$0
for 0 nights

Home in Anna Maria, Florida

4 bedrooms

4 beds

4 bathrooms

8 guests

1000 sq. ft.

Luxury

Elevated properties with standout design

Operated by a Wander partner

Trusted operators, vetted by Wander

About the property

Wake up to the sound of waves and step straight onto the sugar-white sands of Anna Maria Island. Serendipity Gulf is your private beachfront sanctuary on the coveted north end—where relaxed bohemian style meets unforgettable Gulf views. Just completed: a stunning beachside heated pool, perfectly positioned for sun-soaked afternoons and sunset swims with the Gulf as your backdrop. Gulf Beach Front 3 bedroom/3 bathroom home and separate 1/1 cottage Sunset's from your back deck and morning shell searches out your back door. All bedrooms are King Bed en-suite. Thoughtfully refreshed with all-new flooring and a beautifully redesigned kitchen with brand-new appliances, this home blends comfort, style, and effortless coastal living. The bright, airy interior draws your eyes straight through sliding glass doors to the turquoise waters beyond Serendipity Gulfront provides a complimentary 6-passenger Golf Cart, perfect for exploring the island. For exploring further, the free island trolley provides convenient transportation, with a stop located right on Pine Ave. Free parking is available on the premises and on the street. The closest major airport is approximately a 1-hour drive away. Please review and agree to the Reservation Agreement. Rates and Availability are subject to change until reservation is completed. A deposit must be received in order to reserve the dates you desire. Pets- Non-Aggressive breeds, vaccinated & current on a flea prevention program allowed only with prior approval. Pet Fee and Pet Waiver Required. $300 per pet Any unauthorized pets= 25% surcharge Traveler must provide photo ID and guest list If for some reason the property you booked is unavailable, we may offer to rebook the Traveler at another property, if a substantially similar property is available for the same period and under a new reservation. Owner is not responsible for events beyond our control, ie: inclement weather, storms, evacuations, etc. Travel Insurance is recommended and may be purchased independently from several sites (Red Sky Travel Insurance, Square Mouth, etc.) Due to the extensive equipment provided at the home, there are additional documents required. The use of the bikes, SUP and Kayak require a signed Equipment Waiver for anyone 18+ All Drivers of the property's Golf Cart must be 25, and provide a copy of a valid U.S. Driver's License and Insurance. We give our guests space to relax but are always available if needed! You’ll receive a personal smart lock code before check-in, and we’re just a message, call, or email away if you have any questions or need anything during your stay. For direct support, contact our office phone.

Amenities

Common Amenities

  • Free parking
  • Paddle board
  • BBQ Area
  • Cleaning supplies
  • Dishwasher
  • Shower
  • Hair dryer
  • Toilet
  • Bedroom door lock
  • Wine Cellar
  • Pet relief area
  • Balcony
  • Water slide
  • Hike trail nearby
  • Beachfront
  • Boat
  • Bay views
  • Private Chef
  • Fishing Area
  • Golf Course
  • First aid kit
  • Fire extinguisher
  • Air conditioning
  • Hot water
  • Washer
  • Carbon monoxide detector
  • Dryer
  • Beach
  • Beach View
  • Children’s dinnerware
  • Cleaning Disinfection
  • Cleaning products
  • Enhanced cleaning practices
  • Essentials
  • Family/kid friendly
  • Fishing
  • Golf - Optional
  • High touch surfaces disinfected
  • Horseback Riding
  • Pets allowed
  • Private entrance
  • Shopping
  • Single level home
  • Suitable for children (2-12 years)
  • Suitable for events
  • Suitable for infants (under 2 years)
  • Water Sports
  • Water View
  • Gym
  • Tennis court
  • Children dinnerware
  • Pack n play
  • Books
  • Basketball Court
  • Massage table
  • Heated pool
  • Laundromat nearby
  • Ironing board

Bathroom 1

  • Bathtub
  • Shower gel

Bathroom 2

  • Body soap
  • Bath linens

Bathroom 3

  • Conditioner

Bathroom 4

  • Shampoo

Patio

  • BBQ Utensils
  • Outdoor seating
  • Patio

Kitchen

  • Baking sheet
  • Blender
  • Coffee
  • Coffee maker
  • Cooking basics
  • Dishes
  • Freezer
  • Ice maker
  • Kettle
  • Kitchen
  • Microwave
  • Mini fridge
  • Oven
  • Fridge
  • Stove
  • Toaster
  • Wine glasses

