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  • Clearwater Beach Bliss
    From $640 per night (USD)

    HomeAway

    Clearwater Beach Bliss

    Bedrooms:
    5
    Bathrooms:
    8
    Sleeps:
    16

    CLEARWATER BEACH BLISS Weekly Rental - Pool Home This beach rental rents Saturday to Saturday except for September, Oct ...

    From $640 per night (USD)

    HomeAway

    Details
  • Luxury Corner Beachfront Condo with Unsurpassed Views in Crescent Beach Club!
    From $169 per night (USD)

    VRBO

    Luxury Corner Beachfront Condo with Unsurpassed Views in Crescent Beach Club!

    Bedrooms:
    3.5
    Bathrooms:
    3
    Sleeps:
    8

    Teem up with Teeming Vacation Rentals! From your same position in the palatial family room view both breathtaking sunris ...

    From $169 per night (USD)

    VRBO

    Details
  • Sophisticated Crescent BeachClub with Sweeping Views Ablaze  Brilliant Sunsets!
    From $175 per night (USD)

    HomeAway

    Sophisticated Crescent BeachClub with Sweeping Views Ablaze Brilliant Sunsets!

    Bedrooms:
    3.5
    Bathrooms:
    3
    Sleeps:
    8

    Teem up with Teeming Vacation Rentals! More than just a vacation accommodation, this polished vacation rental property i ...

    From $175 per night (USD)

    HomeAway

    Details
  • Bask in the Supreme Luxury of the Notorious Sandpearl in Clearwater Beach!
    From $179 per night (USD)

    VRBO

    Bask in the Supreme Luxury of the Notorious Sandpearl in Clearwater Beach!

    Bedrooms:
    3.5
    Bathrooms:
    3
    Sleeps:
    6

    **Please note this property requires a minimum stay of 30 nights, requires paperwork to be completed at least 15 days pr ...

    From $179 per night (USD)

    VRBO

    Details
  • Sophisticated Style and Sensational Surfside Views!
    From $145 per night (USD)

    HomeAway

    Sophisticated Style and Sensational Surfside Views!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Teem up with Teeming Vacation Rentals! Teeming Vacation Rentals presents an exceptional luxury experience at Crescent Be ...

    From $145 per night (USD)

    HomeAway

    Details
  • Summer Breeze - Weekly Beach Rental
    From $478 per night (USD)

    VRBO

    Summer Breeze - Weekly Beach Rental

    Bedrooms:
    3
    Bathrooms:
    7
    Sleeps:
    20

    SUMMER BREEZE Weekly Rental - Pool Home Summer Breeze offers a beautiful pool and deck along with spacious accommodatio ...

    From $478 per night (USD)

    VRBO

    Details
  • Beautiful Gulf Views! Upper Fl-Corner-Unit on Sand Key - Remodel June 2017
    From $184 per night (USD)

    HomeAway

    Beautiful Gulf Views! Upper Fl-Corner-Unit on Sand Key - Remodel June 2017

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Bright and beautiful, one of a kind condo, upper floor “Corner-Unit” on Sand Key with three spectacular views of Gulf of ...

    From $184 per night (USD)

    HomeAway

    Details
  • Bayway Luxury Suites #2
    From $250 per night (USD)

    VRBO

    Bayway Luxury Suites #2

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    BAYWAY SUITES #2 Located in the heart of South Clearwater Beach - beauty, tranquility and privacy abound in this spacio ...

    From $250 per night (USD)

    VRBO

    Details
  • Tropical Dream on Brightwater
    From $250 per night (USD)

    HomeAway

    Tropical Dream on Brightwater

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Tropical Dream on Brightwater is a beautiful waterfront townhouse consisting of 3 bedroomss with a bonus 4th bedroom wit ...

    From $250 per night (USD)

    HomeAway

    Details
  • Bask in the Views from Almost Every Room in this Sand Key Luxury Spot!
    From $148 per night (USD)

    VRBO

    Bask in the Views from Almost Every Room in this Sand Key Luxury Spot!

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Teem up with Teeming Vacation Rentals! Perched on the 8th floor with sweeping views, Crescent Beach Club is the perfect ...

    From $148 per night (USD)

    VRBO

    Details
  • Where Relaxation and Sophistication Collide in Crescent Beach Club Beauty!
    From $145 per night (USD)

    HomeAway

    Where Relaxation and Sophistication Collide in Crescent Beach Club Beauty!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Teem up with Teeming Vacation Rentals! Enjoy the beach in style in this upscale gem overlooking the crystal waters of th ...

    From $145 per night (USD)

    HomeAway

    Details
  • Inviting Beachfront Coastal Charmer in Esteemed Crescent Beach Club!
    From $110 per night (USD)

    VRBO

    Inviting Beachfront Coastal Charmer in Esteemed Crescent Beach Club!

