0 941.500.4555 Request a Call

Anna Maria Island & Holmes Beach Vacation Rentals

Showing 745–768 of 2,224 matching vacation rentals, page 32 of 93. Closest capacity matches first.

About Anna Maria Island & Holmes Beach
Gold Lakewood Ranch Vacation Rental Two Bedrooms
Anna Maria Island & Holmes Beach

Lakewood Ranch Vacation Rental Two Bedrooms

2 Bedrooms · 2 Bathrooms · Sleeps 4
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Bradenton Vacation Rental Condo Three Bedrooms
Anna Maria Island & Holmes Beach

Bradenton Vacation Rental Condo Three Bedrooms

3 Bedrooms · 3 Bathrooms · Sleeps 8
From $336 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Holmes Beach Four Bedroom Vacation Pool Home Sleeps 8
Anna Maria Island & Holmes Beach

Holmes Beach Four Bedroom Vacation Pool Home Sleeps 8

4 Bedrooms · 3 Bathrooms · Sleeps 8
From $860 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Bradenton Two Bedroom Vacation Condo Open for Holiday Weeks
Anna Maria Island & Holmes Beach

Bradenton Two Bedroom Vacation Condo Open for Holiday Weeks

2 Bedrooms · 2 Bathrooms · Sleeps 5
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Holmes Beach Two Bedrooms Vacation Condo
Anna Maria Island & Holmes Beach

Holmes Beach Two Bedrooms Vacation Condo

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $459 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Holmes Beach Three Bedroom Pool Home
Anna Maria Island & Holmes Beach

Holmes Beach Three Bedroom Pool Home

3 Bedrooms · 3 Bathrooms · Sleeps 6
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Great Beach to Bay Complex 2 min Walk to Beach Den
Anna Maria Island & Holmes Beach

Great Beach to Bay Complex 2 min Walk to Beach Den

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $653 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Three Bedroom Pool Home in Holmes Beach Walk to Beach
Anna Maria Island & Holmes Beach

Three Bedroom Pool Home in Holmes Beach Walk to Beach

3 Bedrooms · 3 Bathrooms · Sleeps 6
From $885 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Anna Maria Island & Holmes Beach Condo 926216
Anna Maria Island & Holmes Beach

Anna Maria Island & Holmes Beach Condo 926216

2 Bedrooms · 2 Bathrooms · Sleeps 4
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Holmes Beach 2 Bedroom Vacation Condo for Rent
Anna Maria Island & Holmes Beach

Holmes Beach 2 Bedroom Vacation Condo for Rent

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $488 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Holmes Beach Luxury Vacation Pool Home Near Beach & Fun
Anna Maria Island & Holmes Beach

Holmes Beach Luxury Vacation Pool Home Near Beach & Fun

4 Bedrooms · 4 Bathrooms · Sleeps 8
From $1,293 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Lovely Condo in the Heart of Anna Maria Island!
Anna Maria Island & Holmes Beach

Lovely Condo in the Heart of Anna Maria Island!

1 Bedroom · 1 Bathroom · Sleeps 4
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Luxury Studio Can Accommodate Six Guests
Anna Maria Island & Holmes Beach

Luxury Studio Can Accommodate Six Guests

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

Holmes Beach Two Bedroom Vacation Condo

2 Bedrooms · 2 Bathrooms · Sleeps 6
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Short Walk to Beach - Holmes Beach Vacation Condo Studio
Anna Maria Island & Holmes Beach

Short Walk to Beach - Holmes Beach Vacation Condo Studio

Studio Bedrooms · 1 Bathroom · Sleeps 6
From $523 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Walk to the Beach From This Studio Condo
Anna Maria Island & Holmes Beach

Walk to the Beach From This Studio Condo

Studio Bedrooms · 1 Bathroom · Sleeps 4
From $768 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Short Walk to Beach Pool Home in Holmes Beach Vacation
Anna Maria Island & Holmes Beach

Short Walk to Beach Pool Home in Holmes Beach Vacation

3 Bedrooms · 2 Bathrooms · Sleeps 10
From $1,438 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold 3 Bedroom Holmes Beach Vacation Home with Private Pool
Anna Maria Island & Holmes Beach

3 Bedroom Holmes Beach Vacation Home with Private Pool

3 Bedrooms · 3 Bathrooms · Sleeps 6
From $1,230 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Luxury Anna Maria Vacation Home Sleeps Six Guests
Anna Maria Island & Holmes Beach

Luxury Anna Maria Vacation Home Sleeps Six Guests

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $1,195 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Holmes Beach Vacation Rental Sleeps Six Guests Walk to Beach
Anna Maria Island & Holmes Beach

Holmes Beach Vacation Rental Sleeps Six Guests Walk to Beach

3 Bedrooms · 3 Bathrooms · Sleeps 6
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Anna Maria Vacation Rental Sleeps Ten Guests
Anna Maria Island & Holmes Beach

Anna Maria Vacation Rental Sleeps Ten Guests

3 Bedrooms · 3 Bathrooms · Sleeps 10
From $833 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Anna Maria Island Luxury Vacation Rental with a Pool
Anna Maria Island & Holmes Beach

Anna Maria Island Luxury Vacation Rental with a Pool

3 Bedrooms · 2 Bathrooms · Sleeps 7
From $1,195 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Anna Maria Island Vacation Home Sleeps Six Guests
Anna Maria Island & Holmes Beach

Anna Maria Island Vacation Home Sleeps Six Guests

3 Bedrooms · 2 Bathrooms · Sleeps 6
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Holmes Beach Luxury 4 Bedroom Vacation Home with Pool
Anna Maria Island & Holmes Beach

Holmes Beach Luxury 4 Bedroom Vacation Home with Pool

4 Bedrooms · 4 Bathrooms · Sleeps 8
From $2,104 / night
Call to confirm availability941.500.4555 Request a callback & quote

Privacy controls

Choose which cookies we use

Optional cookies are off unless you choose otherwise. You can return to these settings from the footer at any time.

Essential & requested features Required for security and for features you ask us to provide, including saved rentals and remembered search choices. Always active

Cookie PolicyPrivacy Policy

Talk with a Villa Specialist

When should we call you?

Share a few details and an Emerald Kite specialist will call you now or in five minutes.

If you provide a mobile number, you consent to receive messages about your vacation planning. Carrier rates may apply; you can opt out at any time.

Security check loads when this window opens.

Requests after 10 p.m. Eastern Time will be returned the next day.

Having trouble? Use the full Contact page.