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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 553–576 of 1,169 matching vacation rentals, page 24 of 49. Closest capacity matches first.

About Anna Maria Island & Holmes Beach
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Gold Walk to Beach Vacation Home Three Bedrooms in Holmes Beach
Anna Maria Island & Holmes Beach

Walk to Beach Vacation Home Three Bedrooms in Holmes Beach

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $1,602 / night
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Gold Anna Maria Island Vacation Pool Home Sleeps Twelve Guests
Anna Maria Island & Holmes Beach

Anna Maria Island Vacation Pool Home Sleeps Twelve Guests

5 Bedrooms · 3 Bathrooms · Sleeps 12
From $1,482 / night
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Gold Holmes Beach Vacation Rental Sleeps Six Guests
Anna Maria Island & Holmes Beach

Holmes Beach Vacation Rental Sleeps Six Guests

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $995 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Anna Maria Island Vacation Rental - Pet-Friendly Duplex with Pool
Anna Maria Island & Holmes Beach

Anna Maria Island Vacation Rental - Pet-Friendly Duplex with Pool

2 Bedrooms · 1 Bathroom · Sleeps 6
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Holmes Beach Vacation Rental Home Two Bedrooms
Anna Maria Island & Holmes Beach

Holmes Beach Vacation Rental Home Two Bedrooms

2 Bedrooms · 2 Bathrooms · Sleeps 6
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Luxury Holmes Beach Vacation Rental Six Bedrooms with Pool Beach
Anna Maria Island & Holmes Beach

Luxury Holmes Beach Vacation Rental Six Bedrooms with Pool Beach

6 Bedrooms · 3 Bathrooms · Sleeps 12
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Stunning Anna Maria Home with Boat Dock & Pool Call Today
Anna Maria Island & Holmes Beach

Stunning Anna Maria Home with Boat Dock & Pool Call Today

3 Bedrooms · 2 Bathrooms · Sleeps 8
From $1,295 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Beach Vacation Home in Anna Maria with Pool and Boat Dock
Anna Maria Island & Holmes Beach

Beach Vacation Home in Anna Maria with Pool and Boat Dock

3 Bedrooms · 2 Bathrooms · Sleeps 8
From $995 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Anna Maria Island Vacation Rental Beach Four Houses Away
Anna Maria Island & Holmes Beach

Anna Maria Island Vacation Rental Beach Four Houses Away

3 Bedrooms · 3 Bathrooms · Sleeps 8
From $918 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Coastal Retreat on Anna Maria Island - Four Bedroom Pool Home
Anna Maria Island & Holmes Beach

Coastal Retreat on Anna Maria Island - Four Bedroom Pool Home

4 Bedrooms · 3 Bathrooms · Sleeps 10
From $1,032 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Anna Maria Island Vacation Rental with Private Pool - Holmes Beach Luxury Coastal Home
Anna Maria Island & Holmes Beach

Anna Maria Island Vacation Rental with Private Pool - Holmes Beach Luxury Coastal Home

4 Bedrooms · 4 Bathrooms · Sleeps 8
From $1,572 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Bradenton Beach 3 Bedroom Home, Walk to Beach
Anna Maria Island & Holmes Beach

Bradenton Beach 3 Bedroom Home, Walk to Beach

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $1,295 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Luxury 4 Bedroom Villa on the Beach on Anna Maria Sleeps 8
Anna Maria Island & Holmes Beach

Luxury 4 Bedroom Villa on the Beach on Anna Maria Sleeps 8

4 Bedrooms · 3 Bathrooms · Sleeps 8
From $3,433 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Only a Minute to the Beach Anna Maria Vacation Luxury Home
Anna Maria Island & Holmes Beach

Only a Minute to the Beach Anna Maria Vacation Luxury Home

3 Bedrooms · 3 Bathrooms · Sleeps 6
From $1,295 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Anna Maria Luxury Five Bedroom Rental Sleeps 8 Walk To Beach
Anna Maria Island & Holmes Beach

Anna Maria Luxury Five Bedroom Rental Sleeps 8 Walk To Beach

5 Bedrooms · 3 Bathrooms · Sleeps 8
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Anna Maria Island Luxury 4 Bedroom plus Loft Home for Rent
Anna Maria Island & Holmes Beach

Anna Maria Island Luxury 4 Bedroom plus Loft Home for Rent

4 Bedrooms · 4 Bathrooms · Sleeps 12
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Bradenton Beach Rental Home 3 Bedrooms
Anna Maria Island & Holmes Beach

Bradenton Beach Rental Home 3 Bedrooms

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $995 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Anna Maria Vacation Rental Sleeps Eight Guests Private Pool
Anna Maria Island & Holmes Beach

Anna Maria Vacation Rental Sleeps Eight Guests Private Pool

4 Bedrooms · 4 Bathrooms · Sleeps 8
From $1,854 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Holmes Beach Vacation Rental 5 Bedrooms Sleeps Ten Guests
Anna Maria Island & Holmes Beach

Holmes Beach Vacation Rental 5 Bedrooms Sleeps Ten Guests

5 Bedrooms · 4 Bathrooms · Sleeps 10
From $953 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Island Oasis with Pool, Hut Tub, and Rooftop Deck, Steps from Manatee Beach
Anna Maria Island & Holmes Beach

Island Oasis with Pool, Hut Tub, and Rooftop Deck, Steps from Manatee Beach

5 Bedrooms · 4 Bathrooms · Sleeps 10
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Anna Maria Vacation Home Walk to Beach
Anna Maria Island & Holmes Beach

Anna Maria Vacation Home Walk to Beach

4 Bedrooms · 3 Bathrooms · Sleeps 8
From $1,826 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Holmes Beach Vacation Rental Sleeps 6 One Block to Beach
Anna Maria Island & Holmes Beach

Holmes Beach Vacation Rental Sleeps 6 One Block to Beach

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $1,695 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Anna Maria Canal Front Luxury Vacation Rental Sleeps Eight Guests
Anna Maria Island & Holmes Beach

Anna Maria Canal Front Luxury Vacation Rental Sleeps Eight Guests

4 Bedrooms · 3 Bathrooms · Sleeps 8
From $1,379 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Anna Maria Luxury Vacation Pool Home One Block to the Beach
Anna Maria Island & Holmes Beach

Anna Maria Luxury Vacation Pool Home One Block to the Beach

4 Bedrooms · 4 Bathrooms · Sleeps 8
From $3,185 / night
Call to confirm availability941.500.4555 Request a callback & quote

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