Cottage Rentals in On Top of The World Golf Club, FL: Compare 10+ Sites & Save

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87 Best Cottage Rentals in On Top of The World Golf Club (Starting from $79)

Peaceful Clearwater Retreat by Lake
Peaceful Clearwater Retreat by Lake
Cottage
Clearwater, FL, 33763, United States
1.7k from On Top of The World Golf Club center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

1 Bedroom2 Guests
10.0

Exceptional

10 reviews

$79
Average price / night
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2631 Cedarglen Drive
2631 Cedarglen Drive
Cottage
2631 Cedarglen Drive, Dunedin, FL, 34698, United States
2.0k from On Top of The World Golf Club center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

New to Booking
$3083
Average price / night
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Cozy and roomy cottage
Cozy and roomy cottage
Cottage
Dunedin, FL, 34698, United States
4.2k from On Top of The World Golf Club center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

1 Bedroom2 Guests
10.0

Exceptional

67 reviews

$195
Average price / night
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Grove Keeper Cottage  unit has a tree house atmosphere
Grove Keeper Cottage unit has a tree house atmosphere
Cottage
Dunedin, FL, 34698, United States
4.3k from On Top of The World Golf Club center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

1 Bedroom2 Guests
10.0

Exceptional

49 reviews

$198
Average price / night
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Tiki Hut in tropical paradise
Tiki Hut in tropical paradise
Cottage
Dunedin, FL, 34698, United States
4.4k from On Top of The World Golf Club center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms4 Guests
10.0

Exceptional

25 reviews

$238
Average price / night
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Key West Style Cottage - with pool/hot-tub
Key West Style Cottage - with pool/hot-tub
Cottage
Dunedin, FL, 34698, United States
4.4k from On Top of The World Golf Club center

AC, Free Parking, Internet, No Smoking, Pool, TV

1 Bedroom2 Guests
9.2

Superb

29 reviews

$201
Average price / night
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Bungalow, 1 Bedroom, dogs welcome
Bungalow, 1 Bedroom, dogs welcome
Cottage
Clearwater, FL, 33755, United States
4.5k from On Top of The World Golf Club center

AC, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

1 Bedroom3 Guests
10.0

Exceptional

21 reviews

$99
Average price / night
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Charming 3-bedroom/2-bath Cottage with Hot Tub Downtown Dunedin
Charming 3-bedroom/2-bath Cottage with Hot Tub Downtown Dunedin
Cottage
Dunedin, FL, 34698, United States
4.6k from On Top of The World Golf Club center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

9 reviews

$366
Average price / night
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JD's Hideaway By The Sea: 2 Blocks off Main!
JD's Hideaway By The Sea: 2 Blocks off Main!
Cottage
Safety Harbor, FL, 34695, United States
4.6k from On Top of The World Golf Club center

AC, Free Parking, Heater, Hot Tub, Internet, Microwave, No Smoking, Outdoor Space, Patio

1 Bedroom2 Guests
9.8

Exceptional

84 reviews

$201
Average price / night
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Coastal Retreat & Biking Bliss
Coastal Retreat & Biking Bliss
Cottage
Clearwater, FL, 33755, United States
4.7k from On Top of The World Golf Club center

AC, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Patio, TV

1 Bedroom2 Guests
9.8

Exceptional

15 reviews

$108
Average price / night
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Old world Florida cottage
Old world Florida cottage
Cottage
Dunedin, FL, 34683, United States
4.7k from On Top of The World Golf Club center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom3 Guests
9.8

Exceptional

21 reviews

$169
Average price / night
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Downtown Dunedin Cottage • Walk to Restaurants
Downtown Dunedin Cottage • Walk to Restaurants
Cottage
Dunedin, FL, 34698, United States
4.8k from On Top of The World Golf Club center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom4 Guests
10.0

Exceptional

78 reviews

$234
Average price / night
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Stay in Downtown Dunedin • Walk Everywhere
Stay in Downtown Dunedin • Walk Everywhere
Cottage
Dunedin, FL, 34698, United States
4.8k from On Top of The World Golf Club center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom4 Guests
10.0

Exceptional

61 reviews

$227
Average price / night
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Charming 1 bedroom carriage house Downtown Dunedin- can walk to everything!
Charming 1 bedroom carriage house Downtown Dunedin- can walk to everything!
Cottage
Dunedin, FL, 34698, United States
4.8k from On Top of The World Golf Club center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

1 Bedroom2 Guests
10.0

Exceptional

7 reviews

$271
Average price / night
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Beautiful luxury 2 bedroom private   Cottage
Beautiful luxury 2 bedroom private Cottage
Cottage
Dunedin, FL, 34698, United States
4.8k from On Top of The World Golf Club center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms4 Guests
10.0

Exceptional

27 reviews

$207
Average price / night
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Quaint Bungalow just off Main Street!
Quaint Bungalow just off Main Street!
Cottage
Dunedin, FL, 34698, United States
4.8k from On Top of The World Golf Club center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
9.4

