$0
for 0 nights

Home in Anna Maria, Florida

4 bedrooms

4 beds

5 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

Escape to Serendipity Deux, a luxurious 4-bedroom house on Anna Maria Island, where refined interiors meet the laid-back island lifestyle. Enjoy premium beach access and a prime location near Bean Point and Rod & Reel Pier. This stunning retreat offers the perfect blend of comfort, privacy, and coastal charm for an unforgettable vacation. The primary suite on the main level features a king bed, spa-inspired bath with soaking tub and walk-in shower, and plush finishes that set the tone for your stay. Upstairs, three additional bedrooms — all with king beds — provide comfort and privacy for couples, families, and groups alike. All 3 bedrooms feature en-suite bathrooms. An elevator connecting all floors ensures convenience and accessibility throughout the home. The heart of the home is located on the main level, where the family room, dining space, and gourmet kitchen come together with high-end finishes and designer touches that elevate every gathering. Included with your stay: 6-passenger Golf Cart 4 Adult bikes Paddleboards & kayak Fast Wi-Fi & smart TVs Keypad entry & on-site parking for 2 vehicles This home is fully equipped with high-end finishes, coastal décor, and thoughtful touches throughout. Whether you're lounging by the pool, walking the beach at sunset, or exploring the island on a bike or golf cart, you'll enjoy luxury and comfort every step of the way. 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

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

Bathroom 1

  • Bathtub
  • Bath linens

Bathroom 2

  • Body soap

Bathroom 3

  • Conditioner

Bathroom 4

  • Shampoo

Bathroom 5

  • Shower gel

Patio

  • BBQ Utensils
  • Outdoor seating
  • Patio

Kitchen

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

Exterior

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

Garage

  • Bicycle
  • EV Charger
  • Garage

Living room

  • Board games
  • Ceiling fan
  • Heating
  • TV

Dining room

  • Dining table
  • High chair

Garden

  • Garden

Common area

  • Wifi
  • Long term stays allowed
  • Smoke detector

Laundry room

  • Iron

Office

  • Dedicated workspace

Entry

  • Luggage drop off allowed
  • Stair gate

Pool

  • Outdoor pool

Bedroom 1

  • Bed linens
  • Hangers

Bedroom 2

  • Closet
  • Safe

Bedroom 3

  • Crib

Bedroom 4

  • Extra pillows

4.9 · 149 reviews

Where you’ll be

Anna Maria, Florida 34216, United States of America

Anna Maria, Florida, United States of America
27.53873062-82.74169159
Timezone: America/New_York

Restaurants

The Ugly Grouper

The Ugly Grouper offers a lively dining experience with American and seafood cuisine, featuring dishes like coconut fried shrimp and grouper tacos. Its outdoor seating area features live music and a fun atmosphere, perfect for a relaxed meal on Anna Maria Island.

Sandbar Seafood + Spirits

Sandbar Seafood + Spirits offers a laid-back beachfront dining experience with fresh Gulf seafood, local organic vegetables, and a stunning sunset view, perfect for toes-in-the-sand relaxation and great drinks on Anna Maria Island.

Anna Maria Island Beach Cafe

Anna Maria Island Beach Cafe offers casual gulf-front dining with a laid-back vibe, famous for all-you-can-eat pancakes and sausage, fresh seafood platters, and island-sized drinks enjoyed alongside stunning sunsets and nightly live music. Perfect for families and beach lovers alike.

Rod and Reel Pier

Rod and Reel Pier offers a relaxed dining experience with fresh seafood and stunning views of Tampa Bay. Its quaint, waterside setting provides an authentic Florida charm.

Compass Hotel Anna Maria Sound by Margaritaville

At Compass Hotel Anna Maria Sound, enjoy a blend of tropical fun and fine dining, with options like Floridays Woodfire Grill & Bar offering fresh seafood and Compass Bar & Chill serving signature Margaritaville drinks. The hotel's waterfront setting adds to its lively, beachy ambiance.

The Waterfront Restaurant

The Waterfront Restaurant in Anna Maria offers casual dining with fresh, locally sourced seafood and classic American flavors, all enjoyed in a relaxed old Florida waterfront setting with stunning views of Tampa Bay.

Skinny's Place inc.

Skinny's Place is a classic beachside eatery offering giant burgers and homemade onion rings in a rustic, no-frills setting. It's a great spot for casual dining with a nostalgic Old Florida charm.

The Porch Restaurant Anna Maria

The Porch Restaurant offers a sophisticated dining experience with signature dishes, top-quality steak, and fresh fish in a historic setting. Its intimate ambiance and extensive selection of beer and wine make it a standout on Anna Maria Island.

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

Ginny's & Jane E's Cafe offers a cozy blend of delicious breakfast and lunch options, complemented by a unique gift store featuring local art and quirky souvenirs. The cafe embodies "Old Florida" hospitality in a charming setting.

Hurricane Hanks

Hurricane Hanks offers a casual, island-inspired dining experience with fresh seafood, steaks, and plant-based options. Its warm atmosphere reflects the laid-back vibe of Anna Maria Island, making it a must-visit for locals and visitors alike.