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    Teem up with Teeming Vacation Rentals! We invite you to soak up the sun and experience the unforgettable coastline of Sa ...

    From $110 per night (USD)

    VRBO

    Details
  • Clearwater Beach Splendor - Weekly Beach Rental
    From $400 per night (USD)

    HomeAway

    Clearwater Beach Splendor - Weekly Beach Rental

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    CLEARWATER BEACH SPLENDOR Weekly Rental - Pool Home The Clearwater Beach Splendor is just a short walk away from the wh ...

    From $400 per night (USD)

    HomeAway

    Details
  • Frenchy's Cottages on East Shore #480
    From $170 per night (USD)

    VRBO

    Frenchy's Cottages on East Shore #480

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    COTTAGES ON EAST SHORE No. 480 Our East Shore Beach Cottages invite you to experience luxurious boutique coastal cottag ...

    From $170 per night (USD)

    VRBO

    Details
  • Luxurious Oceanfront with Views of Sunsets and Pier 60 at Mandalay Beach Club on San Marco!
    From $170 per night (USD)

    HomeAway

    Luxurious Oceanfront with Views of Sunsets and Pier 60 at Mandalay Beach Club on San Marco!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Teem up with Teeming Vacation Rentals! The Mandalay Beach Club on Clearwater Beach is one of the most sought-after prope ...

    From $170 per night (USD)

    HomeAway

    Details
  • Vacation at Crescent Beach Club and Experience Nightly Award Winning Sunsets!
    From $145 per night (USD)

    VRBO

    Vacation at Crescent Beach Club and Experience Nightly Award Winning Sunsets!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Teem up with Teeming Vacation Rentals! Are you ready to royally treat yourself? Escape the hectic pace of everyday life ...

    From $145 per night (USD)

    VRBO

    Details
  • Elegant Get-Away at Impressive Crescent Beach Club of Sand Key!
    From $148 per night (USD)

    HomeAway

    Elegant Get-Away at Impressive Crescent Beach Club of Sand Key!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    7

    Teem up with Teeming Vacation Rentals! Looking for a truly extraordinary beach get-away? Envision yourself in this newly ...

    From $148 per night (USD)

    HomeAway

    Details
  • Bayway Luxury Townhome
    From $250 per night (USD)

    VRBO

    Bayway Luxury Townhome

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    9

    BAYWAY LUXURY TOWNHOME A luxury townhome offering so much more space than a condo.....a private elevator connects the g ...

    From $250 per night (USD)

    VRBO

    Details
  • Infinity Sun Beach House
    From $313 per night (USD)

    HomeAway

    Infinity Sun Beach House

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    INFINITY SUN BEACH HOUSE Infinity Sun Beach House, located on one of Clearwater Beach's newest waterfront communities, ...

    From $313 per night (USD)

    HomeAway

    Details
  • Sun West Palms - Suite 301
    From $200 per night (USD)

    VRBO

    Sun West Palms - Suite 301

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    SUN WEST PALMS #301 Enjoy Clearwater Beach's most Unique Luxury Waterfront Property. With only 10 condos, you'll have pr ...

    From $200 per night (USD)

    VRBO

    Details
  • **NEW** Sand Key Gulf Front, 100% Remodeled 2 BR, 2 BA Condo Right On The Beach
    From $150 per night (USD)

    HomeAway

    **NEW** Sand Key Gulf Front, 100% Remodeled 2 BR, 2 BA Condo Right On The Beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    100% fully renovated unit on the 19th Floor. Can't get any closer to the heavenly views from all sides of this remodeled ...

    From $150 per night (USD)

    HomeAway

    Details
  • Slice of Paradise II - Unit 2
    From $85 per night (USD)

    VRBO

    Slice of Paradise II - Unit 2

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    SLICE OF PARADISE II This charming 2-BR unit offering an area for grilling and chilling! Enjoy the charm of this nicely ...

    From $85 per night (USD)

    VRBO

    Details
  • Overlooks Pristine Gulf Beaches in Ideally Located Community in Sand Key!
    From $102 per night (USD)

    HomeAway

    Overlooks Pristine Gulf Beaches in Ideally Located Community in Sand Key!

    Bedrooms:
    2.5
    Bathrooms:
    1
    Sleeps:
    4

    *Strict rental restrictions apply per complex rules. Only one guest per 14 days. Application required 10 days prior to a ...

    From $102 per night (USD)

    HomeAway

    Details
  • Top Floor at  Crescent Beach Club is the perfect get-away !
    From $145 per night (USD)

    VRBO

    Top Floor at Crescent Beach Club is the perfect get-away !

