Clearwater Vacation Rentals

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Clearwater vacation rentals

A beach with a pier extending into the ocean, a sandy beach lined with palm trees, and a row of beach umbrellas.

1. PROMO PRICES - POOL VIEW - CLEARWATER BEACH - FREE WI-FI/PARKING

PROMO PRICES - POOL VIEW - CLEARWATER BEACH - FREE WI-FI/PARKING
Clearwater
9.8 out of 10, Exceptional, (54 reviews)
"Great location for a vacation. About a 5 m8n drive to the beach. Pool access right out the door. And groceries and food restaurants right outside the complex. Will definitely return."
United States
Scott F.
$254 nightly
The price is $286
Nov 11 - Nov 12
Total with taxes and fees
PROMO PRICES - POOL VIEW - CLEARWATER BEACH - FREE WI-FI/PARKING
A pathway flanked by lush tropical plants leading to a wooden door.

2. Cozy Coastal Tiny Home Retreat 🌴

Cozy Coastal Tiny Home Retreat 🌴
Spring Branch
9.2 out of 10, Wonderful, (22 reviews)
"Great place and very clean!"
United States
brian j.
$107 nightly
The price is $119
Nov 15 - Nov 16
Total with taxes and fees
Cozy Coastal Tiny Home Retreat 🌴
A backyard with a swimming pool, palm trees, and lounge chairs.

3. Renovated, small studio 3 miles from the beach #19

Renovated, small studio 3 miles from the beach #19
Lake Bellevue
$109 nightly
The price is $123
Nov 15 - Nov 16
Total with taxes and fees
Renovated, small studio 3 miles from the beach #19
A compact living space with a kitchenette, a bed, a small dining area, and a TV.

4. Sunshine Stay, 4 miles from the Beach

Sunshine Stay, 4 miles from the Beach
Downtown Clearwater
$122 nightly
The price is $137
Nov 12 - Nov 13
Total with taxes and fees
Sunshine Stay, 4 miles from the Beach
A beach with a pier, palm trees, and a building with a dome roof.

5. BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS

BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS
Clearwater
9.8 out of 10, Exceptional, (122 reviews)
"Yes great experience !the heated pool i loved! Would do again."
United States
Barbara S.
$231 nightly
The price is $259
Dec 9 - Dec 10
Total with taxes and fees
BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS
A modern living room with a grey sofa, a coffee table, and a bookshelf.

6. Fire Table + Mini Golf | 1BR House | Near Beach

Fire Table + Mini Golf | 1BR House | Near Beach
North Greenwood
$194 nightly
The price is $204
Dec 7 - Dec 8
Total with taxes and fees
Fire Table + Mini Golf | 1BR House | Near Beach
A cozy patio area with a white chair, a round table, and a hanging plant.

7. Clearwater Condo for Couples | King Bed, Workspace, Heated Pool & Gym, 12 Min to Beach

Clearwater Condo for Couples | King Bed, Workspace, Heated Pool & Gym, 12 Min to Beach
Clearwater
$259 nightly
The price is $313
Dec 7 - Dec 8
Total with taxes and fees
Clearwater Condo for Couples | King Bed, Workspace, Heated Pool & Gym, 12 Min to Beach
Beach

8. New Listing! STUNNING CONDO

New Listing! STUNNING CONDO
Clearwater
$190 nightly
The price is $213
Nov 17 - Nov 18
Total with taxes and fees
New Listing! STUNNING CONDO
A modern kitchen with a built-in stove, a dining area with a bench, and a cozy seating area with a sofa and a fireplace.

9. Luxury Studio Everything is Brand New! 5 min to the Beach!

Luxury Studio Everything is Brand New! 5 min to the Beach!
North Greenwood
8.8 out of 10, Excellent, (24 reviews)
"Great stay! Thanks for everything. Jana was very communicative. Place was clean, neighborhood was quiet and nice, and the location was great."
United States
Haley L.
$192 nightly
The price is $216
Nov 11 - Nov 12
Total with taxes and fees
Luxury Studio Everything is Brand New! 5 min to the Beach!
A tree stump with miniature houses and a small figurine.

