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

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1900 Best Vacation Rentals in On Top of The World Golf Club (Starting from $101)

Heated Pool, Stylish Home - Grand Cypress Retreat
Heated Pool, Stylish Home - Grand Cypress Retreat
House
Clearwater, FL, USA
0.8k from On Top of The World Golf Club center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

2 Bedrooms8 Guests
New to Booking
$428
Average price / night
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Centrally Located Clearwater Home w/ Outdoor Pool!
Centrally Located Clearwater Home w/ Outdoor Pool!
House
Clearwater, FL, 33763-1630, United States
0.2k from On Top of The World Golf Club center

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

4 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$238
Average price / night
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Calming Getaway 9 Mi to Clearwater Beach!
Calming Getaway 9 Mi to Clearwater Beach!
House
Clearwater, FL, USA
1.5k from On Top of The World Golf Club center

Cheap, Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals

2 Bedrooms6 Guests
9.8

Exceptional

5 reviews

$173
Average price / night
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Spacious Lakefront pool retreat in Clearwater - 20 min to beaches
Spacious Lakefront pool retreat in Clearwater - 20 min to beaches
House
Clearwater, FL, 33763, United States
0.7k from On Top of The World Golf Club center

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

5 Bedrooms16 Guests
New to Booking
$1118
Average price / night
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Peacock Place
Peacock Place
House
Clearwater, FL, USA
1.6k from On Top of The World Golf Club center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

2 Bedrooms4 Guests
7.8

Good

4 reviews

$122
Average price / night
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Villa Florentina.
Villa Florentina.
House
Clearwater, FL, USA
1.8k from On Top of The World Golf Club center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms10 Guests
8.9

Fabulous

12 reviews

$245
Average price / night
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Clearwater 3BR Coastal Oasis | FREE Heated Pool, Spa, Fire Pit, Game Room, Near Beach
Clearwater 3BR Coastal Oasis | FREE Heated Pool, Spa, Fire Pit, Game Room, Near Beach
House
Clearwater, FL, 33763, United States
0.8k from On Top of The World Golf Club center

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

3 Bedrooms8 Guests
9.8

Exceptional

6 reviews

$561
Average price / night
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Pool Pet Friendly Game Room
Pool Pet Friendly Game Room
House
Dunedin, FL, USA
2.0k from On Top of The World Golf Club center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms10 Guests
New to Booking
$628
Average price / night
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Stunning 3B/2B Bungalow with Spacious, Outdoor Oasis!” in delightful Clearwater
Stunning 3B/2B Bungalow with Spacious, Outdoor Oasis!” in delightful Clearwater
House
Clearwater, FL, 33763, United States
0.9k from On Top of The World Golf Club center

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

3 Bedrooms6 Guests
New to Booking
$249
Average price / night
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2631 Cedarglen Drive
2631 Cedarglen Drive
House
Dunedin, FL, USA
2.0k from On Top of The World Golf Club center

Security/Safety, Pet Friendly, Internet, Parking, Fireplace/Heating, Pool, Air Conditioner

1 Bedroom6 Guests
New to Booking
$1221
Average price / night
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Cozy 2 Bed 2 Bath Home Near Beaches and Downtown Dunedin.
Cozy 2 Bed 2 Bath Home Near Beaches and Downtown Dunedin.
House
Clearwater, FL, 33763, United States
0.9k from On Top of The World Golf Club center

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

2 Bedrooms5 Guests
8.6

Fabulous

4 reviews

$222
Average price / night
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Cheerful 3 Bedroom Home mins from Clearwater Beach
Cheerful 3 Bedroom Home mins from Clearwater Beach
House
Clearwater, FL, USA
2.0k from On Top of The World Golf Club center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms7 Guests
9.3

Superb

4 reviews

$355
Average price / night
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The Summit House!\n\n
The Summit House!\n\n
House
Clearwater, FL, 33763, United States
1.0k from On Top of The World Golf Club center

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

3 Bedrooms5 Guests
New to Booking
$101
Average price / night
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Delightful 3 Bdrm Home, Mins to Clearwater Beach
Delightful 3 Bdrm Home, Mins to Clearwater Beach
House
Clearwater, FL, USA
2.0k from On Top of The World Golf Club center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms8 Guests
8.2

Very Good

9 reviews

$358
Average price / night
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Cozy in Clearwater- heated pool, pond and walking trail.
Cozy in Clearwater- heated pool, pond and walking trail.
House
Clearwater, FL, 33763, United States
1.2k from On Top of The World Golf Club center