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Teem up with Teeming Vacation Rentals! Perched on the top floor with sweeping views, this penthouse unit at Crescent Be ...

    From $145 per night (USD)

    VRBO

    Details
  • Breathtaking View of Pristine Gulf in Prestigious Crescent Beach Club in Sand Key!
    From $145 per night (USD)

    HomeAway

    Breathtaking View of Pristine Gulf in Prestigious Crescent Beach Club in Sand Key!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Teem up with Teeming Vacation Rentals! Escape the hectic pace of everyday life and step into this little piece of paradi ...

    From $145 per night (USD)

    HomeAway

    Details
  • Forever Sunshine VI - Weekly Beach Rental
    From $575 per night (USD)

    VRBO

    Forever Sunshine VI - Weekly Beach Rental

    Bedrooms:
    4
    Bathrooms:
    8
    Sleeps:
    20

    FOREVER SUNSHINE VIII Weekly Rental The white sands and crystal blue waters of Clearwater beach are approximately 200 f ...

    From $575 per night (USD)

    VRBO

    Details
  • Beachfront in Crescent Beach Club Gated Community with Resort Amenities!
    From $110 per night (USD)

    HomeAway

    Beachfront in Crescent Beach Club Gated Community with Resort Amenities!

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    Teem up with Teeming Vacation Rentals! This condo is the complete package, offering convenience, comfort and breath-taki ...

    From $110 per night (USD)

    HomeAway

    Details
  • Anchors Away - A Weekly Beach Rental
    From $85 per night (USD)

    VRBO

    Anchors Away - A Weekly Beach Rental

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    ANCHORS AWAY A WEEKLY-DAILY-MONTHLY BEACH RENTAL This unique beach get a way is located on the Island of Sparkling Clea ...

    From $85 per night (USD)

    VRBO

    Details
  • Elegant Escape with Exceptional Gulf Views in Decadent Sand Key!
    From $163 per night (USD)

    HomeAway

    Elegant Escape with Exceptional Gulf Views in Decadent Sand Key!

    Bedrooms:
    3.5
    Bathrooms:
    3
    Sleeps:
    6

    Teem up with Teeming Vacation Rentals! Located in one of the finest complexes in the area, you are sure to enjoy the lux ...

    From $163 per night (USD)

    HomeAway

    Details
  • Neat and Tidy Efficiency in the Center of Clearwater Beach with Private Dock!
    From $52 per night (USD)

    VRBO

    Neat and Tidy Efficiency in the Center of Clearwater Beach with Private Dock!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Teem up with Teeming Vacation Rentals! If you are looking for a bang for your buck, look no further. This 2nd floor cond ...

    From $52 per night (USD)

    VRBO

    Details
  • 5 Balconies to Enjoy in Beautiful Crescent Beach Club of Sand Key!
    From $163 per night (USD)

    HomeAway

    5 Balconies to Enjoy in Beautiful Crescent Beach Club of Sand Key!

    Bedrooms:
    3.5
    Bathrooms:
    3
    Sleeps:
    8

    Teem up with Teeming Vacation Rentals! Unit 5A is an extremely roomy three bedroom two and a half bath unit with 2125 sq ...

    From $163 per night (USD)

    HomeAway

    Details
  • Modern and Elegant Oceanfront Retreat with Endless Views!
    From $134 per night (USD)

    VRBO

    Modern and Elegant Oceanfront Retreat with Endless Views!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    *Strict rental restrictions apply per complex rules. Only one guest per 14 days. Application required 10 days prior to ...

    From $134 per night (USD)

    VRBO

    Details
  • Sandy Shores - Weekly Rental
    From $54 per night (USD)

    HomeAway

    Sandy Shores - Weekly Rental

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    **Current construction going on in the lot next door** SANDY SHORESBeach Rental A perfect beach get-a-way! This quaint ...

    From $54 per night (USD)

    HomeAway

    Details
  • Frenchy's Cottages on East Shore #486
    From $171 per night (USD)

    VRBO

    Frenchy's Cottages on East Shore #486

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    FRENCHY'S COTTAGES ON EAST SHORE No. 486 Frenchy's East Shore Beach Cottages invite you to experience luxurious boutiqu ...

    From $171 per night (USD)

    VRBO

    Details
  • Fabulous  Beachfront Escape on the Shimmering Sands of Exclusive Sand Key!
    From $134 per night (USD)

    HomeAway

    Fabulous Beachfront Escape on the Shimmering Sands of Exclusive Sand Key!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    *Strict rental restrictions apply per complex rules. Only one guest per 14 days. Application required 10 days prior to ...

    From $134 per night (USD)

    HomeAway

    Details
  • Experience Your Own Sunset Serenade at the Crescent Beach Club in Sand Key!
    From $145 per night (USD)

    VRBO

    Experience Your Own Sunset Serenade at the Crescent Beach Club in Sand Key!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Teem up with Teeming Vacation Rentals! Don't just settle for your everyday accommodations for this well-deserved coastal ...

