Chasing Sunsets managed by Beach Retreats FL Anna Maria Island

Photo gallery for Chasing Sunsets managed by Beach Retreats FL Anna Maria Island

A beachfront property with a pool, palm trees, and a large house with a blue facade.
A spacious living room with a large sectional sofa, a gray armchair, and a coffee table. There are large windows providing natural light and a view of the outdoors.
A modern kitchen with white cabinets, a large island with bar stools, and pendant lighting.
A spacious kitchen with white cabinetry, a dining area with a wooden table and chairs, and a large window providing natural light.
A covered outdoor seating area with wooden furniture and a ceiling fan.

Reviews

9.6 out of 10
Exceptional

Highlights

  • Family fun awaits
    Top-rated for families.
  • Private garden
    A rare find — relax in the peaceful, private garden space.
  • Discover nearby landmarks
    Walk to Bradenton Beach
4 bedrooms3 bathroomsSleeps 8

Popular amenities

  • Private pool
  • Hot tub on site
  • Garage parking available
  • Kitchen
  • Washing machine
  • Air-conditioning

Explore the area

View in a map
Bradenton Beach, FL
  • Place, Bradenton Beach
    ‪3 min walk‬
  • Place, Palmetto Avenue Beach
    ‪18 min walk‬
  • Place, Anna Maria Island Museum and Historical Park
    ‪3 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪38 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

Built in Bunks

1 Single Bunk Bed

King Bed

1 King Bed

King bed with ensuite bathroom and balcony with peeks of the

1 King Bed

Queen Bed

1 Queen Bed

3 bathrooms

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet · Shower only

Full Bath

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Garden
Dining area

About this property

Chasing Sunsets managed by Beach Retreats FL Anna Maria Island

🌅 Chasing Sunsets by Beach Retreats Vacation Rentals
📍 Holmes Beach | 4 Bedrooms | 3 Bathrooms | Sleeps 8 | Heated Pool + Spa | Elevator | Steps to the Gulf
✨ Luxury Beach Living — Just a Few Steps from the Sand ✨
Welcome to Chasing Sunsets, a stunning 4-bedroom, 3-bathroom coastal retreat located west of Gulf Drive—meaning there are no roads to cross to reach the beach. Just a 2-minute walk from the sugar-white sands of Anna Maria Island, this home offers a perfect blend of luxury, comfort, and convenience.
📝​​​​​​​While most of our properties rent only from Saturday to Saturday, exceptions can be made. Please reach out to us prior to booking if you would like to arrive or depart on alternate dates, or stay for fewer than 7 nights. We would love to host you!
🌟 Highlights
Less than 1 block to the Gulf beaches
2 King bedrooms, 1 Queen, 1 Bunk room (sleeps 8)
Private heated pool & spa in a tropical setting
Elevator + keyless entry for easy access
Gourmet kitchen + professional linen program
Primary suite balcony with peek-a-boo Gulf views
High-speed Wi-Fi—perfect for work or play
Pack 'n Play + high chair provided
Covered lanai with outdoor dining & lounge seating
🏡 Inside Your Home
Open-concept living area with comfortable seating + smart TV
Fully equipped kitchen with modern appliances + breakfast bar
Spacious bedrooms, each thoughtfully designed for relaxation
Private primary suite with balcony, ensuite bath, and Gulf glimpses
Professional linen program for a hotel-quality stay
🌴 Outdoor Living
Heated pool & spa surrounded by lush tropical landscaping
Large open-air decks for morning coffee or sunset cocktails
Covered lanai with plenty of shaded seating for family meals
Steps to the beach—perfect for daily dips in the Gulf
🚲 Explore Anna Maria Island
From Chasing Sunsets, you're within walking or trolley distance of island favorites:
Bean Point for tranquil beauty
Dining hotspots like The Waterfront, Chateau Anna Maria, Skinny's, and The Sandbar
Adventures like parasailing, paddleboarding, fishing, and sunset cruises
Free trolley stops nearby for easy island exploring
📅 Booking & Cancellation
No cancellation fees!
Cancel 60+ days before arrival → Full refund
Cancel within 60 days → No refund
Extended stays & bookings $20,000+ → Full payment 90 days prior, non-refundable
$500 deposit due at booking; balance due 60 days prior
For reservations 21+ nights or $20,000+ → 10% deposit due at time of booking.
Third party travel insurance cost is due at time of purchase
Third-party travel insurance through Beach Retreats is non-refundable
No changes permitted within 60 days of arrival or during stay
We highly recommend cancelation insurance
​​​​​​​🚗 This home can accommodate up to 3 vehicles
⚠️ Please note: The garage is reserved for owner use only and not available to guests.
⚠️ This home is located in a residential neighborhood. Please respect quiet hours and enjoy your stay responsibly.
✨ With its prime location, luxury amenities, and easy beach access, Chasing Sunsets is the perfect choice for your next Anna Maria Island getaway.
📩 Book now at BeachRetreatsFL

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed, service animals permitted
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 3304296vb
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property

About the area

Holmes Beach

Located in Holmes Beach, this holiday home is in the city centre and near the beach. The area's natural beauty can be seen at Bradenton Beach and Bean Point Beach. Travelling with kids? Consider Fish Hole Adventure Golf, or check out an event or a game at LECOM Park. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with horse riding and ecotours nearby.
Map
Bradenton Beach, FL

What's nearby

  • Bradenton Beach - 3 min walk - 0.3 km
  • Palmetto Avenue Beach - 18 min walk - 1.6 km
  • Island Players - 3 min drive - 2.1 km
  • Anna Maria Island Museum and Historical Park - 3 min drive - 2.4 km
  • Anna Maria City Pier - 4 min drive - 2.8 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 39 min drive

Restaurants

  • ‪McDonald's - ‬14 min drive
  • ‪Anna Maria Island Beach Cafe - ‬6 min drive
  • ‪7-Eleven - ‬16 min drive
  • ‪Wicked Cantina - ‬10 min drive
  • ‪Ginny's & Jane E's - ‬17 min walk

Frequently asked questions

Is Chasing Sunsets managed by Beach Retreats FL Anna Maria Island pet-friendly?

No, only service animals are welcome at the property.

How much is parking at Chasing Sunsets managed by Beach Retreats FL Anna Maria Island?

On-site parking is available at the property.

What time is check-in at Chasing Sunsets managed by Beach Retreats FL Anna Maria Island?

Check-in begins at 4:00 PM.

What time is check-out at Chasing Sunsets managed by Beach Retreats FL Anna Maria Island?

Checkout is at 10:00 AM.

Where is Chasing Sunsets managed by Beach Retreats FL Anna Maria Island located?

This family-friendly Holmes Beach holiday home is located by the sea, within 1 mi (2 km) of Bradenton Beach, Palmetto Avenue Beach and Island Players. Bean Point Beach and Bay Boulevard Beach are also within 2 miles (3 km).

About the host

Hosted by Beach Retreats

Host profile image
Beach Retreats Vacation Rentals

As a small boutique rental agency, we pride ourselves on selecting only a handful of the newest, most pristine vacation rentals. We have chosen homes to suit all group sizes and specifications without compromising the highest standards we hold ourselves to. Being this discerning has earned us the trust of many vacationers who have come back year after year.

We are also one of the few agencies with a focus on homes from Anna Maria Island to Siesta Key. We know that while many people are happy to return to the same vacation spot year after year, others like to try out new places. We hope our personalized service and spectacular homes will allow you to truly experience the islands as they were meant to be!

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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