(s) - Sleeps 8 House Rentals

Vacation Home

Sea Pearl - Anna Maria House

Sea Pearl - on the Canal in Anna Maria with heated pool. Pet friendly!

Sea Pearl got a major update with new floor, new bathrooms, new appliances, new furniture and much more. You will love this one story spacious 3 bedroom rental with 2 king size beds, 2 twins and 2.5 bathrooms. There is also a queen sleeper sofa in the living room. The pool area with lush landscaping is just stunning and the cabana with a TV invites.......read more

3 Bedroom(s)
3 Bath(s) - Sleeps 8 House Rentals

Vacation Home

Sirenia Beach House - Anna Maria House

Sirenia Beach House - Waterfront/Backyard Beach/Hot Tub/Pool/Dock Steps to Gulf

Just renovated! Read our description carefully as we have upgraded and added many amenities that are not shown yet in our professional photos. -new metal roof -new exterior paint, lighting, garage doors, etc.. -new composite decking on all stairs, lanai and dock -new pool terrace and garage surfacing -new exterior dining table -new interior dining .......read more

4 Bedroom(s)
4 Bath(s) - Sleeps 10 House Rentals

Vacation Home

Seashell - Anna Maria Condo

Seashell - Less than 1 minute to the beach - PRIVATE POOL and PET friendly!

Seashell is 3 bedroom 2 bath condo that is set up like a single family home. It features wood floors, a king size bed in the master bedroom, one queen bed in the second bedroom as well as two twin beds in the third bedroom. The master bedroom en suite has a shower, bath tub, granite vanity top with double sinks. Each bedroom has its own flat screen.......read more

3 Bedroom(s)
2 Bath(s) - Sleeps 6 Condo Rentals

Vacation Home

Art n Sol - 115 Maple - Anna Maria House

North End Private Heated Pool Home - 5 Houses from Beach

Welcome to Art n Sol! What You'll Love About This Home: Location! - 5 Houses from the Sugary Sand Beach 2 Bedroom / 2 Bathroom 1 King, 1 Queen & 1 Sofa Sleeper Private Heated Pool Pool Loungers & Patio Dining Balcony with Patio Dining Overlooking Pool Elevated Front Porch with Loungers & Patio Dining Gas BBQ Grill Professional Linen Service, Was.......read more

2 Bedroom(s)
2 Bath(s) - Sleeps 6 House Rentals

Vacation Home

Sirenia Cove - Anna Maria House

Sirenia Cove - Waterfront Hot Tub/ Htd Pool/ Dock Backyard Beach

We have work and home study spaces in each of our homes! Wifi too. Grab a work-cation in paradise, enjoy social distancing in our resort homes designed for social distancing with kitchen stocking, restaurant deliveries, sports activities conducive to tranquil settings like fishing, kayaking, swimming and suntanning in our backyard beaches as well a.......read more

4 Bedroom(s)
3 Bath(s) - Sleeps 10 House Rentals

Vacation Home

Anna Cabana B - 301 Poinsettia - Anna Maria House

Private Pool Home on the North End - 2 blocks to beach and shops

Welcome to Anna Cabana B! What you'll love about this home: Location! On the North End of Anna Maria 2 blocks to the beach and shopping. 1 Bedrooms / 1 bathrooms 1 Queen & 1 Sofa bed Private Heated Pool Gas BBQ Grill Complimentary WIFI, Washer & Dryer (shared), Professional Linen Service Beach Chairs & Beach Towels Details: Anna Cabana B is the .......read more

1 Bedroom(s)
1 Bath(s) - Sleeps 4 House Rentals

Vacation Home

Jacaranda Beach House - Anna Maria House

Jacaranda Beach House - one minute walk to the beach! Private Pool

There is no better location: from the Jacaranda Beach House it is just a one-minute walk to the beach. This classic Florida beach house is located on the prestigious North End of Anna Maria Island. The beautiful stretch of powdery white sand beach is never crowded as there is no public parking in the area. This spacious home is very bright and con.......read more

3 Bedroom(s)
3 Bath(s) - Sleeps 6 House Rentals

Vacation Home

Pirates Lookout - Anna Maria House

Enjoy island life--surfer chic bungalow, private beach path, kayak

On the North end of Anna Maria, this well appointed home sleeps 6 and has everything for a fun, laid-back family vacation, couples' getaway or friends' trip. There are two queen bedrooms and a full bath on the first floor. Upstairs is the main living area with plenty of comfy seating, a fully equipped kitchen with separate coffee bar and a dining a.......read more

3 Bedroom(s)
2 Bath(s) - Sleeps 6 House Rentals

Vacation Home

- Anna Maria Condo

Hidden Gem at the Bayou Waterfront Condo Steps to the Beach

Formerly, "Paradise at the Bayou Waterfront Condo at Tip of Island Steps to Beach," with 5 star ratings. Guests reviews included "perfect location, immaculate, comfortable, and well stocked." This water front, two bedroom condominium (ground floor), sits on the end of Pine Avenue, across the street from the beach and has wonderful seaside views of .......read more

2 Bedroom(s)
1 Bath(s) - Sleeps 4 Condo Rentals

Vacation Home

Scroll To Top