50 Best Clearwater Beach rentals on Holiday Lettings - Apartments

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2,046 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

from $77 / night

$420 / week

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from $77 / night

(6) 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

from $74 / night

$500 / week

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from $74 / night

(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

from $87 / night

$609 / week

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from $87 / night

(39) Excellent 

20

Vacation cottage rental

Florida / Clearwater

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • 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

from $150 / night

$1,045 - $1,745 / week

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from $150 / night

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

from $300 / night

$2,100 / week

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from $300 / night

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

from $288 / night

$2,016 / week

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from $288 / night

19

Apartment rental in Clearwater

Florida / Clearwater

2 4 90 nights min

  • 2 bedrooms
  • Sleeps 4
  • 90 nights min
  • 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

from $74 / night

$514 / week

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from $74 / night

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

from $34 / night

$234 / week

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from $34 / night

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

from $79 / night

$550 - $750 / week

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from $79 / night

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

from $62 / night

$432 / week

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from $62 / night

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

from $199 / night

$1,393 / week

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from $199 / night

(3) Very Good 

24

Vacation townhouse in Clearwater

Florida / Clearwater

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
Newer Luxury 5 Story Townhome built in 2007. Don't worry about the stairs as the private elevator accesses all the floors including the rooftop terrace! Enjoy breathtaking views of the Gulf of Mexico and intercoastal waterways from your private rooftop terrace including …see more

from $365 / night

$2,495 - $2,695 / week

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avg. 1 hour 54 minutes

from $365 / night

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

from $145 / night

$1,015 / week

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from $145 / night

(3) Excellent 

22

Clearwater Beach Vacation villa rental

Clearwater / Clearwater Beach

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Beautifully appointed 2 bedroom villas direct waterfront with full kitchens and dining rooms. Enjoy the spectacular views of sunrise from your bedroom , living room or veranda !!Direct waterfront property with docks and large deck for outside dining, fishing, paddelbo …see more

from $219 / night

$1,290 - $1,640 / week

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from $219 / night

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 gourmet k …see more

from $173 / night

$893 - $1,551 / week

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avg. 2 hours 0 minutes

from $173 / night

25

Vacation apartment in Clearwater

Florida / Clearwater

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Air conditioning
This 2/1 condo is bright, comfortable and family friendly. Nicely appointed with a touch of outdoor palms, so you can easily kick back and relax! Just a brief walk to the park and just across the street is the powdery soft beaches where the warm gulf waters lap against …see more

from $115 / night

$803 - $4,133 / week

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avg. 2 hours 35 minutes

from $115 / night

24

Vacation home with shared pool in Clearwater

Florida / Clearwater

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
** Please note that there are other vacation rental units on the premises, along with shared amenities ** Discover your own white sands paradise at ‘Sea Turtle Suite,’ a 1-bedroom, 1-bath vacation rental home which sleeps 4 in Clearwater Beach. Offering exquisite ameni …see more

from $113 / night

$791 - $1,680 / week

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avg. 16 minutes

from $113 / night

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

from $117 / night

$820 - $1,500 / week

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from $117 / night

(1) Excellent 

31

Vacation apartment rental

Florida / Clearwater

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • 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 privacy. Amenitie …see more

from $100 / night

$637 - $1,309 / week

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avg. 2 hours 0 minutes

from $100 / night

(10) Excellent 

Certificate of Excellence

44

Vacation apartment rental

Clearwater / Clearwater Beach

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Your looking for a beachfront property on the Gulf of Mexico that will suit you, family and/or friends. Don't look any further, you found it. My beach condo will satisfy any and all who are seeking to be where sand and water is all you see, the tropical beach and the wa …see more

Certificate of Excellence

from $325 / night

$2,165 - $3,145 / week

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Responds fast!
avg. 3 hours 22 minutes

from $325 / night

(1) Excellent 

55

Vacation condo rental

Clearwater / Clearwater Beach

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Sensational, fun, and beautiful Clearwater Beach, voted BEST BEACH TOWN IN 2013. It is the ideal place for a romantic getaway, a family vacation, spring break blast, and exiting adventures. This condo has a great location. The beach is just down the block, a …see more

from $249 / night

$1,582 / week

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avg. 1 hour 36 minutes

from $249 / night

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

from $145 / night

$1,015 / week

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from $145 / night

27

Clearwater Vacation apartment rental

Florida / Clearwater

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Newly Updated Studio Style Condo Whole unit has freshly painted walls and trim, new wall art, new futon, coffee table, dining table and stools. In addition, the unit has new lamps with LED lights. The kitchen has been updated with a new set of knives, butcher block a …see more

from $79 / night

$555 - $3,621 / week

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avg. 2 hours 35 minutes

from $79 / night

(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

from $86 / night

$600 / week

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from $86 / night

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

from $159 / night

$1,113 / week

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avg. 2 hours 14 minutes

from $159 / night

19

Hotel apartment rental in Clearwater

Florida / Clearwater

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • 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

from $129 / night

$903 / week

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avg. 2 hours 14 minutes

from $129 / night

(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

from $125 / night

$875 / week

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from $125 / night

(13) Excellent 

Certificate of Excellence

44

Vacation apartment rental

Florida / Clearwater

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool
Modern condo at The Avalon complex in Clearwater, Florida. Avalon is a gated community only 5 minutes away from Clearwater Beach on the Gulf of Mexico - voted as the #1 Beach in the US in 2013. It is close to Florida's major attractions - Disney World, Universal Studios …see more

