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Breakaway Anna Maria Island 4 Bedroom Vacation Rental on the Bay in Anna Maria, FL With Heated Pool

Home Rental in Anna Maria Florida

Ground-level bayfront home and vacation rental in Anna Maria with 4 bedrooms, a private heated pool, and water views of Tampa Bay, plus a short walk to Bean Point Beach and Pine Avenue shops and dining.

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Anna Maria Vacations
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Rates from
$505 / night
Additional fees may apply
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Rental overview

Why You'll Love This Rental

Breakaway is a 4-bedroom, 2-bath bayfront home in Anna Maria, Florida, set on the water with beach access listed as on the beach. With 1,997 square feet and sleeping up to 10, it combines a ground-floor layout with outdoor spaces designed around the bay setting. Key differentiators include a private heated pool, multiple outdoor lounge and dining areas, and water views that extend to Tampa Bay and the Skyway Bridge.

Inside, the home is arranged around an open-concept kitchen, dining, and living area with a breakfast bar and a dining table that seats eight. Sleeping options include one king bedroom, two queen bedrooms, and a fourth bedroom with two twin-over-twin bunk beds. Practical conveniences include a full kitchen with major appliances, washer/dryer, internet access, towels/linens (including a professional linen service), and keyless entry. Parking is provided for three vehicles, and long-term stays are allowed; a 4-night minimum stay and an age requirement (no reservations under 25) apply.

Good fit for
Family Vacations Group and Reunion Honeymoon
Bayfront setting Waterfront home on the bay with water views including Tampa Bay and the Skyway Bridge.
Private heated pool Includes a private heated pool with outdoor lounge and dining areas.
Sleeps up to 10 Four bedrooms sleep 10 with 1 king, 2 queens, and two twin-over-twin bunk beds.
Ground-floor home Ground floor property with private entrance and keyless lock.
Three parking spaces Parking is provided for up to three vehicles.
At a glance

Property Highlights

Waterfront - BayLocation Setting
On the BeachBeach Access
4 BedroomsBedrooms
2 Full BathroomsBathrooms
Sleeps 10Guest Capacity
1997 sq. ft.Living Space
Pool (Private)Pool
Internet AccessInternet
TelevisionTelevision
YesAir Conditioning
YesWasher / Dryer
Location & nearby Explore the Area

Breakaway is located in Anna Maria, Florida, on Anna Maria Island, with a waterfront bay setting. The home is in a residential area and includes water access and views across Tampa Bay toward the Skyway Bridge. The listing notes proximity to Pine Avenue shops and waterfront dining, and it also references nearby options for boating and water sports rentals. Guests are asked to keep noise at a respectful level due to the neighborhood setting.

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Plan your stay

Rates & Availability (USD)

Rates from
$505 per night
4-day minimum stay
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Live booking details are maintained by Anna Maria Vacations.

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Availability Calendar

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About this rental

About This Rental

Breakaway is a bayfront vacation home in Anna Maria on Florida’s South Gulf Coast, offering 1,997 square feet of living space with four bedrooms, two bathrooms, and accommodations for up to 10 guests. The setting is waterfront on the bay, and the property’s beach access is listed as on the beach. Outdoor living is a central feature, with a private heated pool and a deck setup that supports both lounging and outdoor meals.

The interior centers on an open-concept kitchen, dining, and living area designed for shared time between meals and downtime. The kitchen is equipped with a full suite of appliances and essentials, including a refrigerator/freezer, stove, oven, microwave, dishwasher, ice maker, coffee maker, blender, cookware, dishes, and utensils. The living room includes television, and the home provides air conditioning, heating, internet access, and a private entrance.

Sleeping arrangements include one king bed, two queen beds, and two bunk beds (twin-over-twin). The primary bedroom includes an ensuite bathroom with a walk-in shower. A second bathroom serves the remaining bedrooms. A washer/dryer, iron and ironing board, hair dryer, towels/linens, and clothing storage are provided for day-to-day convenience.

Additional stay details include keyless lock entry, three parking spaces, outdoor lighting, a grill, and sun loungers. The property participates in a professional linen program. Long-term stays are allowed, and a 4-night minimum stay applies. Reservations are not accepted from anyone under 25 years of age, and guests are asked to be mindful of neighborhood noise expectations.

Breakaway by Anna Maria Vacations
Home in Anna Maria, FL
VPR16-000458

Escape to Breakaway, a beautiful ground-level bayfront home with stunning views of the bay on Anna Maria Island! This stunning vacation home includes four bedrooms and two bathrooms, a private heated pool, outdoor lounge areas, and a cozy yet chic interior. This rental is perfect for families, couples, or groups seeking relaxation and adventure. Just a short walk to Bean Point Beach, Pine Avenue shops, and some of Anna Maria’s best restaurants, Breakaway is your ideal seaside retreat to unwind, explore, and create lifelong memories under the warm Florida sun!

