Charming Retreat
United States / Florida / Anna Maria Island
Experience the best of Anna Maria Island at Charming Retreat!
Overview
With 5 bedrooms and 4 bathrooms, is just a short stroll to the beach. Perfect for large families or reunions, it comfortably sleeps up to 10 guests, offering the ideal setting for a memorable island getaway. Open floor plan, stainless steel appliances and comfy coastal furniture invites you to relax and enjoy - you’re on vacation!
After a day on the beach, come back to your private backyard retreat where you can swim in the pool, relax in the in-ground spa, or savor drinks with friends and family in the outdoor seating area. The BBQ grill is perfect for grilling up a feast, and the garage has a ping pong table for some friendly competition.
Explore Anna Maria Island with ease by hopping on the free trolley, which runs from 6 a.m. to 9 p.m. Discover local gems like the historic City Pier, dine at beachfront restaurants, browse the charming shops along Pine Avenue, and make lasting memories on the island’s beaches.
Amenities
5 Bedrooms, 4 Bathrooms
Sleeps 10 Guests
- Golf Nearby
- Private In-Ground Spa
- Tennis Nearby
- Fully Equipped Kitchen
- Bar Stools - 3
- Ceiling Fan
- Indoor Dining Table - 6 Seats
- TV
- Ping Pong
Details
Bedroom Details
Bedroom One (first floor): King Bed, Ceiling Fan, Ensuite Bathroom
Bedroom Two (first floor): King Bed, Ceiling Fan, Ensuite Bathroom
Bedroom Three (first floor): Twin/Full Bunk Bed
Bedroom Four (second floor): King Bed, Ceiling Fan
Bedroom Five (second floor): King Bed, Ceiling Fan
Additional Bedding: Three-Tiered Twin Bunk Bed
Bathroom Details
Included to get you started are the following:
Per Guest: 1 Bath Towel, 1 Hand Towel, 1 Washcloth, 1 Pool/Beach Towel
Per Full Bathroom: 2 Rolls of Toilet Paper, Hand Soap, Shower Products Set (including trial size shampoo, conditioner, shower gel, and body lotion), Cosmetic Cloth, Bathmat
Beach Details
Short Stroll to Beach
Bean Point Beach: 5 minute drive
Anna Maria Island Beach: 5 minute drive
Manatee Public Beach: 5 minute drive
Bayfront Park: 5 minute drive
Bradenton Beach: 15 minute drive
Pool Details
Private Pool and In-Ground Spa
Pool is heated December – April free of charge
Location Details
Tampa International Airport: 1 hour drive
Sarasota Bradenton International Airport: 45 minute drive
Key Royale Golf Club: 5 minute drive
Holmes Beach Skate Park: 5 minute drive
Holmes Beach Tennis Courts: 5 minute drive
Villa Notes
Per Kitchen: 2 Rolls of Paper Towels, Hand Soap, Dish Soap, Sponge, Dishwasher Pods (x4), Laundry Detergent Pods (x4), All-Purpose Disinfectant, Microfiber Cloth, 2 Kitchen Towels included to get you started
Exclusive Offers
Your villa is just the beginning. With up to $750 in concierge credits, the stay can have built‑in extras that make every day feel carefully planned without you lifting a finger.
When you book a qualifying villa stay, you’ll receive a concierge credit based on the value of your booking:
- Spend $5,000–$14,999: Receive a $200 Concierge Credit
- Spend $15,000–$49,999: Receive a $500 Concierge Credit
- Spend $50,000 or more: Receive a $750 Concierge Credit
Use your concierge credit toward handpicked services and experiences — think private chefs, in‑villa spa treatments, airport transfers, grocery pre‑stocking, and curated local adventures. Our concierge team will handle the details so you can simply arrive, exhale, and enjoy.
The villa is your home away from home. The concierge credit is everything that makes it unforgettable.
Offer valid on new bookings made between 3/5/26 and 4/1/26 on travel now through 12/31/26. Valid for select pre-paid services only. Services offered are subject to availability. No cash value. The value of any unused credit is non-refundable. Credit cannot be applied towards booking value. Minimum spend of $5,000 applies. Amount is based on the base villa cost and excludes taxes, fees, and security deposit. May not be combinable with other offers. All offers are subject to availability and may not apply to all villas or travel dates. Other restrictions may apply; please call for full details.
Location
Villa information may change without notice and should be confirmed with our villa rental specialists.