
Clearwater Rentals

- From $504 per night (USD)
VRBO
Bay Harbor 202 WOW balcony views! Professionally decorated condo for the family
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Come and enjoy the beach during the day and relax in luxury on the balcony overlooking the bay in the evening. This uni ...
From $504 per night (USD)VRBO
- From $271 per night (USD)
Expedia
Captain's Quarters - Beach Vacation Rental
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Ahoy Mateys! Set Sail for Serenity at Captain's Quarters! Cast off on an unforgettable island adventure and anchor down ...
From $271 per night (USD)Expedia
- From $199 per night (USD)
VRBO
440 West Condo 1604-N Gorgeous Water Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Be welcomed by this spacious 2 bedroom, 2 bathroom unit located on the 16th floor of the 440 West building, with a spark ...
From $199 per night (USD)VRBO
- From $390 per night (USD)
Expedia
Harborview Grande 705 Bay Front Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This beautifully updated, bay front condo on the seventh floor affords a delightful holiday experience. This unit has r ...
From $390 per night (USD)Expedia
- From $1244 per night (USD)
VRBO
Summer Breeze - Weekly Beach Rental
- Bedrooms:
- 3
- Bathrooms:
- 8
- Sleeps:
- 20
SUMMER BREEZE Beach Vacation Rental - Pool Home Escape to your dream vacation at Summer Breeze. Tropical charm meets s ...
From $1244 per night (USD)VRBO
- From $561 per night (USD)
Expedia
Harborview Grande 701 Stunning Bay Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Harborview Grande 701 enjoys the large floor plan of all the Harborview Grande condos. Immediately upon entering the doo ...
From $561 per night (USD)Expedia
- From $494 per night (USD)
VRBO
Sandy Shores II - Steps to the beach!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
SANDY SHORES II You will definitely want to check out this charming 3-BR beach rental offering such a special place for ...
From $494 per night (USD)VRBO
- From $522 per night (USD)
Expedia
Surfside Condos 202 Beachfront Oasis with Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
**Welcome to Surfside Condos 202!** Escape to a beachfront oasis in our spacious 1,370 square foot condo, perfectly loc ...
From $522 per night (USD)Expedia
- From $288 per night (USD)
VRBO
Royal Palm Unit 4 4 1,000 sq ft of FUN
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
1,000 sq ft of tastefully furnished beach getaway. For up to 8 guests with 2 queens, sofa sleeper and futon! Second fl ...
From $288 per night (USD)VRBO
- From $313 per night (USD)
Expedia
Coconut Palm 2 Beach Getaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
1 bedroom 1 bath apartment 50 steps from the white powder sands of Clearwater Beach. Private patio leads out to protecte ...
From $313 per night (USD)Expedia
- From $490 per night (USD)
VRBO
Sandy Shores | Beachfront
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Sandy Shores offered by Beach Time Rentals This property is a monthly rental. Step onto the large patio with your fir ...
From $490 per night (USD)VRBO
- Click For Pricing
Expedia
CBC Lantana | 3 bedroom home in Clearwater Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Lantana Cabana offered by Beach Time Rentals Lantana Cabana is a part of the Clearwater Beach Cabana. Located just tw ...
Click For PricingExpedia
- From $194 per night (USD)
VRBO
440 West Condos 408-N Gulf and Beach Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience Sunset Bliss in a West-Facing 2 Bed, 2 Bath Condo at 440 West North Tower Overview Indulge in an unparalleled ...
From $194 per night (USD)VRBO
- From $497 per night (USD)
Expedia
Bay Harbor 302 Direct Bay front 400 sq ft Balcony
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Waterfront 3 Bedroom 3 Bathroom Condo with Breath-taking Water View on Clearwater Beach Come enjoy the spacious 1845 sq ...
From $497 per night (USD)Expedia
- From $289 per night (USD)
VRBO
Bayside Condos Studio 29 City and Bay views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
JUST REMODELED !!! This fourth-floor corner studio is just right for the casual traveler looking for some time away. On ...
From $289 per night (USD)VRBO
- From $235 per night (USD)
VRBO
Beautiful Gulf Front condo on Clearwater Beach.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy breathtaking views of the Gulf of Mexico from floor to ceiling windows. Wake up to the sounds of the waves, and sp ...
From $235 per night (USD)VRBO
- From $144 per night (USD)
VRBO
Beachfront Luxury Living W\/Heated Pool & Spa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beach themed condo! 2 Bedrooms, 2 Bathrooms with an outstanding view of the beach as well as the Intracoastal Waterway. ...
From $144 per night (USD)VRBO
- From $223 per night (USD)
Expedia
SEASALT BREEZE cozy spot
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
SEASALT BREEZE” modern condo near Golf of Mexico beaches CLEAN & SANITIZED modern condo ready for your arrival! • Recent ...
From $223 per night (USD)Expedia
- From $427 per night (USD)
VRBO
Pet Friendly! Waterfront, Pool, Beach Gear, Free Parking & Free Activities! ~ 403 Harborview Grande
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
403 Harborview Grande offers a spacious open concept for a large family or group of friends to gather while vacationing ...
