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Vacation Rentals in Clearwater

Find the vacation rentals that appeal to you the most

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Vacation Rentals for every style

Find the right vacation rental for you in Clearwater

Top picks for Clearwater hotels

Explore our most popular hotels in Clearwater

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Review score

Villa Florentina.

Clearwater

Villa Florentina. Is located in Clearwater, just 18 miles from John's Pass Village and Boardwalk and 20 miles from Raymond James Stadium.

k
keith
From
United States
The place was amazing as was the host....
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 13 reviews
Price from
TL 12,945.67
1 night, 2 adults

Sparkling Guest Home 2 bedroom-15 Minutes to Clearwater Beach

Clearwater

Sparkling Guest Home 2 bedroom-15 Minutes to Clearwater Beach offers accommodations in Clearwater, 15 miles from John's Pass and 15 miles from John's Pass Village and Boardwalk.

R
Renee
From
United States
The location was perfect for going to the beach. There tends to be some traffic, but it's worth it. The owner was responsive, almost immediately each time.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 12 reviews
Price from
TL 7,859.87
1 night, 2 adults

Stylish 1K bed Suit with Shared Pool 512

Clearwater

Stylish 1K bed Suit with Shared Pool 512 is located in Clearwater, just 1.7 miles from Pier 60 and 12 miles from John's Pass. This property offers a private pool and free private parking.

L
Lina
From
United States
Very comfortable, clean and settled for a good staying
Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 7 reviews
Price from
TL 3,638.83
1 night, 2 adults

2B1B Stylish little house w Shared Pool 511

Clearwater

2B1B Stylish little house w Shared Pool 511 is located in Clearwater, just 1.7 miles from Pier 60 and 12 miles from John's Pass.

S
Sarah
From
United States
Property was fantastic! The pool and free laundry was an extra bonus!! 8 mins from Clearwater ☀️☀️💓💓
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 39 reviews
Price from
TL 3,981.31
1 night, 2 adults

Gorgeous condo, 2 bedrooms, 2 baths, with pool, minutes to Clearwater Beach

Clearwater

Providing a terrace, Gorgeous condo, 2 bedrooms, 2 baths, with pool, minutes to Clearwater Beach provides accommodations in Clearwater.

m
maldonado
From
United States
The condo had everything for us, including a crackpot! We loved the location as it was minutes to the beach and the aquarium that our oldest was doing a camp at. We were all comfortable, and our youngest loved the pull out couch because she got the biggest tv. :) The bedrooms were comfortable, and the kitchen had everything we could need.
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 7 reviews
Price from
TL 8,746.03
1 night, 2 adults

Affordable 3BR Getaway10 Min to Beach Pool21

Clearwater

Affordable 3BR Getaway10 Min to Beach Pool21 offers accommodations in Clearwater, 1.7 miles from Pier 60 and 12 miles from John's Pass.

E
Elizabeth
From
United States
The apartment was very spacious and people were friendly
Scored out of 10, guest rating 7.8
Good - What previous guests thought, 9 reviews
Price from
TL 4,152.55
1 night, 2 adults

Minutes away from Clearwater beach

Clearwater

Minutes away from Clearwater beach is located in Clearwater, just 7.5 miles from Pier 60 and 13 miles from Tropicana Field. This property offers access to a patio, free private parking, and free Wifi....

A
Alison
From
United States
Location and overall feel of the property. Overall the property is well kept, it's nice to have had a washer and dryer on site although it took us a while to find it. There was a separate room/door from the car port that has them in.
Scored out of 10, guest rating 7.3
Good - What previous guests thought, 10 reviews
Price from
TL 5,779.32
1 night, 2 adults

Elegant Cozy Oasis on a traffic free street

Clearwater

Elegant Cozy Oasis on a traffic free street offers accommodations in Clearwater, 2.9 miles from Pier 60 and 15 miles from John's Pass.

R
Robert
From
United States
Nice quiet clean home with everything needed and provided. Comfortable beds.
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 40 reviews
Price from
TL 5,435.55
1 night, 2 adults

4 Bedroom Clearwater Vacation Home with Amazing Backyard

Clearwater

17 miles from John's Pass in Clearwater, 4 Bedroom Clearwater Vacation Home with Amazing Backyard offers accommodations with access to a steam room.

B
Briana1234
From
United States
We enjoyed our stay. There is plenty of room for the kids. Nice pool. Everything you need in the house. The owner was easy to reach and very helpful. Nice backyard for our dog. The beds were comfy.
Scored out of 10, guest rating 7.1
Good - What previous guests thought, 13 reviews
Price from
TL 16,921.84
1 night, 2 adults

Clearwater Penthouse 5 min Beach walk Heated Pool

Clearwater Beach (Near Clearwater)

Clearwater Penthouse 5 min Beach walk Heated Pool offers accommodations in Clearwater Beach, a 6-minute walk from Clearwater Beach and 3 miles from Pier 60.