    From $145 per night (USD)

    VRBO

    Details
  • Frenchy's Cottages on East Shore #482
    From $171 per night (USD)

    HomeAway

    Frenchy's Cottages on East Shore #482

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    FRENCHY'S COTTAGES ON EAST SHORE No. 482 Frenchy's East Shore Beach Cottages we invite you to experience luxurious bo ...

    From $171 per night (USD)

    HomeAway

    Details
  • Ground floor renovated condo in Avalon Clearwater
    From $130 per night (USD)

    VRBO

    Ground floor renovated condo in Avalon Clearwater

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Ground floor, two bedrooms/two bathrooms appartment. This gated community is located 7 km from Clearwater beach and 11 k ...

    From $130 per night (USD)

    VRBO

    Details
  • Narcissus Beach House - Weekly Beach Rental
    From $300 per night (USD)

    HomeAway

    Narcissus Beach House - Weekly Beach Rental

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    NARCISSUS BEACH HOUSE Weekly Rental - Pool Home The Narcissus pool Home is a beautiful beach home offering spacious acc ...

    From $300 per night (USD)

    HomeAway

    Details
  • Treasured Times Beach House
    From $190 per night (USD)

    VRBO

    Treasured Times Beach House

    Bedrooms:
    2
    Bathrooms:
    3
    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 $190 per night (USD)

    VRBO

    Details
  • 2BA/2BR with million dollar view at desirable Clearwater Beach FL
    From $75 per night (USD)

    HomeAway

    2BA/2BR with million dollar view at desirable Clearwater Beach FL

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Condo, 2 Bedrooms, 2 Baths, (Sleeps 4) Charming Waterfront 2 bedroom 2 bathroom 1400 sq. feet unit on Clearwater Beach. ...

    From $75 per night (USD)

    HomeAway

    Details
  • Island Time - Weekly Beach Rental
    From $400 per night (USD)

    VRBO

    Island Time - Weekly Beach Rental

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    14

    ISLAND TIME - POOL HOME Weekly Rental The Island Time beach house is your own secluded private island getaway. Walk acr ...

    From $400 per night (USD)

    VRBO

    Details
  • Sunny Oceanfront with Incredible View in Amenity Laden Crescent Beach Club!
    From $148 per night (USD)

    HomeAway

    Sunny Oceanfront with Incredible View in Amenity Laden Crescent Beach Club!

    Bedrooms:
    3.5
    Bathrooms:
    2
    Sleeps:
    8

    Teem up with Teeming Vacation Rentals! Are you looking for a view of the Gulf that will leave you breathless? Treat your ...

    From $148 per night (USD)

    HomeAway

    Details
  • Immerse Yourself in Luxury and Vistas at Exclusive Crescent Beach Club!
    From $175 per night (USD)

    VRBO

    Immerse Yourself in Luxury and Vistas at Exclusive Crescent Beach Club!

    Bedrooms:
    3.5
    Bathrooms:
    3
    Sleeps:
    8

    Teem up with Teeming Vacation Rentals! Spectacular sunsets paint the sky and sea with brilliant colors as the sun melts ...

    From $175 per night (USD)

    VRBO

    Details
  • Five Palms Suite 210 - Daily - Weekly - Monthly
    From $80 per night (USD)

    HomeAway

    Five Palms Suite 210 - Daily - Weekly - Monthly

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    FIVE PALMS SUITE 210 One of the best views at Five Palms! 210 is a lovely, second floor end unit with extra windows over ...

    From $80 per night (USD)

    HomeAway

    Details
  • Five Palms Suite 107 - Daily - Weekly - Monthly
    From $80 per night (USD)

    VRBO

    Five Palms Suite 107 - Daily - Weekly - Monthly

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    FIVE PALMS SUITE 107 ​​​​​​​ Welcome to Suite 107! This ground floor unit is located in front of the pool. It is decorat ...

    From $80 per night (USD)

    VRBO

    Details
  • Five Palms Suite 101 - Daily - Weekly - Monthly
    From $80 per night (USD)

    HomeAway

    Five Palms Suite 101 - Daily - Weekly - Monthly

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    FIVE PALMS SUITE 101 Our newly renovated unit is sure to impress. Constructed with it's guests in mind, this unit's sim ...

    From $80 per night (USD)

    HomeAway

    Details
  • Private Belle Harbor Townhouse Nestled in the Heart of Clearwater Beach!
    From $130 per night (USD)

    VRBO

    Private Belle Harbor Townhouse Nestled in the Heart of Clearwater Beach!

