50 Best Clearwater Beach rentals on Holiday Lettings - Apartments

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1,960 Vacation rentals

(28) Excellent 

30

Apartment rental in Clearwater with golf nearby

Florida / Clearwater

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool
Ideally located on Florida's Gulf Coast just minutes from many of America’s best beaches. The apartments are situated on the shores of beautiful Lake Tarpon, just north of Clearwater. The big and exciting city of Tampa together with its International Airport is just 30 …see more

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from $93 / night

$426 / week

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from $93 / night

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“Comfortable, Spacious, well located condo”

Reviewed 18 May 2013

We spent a really lovely six weeks across March/April in this ground floor one bed condo. The accommodation is the first one as you approach the complex and, as such, has the advantage of being ab… More

“Great value for a couple”

Reviewed 11 Jan 2013

A smaller apartment, accommodating 2 people is not easy to find in Florida but this one is just perfect; as described and good value. The bed was comfy (not too firm) and the kitchen was clean and ea… More

“A Piece of Heaven”

Reviewed 29 Jul 2012

All you could ask for, a home from home. The views are awesome onto the lake and it is so peaceful. Lovely to sit out on the patio in the evening knowing the bugs couldn't get to us and watch the wo… More

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(7) Good 

23

Clearwater Vacation apartment rental

Florida / Clearwater

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
I'm happy to offer a nice newly renovated and refurnished Apartment 5 minutes drive to Clearwater Beach. Unlimited WiFi and cable TV with 2 large LCD TVs. Quiet patio, large, stylish swimming pool, gym 24/7. Walking distance to supermarket, bars and restaurants. Long te …see more

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from $87 / night

$500 / week

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Responds fast!
avg. 3 hours 17 minutes

from $87 / night

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(3) Very Good 

25

Vacation apartment in Clearwater

Florida / Clearwater

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Newly renovated and refurnished Condo, 5 minutes drive to Clearwater Beach. Unlimited WiFi and cable TV (free Netflix). Quiet patio, large, stylish swimming pool, gym 24/7. Walking distance to supermarket, bars and restaurants. Long term rentals allowed Only 6 mins driv …see more

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from $87 / night

$609 / week

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Responds fast!
avg. 3 hours 17 minutes

from $87 / night

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(39) Excellent 

20

Vacation cottage rental

Florida / Clearwater

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
Our 2/1 Banana Breeze/Lazy Lemon vacation home is part of a family friendly self-catering 7 cottage resort located on the quiet Cyprus Avenue behind the Chapel by the Sea Church, on Clearwater Beach Island. These beautiful homes are landscaped together in a tropical gar …see more

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from $130 / night

$885 - $1,765 / week

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from $130 / night

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“Cozy place with good comfort”

Reviewed 11 Jan 2016

We enjoyed the stay at the Banana Breeze and the friendly support from the owners. The place is well equipped, reasonably priced, quiet, close to both the beach and many restaurants, and has two pools… More

“Home away from Home!”

Reviewed 29 Dec 2015

Our family loves to stay at the Banana Breeze and have done so for 7 years! This is truly our home away from home. Teresa and Max are fantastic VRBO and we enjoy catching up for our annual visit. The … More

“great place, great location”

Reviewed 29 Dec 2015

wonderful location, walking distance to everything you need. Clean, spacious, very well maintained. All the items you need are in kitchen and good quality.… More

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13

Vacation home in Clearwater

Florida / Clearwater

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
Bright and Light home in quiet neighborhood with private pool. Near boating ramp.4 bedrooms,3 Bathrooms and private pool. Minutes away from beaches, downtown Tampa and downtown Safety Harbor. Near shopping plazas, grocery stores and restaurants. Master bedroom and livin …see more

