Entire home
Catching Waves – Coastal Retreat w/ Heated Pool, Steps to Beach, Pet Friendly
Holiday home with private pool, near Bean Point Beach
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Reviews
9.6 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 6975 sq ft
Popular amenities
Explore the area

Holmes Beach, FL
- Place, Palmetto Avenue Beach5 min walk
- Place, Bradenton Beach8 min walk
- Place, Bean Point Beach3 min drive
- Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)34 min drive
Rooms & beds
2 bedrooms (sleeps 6)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Common Space
1 Double Sofa Bed
2 bathrooms
Bathroom 1
Toilet · Shower only
Bathroom 2
Bathtub or shower · Toilet
Spaces
Deck or patio
Kitchen
Dining area
About this property
Catching Waves – Coastal Retreat w/ Heated Pool, Steps to Beach, Pet Friendly
Welcome to Catching Waves!
On Anna Maria Island (Holmes Beach, Florida)
Experience Catching Waves — where laid-back island living meets everyday adventure. Just a short stroll to the white-sand beaches of Holmes Beach, this ground-level home welcomes both you and your four-legged companion to relax, recharge, and explore everything Anna Maria Island has to offer.
Perfect for: beach-loving couples, small families, and travelers with pets ready for island adventures.
Highlights
- Ground-level home with easy beach access
- 2 Bedrooms | 2 Full Baths | Queen Sleeper Sofa
- Heated private lagoon-style pool
- Pet-friendly with prior approval (see policies)
- Open-concept living, dining, and kitchen area
- Screened-in lanai and covered front porch
- Driveway parking for 1–2 vehicles
Interior Spaces
Step inside and feel the island ease take over. The open-concept layout blends relaxed comfort with simple, thoughtful design. Sunlight filters through coastal window treatments, and cheerful décor gives every corner a sense of warmth and welcome.
The living room invites you to unwind after a day in the sun, featuring a plush sofa, Smart TV, and direct access to the screened-in porch — the perfect spot for morning coffee or an evening breeze.
A queen sleeper sofa offers flexibility for additional guests, while every space feels easy, functional, and filled with natural light.
Layout Overview
- Main Living Area: Open-concept living, dining, and kitchen with sleeper sofa and TV.
- Primary King Suite: En-suite bath with walk-in shower, pool access.
- Second King Bedroom: Coastal décor, easy access to hall bath with tub/shower combo.
- Outdoor Spaces: Screened lanai, covered porch, heated pool, dining area, and grill.
- Laundry Closet: Washer and dryer for guest use.
Outdoor Living
Catching Waves was made for sunshine seekers. Step out back and discover a private outdoor escape designed for easy living and endless enjoyment.
Take a dip in the heated lagoon-style pool, surrounded by palm trees and comfortable seating. Grill fresh seafood for dinner, sip something cold under the covered porch, or let your dog stretch out in the sun.
Whether you're rinsing off after a beach walk or relaxing with a book by the pool, this outdoor space captures the spirit of island life — relaxed, social, and effortlessly inviting.
Outdoor Highlights
- Heated private pool (82–85°F year-round; weather dependent)
- Lounge chairs, outdoor dining table, and gas grill
- Screened-in lanai for shaded relaxation
- Covered front porch for quiet mornings
- Fenced yard with tropical landscaping
Kitchen & Dining
Bright, functional, and fully equipped — the kitchen offers everything you need to fuel your island adventures.
- Prepare simple breakfasts before heading to the beach or cook fresh seafood dinners to enjoy under the stars.
- Stove and oven
- Dishwasher and microwave
- Refrigerator with gourmet ice maker
- 12-cup coffeemaker and Keurig
- Blender and toaster
- Cookware, dishes, and utensils
Gather at the dining table inside or enjoy a breezy meal outside in the screened-in lanai.
