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190 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
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 first pet, $150 for additional pets
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.
Our on-island office and staff are available everyday from 8am-4pm
Leisy C.
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August 2026
Sibyl H.
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July 2026
Vicki I.
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June 2026
Anna Maria, Florida 34216, United States
Anna Maria, Florida, United StatesFree 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 |
|---|---|---|
| Oct 25, 2026 | $769 | Not Available |
| Oct 26, 2026 | $739 | Not Available |
| Oct 27, 2026 | $650 | Not Available |
| Oct 28, 2026 | $650 | Not Available |
| Oct 29, 2026 | $650 | Not Available |
| Oct 30, 2026 | $700 | Not Available |
| Oct 31, 2026 | $700 | Not Available |
| Nov 1, 2026 | $650 | Available |
| Nov 2, 2026 | $650 | Available |
| Nov 3, 2026 | $650 | Not Available |
| Nov 4, 2026 | $650 | Not Available |
| Nov 5, 2026 | $650 | Not Available |
| Nov 6, 2026 | $700 | Not Available |
| Nov 7, 2026 | $700 | Not Available |
| Nov 8, 2026 | $650 | Not Available |
| Nov 9, 2026 | $650 | Not Available |
| Nov 10, 2026 | $650 | Not Available |
| Nov 11, 2026 | $650 | Not Available |
| Nov 12, 2026 | $650 | Not Available |
| Nov 13, 2026 | $700 | Not Available |
| Nov 14, 2026 | $700 | Not Available |
| Nov 15, 2026 | $675 | Not Available |
| Nov 16, 2026 | $675 | Available |
| Nov 17, 2026 | $675 | Available |
| Nov 18, 2026 | $675 | Available |
| Nov 19, 2026 | $675 | Available |
| Nov 20, 2026 | $800 | Available |
| Nov 21, 2026 | $800 | Not Available |
| Nov 22, 2026 | $800 | Not Available |
| Nov 23, 2026 | $800 | Not Available |
| Nov 24, 2026 | $800 | Not Available |
| Nov 25, 2026 | $1738 | Not Available |
| Nov 26, 2026 | $1685 | Not Available |
| Nov 27, 2026 | $1634 | Not Available |
| Nov 28, 2026 | $1544 | Not Available |
| Nov 29, 2026 | $700 | Available |
| Nov 30, 2026 | $700 | Available |
| Dec 1, 2026 | $700 | Available |
| Dec 2, 2026 | $700 | Not Available |
| Dec 3, 2026 | $700 | Not Available |
| Dec 4, 2026 | $800 | Not Available |
| Dec 5, 2026 | $800 | Not Available |
| Dec 6, 2026 | $725 | Available |
| Dec 7, 2026 | $725 | Available |
| Dec 8, 2026 | $725 | Available |
| Dec 9, 2026 | $725 | Available |
| Dec 10, 2026 | $725 | Available |
| Dec 11, 2026 | $800 | Available |
| Dec 12, 2026 | $800 | Available |
| Dec 13, 2026 | $725 | Available |
| Dec 14, 2026 | $725 | Available |
| Dec 15, 2026 | $725 | Available |
| Dec 16, 2026 | $725 | Available |
| Dec 17, 2026 | $725 | Available |
| Dec 18, 2026 | $1500 | Available |
| Dec 19, 2026 | $1500 | Not Available |
| Dec 20, 2026 | $1200 | Not Available |
| Dec 21, 2026 | $1200 | Not Available |
| Dec 22, 2026 | $1200 | Not Available |
| Dec 23, 2026 | $1200 | Not Available |
| Dec 24, 2026 | $1200 | Not Available |
| Dec 25, 2026 | $1500 | Not Available |
| Dec 26, 2026 | $1500 | Not Available |
| Dec 27, 2026 | $2540 | Not Available |
| Dec 28, 2026 | $2667 | Not Available |
| Dec 29, 2026 | $2714 | Not Available |
| Dec 30, 2026 | $2476 | Not Available |
| Dec 31, 2026 | $2484 | Not Available |
| Jan 1, 2027 | $2332 | Not Available |
| Jan 2, 2027 | $2076 | Available |
| Jan 3, 2027 | $1130 | Available |
| Jan 4, 2027 | $1054 | Available |
| Jan 5, 2027 | $1078 | Available |
| Jan 6, 2027 | $1070 | Available |
| Jan 7, 2027 | $1089 | Available |
| Jan 8, 2027 | $1101 | Available |
| Jan 9, 2027 | $1063 | Available |
| Jan 10, 2027 | $1013 | Available |
| Jan 11, 2027 | $969 | Available |
| Jan 12, 2027 | $954 | Available |
| Jan 13, 2027 | $982 | Available |
| Jan 14, 2027 | $1009 | Available |
| Jan 15, 2027 | $1107 | Available |
| Jan 16, 2027 | $1139 | Available |
| Jan 17, 2027 | $1131 | Available |
| Jan 18, 2027 | $1095 | Available |
| Jan 19, 2027 | $1111 | Available |
| Jan 20, 2027 | $1140 | Available |
| Jan 21, 2027 | $1152 | Available |
| Jan 22, 2027 | $1111 | Available |
| Jan 23, 2027 | $1130 | Available |