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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 145–168 of 1,169 matching vacation rentals, page 7 of 49. Closest capacity matches first.

About Anna Maria Island & Holmes Beach
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Platinum Anna Maria Island 5 Bedroom Gulf Front Property Sleeps 10
Anna Maria Island & Holmes Beach

Anna Maria Island 5 Bedroom Gulf Front Property Sleeps 10

5 Bedrooms · 5 Bathrooms · Sleeps 10
From $5,267 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Anna Maria Island Vacation Rental - Luxury Canal Front Home with Pool & Dock
Anna Maria Island & Holmes Beach

Anna Maria Island Vacation Rental - Luxury Canal Front Home with Pool & Dock

4 Bedrooms · 3 Bathrooms · Sleeps 8
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Eight Bedroom Anna Maria Island Beachfront Rental on Bradenton Beach
Anna Maria Island & Holmes Beach

Eight Bedroom Anna Maria Island Beachfront Rental on Bradenton Beach

8 Bedrooms · 6 Bathrooms · Sleeps 18
From $3,300 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Anna Maria Island Vacation Rental Canal-Front with Pool
Anna Maria Island & Holmes Beach

Anna Maria Island Vacation Rental Canal-Front with Pool

3 Bedrooms · 2 Bathrooms · Sleeps 8
From $1,351 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Anna Maria Island 4 Bedroom Luxury Vacation Rental Sleeps 8
Anna Maria Island & Holmes Beach

Anna Maria Island 4 Bedroom Luxury Vacation Rental Sleeps 8

4 Bedrooms · 4 Bathrooms · Sleeps 8
From $2,528 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Anna Maria Island Vacation Rental – Canal Front Beach Retreat
Anna Maria Island & Holmes Beach

Anna Maria Island Vacation Rental – Canal Front Beach Retreat

3 Bedrooms · 3 Bathrooms · Sleeps 8
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Luxury Vacation Five Bedroom Vacation Rental Home Anna Maria Island
Anna Maria Island & Holmes Beach

Luxury Vacation Five Bedroom Vacation Rental Home Anna Maria Island

5 Bedrooms · 4 Bathrooms · Sleeps 13
From $5,479 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Anna Maria Main House & Guest House with Pool Bay Beach Across the Street
Anna Maria Island & Holmes Beach

Anna Maria Main House & Guest House with Pool Bay Beach Across the Street

8 Bedrooms · 6 Bathrooms · Sleeps 18
From $2,100 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Canal front beauty with Pool
Anna Maria Island & Holmes Beach

Canal front beauty with Pool

4 Bedrooms · 3 Bathrooms · Sleeps 10
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Six Bedroom Luxury Vacation Rental Anna Maria with Pool
Anna Maria Island & Holmes Beach

Six Bedroom Luxury Vacation Rental Anna Maria with Pool

6 Bedrooms · 4 Bathrooms · Sleeps 12
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Call to confirm availability941.500.4555 Request a callback & quote
Platinum Anna Maria Four Bedroom Luxury Beach Vacation Home- Steps to the Beach GOLF CART & POOL, VOLLEY BALL
Anna Maria Island & Holmes Beach

Anna Maria Four Bedroom Luxury Beach Vacation Home- Steps to the Beach GOLF CART & POOL, VOLLEY BALL

4 Bedrooms · 4 Bathrooms · Sleeps 8
From $2,777 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Anna Maria Island Luxury on Bradenton Beach Beachfront 9 Bedroom House Sleeps 21
Anna Maria Island & Holmes Beach

Anna Maria Island Luxury on Bradenton Beach Beachfront 9 Bedroom House Sleeps 21

9 Bedrooms · 7 Bathrooms · Sleeps 21
From $3,470 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Luxury Anna Maria Island Vacation Rental 7 bedrooms Near Bean Point
Anna Maria Island & Holmes Beach

Luxury Anna Maria Island Vacation Rental 7 bedrooms Near Bean Point

7 Bedrooms · 3 Bathrooms · Sleeps 16
From $2,435 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Anna Maria Island Five Bedroom Rental Home - SLEEPS 14
Anna Maria Island & Holmes Beach

Anna Maria Island Five Bedroom Rental Home - SLEEPS 14

5 Bedrooms · 4 Bathrooms · Sleeps 14
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Platinum 4 Bedroom Beachfront Luxury Vacation Villa Anna Maria Island
Anna Maria Island & Holmes Beach

4 Bedroom Beachfront Luxury Vacation Villa Anna Maria Island

4 Bedrooms · 3 Bathrooms · Sleeps 8
From $1,772 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Beautiful 4 Bedroom Coastal Home with Pool in Anna Maria Island
Anna Maria Island & Holmes Beach

Beautiful 4 Bedroom Coastal Home with Pool in Anna Maria Island

4 Bedrooms · 3 Bathrooms · Sleeps 8
From $2,222 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum luxury Anna Maria Island Vacation Rental Eight Bedrooms Near Holmes Beach
Anna Maria Island & Holmes Beach

luxury Anna Maria Island Vacation Rental Eight Bedrooms Near Holmes Beach

8 Bedrooms · 5 Bathrooms · Sleeps 16
From $2,135 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Waterfront Rental Anna Maria Island - Home with Pool & Dock
Anna Maria Island & Holmes Beach

Waterfront Rental Anna Maria Island - Home with Pool & Dock

3 Bedrooms · 2 Bathrooms · Sleeps 8
From $890 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Anna Maria Island Pool Vacation Home
Anna Maria Island & Holmes Beach

Anna Maria Island Pool Vacation Home

5 Bedrooms · 3 Bathrooms · Sleeps 10
From $870 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Holmes Beach Duplex With Private Pool And Game Room
Anna Maria Island & Holmes Beach

Holmes Beach Duplex With Private Pool And Game Room

2 Bedrooms · 1 Bathroom · Sleeps 6
From $556 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Waterfront Bradenton Home With Private Pool and Dock
Anna Maria Island & Holmes Beach

Waterfront Bradenton Home With Private Pool and Dock

3 Bedrooms · 2 Bathrooms · Sleeps 8
From $393 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold West Bradenton Private Pool Home Near Bradenton Beach
Anna Maria Island & Holmes Beach

West Bradenton Private Pool Home Near Bradenton Beach

3 Bedrooms · 3 Bathrooms · Sleeps 8
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Anna Maria Beachfront Home with Private Pool and Spa
Anna Maria Island & Holmes Beach

Anna Maria Beachfront Home with Private Pool and Spa

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

Bradenton Beach Bayfront Vacation Rental - Luxury Home

3 Bedrooms · 2 Bathrooms · Sleeps 8
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote

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