Additional Amenities
- Wireless internet and cable television
- Central air conditioning and heat
- Washer and dryer
- Professionally laundered linens and towels
- Hair dryer, iron, and ironing board
- Beach towels provided
- Beach gear rental credit included (chairs, umbrellas, bikes, and more)
Parking
- Driveway accommodates 1–2 vehicles
- Garage not available
Catching Waves offers a simple truth: adventure begins just outside your door. Walk to the beach in minutes, explore nearby shops and cafés, or hop on the free island trolley to discover the north-end piers, Pine Avenue, and the local favorites that make Anna Maria Island feel like home.
Here, days flow naturally — morning swims, bike rides to lunch, sunset walks, and nights spent under string lights by the pool. Bring your flip-flops, your curiosity, and maybe your pup… and Write Your Vacation Story one beach day at a time.
Policies
NO SMOKING.
Pets are welcome with prior approval, provided they meet our pet policy guidelines. We allow a maximum of two pets, each weighing under 65 lbs. A pet fee applies based on the length of your stay: $100 for stays under 4 days, $200 for stays of 4-14 days, and $400 for stays of 15+ days, per pet.
Booking & Fee Policy
Include all guests and pets in your reservation request for accurate pricing. Additional fees apply for extra occupancy (over 2 guests per bedroom) or undeclared pets.
Optional Services (subject to approval)
Early check-in/late departure, elevator access, and mid-stay cleaning for stays of 28+ days. Fees for approved add-ons are collected after booking.
Reservations & Guest Requirements
Most stays are 7 nights, Saturday–Saturday, though flexible dates may be available outside peak/holiday weeks—confirm before booking, as changes are not always possible afterward. Guests must be 25+, provide valid ID, and remain for the full stay. Standard occupancy is 2 per bedroom; extra guests are $25/person/night up to the maximum allowed.
Quiet Hours
10 PM–8 AM. Maintain reasonable noise at all times to respect neighbors; excessive noise is not permitted.
Cleaning & Linens
Home is professionally cleaned and sanitized between stays. Starter amenities provided; daily service available for a fee. Stays of 28+ days require a mid-stay clean. Linens/towels are commercially laundered through our Professional Linen Program; no extra sets stored onsite.
Golf Cart Rentals
Explore the island with ease! After booking, reserve a golf cart through our sister company, Once Upon A Beach Carts, and enjoy an exclusive discount available only to our vacation rental guests.
Pool & Spa
Pool heated year-round to 82–85°F; heating may be affected by cooler weather. Heaters/filters off during quiet hours (10 PM–8 AM). Spa, if available, is part of the pool, seasonal, not a commercial hot tub, and may be unavailable in summer. Guests may not adjust equipment; violations may result in fines or damages.
Property Security
Exterior cameras may monitor entries, driveways, pool equipment, and backyard access for security, deliveries, and occupancy compliance. Cameras do not face private areas.
Payments & Cancellation Policy
Policies updated October 6, 2025 — see full Terms & Conditions for details.
Payment Schedule
Deposit
- Reservations up to 20 days: 50% of total amount due at time of booking.
Remaining Balance
- Reservations up to 20 days: Remaining 50% due 30 days prior to check-in.
Cancellation Policy
For Reservations of 20 Days or Less
- More than 30 days before arrival: Full refund of deposit (including taxes) minus non-refundable booking administration fee.
- 14–29 days before arrival: Refund of 50% of total rental, fees, and taxes, minus non-refundable booking administration fee.
- Less than 14 days before arrival: Refunds only for base rental rate, fees, and taxes for nights we are able to rebook, minus non-refundable booking administration fee.
- Please note: While we make every effort to rebook, we cannot guarantee the same rate or number of nights. For any nights that cannot be re-rented, as well as for non-arrivals, late arrivals, early departures, or alterations resulting in lost revenue, no refunds or price adjustments will be made.
