Clearwater, FL Vacation Rentals

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29 beach rentals

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Climbing frame Games room

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Price per night from

$172

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821 4 br/3ba Gulf Beaches

Largo house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Climbing frame, Games room

1 of 2 filters match

Price per night from

$287

Luxurious Waterfront Resort oasis/ 2 bedrooms King Beds/ Pets accepted

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Games room, Climbing frame

1 of 2 filters match

Price per night from

$123

Four Shores # 4 2,000 SqFt Condo w/ Private Indoor Poolside Cabana

Indian Shores condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Climbing frame, Games room

1 of 2 filters match

Price per night from

$602

7 mins From the beach and 15 mins Maximo Boat Ramp

Kenneth City house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

1 of 2 match: Climbing frame, Games room

1 of 2 filters match

Price per night from

$300

Lemon Cottage, Pets OK , 200 Steps to Beach

Clearwater cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Games room, Climbing frame

1 of 2 filters match

Price per night from

$297

“Great cozy home away from home.” We stayed in the Orleans bungalo apartment on July 15-18. It felt like we were at home. The apartment had lots of character and charm. Loved sitting outside on the terrace watching the free entertainment across the street , was it called the ship wrecked bar? I especially loved beiing able to go to the back alley and washing clothes. (I hope it belonged to the cottages property, if not then oops!) We utilized the kitchen and the gas grill out back on the patio.Everything was great and this cottage had plenty of space for two families. We met my cousins from Texas in Flordia for a vaca. We drove from Oklahoma. The flat screens worked great. I have no complaints about this place. I just want to say to all you all snotty people leaving negative comments.... Quit complaining or find somewhere else to stay. What exactly do you think you are getting when you hear the word "cottages" it's not going to have a bell hop and a maid that cleans up your messes daily. Maybe some of you never lived in 100 year old homes and only used to a lavish lifestyle. Obviously you spent your time in doors. not us we were at the beach the majority of the day until almost 9pm every night. I enjoyed my stay there. It was a good 3 day stay for us despite the rainy weather. Yet we still had fun.

1 of 2 match: Games room, Climbing frame

1 of 2 filters match

Price per night from

$297

Amazing Sunset over Clearwater Beach

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Climbing frame, Games room

1 of 2 filters match

Price per night from

$229

Affordable Luxury Mediterranean Style Resort in Clearwater

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Climbing frame, Games room

1 of 2 filters match

Price per night from

$92

Affordable Luxury Directly On The Gulf Of Mexico.

Clearwater apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 20 minutes

1 of 2 match: Climbing frame, Games room

1 of 2 filters match

Price per night from

$172

REDUCED FOR APRIL!

Madeira Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“get away” My experience was kinda shaky at first , I was given the wrong gate code to get in complex, plus there were a couple of wristbands for pool entry missing and a blind that was messed up,but was able to be fixed in about 15 minutes. Our reservations were never given to property managers at office as well, but as soon as Jennifer responded she was able to take care of that. I have been to 2 other units there and this unit is the most modern by far and is very clean,and a great spot in the complex.

1 of 2 match: Climbing frame, Games room

1 of 2 filters match

Price per night from

$171

Waterfront 5BR Lanai Heated Pool + Hot Tub, Game Room

Largo villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 18

Responds fast! avg. 1 hour 49 minutes

1 of 2 match: Climbing frame, Games room

1 of 2 filters match

Price per night from

$2,290

Nash Street Oásis

Clearwater house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 12

1 of 2 match: Climbing frame, Games room

1 of 2 filters match

Price per night from

$287

Family Friendly Florida Oasis with Pool

Tarpon Springs house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Climbing frame, Games room

1 of 2 filters match

Price per night from

$573

8 Bdrm Mansion 10 Mn To Honeymoon Island Beach

Palm Harbor house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 16

1 of 2 match: Climbing frame, Games room

1 of 2 filters match

Price per night from

$1,391

1 of 2 match: Climbing frame, Games room

1 of 2 filters match

Price per night from

$1,432

The French Chateau of Odessa Airbnb

Odessa house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Climbing frame, Games room

1 of 2 filters match

Price per night from

$257

2 Homes - 4 Mn To Madeira Bch - Hottub - Htd Pool

Bay Pines villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 16

1 of 2 match: Climbing frame, Games room

1 of 2 filters match

Price per night from

$1,469

The Villa Verde - Luxury Clearwater

Clearwater villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 53 minutes

1 of 2 match: Climbing frame, Games room

1 of 2 filters match

Price per night from

$515

HGTV - The Blue Villa - Rewarded Luxury Clearwater

Clearwater villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 53 minutes

1 of 2 match: Climbing frame, Games room

1 of 2 filters match

Price per night from

$457

Tropical Treasure Villa - Giant spa and steps from the beach!

Redington Beach house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

1 of 2 match: Climbing frame, Games room

1 of 2 filters match

Price per night from

$942

Exceptional waterfront home with breathtaking view.

Indian Rocks Beach house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Games room

1 of 2 filters match

Price per night from

$1,260

Luxurious Beachfront Condo at Redington Towers

Redington Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Climbing frame, Games room

1 of 2 filters match

Price per night from

$344

Luxury Apartment with 2 Bedrooms and ensuite Bathrooms on Florida's Gulf Coast

Indian Shores apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Games room

1 of 2 filters match

Price per night from

$164

1 of 2 match: Climbing frame, Games room

1 of 2 filters match

Price per night from

$401

Palm Harbor Waterfront, Game room, Kayaks and more

Palm Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Climbing frame, Games room

1 of 2 filters match

Price per night from

$458

PRIVATE BEACH OPEN** Beachfront bungalow 4BR *Htd POOL*Pet

Indian Shores house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“A wonderful place to be!” Our rental was right on the pool/beach. It was perfect! Gorgeous pool and the beach - beautiful, private - everything you could want. The cottages were spacious, clean and kitschy. They had everything you needed. You could tell good people stayed there as everything was well kept and stocked. The owner, Liz, was lovely and even though we had no pets, every pup there was well behaved and everyone was respectful of the rules. The people staying at the other cottages were wonderful and had stayed there before. Obviously Liz knows what she’s doing . My parents also stayed with us and both of them loved the place. The beds were very comfortable which doesn’t always happen in rentals. Hoping to see you next year! Cheers!

1 of 2 match: Climbing frame, Games room

1 of 2 filters match

Price per night from

$487

Secluded Tuscany Home Oasis, 1.5 acre Pool home

Oldsmar house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Climbing frame, Games room

1 of 2 filters match

Price per night from

$286

BEACHSIDE BUNGALOW Lobster Shack *Htd Pool*Pets OK

Indian Shores cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“What a great getaway location to relax and view the secluded private beach and gorgeous ocean view!!!” We stayed in the Lobster Shack which is a cozy clean bungalow which offered a salt water pool with an awesome view of the Gulf waters. Liz is great making sure our needs were met while addressing unexpected refrigerator problems. She is quick to reply contacting a repairman to resolve the issue. Canines are welcome. I miss the relaxation and calmness of the setting yet on Gulf Blvd there are activities to meet everyone's interests. Thank you Liz and love your puppies.❤

1 of 2 match: Climbing frame, Games room

1 of 2 filters match

Price per night from

$189

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