D
Danielle
From
United States
We did a staycation for Easter and it was PERFECT! Beautiful home and the view of the intercostal from the top deck is even better! Elevator is key when getting to the top floor down to the pool. House had everything you need; just bring food and drinks and you're all set! The location is perfect and not in a loud or in a busy area; just a short walk to all the shops and of course the beach. Everyone in the other condos and by the pool were friendly! Definitely a must stay!
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 8 reviews
Price from
TL 34,247.80
1 night, 2 adults
All vacation rentals in Clearwater

The best vacation rentals in Clearwater

Check out our selection of great vacation rentals in Clearwater

Filter by:

Review score

Villa Florentina.

Clearwater

Villa Florentina. Is located in Clearwater, just 18 miles from John's Pass Village and Boardwalk and 20 miles from Raymond James Stadium.

k
keith
From
United States
The place was amazing as was the host....
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 13 reviews
Price from
TL 12,945.67
1 night, 2 adults

Sparkling Guest Home 2 bedroom-15 Minutes to Clearwater Beach

Clearwater

Sparkling Guest Home 2 bedroom-15 Minutes to Clearwater Beach offers accommodations in Clearwater, 15 miles from John's Pass and 15 miles from John's Pass Village and Boardwalk.

R
Renee
From
United States
The location was perfect for going to the beach. There tends to be some traffic, but it's worth it. The owner was responsive, almost immediately each time.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 12 reviews
Price from
TL 7,859.87
1 night, 2 adults

Stylish 1K bed Suit with Shared Pool 512

Clearwater

Stylish 1K bed Suit with Shared Pool 512 is located in Clearwater, just 1.7 miles from Pier 60 and 12 miles from John's Pass. This property offers a private pool and free private parking.

L
Lina
From
United States
Very comfortable, clean and settled for a good staying
Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 7 reviews
Price from
TL 3,638.83
1 night, 2 adults

2B1B Stylish little house w Shared Pool 511

Clearwater

2B1B Stylish little house w Shared Pool 511 is located in Clearwater, just 1.7 miles from Pier 60 and 12 miles from John's Pass.

S
Sarah
From
United States
Property was fantastic! The pool and free laundry was an extra bonus!! 8 mins from Clearwater ☀️☀️💓💓
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 39 reviews
Price from
TL 3,981.31
1 night, 2 adults

Gorgeous condo, 2 bedrooms, 2 baths, with pool, minutes to Clearwater Beach

Clearwater

Providing a terrace, Gorgeous condo, 2 bedrooms, 2 baths, with pool, minutes to Clearwater Beach provides accommodations in Clearwater.

m
maldonado
From
United States
The condo had everything for us, including a crackpot! We loved the location as it was minutes to the beach and the aquarium that our oldest was doing a camp at. We were all comfortable, and our youngest loved the pull out couch because she got the biggest tv. :) The bedrooms were comfortable, and the kitchen had everything we could need.
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 7 reviews
Price from
TL 8,746.03
1 night, 2 adults

Affordable 3BR Getaway10 Min to Beach Pool21

Clearwater

Affordable 3BR Getaway10 Min to Beach Pool21 offers accommodations in Clearwater, 1.7 miles from Pier 60 and 12 miles from John's Pass.

E
Elizabeth
From
United States
The apartment was very spacious and people were friendly
Scored out of 10, guest rating 7.8
Good - What previous guests thought, 9 reviews
Price from
TL 4,152.55
1 night, 2 adults

Minutes away from Clearwater beach

Clearwater

Minutes away from Clearwater beach is located in Clearwater, just 7.5 miles from Pier 60 and 13 miles from Tropicana Field. This property offers access to a patio, free private parking, and free Wifi....

A
Alison
From
United States
Location and overall feel of the property. Overall the property is well kept, it's nice to have had a washer and dryer on site although it took us a while to find it. There was a separate room/door from the car port that has them in.
Scored out of 10, guest rating 7.3
Good - What previous guests thought, 10 reviews
Price from
TL 5,779.32
1 night, 2 adults

Elegant Cozy Oasis on a traffic free street

Clearwater

Elegant Cozy Oasis on a traffic free street offers accommodations in Clearwater, 2.9 miles from Pier 60 and 15 miles from John's Pass.

