Beachfront 5 Bedroom Rental House With Pool in Anna Maria, FL

The Big Yellow House is a 5-bedroom, 4-bath waterfront home in Anna Maria, Florida, set directly on the Gulf with on-the-beach access. With 2,974 square feet and sleeping for up to 10 guests, it’s designed for stays that balance shared time and personal space. Standout features include a private pool with an in-ground hot tub, multiple indoor living areas, and outdoor spaces positioned to take in Gulf views.

The home includes two king bedrooms, one queen bedroom, and two twin bedrooms (four twin beds total). Inside, you’ll find two separate living areas (one on each floor), a full kitchen plus a second-floor kitchenette, and dining space for group meals. Practical amenities include air conditioning, internet access, televisions, a washer/dryer, and a keyless lock. Outdoor features add to the stay experience with a grill, outdoor shower, deck and balcony areas, outdoor seating and dining, sun loungers, and a ping pong table. A minimum stay of three nights applies, and the property provides five parking spaces.

Good fit for

Family Vacations Group and Reunion

On-the-beach setting Waterfront Gulf location with on-the-beach access.

Private pool and hot tub Includes a private pool and in-ground hot tub.

Two living areas Separate living spaces on both floors support group stays.

Kitchen plus kitchenette Full kitchen plus a second-floor kitchenette for added flexibility.

Ping pong and grill Outdoor grill and ping pong table are provided.

Waterfront - GulfLocation Setting

On the BeachBeach Access

5 BedroomsBedrooms

4 Full BathroomsBathrooms

Sleeps 10Guest Capacity

2974 sq. ft.Living Space

Pool (Private)Pool

Internet AccessInternet

TelevisionTelevision

YesAir Conditioning

YesWasher / Dryer

Sleeping Arrangements 2 King Beds, 1 Queen Bed, 4 Twin Beds

Virtual Tour The Big Yellow House - Virtual Tour

Anna Maria Florida

104 Pine Avenue, Anna Maria Florida 34216

Location & nearby Explore the Area

Located in Anna Maria, Florida, this home sits on Pine Avenue with a waterfront Gulf setting and on-the-beach access. The property is positioned for a stay centered on the beach while keeping everyday conveniences close at hand. The listing notes proximity to Pine Avenue shops and restaurants, and the Gulf-front placement supports easy transitions between the outdoor pool area and time on the sand.

Anna Maria Vacation Rentals Bayfront Park Beach in Anna Maria Florida Shiny Fish Emporium in Anna Maria FL Sandbar Seafood & Spirits in Anna Maria Florida

Rates from

$500 per night

3-day minimum stay

Check current rates & availability

Live booking details are maintained by Anna Maria Vacations.

Check Availability

The Big Yellow House is a beachfront home on Anna Maria Island with a Gulf-front setting and direct on-the-beach access. This 2,974-square-foot residence sleeps up to 10 guests across five bedrooms and four full bathrooms, making it well suited to groups that want both indoor gathering space and dedicated areas to spread out. A private pool and in-ground hot tub sit alongside outdoor seating and dining areas, with additional features such as a grill, sun loungers, and an outdoor shower for rinsing off after time on the sand.

Indoors, the layout includes two separate living areas—one on each floor—each with seating, a television, and dining space. The main level has a full kitchen equipped with major appliances and essentials such as a refrigerator, stove, oven, microwave, dishwasher, blender, toaster, and coffee makers (including a Keurig). A second-floor kitchenette adds flexibility for larger parties or multi-level stays. Climate control and convenience features include air conditioning, heating, ceiling fans, internet access, towels/linens, and a washer/dryer.

Sleeping arrangements are configured as 2 king beds, 1 queen bed, and 4 twin beds. Two bedrooms are king suites with ensuite bathrooms and walk-in showers. The main floor also includes a queen bedroom and a twin bedroom that share a hall bath with a shower/tub combination. Upstairs, an additional twin bedroom has an ensuite bath with a walk-in shower. The home uses stairs, offers a private entrance with keyless access, and provides five parking spaces.

The Big Yellow House on Pine by Anna Maria Vacations
Home in Anna Maria, FL

Welcome to The Big Yellow House on Pine by Anna Maria Vacations, a beachfront five-bedroom, four-bath home that captures the relaxed spirit of Anna Maria Island. Perfectly positioned along the Gulf, this charming coastal retreat offers spectacular beach views, a private pool and in-ground spa, and spacious living areas designed for family gatherings. Located right on Pine Avenue, guests are just steps away from local boutiques, coffee shops, and waterfront dining; making this the perfect home base for a classic Old Florida beach vacation.

