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160 reviews
Luxury
Elevated properties with standout design
Operated by a Wander partner
Trusted operators, vetted by Wander
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. 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.
Pool is heated to 84 degrees in the Winter Months Only (when temperatures outside are consistently below 84 degrees).
Spa is heated 101 year-round
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.
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.
Anonymous
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August 2026
Anonymous
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August 2026
Anonymous
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July 2026
Anna Maria, Florida 34216, United States of America
Anna Maria, Florida, United States of America50% 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 |
|---|---|---|
| Oct 17, 2026 | $1336 | Not Available |
| Oct 18, 2026 | $1365 | Not Available |
| Oct 19, 2026 | $1365 | Not Available |
| Oct 20, 2026 | $1363 | Not Available |
| Oct 21, 2026 | $1365 | Not Available |
| Oct 22, 2026 | $1283 | Not Available |
| Oct 23, 2026 | $1262 | Available |
| Oct 24, 2026 | $1229 | Not Available |
| Oct 25, 2026 | $1172 | Not Available |
| Oct 26, 2026 | $1133 | Not Available |
| Oct 27, 2026 | $1126 | Not Available |
| Oct 28, 2026 | $1133 | Not Available |
| Oct 29, 2026 | $1159 | Not Available |
| Oct 30, 2026 | $1152 | Not Available |
| Oct 31, 2026 | $916 | Available |
| Nov 1, 2026 | $800 | Available |
| Nov 2, 2026 | $800 | Available |
| Nov 3, 2026 | $800 | Available |
| Nov 4, 2026 | $800 | Available |
| Nov 5, 2026 | $800 | Available |
| Nov 6, 2026 | $1093 | Available |
| Nov 7, 2026 | $1364 | Not Available |
| Nov 8, 2026 | $1196 | Not Available |
| Nov 9, 2026 | $1147 | Not Available |
| Nov 10, 2026 | $1201 | Not Available |
| Nov 11, 2026 | $980 | Available |
| Nov 12, 2026 | $1059 | Not Available |
| Nov 13, 2026 | $1055 | Not Available |
| Nov 14, 2026 | $1334 | Not Available |
| Nov 15, 2026 | $1246 | Not Available |
| Nov 16, 2026 | $1233 | Not Available |
| Nov 17, 2026 | $1214 | Not Available |
| Nov 18, 2026 | $1137 | Available |
| Nov 19, 2026 | $1246 | Not Available |
| Nov 20, 2026 | $1406 | Not Available |
| Nov 21, 2026 | $1559 | Not Available |
| Nov 22, 2026 | $1862 | Not Available |
| Nov 23, 2026 | $1865 | Not Available |
| Nov 24, 2026 | $2044 | Available |
| Nov 25, 2026 | $2196 | Not Available |
| Nov 26, 2026 | $2137 | Not Available |
| Nov 27, 2026 | $2077 | Not Available |
| Nov 28, 2026 | $1974 | Not Available |
| Nov 29, 2026 | $800 | Available |
| Nov 30, 2026 | $800 | Available |
| Dec 1, 2026 | $800 | Available |
| Dec 2, 2026 | $800 | Available |
| Dec 3, 2026 | $800 | Available |
| Dec 4, 2026 | $800 | Available |
| Dec 5, 2026 | $800 | Available |
| Dec 6, 2026 | $800 | Available |
| Dec 7, 2026 | $800 | Available |
| Dec 8, 2026 | $800 | Available |
| Dec 9, 2026 | $800 | Available |
| Dec 10, 2026 | $800 | Available |
| Dec 11, 2026 | $800 | Available |
| Dec 12, 2026 | $800 | Available |
| Dec 13, 2026 | $800 | Available |
| Dec 14, 2026 | $800 | Available |
| Dec 15, 2026 | $800 | Available |
| Dec 16, 2026 | $800 | Available |
| Dec 17, 2026 | $800 | Available |
| Dec 18, 2026 | $1000 | 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 | Available |
| Dec 24, 2026 | $1200 | Not Available |
| Dec 25, 2026 | $1600 | Not Available |
| Dec 26, 2026 | $2639 | Not Available |
| Dec 27, 2026 | $3133 | Not Available |
| Dec 28, 2026 | $3299 | Not Available |
| Dec 29, 2026 | $3331 | Not Available |
| Dec 30, 2026 | $3045 | Not Available |
| Dec 31, 2026 | $3055 | Not Available |
| Jan 1, 2027 | $2910 | Not Available |
| Jan 2, 2027 | $1100 | Available |
| Jan 3, 2027 | $1100 | Available |
| Jan 4, 2027 | $1100 | Available |
| Jan 5, 2027 | $1100 | Available |
| Jan 6, 2027 | $1100 | Available |
| Jan 7, 2027 | $1100 | Available |
| Jan 8, 2027 | $1100 | Available |
| Jan 9, 2027 | $1328 | Not Available |
| Jan 10, 2027 | $1265 | Not Available |
| Jan 11, 2027 | $1214 | Not Available |
| Jan 12, 2027 | $1191 | Not Available |
| Jan 13, 2027 | $1229 | Not Available |
| Jan 14, 2027 | $1259 | Not Available |
| Jan 15, 2027 | $1100 | Available |