0 941.500.4555 Request a Call

Anna Maria Island & Holmes Beach Vacation Rentals

Showing 49–72 of 2,224 matching vacation rentals, page 3 of 93. Closest capacity matches first.

About Anna Maria Island & Holmes Beach
Platinum You'll Love this Luxury Home One Block to Beach, Private Pool & Spa
Anna Maria Island & Holmes Beach

You'll Love this Luxury Home One Block to Beach, Private Pool & Spa

4 Bedrooms · 4 Bathrooms · Sleeps 8
From $2,915 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Anna Maria Coastal Luxury Home with Private Pool & Close to Beach
Anna Maria Island & Holmes Beach

Anna Maria Coastal Luxury Home with Private Pool & Close to Beach

6 Bedrooms · 6 Bathrooms · Sleeps 12
From $2,156 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Anna Maria Vacation Home Seven Bedroom
Anna Maria Island & Holmes Beach

Anna Maria Vacation Home Seven Bedroom

7 Bedrooms · 6 Bathrooms · Sleeps 8
From $3,257 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Gorgeous Home in Bradenton with Pool and Close to Beach
Anna Maria Island & Holmes Beach

Gorgeous Home in Bradenton with Pool and Close to Beach

7 Bedrooms · 7 Bathrooms · Sleeps 16
From $3,985 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Waterside Vacation Home One Block to The Beach
Anna Maria Island & Holmes Beach

Waterside Vacation Home One Block to The Beach

5 Bedrooms · 3 Bathrooms · Sleeps 14
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Anna Maria Luxury 4 Bedrooms, 5 Minute Walk to Beach
Anna Maria Island & Holmes Beach

Anna Maria Luxury 4 Bedrooms, 5 Minute Walk to Beach

4 Bedrooms · 4 Bathrooms · Sleeps 8
From $2,209 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Luxury Vacation Home Roof Top Deck, Pool, Spa Steps to Beach
Anna Maria Island & Holmes Beach

Luxury Vacation Home Roof Top Deck, Pool, Spa Steps to Beach

5 Bedrooms · 4 Bathrooms · Sleeps 10
From $1,909 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Luxury Coastal Retreat in Holmes Beach Sleeps 8
Anna Maria Island & Holmes Beach

Luxury Coastal Retreat in Holmes Beach Sleeps 8

4 Bedrooms · 2 Bathrooms · Sleeps 8
From $739 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum An Island Paradise with Rooftop Views of Bay & Gulf
Anna Maria Island & Holmes Beach

An Island Paradise with Rooftop Views of Bay & Gulf

7 Bedrooms · 7 Bathrooms · Sleeps 17
From $2,093 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Holmes Beach Vacation Home Four Bedroom One Min Walk to Beach
Anna Maria Island & Holmes Beach

Holmes Beach Vacation Home Four Bedroom One Min Walk to Beach

4 Bedrooms · 4 Bathrooms · Sleeps 8
From $2,014 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Luxury Bayfront Home at the North End of Anna Maria
Anna Maria Island & Holmes Beach

Luxury Bayfront Home at the North End of Anna Maria

4 Bedrooms · 4 Bathrooms · Sleeps 8
From $2,658 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Water Views Anna Maria Island Vacation Home Four Bedrooms
Anna Maria Island & Holmes Beach

Water Views Anna Maria Island Vacation Home Four Bedrooms

4 Bedrooms · 4 Bathrooms · Sleeps 8
From $3,889 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Bradenton Beach Vacation Pool Home Seven Bedroom
Anna Maria Island & Holmes Beach

Bradenton Beach Vacation Pool Home Seven Bedroom

7 Bedrooms · 7 Bathrooms · Sleeps 16
From $3,265 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Walk to Beach Holmes Beach Vacation Home With 4 Bedrooms
Anna Maria Island & Holmes Beach

Walk to Beach Holmes Beach Vacation Home With 4 Bedrooms

4 Bedrooms · 3 Bathrooms · Sleeps 8
From $1,656 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Anna Maria 4 Bedroom Vacation Villa with Private Pool
Anna Maria Island & Holmes Beach

Anna Maria 4 Bedroom Vacation Villa with Private Pool

4 Bedrooms · 3 Bathrooms · Sleeps 8
From $2,210 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Anna Maria Island Vacation Home Walk to Beach
Anna Maria Island & Holmes Beach

Anna Maria Island Vacation Home Walk to Beach

4 Bedrooms · 4 Bathrooms · Sleeps 8
From $2,209 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Luxury 4-Bedroom Anna Maria Island Vacation Rental with Pool
Anna Maria Island & Holmes Beach

Luxury 4-Bedroom Anna Maria Island Vacation Rental with Pool

4 Bedrooms · 6 Bathrooms · Sleeps 8
From $2,536 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Nine Bedroom Luxury Vacation Villa in Bradenton Beach
Anna Maria Island & Holmes Beach

Nine Bedroom Luxury Vacation Villa in Bradenton Beach

9 Bedrooms · 9 Bathrooms · Sleeps 22
From $4,670 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Exquisite 4 Bedroom Vacation Rental with Great Amenities
Anna Maria Island & Holmes Beach

Exquisite 4 Bedroom Vacation Rental with Great Amenities

4 Bedrooms · 4 Bathrooms · Sleeps 10
From $3,376 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum New Luxury Beach House on Anna Maria Island Wow Factor
Anna Maria Island & Holmes Beach

New Luxury Beach House on Anna Maria Island Wow Factor

4 Bedrooms · 5 Bathrooms · Sleeps 8
From $4,653 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Anna Maria Luxurious Vacation Pool Home Close to Beach
Anna Maria Island & Holmes Beach

Anna Maria Luxurious Vacation Pool Home Close to Beach

4 Bedrooms · 4 Bathrooms · Sleeps 8
From $3,547 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Anna Maria Island & Holmes Beach Home 1011222
Anna Maria Island & Holmes Beach

Anna Maria Island & Holmes Beach Home 1011222

7 Bedrooms · 7 Bathrooms · Sleeps 16
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Gorgeous 4 Bedroom Pool Home in Anna Maria
Anna Maria Island & Holmes Beach

Gorgeous 4 Bedroom Pool Home in Anna Maria

4 Bedrooms · 4 Bathrooms · Sleeps 8
From $3,878 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Anna Maria Island Beachfront Rental - Bradenton Beach Luxury Vacation Home
Anna Maria Island & Holmes Beach

Anna Maria Island Beachfront Rental - Bradenton Beach Luxury Vacation Home

5 Bedrooms · 5 Bathrooms · Sleeps 16
Call for rates
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.