Exterior

  • Beach access
  • Beach essentials
  • Kayaks
  • Ocean view
  • Waterfront

Garage

  • Bicycle
  • Garage

Living room

  • Board games
  • Ceiling fan
  • Heating
  • TV

Playground

  • Toys

Dining room

  • Dining table
  • High chair

Garden

  • Garden

Pool

  • Hot tub
  • Outdoor pool

Common area

  • Wifi
  • Long term stays allowed
  • Smoke detector

Laundry room

  • Iron

Office

  • Dedicated workspace

Entry

  • Luggage drop off allowed

Bedroom 1

  • Bed linens
  • Hangers

Bedroom 2

  • Closet
  • Safe

Bedroom 3

  • Crib

Bedroom 4

  • Extra pillows

4.9 · 150 reviews

Where you’ll be

Anna Maria, Florida 34216, United States of America

Anna Maria, Florida, United States of America
27.53381729-82.74278259
Timezone: America/New_York

Restaurants

The Ugly Grouper

The Ugly Grouper offers a lively dining experience with fresh seafood, American favorites, and a vibrant atmosphere featuring live music and outdoor seating. Enjoy a relaxed meal amidst a fun, laid-back setting on Anna Maria Island.

Anna Maria Island Beach Cafe

Anna Maria Island Beach Cafe offers casual dining with stunning Gulf views, featuring all-you-can-eat pancakes and Friday fish fries. Enjoy live music and beach activities alongside delicious meals.

Sandbar Seafood + Spirits

Sandbar Seafood + Spirits offers fresh Gulf-to-table seafood and local organic dishes in a relaxed beachfront setting where you can dine with your toes in the sand while enjoying breathtaking sunsets over the Gulf of Mexico. Perfect for casual meals, sunset cocktails, and soaking up Old Florida charm.

The Waterfront Restaurant

The Waterfront Restaurant offers a blend of fresh seafood and upscale dining with stunning views. Its welcoming atmosphere and diverse menu make it a perfect spot for both casual and special occasions.

Compass Hotel Anna Maria Sound by Margaritaville

Compass Hotel Anna Maria Sound offers a vibrant dining experience with Floridays Woodfire Grill & Bar, serving fresh seafood in a casual waterfront setting, and Compass Bar & Chill, featuring signature Margaritaville drinks. The hotel's tropical ambiance complements its delicious cuisine.

Rod and Reel Pier

Rod and Reel Pier offers a charming, laid-back dining experience perched over Tampa Bay, serving fresh seafood and casual fare with stunning water views and a glimpse of local fishing life. Its cozy atmosphere and historic pier setting make it a beloved spot on Anna Maria Island.

Ginny's & Jane E's Cafe and Gift Store

Ginny's & Jane E's Cafe offers a blend of delicious breakfast and lunch options, complemented by a unique gift store filled with local art and quirky souvenirs. This charming spot embodies the warm hospitality of "Old Florida" in a historic setting.

Skinny's Place inc.

Skinny's Place is a classic beachside eatery offering juicy burgers and crispy fries in a casual, Old Florida setting. It's a rustic spot perfect for a laid-back meal near the beach.

The Porch Restaurant Anna Maria

The Porch Restaurant offers a sophisticated dining experience with top-quality steak, fresh fish, and seasonal entrées, set within a historic home on Anna Maria Island. Its intimate ambiance and extensive wine selection make it a sought-after destination for special occasions.

Hurricane Hanks

Hurricane Hanks offers a casual, island-style dining experience with a focus on fresh seafood and classic American fare. The restaurant provides a laid-back atmosphere perfect for enjoying great food and drinks in the heart of Holmes Beach.

Attractions

Beach N Rides

A trusted local provider to ensure you have easy access to high-quality golf cart rentals during your stay. You may contact Beach N Rides at 941-251-7916. Use the discount code: Serendipity at checkout to receive your special rate.

Coconut Rentals

A trusted local provider to ensure you have easy access to high-quality golf cart rentals during your stay. You may contact Coconut Rentals at 941-269-1080. Use the discount code: Serendipity at checkout to receive your special rate.

Ana Maria island

Explore Anna Maria Island's serene beaches and tranquil waters, perfect for swimming and water activities. Nature lovers and families will enjoy the island's peaceful atmosphere and diverse wildlife.

Manatee Public Beach

Manatee Public Beach offers a serene escape with pristine white sand, calm Gulf waters, and activities like swimming and paddleboarding. It's perfect for families and those seeking relaxation and recreation in a beautiful coastal setting.

Holmes Beach

Experience the serene beauty of Holmes Beach, where you can relax on sandy shores, enjoy water sports, and soak up the Florida sun. It's perfect for families and beach lovers seeking a tranquil getaway.

Anna Maria Island Beach

Anna Maria Island Beach offers serene white sands and clear, warm Gulf waters perfect for swimming, shelling, and dolphin watching, making it ideal for families, nature lovers, and anyone seeking a peaceful beach escape. Its tranquil vibe and stunning sunsets create unforgettable moments.

Robinson Preserve

Explore Robinson Preserve, a 600-acre haven offering hiking, kayaking, and bird-watching amidst mangroves and scenic waterways. Nature lovers and outdoor enthusiasts will delight in its diverse ecosystems and panoramic views.

Fort De Soto Dog Park / Beach

Fort De Soto Dog Park and Beach offers a unique experience for pet owners, allowing dogs to play and swim freely in a designated beach area. It's perfect for those seeking a fun, social outing with their furry friends.

