Vacation Rentals
147 properties available
Sugar Beach by Anna Maria Vacations Duplex in Holmes Beach, FloridaVRC16-000340 Make your vacation dreams come true at Sugar Beach, a charming island retreat just minutes from Holmes Beach’s white sandy beaches! This spacious three-bedroom, two and a half bath home features a private backyard with a sparkling pool, covered patio with outdoor dini
Sugar Beach
Duplex
3
bedrooms
2
baths
1
Half baths
6
guests
5
(17)
Starfish by Anna Maria Vacations Home in Holmes Beach, Florida VRC16-000247 Experience the best of Anna Maria Island at Starfish, a stunning three-bedroom, two and a half bath home located just one house away from Holmes Beach! Perfect for families or friends, this charming beachside retreat offers quick access to the beach for endless days of su
Starfish
House
3
bedrooms
2
baths
1
Half baths
6
guests
4.9
(16)
Private Palms by Anna Maria Island Accommodations VRC23-000027Welcome to Private Palms, a beautifully remodeled four-bedroom, two-bath coastal retreat just a 3-minute walk to Holmes Beach and close to the shops and dining of Holmes Beach Towne Center. This bright and stylish home features a private pool, relaxed outdoor living, and comfortable inte
Private Palms
House
4
bedrooms
2
baths
8
guests
4.9
(30)
Mojito Splash by AMI Locals VRC18-000068 Welcome to Mojito Splash, a stunning five-bedroom, three and a half bath waterfront retreat located just a short stroll from Holmes Beach’s white sandy beaches on Anna Maria Island! This beautifully designed home boasts a sparkling pool, dual waterfalls, a stone-edged spa, and a large, covered lanai with a
Mojito Splash
House
5
bedrooms
3
baths
1
Half baths
10
guests
5
(61)
Gulf Shores #106 by Anna Maria Vacations Condo in Holmes Beach, Florida VRC16-000081 Welcome to Gulf Shores #106, a beautiful two-bedroom, two-bath beachfront condo perfectly positioned in the heart of Holmes Beach on Anna Maria Island. Enjoy direct beach access and a screened-in balcony with stunning views of the Gulf of Mexico, where you can watc
Gulf Shores 106
Condo
2
bedrooms
2
baths
4
guests
4.9
(27)
Casa Muratti by Anna Maria Vacations Home in Anna Maria, FL VPR16-000473Experience a perfect escape at Casa Muratti, an exceptional four-bedroom, three and a half bath Gulf Coast vacation home just a short walk from Anna Maria Island’s stunning beach! This beautifully landscaped home features a gated front yard, a sweeping staircase leading to the
Casa Muratti
House
4
bedrooms
3
baths
1
Half baths
8
guests
4.7
(26)
Away To Play by Anna Maria Vacations Home in Holmes Beach, Florida VRC20-000047 Welcome to Away To Play, a charming coastal retreat located just a few blocks away from the City of Anna Maria on Anna Maria Island! With just a 2-minute walk to the Beach, this beautifully designed four bedroom, two and a half bath vacation home features a private back
Away To Play
House
3
bedrooms
2
baths
1
Half baths
6
guests
5
(11)
Tropical Terrace 3 by Anna Maria Vacations Condo in Holmes Beach, Florida VRC16-000286 Welcome to Tropical Terrace 3, a beautifully updated two-bedroom, two-bath condo located just a two-minute stroll from the pristine beaches of Anna Maria Island! This coastal haven features stylish decor, balcony access, and all the comforts needed for a memorab
Tropical Terrace 3
Condo
2
bedrooms
2
baths
4
guests
4.9
(21)
Midnight Gulf Resort B by Anna Maria VacationsWelcome to Midnight Gulf Resort B, a refreshed three-bedroom, two-bathroom coastal retreat in the heart of Bradenton Beach. Designed for families, couples, and friends traveling together, this inviting vacation rental combines comfortable accommodations, professionally refreshed interiors, and an unbeat
Midnight Gulf Resort B
Duplex
3
bedrooms
2
baths
7
guests
4.5
(7)
Castaway Cottage by Anna Maria Vacations Home in Holmes Beach, Florida VRC17-000189 Welcome to Castaway Cottage, a three bedroom, two bath vacation home with a private pool, game room, and plenty of family-friendly amenities! Located less than a 10-minute walk to the white sand Gulf beaches, this Holmes Beach retreat is also close to shops, restau
Castaway Cottage
House
3
bedrooms
2
baths
6
guests
4.9
(35)
Shells and Sunshine by Anna Maria VacationsHome in Anna Maria, FL VR16-000437Discover Shells and Sunshine, a family-friendly beach-front retreat on the prestigious north end of Anna Maria Island! This charming home features two levels with three bedrooms and two bathrooms, accommodating up to eight guests. Enjoy unobstructed views of the ocean from
Shells and Sunshine
House
3
bedrooms
2
baths
8
guests
4.9
(69)
Bayblue by Anna Maria VacationsHome in Bradenton Beach, FloridaTPL20-000048 / DWE5105831Welcome to Bayblue, a spacious near-bayfront retreat boasting six bedrooms and four bathrooms, perfect for families or group getaways! Ideally situated just a 5-minute walk from the beach and steps from the water, this elegant Bradenton Beach property offers bre
Bayblue
House
6
bedrooms
4
baths
18
guests
4.9
(41)
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