IT'S A GREAT DAY AT THE CHEERFUL COAST!
AS SEEN ON THE DESTINATION CHANNEL'S AWARD WINNING SHOW: STAYCATION!!!
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Our top properties
- Short Term RentalAnna Maria Island5.00 ★Short Term RentalAnna Maria Island5.00 ★Short Term RentalAnna Maria Island5.00 ★Short Term RentalAnna Maria Island5.00 ★Short Term RentalAnna Maria Island5.00 ★Short Term RentalAnna Maria Island5.00 ★Short Term RentalAnna Maria Island5.00 ★Short Term RentalAnna Maria Island5.00 ★Short Term RentalAnna Maria Island5.00 ★Short Term RentalAnna Maria Island5.00 ★
Cheerful North Beach Getaway
6 guests2 bedrooms3 bathroomsHeated swimming poolBeach essentialsWashing Machine - Short Term RentalAnna Maria Island5.00 ★Short Term RentalAnna Maria Island5.00 ★Short Term RentalAnna Maria Island5.00 ★Short Term RentalAnna Maria Island5.00 ★Short Term RentalAnna Maria Island5.00 ★Short Term RentalAnna Maria Island5.00 ★Short Term RentalAnna Maria Island5.00 ★Short Term RentalAnna Maria Island5.00 ★Short Term RentalAnna Maria Island5.00 ★Short Term RentalAnna Maria Island5.00 ★
Breathe Inn - Entire Duplex
14 guests5 bedrooms4 bathroomsHeated swimming poolBeach essentialsWashing Machine - Short Term RentalPerico Island-Anna Maria Sound4.90 ★Short Term RentalPerico Island-Anna Maria Sound4.90 ★Short Term RentalPerico Island-Anna Maria Sound4.90 ★Short Term RentalPerico Island-Anna Maria Sound4.90 ★Short Term RentalPerico Island-Anna Maria Sound4.90 ★Short Term RentalPerico Island-Anna Maria Sound4.90 ★Short Term RentalPerico Island-Anna Maria Sound4.90 ★Short Term RentalPerico Island-Anna Maria Sound4.90 ★Short Term RentalPerico Island-Anna Maria Sound4.90 ★Short Term RentalPerico Island-Anna Maria Sound4.90 ★
Kingfisher Cay
8 guests3 bedrooms3 bathroomsWaterfrontHeated swimming poolBeach essentials - Short Term RentalPerico Island-Anna Maria Sound5.00 ★Short Term RentalPerico Island-Anna Maria Sound5.00 ★Short Term RentalPerico Island-Anna Maria Sound5.00 ★Short Term RentalPerico Island-Anna Maria Sound5.00 ★Short Term RentalPerico Island-Anna Maria Sound5.00 ★Short Term RentalPerico Island-Anna Maria Sound5.00 ★Short Term RentalPerico Island-Anna Maria Sound5.00 ★Short Term RentalPerico Island-Anna Maria Sound5.00 ★Short Term RentalPerico Island-Anna Maria Sound5.00 ★Short Term RentalPerico Island-Anna Maria Sound5.00 ★
Intracoastal Connections
6 guests3 bedrooms3 bathroomsWaterfrontHeated swimming poolBeach essentials - Short Term RentalAnna Maria Island4.90 ★Short Term RentalAnna Maria Island4.90 ★Short Term RentalAnna Maria Island4.90 ★Short Term RentalAnna Maria Island4.90 ★Short Term RentalAnna Maria Island4.90 ★Short Term RentalAnna Maria Island4.90 ★Short Term RentalAnna Maria Island4.90 ★Short Term RentalAnna Maria Island4.90 ★Short Term RentalAnna Maria Island4.90 ★Short Term RentalAnna Maria Island4.90 ★
Cheerful Pelican
6 guests2 bedrooms2 bathroomsOcean frontOcean viewBeach front - Short Term RentalAnna Maria Island5.00 ★Short Term RentalAnna Maria Island5.00 ★Short Term RentalAnna Maria Island5.00 ★Short Term RentalAnna Maria Island5.00 ★Short Term RentalAnna Maria Island5.00 ★Short Term RentalAnna Maria Island5.00 ★Short Term RentalAnna Maria Island5.00 ★Short Term RentalAnna Maria Island5.00 ★Short Term RentalAnna Maria Island5.00 ★Short Term RentalAnna Maria Island5.00 ★
Cheerful Oasis
6 guests2 bedrooms2 bathroomsOcean frontBeach frontWaterfront - Short Term RentalAnna Maria Island5.00 ★Short Term RentalAnna Maria Island5.00 ★Short Term RentalAnna Maria Island5.00 ★Short Term RentalAnna Maria Island5.00 ★Short Term RentalAnna Maria Island5.00 ★Short Term RentalAnna Maria Island5.00 ★Short Term RentalAnna Maria Island5.00 ★Short Term RentalAnna Maria Island5.00 ★Short Term RentalAnna Maria Island5.00 ★Short Term RentalAnna Maria Island5.00 ★
Coquina Cheer on Anna Maria Isl.