Highlights
• 6-minute walk to Bean Point Beach
• 4 Bedroom / 2 Bath
• 1 King, 2 Queens, 2 XL Twin/ Twin bunks
• Private heated pool
• Outdoor dining and lounge
• Outdoor shower
• Gas grill
• Water views of Tampa Bay and the Skyway Bridge
• Close to Pine Avenue shops, waterfront dining, and water sports rentals
• 3 Parking Spots
• 4-night minimum stay

Enjoy luxurious outdoor living with your private, and heated pool, complete with in-water seating and a sun shelf for kids or sunbathers. Relax in the lush, tropical landscaping around the large, paved deck, which features plenty of outdoor seating and a full-sized outdoor dining set perfect for outdoor meals. Marvel at the gorgeous water views from the second-story deck and outdoor spaces, perfect for sunsets and peaceful mornings. The outdoor lounge area with seating, and access to the water makes this backyard a true tropical oasis, and an ideal setting to relax, entertain, or enjoy nature’s beauty.

Inside, enjoy an open-concept kitchen, dining, and living space designed for comfort and easy entertainment. The kitchen boasts stainless steel appliances, ample countertops, and a breakfast bar. The wooden dining table seats eight, while the living room with plush sofas and a large flat-screen TV is perfect for relaxing after a day at the beach or water adventures. Large windows and sliding doors frame water vistas, filling the space with natural light and a soothing coastal vibe.

Retreat to the primary suite featuring a king bed, a water-facing balcony, and an ensuite bathroom with a walk-in shower for a spa-like experience. The second and third bedrooms offers queen beds, while the fourth bedroom includes two twin-over-twin bunk beds, ideal for kids or additional guests. The hall bathroom features a walk-in shower and a stylish design, with a washer and dryer for added convenience.

Room Details
• Primary Bedroom: King bed, ensuite with walk-in shower
• Second Bedroom: Queen bed
• Third Bedroom: Queen bed
• Fourth Bedroom: Two XL twin over twin bunk beds

Enjoy your outdoor paradise, lounge poolside or soak in the sun while enjoying water views and sunsets. The lush, tropical landscaping surrounds the backyard, with plenty of seating for family and friends. Take a short walk to the beach, or hop on the boat or kayak in Tampa Bay, straight from your backyard. Explore Anna Maria Island’s shops, waterfront restaurants, parks, and water sports, making every day an adventure.

Book Breakaway today and enjoy a water-front retreat on the Gulf Coast. With stunning water views, outdoor amenities, and proximity to beaches, dining, and shopping, this home offers everything for a memorable getaway. Reserve now and start creating lifelong memories in paradise!


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This property participates in our Professional Linen Program. In Anna Maria Vacation's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high quality linens; including bedding, bath towels, washcloths, and beach towels that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology.

This home is managed by Anna Maria Vacations, an Anna Maria Island property management company.

We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.

Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
Before you book

Vacation Rental Policies

Check In

4:00 PM

Check Out

10:00 AM

Things to enjoy

Activities and Special Interests

This property provides access to the following activities and special interests:

Beach
Biking
Boating
Canoeing
Fishing
Deep Sea Fishing
Golfing
Honeymoon
State National Parks
Ocean
Sailing
Scuba Diving
Surfing
Fly Fishing
Wind Surfing
Hiking
Family Vacations
Kayaking
Group and Reunion

Other Activities and Special Interests

Boating Nearby
Local Eco Tourism Nearby
Horseback Riding Nearby
Outlet Shopping Nearby
Wildlife Viewing Nearby
Fitness Center Nearby
Laundromat Close By
Tennis Court Nearby
Hiking Nearby
Jet Skiing Nearby
Parasailing Nearby
Sailing Nearby
Snorkeling Nearby
Surfing Nearby
Swimming Nearby
Health Beauty Spa Nearby
Marina Nearby
Shopping Nearby
Bird Watching Nearby
Kayaking Nearby
Museums Nearby
Water Sports Nearby
What's included

Property Amenities

Featured Amenities

Air Conditioning
Dishwasher
Grill
Internet Access
Pool (Private)
Television
Washer/Dryer

Property Features

Blender
Coffee Maker
Freezer
Full Kitchen
Hair Dryer
Ice Maker
Microwave
Oven
Refrigerator
Stove
Towels/Linens

Other Property Amenities

Anna Maria
Anna Maria Island
Dishes and Utensils
Clothes Hangers
Hot Water
Iron and Ironing Board
Long Term Stays Allowed
Private Entrance
Ground Floor Property
Hospital Close By
Carbon Monoxide Detector
Fire Extinguisher
Heating
Smoke Detector
Deadbolt Lock
Pots and Pans
Contactless Check-In
Pack 'n Play
Living Room
Residential Street
Dining Table
Three (3) Parking Spaces
Deck
Keyless Lock
Water Front
Clothing Storage
Wine Glasses
Hot Water Kettle
Sun Loungers
Outdoor Lighting
Uncovered Deck
Guest feedback

