Road view of home
Road view of home
Heated outdoor pool with a spa, slide and waterfall feature
Heated outdoor pool with a spa, slide and waterfall feature
Kitchen Island boasting a coastal cottage vibe
Kitchen Island boasting a coastal cottage vibe
Kitchen facing into living room
Kitchen facing into living room
Updated Kitchen cabinets and appliances
Updated Kitchen cabinets and appliances
Dining room looking towards the living room and kitchen
Dining room looking towards the living room and kitchen
On suite Jack and Jill bathroom leads into main living room
On suite Jack and Jill bathroom leads into main living room
Main level King sized suite with ensuite (Jack and Jill) bathroom
Main level King sized suite with ensuite (Jack and Jill) bathroom
Main level King sized bed
Main level King sized bed
On suite bathroom with walk in shower
On suite bathroom with walk in shower
Main floor master bedroom
Main floor master bedroom
King sized suite with full bathroom attached
King sized suite with full bathroom attached
On suite bathroom with huge walk in shower
On suite bathroom with huge walk in shower
Upstairs king sized bedroom with ensuite
Upstairs king sized bedroom with ensuite
King sized room
King sized room
Upstairs king sized ensuite
Upstairs king sized ensuite
Bathroom ensuite
Bathroom ensuite
Bunk room with 2 sets of bunk beds
Bunk room with 2 sets of bunk beds
Upstairs king sized suite
Upstairs king sized suite
King sized suite
King sized suite
View from stairs over looking the kitchen, dining, living and main floor bedroom
View from stairs over looking the kitchen, dining, living and main floor bedroom
Pool deck facing the spa and outdoor covered patio
Pool deck facing the spa and outdoor covered patio
Outdoor patio area with wet bar and fan
Outdoor patio area with wet bar and fan
Heated pool with slide and water fall/grotto
Heated pool with slide and water fall/grotto
Outside seating area on pool deck. Lounge chairs, patio table, and patio umbrealla
Outside seating area on pool deck. Lounge chairs, patio table, and patio umbrealla
Outdoor covered patio overlooking the heated pool
Outdoor covered patio overlooking the heated pool
Back patio overlooking the pool
Back patio overlooking the pool
Street View of home
Street View of home
Exterior front door with porch and stairs
Exterior front door with porch and stairs
Dining room front door
Dining room front door
Living room and dining room looking from front door
Living room and dining room looking from front door
Living room
Living room
Living room looking from kitchen
Living room looking from kitchen
Birds eye view of home
Birds eye view of home
Birds eye view of home
Birds eye view of home
Birds eye view of home
Birds eye view of home

307 65th Street

  • 4 Beds |
  • 4 Baths |
  • 8 Guests
Road view of home
Heated outdoor pool with a spa, slide and waterfall feature
Kitchen Island boasting a coastal cottage vibe
Kitchen facing into living room
Updated Kitchen cabinets and appliances
Dining room looking towards the living room and kitchen
On suite Jack and Jill bathroom leads into main living room
Main level King sized suite with ensuite (Jack and Jill) bathroom
Main level King sized bed
On suite bathroom with walk in shower
Main floor master bedroom
King sized suite with full bathroom attached
On suite bathroom with huge walk in shower
Upstairs king sized bedroom with ensuite
King sized room
Upstairs king sized ensuite
Bathroom ensuite
Bunk room with 2 sets of bunk beds
Upstairs king sized suite
King sized suite
View from stairs over looking the kitchen, dining, living and main floor bedroom
Pool deck facing the spa and outdoor covered patio
Outdoor patio area with wet bar and fan
Heated pool with slide and water fall/grotto
Outside seating area on pool deck. Lounge chairs, patio table, and patio umbrealla
Outdoor covered patio overlooking the heated pool
Back patio overlooking the pool
Street View of home
Exterior front door with porch and stairs
Dining room front door
Living room and dining room looking from front door
Living room
Living room looking from kitchen
Birds eye view of home
Birds eye view of home
Birds eye view of home

