Anna Maria (Anna Maria Island, Florida) Vacation Rentals

(34 rentals)
booking message booking message

3 BR | 3 BA | Sleeps 6 | Quick View

$408

avg/night

View Details

About this property

Welcome to "Beach Escape" on beautiful Anna Maria Island. Appropriately named, this Mediterranean-inspired beach house offers all the charm and luxury you expect from a memorable vacation on AMI.Find ease and relaxation the moment you arrive, this charming multi-level home is nestled among ...

View all property information

Property Type

Anna Maria Island House

Show less

3 BR | 3 BA | Sleeps 8 | Quick View

3

$490

avg/night

View Details

About this property

*A Brand new Pool/Spa has been installed and is ready for guest use! New Pool pictures are at the end of the photo list*Come Relax and Unwind at the "North Shore" on gorgeous Anna Maria Island. This ground level, newly renovated and professionally decorated 3 bedroom, 3 bath beach house ...

View all property information

Property Type

Anna Maria Island House

"Amazing house!!"

This house was great we have been coming to the island for about 10 years! This was the best house and so close to the beach!! We will be back

See all reviews

Show less

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool
  • Rentals by owner

About this property

Many new items not shown in photos;- New exterior Polywood dining table - New interior dining table set - New screened lanai conversation set - New coffee table set in living roomOUTSIDE HIGHLIGHTS: Soft Sandy Backyard Beach Area Tons of New Outdoor Sun Loungers New Pool Terrace Resurfaced ...

View all property information

Property Type

Anna Maria Island House

"Such a perfect place for our entire family"

We loved our time at Sirena Cove. There were so many amenities and room for all of our adult children, their spouses and our grandchildren all under the age of four. The pool was great fun and we enjoyed ...

See all reviews

Show less

2 BR | 2 BA | Sleeps 4 | Quick View

$223

avg/night

View Details

About this property

Come experience Unit 201 at Sun Plaza West on beautiful Anna Maria Island. This 2 bedroom 2 bathroom Condo is located in the heart of Holmes Beach within walking distance to restaurants, shopping and the Islands Free Trolley. Sun Plaza West complex offers a secure entry, an elevator, heated pool and an ...

View all property information

Property Type

Anna Maria Island Apartment

Show less

3 BR | 2 BA | Sleeps 8 | Quick View

1

$450

avg/night

View Details

About this property

Treat yourself to “Crescent Palms” on the north end of Anna Maria Island. This ground level, newly renovated and professionally decorated 3 bedroom, 2 bath beach house offers comfort, luxury, and relaxation. Crescent Palms is located on a quiet street- north of Pine Ave and just a few flip ...

View all property information

Property Type

Anna Maria Island House

"Peaceful and relaxing family trip"

We were looking for a quiet spot for the family and hit the bullseye at Max and Denise's place on Northern Anna Maria island. Centrally located, 3 blocks either way, between the Gulf of Mexico or Tampa ...

See all reviews

Show less

2 BR | 2 BA | Sleeps 6 | Quick View

$289

avg/night

View Details

About this property

Welcome to Sea'Esta on gorgeous Anna Maria Island! Sea'Esta is a ground level Home that offers all the luxuries and comfort you will come to expect from staying at one of our vacation rentals on Anna Maria Island. This 2 Bed/2 Bath sweet and cozy beach home is located on North Shore Drive right ...

View all property information

Property Type

Anna Maria Island House

Show less

2 BR | 2 BA | Sleeps 6 | Quick View

1

$508

avg/night

View Details

About this property

WELCOME to “Island in the Sun” ...this newly renovated home on AMI offers charm, comfort, and luxury. Island in the Sun is located just one block south of Pine Ave and just a few flip flop steps away from the City Pier Bay Beach and the popular restaurant - The Waterfront. The City Pier Bay ...

View all property information

Property Type

Anna Maria Island House

"Anna marie ️"

Wonderful house with new appliances comfortable king beds on a quiet street. With awesome pool and hot tub. Outdoor shower also, shade areas front and back super Nice. Close to restaurants pier and beach ...

See all reviews

Show less

2 BR | 2 BA | Sleeps 6 | Quick View

1

$444

avg/night

View Details

About this property

Need a GREAT AMI GETAWAY? Just steps from the bayfront park in the City of Anna Maria is a charming island beach house called “La Cocolia” lovingly translated as the "little crab". This property is ready to host you and your family as you enjoy this newly renovated and decorated ...

