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Results: 791 Rentals

  • 124 · ☀Pool✔ Kitchen✔ Beach✔ Self Checkin✔ Free Parking✔
    From $263 per night (USD)

    VRBO

    124 · ☀Pool✔ Kitchen✔ Beach✔ Self Checkin✔ Free Parking✔

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    We’re happy to announce that our property is open, fully operational, and in excellent condition after the recent hurric ...

    From $263 per night (USD)

    VRBO

    Details
  • 135 · Time Travelers Welcome: Your 60s Style Getaway
    From $305 per night (USD)

    Expedia

    135 · Time Travelers Welcome: Your 60s Style Getaway

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    We’re happy to announce that our property is open, fully operational, and in excellent condition after the recent hurric ...

    From $305 per night (USD)

    Expedia

    Details
  • 129 · ☀Pool✔ Kitchen✔ Beach✔ Self Checkin✔ Free Parking✔
    From $248 per night (USD)

    VRBO

    129 · ☀Pool✔ Kitchen✔ Beach✔ Self Checkin✔ Free Parking✔

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    We’re happy to announce that our property is open, fully operational, and in excellent condition after the recent hurric ...

    From $248 per night (USD)

    VRBO

    Details
  • Double Queen Suite with private bath
    From $305 per night (USD)

    Expedia

    Double Queen Suite with private bath

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    Our double Queen Suite offers two queen beds in bedroom and pull out sleeper in living room. There is a private bathroom ...

    From $305 per night (USD)

    Expedia

    Details
  • King Suite with bath
    From $274 per night (USD)

    VRBO

    King Suite with bath

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    King bed and sleeper sofa in living room with private bath off bedroom. Kitchen is fully equipped with cookware, utensil ...

    From $274 per night (USD)

    VRBO

    Details
  • Two Story Waterfront Suite
    From $478 per night (USD)

    Expedia

    Two Story Waterfront Suite

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    8

    Our Two Story Waterfront Suite offers a king bedroom and double queen bedroom along with a pull out sleeper in living ro ...

    From $478 per night (USD)

    Expedia

    Details
  • Accessible Double Queen Bed
    From $306 per night (USD)

    VRBO

    Accessible Double Queen Bed

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    Double Queen bed and sleeper sofa in Living room. Private kitchen and bath. First floor and accessible for ease of wheel ...

    From $306 per night (USD)

    VRBO

    Details
  • King Suite Condo with bath
    From $278 per night (USD)

    Expedia

    King Suite Condo with bath

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Each unit has fully stocked kitchen with all utensils and cookware along with dishes to allow for full cooking needs. Al ...

    From $278 per night (USD)

    Expedia

    Details
  • King Suite with water view
    From $275 per night (USD)

    VRBO

    King Suite with water view

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Our King Suite water view suite has a private patio on the back of unit. There is a private bathroom located off the bed ...

    From $275 per night (USD)

    VRBO

    Details
  • Waterfront King Suite
    From $289 per night (USD)

    Expedia

    Waterfront King Suite

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Our Waterfront King Suite offers a private bathroom and kitchen that is equipped with cookware, utensils, coffee maker, ...

    From $289 per night (USD)

    Expedia

    Details
  • Double Queen Bed Unit
    From $302 per night (USD)

    VRBO

    Double Queen Bed Unit

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    Sleeps up to six with two Queen beds and pull out sofa in living room. Private bathroom and kitchen. Living area and pat ...

    From $302 per night (USD)

    VRBO

    Details
  • King Suite with bath
    From $256 per night (USD)

    Expedia

    King Suite with bath

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This king bed suite has a private bathroom off the bedroom along with a fully equipped kitchen with cookware, utensils a ...

    From $256 per night (USD)

    Expedia

    Details
  • King Suite with water view
    From $282 per night (USD)

    VRBO

    King Suite with water view

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Our King Suite has a water view off the back of unit and also has its own private laundry. This unit also has a private ...

    From $282 per night (USD)

    VRBO

    Details
  • King Suite with bath
    From $267 per night (USD)

    Expedia

    King Suite with bath

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This king suite has a private bathroom located off the bedroom. It also has a fully equipped kitchen with cookware, uten ...

    From $267 per night (USD)

    Expedia

    Details
  • King Suite with bath
    From $267 per night (USD)

    VRBO

    King Suite with bath

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This king bed suite has a full private bathroom along with fully stocked kitchen with cookware, utensils and dinnerware. ...