From $427 per night (USD)VRBO
- From $394 per night (USD)
VRBO
Pets Allowed! Waterfront! Walk to Beach! Pool, Hot Tub, FREE Activities! ~ 603 Harborview Grande
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
603 Harborview Grande offers a spacious open concept for a large family or group of friends to gather while vacationing ...
From $394 per night (USD)VRBO
- From $380 per night (USD)
VRBO
Waterfront Balcony, Close to Beach and Pier 60, Pool, Hot Tub, Free Parking ~ 206 Harborview Grande
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This luxury condo in Clearwater Beach provides the perfect setting for a premium vacation destination. Watch the sun ris ...
From $380 per night (USD)VRBO
- From $434 per night (USD)
VRBO
Top Floor Penthouse w\/Boat Slip, Free Activities! Free Parking, Heated Pool ~ 801 Harborview Grande
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This beautiful waterfront penthouse level condo at Clearwater Beach provides the perfect setting for a premium vacation ...
From $434 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Updated Unit! Prime Location! Balcony, Waterfront Pool! FREE Activities! ~ 406 Dockside
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This cozy condo in Clearwater Beach provides the perfect setting for a premium vacation destination. Watch the sun rise ...
From $225 per night (USD)VRBO
- From $281 per night (USD)
VRBO
Beachfront End Unit, Pool, Hot Tub, Tennis, Grill, Free Wi-Fi & Cable, W\/D ~ 1208 Lighthouse Towers
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Please note there is work happening on site and the pool may need to be closed from time to time depending on the proxim ...
From $281 per night (USD)VRBO
- From $377 per night (USD)
VRBO
Pets Allowed! Waterfront! Prime Location! Gourmet Kitchen ~ FREE Activities ~ 404 Bay Harbor
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This contemporary 3 BR, 3BA condo overlooking the marina in Clearwater Beach features upscale amenities and all the conv ...
From $377 per night (USD)VRBO
- From $374 per night (USD)
VRBO
Stunning Villa Just Steps to the Sand! Walk to Frenchy's! FREE Activities & Parking ~ B5 Villas CB
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Property's POOL IS OPEN! You'll be just steps away from the pristine sands of Clearwater Beach in this newly renovated v ...
From $374 per night (USD)VRBO
- From $399 per night (USD)
VRBO
Pets Allowed! Newly Furnished, Waterfront Balcony, Heated Pool, FREE Activities ~ 204 Bay Harbor
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy the best of what Clearwater Beach has to offer in this beautifully furnished and updated 3-bedroom, 3-bathroom lux ...
From $399 per night (USD)VRBO
- From $556 per night (USD)
VRBO
Pets Allowed, Waterfront End Unit, Private Balcony, Free Activities, Pool ~ 200 Harborview Grande
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
RECENTLY UPDATED!!! This beautiful waterfront condo in Clearwater Beach provides the perfect setting for a premium vacat ...
From $556 per night (USD)VRBO
- From $358 per night (USD)
VRBO
Waterfront Views! Prime Location! Fishing Docks, Wi-Fi, Grill, FREE Activities ~ 404 Dockside
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Prime location in Clearwater Beach! Sit back and relax on the private balcony, enjoy a sunrise over the marina or watch ...
From $358 per night (USD)VRBO
- From $257 per night (USD)
VRBO
Beachfront Beauty with Amazing Views ~ Fitness Center, Pool, Hot Tub, BBQ ~ 12B Crescent Beach Club
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Updated 2 Bedroom, 2 Bathroom Crescent Beach Club Vacation Home is located directly on the beachfront of Sand Key Beach, ...
From $257 per night (USD)VRBO
- From $438 per night (USD)
VRBO
Newly Furnished! Private Balcony! Wi-Fi, Pool, Hot Tub, Free Activities! ~ 506 Harborview Grande
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This newly furnished 3-bedroom, 2-bathroom unit offers a spacious open concept for a large family or group of friends to ...
From $438 per night (USD)VRBO
- From $201 per night (USD)
Expedia
NEWLY LISTED and modern, fully renovated ground floor condo.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
If You are tired and want to have a carefree vocation or just to relax-here it is. This condo is located in the highly ...
From $201 per night (USD)Expedia
- From $180 per night (USD)
VRBO
Charming Remodeled Home in North Clearwater Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This charming remodeled 2 bedroom, 2 bath home is on the peaceful north end of the island of Clearwater Beach. This ren ...
From $180 per night (USD)VRBO
- From $630 per night (USD)
Expedia
Coastal 'Sea Side' Townhome - Walk to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
The sandy shores of Clearwater are calling you to this lovely vacation rental. Situated just steps from the beach, this ...
From $630 per night (USD)Expedia
- From $176 per night (USD)
VRBO
Clearwater Home w\/ Private Pool & Patio!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Dog Friendly w/ Fee | 8 Miles to Beach | Quiet Location Take a trip to the Sunshine State filled with fun days explorin ...
From $176 per night (USD)VRBO
- From $357 per night (USD)
VRBO
1BR\/1BA NEW Coastal Boutique Cottage. HGTV Worthy! Sleeps 4. Steps to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
WE ARE HAPPY TO REPORT THAT OUR PROPERTY SUFFERED NO DAMAGE IN THE RECENT STORM! We continue to offer free cancellation ...