Description

Island Escape by Beach Retreats Vacation Rentals
307 65th St, Holmes Beach, FL 34217
VRC18-000047
Your dream getaway awaits on Anna Maria Island! This stunning 4-bedroom (+ bonus room), 4-bath luxury vacation home is just steps from the beach and close to the best dining, shopping, and island attractions. With a private heated pool featuring a waterfall, waterslide, and shaded lounge area, this home is the perfect mix of relaxation and fun for families and groups.
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
Steps to the beach
Private heated pool with waterfall, waterslide & grotto
Covered pool deck with outdoor TV & grill
5 bedrooms, 4 bathrooms 
‍‍ Perfect for large families & groups
Luxe linen service included
Free high-speed WiFi
Walk to restaurants, shops & the free island trolley
This home can accommodate parking for up to 3 vehicles
Inside Your Retreat
This spacious and beautifully designed home features a bright open floor plan with high-end finishes throughout. The living area includes cozy sofas, a large Smart TV, and direct access to the outdoor pool deck.
The fully equipped gourmet kitchen is stocked with stainless steel appliances, service for 12, and everything you need to enjoy home-cooked meals. A spacious dining area makes gathering for breakfast or dinner effortless.
Room Details
Master Suite: King bed, ensuite bathroom with dual sinks, walk-in closet.
Bedroom 2: King bed, attached bath
Bedroom 3: King bed, ensuite bathroom
Bedroom 4: King bed, shared bath
Bunk Room: 2 bunk beds (4 twins) with charming clapboard walls & bead-board ceilings — a fun kids’ hideaway!
With four King bedrooms and a bunk room, there’s plenty of space for everyone to spread out while still enjoying time together.
Outdoor Living
The backyard is your private tropical oasis. Spend your days splashing in the heated pool with grotto, waterfall, and waterslide, or relax on the covered pool deck while catching the game on the outdoor TV. Fire up the grill and enjoy meals al fresco under the shade.
Beach days are a breeze with provided gear including a beach cart, 4 chairs, umbrella, and wagon.
Location & Things to Do
Steps to the free Anna Maria Island trolley
Walk to award-winning restaurants like Chateau Anna Maria, The Feast, and Duffy’s Tavern
Live music, bars & shops within walking distance
Activities include parasailing, paddleboarding, fishing, sunset cruises & more
Whether you’re chasing adventure or simply soaking up the Florida sun, this home places you right in the heart of it all.
✅ Important Info
Max occupancy: 10 guests
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
Guests must be 25+ to book (or accompanied by parent/guardian)
Quiet hours: 10 PM – 7 AM; please respect neighbors
Book your stay at Island Escape today and experience the best of Anna Maria Island — where coastal elegance meets fun in the sun!
We prefer Saturday to Saturday rentals. If you're looking to stay other days, please give us a call. 

 
read more +less -

Amenities

Electronics
60" Flatscreen
Flat Screen TV
Blender
Coffee Pot
Keurig
Cable/Wifi
Iron and Ironing Board
Custom Vacation Rental Outdoor
Grill
Beach Chairs
Beach Wagon
Beach Towels
PatioTable and Chairs
Lounge Chairs
Kayak
Pool
Spa
Outdoor TV
Indoor
Board Games
Books
Washer/Dryer
High Chair
Pack and Play
Hair Dryer
read more +less -

Frequently Asked Questions

  • This is a 4-bedroom or 5 Bedroom house 
    This house has 4 king bedrooms and a bonus room with 2 twin bunk beds.  We know that not all family members enjoy sleeping in the same bed. The bonus room is great for kids who do not like to share and allows families more privacy 
  • 307 65th Street has a large driveway that can accommodate 3 large cars or 4 smaller cars.  There is also room in the garage for 2 more cars.  
    How many cars can park at the property 
  • How far away from the beach entrance is the house 
    It is a straight shot to the beach right down 65th street, only 3-4 minutes before your feet are in the soft white sand.  Load up the supplied beach cart, chairs, and beach towels, and soak in the sun. 
  • Is the pool heated?  Do I have to pay extra? 
    All Beach Retreat pools are heated from October 1st until May 1st,  to 84 degrees, with the spa set to heat to 102 when turned on by the guest.  If you would like to have the pool heated during summer months there is an additional cost. 


  • Checkin Available
  • Checkout Available
  • Not Available
  • Check-out only
  • Available
  • Checkin Available
  • Checkout Available
  • Not Available