Testimonials

Loved this home! We saw so much wildlife- dolphins, manatees, and even sting rays! We will definitely be back!
Brittney

Posted: 8/15/2026


Wildlife sightings like that are what make a waterfront stay so unforgettable, Brittney! We're so glad Breakaway by Anna Maria Vacations gave you the chance to see dolphins, manatees, and even stingrays during your getaway. It sounds like you made some truly special island memories. Thank you for sharing your experience, and we’re excited to hear you’ll be back. We can’t wait to welcome you again for more peaceful days by the water!
Anna Maria Vacations staff


We had a great time. The house is amazing. Everything clean and organized. The view was fantastic seen dolphins every day. We love it!!
Lenia

Posted: 8/2/2026


Watching dolphins from your vacation home is the kind of memory that stays with you long after the trip is over, Lenia. We're thrilled Breakaway by Anna Maria Vacations was such a special place for your getaway. It's wonderful to hear you enjoyed the beautiful views, the clean and well-organized home, and those daily dolphin sightings. Thank you for sharing your experience and we'd love to welcome you back for another unforgettable stay on Anna Maria Island!
Anna Maria Vacations staff


Wife, myself and 18 year old daughter stayed for a week and it was excellent! Short walk, bike, golf cart ride from everything! Close to beach, you can jump in from the backyard with noodles or floats. All around great property and location!
Eric

Posted: 7/20/2026


There's something special about finding a place where everything is just a short walk, bike ride, or golf cart trip away. We're so glad Breakaway by Anna Maria Vacations was the perfect fit for your family and that you enjoyed the easy access to the beach, nearby attractions, and relaxing waterfront setting. It sounds like you made the most of every moment, Eric! Thank you for your kind words, and we look forward to welcoming you back for another unforgettable stay on Anna Maria Island.
Anna Maria Vacations staff


We had a wonderful stay at Breakaway and truly hated to leave. Being right on the bay made this property especially special - the views and peaceful setting were hard to beat. The home was the perfect size for my husband and me: comfortable, beautifully designed, and very well appointed with everything we needed. Having a private pool was an added bonus and made our stay even more relaxing. Anna Maria Vacations was excellent to work with from start to finish. Everything was spotless, well maintained, and in perfect working order when we arrived. Their communication was consistent and helpful throughout our stay, which made the entire experience easy & stress-free. We would absolutely book with them again.
Mary

Posted: 4/18/2026


Being right on the bay really does make it feel extra special, Mary! We’re so glad you loved your time at Breakaway by Anna Maria Vacations as those peaceful views and quiet moments are what island stays are all about. Sounds like the home was just the right fit, and having your own pool to relax by makes it even better. We truly appreciate the kind words about our team, too—it means a lot. We’d love to welcome you back anytime for another calm, bayfront escape!
Anna Maria Vacations staff

We truly enjoyed our stay. The house is great, and clean. The pool was in a great condition. The kitchen is well equipped. Best part was to be right next to the sea and hearing the sound of the waves. We even saw some dolphins. Will definitely be back.
Oya

Posted: 3/29/2026


Amazing house, great location, responsive management company, just a wonderful place!
chris n.

Posted: 3/7/2026


We’re so happy you had a wonderful stay at Breakaway, Kathy! It’s great to hear you loved the house and the location, and we truly appreciate the kind words about our team being responsive. Thanks for choosing to stay with us and we’d love to welcome you back anytime for another easy island getaway with Anna Maria Vacations!
Anna Maria Vacations staff


The house was very clean and the view was awesome. It was close to restaurants and shops. The pool was great and water temperature was perfect.
Donna

Posted: 2/2/2026


We’re so glad you enjoyed your stay, Donna! Happy to hear the Breakaway house felt clean, the views impressed, and the pool hit that just-right temperature. Being close to shops and restaurants makes everything easy, especially for families on the go. Thanks for staying with us— the Anna Maria Vacations team loves to have you back anytime!
Anna Maria Vacations staff












Helpful details

Frequently Asked Questions

Breakaway is located in Anna Maria, Florida.

Breakaway accommodates up to 10 guests.

4 Bedrooms and 2 Full Bathrooms.

The listed beach access for Breakaway is On the Beach.

Yes. The property lists Pool (Private).

The property lists a 4-night minimum stay.
Local management

Professionally Managed By

Anna Maria Vacations View Manager Profile

Questions about this rental?

Connect directly with Anna Maria Vacations for current rates, availability, and local assistance.

Contact Reservations and Guest Services Anna Maria Vacations
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Property reference
#192195 · Breakaway
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