    From $267 per night (USD)

    VRBO

    Details
  • King Suite with bath
    From $270 per night (USD)

    Expedia

    King Suite with bath

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    King bed in bedroom and pull out sofa in living room. Private bath off bedroom. Kitchen has cookware, utensils and dinne ...

    From $270 per night (USD)

    Expedia

    Details
  • King Suite with bath
    From $309 per night (USD)

    VRBO

    King Suite with bath

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This King Suite is located right on water with a nice wrap around deck, It also has a private full bath and kitchen that ...

    From $309 per night (USD)

    VRBO

    Details
  • King Suite with bath
    From $263 per night (USD)

    Expedia

    King Suite with bath

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Our king suite offers a full private bath located off the bedroom. We also have a pull out sleeper in the living room. O ...

    From $263 per night (USD)

    Expedia

    Details
  • King Suite with bath
    From $278 per night (USD)

    VRBO

    King Suite with bath

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    King bed suite with private bath off bedroom. Has pull out sofa in living room and private kitchen that includes cookwar ...

    From $278 per night (USD)

    VRBO

    Details
  • Mango Bay Pool House Unit 1 - Monthly Beach Rental
    From $328 per night (USD)

    Expedia

    Mango Bay Pool House Unit 1 - Monthly Beach Rental

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Mango Bay Pool House Unit 1 is located in the heart of North Clearwater Beach - where tranquility and white sugar sand b ...

    From $328 per night (USD)

    Expedia

    Details
  • King Suite with bath
    From $269 per night (USD)

    VRBO

    King Suite with bath

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Our King Suite offers a private bathroom and pull out sofa in living room. This unit also has a fully equipped kitchen w ...

    From $269 per night (USD)

    VRBO

    Details
  • King Suite with bathroom
    From $265 per night (USD)

    Expedia

    King Suite with bathroom

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Our King Suite has a private full bathroom located off the bedroom. There is a fully equipped kitchen with cookware, ute ...

    From $265 per night (USD)

    Expedia

    Details
  • House 3\/1 minutes from Clearwater Beach!
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    VRBO

    House 3\/1 minutes from Clearwater Beach!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    10

    Recently remodeled duplex-house located 10 minutes from Clearwater Beach, 8 minutes from the Seminole boat ramp, and wal ...

    Click For Pricing

    VRBO

    Details
  • Sunshine State of Mind - Monthly Beach Rental
    From $210 per night (USD)

    Expedia

    Sunshine State of Mind - Monthly Beach Rental

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Make lasting memories in this charming vacation home! The moment you walk through the front door, you'll fall in love wi ...

    From $210 per night (USD)

    Expedia

    Details
  • Heated Pool-Dunedin-Close to beaches-Pet Friendly
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    VRBO

    Heated Pool-Dunedin-Close to beaches-Pet Friendly

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    Summary: Just HEAVENLY. Extended stays welcome! ***Guest rave about this home*** Welcome to our Dunedin Escape! Locate ...

    Click For Pricing

    VRBO

    Details
  • Gulf Breeze - Gulf Front Monthly Rental
    From $354 per night (USD)

    Expedia

    Gulf Breeze - Gulf Front Monthly Rental

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Go ahead -- leave nothing but footprints, fly a kite in the sand dunes and get the saltwater taffy tangled in your teeth ...

    From $354 per night (USD)

    Expedia

    Details
  • Cottage By The Beach
    From $344 per night (USD)

    VRBO

    Cottage By The Beach

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to "Cottage by the Beach", a charming vacation home located in the beautiful Clearwater Beach! This cozy house o ...

    From $344 per night (USD)

    VRBO

    Details
  • Coastal Breeze - Beach Pool Home!
    From $745 per night (USD)

    Expedia

    Coastal Breeze - Beach Pool Home!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    COASTAL BREEZE - A WEEKLY VACATION RENTAL This spacious and light this beach house is a short walk to the white sandy ...

    From $745 per night (USD)

    Expedia

    Details
  • 10 mins from the beach, pet friendly, huge yard!
    From $299 per night (USD)

    VRBO

    10 mins from the beach, pet friendly, huge yard!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    A few short minutes from anywhere! Clearwater Beach 10 minutes, dog friendly Dunedin 5 minutes, shopping, attractions, b ...