Superb

40 reviews

$227
Average price / night
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The Cook Cottage sleeps 4 in Dunedin
The Cook Cottage sleeps 4 in Dunedin
Cottage
Dunedin, FL, 34698, United States
4.8k from On Top of The World Golf Club center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom4 Guests
10.0

Exceptional

34 reviews

$292
Average price / night
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Cozy Cottage in the Heart of Dunedin
Cozy Cottage in the Heart of Dunedin
Cottage
Dunedin, FL, 34698, United States
4.8k from On Top of The World Golf Club center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

1 Bedroom2 Guests
9.6

Exceptional

15 reviews

$158
Average price / night
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Charming Newly Reno 1 min to Downtown Dunedin
Charming Newly Reno 1 min to Downtown Dunedin
Cottage
Dunedin, FL, 34698, United States
4.8k from On Top of The World Golf Club center

AC, Barbecue, Dryer, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
8.4

Very Good

7 reviews

$225
Average price / night
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The Briny Bubble…Charming 2-bedroom cottage in Dunedin, steps to Main Street
The Briny Bubble…Charming 2-bedroom cottage in Dunedin, steps to Main Street
Cottage
Dunedin, FL, 34698, United States
4.9k from On Top of The World Golf Club center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms4 Guests
10.0

Exceptional

14 reviews

$412
Average price / night
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Pickets Cottage, Downtown Dunedin FL
Pickets Cottage, Downtown Dunedin FL
Cottage
Dunedin, FL, 34698, United States
4.9k from On Top of The World Golf Club center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$581
Average price / night
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Dunedin Cottage Close To Clearwater Beach, Honeymoon Island,Blue Jays Stadium...
Dunedin Cottage Close To Clearwater Beach, Honeymoon Island,Blue Jays Stadium...
Cottage
Dunedin, FL, 34698, United States
4.9k from On Top of The World Golf Club center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms15 Guests
9.4

Superb

25 reviews

$346
Average price / night
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Walkable Dog Friendly Cottage Downtown
Walkable Dog Friendly Cottage Downtown
Cottage
Dunedin, FL, 34698, United States
4.9k from On Top of The World Golf Club center

AC, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

35 reviews

$230
Average price / night
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Tampa Bay Area Cottage w/ Gas Grill and Fire Pit!
Tampa Bay Area Cottage w/ Gas Grill and Fire Pit!
Cottage
Safety Harbor, FL, 34695-4046, United States
4.9k from On Top of The World Golf Club center

AC, Barbecue, Crib, Extra Bed, Free Parking, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms4 Guests
10.0

Exceptional

32 reviews

$242
Average price / night
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Adorable Villa 1 min to Downtown Dunedin
Adorable Villa 1 min to Downtown Dunedin
Cottage
Dunedin, FL, 34698, United States
4.9k from On Top of The World Golf Club center

AC, Barbecue, Dryer, Internet, Kitchen, Laundry, Microwave, No Smoking, TV

1 Bedroom2 Guests
10.0

Exceptional

13 reviews

$159
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Cottage Rentals in On Top of The World Golf Club.

Where to stay in On Top of The World Golf Club? Best neighborhoods & areas

On Top of The World Golf Club Cottage Rentals on the Map

Frequently Asked Questions

You can explore 87 verified cottage rentals in On Top of The World Golf Club. Our listings are sourced from a range of trusted booking providers, giving you access to charming coastal cottages, peaceful countryside escapes, and cozy stays—all in one place.

Cottage rental prices in On Top of The World Golf Club vary based on the season, location, and amenities offered. Rates typically start from around $79 per night, with higher prices during peak travel periods or in waterfront locations. Comparing different options can help you find a stay that fits both your preferences and budget.

Many cottages in On Top of The World Golf Club feature inviting outdoor areas such as private gardens, patios, or small yards. These spaces are ideal for relaxing, dining outdoors, or enjoying the surrounding scenery. You can use the available filters to quickly find cottages with outdoor features that match your preferences.

Yes, cottages are often a great choice for travelers with pets thanks to their cozy layouts and access to outdoor space. Currently, 23 listings in On Top of The World Golf Club welcome pets, making it easier to plan a comfortable stay with your companion.

For busy seasons such as summer holidays or long weekends, it’s a good idea to book your cottage 60 to 90 days in advance. Since cottages are typically smaller and more unique, the most desirable options tend to get reserved quickly during peak periods.

Cottages in On Top of The World Golf Club are known for their comfort and charm, often including amenities such as Bedding/Linens, Kitchen, and Wellness Facilities. These features help create a relaxing and home-like atmosphere for guests.

Yes, many cottages in On Top of The World Golf Club are well-suited for longer stays. They often include essentials like full kitchens, laundry facilities, and comfortable living spaces, making them a practical option for extended vacations or remote work.