View all property information

Property Type

Anna Maria Island House

"Spectacular"

We have rented many properties on Anna Maria Island and this one was my favorite! The home is wonderful with every amenity you can imagine and immaculate as far as cleanliness! It is completely updated ...

See all reviews

Show less

3 BR | 2 BA | Sleeps 8 | Quick View

$590

avg/night

View Details

About this property

Welcome to Zen Gardens on beautiful AMI. BIG NEWS: a brand new, full sized pool and spa was installed and is ready for your use. Zen Gardens is located just north of Pine Ave - and 1 house from the beach - in the City of Anna Maria. This property offers a beachy bohemian vibe and has all you need for ...

View all property information

Property Type

Anna Maria Island House

Show less

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool
  • Rentals by owner

About this property

Have the best of both worlds with the bay & the gulf beaches at this new 4 bed/3.5 bath luxury home. Enjoy the quiet, laid back way of life on the north end of the island being only steps to the gorgeous bayside beach with city park or a 5 minute walk to the world renowned Bean Point! You are also ...

View all property information

Property Type

Anna Maria Island House

"Best Place On Anna Maria"

Hosts are fabulous! very responsive and caring! House is amazing! our friends and family were blown away by how much attention to detail they put in to the furnishings and the home itself! A true paradise!

See all reviews

Show less

4 BR | 3 BA | Sleeps 10 | Quick View

Distance to beach: 0.0 miles to Gulf Beach & Tampa Bay Beach

$781

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool
  • Rentals by owner

About this property

Newly renovated! Read our description carefully as we have upgraded and added many amenities!Minimum Stays Required Based on Dates - Inquire DirectlySIRENIA BEACH HOUSE ~ Pick your beach! Sirenia Beach House is located between 2 beaches on a quiet cul de sac with fabulous views of the waterfront. ...

View all property information

Property Type

Anna Maria Island House

Show less

4 BR | 3 BA | Sleeps 8 | Quick View

$540

avg/night

View Details

About this property

*3 Night Minimum stays are allowed during low season, please refer to the rate table for the specific date ranges* Magnolia Location, Location, Location! Magnolia is situated on a quiet residential street, 2 blocks from the gorgeous white sand beaches of the Gulf of Mexico and 2 blocks from ...

View all property information

Property Type

Anna Maria Island House

Show less

4 BR | 3 BA | Sleeps 8 | Quick View

2

$667

avg/night

View Details

About this property

Welcome to “Pineapple Cottage” – a beautifully updated ground level beach cottage located in the heart of Anna Maria City and just 1 block from all the shops, restaurants and fun on Pine Avenue. This charming cottage has been professionally decorated and offers all the luxuries you will ...

View all property information

Property Type

Anna Maria Island House

"Great Property"

This house is in a great location, three blocks to the beach, restaurants, and three blocks to the pier, and many other amenities. It is beautiful, spacious and has everything you need to make your stay ...

See all reviews

Show less

4 BR | 4 BA | Sleeps 8 | Quick View

Distance to beach: 0.1 miles to Tampa Bay

$901

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Views, views, views! Experience all the best of the North end of Anna Maria from this waterfront home with pool, spa and mini golf.*Features include** Ultimate Bay front vacation home * Private heated pool and full Putt-putt course * Paddleboards, kayak * Standalone Hot Tub * Gas grill ...

View all property information

Property Type

Anna Maria Island House

Show less

4 BR | 3 BA | Sleeps 8 | Quick View

$654

avg/night

View Details

About this property

Welcome to West O’ Gulf, one of our brand-new luxury rentals at Salty Mermaid Vacation Rentals. If you are ready for a relaxing stay on beautiful Anna Maria Island, then this unit is for you! This exceptional custom-built 4 Bedroom 3 bathroom beach house makes it easy to perfect the art of vacationing. ...

View all property information

Property Type

Anna Maria Island House

Show less

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool

About this property

North End Escape is a 2,300 sq. ft. Newly Built 3 bedroom 2 ½ bathroom Custom Home featuring a 400 sq. ft. Rooftop Covered Gazebo; 750 sq. ft. of Covered Outdoor Living Area with Travertine flooring and a Heated Pool.This spacious home has wide plank hardwood flooring throughout; open concept ...