    From $299 per night (USD)

    VRBO

    Details
  • Beautiful two bed one bath close to beaches
    Click For Pricing

    Expedia

    Beautiful two bed one bath close to beaches

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Cozy two bed 1 bath within 2 miles of downtown beaches and a short drive to Indian Rocks beach. Guests will love the spa ...

    Click For Pricing

    Expedia

    Details
  • Calming Getaway: 9 Mi to Clearwater Beach!
    From $195 per night (USD)

    VRBO

    Calming Getaway: 9 Mi to Clearwater Beach!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Make your way to this newly renovated, beachy, 2-bedroom, 1.5-bath vacation rental home ideally situated in Clearwater. ...

    From $195 per night (USD)

    VRBO

    Details
  • Clearwater-10min2beach&2min2 Dunedin dwtn \/king bed
    From $344 per night (USD)

    Expedia

    Clearwater-10min2beach&2min2 Dunedin dwtn \/king bed

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to lovely home with nice tropical backyard! Conveniently located on the main street and within 10 minutes you ...

    From $344 per night (USD)

    Expedia

    Details
  • The Nest Boutique at Bananabay
    From $216 per night (USD)

    VRBO

    The Nest Boutique at Bananabay

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Where 'Key West meets French Quarter', the Nest Boutique at BananaBay is an invitation to the charm of old Florida, maki ...

    From $216 per night (USD)

    VRBO

    Details
  • Seagrass Escape - Monthly Beach Rental
    From $320 per night (USD)

    Expedia

    Seagrass Escape - Monthly Beach Rental

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Seagrass Escape - Monthly Beach Rental with Pool This spacious, light, beach house is only steps to the white sands spa ...

    From $320 per night (USD)

    Expedia

    Details
  • 138 · ☀Pool✔ Kitchen✔ Beach✔ Self Checkin✔ Free Parking✔
    From $351 per night (USD)

    VRBO

    138 · ☀Pool✔ Kitchen✔ Beach✔ Self Checkin✔ Free Parking✔

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    We’re happy to announce that our property is open, fully operational, and in excellent condition after the recent hurric ...

    From $351 per night (USD)

    VRBO

    Details
  • 136 · ☀Pool✔ Kitchen✔ Beach✔ Self Check-In✔ Parking✔
    From $427 per night (USD)

    Expedia

    136 · ☀Pool✔ Kitchen✔ Beach✔ Self Check-In✔ Parking✔

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    We’re happy to announce that our property is open, fully operational, and in excellent condition after the recent hurric ...

    From $427 per night (USD)

    Expedia

    Details
  • PRIVATE COTTAGE  OCEAN VIEW 44 PACES TO BEACH, CLOSE TO RESTAURANTS AND SHOPS
    From $353 per night (USD)

    VRBO

    PRIVATE COTTAGE OCEAN VIEW 44 PACES TO BEACH, CLOSE TO RESTAURANTS AND SHOPS

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    ABSOLUTELY THE BEST LOCATION ON CLEARWATER BEACH. Private cottage with two outdoor seating areas. 44 paces to the beauti ...

    From $353 per night (USD)

    VRBO

    Details
  • Newly Renovated kitchen, guest and master bathrooms
    From $236 per night (USD)

    Expedia

    Newly Renovated kitchen, guest and master bathrooms

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This privately owned, open floor plan condo is spacious and roomy. It offers a vintage vibe with a friendly and invitin ...

    From $236 per night (USD)

    Expedia

    Details
  • Smart home great for techies w\/pool & spa, indoor\/outdoor kitchens, game room
    From $859 per night (USD)

    VRBO

    Smart home great for techies w\/pool & spa, indoor\/outdoor kitchens, game room

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    Island Estate Waterfront Villa Our calendar is updated in real-time & our nightly rates are accurately displayed. Simpl ...

    From $859 per night (USD)

    VRBO

    Details
  • Cheerful Clearwater Home
    From $178 per night (USD)

    Expedia

    Cheerful Clearwater Home

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Enjoy our beautiful and renovated townhouse perfectly located with simple access to everything. We have put all our hear ...

    From $178 per night (USD)

    Expedia

    Details
  • 115 · ☀Pool✔ Beach✔ Self Checkin✔ Free Parking✔
    From $252 per night (USD)

    VRBO

    115 · ☀Pool✔ Beach✔ Self Checkin✔ Free Parking✔

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    We’re happy to announce that our property is open, fully operational, and in excellent condition after the recent hurric ...

