Holmes Beach, FL

307 65th Street

4 bedrooms4 beds4 baths8 guests

πŸ– Island Escape by Beach Retreats Vacation Rentals
πŸ“ 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
πŸ“Ί Covered pool deck with outdoor TV & grill
πŸ› 5 bedrooms, 4 bathrooms
πŸ‘¨β€πŸ‘©β€πŸ‘§ Perfect for large families & groups
🧺 Luxe linen service included
πŸ“Ά Free high-speed WiFi
🚎 Walk to restaurants, shops & the free island trolley
πŸš— 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.
πŸ›Œ 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 β€” 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.
πŸ“ 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
πŸŒ… 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.
βœ… Important Info
Max occupancy: 10 guests
No cancellation fees!
Cancel 60+ days before arrival β†’ Full refund
Cancel within 60 days β†’ No refund
Extended stays & bookings $20,000+ β†’ Full payment 90 days prior, non-refundable
$500 deposit due at booking; balance due 60 days prior
For reservations 21+ nights or $20,000+ β†’ 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
πŸ“… Book your stay at Island Escape today and experience the best of Anna Maria Island β€” 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.

Property License: VRC18-000047

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.

DatePrice (USD, excl. fees and taxes)AvailabilityMin Stay (nights)
Jul 31, 2026$999Available7
Aug 1, 2026$999Not Available7
Aug 2, 2026$999Not Available7
Aug 3, 2026$999Not Available7
Aug 4, 2026$999Not Available7
Aug 5, 2026$999Not Available7
Aug 6, 2026$999Not Available7
Aug 7, 2026$999Not Available7
Aug 8, 2026$999Available7
Aug 9, 2026$525Available7
Aug 10, 2026$525Available7
Aug 11, 2026$525Available7
Aug 12, 2026$525Not Available7
Aug 13, 2026$525Not Available7
Aug 14, 2026$525Not Available7
Aug 15, 2026$399Not Available7
Aug 16, 2026$399Not Available7
Aug 17, 2026$399Not Available7
Aug 18, 2026$399Not Available7
Aug 19, 2026$399Not Available7
Aug 20, 2026$399Not Available7
Aug 21, 2026$403.92Not Available7
Aug 22, 2026$403.92Available7
Aug 23, 2026$399Available7
Aug 24, 2026$399Available7
Aug 25, 2026$399Available7
Aug 26, 2026$399Available7
Aug 27, 2026$399Available7
Aug 28, 2026$399Available7
Aug 29, 2026$399Available7
Aug 30, 2026$399Available7
Aug 31, 2026$399Available7
Sep 1, 2026$399Available7
Sep 2, 2026$399Available7
Sep 3, 2026$934.15Available7
Sep 4, 2026$967.12Available7
Sep 5, 2026$934.15Available7
Sep 6, 2026$934.15Available7
Sep 7, 2026$934.15Available7
Sep 8, 2026$934.15Available7
Sep 9, 2026$399Available7
Sep 10, 2026$399Available7
Sep 11, 2026$399Available7
Sep 12, 2026$399Available7
Sep 13, 2026$399Available7
Sep 14, 2026$403.92Available7
Sep 15, 2026$403.92Available7
Sep 16, 2026$403.92Available7
Sep 17, 2026$403.92Available7
Sep 18, 2026$403.92Available7
Sep 19, 2026$413.10Available7
Sep 20, 2026$413.10Available7
Sep 21, 2026$413.10Available7
Sep 22, 2026$413.10Available7
Sep 23, 2026$413.10Available7
Sep 24, 2026$413.10Available7
Sep 25, 2026$413.10Available7
Sep 26, 2026$403.92Available7
Sep 27, 2026$403.92Available7
Sep 28, 2026$403.92Available7
Sep 29, 2026$413.10Available7
Sep 30, 2026$436.05Available7
Oct 1, 2026$436.05Available7
Oct 2, 2026$436.05Available7
Oct 3, 2026$436.05Available7
Oct 4, 2026$436.05Available7
Oct 5, 2026$436.05Available7
Oct 6, 2026$436.05Available7
Oct 7, 2026$436.05Available7
Oct 8, 2026$436.05Available7
Oct 9, 2026$413.10Available7
Oct 10, 2026$550Available7
Oct 11, 2026$550Available7
Oct 12, 2026$550Available7
Oct 13, 2026$550Available7
Oct 14, 2026$550Available7
Oct 15, 2026$550Available7
Oct 16, 2026$550Not Available7
Oct 17, 2026$555.50Not Available7
Oct 18, 2026$459Not Available7
Oct 19, 2026$459Not Available7
Oct 20, 2026$459Not Available7
Oct 21, 2026$459Not Available7
Oct 22, 2026$459Not Available7
Oct 23, 2026$459Available7
Oct 24, 2026$459Available7
Oct 25, 2026$459Available7
Oct 26, 2026$459Available7
Oct 27, 2026$459Available7
Oct 28, 2026$459Available7
Oct 29, 2026$459Available7

What this home offers

Beach access
Gym
Air conditioning
Dryer
Washer

Where you’ll be

Holmes Beach, FL, 34217, US

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Check-in & check-out

Check-in after 4:00 PM.

Check-out before 10:00 AM.

Property rules

Children welcome (2–12 years).

Infants welcome (under 2).

Maximum 8 guests.

No pets allowed.

No parties or events.

Cancellation policy

Contact us for cancellation policy details prior to booking.