Highlights
• Beachfront home with direct Gulf access
• 5 Bedrooms / 4 Bathrooms
• 2 King beds, 1 Queen bed, 4 Twin beds
• Private pool and in-ground spa
• Ping pong table and BBQ grill
• Recently updated first floor
• Washer and dryer
• Multiple living spaces and dining areas
• Steps from Pine Avenue shops and restaurants
• 5 Parking spots

Enjoy the ultimate island lifestyle at this family-friendly beachfront home. The covered patio and pool area overlooks the turquoise waters of the Gulf, creating an ideal space for morning swims, sunbathing, and sunset dinners. Fire up the BBQ grill, challenge the family to a ping pong match, or simply unwind in the bubbling spa as you listen to the waves roll in. With direct beach access, you can walk from your patio straight onto the soft white sand of Anna Maria Beach, making this one of the most desirable vacation rentals on Anna Maria Island.

Inside, guests will find two spacious living areas, one on each floor; each featuring cozy seating, TVs, and dining tables perfect for shared meals. The main kitchen on the ground floor is fully equipped for home-cooked meals, while the second-floor kitchenette adds extra convenience for larger groups. Step out onto the upper balcony to take in uninterrupted Gulf views, the perfect spot for your morning coffee or an evening glass of wine.

Each bedroom has been thoughtfully designed for comfort and relaxation, offering soft linens, ample storage, and serene coastal touches. The home features two primary suites, each with a king bed and an ensuite bathroom with a walk-in shower. On the main floor, there are two additional bedrooms; one with a queen bed and one with two twin beds, sharing a hall bath with a shower and tub combination. Upstairs, a twin bedroom offers an ensuite bath with a walk-in shower, providing the ideal retreat for younger guests or friends traveling together.

Room Details
-Primary Bedroom (1st floor): King bed, ensuite bath with walk-in shower
-Second Bedroom (2nd floor): King bed, ensuite bath with walk-in shower
-Third Bedroom (1st floor): Queen bed
-Fourth Bedroom (1st floor): Two Twin beds
-Fifth Bedroom (2nd floor): Two Twin beds, ensuite bath with walk-in shower

Beyond the beach, explore the best of Anna Maria Island right from your doorstep. Stroll along Pine Avenue to find local shops, bakeries, and restaurants, or spend your days exploring the island by bike or trolley. The home also features a washer and dryer, making it easy to keep beachwear fresh throughout your stay.

From its beachfront location to its private pool and spa, The Big Yellow House on Pine by Anna Maria Vacations offers a perfect mix of comfort, convenience, and coastal charm. Ideal for families and groups, this home captures the essence of island living with everything you need for a stress-free, sun-soaked getaway.

Book your stay today with Anna Maria Vacations and make unforgettable memories at The Big Yellow House on Pine!

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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.

Check In

4:00 PM

Check Out

10:00 AM

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

Beach

Biking

Boating

Canoeing

Fishing

Deep Sea Fishing

Golfing

Group and Reunion

State National Parks

Ocean

Sailing

Scuba Diving

Surfing

Fly Fishing

Wind Surfing

Hiking

Family Vacations

Kayaking

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

Featured Amenities

Air Conditioning

Dishwasher

Grill

Hot Tub

Internet Access

Pool (Private)

Television

Washer/Dryer

Property Features

Balcony

Blender

Ceiling Fan(s)

Coffee Maker

Freezer

Full Kitchen

Hair Dryer

Ice Maker

Microwave

Oven

Refrigerator

Stove

Toaster

Towels/Linens

Entertainment

Ping Pong Table

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

» Hospital Close By

» Carbon Monoxide Detector

» Outdoor Seating

» Fire Extinguisher

» Heating

» Smoke Detector

» Deadbolt Lock

» Pots and Pans

» Contactless Check-In

» Pack 'n Play

» Living Room

» Kitchen Island

» Dining Table

» Five (5) Parking Spaces

» Bathtub

» Deck

» Keurig Coffee Maker

» Keyless Lock

» Kitchenette

» Outdoor Shower

» Clothing Storage

» Wine Glasses

» Baking Sheet

» Outdoor Dining Area

» Sun Loungers

» Outdoor Lighting

» Games

» Required Stairs

» Books and Reading Material

5

Great House, we will use again.Note* The towel bar in the bathroom off the dining room is really loose & needs attention.Also as a veteran, I hope you can replace the American flag that is hanging on just one grommet. Please repair or replace.Thank You for an Awesome beachfront stay!!Brian Warren

Brian

Posted: 8/6/2026

Thank you, Brian, for the wonderful feedback and for choosing The Big Yellow House on Pine by Anna Maria Vacations for your beachfront getaway. We're so glad you enjoyed the home and are already considering a return visit! We also appreciate you taking the time to point out the loose towel bar and the condition of the American flag. We'll be sure to pass these details along to the appropriate team for attention. Thank you again for helping us keep the home in great shape, and we hope to welcome you back soon!

Anna Maria Vacations staff

5

2nd time back to the big yellow house. Nothing but top notch accommodations. Great view and loved the pool. We will be back.

Randy

Posted: 8/5/2026

Welcoming returning guests is one of the greatest compliments we can receive, Randy! We're delighted The Big Yellow House on Pine by Anna Maria Vacations continues to be your home away from home. It's wonderful to hear you once again enjoyed the beautiful views, relaxing pool, and top-notch accommodations. Thank you for choosing to stay with us again—we truly appreciate your loyalty and can't wait to welcome you back for your next island getaway!

