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Experience the Charm of Cheerful North Beach Getaway - A 2 Bedroom Oasis in Holmes Beach

Condo Rental in Holmes Beach Florida

Nestled in the beautiful Holmes Beach, FL, the Cheerful North Beach Getaway is your perfect place to stay. The 2-bedroom vacation rental is the epitome of a beachfront retreat.

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Cheerful Rentals
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Rates from
$130 / night
Additional fees may apply
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At a glance

Property Highlights

2 BedroomsBedrooms
3 Full BathroomsBathrooms
Sleeps 6Guest Capacity
2002 sq. ft.Living Space
Pool (Community)Pool
Internet AccessInternet
TelevisionTelevision
YesAir Conditioning
YesWasher / Dryer
Plan your stay

Rates & Availability (USD)

Rates from
$130 per night
7-day minimum stay
Check current rates & availability

Live booking details are maintained by Cheerful Rentals.

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Availability Calendar

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About this rental

Property Description

NEW MANAGEMENT! Spend your days at the beach, your afternoons by the pool, and your evenings unwinding at Cheerful North Beach Getaway — a peaceful island villa just a three-minute walk from the soft white sands of the Gulf in Holmes Beach on Anna Maria Island.

This freshly renovated 2-bedroom, 2.5-bath villa comfortably accommodates up to six guests and is tucked inside the quiet North Beach Village community. Whether you’re here for a relaxing escape or an active island adventure, everything is designed for easy, carefree coastal living. The heated community pool is just steps from the front door — perfect for sunny afternoons when you’re not at the beach.

The open-concept main living level is light, bright, and welcoming, with a fully equipped kitchen featuring quartz countertops and stainless-steel appliances that flows seamlessly into the cozy living area with a large flat-screen TV. Sliding doors open to a screened lanai where you can enjoy morning coffee, afternoon breezes, or an evening glass of wine while listening to the sounds of the tropical canopy.

Upstairs, two private ensuite bedrooms provide calm and comfort after beach-filled days. One bedroom features a relaxing king bed, while the second offers a spacious queen bunk — ideal for families or friends traveling together. Updated bathrooms, ample closet space, and soothing coastal colors make settling in effortless.

The ground level adds extra space to lounge and enjoy the outdoors. Rinse off the sand and salt in the outdoor shower, fire up the BBQ grill for a casual island dinner, then take an easy stroll back toward the beach to catch one of Anna Maria Island’s unforgettable sunsets.

Located in the heart of Holmes Beach, you’ll be within walking distance of local restaurants, coffee spots, and island shops. Hop on the free island trolley, rent bikes, or grab a golf cart to explore more of the island — from charming beach cafés to quiet nature preserves.

Anna Maria Island stretches 7.5 miles along the Gulf of Mexico and is known for its laid-back charm, uncrowded beaches, and incredible wildlife. With no high-rise hotels, the island retains its Old Florida feel, blending colorful cottages, small resorts, and friendly neighborhoods that keep guests coming back year after year.

Beach chairs, wagon, toys, and tent are provided for your convenience, and nearby rental companies offer bikes, golf carts, kayaks, paddleboards, beach toys, and more — everything you need for a relaxed, cheerful island getaway.

Property comfortably accommodates 6.

Parking: No parking is allowed on any street or grassy area within NBV (parking is permitted along Holmes Blvd and the side streets, by city regulations). RVs, campers, commercial vehicles, and trailers (including boat trailers), may not be parked on the roadway or in a driveway overnight. Each unit driveway is for the exclusive use of that individual unit. Vehicles may not be parked in the main driveway or along the edge of the main driveway. Vehicles must not overhang the driveway and protrude into the roadway.

VRC19-000194

You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.
Things to enjoy

Activities and Special Interests

This property provides access to the following activities and special interests:

Boating
Horseback Riding
Beach
Biking
Fishing
Kayaking
Sailing
Scuba Diving
Surfing
Wind Surfing
Honeymoon

Other Activities and Special Interests

Bird watching
Paddle boating
Water sports
Jet skiing
Parasailing
Water Skiing
Swimming
What's included

Property Amenities

Featured Amenities

Internet Access
Air Conditioning
Washer/Dryer
Grill
Dishwasher
Television
Pool (Community)

Property Features

Hair Dryer
Balcony
Toaster
Microwave
Oven
Stove
Refrigerator
Towels/Linens
Garage
Ice Maker
Ceiling Fan(s)
Freezer

Entertainment

Books
Board Games

Outdoor

Bicycle

Other Property Amenities

Wireless
Kitchen
24-hour checkin
Heating
Smoke detector
First aid kit
Fire Extinguisher
Shampoo
Free parking
Suitable for children
Suitable for infants
Iron board
Coffee/tea maker
Shower
Tub
Dining room
Kitchen utensils
Hot water
Private entrance
Cooking basics
Beach essentials
Bay
Toilet
Car not necessary
Games
Dining area
Antiquing
Eco tourism
Shopping
Wildlife viewing
Near ocean
Long term stays allowed
Rafting
Snorkeling
Snorkeling diving
Contactless Check-In/Out
Dining table
Outdoor dining
Outdoor furniture
Private parking
Cleaning products
Body soap
Shower gel
Clothing storage
Exercise equipment
Baking sheet
Coffee
Wine glasses
Helpful details

Frequently Asked Questions

Cheerful North Beach Getaway is located in Holmes Beach, Florida.

Cheerful North Beach Getaway accommodates up to 6 guests.

2 Bedrooms and 3 Full Bathrooms.

Yes. The property lists Pool (Community).

The property lists a 7-night minimum stay.

Cheerful North Beach Getaway is professionally managed by Cheerful Rentals.
Local management

Professionally Managed By

Cheerful Rentals
In business since 2019
View Manager Profile

Questions about this rental?

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Property reference
#185846 · Cheerful North Beach Getaway
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