{[review.title]}

Guest Review

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Master 1

Beds
King
Baths
Toilet | Shower |
Comments

Master 2

Beds
King
Baths
Toilet | Shower |
Comments

King

Beds
King
Baths
Toilet | Shower |
Comments

King

Beds
King
Baths
Toilet | Combo Tub Shower |
Comments
Island Escape by Beach Retreats Vacation Rentals
307 65th St, Holmes Beach, FL 34217
VRC18-000047
Your dream getaway awaits on Anna Maria Island! This stunning 4-bedroom (+ bonus room), 4-bath luxury vacation home is just steps from the beach and close to the best dining, shopping, and island attractions. With a private heated pool featuring a waterfall, waterslide, and shaded lounge area, this home is the perfect mix of relaxation and fun for families and groups.
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
Steps to the beach
Private heated pool with waterfall, waterslide & grotto
Covered pool deck with outdoor TV & grill
5 bedrooms, 4 bathrooms 
‍‍ Perfect for large families & groups
Luxe linen service included
Free high-speed WiFi
Walk to restaurants, shops & the free island trolley
This home can accommodate parking for up to 3 vehicles
Inside Your Retreat
This spacious and beautifully designed home features a bright open floor plan with high-end finishes throughout. The living area includes cozy sofas, a large Smart TV, and direct access to the outdoor pool deck.
The fully equipped gourmet kitchen is stocked with stainless steel appliances, service for 12, and everything you need to enjoy home-cooked meals. A spacious dining area makes gathering for breakfast or dinner effortless.
Room Details
Master Suite: King bed, ensuite bathroom with dual sinks, walk-in closet.
Bedroom 2: King bed, attached bath
Bedroom 3: King bed, ensuite bathroom
Bedroom 4: King bed, shared bath
Bunk Room: 2 bunk beds (4 twins) with charming clapboard walls & bead-board ceilings — a fun kids’ hideaway!
With four King bedrooms and a bunk room, there’s plenty of space for everyone to spread out while still enjoying time together.
Outdoor Living
The backyard is your private tropical oasis. Spend your days splashing in the heated pool with grotto, waterfall, and waterslide, or relax on the covered pool deck while catching the game on the outdoor TV. Fire up the grill and enjoy meals al fresco under the shade.
Beach days are a breeze with provided gear including a beach cart, 4 chairs, umbrella, and wagon.
Location & Things to Do
Steps to the free Anna Maria Island trolley
Walk to award-winning restaurants like Chateau Anna Maria, The Feast, and Duffy’s Tavern
Live music, bars & shops within walking distance
Activities include parasailing, paddleboarding, fishing, sunset cruises & more
Whether you’re chasing adventure or simply soaking up the Florida sun, this home places you right in the heart of it all.
✅ Important Info
Max occupancy: 10 guests
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
Guests must be 25+ to book (or accompanied by parent/guardian)
Quiet hours: 10 PM – 7 AM; please respect neighbors
Book your stay at Island Escape today and experience the best of Anna Maria Island — where coastal elegance meets fun in the sun!
We prefer Saturday to Saturday rentals. If you're looking to stay other days, please give us a call. 

 
Electronics
60" Flatscreen
Flat Screen TV
Blender
Coffee Pot
Keurig
Cable/Wifi
Iron and Ironing Board
Custom Vacation Rental Outdoor
Grill
Beach Chairs
Beach Wagon
Beach Towels
PatioTable and Chairs
Lounge Chairs
Kayak
Pool
Spa
Outdoor TV
Indoor
Board Games
Books
Washer/Dryer
High Chair
Pack and Play
Hair Dryer
  • This is a 4-bedroom or 5 Bedroom house 
    This house has 4 king bedrooms and a bonus room with 2 twin bunk beds.  We know that not all family members enjoy sleeping in the same bed. The bonus room is great for kids who do not like to share and allows families more privacy 
  • 307 65th Street has a large driveway that can accommodate 3 large cars or 4 smaller cars.  There is also room in the garage for 2 more cars.  
    How many cars can park at the property 
  • How far away from the beach entrance is the house 
    It is a straight shot to the beach right down 65th street, only 3-4 minutes before your feet are in the soft white sand.  Load up the supplied beach cart, chairs, and beach towels, and soak in the sun. 
  • Is the pool heated?  Do I have to pay extra? 
    All Beach Retreat pools are heated from October 1st until May 1st,  to 84 degrees, with the spa set to heat to 102 when turned on by the guest.  If you would like to have the pool heated during summer months there is an additional cost. 


  • Checkin Available
  • Checkout Available
  • Not Available
  • Check-out only
  • Available
  • Checkin Available
  • Checkout Available
  • Not Available

{[review.title]}

Guest Review

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Room Details

Master 1

Beds
King
Baths
Toilet | Shower |
Comments

Master 2

Beds
King
Baths
Toilet | Shower |
Comments

King

Beds
King
Baths
Toilet | Shower |
Comments

King

Beds
King
Baths
Toilet | Combo Tub Shower |
Comments
Enter Dates for Pricing
Including Taxes & Fees

307 65th Street

  • 4 Beds |
  • 4 Baths |
  • 8 Guests
including taxes and fees
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padlock icon Secure Booking Experience
(52 reviews)
  • Sleeps: 8
  • Bedrooms: 4
  • Bathrooms: 4
  • Pets: 0