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187 reviews
Operated by a Wander partner
Trusted operators, vetted by Wander
Escape to Serendipity, a luxurious beachfront haven on Anna Maria Island! This stunning 4-bedroom home offers direct beach access, a beachfront hot tub, and an elevator for easy access. Enjoy breathtaking sunsets, king beds in every room, and a 6-passenger golf cart. With bikes, paddleboards, and kayaks included, plus pet-friendly options (with pre-approval), create unforgettable memories in this coastal paradise.
Welcome to Serendipity, your pet-friendly beachfront sanctuary on the coveted north end of Anna Maria Island — where quiet mornings, spectacular sunsets, and the rhythm of the Gulf create the perfect island escape. Perfectly positioned just steps from Bean Point’s world-renowned sugar-white sands, this stunning 4-bedroom home invites you to unwind, reconnect, and create unforgettable coastal memories. Whether you’re enjoying coffee on the expansive deck, spotting dolphins offshore, or relaxing in the beachfront hot tub under the stars, Serendipity captures the magic of island living.
Getting around Anna Maria Island is easy! You can use the golf cart or bikes provided with the house for convenient travel. Alternatively, the island's free trolley offers a great way to explore the area
Our on-island office and staff are available everyday from 8am-4pm
Anonymous
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3 weeks ago
Anonymous
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June 2026
Anonymous
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June 2026
Anna Maria, Florida 34216, United States of America
Anna Maria, Florida, United States of AmericaThe Ugly Grouper offers a vibrant outdoor dining experience with fresh seafood and American favorites, complemented by live music and fun games. Its lively atmosphere makes it a perfect spot for a seaside getaway.
Sandbar Seafood & Spirits offers a beachfront dining experience with fresh seafood and local flavors, set against breathtaking sunset views. Enjoy toes-in-the-sand dining with a relaxed, vibrant atmosphere.
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Skinny's Place offers classic American fare with juicy burgers and crispy fries in a casual, beachy setting. This iconic spot is known for its old-school charm and welcoming atmosphere.
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The Porch Restaurant offers a fine 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.
Ginny's & Jane E's Cafe and Gift Store offers a cozy blend of delicious breakfast and lunch classics with fresh-baked pastries, all served in a charming spot filled with unique local art and quirky coastal gifts. It’s the perfect place to enjoy “Old Florida” hospitality while savoring homemade flavors.
Hurricane Hanks offers a casual dining experience with a focus on fresh seafood, burgers, and pub favorites, set in a welcoming atmosphere perfect for both locals and visitors. Its central location on Anna Maria Island makes it a great spot for meals and drinks.
Anna Maria Island Beach offers serene white sands and turquoise waters, perfect for swimming, shelling, and sunset walks. It's ideal for families and nature lovers seeking a tranquil beach experience.
Robinson Preserve offers a unique blend of nature and adventure, perfect for outdoor enthusiasts who enjoy hiking, kayaking, and wildlife watching amidst mangrove forests and scenic waterways. It's ideal for those seeking a tranquil escape with stunning views of Tampa Bay.
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Fort De Soto Dog Park and Beach offers a unique spot where dogs can play and swim freely, making it perfect for pet owners who want their pets to socialize and enjoy the outdoors. It's a must-visit for dog lovers seeking a fun, relaxed beach experience.
Holmes Beach offers a perfect blend of relaxing sandy shores, fun paddleboard tours through scenic mangroves, and family-friendly beach amenities, ideal for beach lovers and adventure seekers alike. Whether you want to unwind or explore on the water, it’s a coastal escape everyone can enjoy.
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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.
