50 Best Clearwater Beach rentals on Holiday Lettings - Apartments

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469 Vacation rentals

(24) Very Good 

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 $72 / night

$390 / week

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from $72 / night

(5) Very 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

(36) Excellent 

20

Vacation cottage rental

Clearwater / Clearwater Beach

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 $104 / night

$725 - $1745 / week

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from $104 / night

(2) Excellent 

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

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 $40 / night

$280 / week

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from $40 / night

26

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 $144 / night

$1008 / week

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from $144 / 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

$1393 / week

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from $199 / 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 $60 / night

$420 / week

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from $60 / night

11

Vacation yacht rental

Florida / Clearwater

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
Our Yacht has 3 large bedrooms all have their own private washrooms including showers. Enjoy the entire Yacht for your enjoyment. We have free wi-fi internet on board .. . T.V with good reception AC/Heat Fresh towels and linens bedding etc You will receive a full o …see more

from $185 / night

$1750 / week

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from $185 / night

(1) Excellent 

36

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 $60 / night

$420 / week

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Responds fast!
avg. 2 hours 35 minutes

from $60 / night

(1) Excellent 

40

Condo rental in Clearwater

Florida / Clearwater

1 3 5 nights min

  • 1 bedroom
  • Sleeps 3
  • 5 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 $55 / night

$385 / week

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Responds fast!
avg. 2 hours 35 minutes

from $55 / night

24

Clearwater Vacation apartment rental

Florida / Clearwater

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This simple, clean and roomy studio unit is located on the south end of Clearwater Beach. The efficiency kitchen comes with a refrigerator, two counter-top burners and a convection microwave oven installed in the cabinets. Flooring is all tile. Your balcony looks east a …see more

from $109 / night

$764 - $2494 / week

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from $109 / night

(12) Excellent 

Certificate of Excellence

35

Apartment accommodation in Clearwater

Florida / Clearwater

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Please see listings on HomeAway (#257642) and VRBO (#320481) with many more great reviews! Pamper yourself in this quiet, luxury retreat, just a short walk from the beautiful beaches, Pier 60, and the restaurants and nightlife of Clearwater Beach. Sip coffee from the c …see more

Certificate of Excellence

from $200 / night

$1350 - $1795 / week

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Responds fast!
avg. 1 hour 34 minutes

from $200 / night

(1) Very Good 

27

Vacation apartment with shared pool in Clearwater

Florida / Clearwater

2 6 28 nights min

  • 2 bedrooms
  • Sleeps 6
  • 28 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Come enjoy the stunning view of Sand Key Beach from this 2 bedroom 2 bathroom condo. This inviting unit has all new furniture in the living room and dining area. The living room has comfy seating and flat screen TV, perfect for movie watching. Beyond the sliding door is …see more

from $109 / night

$764 - $1386 / week

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from $109 / night

52

Apartment rental in Clearwater

Florida / Clearwater

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0 mi
  • Child friendly
  • Car not necessary
First Floor Beach Block Pet Friendly Beach Apartment, 5 blocks to Pier 60 This daily rental property offers , private entrance, first floor, pets and children welcome. Perfect for two couples or a family. Enjoy quality amenities like, Samsung Smart Stainless Steel appli …see more

from $159 / night

$1095 - $2295 / week

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Responds fast!
avg. 1 hour 39 minutes

from $159 / night

(25) Excellent 

37

Vacation apartment in Clearwater

Florida / Clearwater

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Nearest beach 18 mi
  • Swimming pool
  • Child friendly
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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Responds fast!
avg. 3 hours 20 minutes

from $86 / night

(7) Excellent 

Certificate of Excellence

32

Vacation apartment in Clearwater

Florida / Clearwater

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 6 mi
  • Swimming pool
  • Car not necessary
This newly renovated first floor condo is your perfect vacation oasis. This property is very well situated in a gated community. We are located only 3.5 miles from the beach (Clearwater Beach - voted most beautiful beach in the USA in 2013). Several restaurants, a sho …see more

