House in Holmes Beach, FL
8 guests · 4 bedrooms · 3 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this house rental
🌅 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
📍 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
Amenities at Chasing Sunsets managed by Beach Retreats FL Anna Maria Island
Free WiFi/internet
Air conditioning
Pool
Non-smoking
TV
Wheelchair accessible
Coffee/tea maker
Refridgerator
Kitchen
Balcony/Terrace
WiFi/Internet
Private pool access
Microwave
Dishwasher
Washing machine
Dryer
Patio
Kitchenware
Garden
Oven
Stove
Laundry services
Children's high chair
Ironing facilities
Towels
Hairdryer
Map of Holmes Beach, FL
Ratings and reviews
8.0 / 10.0Excellent·Oct 2025
Host was super helpful. Quick communications and to resolve issues.
10.0 / 10.0Outstanding·Jul 2025
The house was beautiful and had everything we needed for a great vacation.
10.0 / 10.0Outstanding·May 2025
The property is go
10.0 / 10.0Outstanding·Jul 2024
Definitely the best property we have booked. Well worth it!
$$$$
Top rated by guests
9.2Outstanding
(13 Ratings)
"The house was beautiful and had everything we needed for a great vacation. "
Christie O.Don't miss out! Price and availability may change