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from $300 / night

$2,100 / week

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from $300 / night

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8

Clearwater Vacation condo rental

Florida / Clearwater

2 4 90 nights min

  • 2 bedrooms
  • Sleeps 4
  • 90 nights min
  • Swimming pool
  • Air conditioning
  • Private garden
** VACATION RENTAL CLEAR WATER FLORDIA USA*** 1845 SOUTH HIGHLAND 33756, USA ** 55 PLUS COMMUNITY ONLY ** BRIGHT 2 BEDROOM, 2 BATH FULLY FURNISHED & GROUND LEVEL CONDO FOR RENT IN BEAUTIFUL CLEAR WATER FLORDIA MONTHS AVAILABILITY NOVEMBER 17TH, 2017 TO MAY 31TH, 201 …see more

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from $62 / night

$432 / week

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from $62 / night

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19

Apartment rental in Clearwater

Florida / Clearwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Close to restaurants, shopping and just 3.2 miles from Clearwater Beach This unit has it all just bring your bags and come home. TOO many updates to list. Located in the serene Sunshine Towers! Completely renovated in 2015 to include: New bathroom/shower/vanity, New pa …see more

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from $57 / night

$397 / week

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from $57 / night

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38

Vacation townhouse in Clearwater

Florida / Clearwater

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Nestled on a quiet street within one of the most sought after locations of South Beach this stunning Townhome really does have the wow factor on every level, in fact an amazing 4 levels to be precise! With only a very short walk to the crystal white sands of the Gulf & …see more

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from $288 / night

$2,016 / week

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from $288 / night

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12

Vacation home in Clearwater

Florida / Clearwater

2 4 30 nights min

  • 2 bedrooms
  • Sleeps 4
  • 30 nights min
  • Swimming pool
  • Air conditioning
  • Pet friendly
Your pets are welcome. This two bed, two bath home has resilient flooring throughout. Includes an office space, for those traveling for work, or working on that novel. Fully furnished, including flat scree televisions, towels, linens, dishes, and cookware. Parking is on …see more

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from $34 / night

$234 / week

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from $34 / night

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15

Clearwater Vacation apartment rental

Florida / Clearwater

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Nicely appointed 1 bedroom 1 bath on the first floor overlooking a garden type view and not the parking lot. This unit has a full equipped kitchen, dining area, large living room, and a patio-type balcony. Towels, pillows and linens are included. Dining area provides a …see more

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from $79 / night

$550 - $750 / week

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from $79 / night

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4

Home rental in Clearwater with shared pool

Florida / Clearwater

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Beautiful listing here in Florida with many amazing features. You will be blow away number the scenery and location. Just minutes from shopping plazas in different directions. Convenience stores and restaurants are also in very close proximity. Might I add that walmart …see more

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from $199 / night

$1,393 / week

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from $199 / night

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33

Vacation condo with shared pool in Clearwater

Florida / Clearwater

2 4 14 nights min

  • 2 bedrooms
  • Sleeps 4
  • 14 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Spoil yourself with this luxurious resort-like private beach club on Sand Key Beach! This condo at the prestigious Crescent Beach Club is directly overlooking the sugary white sands with a private gated spiral staircase leading you to paradise! Sand Key is known for it …see more

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from $150 / night

$1,050 - $1,295 / week

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from $150 / night

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25

Home rental in Clearwater

Florida / Clearwater

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
Leave your worries behind when you head to Clearwater, Florida for a relaxing retreat at this 3-bedroom, 2-bathroom vacation rental house! Nestled in a peaceful neighborhood, this 2,070-square-foot abode provides up to 6 guests with modern amenities and an ideal locatio …see more

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from $145 / night

$1,015 - $1,365 / week

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Responds fast!
avg. 2 hours 55 minutes

from $145 / night

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(8) Excellent 

37

Vacation apartment rental

Florida / Clearwater

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 4 mi
  • Swimming pool
  • Child friendly
The AVALON is a resort style condominium complex with all the appointed amenities including a heated pool, fitness centre, clubhouse and Wi-Fi. Only 7 minutes drive away from Clearwater Beach which is rated one of the top beaches in the USA. Second floor Unit approxim …see more

