3 Bedrooms
Escape to a charming 3-bedroom vacation home on Anna Maria Island, where comfort meets coastal elegance. Perfect for families or small groups, these beautifully appointed homes offer modern amenities, open living spaces, and exceptional outdoor areas. Just steps away from the island's pristine beaches, you'll enjoy easy access to local dining, boutique shopping, and outdoor activities like biking, kayaking, and fishing. Relax in your own tropical oasis and create lasting memories on Anna Maria Island with Once Upon A Beach’s exceptional 3-bedroom vacation rentals.
14 properties available
Welcome to La Buena Vida!On Anna Maria Island (Anna Maria, FL)Managed by Once Upon A Beach Vacation Rentals, a locally owned and operated boutique vacation rental agency.This waterfront 3-bedroom home has a private heated pool, spa, and dock! This home's location is second to none, just steps to the bayside beaches and easy walking distanc
Welcome to AMI Peppertree Paradise!On Anna Maria Island (Anna Maria, FL)Managed by Once Upon A Beach Vacation Rentals, a locally owned and operated boutique vacation rental agency.Enjoy a sun-soaked getaway at AMI Peppertree Paradise, where comfort, convenience, and island charm come together for the perfect Anna Maria Island vacation rental!1970 s
Welcome to Blue Haven Beach House!On Anna Maria Island (Holmes Beach, FL)Managed by Once Upon A Beach Vacation Rentals, a locally owned and operated boutique vacation rental agency.Discover island charm and modern comforts at Blue Haven Beach House, an elevated coastal retreat steps from the white sands of the Gulf beaches in Holmes Beach.HIGHLIGHT
Welcome to Sol Mate!On Anna Maria Island (Anna Maria, FL)Managed locally by Once Upon A Beach Vacation Rentals & Property ManagementBeautifully updated, fresh, and clean elevated 3 Bed, 2.5 Bath which sleeps up to 8 within easy walking distance to Bean Point beaches & Close to Anna Maria's Beloved Pine Avenue1500 square feetHIGHLIGHTS:-
Welcome to Coconut Lagoon!On Anna Maria Island (Anna Maria, FL)Managed by Once Upon A Beach Vacation Rentals, a locally owned and operated boutique vacation rental agency.Escape to Coconut Lagoon, a beautifully renovated historic 3-bedroom, 2.5-bath home on Anna Maria Island's sought-after Magnolia Avenue, featuring vintage charm, modern a
Welcome to Island Time!On Anna Maria Island (Holmes Beach, FL)Managed by Once Upon A Beach Vacation Rentals & Property ManagementGround Level Spacious Home w/Lagoon Style Enclosed Heated Pool & Spa, Walk to the Beach!2600 sq. feetHIGHLIGHTS: Kitchen, Dining Area, Living w/ TV 1 King Bedroom w/ TV and ensuite full bath 1 Queen Bedroom w/ TV
Welcome to Sandy Pants!On Anna Maria Island (Holmes Beach, FL)Managed by Once Upon A Beach Vacation Rentals, a locally owned and operated boutique vacation rental agency.2150 sq. ft.HIGHLIGHTS: Located on Beach Block Few Homes from Sand Kitchen, Dining, and Living Area: Open-concept space with a TV for relaxation and entertainment. Bedrooms:
Welcome to Sunsets on Carissa!On Anna Maria Island (Holmes Beach, FL)Managed by Once Upon A Beach Vacation Rentals, a locally owned and operated vacation rental agency.1950 sq. ft.HIGHLIGHTS:- Open layout and spacious Kitchen, Dining, Living w/ TV- 1 King Bedroom w/ TV, En-Suite Full Bathroom w/ Shower and access to deck- 1 Queen Bedroom w/ TV- 2 T
Welcome to A Wave From It All!On Anna Maria Island (Anna Maria, FL)Managed by Once Upon A Beach Vacation Rentals, a locally owned and operated boutique vacation rental agency.Discover your dream vacation at this newly renovated, single-story Anna Maria Island home, featuring a private heated pool, lush outdoor oasis, and a prime location just minut
Welcome to Family Tides – Unit A!On Anna Maria Island (Anna Maria, FL)Managed by Once Upon A Beach Vacation Rentals*This listing is for ONE unit; Family Tides A*Family Tides – Unit A is a bright and spacious second-floor condo that offers 3 bedrooms, 2 bathrooms, and access to shared outdoor amenities, including a heated
Welcome to Sea La Vie!On Anna Maria Island (Anna Maria, FL)Managed by Once Upon A Beach Vacation Rentals, a locally owned and operated boutique vacation rental agency.Discover the ultimate in luxury island living at Sea La Vie, a custom-built retreat located on the desirable north end of Anna Maria Island. With 2,933 sq. ft. of elegant living space
Welcome to Point's Hideaway!Managed by Once Upon A Beach Vacation Rentals, a locally owned and operated boutique vacation rental agency.On Anna Maria Island (Anna Maria, FL)HIGHLIGHTS: Kitchen, Dining, Living w/ TV 1 King Bedroom w/ TV, En-Suite Full Bathroom w/Walk in Shower 1 King Bedroom w/ TV, En-Suite Full Bathroom w/Shower Tub Combo 1 Kin
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