    Bedrooms:
    3.5
    Bathrooms:
    2
    Sleeps:
    6

    *Complex restrictions apply. Only one guest per month and paperwork required 30 days prior to arrival* View our 3D Virt ...

    From $130 per night (USD)

    VRBO

    Details
  • Five Palms Suite 201 - Daily - Weekly - Monthly
    From $80 per night (USD)

    HomeAway

    Five Palms Suite 201 - Daily - Weekly - Monthly

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    FIVE PALMS SUITE 201 Put on your swimsuits and swim on over to this alluring, and comfortable unit. Take a dip in the p ...

    From $80 per night (USD)

    HomeAway

    Details
  • Romantic Beachfront Retreat with Endless Amenities in Crescent Beach Club!
    From $102 per night (USD)

    VRBO

    Romantic Beachfront Retreat with Endless Amenities in Crescent Beach Club!

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    Teem up with Teeming Vacation Rentals! If you are dreaming of the lulling sound of surf, a cool ocean breeze and the bl ...

    From $102 per night (USD)

    VRBO

    Details
  • 16th Floor Oceanfront Gem in Highly Acclaimed Sand Key; Features 24 Hour Security!
    From $146 per night (USD)

    HomeAway

    16th Floor Oceanfront Gem in Highly Acclaimed Sand Key; Features 24 Hour Security!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    *One guest per calendar month. Please note that this property requires paperwork to be completed 10 days prior to arriva ...

    From $146 per night (USD)

    HomeAway

    Details
  • Elegant Clearwater Townhome on the Intracoastal with Boat Dock and Rooftop Deck!
    From $165 per night (USD)

    VRBO

    Elegant Clearwater Townhome on the Intracoastal with Boat Dock and Rooftop Deck!

    Bedrooms:
    3.5
    Bathrooms:
    3
    Sleeps:
    6

    *One guest per calendar month* Teem up with Teeming Vacation Rentals! Offering a refined yet fun-filled vacation, this ...

    From $165 per night (USD)

    VRBO

    Details
  • Five Palms Suite 106 - Daily - Weekly - Monthly
    From $80 per night (USD)

    HomeAway

    Five Palms Suite 106 - Daily - Weekly - Monthly

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    FIVE PALMS SUITE 106 All aboard who's staying aboard! Sail into warm sandy beiges that enhance this unique rustic-nauti ...

    From $80 per night (USD)

    HomeAway

    Details
  • Five Palms Suite 110 - Daily - Weekly - Monthly
    From $90 per night (USD)

    VRBO

    Five Palms Suite 110 - Daily - Weekly - Monthly

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    FIVE PALMS SUITE 110 Lower level unit with one Queen bed and a large deck directly on the Intercoastal waterway. Gaze t ...

    From $90 per night (USD)

    VRBO

    Details
  • Elegant, Intra-coastal Townhome with Rooftop Terrace and Boat Slip!
    From $165 per night (USD)

    HomeAway

    Elegant, Intra-coastal Townhome with Rooftop Terrace and Boat Slip!

    Bedrooms:
    3.5
    Bathrooms:
    3
    Sleeps:
    6

    *One guest per calendar month* Teem up with Teeming Vacation Rentals! Live like a local in this roomy three bedroom tow ...

    From $165 per night (USD)

    HomeAway

    Details
  • Tropical Florida Bungalow, near Clearwater Bay
    From $100 per night (USD)

    VRBO

    Tropical Florida Bungalow, near Clearwater Bay

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Brightly tropical colored bungalow surrounded by mature oak trees- backing onto the Pinellas Trail with roomy, private f ...

    From $100 per night (USD)

    VRBO

    Details
  • Bay Watch - Weekly Beach Rental #6
    From $75 per night (USD)

    HomeAway

    Bay Watch - Weekly Beach Rental #6

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    BAY WATCH Enjoy breathtaking sunrises and sunsets from this charming condo. Everything you need for that long awaited v ...

    From $75 per night (USD)

    HomeAway

    Details
  • Clearwater Beach Elegance
    From $600 per night (USD)

    VRBO

    Clearwater Beach Elegance

    Bedrooms:
    7
    Bathrooms:
    6
    Sleeps:
    15

    CLEARWATER BEACH ELEGANCE - MONTHLY RENTAL ONE BLOCK TO THE BEACH! Go ahead -- leave nothing but footprints, fly a kit ...

    From $600 per night (USD)

    VRBO

    Details
  • Continental Towers #404
    From $133 per night (USD)

    HomeAway

    Continental Towers #404

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    CONTINENTAL TOWERS SUITE 404 This tastefully, furnished condo features 2 bedrooms and 2 full-bathrooms. You walk in and ...

