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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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.
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
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