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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 217–240 of 1,169 matching vacation rentals, page 10 of 49. Closest capacity matches first.

About Anna Maria Island & Holmes Beach
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Gold Bradenton Vacation Home Seven Bedroom Walk to Beach
Anna Maria Island & Holmes Beach

Bradenton Vacation Home Seven Bedroom Walk to Beach

7 Bedrooms · 7 Bathrooms · Sleeps 14
From $2,420 / night
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Gold The Ultimate Anna Maria Island Pool Vacation Home
Anna Maria Island & Holmes Beach

The Ultimate Anna Maria Island Pool Vacation Home

4 Bedrooms · 3 Bathrooms · Sleeps 8
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Gold Bradenton Vacation Pool Home Three Bedroom
Anna Maria Island & Holmes Beach

Bradenton Vacation Pool Home Three Bedroom

3 Bedrooms · 2 Bathrooms · Sleeps 8
From $1,241 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Bradenton Vacation Pool Home Four Bedroom
Anna Maria Island & Holmes Beach

Bradenton Vacation Pool Home Four Bedroom

4 Bedrooms · 3 Bathrooms · Sleeps 8
From $1,127 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Bradenton Vacation Home Four Bedroom
Anna Maria Island & Holmes Beach

Bradenton Vacation Home Four Bedroom

4 Bedrooms · 3 Bathrooms · Sleeps 8
From $603 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Walk to Beach Anna Maria Island Vacation Home Four Bedroom
Anna Maria Island & Holmes Beach

Walk to Beach Anna Maria Island Vacation Home Four Bedroom

4 Bedrooms · 4 Bathrooms · Sleeps 8
From $3,570 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Bay Views Bradenton Vacation Home Four Bedroom
Anna Maria Island & Holmes Beach

Bay Views Bradenton Vacation Home Four Bedroom

4 Bedrooms · 3 Bathrooms · Sleeps 15
From $1,970 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Charming Two Bedroom Vacation Duplex in Holmes Beach
Anna Maria Island & Holmes Beach

Charming Two Bedroom Vacation Duplex in Holmes Beach

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $506 / night
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Gold Walk to Beach Holmes Beach Vacation Home
Anna Maria Island & Holmes Beach

Walk to Beach Holmes Beach Vacation Home

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $881 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Pet friendly Villa with Private pool in the heart of Anna Maria
Anna Maria Island & Holmes Beach

Pet friendly Villa with Private pool in the heart of Anna Maria

3 Bedrooms · 2 Bathrooms · Sleeps 8
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Luxurious 4-Bedroom Waterfront Villa in Holmes Beach
Anna Maria Island & Holmes Beach

Luxurious 4-Bedroom Waterfront Villa in Holmes Beach

4 Bedrooms · 4 Bathrooms · Sleeps 8
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Call to confirm availability941.500.4555 Request a callback & quote
Gold North Anna Maria Island Luxury Vacation Pool Home
Anna Maria Island & Holmes Beach

North Anna Maria Island Luxury Vacation Pool Home

3 Bedrooms · 2 Bathrooms · Sleeps 8
From $1,519 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Three Bedroom Island Residence Amazing Pool & Outdoor Area
Anna Maria Island & Holmes Beach

Three Bedroom Island Residence Amazing Pool & Outdoor Area

3 Bedrooms · 3 Bathrooms · Sleeps 8
From $1,489 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Gulf & Bay Views Two Vacation Rental in Bradenton Beach
Anna Maria Island & Holmes Beach

Gulf & Bay Views Two Vacation Rental in Bradenton Beach

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $1,188 / 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 · 2 Bathrooms · Sleeps 9
From $615 / 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 · 2 Bathrooms · Sleeps 8
From $520 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Holmes Beach Vacation Home with 4 Bedroom
Anna Maria Island & Holmes Beach

Holmes Beach Vacation Home with 4 Bedroom

4 Bedrooms · 3 Bathrooms · Sleeps 8
From $1,590 / 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 · 2 Bathrooms · Sleeps 8
From $356 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Holmes Beach Vacation Home Five Bedroom Walk to Beach
Anna Maria Island & Holmes Beach

Holmes Beach Vacation Home Five Bedroom Walk to Beach

5 Bedrooms · 4 Bathrooms · Sleeps 8
From $3,304 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Anna Maria Vacation Home with 4 Bedroom
Anna Maria Island & Holmes Beach

Anna Maria Vacation Home with 4 Bedroom

4 Bedrooms · 4 Bathrooms · Sleeps 8
From $1,160 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Four Bedroom Beachfront Vacation Home in Anna Maria
Anna Maria Island & Holmes Beach

Four Bedroom Beachfront Vacation Home in Anna Maria

4 Bedrooms · 3 Bathrooms · Sleeps 8
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Anna Maria Pool Vacation Getaway with 4 Bedrooms Sleeps 12
Anna Maria Island & Holmes Beach

Anna Maria Pool Vacation Getaway with 4 Bedrooms Sleeps 12

4 Bedrooms · 4 Bathrooms · Sleeps 12
From $1,416 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Spacious 4 Bedroom Pool Home in Anna Maria Sleeps 10 Guests
Anna Maria Island & Holmes Beach

Spacious 4 Bedroom Pool Home in Anna Maria Sleeps 10 Guests

4 Bedrooms · 3 Bathrooms · Sleeps 10
From $1,202 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Holmes Beach Vacation Pool Home Four Bedrooms Walk to Beach
Anna Maria Island & Holmes Beach

Holmes Beach Vacation Pool Home Four Bedrooms Walk to Beach

4 Bedrooms · 3 Bathrooms · Sleeps 8
From $779 / night
Call to confirm availability941.500.4555 Request a callback & quote

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