Free cancellation up to 30 days before check-in. 50% refund up to 7 days before. 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 |
|---|---|---|
| Aug 24, 2026 | $925 | Available |
| Aug 25, 2026 | $925 | Available |
| Aug 26, 2026 | $925 | Available |
| Aug 27, 2026 | $950 | Available |
| Aug 28, 2026 | $950 | Available |
| Aug 29, 2026 | $950 | Available |
| Aug 30, 2026 | $925 | Available |
| Aug 31, 2026 | $925 | Available |
| Sep 1, 2026 | $925 | Available |
| Sep 2, 2026 | $925 | Available |
| Sep 3, 2026 | $925 | Available |
| Sep 4, 2026 | $959 | Not Available |
| Sep 5, 2026 | $995 | Not Available |
| Sep 6, 2026 | $994 | Not Available |
| Sep 7, 2026 | $950 | Not Available |
| Sep 8, 2026 | $950 | Available |
| Sep 9, 2026 | $950 | Available |
| Sep 10, 2026 | $950 | Not Available |
| Sep 11, 2026 | $950 | Not Available |
| Sep 12, 2026 | $950 | Not Available |
| Sep 13, 2026 | $900 | Available |
| Sep 14, 2026 | $900 | Available |
| Sep 15, 2026 | $900 | Available |
| Sep 16, 2026 | $900 | Available |
| Sep 17, 2026 | $900 | Available |
| Sep 18, 2026 | $950 | Available |
| Sep 19, 2026 | $950 | Available |
| Sep 20, 2026 | $900 | Available |
| Sep 21, 2026 | $900 | Available |
| Sep 22, 2026 | $900 | Available |
| Sep 23, 2026 | $900 | Available |
| Sep 24, 2026 | $900 | Available |
| Sep 25, 2026 | $950 | Available |
| Sep 26, 2026 | $950 | Available |
| Sep 27, 2026 | $900 | Available |
| Sep 28, 2026 | $900 | Available |
| Sep 29, 2026 | $900 | Available |
| Sep 30, 2026 | $900 | Available |
| Oct 1, 2026 | $900 | Available |
| Oct 2, 2026 | $950 | Available |
| Oct 3, 2026 | $950 | Available |
| Oct 4, 2026 | $950 | Not Available |
| Oct 5, 2026 | $950 | Not Available |
| Oct 6, 2026 | $950 | Not Available |
| Oct 7, 2026 | $950 | Available |
| Oct 8, 2026 | $950 | Available |
| Oct 9, 2026 | $1100 | Available |
| Oct 10, 2026 | $1100 | Available |
| Oct 11, 2026 | $1100 | Available |
| Oct 12, 2026 | $950 | Available |
| Oct 13, 2026 | $950 | Available |
| Oct 14, 2026 | $950 | Not Available |
| Oct 15, 2026 | $950 | Not Available |
| Oct 16, 2026 | $950 | Not Available |
| Oct 17, 2026 | $950 | Not Available |
| Oct 18, 2026 | $950 | Available |
| Oct 19, 2026 | $950 | Available |
| Oct 20, 2026 | $950 | Available |
| Oct 21, 2026 | $950 | Available |
| Oct 22, 2026 | $950 | Available |
| Oct 23, 2026 | $993 | Not Available |
| Oct 24, 2026 | $963 | Not Available |
| Oct 25, 2026 | $950 | Not Available |
| Oct 26, 2026 | $950 | Not Available |
| Oct 27, 2026 | $950 | Available |
| Oct 28, 2026 | $950 | Available |
| Oct 29, 2026 | $950 | Available |
| Oct 30, 2026 | $950 | Available |
| Oct 31, 2026 | $950 | Available |
| Nov 1, 2026 | $950 | Available |
| Nov 2, 2026 | $950 | Available |
| Nov 3, 2026 | $950 | Available |
| Nov 4, 2026 | $1032 | Available |
| Nov 5, 2026 | $1088 | Available |
| Nov 6, 2026 | $1097 | Available |
| Nov 7, 2026 | $1152 | Available |
| Nov 8, 2026 | $950 | Available |
| Nov 9, 2026 | $950 | Available |
| Nov 10, 2026 | $970 | Available |
| Nov 11, 2026 | $986 | Available |
| Nov 12, 2026 | $1063 | Available |
| Nov 13, 2026 | $1077 | Available |
| Nov 14, 2026 | $1088 | Available |
| Nov 15, 2026 | $1018 | Available |
| Nov 16, 2026 | $1002 | Available |
| Nov 17, 2026 | $995 | Available |
| Nov 18, 2026 | $950 | Available |
| Nov 19, 2026 | $994 | Available |
| Nov 20, 2026 | $1144 | Available |
| Nov 21, 2026 | $1293 | Available |
| Nov 22, 2026 | $1331 | Available |