    From $133 per night (USD)

    HomeAway

    Details
  • Eldorado Dream - Monthly Beach Rental
    From $197 per night (USD)

    VRBO

    Eldorado Dream - Monthly Beach Rental

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    ELDORADO DREAM Monthly Rental Stunning tropical furnishings this beach property is located on Clearwater Beach's exclus ...

    From $197 per night (USD)

    VRBO

    Details
  • Turtle Island Beach House
    From $190 per night (USD)

    HomeAway

    Turtle Island Beach House

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Nestled in the beautiful North end of Clearwater Beach you will find the beautiful Turtle Island Beach House. This the p ...

    From $190 per night (USD)

    HomeAway

    Details
  • Five Palms Suite 109 - Daily - Weekly - Monthly
    From $80 per night (USD)

    VRBO

    Five Palms Suite 109 - Daily - Weekly - Monthly

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    FIVE PALMS SUITE 109 Welcome to Suite 109! This ground floor unit situated directly in front of the pool is decorated i ...

    From $80 per night (USD)

    VRBO

    Details
  • Five Palms Suite 208 - Daily - Weekly - Monthly
    From $80 per night (USD)

    HomeAway

    Five Palms Suite 208 - Daily - Weekly - Monthly

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    FIVE PALMS SUITE 208 Upstairs unit with one King bed and a large deck directly on the Intercoastal waterway. This accom ...

    From $80 per night (USD)

    HomeAway

    Details
  • Serenity on Clearwater Beach Unit 7
    From $395 per night (USD)

    VRBO

    Serenity on Clearwater Beach Unit 7

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    SERENITY ON CLEARWATER BEACH Vacation Rental Unit 7 Enjoy this furnished beach rental located on the island of world re ...

    From $395 per night (USD)

    VRBO

    Details
  • Brilliant Beachfront at Distinguished Crescent Beach Club!
    From $145 per night (USD)

    HomeAway

    Brilliant Beachfront at Distinguished Crescent Beach Club!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Teem up with Teeming Vacation Rentals! Immerse yourself in luxury at the pristine Crescent Beach Club in Sand Key. Just ...

    From $145 per night (USD)

    HomeAway

    Details
  • Pristine View in Prestigious Crescent Beach Club in Sand Key!
    From $145 per night (USD)

    VRBO

    Pristine View in Prestigious Crescent Beach Club in Sand Key!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Teem up with Teeming Vacation Rentals! Envision yourself in this tropical paradise at the luxurious Crescent Beach Club. ...

    From $145 per night (USD)

    VRBO

    Details
  • Villas of Clearwater B1 - daily - weekly - monthly rental
    From $125 per night (USD)

    HomeAway

    Villas of Clearwater B1 - daily - weekly - monthly rental

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    A vacationers dream! This spacious, condo has a partial balcony view of the sparkling waters of Clearwater Beach and jus ...

    From $125 per night (USD)

    HomeAway

    Details
  • Five Palms Suite 105 - Daily - Weekly - Monthly
    From $175 per night (USD)

    VRBO

    Five Palms Suite 105 - Daily - Weekly - Monthly

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    FIVE PALMS SUITE 105 Stroll on over to our newly renovated, two-story unit that has a private deck along the intercosta ...

    From $175 per night (USD)

    VRBO

    Details
  • Frenchy's Cottages on East Shore #490
    From $182 per night (USD)

    HomeAway

    Frenchy's Cottages on East Shore #490

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    FRENCHY'S COTTAGES ON EAST SHORE No. 490 Our East Shore Beach Cottages invite you to experience luxurious boutique coas ...

    From $182 per night (USD)

    HomeAway

    Details
  • Five Palms Suite 203 - Daily - Weekly - Monthly
    From $80 per night (USD)

    VRBO

    Five Palms Suite 203 - Daily - Weekly - Monthly

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    FIVE PALMS SUITE 203 With only two blocks away from the beach, this unit is a perfect condo for that long awaited vacat ...

    From $80 per night (USD)

    VRBO

    Details
  • Island Attitude - Monthly Beach Rental
    From $197 per night (USD)

    HomeAway

    Island Attitude - Monthly Beach Rental

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    ISLAND ATTITUDE Minimum 30 Day Rental This beautiful beach rental is located on beautiful Island Estates, Florida. Beau ...

    From $197 per night (USD)

    HomeAway

    Details
  • See Beautiful Sunsets Over The Gulf From Your Private Balcony
    From $125 per night (USD)

    VRBO

    See Beautiful Sunsets Over The Gulf From Your Private Balcony

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This 2 bedroom 2 bath is available starting November 1st and throughout the winter months! The balcony overlooks the hea ...