10. Cornhole + Fire Table | 1BR House | 10 Min to Beach

Cornhole + Fire Table | 1BR House | 10 Min to Beach
North Greenwood
$180 nightly
The price is $187
Nov 12 - Nov 13
Total with taxes and fees
Cornhole + Fire Table | 1BR House | 10 Min to Beach
A hotel room with two beds, a ceiling fan, a desk, and artwork on the walls.

11. La Dolce Vita! Only 5 minutes from the beach 🏖

La Dolce Vita! Only 5 minutes from the beach 🏖
Milton Park Magnolia Heights
9.4 out of 10, Exceptional, (10 reviews)
"Super peaceful, had a great stay will definitely come back for other staycations"
United States
Zoe M.
$206 nightly
The price is $232
Nov 11 - Nov 12
Total with taxes and fees
La Dolce Vita! Only 5 minutes from the beach 🏖
A modern kitchen with white cabinets, a central island with bar stools, pendant lighting, and a view through a glass door to the outside.

12. Ground-Floor Clearwater Condo, No Stairs | King Bed, Sleeps 4, Heated Pool & Gym

Ground-Floor Clearwater Condo, No Stairs | King Bed, Sleeps 4, Heated Pool & Gym
Clearwater
10.0 out of 10, Exceptional, (1 review)
"Great space. Very clean."
United States
Kristi F.
$246 nightly
The price is $276
Dec 1 - Dec 2
Total with taxes and fees
Ground-Floor Clearwater Condo, No Stairs | King Bed, Sleeps 4, Heated Pool & Gym
A hot tub with a waterfall backdrop, a bottle of wine, and two glasses.

13. "Romantic home with a hot tub, 10 minutes from Clearwater Beach

"Romantic home with a hot tub, 10 minutes from Clearwater Beach
Clearwater
9.8 out of 10, Exceptional, (21 reviews)
"Hot tub was very nice and so was my host. would definitely book again if im in the area!"
United States
richard s.
$197 nightly
The price is $221
Nov 11 - Nov 12
Total with taxes and fees
"Romantic home with a hot tub, 10 minutes from Clearwater Beach
A living room with a sofa, a coffee table, a dining table with chairs, and a kitchen area with cabinets and appliances.

14. Sunshine & Chill - 1 Bd Apt near the beach

Sunshine & Chill - 1 Bd Apt near the beach
Clearwater
9.0 out of 10, Wonderful, (4 reviews)
"Room was clean and tidy which suited our needs for our short stay. "
United States
Adrian P.
$150 nightly
The price is $168
Nov 24 - Nov 25
Total with taxes and fees
Sunshine & Chill - 1 Bd Apt near the beach
A compact kitchen with white cabinets, a built-in oven, a microwave, a sink, and a refrigerator.

15. Comfortable and Stylish Studio Near the Beach

Comfortable and Stylish Studio Near the Beach
Downtown Clearwater
9.0 out of 10, Wonderful, (2 reviews)
"Cute little room with ice cold ac."
United States
Cindy W.
$122 nightly
The price is $137
Nov 15 - Nov 16
Total with taxes and fees
Comfortable and Stylish Studio Near the Beach
A beach with a pier, palm trees, and a pool area.

16. CHARMING CONDO MINUTES FROM GORGEOUS BEACHES & LOTS OF ATTRACTIONS

CHARMING CONDO MINUTES FROM GORGEOUS BEACHES & LOTS OF ATTRACTIONS
Clearwater
9.6 out of 10, Exceptional, (59 reviews)
"Nice stay! We used the pool, cooked and watch tv. "
United States
thomas r.
$228 nightly
The price is $256
Nov 15 - Nov 16
Total with taxes and fees
CHARMING CONDO MINUTES FROM GORGEOUS BEACHES & LOTS OF ATTRACTIONS
A spacious living area with a sectional sofa, a dining table with chairs, a ceiling fan, and a kitchen in the background.