Travel Insurance
CSA Travel Insurance is available to U.S. guests (except NY and HI residents) and is strongly encouraged to protect your trip from unforeseen events. No refunds are given for COVID-19, weather, or beach conditions outside our cancellation policy. Hurricane season runs June 1–Nov 30; insurance can safeguard your plans. In the event of a mandatory evacuation, home unavailability, or government order halting vacation rentals, guests receive a full refund of base rate, applicable fees (minus booking fee), and taxes.
Additional Terms
No refunds for events beyond our control (weather, red tide, travel issues, etc.). Cancellation requests must be submitted in writing by the registered guest—phone/text not accepted.
City of Holmes Beach Vacation Rental License: VRC22-000185
Max Occupancy: 6 Guests | Max Vehicles: 2
Information deemed reliable but not guaranteed; subject to change or withdrawal without notice.
On Anna Maria Island (Holmes Beach, Florida)
Experience Catching Waves — where laid-back island living meets everyday adventure. Just a short stroll to the white-sand beaches of Holmes Beach, this ground-level home welcomes both you and your four-legged companion to relax, recharge, and explore everything Anna Maria Island has to offer.
Perfect for: beach-loving couples, small families, and travelers with pets ready for island adventures.
Highlights
- Ground-level home with easy beach access
- 2 Bedrooms | 2 Full Baths | Queen Sleeper Sofa
- Heated private lagoon-style pool
- Pet-friendly with prior approval (see policies)
- Open-concept living, dining, and kitchen area
- Screened-in lanai and covered front porch
- Driveway parking for 1–2 vehicles
Interior Spaces
Step inside and feel the island ease take over. The open-concept layout blends relaxed comfort with simple, thoughtful design. Sunlight filters through coastal window treatments, and cheerful décor gives every corner a sense of warmth and welcome.
The living room invites you to unwind after a day in the sun, featuring a plush sofa, Smart TV, and direct access to the screened-in porch — the perfect spot for morning coffee or an evening breeze.
A queen sleeper sofa offers flexibility for additional guests, while every space feels easy, functional, and filled with natural light.
Layout Overview
- Main Living Area: Open-concept living, dining, and kitchen with sleeper sofa and TV.
- Primary King Suite: En-suite bath with walk-in shower, pool access.
- Second King Bedroom: Coastal décor, easy access to hall bath with tub/shower combo.
- Outdoor Spaces: Screened lanai, covered porch, heated pool, dining area, and grill.
- Laundry Closet: Washer and dryer for guest use.
Outdoor Living
Catching Waves was made for sunshine seekers. Step out back and discover a private outdoor escape designed for easy living and endless enjoyment.
Take a dip in the heated lagoon-style pool, surrounded by palm trees and comfortable seating. Grill fresh seafood for dinner, sip something cold under the covered porch, or let your dog stretch out in the sun.
Whether you're rinsing off after a beach walk or relaxing with a book by the pool, this outdoor space captures the spirit of island life — relaxed, social, and effortlessly inviting.
Outdoor Highlights
- Heated private pool (82–85°F year-round; weather dependent)
- Lounge chairs, outdoor dining table, and gas grill
- Screened-in lanai for shaded relaxation
- Covered front porch for quiet mornings
- Fenced yard with tropical landscaping
Kitchen & Dining
Bright, functional, and fully equipped — the kitchen offers everything you need to fuel your island adventures.
- Prepare simple breakfasts before heading to the beach or cook fresh seafood dinners to enjoy under the stars.
- Stove and oven
- Dishwasher and microwave
- Refrigerator with gourmet ice maker
- 12-cup coffeemaker and Keurig
- Blender and toaster
- Cookware, dishes, and utensils
Gather at the dining table inside or enjoy a breezy meal outside in the screened-in lanai.