    From $125 per night (USD)

    VRBO

    Details
  • Island Oasis - A Weekly Rental
    From $262 per night (USD)

    HomeAway

    Island Oasis - A Weekly Rental

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    ISLAND OASIS - WEEKLY RENTAL Bring the family and enjoy three floors of luxury accommodations. As you walk in the lower ...

    From $262 per night (USD)

    HomeAway

    Details
  • Five Palms Suite 206 - Daily - Weekly - Monthly
    From $80 per night (USD)

    VRBO

    Five Palms Suite 206 - Daily - Weekly - Monthly

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    FIVE PALMS SUITE 206 Lure on over to this tropical and delightful pool resort that's only two blocks away from the beac ...

    From $80 per night (USD)

    VRBO

    Details
  • Five Palms Suite 204 - Daily - Weekly - Monthly
    From $83 per night (USD)

    HomeAway

    Five Palms Suite 204 - Daily - Weekly - Monthly

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    FIVE PALMS SUITE 204 Enjoy water views from the front and back of this upstairs unit, which also overlooks the pool. Ne ...

    From $83 per night (USD)

    HomeAway

    Details
  • Sandy Shores II - daily - weekly - monthly rental
    From $114 per night (USD)

    VRBO

    Sandy Shores II - daily - weekly - monthly rental

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    SANDY SHORES II You will definitely want to check out this charming 2-BR beach rental offering such a special place for ...

    From $114 per night (USD)

    VRBO

    Details
  • Mandalay Beach Club #808 - San Marco
    From $190 per night (USD)

    HomeAway

    Mandalay Beach Club #808 - San Marco

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    A Luxury Vacation Rental. Beautiful two bedroom, 2 and a half bath beachfront home overlooking the Gulf of Mexico. This ...

    From $190 per night (USD)

    HomeAway

    Details
  • Beachcomber Beach House - Weekly Beach Rental
    From $137 per night (USD)

    VRBO

    Beachcomber Beach House - Weekly Beach Rental

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    BEACHCOMBER BEACH HOUSE A Weekly Rental Our Beachcomber Beach House beach house offers comfortable accommodations for t ...

    From $137 per night (USD)

    VRBO

    Details
  • Tropical Breeze - Pool Home
    From $217 per night (USD)

    HomeAway

    Tropical Breeze - Pool Home

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Tropical Breeze is a brand new beach rental, recently remodeled with 5 flat screen televisions, brand new king and queen ...

    From $217 per night (USD)

    HomeAway

    Details
  • Aqualea Hyatt Residences Suite 601
    From $400 per night (USD)

    VRBO

    Aqualea Hyatt Residences Suite 601

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Life at the beach is a feeling - a lifestyle. The Hyatt Suite 601 has a beachy chic décor and is cozy and comfortable. ...

    From $400 per night (USD)

    VRBO

    Details
  • Beach Memories - Monthly Beach Rental
    From $250 per night (USD)

    HomeAway

    Beach Memories - Monthly Beach Rental

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    Beach Memories is a beautiful beach rental, recently remodeled with multiple flat screen televisions, brand new king and ...

    From $250 per night (USD)

    HomeAway

    Details
  • Furnished Short-Term Rental South Clearwater
    From $120 per night (USD)

    VRBO

    Furnished Short-Term Rental South Clearwater

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    2

    Newly renovated, fully furnished and equipped executive second floor Condo in South Clearwater. Walking distance to stor ...

    From $120 per night (USD)

    VRBO

    Details
  • Beachside Cottage - A Monthly Beach Rental
    From $190 per night (USD)

    HomeAway

    Beachside Cottage - A Monthly Beach Rental

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    BEACHSIDE COTTAGE - A Monthly Beach Rental Nestled in the peaceful neighborhood of North Clearwater Beach this beautifu ...

    From $190 per night (USD)

    HomeAway

    Details
  • Belle Harbor - Suite 404 - Monthly Beach Rental
    From $173 per night (USD)

    VRBO

    Belle Harbor - Suite 404 - Monthly Beach Rental

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    BELLE HARBOR - WINDSONG Suite 404 Monthly Rental Purely elegant boasting both beauty and charm! This Belle Harbor cond ...

    From $173 per night (USD)

    VRBO

    Details
  • Beautiful house just 10 minutes away from Main Clearwater Beach Pier and more
    From $135 per night (USD)

    HomeAway

    Beautiful house just 10 minutes away from Main Clearwater Beach Pier and more

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Beautiful Bungalow....2 bedrooms, 1 bathroom, beautiful fenced backyard. Drive way provide space for at least three cars ...

    From $135 per night (USD)

    HomeAway

    Details
  • Clearwater Beach Suites #204
    From $165 per night (USD)

    VRBO

    Clearwater Beach Suites #204

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    Clearwater Beach Suites Unit 204 is a quaint, private unit at the Clearwater Beach Suites in Clearwater Beach. It's one ...