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from $75 / night

$500 / week

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Responds fast!
avg. 2 hours 48 minutes

from $75 / night

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(2) Very Good 

31

Vacation apartment rental

Florida / Clearwater

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Air conditioning
One bedroom, one bath suite. Kitchenette. Pool, wi-fi, cable TV. Parking for one car. Adults only, no children allowed. Clean, quiet and affordable, the 1 Bedroom Suite is perfect for couples who want more than a typical hotel room, and prefer a bit of pri …see more

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from $100 / night

$637 - $1,309 / week

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Responds fast!
avg. 2 hours 21 minutes

from $100 / night

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(1)  

18

Vacation home rental

Florida / Clearwater

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Ask about children
  • Ask about pets
SLICE OF PARADISE II This charming 2-BR unit offering an area for grilling and chilling! Enjoy the charm of this nicely decorated tropical beach apartment! Nestled in the Tourist District of North Clearwater Beach you are only a few blocks over to the white sands and bl …see more

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from $171 / night

$1,200 / week

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from $171 / night

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14

Vacation condo in Clearwater

Florida / Clearwater

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning
Enjoy the Owner's deluxe condo featuring Tommy Bahama furniture. Designer decorated one bedroom condo with private bedroom & 2 sofa beds. All stainless galley kitchen features granite counter tops and custom wood cabinets. View of Intra Coastal waterway, Papaya Street …see more

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from $159 / night

$1,113 / week

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avg. 2 hours 52 minutes

from $159 / night

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(13) Excellent 

67

Clearwater Vacation apartment rental

Florida / Clearwater

1 6 3 nights min

  • 1 bedroom
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Enjoy all the beauty of the beach without busting your budget. Quiet villa located within a waterfront resort offers a slice of tropical paradise and other benefits including a private fishing dock right off the Intracoastal Waterway. A quick walk down the block wil …see more

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from $128 / night

$861 - $1,170 / week

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Responds fast!
avg. 3 hours 9 minutes

from $128 / night

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18

Vacation home with shared pool in Clearwater

Florida / Clearwater

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
DOCKSIDE CONDOMINIUMS #605 Weekly Rental (Saturday to Saturday) The white sands and crystal blue waters of Clearwater beach are just a short walk away! Without a doubt this beautiful beach get a way is the perfect place for that long awaited vacation. Beautifully decora …see more

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from $117 / night

$820 - $1,100 / week

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from $117 / night

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(25) Excellent 

50

Vacation condo in Clearwater

Florida / Clearwater

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Lovely 2 bedroom 2 bath condo with balcony overlooking a beautiful resort style heated pool. Gated community. Second (top) floor with vaulted ceilings. 25 minutes from Tampa International Airport. Two miles to Clearwater Beach. Walking distance to grocery store, re …see more

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from $100 / night

$700 / week

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Responds fast!
avg. 2 hours 15 minutes

from $100 / night

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“Perfect idyllic apartment”

Reviewed 28 Oct 2017

My family and I stayed at this apartment for 4 nights after a fairly hectic 9 days in Orlando. What we needed in Clearwater and this apartment in particular was a welcome respite and a relaxed cosy en… More

I am so happy you enjoyed your stay! Thank you for the great review.

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(1) Excellent 

18

Vacation home with shared pool in Clearwater

Florida / Clearwater

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning
FIVE PALMS SUITE 201 Put on your swimsuits and swim on over to this alluring, and comfortable unit. Take a dip in the pool just only down stairs or lounge out and enjoy the hot sun. This unit features a queen size bed, full kitchen. bathtub/shower, pull out sofa and a d …see more

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from $125 / night

$875 / week

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from $125 / night

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(3) Excellent 

38

Condo rental in Clearwater

Florida / Clearwater

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 7 mi
  • Swimming pool
This is a one bedroom one bath newly renovated luxurious condo with a full kitchen, bathroom, closet, large bedroom, and cozy living area. The kitchen is fully equipped with a microwave, toaster, coffee maker, large fridge, full stove, set of silverware, pots and pans, …see more