    From $252 per night (USD)

    VRBO

    Details
  • 110 · ☀Pool✔ Kitchen✔ Beach✔ Self Checkin✔ Free Parking✔
    From $252 per night (USD)

    Expedia

    110 · ☀Pool✔ Kitchen✔ Beach✔ Self Checkin✔ Free Parking✔

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    We’re happy to announce that our property is open, fully operational, and in excellent condition after the recent hurric ...

    From $252 per night (USD)

    Expedia

    Details
  • 112 · ☀Pool✔ Kitchen✔ Beach✔ Self Checkin✔ Free Parking✔
    From $343 per night (USD)

    VRBO

    112 · ☀Pool✔ Kitchen✔ Beach✔ Self Checkin✔ Free Parking✔

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    We’re happy to announce that our property is open, fully operational, and in excellent condition after the recent hurric ...

    From $343 per night (USD)

    VRBO

    Details
  • 106 · Experience Time Travel: Retro Motel Apartment
    From $290 per night (USD)

    Expedia

    106 · Experience Time Travel: Retro Motel Apartment

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    We’re happy to announce that our property is open, fully operational, and in excellent condition after the recent hurric ...

    From $290 per night (USD)

    Expedia

    Details
  • 107 · ☀Pool✔ Kitchen✔ Beach✔ Self Checkin✔ Free Parking✔
    From $303 per night (USD)

    VRBO

    107 · ☀Pool✔ Kitchen✔ Beach✔ Self Checkin✔ Free Parking✔

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    We’re happy to announce that our property is open, fully operational, and in excellent condition after the recent hurric ...

    From $303 per night (USD)

    VRBO

    Details
  • 109 · ☀Pool✔ Beach✔ Self Checkin✔ Free Parking✔
    From $247 per night (USD)

    Expedia

    109 · ☀Pool✔ Beach✔ Self Checkin✔ Free Parking✔

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    We’re happy to announce that our property is open, fully operational, and in excellent condition after the recent hurric ...

    From $247 per night (USD)

    Expedia

    Details
  • Waterfront Home with Beautiful Views and a Boat Dock. Two Blocks from the Beach!
    From $418 per night (USD)

    VRBO

    Waterfront Home with Beautiful Views and a Boat Dock. Two Blocks from the Beach!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    This property has a flight of stairs from the entrance/garage to the living room. There is also another flight of stairs ...

    From $418 per night (USD)

    VRBO

    Details
  • Sleeps 6 Daily Rentals, Pets OK, Hot Tub
    From $503 per night (USD)

    Expedia

    Sleeps 6 Daily Rentals, Pets OK, Hot Tub

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Cozy renovated attic loft with 2 bedrooms. Perfect for family with lots of kids and pet. Primary Bedroom has queen ...

    From $503 per night (USD)

    Expedia

    Details
  • 1 bedroom house; central air; dog friendly; great location
    From $89 per night (USD)

    VRBO

    1 bedroom house; central air; dog friendly; great location

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Centrally located 1 bedroom bungalow. Dog friendly. Fenced yard. Driveway. Walkin closet. Queen bed. Central AC. Ful ...

    From $89 per night (USD)

    VRBO

    Details
  • Charming 4-bedroom house with WiFi, AC in delightful Clearwater
    From $341 per night (USD)

    Expedia

    Charming 4-bedroom house with WiFi, AC in delightful Clearwater

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    60

    Clearwater is waiting for you at this 4-bedroom house. With 1 king bed, 2 queen beds, and 1 twin bed, this terrific prop ...

    From $341 per night (USD)

    Expedia

    Details
  • Clearwater Beach Bungalow
    From $1321 per night (USD)

    VRBO

    Clearwater Beach Bungalow

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    11

    Escape to this stunning beachfront getaway, just 15 steps from the sand and surf! This charming, one-of-a-kind single-fa ...

    From $1321 per night (USD)

    VRBO

    Details
  • Quaint 1 bedroom with a great view! Walking distance to everything!
    From $144 per night (USD)

    Expedia

    Quaint 1 bedroom with a great view! Walking distance to everything!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    We are a small quiet "Ma & Pa" apartment building on the north end of Clearwater Beach. Right on the inter coastal wate ...

