50 Best Clearwater Beach rentals on Holiday Lettings - Apartments

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482 Vacation rentals

(21) 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

(3) 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

(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

(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

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

26

Apartment rental in Clearwater with shared pool

Florida / Clearwater

2 4 28 nights min

  • 2 bedrooms
  • Sleeps 4
  • 28 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This unit at the 440West Condo Complex has been updated in the bathrooms and kitchens and features beautiful tile flooring throughout. Step out onto the balcony and enjoy a panoramic view west from the Gulf of Mexico, South to Sand Key and its beaches and East towards t …see more

from $84 / night

$588 - $1344 / week

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from $84 / night

22

Vacation home in Clearwater

Florida / Clearwater

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Relax and enjoy your own luxurious 5,200 sq. ft. beach house featuring 5 bedrooms and 4 bathrooms, a Sports Bar with pool table, foosball and Wii gaming system, along with a full kitchen. A spacious balcony with dining seating adjoins the second floor full kitchen. Com …see more

from $599 / night

$3990 - $6490 / week

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from $599 / night

(7) Very Good 

19

Vacation apartment in Clearwater

Florida / Clearwater

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Enjoy your vacation in our fully furnished one bedroom condo, sleeps 4 comfortably. Washer & dryer in unit. Internet & cable TV. This first floor gem is in a quiet gated well manicured community with resort style pool, gym and club house. Near Clearwater Beach, Pier 60, …see more

from $86 / night

$600 / week

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from $86 / night

(1) Excellent 

18

Vacation condo in Clearwater

Florida / Clearwater

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Nearest beach 5 mi
  • Swimming pool
  • Child friendly
Watch spectacular sun rises from our pool view balcony and magnificent sunsets from the US no. 1 beach at Clearwater Beach, just 7 minutes drive away. Enjoy a recently remodeled third floor one bedroom Condo with spacious open plan living area and high vaulted ceilings …see more

from $65 / night

$450 - $650 / week

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from $65 / night

28

Vacation apartment with shared pool in Clearwater

Florida / Clearwater

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This bright, luxury, newly remodeled Penthouse condo, dominated by the coastal inspired decor and colors, evokes serenity and sophistication of the Sunshine State living. Start your relaxing and comfortable holiday experience at your vast private balcony, accessible fro …see more

from $186 / night

$1302 - $3822 / week

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from $186 / night

25

Clearwater Vacation apartment rental

Florida / Clearwater

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This charming studio condo is the perfect place to relax in between afternoons on the sand and time out by the heated pool. This unit provides a queen sized bed with large, wall mounted flat screen TV which can be seen either from the bed or the couch. A nautical touch …see more

from $66 / night

$462 - $1302 / week

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from $66 / night

(2) Excellent 

24

Vacation home with shared 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 - $1400 / week

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from $150 / 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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from $45 / 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

25

Vacation apartment in Clearwater

Florida / Clearwater

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • 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 $138 / night

$966 - $4242 / week

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from $138 / night

(4) Excellent 

16

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

from $90 / night

$600 / week

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from $90 / night

(7) Excellent 

Certificate of Excellence

27

Vacation home with swimming pool, golf nearby in Clearwater

Florida / Clearwater

3 7 2 nights min

  • 3 bedrooms
  • Sleeps 7
  • 2 nights min
  • Nearest beach 26 mi
  • Swimming pool
  • Child friendly
This is a two-story 4 bedrooms 2400 sq. house BUT only 3 bedrooms, ALL upstairs, are available to the guests. The house is fairly new. The living room is open to the dining room and kitchen. There is a guest bathroom downstairs, and a guest full bathroom upstairs. ALL …see more

Certificate of Excellence

from $67 / night

$469 / week

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from $67 / night

(12) 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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from $125 / 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 $156 / night

$1092 - $3192 / week

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from $156 / night

26

Vacation apartment with shared pool in Clearwater

Florida / Clearwater

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Harborview Grande 701 enjoys the large floor plan of all the Harborview Grande condos. Immediately upon entering the door you will receive a sense of the square footage this vacation rental has to offer. The full kitchen has marble countertops, new refigerator, stainles …see more

from $138 / night

$966 - $3613 / week

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from $138 / 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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from $60 / night

(4) Very Good 

Certificate of Excellence

23

Vacation townhouse in Clearwater

Florida / Clearwater

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Air conditioning
1400 Square foot upstairs and downstairs newly remodeled, quaint town home in the heart of Clearwater. Five Minutes to the beach, 20 minutes to Tampa and airport, 1 1/2 bath, washer/dryer, WiFi, quiet neighborhood, small yard, parking, A/C, two queen size beds, one sing …see more

Certificate of Excellence

from $129 / night

$870 - $1220 / week

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from $129 / 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