Certificate of Excellence

from $61 / night

$425 - $650 / week

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Responds fast!
avg. 21 minutes

from $61 / night

(23) 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 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, restauran …see more

from $100 / night

$700 / week

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Responds fast!
avg. 1 hour 59 minutes

from $100 / night

(3) Excellent 

38

Condo rental in Clearwater

Florida / Clearwater

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • 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

from $70 / night

$490 / week

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Responds fast!
avg. 1 hour 16 minutes

from $70 / night

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

from $125 / night

$875 / week

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from $125 / night

25

Clearwater Vacation apartment rental

Florida / Clearwater

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
This One Bedroom unit is big on features! There is a king sized bed in the separate bedroom along with a 26 inch LED flat screen TV. A balcony* just off the bedroom provides a view of the Gulf of Mexico to the west and towards the north along the island. In the Living R …see more

from $104 / night

$726 - $4,364 / week

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avg. 2 hours 54 minutes

from $104 / night

(8) Excellent 

Certificate of Excellence

18

Apartment rental in Clearwater Beach

Clearwater / Clearwater Beach

2 6 6 nights min

  • 2 bedrooms
  • Sleeps 6
  • 6 nights min
  • Beach/lakeside relaxation
  • Nearest beach 7 mi
  • Swimming pool
The condo is located on the top floor (3Rd floor), tastefully decorated with new furniture, new hardwood floors and vaulted ceilings in the main living area. The condo offers two bedrooms, two newly renovated bathrooms, a big kitchen that opens in a large space create …see more

Certificate of Excellence

from $100 / night

$700 / week

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Responds fast!
avg. 9 minutes

from $100 / night

9

Vacation home with shared pool in Clearwater

Florida / Clearwater

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning
FIVE PALMS SUITE 203 With only two blocks away from the beach, this unit is a perfect condo for that long awaited vacation! Settle in, unwind and escape reality while savoring the quiet and serene unit. 203 features a king size bed, full kitchen, bathtub/shower, pull ou …see more

from $145 / night

$1,015 / week

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from $145 / night

(4) Excellent 

12

Vacation apartment accommodation

Florida / Clearwater

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Nearest beach 8 mi
  • Swimming pool
  • Air conditioning
Enjoy your vacation at this nicely furnished, comfortable condo in a resort style gated community. Fully equipped kitchen, bedroom with queen bed and large walk-in closet, living room with vaulted ceilings and queen sleeper sofa. The condo includes a relaxing covered …see more

from $65 / night

$450 - $750 / week

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from $65 / night

(1) Excellent 

27

Clearwater Vacation home rental

Florida / Clearwater

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
A home away from home! Come see why this could be your second home without the hassles of ownership. Perfect for you and your family with all of the amenities needed for a relaxing vacation. Upon entering this lovely home, you will find the comfortable living room and d …see more

from $132 / night

$922 - $2,887 / week

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avg. 2 hours 35 minutes

from $132 / night

32

Vacation apartment rental

Florida / Clearwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning
2 bedroom with king beds, 2 bath, washer/dryer, full kitchen, Keurig coffee maker, spectacular view of the marina. One assigned parking space. Adults Only over age 25. Hardwood floors. Pool. Beach is less than 150 yards away. Pier 60 is less than a 5 minute walk. The “P …see more

from $177 / night

$1,169 - $2,086 / week

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avg. 2 hours 0 minutes

from $177 / night

(2)  

25

Apartment rental in Clearwater with shared pool

Florida / Clearwater

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Ask about children
*New Lower Rates and Recently Had Updates! This freshly painted one bedroom, one bath ground floor condo is located at the Avalon condos near downtown Clearwater, Florida. Quaint patio is a nice place to enjoy your morning coffee. The pool is only a few short steps awa …see more

from $46 / night

$325 - $1,204 / week

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avg. 2 hours 35 minutes

from $46 / night

(2) Excellent 

13

Vacation condo in Clearwater

Florida / Clearwater

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 4 mi
  • Swimming pool
  • Air conditioning
The Avalon condominium complex in Clearwater, Florida is a gated community minutes away from Clearwater Beach and most famous beaches on the Gulf of Mexico. Minutes away from both Tampa and St Petersburg International Airports.Close to Florida's major attractions - Bush …see more

from $75 / night

$500 / week

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Responds fast!
avg. 2 hours 18 minutes

from $75 / night

(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

from $80 / night

$560 / week

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Responds fast!
avg. 1 hour 16 minutes

from $80 / night