    From $144 per night (USD)

    Expedia

    Details
  • Bungalow.  Centrally located.  Great yard; Dogs welcome.  Blue Jay Hideaway.
    From $112 per night (USD)

    VRBO

    Bungalow. Centrally located. Great yard; Dogs welcome. Blue Jay Hideaway.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    This Clearwater/Dunedin bungalow boasts 2 inviting bedrooms, one with a queen bed and the other with a twin bed. Enjoy t ...

    From $112 per night (USD)

    VRBO

    Details
  • Home in Clearwater
    From $314 per night (USD)

    Expedia

    Home in Clearwater

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Clearwater Oasis ⭐️⭐️⭐️⭐️⭐️is a corner lot with tons of parking space and a NEW fenced in yard space for fun in the sun ...

    From $314 per night (USD)

    Expedia

    Details
  • Private Pool Home, Monthly Stays, Work or Play
    From $203 per night (USD)

    VRBO

    Private Pool Home, Monthly Stays, Work or Play

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    Welcome to our spacious, 4-bedroom, 2-bathroom 2-story pool home in beautiful Clearwater, FL! Perfectly suited for work ...

    From $203 per night (USD)

    VRBO

    Details
  • Perfect location, Large 850sf, sleeps 4, steps to beach
    From $259 per night (USD)

    Expedia

    Perfect location, Large 850sf, sleeps 4, steps to beach

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    Location, location, location. Located between the intercoastal and white sand Clearwater Beach one block away. The are ...

    From $259 per night (USD)

    Expedia

    Details
  • Spacious 2-bedroom condo with WiFi and AC in sparkling Clearwater
    From $170 per night (USD)

    VRBO

    Spacious 2-bedroom condo with WiFi and AC in sparkling Clearwater

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Stay comfortably in Clearwater at this 2-bedroom condo. Marvelous features include a queen bed, a twin bed, a living roo ...

    From $170 per night (USD)

    VRBO

    Details
  • Charming 2-bedroom townhome with WiFi, AC in Clearwater close to the beach.
    From $181 per night (USD)

    VRBO

    Charming 2-bedroom townhome with WiFi, AC in Clearwater close to the beach.

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    Experience Clearwater like a local in this 2-bedroom townhome. With its tremendous charm and soothing atmosphere, this n ...

    From $181 per night (USD)

    VRBO

    Details
  • Poolside Oasis - Just Steps to The Sand! - Monthly Beach Rental
    From $542 per night (USD)

    VRBO

    Poolside Oasis - Just Steps to The Sand! - Monthly Beach Rental

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Welcome to your dream vacation home! This stunning 3-bedroom, 2-bathroom oasis is designed to host up to 10 guests, maki ...

    From $542 per night (USD)

    VRBO

    Details
  • Backyard Games, Fire Pit, Heated Pool, Near Beach
    From $702 per night (USD)

    Expedia

    Backyard Games, Fire Pit, Heated Pool, Near Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Stylish home with all new baths & bedrooms. Enjoy the poolside, fire pit & backyard full of lush greenery & fun games! M ...

    From $702 per night (USD)

    Expedia

    Details
  • 3Bdr, Heated pool, Privacy, Pet friendly, Fire pit\n
    From $414 per night (USD)

    VRBO

    3Bdr, Heated pool, Privacy, Pet friendly, Fire pit\n

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    11

    A pet friendly house with soothing view of a beautiful, large backyard. Enjoy the salt-water heated pool, let the kids h ...

    From $414 per night (USD)

    VRBO

    Details
  • Tropical paradise that is family friendly and minutes from Clearwater Beach!!
    From $380 per night (USD)

    Expedia

    Tropical paradise that is family friendly and minutes from Clearwater Beach!!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    3 bedroom 2 bath house that is close to Clearwater Beach and Honeymoon Island. If you want to take a break from the beac ...

    From $380 per night (USD)

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  • Tiny Home Paradise
    From $161 per night (USD)

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    Tiny Home Paradise

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This is a totally private unit located on a multifamily property with free parking in parking lot. Unit is located all t ...

    From $161 per night (USD)

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    Details
  • Flamingle in Palm Harbor
    From $114 per night (USD)

    Expedia

    Flamingle in Palm Harbor

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Come "Flamingle" with us in quaint beach towns of Palm Harbor and Ozona! A leisurely walk on the neighboring Pinellas tr ...