R
Robert
From
United States
Nice quiet clean home with everything needed and provided. Comfortable beds.
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 40 reviews
Price from
TL 5,435.55
1 night, 2 adults

4 Bedroom Clearwater Vacation Home with Amazing Backyard

Clearwater

17 miles from John's Pass in Clearwater, 4 Bedroom Clearwater Vacation Home with Amazing Backyard offers accommodations with access to a steam room.

B
Briana1234
From
United States
We enjoyed our stay. There is plenty of room for the kids. Nice pool. Everything you need in the house. The owner was easy to reach and very helpful. Nice backyard for our dog. The beds were comfy.
Scored out of 10, guest rating 7.1
Good - What previous guests thought, 13 reviews
Price from
TL 16,921.84
1 night, 2 adults

Clearwater Penthouse 5 min Beach walk Heated Pool

Clearwater Beach (Near Clearwater)

Clearwater Penthouse 5 min Beach walk Heated Pool offers accommodations in Clearwater Beach, a 6-minute walk from Clearwater Beach and 3 miles from Pier 60.

D
Danielle
From
United States
We did a staycation for Easter and it was PERFECT! Beautiful home and the view of the intercostal from the top deck is even better! Elevator is key when getting to the top floor down to the pool. House had everything you need; just bring food and drinks and you're all set! The location is perfect and not in a loud or in a busy area; just a short walk to all the shops and of course the beach. Everyone in the other condos and by the pool were friendly! Definitely a must stay!
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 8 reviews
Price from
TL 34,247.80
1 night, 2 adults
All vacation rentals in Clearwater

Most booked vacation rentals in Clearwater and surrounding area in the past month

See all

Popular with guests booking vacation rentals in Clearwater

Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 25 reviews

Popular with guests booking vacation rentals in Clearwater

Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 3 reviews

Popular with guests booking vacation rentals in Clearwater

Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 5 reviews

Popular with guests booking vacation rentals in Clearwater

Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 26 reviews

Popular with guests booking vacation rentals in Clearwater

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 13 reviews

Popular with guests booking vacation rentals in Clearwater

Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 7 reviews

Popular with guests booking vacation rentals in Clearwater

Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 39 reviews

Popular with guests booking vacation rentals in Clearwater

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 9 reviews

Popular with guests booking vacation rentals in Clearwater

Scored out of 10, guest rating 7.3
Good - What previous guests thought, 10 reviews

Popular with guests booking vacation rentals in Clearwater

Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 40 reviews

These vacation rentals in Clearwater and nearby have options with free cancellation

Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 41 reviews

RV Camper Paradise on the Wheels Near Clearwater Beaches offers accommodations in Largo, 2.9 miles from Pier 60 and 11 miles from John's Pass.

From TL 9,311.98 per night

Meranova Guest Inn

Dunedin
Free cancellation options available
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 134 reviews

4.3 miles from Pier 60 in the center of Dunedin, Meranova Guest Inn features accommodations with access to wellness packages.

Tropical Breeze

Clearwater Beach
Free cancellation options available
Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 449 reviews

Tropical Breeze offers accommodations in Clearwater Beach, a 4-minute walk from Clearwater Beach and 2.9 miles from Pier 60. This property offers a heated pool and free private parking.

From TL 11,519.03 per night

Sunny Side Cottages

Dunedin
Free cancellation options available
Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 402 reviews

4.6 miles from Pier 60 in Dunedin, Sunny Side Cottages features accommodations with access to a hot tub.

From TL 7,058.47 per night

Monaco Vacation Rentals

Clearwater Beach
Free cancellation options available
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 437 reviews

Monaco Vacation Rentals in Clearwater Beach provides accommodations with an outdoor swimming pool, a garden, and a terrace.

From TL 10,787.63 per night
Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 203 reviews

Emerald on the Water - Formerly Belleair Beach Club enjoys a location in Clearwater Beach, a few steps from Belleair Beach and 6.1 miles from Pier 60.

From TL 13,283.65 per night

Charming Home with Yard about 5 Mi to Clearwater Beach! is located in Clearwater, just 15 miles from John's Pass and 15 miles from John's Pass Village and Boardwalk.

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 3 reviews

Family-Friendly Clearwater Home with Game Room! offers accommodations in Clearwater, 14 miles from John's Pass Village and Boardwalk and 18 miles from Tropicana Field.

Enjoy breakfast in Clearwater and nearby

Beautiful 5 bedroom Clearwater home close to beach offers accommodations in Clearwater, 3.5 miles from Pier 60 and 14 miles from John's Pass.

Pine Street

Clearwater
Breakfast options
Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 40 reviews

Pine Street is located in Clearwater, just 2 miles from Pier 60 and 13 miles from John's Pass. This property offers access to a terrace, free private parking, and free Wifi.

Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 6 reviews

Clearwater Cabana - Gorgeous Home with Heated Pool is located in Clearwater, just 3.5 miles from Pier 60 and 13 miles from John's Pass.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Convenient Clearwater Condo Less Than 4 Mi to Beach! is located in Clearwater, just 1.6 miles from Pier 60 and 13 miles from John's Pass.

Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 3 reviews

Tropical Retreat with Heated Pool & Firepit is located in Clearwater, just 2.3 miles from Pier 60 and 14 miles from John's Pass.

From TL 25,170.31 per night
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 1 review

Avalon at Clearwater Royal Marina offers accommodations in Clearwater, 1.8 miles from Pier 60 and 12 miles from John's Pass. This apartment features air-conditioned accommodations with a balcony.

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 3 reviews

The Avalon Royal Dream is located in Clearwater Beach, just 2 miles from Pier 60 and 13 miles from John's Pass. This apartment features air-conditioned accommodations with a balcony.

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 4 reviews

Featuring barbecue facilities, o CHARMING CONDO MINUTES FROM GORGEOUS CLEARWATER BEACHES o features accommodations in Clearwater.

Highly rated vacation rentals in Clearwater and nearby

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 8 reviews

Clearwater Penthouse 5 min Beach walk Heated Pool offers accommodations in Clearwater Beach, a 6-minute walk from Clearwater Beach and 3 miles from Pier 60.

From TL 39,213.73 per night
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 12 reviews

Waterfront Luxury w/ Heated Salt Pool & Golf Cart is a recently renovated vacation home in Clearwater Beach where guests can make the most of the indoor pool and terrace.

From TL 70,188.16 per night
Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 9 reviews

Spacious 5 bedrooms 3 bathrooms Family-Friendly Home With Heated salt Pool offers accommodations in Clearwater, 13 miles from John's Pass and 13 miles from John's Pass Village and Boardwalk.

Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 8 reviews

Providing a garden, Delightful 3 Bdrm Home, Mins to Clearwater Beach features accommodations in Clearwater. This property offers access to a patio and free private parking.

Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 13 reviews

Lovely 2-Bedrooms Central Clearwater Apartment offers accommodations in Clearwater, 12 miles from John's Pass Village and Boardwalk and 18 miles from Chihuly Collection.

Luna Vacation

Largo
8.0+ review score
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 19 reviews

Featuring garden views, Luna Vacation in Largo features accommodations, an infinity pool, an indoor pool, a garden, and a terrace.

Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 10 reviews

The Blue Villa - Luxury Clearwater by BlueBellaEstate offers accommodations in Largo, 3.3 miles from Pier 60 and 11 miles from John's Pass.

Bayview

Clearwater
8.0+ review score
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 12 reviews

6.4 miles from Pier 60 in Clearwater, Bayview provides accommodations with access to a sauna and hot tub. This property offers access to a terrace and free private parking.

Vacation Rentals with swimming pools in Clearwater and nearby

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 4 reviews

Luxury 5 Star Waterfront Condo 3 Bdr 2 Bath Pool Hot-Tub Panoramic Gulf and Intracoastal Waterway Views is a recently renovated apartment in Clearwater Beach where guests can make the most of its pool...

From TL 26,364.38 per night
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Heated Pool House: Beach 3Miles · Bar · BBQ & GYM! is located in Largo, just 4.8 miles from Pier 60 and 10 miles from John's Pass. This property offers access to a terrace and free private parking.

From TL 29,116.19 per night
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 2 reviews

SLEEP 18 Heated Pool Tiki 5 min to Beach Kayak is located in Largo, just 5.1 miles from Pier 60 and 11 miles from John's Pass.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

O BEAUTIFUL CONDO MINUTES FROM GORGEOUS CLEARWATER BEACHES o offers a fitness center and free private parking, and is within 1.8 miles of Pier 60 and 12 miles of John's Pass.

From TL 17,465.80 per night

The Avalon Royal Tropical is located in Clearwater, just 1.9 miles from Pier 60 and 13 miles from John's Pass. This apartment provides air-conditioned accommodations with a balcony.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 2 reviews

Featuring a garden, WFH Away from Home! FREE Wi-Fi and Parking, 4mi to Clearwater Beach provides accommodations in Clearwater. This property offers a private pool, free Wifi, and free private parking.

From TL 12,211.91 per night

Located in Clearwater, Avalon Paradise is an apartment boasting an outdoor pool. The apartment is 1.3 mi from Pier 60. A dishwasher, an oven and a microwave can be found in the kitchen.

O STUNNING CONDO MINUTES FROM GORGEOUS BEACHES o offers accommodations in Clearwater, 2 miles from Pier 60 and 13 miles from John's Pass.

From TL 16,114.39 per night

FAQ about vacation rentals in Clearwater

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