Holmes Beach Villas: Beachfront Holiday Homes with Private Pools

Find 31 villas in Holmes Beach, FL-beachfront homes with private pools, free WiFi, and full kitchens. Compare top-rated stays and book now for exclusive deals.

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1-20 out of 34
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4 adults
2 bedrooms
2 beds
Map
1404 yd from City Center1480 yd from Holmes Beach
Heated PoolGolf CourseSpa Centre
  • On-site golf course
  • Full-service spa & hot tub
  • Two-bedroom home with kitchen
FromUS$ 529 /nightSelect
9.3
Perfect33 total reviews
our site & Booking.com
6 adults
2 bedrooms
3 beds
Outdoor PoolBBQ GrillPicnic Area
  • Private patios with garden views
  • Fully equipped kitchens in villas
  • Heated outdoor pool with toys
FromUS$ 342 /nightSelect
Coral PalmsHoliday home
Map
2.0 mi from City Center1434 yd from Anna Maria Island Historical Museum
Heated PoolSpa CenterFitness Center
  • 3-min walk to Anna Maria Island
  • Spa facilities and hot tub
  • Heated outdoor pool year-round
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Nautilus #111 HomeHoliday home
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1.7 mi from City Center1.2 mi from Anna Maria Island Historical Museum
Beach AccessOutdoor PoolTennis Court
  • Direct beachfront access
  • Outdoor swimming pool
  • Tennis court on-site
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Map
1.5 mi from City Center1.3 mi from West Coast Surf Shop
Beachfront AccessOutdoor PoolTennis Court
  • Direct beachfront access
  • Year-round outdoor pool
  • On-site tennis court
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Map
1.8 mi from City Center1.0 mi from Anna Maria Island Historical Museum
Full KitchenBBQ GrillFishing
  • 3-min walk to Anna Maria Beach
  • Fully equipped kitchen with dishwasher
  • On-site fishing available
FromUS$ 357 /nightSelect
Crabby CoconutHoliday home
Map
1.7 mi from City Center1.2 mi from Anna Maria Island Historical Museum
Saltwater PoolHot TubOutdoor Dining
  • Spacious 4-bedroom holiday home
  • Saltwater pool with swim toys
  • 2-minute walk to Anna Maria
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Made In The Shade AHoliday home
Map
909 yd from City Center990 yd from Holmes Beach
WaterparkBBQ GrillTour Desk
  • Steps away from Bradenton Beach
  • On-site waterpark for family fun
  • Barbecue grill in full kitchen
FromUS$ 227 /nightSelect
Hidden Cove Unit 6Holiday home
9.6
Perfect8 total reviews
our site & Booking.com
4 adults
2 bedrooms
2 beds
Map
1.1 mi from City Center1602 yd from West Coast Surf Shop
Beachfront AccessOutdoor PoolPrivate Parking
  • Direct beachfront access on site
  • Outdoor pool with sea views
  • Steps from Anna Maria Island
FromUS$ 312 /nightSelect
Coral CastleHoliday home
Map
735 yd from City Center504 yd from West Coast Surf Shop
Private PoolHot TubFitness Center
  • Private pool with spa facilities
  • 2-minute walk to Anna Maria Island
  • On-site hot tub and fitness center
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Gulf Place 20Holiday home
Map
1022 yd from City Center1109 yd from Holmes Beach
Outdoor PoolBeach AccessFishing
  • Private beachfront access with sea views
  • Three-bedroom home with full kitchen
  • Steps from Bradenton Beach
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Sand Dollar AmvHoliday home
Map
1148 yd from City Center916 yd from West Coast Surf Shop
Heated PoolSpa CenterGolf Course
  • Spacious 4-bedroom holiday home
  • Heated pool with on-site spa
  • On-site golf course available
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Layby TooHoliday home
Map
2.0 mi from City Center1450 yd from Anna Maria Island Historical Museum
Private PoolGolf CourseBeach Access
  • Private outdoor swimming pool
  • On-site golf course
  • 200m from Anna Maria Island
FromUS$ 552 /nightSelect
Gulf BreezeHoliday home
10.0
Perfect1 total review
our site & Booking.com
Map
1.4 mi from City Center1.2 mi from West Coast Surf Shop
Heated PoolSpa CenterFitness Center
  • Heated private outdoor pool
  • On-site spa and fitness center
  • Steps from Anna Maria Island
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Beachfront BungalowHoliday home
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1.9 mi from City Center1712 yd from Anna Maria Island Historical Museum
Private PoolHot TubFitness Centre
  • Four-bedroom beachfront bungalow
  • Private pool with sea views
  • On-site spa and hot tub
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Beach Retreat -AmiaHoliday home
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1.7 mi from City Center1.2 mi from Anna Maria Island Historical Museum
Heated PoolSpa CentreGames Room
  • Spacious four-bedroom holiday home
  • Heated outdoor pool with spa
  • On-site games room for fun
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Sea Pirate 1Holiday home
10.0
Perfect1 total review
our site & Booking.com
4 adults
2 bedrooms
3 beds
Map
323 yd from City Center404 yd from Holmes Beach
Heated PoolBeach AccessKitchen Utensils
  • Heated outdoor swimming pool
  • Beach access from property
  • Cycling, fishing, hiking onsite
FromUS$ 313 /nightSelect
6 adults
3 bedrooms
3 beds
Map
1.3 mi from City Center1.1 mi from West Coast Surf Shop
Outdoor PoolFull KitchenPrivate Parking
  • 3BR holiday home near beach
  • Steps from Anna Maria Island
  • Private parking on-site
FromUS$ 370 /nightSelect
Martinique 401SHoliday home
4 adults
2 bedrooms
2 beds
Map
1632 yd from City Center1376 yd from West Coast Surf Shop
Outdoor PoolFull KitchenPrivate Parking
  • Steps from Anna Maria Island
  • Spacious two-bedroom holiday home
  • Outdoor swimming pool
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Map
131 yd from City Center100 yd from Holmes Beach
Heated PoolWellness CentreBeach Access
  • Gulf-front beach access on-site
  • Outdoor heated pool on-site
  • Spa and wellness centre available
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Holmes Beach, on Anna Maria Island, offers a range of villas and holiday homes that put you steps from the Gulf of Mexico. Whether you're after a direct beachfront bungalow like Beachfront Bungalow or a family-friendly retreat such as Crabby Coconut with its saltwater pool, these properties come with free WiFi, private parking, and full kitchens. Many are within a short walk of Anna Maria City Pier and the historic Ringling Museum, making them ideal for beach lovers and culture seekers alike.

Budget-wise, you'll find affordable options starting around $150 per night, with upscale beachfront condos like Anna Maria Island Club Unit17S commanding higher rates. For the best experience, stay near the central beach areas or along Gulf Drive for easy access to the sand and local dining. Be sure to check if your villa includes a heated pool or beachfront access-many do-and book early for summer and spring break seasons. Compare ratings and amenities to secure the perfect villa for your island escape.