Clearwater Beach Vacation Rentals

Clearwater Beach Vacation Rentals

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  • Sunset Dream Monthly Vacation Rental

    A Sunset Dream

    🏡 4 bedrooms, 5 bathrooms

    🛏️ Sleeps 16+ Guests

    📆 Monthly Beach Rental

    🏊‍♂️ Pool Home

    👣 Steps to The Sand

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  • Living room with beige sofa, two black wicker chairs, sliding glass doors overlooking a backyard pool, and a flat-screen TV on a white carved cabinet.

    A Vacationer's Dream

    🏡 3 Bedrooms, 2 Bathrooms

    🛏️ Sleeps 8 Guests

    📆 Monthly Beach Rental

    🏊‍♂️ Pool Home

    👣 Steps to The Sand

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  • A bedroom with a white bed, two nightstands with lamps, a window with curtains, and framed art on a patterned accent wall.

    A Wave From It All

    🏡 2 Bedrooms, 2 Bathrooms

    🛏️ Sleeps 4 Guests

    📆 Short Term Beach Rental

    👣 Steps to The Sand

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  • A beachfront resort with pink buildings, palm trees, a sandy beach, and clear blue sky.

    Aqualea Hyatt Suite 601

    🏡 3 Bedrooms, 3 Bathrooms

    🛏️ Sleeps 8 Guests

    📆 Monthly Beach Rental

    🏊‍♂️ Community Pool

    👣 Steps to The Sand

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  • View of a lake or river through open glass doors, with palm trees, potted plants, a wooden dock, and buildings in the distance, framed by white and gray striped curtains.

    Bay Watch #1

    🏡 1 Bedroom, 1 Bathroom

    🛏️ Sleeps 2 Guests

    📆 Short Term Beach Rental

    🌊 Waterfront

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  • Dining area with a round yellow table and white chairs, looking out through glass sliding doors to a patio with potted plants, a palm tree, and a view of a body of water with buildings in the distance.

    Bay Watch #3

    🏡 1 Bedroom, 1 Bathroom

    🛏️ Sleeps 2 Guests

    📆 Short Term Beach Rental

    🌊 Waterfront

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  • A bright room with large glass windows overlooking a lake, two wicker chairs with striped pillows, a small glass table with glasses, and a bookshelf on the left.

    Bay Watch #6

    🏡 1 Bedroom, 1 Bathroom

    🛏️ Sleeps 2 Guests

    📆 Short Term Beach Rental

    🌊 Waterfront

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  • Sunset over a body of water with city buildings in the background and a dock in the foreground.

    Bayview Beauty | Coral Resort

    🏡 1 Bedroom, 2 Bathrooms

    🛏️ Sleeps 4 Guests

    📆 Short Term Beach Rental

    🏊‍♂️ Community Pool

    🌊 Waterfront

    👣 Steps to The Sand

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  • A light blue single-story house with white trim, a grey roof, and a small front porch with steps, situated on a well-kept lawn with palm trees in the background.

    Beach Bungalow

    🏡 2 Bedrooms, 2 Bathrooms

    🛏️ Sleeps 6 Guests

    📆 Monthly Beach Rental

    👣 Steps to The Sand

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  • Backyard with swimming pool, lounge chairs with floral cushions, large beige patio umbrella, palm trees, backyard furniture, and a privacy fence under blue sky.

    Beach Pleasures

    🏡 2 Bedrooms, 2 Bathrooms

    🛏️ Sleeps 4 Guests

    📆 Monthly Beach Rental

    🏊‍♂️ Pool Home

    👣 Steps to The Sand

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  • A pink house with the number 18 on the front, blue door, brick chimney, concrete driveway, and potted plants, with a clear blue sky overhead.

    Beachcomber Beach House

    🏡 2 Bedrooms, 2 Bathrooms

    🛏️ Sleeps 6 Guests

    📆 Short Term Beach Rental

    👣 Steps to The Sand

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  • Entrance to a residential or hotel complex with palm trees, a small pavilion, and tall apartment buildings in the background.

    Belle Harbor Suite 604

    🏡 2 Bedrooms, 2 Bathrooms

    🛏️ Sleeps 6 Guests

    📆 Monthly Beach Rental

    🏊‍♂️ Community Pool

    🌊 Waterfront Property

    👣 Steps to The Sand

    View Availability
  • Luxury outdoor swimming pool with lounge chairs and palm trees, overlooking a marina with yachts and high-rise buildings in the distance.

