Covered spa and outdoor patio area
Aerial view of the home showing distance from beach
Spacious covered outdoor patio area with sofas and chairs
Roof top deck with lounge chairs overlooking the neighborhood
Main level bathroom with large walk-in shower with double vanitys
Spacious living room with rectangular table, seating 6, overlooking into the kitchen and living room
Modern kitchen with large island and seating for 4
Large living room with two sofas and chairs around coffee table
Covered balcony just off the living room has another dining table, circular and seating 4
View of living room looking towards the balcony, seen through the glass door. Wall-mounted TV and ceiling fan
Large windows and slider doors let in plenty of natural light
View of living room looking toward dining and kitchen area
Large French doors visible from the living room, letting in natural light and leading to outside
Dining room rectangular table with seating for 6
Modern design full kitchen with plenty of cabinet and counter space
Large main level king-sized room with large window for light
King room with wall-mounted TV
Main level king bedroom with balcony and large sliding glass doors
Upper-level master ensuite bathroom with large walk-in shower
Master ensuite with many windows for natural light
Master ensuite with private balcony accessible through large glass doors. Bed facing dresser and TV
Bunk room with two beds and latter on right side
Spacious bunk room with large window for natural light. Wall mounted TV over tall dresser
Bunk room ensuite bathroom with tub/shower and single sink
Outdoor living room on the covered patio
Large pool with covered spa
Grill just off the backyard entrance
Large heated pool with spa over flow
Aerial view of home, showing greenery and parking space
Birds eye view of home in relevance to the beach
Extra spacious foyer with elevator door and 2 sets of French doors leading out to the pool area
Front door of property
3-story hoe with lots of parking space. Blue house and red shutters
Large shell drive way with plenty of parking for your car and golf cart
Aerial view of home showing neighborhood around
One door garage with very wide and spacious driveway for vehicles
Property on google maps
Chasing Sunsets
- 4 Beds |
- 3 Baths |
- 8 Guests
Description
Chasing Sunsets by Beach Retreats Vacation Rentals
108 77th St Holmes Beach
4 Bedrooms | 3 Bathrooms | Sleeps 8 | Heated Pool + Spa | Elevator | Steps to the Gulf
VRC16-000213
This home can park up to 3 vehicles
Quiet hours at 10p-7a: please respect neighbors
✨ 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
read more +less -
108 77th St Holmes Beach
4 Bedrooms | 3 Bathrooms | Sleeps 8 | Heated Pool + Spa | Elevator | Steps to the Gulf
VRC16-000213
This home can park up to 3 vehicles
Quiet hours at 10p-7a: please respect neighbors
✨ 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
Virtual Tour
https://www.awaremediaportal.com/108-77th-stAmenities
Electronics
60" Flatscreen
Flat Screen TV
Blender
Coffee Pot
Keurig
Cable/Wifi
Iron and Ironing Board
Custom Vacation Rental Outdoor
Grill
Beach Chairs
Beach and Pool Toys
Beach Wagon
Beach Towels
PatioTable and Chairs
Lounge Chairs
Pool
Spa
Indoor
Washer/Dryer
High Chair
Pack and Play
Elevator
Frequently Asked Questions
How far is the walk to the beach?
This home is a short, less than 1 minute walk to the beach. Load up the supplied beach wagon with the 4 beach chairs & wagon and spend your day at the beach. What floors of the home does the elevator access?
The elevator accesses all three floors of the home.
- Checkin Available
- Checkout Available
- Not Available
- Check-out only
- Available
- Checkin Available
- Checkout Available
- Not Available
{[review.title]}
Guest Review
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King bed with ensuite bathroom and balcony with peeks of the Gulf
Beds
King
Baths
Comments
King Bed
Beds
King
Baths
Comments
Queen Bed
Beds
Queen
Baths
Comments
Built in Bunks
Beds
Bunk Bed
Baths
Comments
Chasing Sunsets by Beach Retreats Vacation Rentals
108 77th St Holmes Beach
4 Bedrooms | 3 Bathrooms | Sleeps 8 | Heated Pool + Spa | Elevator | Steps to the Gulf
VRC16-000213
This home can park up to 3 vehicles
Quiet hours at 10p-7a: please respect neighbors
✨ 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
108 77th St Holmes Beach
4 Bedrooms | 3 Bathrooms | Sleeps 8 | Heated Pool + Spa | Elevator | Steps to the Gulf
VRC16-000213
This home can park up to 3 vehicles
Quiet hours at 10p-7a: please respect neighbors
✨ 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
Electronics
60" Flatscreen
Flat Screen TV
Blender
Coffee Pot
Keurig
Cable/Wifi
Iron and Ironing Board
Custom Vacation Rental Outdoor
Grill
Beach Chairs
Beach and Pool Toys
Beach Wagon
Beach Towels
PatioTable and Chairs
Lounge Chairs
Pool
Spa
Indoor
Washer/Dryer
High Chair
Pack and Play
Elevator
How far is the walk to the beach?
This home is a short, less than 1 minute walk to the beach. Load up the supplied beach wagon with the 4 beach chairs & wagon and spend your day at the beach. What floors of the home does the elevator access?
The elevator accesses all three floors of the home.
- Checkin Available
- Checkout Available
- Not Available
- Check-out only
- Available
- Checkin Available
- Checkout Available
- Not Available
{[review.title]}
Guest Review
by {[review.first_name]} on {[review.creation_date.split(' ')[0]]}
Room Details
King bed with ensuite bathroom and balcony with peeks of the Gulf
Beds
King
Baths
Comments
King Bed
Beds
King
Baths
Comments
Queen Bed
Beds
Queen
Baths
Comments
Built in Bunks
Beds
Bunk Bed
Baths
Comments
Virtual Tour
https://www.awaremediaportal.com/108-77th-st
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