Additional Amenities
- Wireless internet and cable television
- Central air conditioning and heat
- Washer and dryer
- Professionally laundered linens and towels
- Hair dryer, iron, and ironing board
- Beach towels provided
- Beach gear rental credit included (chairs, umbrellas, bikes, and more)
Parking
- Driveway accommodates 1–2 vehicles
- Garage not available
Catching Waves offers a simple truth: adventure begins just outside your door. Walk to the beach in minutes, explore nearby shops and cafés, or hop on the free island trolley to discover the north-end piers, Pine Avenue, and the local favorites that make Anna Maria Island feel like home.
Here, days flow naturally — morning swims, bike rides to lunch, sunset walks, and nights spent under string lights by the pool. Bring your flip-flops, your curiosity, and maybe your pup… and Write Your Vacation Story one beach day at a time.
Policies
NO SMOKING.
Pets are welcome with prior approval, provided they meet our pet policy guidelines. We allow a maximum of two pets, each weighing under 65 lbs. A pet fee applies based on the length of your stay: $100 for stays under 4 days, $200 for stays of 4-14 days, and $400 for stays of 15+ days, per pet.
Booking & Fee Policy
Include all guests and pets in your reservation request for accurate pricing. Additional fees apply for extra occupancy (over 2 guests per bedroom) or undeclared pets.
Optional Services (subject to approval)
Early check-in/late departure, elevator access, and mid-stay cleaning for stays of 28+ days. Fees for approved add-ons are collected after booking.
Reservations & Guest Requirements
Most stays are 7 nights, Saturday–Saturday, though flexible dates may be available outside peak/holiday weeks—confirm before booking, as changes are not always possible afterward. Guests must be 25+, provide valid ID, and remain for the full stay. Standard occupancy is 2 per bedroom; extra guests are $25/person/night up to the maximum allowed.
Quiet Hours
10 PM–8 AM. Maintain reasonable noise at all times to respect neighbors; excessive noise is not permitted.
Cleaning & Linens
Home is professionally cleaned and sanitized between stays. Starter amenities provided; daily service available for a fee. Stays of 28+ days require a mid-stay clean. Linens/towels are commercially laundered through our Professional Linen Program; no extra sets stored onsite.
Golf Cart Rentals
Explore the island with ease! After booking, reserve a golf cart through our sister company, Once Upon A Beach Carts, and enjoy an exclusive discount available only to our vacation rental guests.
Pool & Spa
Pool heated year-round to 82–85°F; heating may be affected by cooler weather. Heaters/filters off during quiet hours (10 PM–8 AM). Spa, if available, is part of the pool, seasonal, not a commercial hot tub, and may be unavailable in summer. Guests may not adjust equipment; violations may result in fines or damages.
Property Security
Exterior cameras may monitor entries, driveways, pool equipment, and backyard access for security, deliveries, and occupancy compliance. Cameras do not face private areas.
Payments & Cancellation Policy
Policies updated October 6, 2025 — see full Terms & Conditions for details.
Payment Schedule
Deposit
- Reservations up to 20 days: 50% of total amount due at time of booking.
Remaining Balance
- Reservations up to 20 days: Remaining 50% due 30 days prior to check-in.
Cancellation Policy
For Reservations of 20 Days or Less
- More than 30 days before arrival: Full refund of deposit (including taxes) minus non-refundable booking administration fee.
- 14–29 days before arrival: Refund of 50% of total rental, fees, and taxes, minus non-refundable booking administration fee.
- Less than 14 days before arrival: Refunds only for base rental rate, fees, and taxes for nights we are able to rebook, minus non-refundable booking administration fee.
- Please note: While we make every effort to rebook, we cannot guarantee the same rate or number of nights. For any nights that cannot be re-rented, as well as for non-arrivals, late arrivals, early departures, or alterations resulting in lost revenue, no refunds or price adjustments will be made.
Travel Insurance
CSA Travel Insurance is available to U.S. guests (except NY and HI residents) and is strongly encouraged to protect your trip from unforeseen events. No refunds are given for COVID-19, weather, or beach conditions outside our cancellation policy. Hurricane season runs June 1–Nov 30; insurance can safeguard your plans. In the event of a mandatory evacuation, home unavailability, or government order halting vacation rentals, guests receive a full refund of base rate, applicable fees (minus booking fee), and taxes.