    Belle Harbor Suite 71

    🏡 2 Bedrooms, 2 Bathrooms

    🛏️ Sleeps 4 Guests

    📆 Monthly Beach Rental

    🏊‍♂️ Community Pool

    🌊 Waterfront Property

    👣 Steps to The Sand

    View Availability
  • Living room with light green walls, large window with blinds, a beige sectional sofa, a coffee table, a ceiling fan with lights, a framed picture of birds, a floor lamp, a TV mounted on a blue entertainment center, and a doorway leading to another room.

    Captain's Quarters

    🏡 1 Bedroom, 1 Bathroom

    🛏️ Sleeps 4 Guests

    📆 Short Term Beach Rental

    👣 Steps to The Sand

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  • Enclosed backyard swimming pool with a small waterfall feature, surrounded by lush green plants and a stone patio. There are two metal chairs and a small building on the left, with screened enclosure overhead.

    Casa Del Mar

    🏡 6 Bedrooms, 4 Bathrooms

    🛏️ Sleeps 15 Guests

    📆 Short Term Beach Rental

    🏊‍♂️ Pool Home

    👣 Steps to The Sand

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  • Front porch of a house with white rocking chairs, decorative pillows, potted plants, and a ceiling fan, painted in bright teal and white.

    Chasing The Sun

    🏡 3 Bedrooms, 2 Bathrooms

    🛏️ Sleeps 8 Guests

    📆 Short Term Beach Rental

    👣 Steps to The Sand

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  • Residential backyard pool area with blue lounge chairs, tropical plants, and a water feature with three spouts.

    Clearwater Beach Splendor

    🏡 4 Bedrooms, 2 Bathrooms

    🛏️ Sleeps 12 Guests

    📆 Short Term Beach Rental

    🏊‍♂️ Pool Home

    👣 Steps to The Sand

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  • A hotel courtyard with a swimming pool, surrounded by tropical plants, with a multi-story building in the background under a partly cloudy sky.

    Clearwater Beach Suites #102

    🏡 1 Bedroom, 1 Bathroom

    🛏️ Sleeps 4 Guests

    📆 Short Term Beach Rental

    🏊‍♂️ Community Pool

    👣 Steps to The Sand

    View Availability
  • View of a hotel courtyard with a swimming pool, surrounded by a two-story building with balconies, palm trees, and outdoor furniture. Taller building in background under a partly cloudy sky.

    Clearwater Beach Suites #103

    🏡 1 Bedroom, 1 Bathroom

    🛏️ Sleeps 4 Guests

    📆 Short Term Beach Rental

    🏊‍♂️ Community Pool

    👣 Steps to The Sand

    View Availability
  • A multi-story hotel or apartment complex surrounding a swimming pool with palm trees, an umbrella, and lounge chairs.

    Clearwater Beach Suites #104

    🏡 1 Bedroom, 1 Bathroom

    🛏️ Sleeps 4 Guests

    📆 Short Term Beach Rental

    🏊‍♂️ Community Pool

    👣 Steps to The Sand

    View Availability
  • An outdoor hotel courtyard with a swimming pool, surrounded by a multi-story building, green palm trees, and a blue sky.

    Clearwater Beach Suites #105

    🏡 1 Bedroom, 1 Bathroom

    🛏️ Sleeps 4 Guests

    📆 Short Term Beach Rental

    🏊‍♂️ Community Pool

    👣 Steps to The Sand

    View Availability
  • A swimming pool area in a hotel or apartment complex with lounge chairs, umbrellas, and tropical plants, surrounded by two-story buildings and a high-rise building in the background.

    Clearwater Beach Suites #106

    🏡 2 Bedrooms, 1 Bathroom

    🛏️ Sleeps 6 Guests

    📆 Short Term Beach Rental

    🏊‍♂️ Community Pool

    👣 Steps to The Sand

    View Availability
  • A motel courtyard featuring a swimming pool with lounge chairs, surrounded by tropical plants, and a two-story building with guest rooms and staircases, with a large hotel building in the background.

    Clearwater Beach Suites #107

    🏡 2 Bedrooms, 1 Bathroom

    🛏️ Sleeps 7 Guests

    📆 Short Term Beach Rental

    🏊‍♂️ Community Pool

    👣 Steps to The Sand

    View Availability
  • A residential hotel courtyard with a swimming pool surrounded by tropical plants, umbrellas, and lounging areas, with a multi-story building in the background under a partly cloudy sky.