4 guests1 bedroom1 bathroomHeated swimming poolBeach essentialsWashing Machine - Short Term RentalAnna Maria Island4.95 ★Short Term RentalAnna Maria Island4.95 ★Short Term RentalAnna Maria Island4.95 ★Short Term RentalAnna Maria Island4.95 ★Short Term RentalAnna Maria Island4.95 ★Short Term RentalAnna Maria Island4.95 ★Short Term RentalAnna Maria Island4.95 ★Short Term RentalAnna Maria Island4.95 ★Short Term RentalAnna Maria Island4.95 ★Short Term RentalAnna Maria Island4.95 ★
Coastal Cheer on Anna Maria Isl.
4 guests1 bedroom1 bathroomHeated swimming poolBeach essentialsWashing Machine - Short Term RentalPerico Island-Anna Maria Sound4.85 ★Short Term RentalPerico Island-Anna Maria Sound4.85 ★Short Term RentalPerico Island-Anna Maria Sound4.85 ★Short Term RentalPerico Island-Anna Maria Sound4.85 ★Short Term RentalPerico Island-Anna Maria Sound4.85 ★Short Term RentalPerico Island-Anna Maria Sound4.85 ★Short Term RentalPerico Island-Anna Maria Sound4.85 ★Short Term RentalPerico Island-Anna Maria Sound4.85 ★Short Term RentalPerico Island-Anna Maria Sound4.85 ★Short Term RentalPerico Island-Anna Maria Sound4.85 ★
Cheerful Serenity
8 guests3 bedrooms2 bathroomsWaterfrontHeated swimming poolBeach essentials - Short Term RentalPerico Island-Anna Maria Sound4.90 ★Short Term RentalPerico Island-Anna Maria Sound4.90 ★Short Term RentalPerico Island-Anna Maria Sound4.90 ★Short Term RentalPerico Island-Anna Maria Sound4.90 ★Short Term RentalPerico Island-Anna Maria Sound4.90 ★Short Term RentalPerico Island-Anna Maria Sound4.90 ★Short Term RentalPerico Island-Anna Maria Sound4.90 ★Short Term RentalPerico Island-Anna Maria Sound4.90 ★Short Term RentalPerico Island-Anna Maria Sound4.90 ★Short Term RentalPerico Island-Anna Maria Sound4.90 ★
Edgewater
6 guests2 bedrooms2 bathroomsWaterfrontHeated swimming poolBeach essentials - Short Term RentalNear IMG AcademyShort Term RentalNear IMG AcademyShort Term RentalNear IMG AcademyShort Term RentalNear IMG AcademyShort Term RentalNear IMG AcademyShort Term RentalNear IMG AcademyShort Term RentalNear IMG AcademyShort Term RentalNear IMG AcademyShort Term RentalNear IMG AcademyShort Term RentalNear IMG Academy
Triple Palm Paradise
8 guests3 bedrooms2 bathroomsWaterfrontHeated swimming poolBeach essentials - Short Term RentalAnna Maria Island4.90 ★Short Term RentalAnna Maria Island4.90 ★Short Term RentalAnna Maria Island4.90 ★Short Term RentalAnna Maria Island4.90 ★Short Term RentalAnna Maria Island4.90 ★Short Term RentalAnna Maria Island4.90 ★Short Term RentalAnna Maria Island4.90 ★Short Term RentalAnna Maria Island4.90 ★Short Term RentalAnna Maria Island4.90 ★Short Term RentalAnna Maria Island4.90 ★
Pink Salt AMI
6 guests2 bedrooms2 bathroomsBeach essentialsWashing MachineDishwasher - Monthly MinimumNear IMG Academy5.00 ★Monthly MinimumNear IMG Academy5.00 ★Monthly MinimumNear IMG Academy5.00 ★Monthly MinimumNear IMG Academy5.00 ★Monthly MinimumNear IMG Academy5.00 ★Monthly MinimumNear IMG Academy5.00 ★Monthly MinimumNear IMG Academy5.00 ★Monthly MinimumNear IMG Academy5.00 ★Monthly MinimumNear IMG Academy5.00 ★Monthly MinimumNear IMG Academy5.00 ★
Northwood Cheer
6 guests3 bedrooms3 bathroomsOcean viewWaterfrontHeated swimming pool - Monthly MinimumAnna Maria Island3.00 ★Monthly MinimumAnna Maria Island3.00 ★Monthly MinimumAnna Maria Island3.00 ★Monthly MinimumAnna Maria Island3.00 ★Monthly MinimumAnna Maria Island3.00 ★Monthly MinimumAnna Maria Island3.00 ★Monthly MinimumAnna Maria Island3.00 ★Monthly MinimumAnna Maria Island3.00 ★Monthly MinimumAnna Maria Island3.00 ★Monthly MinimumAnna Maria Island3.00 ★
Martinique Cheer
4 guests2 bedrooms2 bathroomsOcean frontOcean viewBeach front - Monthly MinimumNear IMG AcademyMonthly MinimumNear IMG AcademyMonthly MinimumNear IMG AcademyMonthly MinimumNear IMG AcademyMonthly MinimumNear IMG AcademyMonthly MinimumNear IMG AcademyMonthly MinimumNear IMG AcademyMonthly MinimumNear IMG AcademyMonthly MinimumNear IMG AcademyMonthly MinimumNear IMG Academy
Bay View Sunset
6 guests3 bedrooms3 bathroomsWaterfrontHeated swimming poolBeach essentials