    From $114 per night (USD)

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    Details
  • Modern 3BR | Pool | Game Room by RedAwning
    From $410 per night (USD)

    VRBO

    Modern 3BR | Pool | Game Room by RedAwning

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Stunning design, peaceful location, and all the amenities you could ask for. Look no further for your dream vacation de ...

    From $410 per night (USD)

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    Details
  • Clearwater Coastal Bungalow
    From $161 per night (USD)

    Expedia

    Clearwater Coastal Bungalow

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Discover the beautiful butterfly murals that adorn this cozy bungalow nestled conveniently between Clearwater Beach and ...

    From $161 per night (USD)

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    Details
  • Cozy 2 bedroom farmhouse cottage 11 minutes to beach, with hot tub
    From $281 per night (USD)

    VRBO

    Cozy 2 bedroom farmhouse cottage 11 minutes to beach, with hot tub

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    A fully renovated 2 bedroom home on 2 1/2 acres with large porch decks on the front and back, hot tub and a gorgeous vie ...

    From $281 per night (USD)

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    Details
  • 3 bedroom farmhouse cottage in Palm Harbor 11 mins from Honeymoon Island Beach
    From $359 per night (USD)

    Expedia

    3 bedroom farmhouse cottage in Palm Harbor 11 mins from Honeymoon Island Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    Welcome to our charming 3-bedroom, 1.5-bathroom farmhouse retreat in the heart of Palm Harbor, FL! Nestled in a serene c ...

    From $359 per night (USD)

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    Details
  • Beach Cottage with private heated pool, pool table, & game room
    From $305 per night (USD)

    VRBO

    Beach Cottage with private heated pool, pool table, & game room

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Magnolia Pool House A pool paradise awaits at this beautifully appointed home. Nestled in the desirable Greenbriar neig ...

    From $305 per night (USD)

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    Details
  • Paradise Corner - Monthly Beach Vacation Rental!
    From $154 per night (USD)

    Expedia

    Paradise Corner - Monthly Beach Vacation Rental!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    THIS HOME MUST BE RENTED FOR A MINIMUM OF ONE FULL MONTH. *Owner prefers 30 day bookings starting on the first day of th ...

    From $154 per night (USD)

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    Details
  • Family-Friendly 4BR Home in Dunedin: Saltwater Pool, Bunk Room, Near MLB Spring Training & Beaches!
    From $761 per night (USD)

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    Family-Friendly 4BR Home in Dunedin: Saltwater Pool, Bunk Room, Near MLB Spring Training & Beaches!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    Welcome to our charming Dunedin Retreat! This stunning 4-bedroom, 3-bathroom sanctuary is tailor-made for unforgettable ...

    From $761 per night (USD)

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  • *NEW LISTING* Grand Cypress Retreat | Heated Pool, Spacious Home
    From $837 per night (USD)

    Expedia

    *NEW LISTING* Grand Cypress Retreat | Heated Pool, Spacious Home

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to Grand Cypress Retreat, your chill oasis where tranquility meets style. Step into this awesome property for a ...

    From $837 per night (USD)

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    Details
  • 3 miles to Honeymoon Island~ Firepit & Pool
    From $393 per night (USD)

    VRBO

    3 miles to Honeymoon Island~ Firepit & Pool

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Summary: This newly renovated home in Palm Harbor has EVERYTHING you need for a fun beach getaway! Located just minutes ...

    From $393 per night (USD)

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    Details
  • Onyx House at The Gemma
    From $1867 per night (USD)

    Expedia

    Onyx House at The Gemma

    Bedrooms:
    7
    Bathrooms:
    6
    Sleeps:
    12

    Summary: Just steps away from the quartz white sand of Clearwater Beach sits a brand new collection of homes, "The Gemma ...

    From $1867 per night (USD)

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  • Pearl House at The Gemma
    From $1843 per night (USD)

    VRBO

    Pearl House at The Gemma

    Bedrooms:
    7
    Bathrooms:
    6
    Sleeps:
    14

    Summary: Just steps away from the quartz white sand of Clearwater Beach sits a brand new collection of homes, "The Gemma ...

    From $1843 per night (USD)

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    Details
  • Akoya House at The Gemma
    From $1829 per night (USD)

    Expedia

    Akoya House at The Gemma

    Bedrooms:
    7
    Bathrooms:
    6
    Sleeps:
    14

    Summary: Just steps away from the quartz white sand of Clearwater Beach sits a brand new collection of homes, "The Gemma ...