De Soto National Memorial

De Soto National Memorial offers a blend of history and nature, perfect for those who enjoy hiking, kayaking, and exploring historical sites. It's ideal for families and nature enthusiasts seeking a mix of adventure and educational experiences.

Bean Point Beach Access

Bean Point Beach is a secluded gem on Anna Maria Island, offering serene views and tranquil waters perfect for those seeking a peaceful escape. Locals and nature lovers alike enjoy its stunning sunsets and pristine sand.

Palma Sola Botanical Park

Palma Sola Botanical Park offers a peaceful stroll through lush gardens featuring rare tropical fruits, vibrant butterfly habitats, and themed plant collections—perfect for nature lovers, families, and anyone seeking a serene outdoor escape.

Fort De Soto Park Batteries And Military Post

Explore historic Fort De Soto Park, featuring the last four surviving 12-inch seacoast mortars in the continental U.S. and offering a glimpse into military history and stunning Gulf views. This site is perfect for history buffs and nature lovers alike.

Things to know

Cancellation policy

Free cancellation up to 14 days before check-in. 50% refund up to 7 days before. No refund after that.

Property rules

Pets allowed with fee

No smoking - fees will apply

Events allowed

Safety & security

Check-in after 4:00 pm

Check-out before 10:00 am

8 guests maximum

Availability & Pricing

DatePrice (USD, excl. fees and taxes)Availability
Jun 1, 2026$1308Not Available
Jun 2, 2026$1007Not Available
Jun 3, 2026$1026Not Available
Jun 4, 2026$1107Not Available
Jun 5, 2026$1759Not Available
Jun 6, 2026$1739Not Available
Jun 7, 2026$1212Not Available
Jun 8, 2026$1237Not Available
Jun 9, 2026$1134Not Available
Jun 10, 2026$1000Not Available
Jun 11, 2026$1000Not Available
Jun 12, 2026$1750Not Available
Jun 13, 2026$1750Not Available
Jun 14, 2026$1376Not Available
Jun 15, 2026$1354Not Available
Jun 16, 2026$1191Not Available
Jun 17, 2026$1335Not Available
Jun 18, 2026$1820Not Available
Jun 19, 2026$1100Not Available
Jun 20, 2026$1100Not Available
Jun 21, 2026$1554Not Available
Jun 22, 2026$1583Not Available
Jun 23, 2026$1436Not Available
Jun 24, 2026$1453Not Available
Jun 25, 2026$1472Not Available
Jun 26, 2026$2273Not Available
Jun 27, 2026$2277Not Available
Jun 28, 2026$1687Not Available
Jun 29, 2026$1707Not Available
Jun 30, 2026$1555Not Available
Jul 1, 2026$1799Not Available
Jul 2, 2026$2380Not Available
Jul 3, 2026$1800Not Available
Jul 4, 2026$1800Not Available
Jul 5, 2026$2500Not Available
Jul 6, 2026$1912Not Available
Jul 7, 2026$1721Not Available
Jul 8, 2026$1720Not Available
Jul 9, 2026$1729Not Available
Jul 10, 2026$2500Not Available
Jul 11, 2026$2499Not Available
Jul 12, 2026$1883Not Available
Jul 13, 2026$1875Not Available
Jul 14, 2026$1706Not Available
Jul 15, 2026$1712Not Available
Jul 16, 2026$1726Available
Jul 17, 2026$2500Available
Jul 18, 2026$2500Available
Jul 19, 2026$1897Not Available
Jul 20, 2026$1883Not Available
Jul 21, 2026$1726Not Available
Jul 22, 2026$1749Not Available
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Jul 24, 2026$1600Available
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Jul 31, 2026$1600Available
Aug 1, 2026$2180Not Available
Aug 2, 2026$1536Not Available
Aug 3, 2026$1501Not Available
Aug 4, 2026$1300Not Available
Aug 5, 2026$1255Not Available
Aug 6, 2026$1205Not Available
Aug 7, 2026$1960Not Available
Aug 8, 2026$1940Available
Aug 9, 2026$1317Available
Aug 10, 2026$1275Available
Aug 11, 2026$1062Available
Aug 12, 2026$1027Available
Aug 13, 2026$1006Available
Aug 14, 2026$1780Available
Aug 15, 2026$1770Available
Aug 16, 2026$1163Available
Aug 17, 2026$1146Available
Aug 18, 2026$946Available
Aug 19, 2026$916Available
Aug 20, 2026$912Available
Aug 21, 2026$1720Available
Aug 22, 2026$1739Available
Aug 23, 2026$1148Available
Aug 24, 2026$1152Available
Aug 25, 2026$989Available
Aug 26, 2026$991Available
Aug 27, 2026$991Available
Aug 28, 2026$1788Available
Aug 29, 2026$1808Available
Aug 30, 2026$1221Available