Certificate of Excellence

from $71 / night

$400 - $500 / week

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Responds fast!
avg. 2 hours 1 minutes

from $71 / night

25

Vacation apartment in Clearwater

Florida / Clearwater

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This is the perfect family vacation place! Everything you need to create happy memories with the kids and extended family has been utilized in Surfside 202. Just bring your swimsuits and beach towels and you are ready to relax. This beautiful 3 bedroom, second floor con …see more

from $144 / night

$1008 - $7106 / week

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from $144 / night

(5) Excellent 

24

Vacation home with swimming pool in Clearwater

Florida / Clearwater

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
YOUR OWN PRIVATE OASIS! Check out this fabulous 2 bedroom, 2 bath VACATION rental in sunny Clearwater! Accommodations for 5, which include a beautiful master bedroom with flat screen TV and private bath, second bedroom and pull out sofa sleeper! Lush outdoor living whic …see more

from $150 / night

$1050 - $1225 / week

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Responds fast!
avg. 2 hours 55 minutes

from $150 / night

(5) Excellent 

18

Clearwater Vacation condo rental

Florida / Clearwater

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
The condo offers two bedrooms, two bathrooms, a decent sized kitchen that opens in a large space which leads to a tastefully decorated living room and separate dining area. The master bedroom has a large en suite bathroom that also has a super spacious closet. The gues …see more

from $79 / night

$550 - $920 / week

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from $79 / night

(14) Excellent 

50

Vacation condo in Clearwater

Florida / Clearwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • 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. 2 hours 48 minutes

from $100 / night

15

Vacation home in Clearwater

Florida / Clearwater

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets
DOCKSIDE CONDOMINIUMS #203 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 beach get a way is the perfect place for that long awaited vacation. Beautifully decorated The li …see more

from $140 / night

$985 - $2200 / week

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from $140 / night

(14) Excellent 

Certificate of Excellence

19

Vacation apartment with shared pool in Clearwater

Clearwater / Clearwater Beach

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning
Located on the north end of Clearwater Beach Island and just a 30 seconds walk to the white sandy beach of the Gulf of Mexico. A well appointed large size studio with a large walkin shower, kingsize bed, central heat and air, nice new kitchen with ceramic cooktop and a …see more

Certificate of Excellence

from $125 / night

$795 - $1465 / week

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Responds fast!
avg. 2 hours 24 minutes

from $125 / night

(7) Excellent 

41

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

from $45 / night

$315 / week

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Responds fast!
avg. 1 hour 43 minutes

from $45 / night

12

Clearwater Vacation home rental

Florida / Clearwater

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
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 awaited vacation. Beautifully decora …see more

from $114 / night

$800 - $1500 / week

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from $114 / night

10

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 $114 / night

$800 - $1500 / week

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from $114 / night

(2) Very Good 

46

Vacation condo rental

Florida / Clearwater

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
Enjoy your perfect vacation rental. Great location and quiet area. Close to beaches, shopping, supermarkets, restaurants and golf courses. Free parking space in the front of the building. Only 5 minutes drive away from Clearwater Beach which is rated one of the top bea …see more

from $60 / night

$420 - $750 / week

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Responds fast!
avg. 55 minutes

from $60 / night

(1) Very Good 

25

Vacation apartment with shared pool in Clearwater

Florida / Clearwater

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This fourth-floor corner studio is just right for the casual traveler looking for some time away. Only a 12-minute walk from the soft sands of Clearwater Beach, the Bayside condo #29 sits in a quaint bay-front building in the residential, southern side of the beach. Exp …see more

from $74 / night

$520 - $2352 / week

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from $74 / night

(3) Very Good 

18

Vacation apartment in Clearwater

Florida / Clearwater

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Ask about children
  • Car not necessary
  • Air conditioning
Newly furnished, modern, second floor condo in a gated community conveniently located close to shopping, dining, and entertainment. The famous Clearwater beach is only 4 miles away. The condo features an inviting living room with vaulted ceilings, a comfortable sofa sle …see more

from $64 / night

$450 - $700 / week

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from $64 / night

(9) Excellent 

Certificate of Excellence

35

Vacation condo in Clearwater

Florida / Clearwater

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 6 mi
  • Swimming pool
  • Child friendly
Come share our dream condo located in the heart of Clearwater! Newly remodeled, the condo can accommodate up to 6. These spacious suite features two appointed, separate bedrooms. The condo is only 3 miles away from the one of the most beautiful beach - Clearwater Beach. …see more