    From $1829 per night (USD)

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    Details
  • Jade House at The Gemma
    From $1867 per night (USD)

    VRBO

    Jade House at The Gemma

    Bedrooms:
    7
    Bathrooms:
    6
    Sleeps:
    16

    Summary: Just steps away from the quartz white sand of Clearwater Beach sits a brand new collection of homes, "The Gemma ...

    From $1867 per night (USD)

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    Details
  • Sunset Bungalows Lil' Green: Pool, Near Beach & DT
    From $274 per night (USD)

    Expedia

    Sunset Bungalows Lil' Green: Pool, Near Beach & DT

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Enjoy Florida's Gulf Coast and relax in your newly renovated studio, including a personal outdoor patio and shared pool. ...

    From $274 per night (USD)

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    Details
  • NEW Listing! 1 bed\/1 bath Apartment! Only a 5 min walk to beach! Great views!
    From $252 per night (USD)

    VRBO

    NEW Listing! 1 bed\/1 bath Apartment! Only a 5 min walk to beach! Great views!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Indulge in the perfect cozy getaway, away from the high-rises, but still close enough for all the fun! Charm and comfort ...

    From $252 per night (USD)

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    Details
  • Cozy cheerful 2 bedroom home minutes to the beach!
    From $171 per night (USD)

    Expedia

    Cozy cheerful 2 bedroom home minutes to the beach!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    7

    This vacation homes located in Clearwater relax with the whole family at this peaceful place to stay. Close to downtown ...

    From $171 per night (USD)

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    Details
  • Cozy 2-bedroom condo in charming North Clearwater Beach  steps to the beach
    From $309 per night (USD)

    VRBO

    Cozy 2-bedroom condo in charming North Clearwater Beach steps to the beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    There is a fun stay awaiting for you by the whitest sugar sand beach of the USA, Clearwater Beach. This is an ultimate ...

    From $309 per night (USD)

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    Details
  • Stay Beachside I Stunning Views Walk Everywhere
    From $545 per night (USD)

    Expedia

    Stay Beachside I Stunning Views Walk Everywhere

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to our tranquil top-floor beach retreat. This spacious two-bedroom, two-bathroom condo is nestled in the heart o ...

    From $545 per night (USD)

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    Details
  • 2\/1 Pvt Pool home\/ walk to Blue Jays stadium\/ DT Dunedin. Golf\nCart rental avail
    From $343 per night (USD)

    VRBO

    2\/1 Pvt Pool home\/ walk to Blue Jays stadium\/ DT Dunedin. Golf\nCart rental avail

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Stay in the spacious 2/1 coastal and very private pool home. TWO BICYCLES INCLUDED IN RENTAL. Located a mile from vibra ...

    From $343 per night (USD)

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  • Welcome to Maison Bleue!
    From $341 per night (USD)

    Expedia

    Welcome to Maison Bleue!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to Maison Bleue! Experience the best of Florida living in this stylish home with screened-in pool and multi-game ...

    From $341 per night (USD)

    Expedia

    Details
  • Driftwood Dreams Beach House - Full Month Rental
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    Driftwood Dreams Beach House - Full Month Rental

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Driftwood Dreams Beach House: Your Clearwater Beach Oasis Escape to the sun-kissed paradise of Clearwater Beach at the ...

    Click For Pricing

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  • The PENTHOUSE condominium Clearwater Beach
    From $161 per night (USD)

    Expedia

    The PENTHOUSE condominium Clearwater Beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This Clearwater condo boasts 2 inviting bedrooms with 1 king bed and 1 sofa bed. The 2 bathrooms come equipped with a ha ...

    From $161 per night (USD)

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    Details
  • Dunedin \Magnolia Retreat\ - 5 min to #1 Beach
    From $394 per night (USD)

    VRBO

    Dunedin \"Magnolia Retreat\" - 5 min to #1 Beach

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Magnolia Retreat sleep 8 in this 4-bedroom premium home with a gorgeous aesthetic and attention to detail. A relaxed hig ...

    From $394 per night (USD)

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  • Pelican Pointe 3BR 2Bath
    From $243 per night (USD)

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    Pelican Pointe 3BR 2Bath

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    30 NIGHT STAY MINIMUM. Absolutely everything within this 1100 square-foot, three bedroom, two bathroom home exists sole ...