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from $65 / night

$455 / week

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avg. 1 hour 36 minutes

from $65 / night

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25

Clearwater Vacation home rental

Florida / Clearwater

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden
3 bedroom 2 bathroom house just 8 minutes drive to beautiful Indian Shores beach and miles of other beaches. Clearwater beaches are only a few more minutes away. Super quite neighborhood with 1 car garage and big u-shaped driveway for easy parking. Orlando Disneyland is …see more

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from $89 / night

$620 - $630 / week

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from $89 / night

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(28) Excellent 

29

Vacation apartment in Clearwater

Florida / Clearwater

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Nearest beach 18 mi
  • Swimming pool
  • Air conditioning
Avalon at Clearwater is a gated development set in Clearwater,FL., close to the Gulf Beaches which are only a 10 minute drive away.The Avalon offers a host of features including a year round heated resort style swimming pool, close by bars and restaurants, internet acce …see more

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from $93 / night

$650 / week

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from $93 / night

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(1) Excellent 

21

Vacation condo rental

Florida / Clearwater

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Nearest beach 5 mi
  • Swimming pool
  • Suitable for children age 5+
1 BED apartement, Sleeps 4 , minutes from Clearwater Beach ! This beautiful Second floor (top) fully furnished, very clean 1 bedroom/1 bath condo with it's own private entry is nicely decorated and perfect for a get away vacation. This property is very well equipped fo …see more

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from $86 / night

$600 - $800 / week

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Responds fast!
avg. 46 minutes

from $86 / night

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24

Vacation studio with shared pool in Clearwater

Florida / Clearwater

Studio 4 2 nights min

  • Studio
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Spend your vacation soaking in the sun and enjoy the laid-back lifestyle at this 1-bathroom vacation rental studio, which sleeps 3 in Clearwater. Nestled within the boutique, art-deco style Camelot Beach Suites complex, this ideally located property is pet friendly and …see more

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from $119 / night

$833 - $1,183 / week

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Responds fast!
avg. 1 hour 3 minutes

from $119 / night

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18

Vacation apartment with shared pool in Clearwater

Florida / Clearwater

4 90 nights min

  • Sleeps 4
  • 90 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
Vacation rental description Penthouse level (10th floor) condo on over 2 miles of private pristine sugar sands of North Clearwater Beach. Spectacular panoramic Gulf front views. Wake up to the sound of waves in the morning and see breath taking sunsets from your balco …see more

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from $83 / night

$615 / week

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from $83 / night

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16

Vacation home with shared pool in Clearwater

Florida / Clearwater

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning
FIVE PALMS SUITE 206 Lure on over to this tropical and delightful pool resort that’s only two blocks away from the beach! Five Palms is the perfect place to unwind and create memories that will last a lifetime! With calming colors and a palm tree themed unit, 206 is a s …see more

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from $125 / night

$875 / week

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from $125 / night

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13

Clearwater Vacation home rental

Florida / Clearwater

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning
FIVE PALMS SUITE 104 Suite 104 is conveniently located on the ground level a short distance from the tropical pool and tranquil pier. It’s decorated with a Tommy Bahama flair to give you that tropical island feel. The living area contains a fully-equipped kitchen with f …see more

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from $145 / night

$1,015 / week

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from $145 / night

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(12) Excellent 

Certificate of Excellence

39

Vacation apartment in Clearwater

Clearwater / Clearwater Beach

4 3 nights min

  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.4 mi
  • Swimming pool
This Beautiful waterfront studio is set up like a 1 bedroom with a heavy privacy curtain separating the bedroom area from the living room area. The condo is located on the Bay side or intracoastal waters of Clearwater Beach. There are wonderful water views from the livi …see more

Certificate of Excellence

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from $100 / night

$575 - $1,100 / week

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Responds fast!
avg. 2 hours 13 minutes

from $100 / night

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32

Vacation apartment in Clearwater

Florida / Clearwater

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! This waterfront condo features brand new furnishings, a gourme …see more

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from $174 / night

$893 - $1,551 / week

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Responds fast!
avg. 2 hours 21 minutes

from $174 / night

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24

Vacation studio rental

Florida / Clearwater

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Enjoy a relaxing couple's retreat at this Clearwater Beach 1-bathroom vacation rental studio that comfortably sleeps 2! Situated in an award-winning boutique hotel with a year-round heated pool, splendid views of the beach, and a fantastic location within walking distan …see more