    Clearwater Beach Suites #201

    🏡 2 Bedrooms, 1 Bathroom

    🛏️ Sleeps 6 Guests

    📆 Short Term Beach Rental

    🏊‍♂️ Community Pool

    👣 Steps to The Sand

    View Availability
  • A courtyard pool area at a beachside hotel with multiple palm trees, a blue umbrella, and an apartment-style building with balconies, and a large hotel building in the background.

    Clearwater Beach Suites #202

    🏡 1 Bedroom, 1 Bathroom

    🛏️ Sleeps 4 Guests

    📆 Short Term Beach Rental

    🏊‍♂️ Community Pool

    👣 Steps to The Sand

    View Availability
  • Exterior view of a hotel courtyard with a swimming pool, surrounded by balconies, palm trees, and a high-rise building in the background under a partly cloudy sky.

    Clearwater Beach Suites #203

    🏡 1 Bedroom, 1 Bathroom

    🛏️ Sleeps 4 Guests

    📆 Short Term Beach Rental

    🏊‍♂️ Community Pool

    👣 Steps to The Sand

    View Availability
  • Outdoor wooden deck with patio furniture, including a glass table, chairs, and a large red umbrella, overlooking a scenic view of houses, trees, and a body of water under a bright blue sky with some clouds.

    Clearwater Beach Paradise

    🏡 1 Bedroom, 1 Bathroom

    🛏️ Sleeps 2 Guests

    📆 Monthly Beach Rental

    👣 Steps to The Sand

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  • A backyard with a swimming pool and a light blue house with a screened-in porch, palm trees, and a clear blue sky.

    Coastal Beach Escape

    🏡 4 Bedrooms, 3 Bathrooms

    🛏️ Sleeps 10 Guests

    📆 Monthly Beach Rental

    🏊‍♂️ Pool Home

    👣 Steps to The Sand

    View Availability
  • Enclosed backyard swimming pool area with glass roof and tropical plant murals on the wall.

    Coastal Breeze

    🏡 3 Bedrooms, 2 Bathrooms

    🛏️ Sleeps 8 Guests

    📆 Short Term Beach Rental

    🏊‍♂️ Pool Home

    👣 Steps to The Sand

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  • Aerial view of a coastal residential neighborhood with houses, trees, and streets near a beach with white sand and calm ocean water, featuring a swimming pool in one backyard marked by a red arrow.

    Coconut Breeze

    🏡 3 Bedrooms, 2 Bathrooms

    🛏️ Sleeps 8 Guests

    📆 Monthly Beach Rental

    🏊‍♂️ Jacuzzi Home

    👣 Steps to The Sand

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  • Backyard swimming pool with stone patio, blue house with deck, outdoor dining table, and lush greenery under a clear blue sky.

    Dream Vacation Beach House

    🏡 3 Bedrooms, 2 Bathrooms

    🛏️ Sleeps 8 Guests

    📆 Monthly Beach Rental

    🏊‍♂️ Pool Home

    👣 Steps to The Sand

    View Availability
  • A yellow single-story house with a white front door, surrounded by palm trees, on a sunny day

    Eldorado Dream

    🏡 3 Bedrooms, 3 Bathrooms

    🛏️ Sleeps 8 Guests

    📆 Monthly Beach Rental

    👣 Steps to The Sand

    View Availability
  • Huge Clearwater Beach Rental Home With Pool

    Forever Sunshine

    🏡 9 Bedrooms, 5 Bathrooms

    🛏️ Sleeps 16+ Guests

    📆 Short Term Beach Rental

    🏊‍♂️ Pool Home

    👣 Steps to The Sand

    View Availability
  • Aerial view of a beachfront neighborhood with houses, palm trees, and the ocean in the background

    Gulf Breeze

    🏡 4 Bedrooms, 2 Bathrooms

    🛏️ Sleeps 8 Guests

    📆 Monthly Beach Rental

    🏝️ Beachfront

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  • Small private backyard swimming pool with lounge chairs along the fence, a sign that reads 'Laundry Room,' and a partially covered sitting area with wicker furniture.

    Island Time

    🏡 6 Bedrooms, 4 Bathrooms

    🛏️ Sleeps 16+ Guests

    📆 Short Term Beach Rental

    🏊‍♂️ Pool Home

    👣 Steps to The Sand

    View Availability
  • Backyard swimming pool with a elevated hot tub, surrounded by tropical plants, palm trees, and a wooden fence.

    Key Lime Cottage

    🏡 3 Bedrooms, 2 Bathrooms

    🛏️ Sleeps 6 Guests

    📆 Monthly Beach Rental

    🏊‍♂️ Pool Home

    👣 Steps to The Sand

    View Availability
  • Single-story house with stone accents, surrounded by palm trees, green shrubs, and a gravel pathway, under a blue sky.