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

3 Bedrooms10 Guests
New to Booking
$303
Average price / night
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Sunshine State of Mind - Monthly Beach Rental
Sunshine State of Mind - Monthly Beach Rental
House
Clearwater, FL, USA
2.4k from On Top of The World Golf Club center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$204
Average price / night
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Escape away to Clearwater Florida in a charming 2/2 home
Escape away to Clearwater Florida in a charming 2/2 home
House
Clearwater, FL, 33763, United States
1.2k from On Top of The World Golf Club center

AC, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, Outdoor Space, Pool

2 Bedrooms5 Guests
New to Booking
$238
Average price / night
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Tropical Vibe
Tropical Vibe
House
Dunedin, FL, USA
2.9k from On Top of The World Golf Club center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family, Accessible hotels

3 Bedrooms8 Guests
8.5

Very Good

2 reviews

$322
Average price / night
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Salt and Soak Clearwater Retreat
Salt and Soak Clearwater Retreat
House
Clearwater, FL, 33763, United States
1.3k from On Top of The World Golf Club center

3 Bedrooms8 Guests
New to Booking
$290
Average price / night
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Clearwater Oasis with Pool Less Than 10 Mi to Sunny Beaches
Clearwater Oasis with Pool Less Than 10 Mi to Sunny Beaches
House
Clearwater, FL, USA
2.9k from On Top of The World Golf Club center

Oceanfront, Balcony/Terrace, View, Guest Services, Pool, Internet, Security/Safety

3 Bedrooms6 Guests
New to Booking
$396
Average price / night
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Florida Retro Home minutes from the famous Clearwater Beach and Honeymoon Island
Florida Retro Home minutes from the famous Clearwater Beach and Honeymoon Island
House
Clearwater, FL, 33763, United States
1.3k from On Top of The World Golf Club center

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

3 Bedrooms10 Guests
10.0

Exceptional

34 reviews

$418
Average price / night
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Spacious 4 bedroom 3 bath Clearwater Vacation House Cowboy Pool Fire Pit Games Close to Clearwater Beach Biking Trail Farmers Markets Harbor Health Spa Baycare Ballpark and Ruth Eckerd Hall Golf Courses
Spacious 4 bedroom 3 bath Clearwater Vacation House Cowboy Pool Fire Pit Games Close to Clearwater Beach Biking Trail Farmers Markets Harbor Health Spa Baycare Ballpark and Ruth Eckerd Hall Golf Courses
House
Clearwater, FL, USA
2.9k from On Top of The World Golf Club center

Luxury, Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages

4 Bedrooms10 Guests
9.3

Superb

12 reviews

$287
Average price / night
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Peacock Pool House & Hot Tub Clearwater I Beaches
Peacock Pool House & Hot Tub Clearwater I Beaches
House
Clearwater, FL, 33763, United States
1.4k from On Top of The World Golf Club center

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

2 Bedrooms6 Guests
10.0

Exceptional

7 reviews

$319
Average price / night
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Heated Pool in Private Setting
Heated Pool in Private Setting
House
Clearwater, FL, 33763, United States
1.4k from On Top of The World Golf Club center

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

4 Bedrooms11 Guests
9.8

Exceptional

7 reviews

$333
Average price / night
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Experience Clearwater charm near Tampa Bay 9 minutes.
Experience Clearwater charm near Tampa Bay 9 minutes.
House
Clearwater, FL, 33763, United States
1.5k from On Top of The World Golf Club center

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

4 Bedrooms10 Guests
9.8

Exceptional

32 reviews

$400
Average price / night
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Modern 3-BedRoom House\nLarge Deck, Firepit, Chef's kitchen, King Suite
Modern 3-BedRoom House\nLarge Deck, Firepit, Chef's kitchen, King Suite
House
Clearwater, FL, 33763, United States
1.6k from On Top of The World Golf Club center

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

3 Bedrooms6 Guests
New to Booking
$224
Average price / night
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Experience Clearwater charm, just a quick 9-minutes to Tampa Bay
Experience Clearwater charm, just a quick 9-minutes to Tampa Bay
Villa
Clearwater, FL, 33763, United States
1.6k from On Top of The World Golf Club center

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

4 Bedrooms10 Guests
10.0

Exceptional

11 reviews

$574
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 Vacation 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 Vacation Rentals on the Map

Frequently Asked Questions

You can explore 1900 verified vacation rentals in On Top of The World Golf Club. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in On Top of The World Golf Club vary depending on the season, property size, and location. Rates typically start from around $101 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in On Top of The World Golf Club include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in On Top of The World Golf Club welcome pets. Currently, 52 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in On Top of The World Golf Club often include amenities such as Fireplace/Heating, Child Friendly, and Balcony/Terrace. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.