Anna Maria Vacations staff

5

This house was perfect for our group! We had 8 people staying there and it was very comfortable for us. The setting was absolutely perfect - right on the beach and walking distance to everything you need. The instructions were clear and it was easy to use the amenities (working the hot tub for example).
The Airbnb did not include beach chairs or umbrellas, which would have been a nice value add. Of course, there are plenty of places to rent chairs and umbrellas in town so plan accordingly!

Katherine

Posted: 5/17/2026

Beachfront stays with room for everyone are what group vacations are all about, Katherine. We’re delighted that The Big Yellow House by Anna Maria Vacations was such a great fit for your group of eight and that you enjoyed being able to walk to the beach, shops, and restaurants with ease. It’s wonderful to hear the home was comfortable, the amenities were easy to use, and that everyone had plenty of space to relax and enjoy island time together. We also appreciate your feedback regarding beach chairs and umbrellas. While those items are not provided at this property, there are several convenient local rental options available nearby for guests who would like them. Thank you for staying with us, and we’d love to welcome your group back for another beachfront getaway!

Anna Maria Vacations staff

5

Beautiful home in perfect location!

Maria

Posted: 5/12/2026

A beautiful home in the perfect spot—doesn’t get much better than that, Maria. We’re so glad you enjoyed your stay at The Big Yellow House by Anna Maria Vacations. Hope to welcome you back again soon for easier island living!

Anna Maria Vacations staff

5

Kelly

Posted: 4/26/2026

5

The location of this house is absolutely amazing! The house was completely spotless! We will definitely return!

Tracy

Posted: 4/19/2026

That location really is something special, Tracy! We’re so glad The Big Yellow House by Anna Maria Vacations made such a great impression—nothing better than arriving to a spotless home in a perfect spot. We’ll be ready to welcome you back anytime for another island stay!

Anna Maria Vacations staff

5

We had an amazing time staying at the big yellow house! The location is superb! The house was absolutely spotless. We’re already planning a return trip.

Tracy

Posted: 4/19/2026

That’s what we love to hear, Tracy! We’re so glad The Big Yellow House by Anna Maria Vacations was such a hit from great location and a spotless home really set the tone for a perfect stay. Already planning your return is the best compliment and we’ll be ready when you are!

Anna Maria Vacations staff

4

The location cannot be beat. It’s amazing! However, a few things inside could be better. Cleaning wasn’t great. The king mattress was awful, it needs to be replaced. Bed linens weren’t good quality (couple beds were ok but in general the sheets were scratchy and low quality).

Anonymous

Posted: 4/10/2026

5

Great location! Seconds to the little downtown area/strip. Incredible views. The back porch leads right to the beach. House is very well taken care of. Excellent!

Eric

Posted: 2/21/2026

We’re so happy you loved your stay at The Big Yellow House, Eric! Being just seconds from the downtown strip and stepping right from the back porch onto the beach really doesn’t get much better. It’s great to hear you enjoyed the views and found the home well cared for, that means a lot. Thanks for staying with us, and we’d love to welcome you back for another easy, beachside getaway anytime with Anna Maria Vacations!

Anna Maria Vacations staff

5

Incredible location- close to everything! Loved the view and sunsets.

Kevin

Posted: 1/25/2026

Hi, Kevin, thank you for the lovely review! We’re so happy you enjoyed the incredible location at The Big Yellow House with Anna Maria Vacations. Those views and sunsets never get old, and being close to everything makes it even better. We’d love to welcome you back for another island stay anytime!!

Anna Maria Vacations staff

4

Views were unbelievable. Perfect seat for sunset every night. Pool and tub were bonuses we took advantage of. The kitchen is small and cookware limited. If you don’t plan on cooking a lot then not a problem. Easily walkable to food, bars, and restaurants.

Lynn O.

Posted: 1/7/2026

Thank you, Teresa, for your kind review! We're delighted to hear that you enjoyed the unbelievable views from The Big Yellow House—those sunsets are our favorites! It sounds like you had the perfect spot to enjoy them each night. We're glad you took advantage of the pool and hot tub as well! We appreciate your note about the kitchen and cookware - it’s always helpful to know how we can improve for future guests. We're glad you found the location walkable to food, bars, and restaurants. We hope to welcome you back for another memorable stay with Anna Maria Vacations!

Anna Maria Vacations staff

5

Amazing house, amazing host, 10/10 recommend. My family and I had the best time. Thank you for hosting us!

Quentin

Posted: 12/27/2025

Thank you so much for the 5 stars, Quentin! We’re so thrilled to hear you and your family had an amazing time at The Big Yellow House! Your recommendation means the world to us. We appreciate you choosing us and can’t wait to welcome you back for more unforgettable memories with Anna Maria Vacations!

Anna Maria Vacations staff