Our Properties
Three Paradises on Anna Maria Island
Each house has its own character – all share the same island magic. Book direct for the best rates.
🌊 150ft to Beach · Pool
Sand Dollar Cottage
738 North Shore Drive · Anna Maria Island
Charming vintage cottage just 150ft from the white sand beach, renovated 2021 & 2024. New kitchen, new bath, new furnishings. Private pool belongs exclusively to this cottage.
Private Pool (heated)
150ft to Gulf Beach
New Kitchen (2024)
High-Speed WiFi
Screened Porch
Beach gear included
Check-in
4:00 PM
Check-out
10:00 AM
Max.
4
1st Payment
50% at booking
Cleaning
$255
Deposit
$500 CC
Pricing Notice: Rates shown are base nightly prices. All bookings are subject to 13% Florida tax, a one-time $150 office fee, and a $255 cleaning fee. | Cancellation/Refund: 100%/60 days · 50%/30 days · 0% after
Inquire Directly
⚓ Waterfront · Dock · Pool
Beach-Boat-Bay-Paradise
315 Poinsettia Road · Anna Maria Island
Sprawling waterfront estate with private boat dock. French doors open to the pool. 2,600 sq.ft., dual-zone A/C, covered outdoor dining for 8. Gulf & Bay beaches both walkable.
Private Pool
Private Boat Dock
Covered Patio seats 8
Short walk to Beach & Bay
Open Living Space
Dual-Zone A/C
Check-in
4:00 PM
Check-out
10:00 AM
Max.
8
1st Payment
50% at booking
Cleaning
$315
Deposit
$500 CC
Pricing Notice: Rates shown are base nightly prices. All bookings are subject to 13% Florida tax, a one-time $150 office fee, and a $315 cleaning fee. | Cancellation/Refund: 100%/60 days · 50%/30 days · 0% after
Inquire Directly
🌅 100ft to Beach · Gulf Views
Gulf View Paradise
726 North Shore Drive · Anna Maria Island
Elevated two-story home just 100ft from the Gulf. Renovated 2021 & 2024. Two covered porches with spectacular sunset views. New gourmet kitchen, updated baths.
Gulf View Decks (2×)
100ft to Gulf Beach
Gourmet Kitchen (2024)
Double Garage
Baby Crib included
High-Speed WiFi
Check-in
4:00 PM
Check-out
10:00 AM
Max.
6
1st Payment
50% at booking
Cleaning
$295
Deposit
$500 CC
Pricing Notice: Rates shown are base nightly prices. All bookings are subject to 13% Florida tax, a one-time $150 office fee, and a $295 cleaning fee. | Cancellation/Refund: 100%/60 days · 50%/30 days · 0% after
Inquire Directly
