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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 1,081–1,104 of 1,169 matching vacation rentals, page 46 of 49. Closest capacity matches first.

About Anna Maria Island & Holmes Beach
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Silver Steps to the Beach from this Anna Maria Rental Pool Home
Anna Maria Island & Holmes Beach

Steps to the Beach from this Anna Maria Rental Pool Home

3 Bedrooms · 2 Bathrooms · Sleeps 8
From $470 / night
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Silver Private Pool at this Three Bedroom Anna Maria Vacation Home
Anna Maria Island & Holmes Beach

Private Pool at this Three Bedroom Anna Maria Vacation Home

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $213 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Great Value Anna Maria 3 Bedroom Vacation Rental Pool Home
Anna Maria Island & Holmes Beach

Great Value Anna Maria 3 Bedroom Vacation Rental Pool Home

3 Bedrooms · 2 Bathrooms · Sleeps 8
From $389 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Anna Maria Vacation Home Sleeps Eight Guests
Anna Maria Island & Holmes Beach

Anna Maria Vacation Home Sleeps Eight Guests

4 Bedrooms · 3 Bathrooms · Sleeps 8
From $454 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Anna Maria Island Vacation Home Sleeps Six Walk to Beach
Anna Maria Island & Holmes Beach

Anna Maria Island Vacation Home Sleeps Six Walk to Beach

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $348 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Three Bedroom Pool Home in Bradenton
Anna Maria Island & Holmes Beach

Three Bedroom Pool Home in Bradenton

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $209 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Three Bedroom House for Rent on Anna Maria Island with Pool
Anna Maria Island & Holmes Beach

Three Bedroom House for Rent on Anna Maria Island with Pool

3 Bedrooms · 3 Bathrooms · Sleeps 6
From $7,616 / month
Call to confirm availability941.500.4555 Request a callback & quote
Silver Three Bedroom Adorable Pool Vacation Home
Anna Maria Island & Holmes Beach

Three Bedroom Adorable Pool Vacation Home

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $2,100 / week
Call to confirm availability941.500.4555 Request a callback & quote
Silver Anna Maria Island Vacation Rental Duplex Holmes Beach
Anna Maria Island & Holmes Beach

Anna Maria Island Vacation Rental Duplex Holmes Beach

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $1,049 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver A New Addition to the Vacation Rental Market
Anna Maria Island & Holmes Beach

A New Addition to the Vacation Rental Market

3 Bedrooms · 2 Bathrooms · Sleeps 8
From $480 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Island Two Bedroom Cottage with Private Pool!
Anna Maria Island & Holmes Beach

Island Two Bedroom Cottage with Private Pool!

2 Bedrooms · 1 Bathroom · Sleeps 4
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Silver Remodeled 3 bed 2 bath private pool Anna Maria home
Anna Maria Island & Holmes Beach

Remodeled 3 bed 2 bath private pool Anna Maria home

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $2,495 / week
Call to confirm availability941.500.4555 Request a callback & quote
Silver Anna Maria Vacation Home with Private Pool
Anna Maria Island & Holmes Beach

Anna Maria Vacation Home with Private Pool

2 Bedrooms · 1 Bathroom · Sleeps 4
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Silver Two Bedroom Vacation Rental on Anna Maria Island- Great Rate
Anna Maria Island & Holmes Beach

Two Bedroom Vacation Rental on Anna Maria Island- Great Rate

2 Bedrooms · 2 Bathrooms · Sleeps 4
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Silver Holmes Beach Duplex Home Private Pool 3 Houses to Beach
Anna Maria Island & Holmes Beach

Holmes Beach Duplex Home Private Pool 3 Houses to Beach

2 Bedrooms · 1 Bathroom · Sleeps 4
From $1,400 / week
Call to confirm availability941.500.4555 Request a callback & quote
Silver Private Pool and One Block to Beach Home for Rent in Holmes Beach
Anna Maria Island & Holmes Beach

Private Pool and One Block to Beach Home for Rent in Holmes Beach

2 Bedrooms · 1 Bathroom · Sleeps 4
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Silver Only Three Houses From the Beach WOW
Anna Maria Island & Holmes Beach

Only Three Houses From the Beach WOW

2 Bedrooms · 1 Bathroom · Sleeps 4
From $317 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Anna Maria Island 2 Bedroom West of Gulf Drive
Anna Maria Island & Holmes Beach

Anna Maria Island 2 Bedroom West of Gulf Drive

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $200 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Ground Level Half Duplex with Two Bedrooms 1 Block to Beach
Anna Maria Island & Holmes Beach

Ground Level Half Duplex with Two Bedrooms 1 Block to Beach

2 Bedrooms · 1 Bathroom · Sleeps 5
From $314 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver This Three Bedroom on Anna Maria Island is a Terrific Option
Anna Maria Island & Holmes Beach

This Three Bedroom on Anna Maria Island is a Terrific Option

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $906 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Just A Short Walk to the Beach from this Holmes Beach Rental
Anna Maria Island & Holmes Beach

Just A Short Walk to the Beach from this Holmes Beach Rental

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $163 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Gorgeous 2 Bedroom Townhouse only a 1/4 Block to The Beach
Anna Maria Island & Holmes Beach

Gorgeous 2 Bedroom Townhouse only a 1/4 Block to The Beach

2 Bedrooms · 2 Bathrooms · Sleeps 4
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Silver One Block or Less to The Beach Lovely Pool Home
Anna Maria Island & Holmes Beach

One Block or Less to The Beach Lovely Pool Home

4 Bedrooms · 4 Bathrooms · Sleeps 10
From $445 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Three Bedroom Rental Home Anna Maria Island with Pool
Anna Maria Island & Holmes Beach

Three Bedroom Rental Home Anna Maria Island with Pool

3 Bedrooms · 2 Bathrooms · Sleeps 8
From $521 / night
Call to confirm availability941.500.4555 Request a callback & quote

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