View all property information

Property Type

Anna Maria Island House

Show less

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Moon Shadow South's location can't be beat with views of Passage Key in Tampa Bay from the Primary Ensuite. You are just steps away to the bay beach access located directly across the street; walking distance to the Rod and Reel Pier, Bay Front Park and the popular white sandy beach of Bean ...

View all property information

Property Type

Anna Maria Island House

Show less

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

Pine Avenue HideAway is a secluded Beach Bungalow tucked away on Historic Pine Avenue on Anna Maria's North End. Conveniently located in the heart of it all, and just a short stroll to the beach, restaurants, boutiques, Anna Maria City Pier and a trolley stop to explore Anna Maria the islanders way!. ...

View all property information

Property Type

Anna Maria Island Bungalow

Show less

4 BR | 4 BA | Sleeps 12 | Quick View

4.7 rating on other travel sites

$741

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Looking for a relaxing retreat just steps to the soft white sand and turquoise waters? Coconut Breeze offers the perfect seascape for large family or friend gatherings. This custom home with coastal art touches delivers fun for everyone with its private heated pool, spacious four bedrooms with TV's ...

View all property information

Property Type

Anna Maria Island House

Show less

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

Drive through the gated driveway with a manatee on it and you'll enter Manatee Retreat. This duplex is a private getaway on a canal! Unit B is separated by a fence so you have your own private retreat. This 2 bedroom/2 bathroom has a large living room with plenty of seating for you and your guests. ...

View all property information

Property Type

Anna Maria Island House

Show less

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS WITH A CHECK-IN DATE AFTER SEPTEMBER 23, 2023! All Drivers must be over the age of 21. Driver's must provide valid US Driver's License and US Vehicle InsuranceWith the feel of a five-star luxury resort and the privacy of a secluded island ...

View all property information

Property Type

Anna Maria Island House

"Very nice home"

Home was very nice. The whole backyard is like paradise. Overall great experience.Pool was not refreshing but probably expected this time of year in Florida. The hot tub flows over into pool when ...

See all reviews

Show less

4 BR | 4 BA | Sleeps 12 | Quick View

4.6 rating on other travel sites

$720

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Come enjoy this 4 bedroom/4 bath duplex that can sleep up to 12 people with the add-on of the sleeper sofas. Blue Lagoon is located on North Shore which is just a few blocks from the renowned shopping and dining of Pine Avenue and features a large, shared heated pool, and an EV Charger. Upon entry in ...

View all property information

Property Type

Anna Maria Island House

Show less

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Colorful and inviting with a vibrant tropical style, Carefree Cottage is a perfectly-named oasis in Holmes Beach where all of your cares melt away the moment you walk through the front door. Located on a quiet residential street that offers plenty of peace and privacy yet keeps you close to the beaches ...

View all property information

Property Type

Anna Maria Island House

Show less

4 BR | 3 BA | Sleeps 10 | Quick View

4.7 rating on other travel sites

$731

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

If you're looking for the perfect spot to drop anchor on Anna Maria Island— look no further than this spacious four-bedroom oasis. Located on the idyllic north end, Anchor Splash is a short stroll from the white sandy beaches and warm, aquamarine gulf waters. It's also within walking distance ...

View all property information

Property Type

Anna Maria Island House

Show less

2 BR | 2 BA | Sleeps 6 | Quick View

10

$302

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Rentals by owner

About this property

Escape the Madness to the serenity of Anna Maria's north end. This single family, two bedroom, 2 bathroom, ground level house is located on the far north end of Anna Maria Island near Bean Point. The property is only 250 feet from the sugar sand beaches where you can walk for hours or sit and ...

View all property information

Property Type

Anna Maria Island House

"The perfect beach getaway!"

We loved our trip to Anna Maria and this perfect, very comfortable house. This 2 bedroom/2 bathroom was the perfect amount of space for us. Very clean, well-appointed, fluffy towels, manicured yard and ...

See all reviews

Show less

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

To Book Directly please visit: /gulf-shore-retreatIf you are looking for something other than a 7 night stay, please give our office a call and we will do our very best to accommodate you! Beach Retreats Reservations Team:At A GlanceBe one of the very first to stay at this gorgeous new ...

