Skip to main content

Cottages in Clearwater

Find the cottages that appeal to you the most

Cottages for every style

Find the right cottage for you in Clearwater

The best cottages in Clearwater

Check out our selection of great cottages in Clearwater

Filter by:

Review score

Tropical House

Clearwater

Tropical House offers accommodations in Clearwater, 2.2 miles from Pier 60 and 12 miles from John's Pass. This property offers access to a terrace, free private parking, and free Wifi.

S
Steigerwald
From
United States
Very friendly hosts that were eager to help us have a wonderful stay! Location was centrally located close to parks and the beach. House was nicely decorated and furnished. Would recommend this place!
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 7 reviews
Price from
$188.10
1 night, 2 adults

Stylish 1q Unit With Pool 11 Handicap Access

Clearwater

Stylish 1q Unit With Pool 11 Handicap Access is located in Clearwater, just 1.7 miles from Pier 60 and 12 miles from John's Pass.

A
Aleksei
From
Russia
There is very responsibility manager, thanks for quick support all the time
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 6 reviews
Price from
$91
1 night, 2 adults

Sea Turtle Cove

Clearwater

Sea Turtle Cove offers accommodations in Clearwater, 4.2 miles from Pier 60 and 15 miles from John's Pass. Both Wifi and private parking are accessible at the vacation home free of charge.

A
Amy
From
United States
It was charming, clean, and comfortable. We would stay here again in a heartbeat. Everything was perfect and we were delighted with the property and area.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 17 reviews
Price from
$145.80
1 night, 2 adults

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
$302.40
1 night, 2 adults

Private 5BR Oasis with Pool Near Clearwater Beach

Clearwater

Private 5BR Oasis with Pool Near Clearwater Beach offers accommodations in Clearwater, 4.3 miles from Pier 60 and 15 miles from John's Pass.

I
Iradi
From
United States
Great location, gorgeous stay and the host was FAST in responding to any questions.
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 15 reviews
Price from
$362.07
1 night, 2 adults

Relaxing Coastal Comfort - Heated Pool

Clearwater

Relaxing Coastal Comfort - Heated Pool is located in Clearwater, just 8.4 miles from Pier 60 and 14 miles from Chihuly Collection.

L
Linda
From
United States
This was a very lovely, comfortable and clean home. Great value for the money. We stay in Airbnb’s, etc whenever we go out of town, and this one was without exception, excellent!! Would definitely rent again!
Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 15 reviews
Price from
$311.50
1 night, 2 adults

Family Friendly Home Near Beach and Downtown

Clearwater

Offering a private beach area, a garden, and free Wifi, Family Friendly Home Near Beach and Downtown is a recently renovated vacation home 1.6 miles from Pier 60 and 13 miles from John's Pass.

S
Sarah
From
United Kingdom
The house was perfect for us. Beautifully decorated with everything you could possible need during your stay. The hosts provided instructional videos on how to work everything. The beds in particular were super comfortable!
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 6 reviews
Price from
$171.70
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
$92
1 night, 2 adults

Clearwater Cabana - Gorgeous Home with Heated Pool

Clearwater

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.

B
Bethterese
From
United States
No Gimmicks. Home was exactly as promoted in the pictures and brochure !Needed to add an extra day and this was readily accommodated . Our growing family was very comfortable. Ages 1 to 58 enjoyed !Beautifully decorated and clean. Fully stocked kitchen and baths . Convenient location minutes away from beach , attractions and grocery needs. Very quiet friendly neighborhood. We loved the pool!
Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 6 reviews
Price from
$230
1 night, 2 adults

1k Bed Studio Apt With Shared Pool 07

Clearwater

1k Bed Studio Apt With Shared Pool 07 offers accommodations in Clearwater, 1.7 miles from Pier 60 and 12 miles from John's Pass.

C
Carson
From
United States
It was very clean, safe, and had everything we needed! The staff even gave us free extra towels!!
Scored out of 10, guest rating 7.6
Good - What previous guests thought, 14 reviews
Price from
$98
1 night, 2 adults
All cottages in Clearwater

Looking for a cottage?

Cottages are perfect for travelers who enjoy feeling cozy and independent in the countryside. Usually small, traditionally built houses, cottages are spread across one or two floors – making them great for families or vacations with a little more privacy.

Most booked cottages in Clearwater and surrounding area in the past month

See all

Popular with guests booking cottages in Clearwater

Scored out of 10, guest rating 7.6
Good - What previous guests thought, 22 reviews

Popular with guests booking cottages in Clearwater

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 2 reviews

Popular with guests booking cottages in Clearwater

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 17 reviews

Popular with guests booking cottages in Clearwater

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

Popular with guests booking cottages in Clearwater

Scored out of 10, guest rating 6.5
Pleasant - What previous guests thought, 2 reviews

Popular with guests booking cottages in Clearwater

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

Popular with guests booking cottages in Clearwater

Popular with guests booking cottages in Clearwater

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

Popular with guests booking cottages in Clearwater

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

Popular with guests booking cottages in Clearwater

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

Enjoy breakfast in Clearwater and nearby

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.

Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 6 reviews

Large 3 Bedroom Home 12 Minutes to Beach is located in Clearwater, just 3.7 miles from Pier 60 and 15 miles from John's Pass.

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.

Sunny Clearwater Escape 3BR Game Room Pool 3 Baths offers accommodations in Clearwater, 2 miles from Pier 60 and 14 miles from John's Pass.

3 miles from Pier 60 in Clearwater, Sandy Retreat Pool Home - Vacation Rental provides accommodations with access to a spa center. Guests can go for a swim in the private pool.

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.

Hot Tub - Pet Friendly - Mins to Beach - Sleeps 11 - Family offers accommodations in Clearwater, 4 miles from Pier 60 and 14 miles from John's Pass.

These cottages in Clearwater and nearby have options with free cancellation

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 2 reviews

Clearwater Hideaway w Huge Lap POOL 7 min to BEACH is located in Clearwater, just 2.8 miles from Pier 60 and 15 miles from John's Pass. Guests can go for a swim in the private pool.

From $723.53 per night

Free Heated Pool 6 MI to Clearwater Beach

Clearwater
Free cancellation options available
Scored out of 10, guest rating 6.3
Pleasant - What previous guests thought, 3 reviews

Free Heated Pool 6 MI to Clearwater Beach offers accommodations in Clearwater, 3.4 miles from Pier 60 and 11 miles from John's Pass.

1 King Bed Unit With Shared Pool

Clearwater
Free cancellation options available

1 King Bed Unit With Shared Pool offers accommodations in Clearwater, 1.7 miles from Pier 60 and 12 miles from John's Pass. This property offers a private pool, free Wifi, and free private parking.

From $459.91 per night

1k Bed Studio Apt With Shared Pool 07

Clearwater
Free cancellation options available
Scored out of 10, guest rating 7.6
Good - What previous guests thought, 14 reviews

1k Bed Studio Apt With Shared Pool 07 offers accommodations in Clearwater, 1.7 miles from Pier 60 and 12 miles from John's Pass.

From $301.14 per night

1k Bed Studio Apt With Shared Pool 06

Clearwater
Free cancellation options available
Scored out of 10, guest rating 7.6
Good - What previous guests thought, 22 reviews

1k Bed Studio Apt With Shared Pool 06 offers accommodations in Clearwater, 1.7 miles from Pier 60 and 12 miles from John's Pass.

From $319.79 per night

Largo Pool Retreat 1 Mile to Beach

Largo
Free cancellation options available
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 3 reviews

This property offers a private pool, free Wifi, and free private parking.

3442 Azalea Pl

Largo
Free cancellation options available

3442 Azalea Pl is located in Largo, just 12 miles from John's Pass Village and Boardwalk and 13 miles from Tropicana Field. The air-conditioned accommodation is 12 miles from John's Pass.

From $3,124.87 per night

Largo 3br Wbackyard Funnear Belleair Beach

Largo
Free cancellation options available

Largo 3br Wbackyard Funnear Belleair Beach offers accommodations in Largo, 6.5 miles from Pier 60 and 12 miles from John's Pass.

From $687.04 per night

Traveling by car? These cottages in Clearwater and nearby offer free parking

Scored out of 10, guest rating 7.1
Good - What previous guests thought, 13 reviews

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

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

Both free Wifi and parking on-site are available at Private Pool 6 MI to Clearwater Beach Fire Pit Game Room free of charge. Outdoor seating is also available at the villa.

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

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.

From $304 per night
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.

2631 Cedarglen Drive is located in Dunedin, just 6.7 miles from Pier 60 and 18 miles from Raymond James Stadium. Both free Wifi and parking on-site are accessible at the vacation home free of charge.

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 1 review

Offering a garden, Family ready-8min to beach by car & walk to dwtn features accommodations in Largo. Both free Wifi and parking on-site are accessible at the vacation home free of charge.

From $561.58 per night
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 2 reviews

Located in Safety Harbor, within a 18-minute walk of Safety Harbor Beach and 7.8 miles of Pier 60, Safety Harbor Motel has accommodations with barbecue facilities and free WiFi throughout the property...

From $417.05 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.

FAQ about cottages in Clearwater

Cottages That Guests Love in Clearwater

See all
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 26 reviews
It was excellent neighbor hood the house was very clean and the owner had extra stuff towels sheets pillow put out for us had some food in cabinets for us to fix to eat had some sand toys put out for my daughter great person answer every email I had sent really recommend this place to stay
Guest review by
johnathan
Family with young children