(11) Very Good 

67

Clearwater Vacation apartment rental

Florida / Clearwater

1 6 2 nights min

  • 1 bedroom
  • Sleeps 6
  • 2 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

from $127 / night

$688 - $1047 / week

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from $127 / night

24

Clearwater Vacation apartment rental

Florida / Clearwater

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 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 $72 / night

$504 - $1638 / week

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from $72 / night

25

Clearwater Vacation apartment rental

Florida / Clearwater

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Here is your chance to stay in a large, 2 bedroom, 1 bath unit on the water. This building was built in 2005. The units feature tall ceilings and a full width balcony that looks North out over the intra-coastal waterway. You have the use of an assigned parking space und …see more

from $109 / night

$756 - $4082 / week

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from $109 / night

24

Vacation townhouse in Clearwater

Florida / Clearwater

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • 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

$2495 / week

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from $365 / 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 $61 / night

$425 - $700 / week

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from $61 / night

29

Vacation apartment rental

Florida / Clearwater

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This spacious waterfront condo has been newly renovated with all new furnishings, new floors, a gourmet kitchen with granite countertops, stainless steel appliances and a huge island work space. In additional to a brand new full size washer and dryer, you’ll find a beac …see more

from $157 / night

$1008 - $1771 / week

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from $157 / night

15

Townhouse rental in Clearwater

Florida / Clearwater

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
We are excited to offer one of the most luxurious and exclusive rentals available on Clearwater beach. This BRAND NEW resort style townhouse is located in the heart of Clearwater Beach, Trip Advisors 2015 #1 rated beach in the country! You will love this brand new vaca …see more

from $550 / night

$3750 - $6400 / week

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from $550 / night

(1) Excellent 

36

Clearwater Vacation townhouse rental

Florida / Clearwater

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
Welcome to Brightwater Blue, our Brand new vacation Town Home in Clearwater Beach! 3 floors of fun, elegance & relaxation await you. Custom interior decorated with Restoration Hardware & other high end furnishings. Located on Clearwater Bay & within easy walking dista …see more

from $500 / night

$3500 / week

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from $500 / night

(7) Excellent 

Certificate of Excellence

35

Vacation condo in Clearwater

Florida / Clearwater

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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 impeccably appointed, separate bedrooms with their own bathroom and closet as well as a kitchen, a living room, a balcony …see more

Certificate of Excellence

from $90 / night

$800 - $1185 / week

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from $90 / night

26

Vacation apartment in Clearwater

Florida / Clearwater

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Clearwater Beach Suites is the perfect beach vacation setting, located at the north end of the beach resort community. Stroll from your front door onto a very short street that dead ends onto the beach. Your feet will hit the sand after a walk of a minute or less. The b …see more

from $174 / night

$1218 - $3528 / week

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from $174 / night

(6) Very Good 

49

Vacation cottage in Clearwater

Florida / Clearwater

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Charming cottage in a quiet neighborhood near many attractions. 5 miles from Clearwater Beach and 1 miles to delightful downtown Dunedin! Full kitchen-Stove, fridge, sink, microwave. Generously stocked with cookware and servingware. The cottage has it's own priv …see more

from $69 / night

$420 - $600 / week

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from $69 / 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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from $299 / night

24

Clearwater Vacation apartment rental

Florida / Clearwater

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • 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 $90 / night

$630 - $1512 / week

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from $90 / night

6

Vacation condo in Clearwater

Clearwater / Clearwater Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Beautiful 1 bedroom unit at the Clearwater Bay Club on Clearwater Beach. The property is direct waterfront but my one bedroom units are not waterview. Our units have a full kitchen, living and dining area and access to all the amentities at Clearwater Bay Club. Fishing …see more

from $129 / night

$800 - $1150 / week

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from $129 / night

(1) Very Good 

25

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

(1) Excellent 

41

Vacation apartment in Clearwater

Florida / Clearwater

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Air conditioning
  • Pet friendly
Plenty of room to relax and enjoy your Florida vacation. Private entrance with your own patio. The kitchen comes stocked with dishes, coffee maker, utensils, pots & pans, cook top burners, toaster oven, microwave, fridge with freezer. It also comes with basic seasonin …see more

from $69 / night

$420 - $600 / week

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from $69 / night

(11) Very Good 

Certificate of Excellence

24

Clearwater Vacation home rental

Clearwater / Clearwater Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This beach house is a 3 bedroom 2 bath beach home that sleeps up to a maximum of 6 people and the beach is just a 30 seconds walk away. The porch which surrounds the house on the north and west side, gives you an extended view of the beach and the Gulf of Mexico. You wi …see more

Certificate of Excellence

from $350 / night

$2165 - $3545 / week

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from $350 / night

1