Bradenton Beach, FL
Chasing Sunsets
About the property
🌅 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
🌅 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
🌅 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
Availability & Pricing
For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.
| Date | Price (USD, excl. fees and taxes) | Availability | Min Stay (nights) |
|---|---|---|---|
| Jul 22, 2026 | $829 | Not Available | 7 |
| Jul 23, 2026 | $829 | Not Available | 7 |
| Jul 24, 2026 | $829 | Not Available | 7 |
| Jul 25, 2026 | $529 | Not Available | 7 |
| Jul 26, 2026 | $529 | Not Available | 7 |
| Jul 27, 2026 | $529 | Not Available | 7 |
| Jul 28, 2026 | $529 | Not Available | 7 |
| Jul 29, 2026 | $529 | Not Available | 7 |
| Jul 30, 2026 | $765 | Not Available | 7 |
| Jul 31, 2026 | $765 | Not Available | 7 |
| Aug 1, 2026 | $722.50 | Not Available | 7 |
| Aug 2, 2026 | $722.50 | Not Available | 7 |
| Aug 3, 2026 | $722.50 | Not Available | 7 |
| Aug 4, 2026 | $722.50 | Not Available | 7 |
| Aug 5, 2026 | $722.50 | Not Available | 7 |
| Aug 6, 2026 | $748 | Not Available | 7 |
| Aug 7, 2026 | $748 | Not Available | 7 |
| Aug 8, 2026 | $425 | Available | 7 |
| Aug 9, 2026 | $425 | Available | 7 |
| Aug 10, 2026 | $425 | Available | 7 |
| Aug 11, 2026 | $425 | Available | 7 |
| Aug 12, 2026 | $425 | Available | 7 |
| Aug 13, 2026 | $425 | Not Available | 7 |
| Aug 14, 2026 | $425 | Not Available | 7 |
| Aug 15, 2026 | $425 | Not Available | 7 |
| Aug 16, 2026 | $425 | Not Available | 7 |
| Aug 17, 2026 | $425 | Not Available | 7 |
| Aug 18, 2026 | $425 | Not Available | 7 |
| Aug 19, 2026 | $425 | Not Available | 7 |
| Aug 20, 2026 | $425 | Not Available | 7 |
| Aug 21, 2026 | $425 | Not Available | 7 |
| Aug 22, 2026 | $407.55 | Not Available | 7 |
| Aug 23, 2026 | $407.55 | Not Available | 7 |
| Aug 24, 2026 | $407.55 | Available | 7 |
| Aug 25, 2026 | $407.55 | Available | 7 |
| Aug 26, 2026 | $399 | Available | 7 |
| Aug 27, 2026 | $399 | Available | 7 |
| Aug 28, 2026 | $399 | Available | 7 |
| Aug 29, 2026 | $399 | Available | 7 |
| Aug 30, 2026 | $399 | Available | 7 |
| Aug 31, 2026 | $399 | Available | 7 |
| Sep 1, 2026 | $399 | Available | 7 |
| Sep 2, 2026 | $399 | Available | 7 |
| Sep 3, 2026 | $703.12 | Available | 7 |
| Sep 4, 2026 | $703.12 | Available | 7 |
| Sep 5, 2026 | $703.12 | Available | 7 |
| Sep 6, 2026 | $719.10 | Available | 7 |
| Sep 7, 2026 | $719.10 | Available | 7 |
| Sep 8, 2026 | $719.10 | Available | 7 |
| Sep 9, 2026 | $399 | Available | 7 |
| Sep 10, 2026 | $399 | Available | 7 |
| Sep 11, 2026 | $399 | Available | 7 |
| Sep 12, 2026 | $399 | Available | 7 |
| Sep 13, 2026 | $399 | Available | 7 |
| Sep 14, 2026 | $399 | Available | 7 |
| Sep 15, 2026 | $399 | Available | 7 |
| Sep 16, 2026 | $399 | Available | 7 |
| Sep 17, 2026 | $407.55 | Available | 7 |
| Sep 18, 2026 | $407.55 | Not Available | 7 |
| Sep 19, 2026 | $407.55 | Not Available | 7 |
| Sep 20, 2026 | $407.55 | Not Available | 7 |
| Sep 21, 2026 | $429 | Not Available | 7 |
| Sep 22, 2026 | $429 | Not Available | 7 |
| Sep 23, 2026 | $429 | Not Available | 7 |
| Sep 24, 2026 | $429 | Not Available | 7 |
| Sep 25, 2026 | $429 | Not Available | 7 |
| Sep 26, 2026 | $407.55 | Available | 7 |
| Sep 27, 2026 | $407.55 | Available | 7 |
| Sep 28, 2026 | $407.55 | Available | 7 |
| Sep 29, 2026 | $407.55 | Available | 7 |
| Sep 30, 2026 | $407.55 | Available | 7 |
| Oct 1, 2026 | $407.55 | Available | 7 |
| Oct 2, 2026 | $407.55 | Available | 7 |
| Oct 3, 2026 | $407.55 | Not Available | 7 |
| Oct 4, 2026 | $407.55 | Not Available | 7 |
| Oct 5, 2026 | $407.55 | Not Available | 7 |
| Oct 6, 2026 | $429 | Not Available | 7 |
| Oct 7, 2026 | $429 | Not Available | 7 |
| Oct 8, 2026 | $429 | Not Available | 7 |
| Oct 9, 2026 | $429 | Not Available | 7 |
| Oct 10, 2026 | $576.35 | Not Available | 7 |
| Oct 11, 2026 | $576.35 | Not Available | 7 |
| Oct 12, 2026 | $576.35 | Not Available | 7 |
| Oct 13, 2026 | $576.35 | Not Available | 7 |
| Oct 14, 2026 | $576.35 | Not Available | 7 |
| Oct 15, 2026 | $603.79 | Not Available | 7 |
| Oct 16, 2026 | $603.79 | Not Available | 7 |
| Oct 17, 2026 | $603.79 | Not Available | 7 |
| Oct 18, 2026 | $450.45 | Not Available | 7 |
| Oct 19, 2026 | $450.45 | Not Available | 7 |
| Oct 20, 2026 | $450.45 | Not Available | 7 |
Amenities
New · No reviews (yet)
Be the first to review this place.
Where you'll be
Bradenton Beach, FL, 34217, US
) -> 75 words. Perfect. Captures all constraints flawlessly. Sophisticated, active, localized.Immerse yourself in the coastal charm of Bradenton Beach, where pristine Gulf waters and laid-back island living define your stay. Relax on the soft sands of nearby Anna Maria Island Beach, or explore the expansive saltwater wetlands and hiking trails at Robinson Preserve, just a short drive
) -> 75 words. Perfect. Captures all constraints flawlessly. Sophisticated, active, localized.Immerse yourself in the coastal charm of Bradenton Beach, where pristine Gulf waters and laid-back island living define your stay. Relax on the soft sands of nearby Anna Maria Island Beach, or explore the expansive saltwater wetlands and hiking trails at Robinson Preserve, just a short drive
Our promise to you
Lower prices, every time
Direct line, real care
Not just a transaction
You'll save $3,000+ booking direct!
Direct
Best price
$12,500
Airbnb
$18,500
Vrbo
$15,500
Booking.com
$18,500
Lower prices, every time
Pay less than you would anywhere else. No middlemen or platform fees.
Direct line, real care
Book with the team that actually runs the property. Faster answers, better service, real accountability.
Not just a transaction
We go further for direct guests. We're building a relationship, not closing a booking.