17. Renovated Apt in Clearwater, Washer/Dryer, Pets OK

Renovated Apt in Clearwater, Washer/Dryer, Pets OK
Downtown Clearwater
10.0 out of 10, Exceptional, (1 review)
"Very clean, great location near the beach."
United States
Janice
$140 nightly
The price is $157
Nov 12 - Nov 13
Total with taxes and fees
Renovated Apt in Clearwater, Washer/Dryer, Pets OK
A bedroom with a bed, bedside table, lamp, and a view of the kitchen.

18. Cozy apartment with pool in Clearwater #515

Cozy apartment with pool in Clearwater #515
Lake Bellevue
$127 nightly
The price is $143
Nov 15 - Nov 16
Total with taxes and fees
Cozy apartment with pool in Clearwater #515
A compact kitchen with white cabinets, a microwave, and a small island with a vase of yellow flowers.

19. Seascape! Studio Apt near the Beach• Pets Welcome

Seascape! Studio Apt near the Beach• Pets Welcome
Downtown Clearwater
10.0 out of 10, Exceptional, (2 reviews)
"Great location and clean."
United States
Mark A.
$117 nightly
The price is $132
Nov 11 - Nov 12
Total with taxes and fees
Seascape! Studio Apt near the Beach• Pets Welcome
A compact kitchen with white cabinets, a built-in microwave, a sink, and a window with a view of greenery.

20. Sea La Vie! 3 miles from the beach • Pets Welcome

Sea La Vie! 3 miles from the beach • Pets Welcome
Downtown Clearwater
10.0 out of 10, Exceptional, (2 reviews)
"It was so nice and clean and perfect area. "
United States
Teresa C.
$114 nightly
The price is $129
Nov 11 - Nov 12
Total with taxes and fees
Sea La Vie! 3 miles from the beach • Pets Welcome
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Find vacation rentals that suit your style

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Aparthotels
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Condos
Condos

Top Clearwater Hotel Reviews

A hotel with multiple floors, a covered entrance, and palm trees in the foreground.
Holiday Inn Express & Suites St. Petersburg - Madeira Beach by IHG

Holiday Inn Express & Suites St. Petersburg - Madeira Beach by IHG

Holiday Inn Express & Suites St. Petersburg - Madeira Beach by IHG
St. Petersburg

10/10 Excellent

Amazing experience
United States
Agustin
Reviewed August 6, 2025
Holiday Inn Express & Suites St. Petersburg - Madeira Beach by IHG

Find out more about Clearwater

Everything you need to know about Clearwater vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Clearwater vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Clearwater vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Clearwater vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Clearwater. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Clearwater in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $119 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Clearwater rentals

At Expedia, we put the best Clearwater vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Clearwater rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Clearwater vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Clearwater. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find vacation rentals in Clearwater?

Yes, we give you a choice of vacation rentals in Clearwater close to Tampa Bay Grand Prix, or you can choose a more remote option if you're looking for a relaxing stay. Visitors to Clearwater like the popular beaches and live music. The festivals and theater scene are some other things you might like to check out during your trip.

What are some of the best vacation rentals in Clearwater?

Family Getaway – 4-BR House w/ Parking & Patio: Visitors like this Clearwater vacation home rental. It has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family. Other favorite homes for rent in Clearwater are Remodeled Home with a Pool, Covered Lanai, King Bed, 4 Bedrooms, and BBQ Grill! and Clearwater Dream! Singles Pickleball, Heated Pool.

How many vacation rentals are there in Clearwater?

Expedia has 147 vacation rentals for your stay in Clearwater.

What’s there to see and do in Clearwater?

Family-friendly attractions include Tampa Bay Grand Prix and Celebration Station, whereas Tampa Bay and Coachman Park are a couple of great spots to enjoy the outdoors. While here, BayCare Ballpark and Eddie C. Moore Softball Complex are other places worth a visit.

What’s a vacation rental in Clearwater like?

Vacation rentals are privately owned properties you can book for a long or short time in Clearwater. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for family trips.

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