Luxury
Elevated properties with standout design
Operated by a Wander partner
Trusted operators, vetted by Wander
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.
Anna Maria, Florida 34216, United States of America
Anna Maria, Florida, United States of AmericaThe 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 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 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 offers a relaxed dining experience with fresh seafood and stunning views of Tampa Bay. Its quaint, waterside setting provides an authentic Florida charm.
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 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 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 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 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 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.
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 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 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.
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 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 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 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 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.
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.
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.
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.
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.
50% refund up to 60 days before check-in. No refund after that.
Pets allowed with fee
No smoking - fees will apply
Events allowed
Check-in after 4:00 pm
Check-out before 10:00 am
8 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Jul 18, 2026 | $2908 | Not Available |
| Jul 19, 2026 | $1673 | Not Available |
| Jul 20, 2026 | $1697 | Not Available |
| Jul 21, 2026 | $1625 | Not Available |
| Jul 22, 2026 | $1673 | Not Available |
| Jul 23, 2026 | $1712 | Not Available |
| Jul 24, 2026 | $2424 | Not Available |
| Jul 25, 2026 | $2100 | Not Available |
| Jul 26, 2026 | $2100 | Not Available |
| Jul 27, 2026 | $2100 | Not Available |
| Jul 28, 2026 | $1500 | Not Available |
| Jul 29, 2026 | $1500 | Not Available |
| Jul 30, 2026 | $1857 | Not Available |
| Jul 31, 2026 | $2597 | Not Available |
| Aug 1, 2026 | $2309 | Not Available |
| Aug 2, 2026 | $1512 | Not Available |
| Aug 3, 2026 | $1520 | Not Available |
| Aug 4, 2026 | $1312 | Not Available |
| Aug 5, 2026 | $1500 | Not Available |
| Aug 6, 2026 | $1500 | Not Available |
| Aug 7, 2026 | $1500 | Not Available |
| Aug 8, 2026 | $2228 | Not Available |
| Aug 9, 2026 | $1393 | Not Available |
| Aug 10, 2026 | $1330 | Not Available |
| Aug 11, 2026 | $1200 | Not Available |
| Aug 12, 2026 | $1200 | Not Available |
| Aug 13, 2026 | $1200 | Not Available |
| Aug 14, 2026 | $2030 | Not Available |
| Aug 15, 2026 | $2102 | Not Available |
| Aug 16, 2026 | $1204 | Not Available |
| Aug 17, 2026 | $1200 | Not Available |
| Aug 18, 2026 | $1200 | Not Available |
| Aug 19, 2026 | $1200 | Not Available |
| Aug 20, 2026 | $1200 | Not Available |
| Aug 21, 2026 | $1899 | Not Available |
| Aug 22, 2026 | $2068 | Not Available |
| Aug 23, 2026 | $1200 | Not Available |
| Aug 24, 2026 | $1200 | Available |
| Aug 25, 2026 | $1200 | Not Available |
| Aug 26, 2026 | $1200 | Not Available |
| Aug 27, 2026 | $1200 | Not Available |
| Aug 28, 2026 | $1971 | Available |
| Aug 29, 2026 | $2135 | Available |
| Aug 30, 2026 | $1274 | Available |
| Aug 31, 2026 | $1264 | Available |
| Sep 1, 2026 | $1200 | Available |
| Sep 2, 2026 | $1200 | Available |
| Sep 3, 2026 | $1200 | Available |
| Sep 4, 2026 | $2256 | Available |
| Sep 5, 2026 | $2388 | Available |
| Sep 6, 2026 | $1712 | Available |
| Sep 7, 2026 | $1717 | Not Available |
| Sep 8, 2026 | $1578 | Not Available |
| Sep 9, 2026 | $1200 | Not Available |
| Sep 10, 2026 | $1200 | Not Available |
| Sep 11, 2026 | $1875 | Available |
| Sep 12, 2026 | $2022 | Available |
| Sep 13, 2026 | $1200 | Available |
| Sep 14, 2026 | $1200 | Available |
| Sep 15, 2026 | $1200 | Available |
| Sep 16, 2026 | $1200 | Available |
| Sep 17, 2026 | $1200 | Available |
| Sep 18, 2026 | $1803 | Available |
| Sep 19, 2026 | $1946 | Available |
| Sep 20, 2026 | $1200 | Available |
| Sep 21, 2026 | $1200 | Available |
| Sep 22, 2026 | $1200 | Available |
| Sep 23, 2026 | $1200 | Available |
| Sep 24, 2026 | $1200 | Not Available |
| Sep 25, 2026 | $1856 | Not Available |
| Sep 26, 2026 | $2021 | Not Available |
| Sep 27, 2026 | $1200 | Available |
| Sep 28, 2026 | $1200 | Available |
| Sep 29, 2026 | $1200 | Available |
| Sep 30, 2026 | $1200 | Available |
| Oct 1, 2026 | $1200 | Available |
| Oct 2, 2026 | $1908 | Available |
| Oct 3, 2026 | $2059 | Available |
| Oct 4, 2026 | $1200 | Available |
| Oct 5, 2026 | $1200 | Available |
| Oct 6, 2026 | $1200 | Available |
| Oct 7, 2026 | $1200 | Not Available |
| Oct 8, 2026 | $1200 | Not Available |
| Oct 9, 2026 | $2258 | Not Available |
| Oct 10, 2026 | $2408 | Not Available |
| Oct 11, 2026 | $1787 | Available |
| Oct 12, 2026 | $1780 | Available |
| Oct 13, 2026 | $1634 | Available |
| Oct 14, 2026 | $1200 | Available |
| Oct 15, 2026 | $1200 | Available |
| Oct 16, 2026 | $2274 | Not Available |