Additional Terms
No refunds for events beyond our control (weather, red tide, travel issues, etc.). Cancellation requests must be submitted in writing by the registered guest—phone/text not accepted.
City of Holmes Beach Vacation Rental License: VRC22-000185
Max Occupancy: 6 Guests | Max Vehicles: 2
Information deemed reliable but not guaranteed; subject to change or withdrawal without notice.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed: dogs less than 23 kg per pet (limit one pet total)
Smoking
Smoking is not permitted
Check-out instructions
The host requires you to complete the following before checking out:
Load and start the dishwasher
Strip any used beds, gather used towels and store extra beds
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights, lock the doors and return the keys
VayKLife Beach Gear: Please ensure that all rented items from VayKLife are returned to their original delivery location outdoors. Do not pull items inside.
Failure to complete these may result in a negative review from the host.
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
About the area
Holmes Beach
Located in Holmes Beach, this holiday home is near the beach. The area's natural beauty can be seen at Bean Point Beach and Coquina Beach. Looking to enjoy an event or a game while in town? See what's happening at LECOM Park or IMG Bollettieri Tennis Academy. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Holmes Beach, FL
What's nearby
- Palmetto Avenue Beach - 5 min walk - 0.4 km
- Bradenton Beach - 8 min walk - 0.7 km
- Island Players - 15 min walk - 1.3 km
- Anna Maria City Pier - 3 min drive - 1.8 km
- Bean Point Beach - 3 min drive - 2.1 km
Getting around
Restaurants
- The Ugly Grouper - 3 min drive
- The Sandbar Restaurant - 16 min walk
- The Waterfront Restaurant - 4 min drive
- Ginny's & Jane E's - 13 min walk
- North Shore Cafe - 17 min walk
Frequently asked questions
About the host
Hosted by Once Upon a Beach Vacation Rentals
A world-class island getaway deserves a premier vacation rental experience. At Once Upon A Beach, we invite you to immerse yourself in laid-back luxury, where every detail is designed to make your stay unforgettable. From the moment you book until the day you depart, our local, dedicated team delivers exceptional service, ensuring your vacation is seamless, stress-free, and unforgettable.
Whether you're seeking a romantic retreat for two in a charming beach-chic cottage or gathering the whole family in a sprawling luxury home, you'll arrive to find a meticulously maintained property with unique, thoughtful amenities and concierge-style insider tips to help you live like a local. Each home is just steps from Anna Maria Island's sugar-soft white sand and the sparkling, gin-clear waters that make our slice of paradise famous.
As a boutique luxury vacation rental and property management company, Once Upon A Beach offers an intimate, personalized experience rooted in five-star care and meticulous attention to detail. We specialize in creating the perfect balance of comfort, style, and authentic island charm in one of the most picturesque beach towns in the world—the place we proudly call home.
Write the next chapter of your vacation story with us, and create cherished memories on Anna Maria Island that will last a lifetime.
Whether you're seeking a romantic retreat for two in a charming beach-chic cottage or gathering the whole family in a sprawling luxury home, you'll arrive to find a meticulously maintained property with unique, thoughtful amenities and concierge-style insider tips to help you live like a local. Each home is just steps from Anna Maria Island's sugar-soft white sand and the sparkling, gin-clear waters that make our slice of paradise famous.
As a boutique luxury vacation rental and property management company, Once Upon A Beach offers an intimate, personalized experience rooted in five-star care and meticulous attention to detail. We specialize in creating the perfect balance of comfort, style, and authentic island charm in one of the most picturesque beach towns in the world—the place we proudly call home.
Write the next chapter of your vacation story with us, and create cherished memories on Anna Maria Island that will last a lifetime.
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