    From $243 per night (USD)

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    Details
  • Regatta Beach Club C704 - Updated with TWO BALCONIES
    From $163 per night (USD)

    VRBO

    Regatta Beach Club C704 - Updated with TWO BALCONIES

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    DON'T LET THE CHANCE SLIP AWAY TO LIVE IN YOUR DREAM LOCATION! 3-Month Minimum Rental Period Only. Pets allowed - Up to ...

    From $163 per night (USD)

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  • Coastal Getaway with RV\/ Boat parking + MIL suite!
    From $437 per night (USD)

    VRBO

    Coastal Getaway with RV\/ Boat parking + MIL suite!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    The Oxford Ranch - family and pet friendly private home with fully fenced in yard with a large in ground pool, WiFi incl ...

    From $437 per night (USD)

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  • Clearwater Beach Retreats at Bayside Suite 2
    From $344 per night (USD)

    VRBO

    Clearwater Beach Retreats at Bayside Suite 2

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: Kick back and relax in this serene, stylish newly renovated space. Just steps from the Mandalay Channel and 4 ...

    From $344 per night (USD)

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    Details
  • Clearwater Beach Retreats at Bayside View 3
    From $294 per night (USD)

    VRBO

    Clearwater Beach Retreats at Bayside View 3

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Kick back and relax in this calm, stylish newly renovated space. On the Mandalay Channel and 4 blocks from the ...

    From $294 per night (USD)

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    Details
  • Clearwater Beach Retreats at Bayside Suite 1
    From $380 per night (USD)

    VRBO

    Clearwater Beach Retreats at Bayside Suite 1

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    6

    Summary: Take shelter and unwind in this newly renovated retreat with separate bedrooms, then come together in central k ...

    From $380 per night (USD)

    VRBO

    Details
  • Fun Beach House Steps to the Gulf, Private Heated Pool, Perfect for Families
    From $819 per night (USD)

    VRBO

    Fun Beach House Steps to the Gulf, Private Heated Pool, Perfect for Families

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    FREE WIFI, RECENTLY RENOVATED AND UPDATED !!! Beautiful Beach House only 34 Steps to the Sand! Private home located on t ...

    From $819 per night (USD)

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    Details
  • SUNSET HOUSE with huge HEATED POOL fire bit jacuzzi tub BBQ
    From $233 per night (USD)

    VRBO

    SUNSET HOUSE with huge HEATED POOL fire bit jacuzzi tub BBQ

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to the SUNSET house with huge garden close to the CLEARWATER BEACH, and DUNEDIN! Fitness Center 3 min to walk. C ...

    From $233 per night (USD)

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    Details
  • Spanish style home with pool 4 blocks to the Ocean.
    From $234 per night (USD)

    VRBO

    Spanish style home with pool 4 blocks to the Ocean.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    Charming Mediterranean style house just south of downtown Dunedin. 850 square feet with 2 bedrooms and 1 bath. Master ...

    From $234 per night (USD)

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    Details
  • TRANQUIL COTTAGE 1 BLOCK FROM CLEARWATER BEACH
    From $330 per night (USD)

    VRBO

    TRANQUIL COTTAGE 1 BLOCK FROM CLEARWATER BEACH

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    Vacation in heaven. North beach in Clearwater is the hidden jewel of tranquility. White powder sand beaches, spectacular ...

    From $330 per night (USD)

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    Details
  • Endless Summer Cottage 2
    From $153 per night (USD)

    VRBO

    Endless Summer Cottage 2

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Our home is a cozy cottage for outdoor and beach lovers. Located steps away from the Pinellas walking and biking trail. ...

    From $153 per night (USD)

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  • Mid Century home close to beaches and downtown Dunedin. 1 block from the Trail.
    From $453 per night (USD)

    VRBO

    Mid Century home close to beaches and downtown Dunedin. 1 block from the Trail.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    A few steps from the cul de sac you will find the beautiful waterfront of Edgewater Drive. 10 minutes from the beaches. ...

    From $453 per night (USD)

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    Details
  • Private Waterfront Oasis with Charm Galore - Clearwater\/Dunedin
    From $736 per night (USD)

    Expedia

    Private Waterfront Oasis with Charm Galore - Clearwater\/Dunedin

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to Casa Limoncello! Grab a libation and enjoy this gorgeous backyard featuring a private pool, dock, floating d ...

    From $736 per night (USD)

    Expedia

    Details