Certificate of Excellence

from $110 / night

$800 - $1185 / week

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Responds fast!
avg. 28 minutes

from $110 / night

32

Vacation apartment rental

Florida / Clearwater

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • 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 contemporary 3 BR, 3BA condo overlooking the marina in Clear …see more

from $157 / night

$1008 - $1807 / week

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Responds fast!
avg. 3 hours 56 minutes

from $157 / night

(5) Excellent 

46

Vacation apartment rental

Florida / Clearwater

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
The Hideout is a charming studio apartment that sits towards the back of the building. It has private patio, large bathroom and separate kitchen. Plenty of onsite parking. 4-1/2 miles to Clearwater Beach and 1 miles to delightful downtown Dunedin. It sleeps two but y …see more

from $69 / night

$420 - $600 / week

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Responds fast!
avg. 2 hours 54 minutes

from $69 / night

(8) Excellent 

Certificate of Excellence

33

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 $300 / night

$1950 - $3145 / week

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Responds fast!
avg. 1 hour 18 minutes

from $300 / night

(1)  

24

Clearwater Vacation apartment rental

Florida / Clearwater

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
A TRULY UNIQUE way to stay in Clearwater Beach! This studio unit has all of the amenities a home comfortably provides with the well equipped kitchen and balcony with a slight view of the Bay of Clearwater and the on-site pool. The living area holds a flat screen TV and …see more

from $78 / night

$546 - $2436 / week

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from $78 / night

9

Vacation home with shared pool in Clearwater

Florida / Clearwater

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Ask about children
DOCKSIDE CONDOMINIUMS #306 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 $107 / night

$750 - $1260 / week

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from $107 / night

69

Vacation home with swimming pool in Clearwater

Florida / Clearwater

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Nature lovers dream just minutes to all the beaches, Tampa St.Pete / Clearwater airports, convention centers, & the Raymond James & Tropicana stadiums. Enjoy a private tropical creek with deep water pool, large sun deck, sandy beach with fire pit, and spectacular views. …see more

from $299 / night

$2079 / week

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Responds fast!
avg. 1 hour 28 minutes

from $299 / night

(5) Excellent 

26

Vacation apartment with shared pool in Clearwater

Florida / Clearwater

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Harborview Grande provides the perfect setting for a luxury vacation experience. This unit on the top floor will make you feel like you are staying in a wonderfully appointed home, because you are! Tastefully decorated in a tropical style, granite countertops and beauti …see more

from $252 / night

$1764 - $5535 / week

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from $252 / night

24

Vacation apartment in Clearwater

Florida / Clearwater

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • 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 $142 / night

$999 - $3184 / week

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from $142 / night

(6) Excellent 

34

Vacation apartment in Clearwater

Florida / Clearwater

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 6 mi
  • Swimming pool
  • Child friendly
Professionally Decorated Condo in Avalon at Clearwater complex. This condo is everything you need for a family up to 6. These spacious suite features two appointed, separate bedrooms. The condo is only 3 miles away from the one of the most beautiful beach - Clearwater B …see more

from $96 / night

$790 - $1130 / week

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Responds fast!
avg. 28 minutes

from $96 / night

(2) Good 

29

Apartment rental in Clearwater with shared pool

Florida / Clearwater

2 4 14 nights min

  • 2 bedrooms
  • Sleeps 4
  • 14 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This GULF FRONT condo has everything you would expect from a destination Resort. Enjoy the World Class beach, extra-large pool, ample pool side accommodations and an independent spa. Stroll the beach and allow yourself to unwind and become one with nature. Move inside a …see more

from $142 / night

$999 - $3124 / week

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from $142 / night