Attractions

Ana Maria island

Ana Maria Island offers serene beaches and calm waters perfect for swimming and water activities. It's ideal for families and those seeking a peaceful beach getaway.

Manatee Public Beach

Manatee Public Beach offers a serene escape with pristine white sand and crystal-clear waters, perfect for those seeking relaxation and water activities like swimming and paddleboarding. It's ideal for families and beach lovers alike.

Anna Maria Island Beach

Anna Maria Island Beach offers serene, untouched shores perfect for relaxation and nature lovers. Its tranquil atmosphere and stunning views make it ideal for those seeking a peaceful beach experience.

Holmes Beach

Experience the charm of Holmes Beach with its picturesque beaches, volleyball courts, and playgrounds. This destination is perfect for families and sun-seekers looking for a relaxing getaway with plenty of outdoor activities.

Robinson Preserve

Robinson Preserve offers a unique blend of natural beauty and outdoor adventure, perfect for nature lovers and families. Explore its scenic trails, kayak through mangrove forests, and enjoy panoramic views from observation towers.

Fort De Soto Dog Park / Beach

Fort De Soto Dog Park / Beach offers a spacious, off-leash beach and fenced playground where dogs can swim, run, and socialize freely—perfect for active dog owners who want a fun, safe place for their pets to play and cool off.

Palma Sola Botanical Park

Palma Sola Botanical Park offers a tranquil escape with its diverse tropical plants and scenic trails, perfect for nature lovers and families. The park's unique fruit trails and gardens make it a must-visit for anyone interested in botany and natural beauty.

De Soto National Memorial

De Soto National Memorial offers a blend of history and nature, perfect for those who enjoy outdoor activities like hiking and kayaking amidst scenic landscapes and historical reenactments. It's ideal for nature lovers and history enthusiasts alike.

Bean Point Beach Access

Enjoy the serene tranquility of Bean Point Beach, a hidden gem offering stunning sunsets and peaceful surroundings perfect for nature lovers. Its secluded location makes it ideal for those seeking a quiet beach experience.

Fort De Soto Park Batteries And Military Post

Explore Fort De Soto Park's historic batteries and military post, featuring the last surviving carriage-mounted 12-inch seacoast mortars. This site is perfect for history buffs and those interested in military heritage.

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.

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.

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 4, 2026$1558Not Available
Jun 5, 2026$2073Available
Jun 6, 2026$2216Not Available
Jun 7, 2026$1531Not Available
Jun 8, 2026$1555Not Available
Jun 9, 2026$1414Not Available
Jun 10, 2026$1435Available
Jun 11, 2026$1455Not Available
Jun 12, 2026$2273Not Available
Jun 13, 2026$2544Not Available
Jun 14, 2026$1662Not Available
Jun 15, 2026$1702Not Available
Jun 16, 2026$1644Not Available
Jun 17, 2026$1865Not Available
Jun 18, 2026$2523Not Available
Jun 19, 2026$3677Not Available
Jun 20, 2026$3893Not Available
Jun 21, 2026$2197Not Available
Jun 22, 2026$2258Not Available
Jun 23, 2026$2118Not Available
Jun 24, 2026$2148Not Available
Jun 25, 2026$2175Not Available
Jun 26, 2026$3389Not Available
Jun 27, 2026$3602Not Available
Jun 28, 2026$2478Not Available
Jun 29, 2026$2505Not Available
Jun 30, 2026$2338Not Available
Jul 1, 2026$1800Available
Jul 2, 2026$1800Available
Jul 3, 2026$2000Not Available
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Jul 5, 2026$2000Not Available
Jul 6, 2026$2000Available
Jul 7, 2026$2467Not Available
Jul 8, 2026$2448Not Available
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Jul 11, 2026$3748Not Available
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Jul 17, 2026$3585Available
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Jul 20, 2026$2591Not Available
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Jul 22, 2026$2436Not Available
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Jul 25, 2026$2100Not Available
Jul 26, 2026$2100Not Available
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Jul 30, 2026$2459Not Available
Jul 31, 2026$3618Not Available
Aug 1, 2026$3026Not Available
Aug 2, 2026$1822Not Available
Aug 3, 2026$1770Not Available
Aug 4, 2026$1531Not Available
Aug 5, 2026$1500Available
Aug 6, 2026$1500Available
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Aug 8, 2026$2660Not Available
Aug 9, 2026$1469Not Available
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Aug 11, 2026$1200Not Available
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Aug 15, 2026$2439Not Available
Aug 16, 2026$1279Not Available
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Aug 18, 2026$1200Not Available
Aug 19, 2026$1200Available
Aug 20, 2026$1200Available
Aug 21, 2026$2225Available
Aug 22, 2026$2424Available
Aug 23, 2026$1277Available
Aug 24, 2026$1274Available
Aug 25, 2026$1200Not Available
Aug 26, 2026$1200Not Available
Aug 27, 2026$1200Not Available
Aug 28, 2026$2336Available
Aug 29, 2026$2539Available
Aug 30, 2026$1402Available
Aug 31, 2026$1406Available
Sep 1, 2026$1206Available
Sep 2, 2026$1200Available