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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 385–408 of 1,169 matching vacation rentals, page 17 of 49. Closest capacity matches first.

About Anna Maria Island & Holmes Beach
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Gold Holmes Beach 3 Bedroom Home with Pool & Walk to Beach
Anna Maria Island & Holmes Beach

Holmes Beach 3 Bedroom Home with Pool & Walk to Beach

3 Bedrooms · 3 Bathrooms · Sleeps 6
From $755 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Anna Maria 3 Bedroom Home with Private Pool & Canal Views
Anna Maria Island & Holmes Beach

Anna Maria 3 Bedroom Home with Private Pool & Canal Views

3 Bedrooms · 3 Bathrooms
From $621 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Holmes Beach Single Level Duplex with Private Pool Short Walk to Beach
Anna Maria Island & Holmes Beach

Holmes Beach Single Level Duplex with Private Pool Short Walk to Beach

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $568 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Pool Vacation Home in Bradenton Sleeps 12
Anna Maria Island & Holmes Beach

Pool Vacation Home in Bradenton Sleeps 12

3 Bedrooms · 2 Bathrooms · Sleeps 12
From $695 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Three Bedroom Vacation Rental Home in Bradenton
Anna Maria Island & Holmes Beach

Three Bedroom Vacation Rental Home in Bradenton

3 Bedrooms · 2 Bathrooms · Sleeps 12
From $545 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Anna Maria Island Vacation Home Three Bedroom Walk to Beach
Anna Maria Island & Holmes Beach

Anna Maria Island Vacation Home Three Bedroom Walk to Beach

3 Bedrooms · 2 Bathrooms · Sleeps 8
From $1,007 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Canal Front Vacation Pool Home in Bradenton Sleeps 10 Guests
Anna Maria Island & Holmes Beach

Canal Front Vacation Pool Home in Bradenton Sleeps 10 Guests

3 Bedrooms · 3 Bathrooms · Sleeps 10
From $495 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Canal Front Four Bedroom Vacation Home in Holmes Beach
Anna Maria Island & Holmes Beach

Canal Front Four Bedroom Vacation Home in Holmes Beach

4 Bedrooms · 4 Bathrooms · Sleeps 8
From $38,517 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Walk to Beach Vacation Home Four Bedroom in Holmes Beach
Anna Maria Island & Holmes Beach

Walk to Beach Vacation Home Four Bedroom in Holmes Beach

4 Bedrooms · 3 Bathrooms · Sleeps 8
From $662 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Holmes Beach Walk to Beach 2 Bedroom Pool Rental Sleeps 6
Anna Maria Island & Holmes Beach

Holmes Beach Walk to Beach 2 Bedroom Pool Rental Sleeps 6

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $825 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Holmes Beach Vacation Rental quick walk to beach
Anna Maria Island & Holmes Beach

Holmes Beach Vacation Rental quick walk to beach

3 Bedrooms · 3 Bathrooms · Sleeps 6
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Luxury Anna Maria Island 5 Bedroom Home Main House Plus Guest Cottage Estate Home On Water
Anna Maria Island & Holmes Beach

Luxury Anna Maria Island 5 Bedroom Home Main House Plus Guest Cottage Estate Home On Water

5 Bedrooms · 6 Bathrooms · Sleeps 12
From $1,480 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Parrish Three Bedroom Vacation Home with Caged Pool Sleeps 8
Anna Maria Island & Holmes Beach

Parrish Three Bedroom Vacation Home with Caged Pool Sleeps 8

3 Bedrooms · 2 Bathrooms · Sleeps 8
From $538 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Holmes Beach Vacation Rental Sleeps 6 Guests
Anna Maria Island & Holmes Beach

Holmes Beach Vacation Rental Sleeps 6 Guests

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $888 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold One Block to the Beach Vacation Home on Anna Maria Island
Anna Maria Island & Holmes Beach

One Block to the Beach Vacation Home on Anna Maria Island

6 Bedrooms · 2 Bathrooms · Sleeps 12
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Gorgeous Vacation Home in Anna Maria Six Guests
Anna Maria Island & Holmes Beach

Gorgeous Vacation Home in Anna Maria Six Guests

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $1,699 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Three Bedroom Vacation Home in Anna Maria Walk To Beach
Anna Maria Island & Holmes Beach

Three Bedroom Vacation Home in Anna Maria Walk To Beach

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $793 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Gorgeous 4 Bedroom Pool Home in Bradenton - Eight Guests
Anna Maria Island & Holmes Beach

Gorgeous 4 Bedroom Pool Home in Bradenton - Eight Guests

4 Bedrooms · 2 Bathrooms · Sleeps 8
From $829 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Bradenton Five Bedroom Vacation Home Caged Pool Sleeps 14
Anna Maria Island & Holmes Beach

Bradenton Five Bedroom Vacation Home Caged Pool Sleeps 14

5 Bedrooms · 3 Bathrooms · Sleeps 14
From $934 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Bradenton Beach 4 Bedroom Home Private Pool Walk To Beach
Anna Maria Island & Holmes Beach

Bradenton Beach 4 Bedroom Home Private Pool Walk To Beach

4 Bedrooms · 3 Bathrooms · Sleeps 8
From $1,010 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Four Bedroom Vacation Pool Home in Bradenton Sleeps 10
Anna Maria Island & Holmes Beach

Four Bedroom Vacation Pool Home in Bradenton Sleeps 10

4 Bedrooms · 2 Bathrooms · Sleeps 10
From $870 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Holmes Beach Vacation Home with Private Pool 3 Bedrooms
Anna Maria Island & Holmes Beach

Holmes Beach Vacation Home with Private Pool 3 Bedrooms

3 Bedrooms · 3 Bathrooms · Sleeps 6
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Bradenton Beach Luxury Vacation Pool Home Sleeps 8 Guests
Anna Maria Island & Holmes Beach

Bradenton Beach Luxury Vacation Pool Home Sleeps 8 Guests

3 Bedrooms · 3 Bathrooms · Sleeps 8
From $1,674 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Charming Vacation Duplex in Holmes Beach Walk To Beach
Anna Maria Island & Holmes Beach

Charming Vacation Duplex in Holmes Beach Walk To Beach

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $895 / night
Call to confirm availability941.500.4555 Request a callback & quote

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