View all property information

Property Type

Anna Maria Island House

"Excellent place to stay!"

This house was incredible! Absolutely beautiful, well stocked, an amazing pool and outdoor setup, and so conveniently located! While it's not beach-front, it's just a house or two away from the beach entrance ...

See all reviews

Show less

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

It’s all about location on vacation, and Reef Romance does not disappoint! Sail away to this beautiful four-bedroom, four-and-a-half-bathroom custom-built home for a dose of luxury at the beach. Located on the prestigious north end of Anna Maria Island, you’re just a few houses away from the ...

View all property information

Property Type

Anna Maria Island House

Show less

1 BR | 1 BA | Sleeps 2 | Quick View

4.9 rating on other travel sites

$324

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Resort-Style Ground Floor Suite, Prime Location, Lakefront, Heated Pool & SpaIn our lakefront luxury resort (12,500 sqft) we offer three separate ground level apartments with a large outdoor area that can be rented together or separately. Enjoy the privacy of your own entrance, fully equipped ...

View all property information

Property Type

Anna Maria Island Condo

Show less

2 BR | 1 BA | Sleeps 4 | Quick View

4

Distance to beach: 0.3 miles to Anna Maria Bay Front part

$238

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen

About this property

This stunning waterfront condominium is a true gem, featuring 2 bedrooms and 1 bathroom on the ground floor and over 822 square feet, accommodating up to 4 people. The location is unbeatable, situated at the end of Pine Avenue and boasting breathtaking views of the surrounding area. From your private ...

View all property information

Property Type

Anna Maria Island Apartment

"Beautiful Property"

This property is located in a beautiful area! Very quiet and comfortable. Nice and clean…I highly recommend this property to anyone! You won’t regret it .

See all reviews

Show less

3 BR | 2 BA | Sleeps 6 | Quick View

4.9 rating on other travel sites

$430

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Welcome to the Pelican Suite of AMI Beach Lagoon on Anna Maria Island!In our lakefront luxury resort (12,500 sqft) we offer three separate ground level apartments with a large outdoor area that can be rented together or separately. Enjoy the privacy of your own entrance, fully equipped kitchen and ...

View all property information

Property Type

Anna Maria Island Condo

Show less

7 BR | 5 BA | Sleeps 14 | Quick View

5.0 rating on other travel sites

$1263

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Welcome to AMI Beach Lagoon, your dream vacation on Anna Maria Island!In our lakefront luxury resort (12,500 sqft) we offer three separate ground level apartments with a large outdoor area that can be rented together or separately. Enjoy the privacy of your own entrance, fully equipped kitchen and ...

View all property information

Property Type

Anna Maria Island Condo

Show less

3 BR | 2 BA | Sleeps 6 | Quick View

4.9 rating on other travel sites

$455

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Welcome to the Manatee Suite of AMI Beach Lagoon on Anna Maria Island!In our luxury resort (12,500 sqft) located right on Vista Lake we offer three separate ground level apartments with a large outdoor area that can be rented together or separately. Enjoy the privacy of your own entrance, fully equipped ...

View all property information

Property Type

Anna Maria Island Condo

Show less

4 BR | 4.5 BA | Sleeps 10 | Quick View

4.9 rating on other travel sites

$859

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

144 Crescent Dr. Anna Maria, FL 34216 You may cancel your reservation up to 60 days before check-in for a full refund minus a $495 processing fee and less 3rd party travel insurance fees, if applicable. The refund will be made to the original payment method. After that time, or for reservations made ...

View all property information

Property Type

Anna Maria Island House

Show less

$1082

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

146 Crescent Dr, Anna Maria FL 34216 VITAMIN SEA is a home that features 5 bedrooms and 5 bathrooms and a fantastic location-just a 10 minute stroll to the White sandy beaches of BEAN POINT on the coveted north end of Anna Maria. This lovely property offers a private heated pool with a spa, The backyard ...

View all property information

Property Type

Anna Maria Island House

"Paradise"

Vitamin Sea exceeded all expectations for our week's vacation for our family of 12. Location was perfect for daily visits to both sides of the island. House is stunning and fully equipped for swimming, ...

See all reviews

Show less

Map
Expand map Close map
Anna Maria (Anna Maria Island, Florida) Vacation Rentals