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from $109 / night

$763 - $1,253 / week

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Responds fast!
avg. 2 hours 46 minutes

from $109 / night

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(3) Very Good 

43

Vacation apartment in Clearwater

Florida / Clearwater

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 8 mi
  • Swimming pool
  • Child friendly
This is a one bedroom one bath newly renovated luxurious condo with a full kitchen, bathroom, walk-in closet, large bedroom, and large living area. The kitchen is fully equipped with a microwave, toaster, coffee maker, large fridge, full stove, set of silverware, pots a …see more

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from $67 / night

$469 / week

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Responds fast!
avg. 1 hour 36 minutes

from $67 / night

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(3) Very Good 

6

Vacation villa rental

Florida / Clearwater

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Air conditioning
Our villa is nestled in a quiet relaxing suburb, it sleeps 4 - 6 people, fully furnished including air conditioning, heating and ceiling fans. We are located in the village of Dunedin, only minutes away from Blue Jays Spring Training camp. The 2 bedroom villa has new ce …see more

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from $67 / night

$465 / week

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from $67 / night

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(1) Excellent 

32

Vacation apartment accommodation

Florida / Clearwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Air conditioning
Two bedroom, 1 bath. Washer/dryer. Cable TVs, Wi-fi. kitchen. Parking one car. All adults, no children allowed. King bed in one, queen in 2nd bedroom. The “Key West Condo” is an incredibly spacious 2 Bedroom / 1 Bath condo that feels more like home than it doe …see more

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from $157 / night

$882 - $2,065 / week

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Responds fast!
avg. 2 hours 21 minutes

from $157 / night

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9

Vacation home rental

Florida / Clearwater

1 5 1 night min

  • 1 bedroom
  • Sleeps 5
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning
FIVE PALMS SUITE 102 Take your excursion over to unit 102 into a lush beachy island feel. Surround yourself with soothing and ocean like decorations that ample the room. This unit features two queen size beds, bathtub/shower, full kitchen, sofa sleeper, and a dining tab …see more

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from $145 / night

$1,015 / week

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from $145 / night

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19

Hotel apartment rental in Clearwater

Florida / Clearwater

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
Enjoy Clearwater's most loved Condo-Motel. Here you can enjoy newly remodeled condo suites with granite counter tops, full wood cabinet kitchen, full size refrigerator/freezer w/ice maker,separate, private bedroom and everything top notch. Views of the Waterways. Just o …see more

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from $139 / night

$973 / week

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avg. 2 hours 52 minutes

from $139 / night

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(2) Excellent 

10

Vacation condo with shared pool in Clearwater

Clearwater / Clearwater Beach

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Condo, 3 Bedrooms, 3 Baths, (Sleeps 6-8) The key to a great vacation is having a fabulous place to stay and you have hit the jackpot here! You are looking at a completely updated and furnished unit in the Bay Harbor building, the newest (2007) and one of the most …see more

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from $183 / night

$1,275 - $1,700 / week

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from $183 / night

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18

Clearwater Vacation home rental

Florida / Clearwater

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
NO LONGER TAKING NEW BOOKINGS DOCKSIDE CONDOMINIUMS #205 Weekly Rental (Saturday to Saturday) The white sands and crystal blue waters of Clearwater beach are just a short walk away! Without a doubt this beautiful beach get a way is the perfect place for that long awaite …see more

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from $286 / night

$2,000 / week

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from $286 / night

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(1) Excellent 

19

Vacation home in Clearwater

Florida / Clearwater

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Ask about children
SERENITY ON CLEARWATER BEACH Vacation Rental Enjoy this newly furnished beach rental located on the island of world renowned Clearwater Beach. Just a short walk to the sand, this 3 bedroom, 2.5 bath town home is beautifully decorated with large expansive and comfortable …see more

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from $300 / night

$2,100 - $3,675 / week

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from $300 / night

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Clearwater Beach