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Anna Maria Island & Holmes Beach Vacation Rentals with Private Pools

Browse professionally managed Anna Maria Island and Holmes Beach vacation rentals with a recorded fenced, unfenced or indoor private pool. Showing 265–288 of 1,169 matching vacation rentals, page 12 of 49. Closest capacity matches first.

About Anna Maria Island & Holmes Beach
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Gold Anna Maria 3 Bedroom Vacation Pool Home Close to Beach
Anna Maria Island & Holmes Beach

Anna Maria 3 Bedroom Vacation Pool Home Close to Beach

3 Bedrooms · 3 Bathrooms · Sleeps 6
From $1,049 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Lovely Holmes Beach Vacation Pool Home Close to Beach
Anna Maria Island & Holmes Beach

Lovely Holmes Beach Vacation Pool Home Close to Beach

4 Bedrooms · 3 Bathrooms · Sleeps 8
From $1,325 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Bradenton Vacation Home Three Bedroom Canal Views
Anna Maria Island & Holmes Beach

Bradenton Vacation Home Three Bedroom Canal Views

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $554 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Coastal Oasis with 5 Bedrooms & Great Amenities in Bradenton
Anna Maria Island & Holmes Beach

Coastal Oasis with 5 Bedrooms & Great Amenities in Bradenton

5 Bedrooms · 3 Bathrooms · Sleeps 12
From $834 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Holmes Beach Vacation Home Four Bedroom Walk to beach
Anna Maria Island & Holmes Beach

Holmes Beach Vacation Home Four Bedroom Walk to beach

4 Bedrooms · 3 Bathrooms · Sleeps 8
From $1,870 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Bradenton Vacation Home Three Bedroom
Anna Maria Island & Holmes Beach

Bradenton Vacation Home Three Bedroom

3 Bedrooms · 3 Bathrooms · Sleeps 6
From $752 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Beautiful 3 Bedroom Home with Pool & Short Walk to Beach
Anna Maria Island & Holmes Beach

Beautiful 3 Bedroom Home with Pool & Short Walk to Beach

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $971 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Four Bedroom Riverfront Vacation Pool Home in Bradenton
Anna Maria Island & Holmes Beach

Four Bedroom Riverfront Vacation Pool Home in Bradenton

4 Bedrooms · 3 Bathrooms · Sleeps 10
From $1,079 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Bradenton Vacation Rental - Three Bedroom Home Near Beach
Anna Maria Island & Holmes Beach

Bradenton Vacation Rental - Three Bedroom Home Near Beach

3 Bedrooms · 2 Bathrooms · Sleeps 7
From $320 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Anna Maria Vacation Home Three Bedroom Walk to Beach
Anna Maria Island & Holmes Beach

Anna Maria Vacation Home Three Bedroom Walk to Beach

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $1,417 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Lovely 4 Bedroom Home in Holmes Beach
Anna Maria Island & Holmes Beach

Lovely 4 Bedroom Home in Holmes Beach

4 Bedrooms · 3 Bathrooms · Sleeps 8
From $1,512 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Bean Point Oceanfront Villa On Anna Maria Island For 10 Guests
Anna Maria Island & Holmes Beach

Bean Point Oceanfront Villa On Anna Maria Island For 10 Guests

4 Bedrooms · 3 Bathrooms · Sleeps 10
From $3,093 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Ocean Views Villa with Five Bedrooms For Ten Guests
Anna Maria Island & Holmes Beach

Ocean Views Villa with Five Bedrooms For Ten Guests

5 Bedrooms · 4 Bathrooms · Sleeps 10
From $1,758 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Six Bedroom Luxury Property with Rooftop Across The Street From The Beach
Anna Maria Island & Holmes Beach

Six Bedroom Luxury Property with Rooftop Across The Street From The Beach

6 Bedrooms · 6 Bathrooms · Sleeps 13
From $2,760 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Anna Maria Island Vacation Rental - Holmes Beach Family Getaway
Anna Maria Island & Holmes Beach

Anna Maria Island Vacation Rental - Holmes Beach Family Getaway

3 Bedrooms · 2 Bathrooms · Sleeps 9
From $492 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Bradenton Vacation Home Three Bedroom
Anna Maria Island & Holmes Beach

Bradenton Vacation Home Three Bedroom

3 Bedrooms · 3 Bathrooms · Sleeps 6
From $8,343 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Anna Maria Vacation Pool Home Five Bedroom Walk to Beach
Anna Maria Island & Holmes Beach

Anna Maria Vacation Pool Home Five Bedroom Walk to Beach

5 Bedrooms · 4 Bathrooms · Sleeps 12
From $2,884 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Gorgeous Lakefront 5 Bedroom Home in Bradenton
Anna Maria Island & Holmes Beach

Gorgeous Lakefront 5 Bedroom Home in Bradenton

5 Bedrooms · 3 Bathrooms · Sleeps 8
From $639 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold North End Anna Maria Luxury Pool Vacation Home
Anna Maria Island & Holmes Beach

North End Anna Maria Luxury Pool Vacation Home

5 Bedrooms · 3 Bathrooms · Sleeps 12
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Anna Maria Island Five Bedroom Pool Upscale Vacation Home
Anna Maria Island & Holmes Beach

Anna Maria Island Five Bedroom Pool Upscale Vacation Home

5 Bedrooms · 4 Bathrooms · Sleeps 10
From $2,568 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Beautiful 4 Bedroom Home with Pool & Short Walk to Beach
Anna Maria Island & Holmes Beach

Beautiful 4 Bedroom Home with Pool & Short Walk to Beach

4 Bedrooms · 4 Bathrooms · Sleeps 8
From $1,763 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Steps to Beach Anna Maria Island Vacation Pool Home
Anna Maria Island & Holmes Beach

Steps to Beach Anna Maria Island Vacation Pool Home

4 Bedrooms · 3 Bathrooms · Sleeps 8
From $1,509 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Anna Maria Four Bedroom Home with Pool & Spa 1.5 Blocks to Beach
Anna Maria Island & Holmes Beach

Anna Maria Four Bedroom Home with Pool & Spa 1.5 Blocks to Beach

4 Bedrooms · 4 Bathrooms · Sleeps 10
From $1,518 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Six Bedroom Luxury Holmes Beach Villa
Anna Maria Island & Holmes Beach

Six Bedroom Luxury Holmes Beach Villa

6 Bedrooms · 4 Bathrooms · Sleeps 13
From $2,984 / night
Call to confirm availability941.500.4555 Request a callback & quote

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