    Mango Bay

    🏡 1 Bedroom, 1 Bathroom

    🛏️ Sleeps 4 Guests

    📆 Monthly Beach Rental

    👣 Steps to The Sand

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  • Residential backyard with a kidney-shaped swimming pool, outdoor furniture including a table with chairs under an umbrella and lounge chairs, tall palm trees, a white fence, and greenery under a blue sky.

    Mango Bay Pool House

    🏡 4 Bedrooms, 3 Bathrooms

    🛏️ Sleeps 8 Guests

    📆 Monthly Beach Rental

    🏊‍♂️ Pool Home

    👣 Steps to The Sand

    View Availability
  • Residential backyard with a swimming pool, outdoor seating, and vibrant fish-themed window art.

    Narcissus Beach House

    🏡 2 Bedrooms, 2 Bathrooms

    🛏️ Sleeps 4 Guests

    📆 Short Term Beach Rental

    🏊‍♂️ Pool Home

    👣 Steps to The Sand

    View Availability
  • Residential backyard featuring a swimming pool, outdoor lounge chairs, a picnic table with an umbrella, surrounded by lush green trees and plants, with a bright blue sky and some houses visible in the background.

    Oceanaire

    🏡 3 Bedrooms, 3 Bathrooms

    🛏️ Sleeps 9 Guests

    📆 Monthly Beach Rental

    🏊‍♂️ Pool Home

    👣 Steps to The Sand

    View Availability
  • Front view of a single-story house with a gray exterior, white garage door, and French doors, surrounded by greenery and a concrete driveway under a partly cloudy sky.

    Paradise Palms

    🏡 4 Bedrooms, 2 Bathrooms

    🛏️ Sleeps 8 Guests

    📆 Monthly Beach Rental

    🏊‍♂️ Jacuzzi Home

    👣 Steps to The Sand

    View Availability
  • Outdoor swimming pool area with lounge chairs and umbrellas, surrounded by greenery and a multi-story hotel building in a sunny, tropical setting.

    Pelican Pointe #219

    🏡 1 Bedroom, 1 Bathroom

    🛏️ Sleeps 2 Guests

    📆 Short Term Beach Rental

    🏊‍♂️ Community Pool

    👣 Steps to The Sand

    View Availability
  • View from a balcony overlooking a beach and coastline with residential houses, trees, and a river in the distance under a blue sky with some clouds.

    Regatta Beach Club N804

    🏡 1 Bedroom, 1 Bathroom

    🛏️ Sleeps 4 Guests

    📆 3 Month Beach Rental

    🏊‍♂️ Community Pool

    🏝️ Beachfront

    View Availability
  • Living room with a sliding glass door leading to a balcony with outdoor seating, ocean view, and a bedroom visible through an open doorway.

    Regatta Beach Club S805

    🏡 1 Bedroom, 1 Bathroom

    🛏️ Sleeps 4 Guests

    📆 3 Month Beach Rental

    🏊‍♂️ Community Pool

    🏝️ Beachfront

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  • Balcony view of a beachside resort with a swimming pool, palm trees, sandy beach, ocean, and a clear blue sky.

    Sand Key South Beach #601

    🏡 2 Bedrooms, 2 Bathrooms

    🛏️ Sleeps 4 Guests

    📆 3 Month Beach Rental

    🏊‍♂️ Community Pool

    🏝️ Beachfront

    View Availability
  • Beach-inspired bedroom with two large windows, a bed with seashell and starfish patterned bedding, a pillow reading "Beach House," a wooden nightstand with a lamp, and a sign on the wall that says "Beach House."

    Sandy Shores

    🏡 1 Bedroom, 1 Bathroom

    🛏️ Sleeps 4 Guests

    📆 Short Term Beach Rental

    👣 Steps to The Sand

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  • A beach house with a light green exterior and large windows, situated next to a street with clear sky and palm trees in the background.

    Sandy Shores II

    🏡 2 Bedrooms, 1 Bathroom

    🛏️ Sleeps 6 Guests

    📆 Short Term Beach Rental

    👣 Steps to The Sand

    View Availability
  • Seagrass Escape

    Seagrass Escape

    🏡 2 Bedrooms, 2 Bathrooms

    🛏️ Sleeps 6 Guests

    📆 Monthly Beach Rental

    🏊‍♂️ Pool Home

    👣 Steps to The Sand

    View Availability
  • Bright, single-story light blue house with a garage, surrounded by lush green grass and tropical palm trees under a clear blue sky.