    From $165 per night (USD)

    VRBO

    Details
  • Five Palms Suite 104 - Daily - Weekly - Monthly
    From $82 per night (USD)

    HomeAway

    Five Palms Suite 104 - Daily - Weekly - Monthly

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    FIVE PALMS SUITE 104 Suite 104 is conveniently located on the ground level a short distance from the tropical pool and ...

    From $82 per night (USD)

    HomeAway

    Details
  • Living The Dream - Monthly Beach Rental
    From $500 per night (USD)

    VRBO

    Living The Dream - Monthly Beach Rental

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    14

    LIVING THE DREAM (A Monthly Beach Rental) Fall in love with this luxurious beach house which has all the amenities for ...

    From $500 per night (USD)

    VRBO

    Details
  • Clearwater Beach Suites #201
    From $139 per night (USD)

    HomeAway

    Clearwater Beach Suites #201

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Feel yourself relax as you walk through the welcoming entry of Clearwater Beach Suites Unit 201. This beautifully decor ...

    From $139 per night (USD)

    HomeAway

    Details
  • The Lofts on Baymont St. - C
    From $120 per night (USD)

    VRBO

    The Lofts on Baymont St. - C

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    THE LOFTS ON BAYMONT ST. Embrace the paradise of Clearwater Beach with refreshing breezes blowing off the waters of the ...

    From $120 per night (USD)

    VRBO

    Details
  • Clearwater Beach Haven - Beach Front
    From $283 per night (USD)

    HomeAway

    Clearwater Beach Haven - Beach Front

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    CLEARWATER BEACH HAVEN Go ahead -- leave nothing but footprints, fly a kite in the sand dunes and get the saltwater taf ...

    From $283 per night (USD)

    HomeAway

    Details
  • The Lofts on Baymont St. - E
    From $120 per night (USD)

    VRBO

    The Lofts on Baymont St. - E

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    THE LOFTS ON BAYMONT ST. Embrace the paradise of Clearwater Beach with refreshing breezes blowing off the waters of the ...

    From $120 per night (USD)

    VRBO

    Details
  • Clearwater Beach Suites #206
    From $139 per night (USD)

    HomeAway

    Clearwater Beach Suites #206

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Clearwater Beach Suites Unit 206 will become your "second home" on the Island of Clearwater Beach. This beautiful condo ...

    From $139 per night (USD)

    HomeAway

    Details
  • Mango Bay Pool House
    From $190 per night (USD)

    VRBO

    Mango Bay Pool House

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    2

    Mango Bay Pool House Located in the heart of North Clearwater Beach - where tranquility and privacy abound! this charmi ...

    From $190 per night (USD)

    VRBO

    Details
  • A Vacationer's Dream - Monthly Pool Home
    From $183 per night (USD)

    HomeAway

    A Vacationer's Dream - Monthly Pool Home

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    A VACATIONER'S DREAM Go ahead — leave nothing but footprints, fly a kite in the sand dunes and get the saltwater taffy t ...

    From $183 per night (USD)

    HomeAway

    Details
  • Sunshine State of Mind - Monthly Beach Rental
    From $157 per night (USD)

    VRBO

    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 $157 per night (USD)

    VRBO

    Details
  • Sunset Dreams - Monthly Beach Rental
    From $233 per night (USD)

    HomeAway

    Sunset Dreams - Monthly Beach Rental

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Relax and enjoy both the Gulf of Mexico and the Bay in this 4 bedroom, 3 bathroom residence. Tastefully appointed with h ...

    From $233 per night (USD)

    HomeAway

    Details
  • Clearwater Beach Getaway - Monthly Rental
    From $183 per night (USD)

    VRBO

    Clearwater Beach Getaway - Monthly Rental

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Escape to Clearwater Beach at this 3 bedroom 2 bathroom vacation beach rental that comfortably sleeps 6 people. Just a ...

    From $183 per night (USD)

    VRBO

    Details
  • Romance On The Beach! Great View of the Beach!
    From $125 per night (USD)

    TripAdvisor

    Romance On The Beach! Great View of the Beach!

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    2

    Beach side Suite BEST VIEWS OF CLEARWATER BEACH!!! Location, Location, Location!!!! My most popular rental! Beach Si ...

    From $125 per night (USD)

    TripAdvisor

    Details
  • Regatta Beach Club N-411, Studio, Beach Front, Wifi, Slee...
    From $52 per night (USD)

    PerfectPlaces

    Regatta Beach Club N-411, Studio, Beach Front, Wifi, Slee...

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    2

    You’ll wake up each morning to a million dollar view of the Gulf of Mexico when you vacation at Regatta Beach Clu ...

    From $52 per night (USD)

    PerfectPlaces

    Details