Entire home

Sunsets on Carissa - Coastal Retreat w/ Heated Pool, Game Room & Steps from Gulf

Holiday home in Holmes Beach with private pool and kitchen

Photo gallery for Sunsets on Carissa - Coastal Retreat w/ Heated Pool, Game Room & Steps from Gulf

Exterior
Pool
Exterior
Living area
Private kitchen

Reviews

10 out of 10, Loved by Guests
3 bedrooms2 bathroomsSleeps 61950 sq ft

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Air conditioning
  • Pool
  • Outdoor space

Explore the area

View in a map
Holmes Beach, FL
  • Place, Bradenton Beach
    ‪3 min walk‬
  • Place, Island Gallery West
    ‪6 min walk‬
  • Place, Holmes Beach Beaches
    ‪12 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪30 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Single Beds

2 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Separate dining area
Dining area

About this property

Sunsets on Carissa - Coastal Retreat w/ Heated Pool, Game Room & Steps from Gulf

Welcome to Sunsets on Carissa!
On Anna Maria Island (Holmes Beach, FL)

The Space
Every corner of this home is designed to bring people together. The open-concept layout connects the kitchen, dining, and living areas, so laughter and conversation flow as easily as the island air. The furnishings are comfortable yet refined, and natural light fills each space with warmth and calm.

Sliding doors lead out to the backyard, where the pool and patio area become the natural heart of the home — ideal for mid-day swims, grilled dinners, and lingering evenings spent beneath the palms.

Perfect for: Families, couples, and small friend groups seeking comfort, connection, and easy access to the beach.

Highlights
- Steps to the Gulf beaches — easy access to soft white sand and unforgettable sunsets
- Heated private pool with sun shelf, dining area, and covered lounge space
- Bonus game room with ping pong table and hangout seating
- Three bedrooms and two full baths, comfortably sleeping up to 6 guests
- Private deck balcony with peek-a-boo Gulf views
- Beach gear rental credit included with every stay

Interior Spaces
- Living Area: Open and airy with coastal-inspired décor, plush seating, and a large TV for family movie nights.
- Dining Area: A table for six sits just off the kitchen, perfect for shared meals or evening board games.

Bedrooms:
- Primary Suite: King bed, TV, en-suite bath with oversized shower and double vanity, walk-in closet, and private balcony.
- Queen Bedroom: Bright and comfortable with a TV and generous closet space.
- Twin Bedroom: Two twin beds, TV, and plenty of room for little travelers.

Bathrooms: One full bath on each level; both with fresh towels and essentials provided through our Professional Linen Program.

Layout Overview
- Ground Level: Covered pool patio, bonus game room with ping pong table, garage parking.
- Main Level: Open kitchen, dining, and living area; queen bedroom; twin bedroom; full hallway bath.
- Upper Level: Master suite with private balcony and en-suite bath.

Outdoor Living
Just outside, the heated private pool offers a peaceful retreat surrounded by tropical landscaping. Spend your mornings on a lounge chair with coffee, afternoons splashing in the water, and evenings gathered around the outdoor table as the sky turns shades of gold and coral.

The ping pong table and shaded patio make this space just as fun as it is relaxing — a spot where everyone can connect and create new memories together.

Kitchen & Dining
The fully equipped kitchen includes:
- Stove, oven, microwave, and refrigerator with ice maker
- Dishwasher and garbage disposal
- 12-cup coffeemaker, toaster, blender, and full cookware set
- Spacious island with bar seating for casual breakfasts

Whether you're cooking a seafood dinner or plating takeout from your favorite island café, you'll find everything you need to make mealtime easy and enjoyable.

Additional Amenities
- Washer/dryer for guest use
- Cable TV and high-speed Wi-Fi
- A/C and heat for year-round comfort
- Hair dryer, iron, and ironing board
- Professionally laundered linens and towels
- Beach gear rental credit for items like chairs, umbrellas, bikes, and coolers (delivery available before arrival)

Parking
Two-car garage and two additional driveway spaces (max 3 vehicles)

Write your vacation story at Sunsets on Carissa, where every sunset calls you back to what matters most — time together.

Policies
NO PETS. NO SMOKING.

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.

Holmes Beach Vacation Rental License: VR20-000090
Max Occupancy: 6 Guests | Max Vehicles: 3
Information deemed reliable but not guaranteed; subject to change or withdrawal without notice.

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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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 theme parks and 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.
Map
Holmes Beach, FL

What's nearby

  • Bradenton Beach - 3 min walk - 0.3 km
  • Island Gallery West - 6 min walk - 0.6 km
  • Holmes Beach Beaches - 12 min walk - 1.1 km
  • Manatee Public Beach - 19 min walk - 1.6 km
  • West Coast Surf Shop - 3 min drive - 1.8 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 29 min drive

Restaurants

  • ‪The Ugly Grouper - ‬5 min walk
  • ‪Anna Maria Island Beach Cafe - ‬20 min walk
  • ‪Dunkin' - ‬4 min drive
  • ‪Skinny's Place - ‬3 min drive
  • ‪Hurricane Hanks - ‬7 min walk

Frequently asked questions

Does Sunsets on Carissa - Coastal Retreat w/ Heated Pool, Game Room & Steps from Gulf have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Sunsets on Carissa - Coastal Retreat w/ Heated Pool, Game Room & Steps from Gulf pet-friendly?

No, pets are not allowed at this property.

How much is parking at Sunsets on Carissa - Coastal Retreat w/ Heated Pool, Game Room & Steps from Gulf?

On-site parking is available at the property.

What time is check-in at Sunsets on Carissa - Coastal Retreat w/ Heated Pool, Game Room & Steps from Gulf?

Check-in begins at 4:00 PM.

What time is check-out at Sunsets on Carissa - Coastal Retreat w/ Heated Pool, Game Room & Steps from Gulf?

Checkout is at 10:00 AM.

Where is Sunsets on Carissa - Coastal Retreat w/ Heated Pool, Game Room & Steps from Gulf located?

Situated by the sea, this holiday home is within a 10-minute walk of Bradenton Beach and Island Gallery West. Holmes Beach Beaches and Manatee Public Beach are also within 1 mile (2 km).

About the host

Hosted by Once Upon a Beach Vacation Rentals

Host profile image
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.

Languages:

English

Premier Host

They consistently provide great experiences for their guests