    Seahorse Cottage

    🏡 2 Bedrooms, 2 Bathrooms

    🛏️ Sleeps 6 Guests

    📆 Monthly Beach Rental

    👣 Steps to The Sand

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  • Single-story house with white exterior, gray shutters, and a front porch, surrounded by lush green grass, trees, and tropical plants, under a partly cloudy sky.

    Seas The Day

    🏡 2 Bedrooms, 2 Bathrooms

    🛏️ Sleeps 6 Guests

    📆 Monthly Beach Rental

    👣 Steps to The Sand

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  • Open-concept living room and kitchen with white cabinetry, stainless steel fridge, microwave, and a kitchen island with four brown barstools. The living area has a brown leather sofa, a dark blue sofa, a coffee table, window with blinds, and wall decor.

    Serenity by The Bay

    🏡 2 Bedrooms, 2 Bathrooms

    🛏️ Sleeps 4 Guests

    📆 Monthly Beach Rental

    👣 Steps to The Sand

    View Availability
  • Backyard with swimming pool surrounded by palm trees, patio furniture including two chairs in the foreground, tables with umbrellas, and a barbecue grill, under a partly cloudy sky.

    Summer Breeze

    🏡 7 Bedrooms, 3 Bathrooms

    🛏️ Sleeps 16+ Guests

    📆 Short Term Beach Rental

    🏊‍♂️ Pool Home

    👣 Steps to The Sand

    View Availability
  • Outdoor seating area by the water with a round black table, four black chairs, large beige umbrella, tropical plants, and boats docked in the marina under a partly cloudy sky.

    Sun Harbor Unit 1

    🏡 3 Bedrooms, 2 Bathrooms

    🛏️ Sleeps 10 Guests

    📆 Short Term Beach Rental

    🌊 Waterfront Property

    👣 Steps to The Sand

    View Availability
  • Aerial view of a coastal residential area with a beach and ocean in the background. The photo shows houses, a parking lot, and a canal, under a clear blue sky.

    Sunny Escape

    🏡 3 Bedrooms, 2 Bathrooms

    🛏️ Sleeps 6 Guests

    📆 Monthly Beach Rental

    👣 Steps to The Sand

    View Availability
  • Aerial view of a suburban neighborhood with a lake in the background. A house with a gray roof and a driveway is marked with a red arrow. Surrounding houses are partially obscured by large trees and greenery. The street runs along the right side of the image.

    Sunny Getaway

    🏡 3 Bedrooms, 2 Bathrooms

    🛏️ Sleeps 6 Guests

    📆 Monthly Rental

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  • Living room with light-colored sofas, a wall clock, table lamps, a ceiling fan, a flat-screen TV showing a beach scene, glass sliding doors with white curtains leading to an outdoor balcony, and an open doorway leading to another room with blue walls.

    Sunshine State of Mind

    🏡 3 Bedrooms, 3 Bathrooms

    🛏️ Sleeps 6 Guests

    📆 Monthly Rental

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  • A three-story beige house with two balconies, large windows, and a three-car garage, surrounded by palm trees and greenery.

    Sweet Escape

    🏡 5 Bedrooms, 5 Bathrooms

    🛏️ Sleeps 12 Guests

    📆 Monthly Beach Rental

    👣 Steps to The Sand

    View Availability
  • A wooden dock extending over water towards a house with palm trees and lush greenery, under a clear blue sky.

    Treasured Times Beach House

    🏡 3 Bedrooms, 2 Bathrooms

    🛏️ Sleeps 8 Guests

    📆 Monthly Beach Rental

    🌊 Waterfront

    👣 Steps to The Sand

    View Availability
  • Backyard view of a yellow two-story house with screened porch, pool, and patio seating area under a covered deck, with palm trees and bright skies.

    Ultimate Island Getaway

    🏡 4 Bedrooms, 4 Bathrooms

    🛏️ Sleeps 10 Guests

    📆 Monthly Beach Rental

    🏊‍♂️ Pool Home

    👣 Steps to The Sand

    View Availability
  • Enclosed backyard pool area with patio furniture, tropical wall art, and lush greenery outside the screened enclosure.

    Welcome to Paradise

    🏡 3 Bedrooms, 2 Bathrooms

    🛏️ Sleeps 10 Guests

    📆 Monthly Beach Rental

    🏊‍♂️ Pool Home

    👣 Steps to The Sand

    View Availability