From $357 per night (USD)VRBO
- From $1044 per night (USD)
VRBO
Breezy ‘White Sands House’ Steps to Gulf Shore!
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 18
Let your dream beach vacation become a reality when you book a stay at the 'White Sands House,' a 7-bedroom, 3-bath Clea ...
From $1044 per night (USD)VRBO
- From $392 per night (USD)
Expedia
'Driftwood Beach Suite' - Walk to Clearwater Bch
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Sink your toes into the pristine white sands of Florida's Gulf Coast when you stay at 'Driftwood Beach Suite,' a 2-bedro ...
From $392 per night (USD)Expedia
- From $312 per night (USD)
VRBO
'Sea Turtle Suite' Condo w\/ Clearwater Beach Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Find your own slice of Florida paradise at 'Sea Turtle Suite,' a 1-bedroom, 1-bath vacation rental nestled along the cal ...
From $312 per night (USD)VRBO
- From $149 per night (USD)
VRBO
The Avalon, Clearwater 1\/1 LUXE CORNER CONDO \/King size bed\/ Free wifi & Parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
PRIVATE END UNIT & Heated Pool! Safe and secure complex for your short or long term needs! Close to beaches, shopping, s ...
From $149 per night (USD)VRBO
- From $713 per night (USD)
VRBO
Fabulous Waterfront Home. CLEARWATER BEACH. Bayfront. Large private dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This home is actually on the island of CLEARWATER BEACH and ON THE WATER with a large private dock. CLEARWATER BEACH ha ...
From $713 per night (USD)VRBO
- From $291 per night (USD)
VRBO
Sunrise And Sunset-Enjoy Them Both From This Beachfront Condo!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Start your day with the serenity of a peaceful dawn then, relax at the end of the day in front of a beautiful sunset. Lo ...
From $291 per night (USD)VRBO
- From $388 per night (USD)
VRBO
Cozy and friendly. All is Well - no damage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This quaint two-bedroom 'home away from home' is on a residential street, just 75 steps off the serene, white sands of N ...
From $388 per night (USD)VRBO
- From $648 per night (USD)
VRBO
HUGE 1BR Presidential - Wyndham Clearwater Beach - Steps To Beach-Big Savings!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Some resort amenities are currently unavailable including hot tubs. ENHANCED CLEANING METHODS & PRACTICES Housekeepers ...
From $648 per night (USD)VRBO
- From $197 per night (USD)
VRBO
Cristina's cute condo in sunny Clearwater, ground floor heated pool all year
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
The condo located on the ground floor, includes Free high-speed Wi-Fi, 2 flat screen TV ,full size washer and dry ...
From $197 per night (USD)VRBO
- From $620 per night (USD)
Expedia
Coconut Beach House | Private Pool | Clearwater Beach
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Coconut Beach House offered by Beach Time Rentals *This property did not suffer any damage from the hurricane and is r ...
From $620 per night (USD)Expedia
- From $1266 per night (USD)
VRBO
Clearwater Beach Cabana | Private Pool | Clearwater Beach
- Bedrooms:
- 4
- Bathrooms:
- 8
- Sleeps:
- 26
Clearwater Beach Cabana offered by Beach Time Rentals This rental homes will sleep up to 26 guests comfortably, and eac ...
From $1266 per night (USD)VRBO
- From $1106 per night (USD)
Expedia
Gulf Front Dreams | Private Pool | Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Gulf Front Dreams offered by Beach Time Rentals *** IMPORTANT NOTICE*** - There is construction going on both sides of ...
From $1106 per night (USD)Expedia
- From $516 per night (USD)
VRBO
Sunset Beach House | 3 Bedrooms | Private Pool
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Sunset Beach House offered by Beach Time Rentals *This property did not suffer any damage from the hurricane and is re ...
From $516 per night (USD)VRBO
- From $694 per night (USD)
Expedia
Starfish Beach House | Private Pool | Steps from the sand
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Starfish Beach House offered by Beach Time Rentals *This property did not suffer any damage from the hurricane and is ...
From $694 per night (USD)Expedia
- From $489 per night (USD)
VRBO
Waterfront Breeze Condo | Pool | Water views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Waterfront Breeze Condo offered by Beach Time Rentals *This property did not suffer any damage from the hurricane and ...
From $489 per night (USD)VRBO
- From $262 per night (USD)
Expedia
Anchors UP #3; WALK to Beach\/Bars\/Dining
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Intracoastal waterfront, steps from sugar WHITE SAND beach with FREE parking. Fully RENOVATED from top to bottom, this 4 ...
From $262 per night (USD)Expedia
- From $527 per night (USD)
VRBO
Anchors UP #4; WALK to beach\/bars\/dining; WATER VIEW
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Intracoastal waterfront, steps from sugar WHITE SAND beach with FREE parking. Huge window in living room provides a sere ...
From $527 per night (USD)VRBO
- From $268 per night (USD)
Expedia
Anchors UP #1; WALK to Beach\/Bars\/Dining
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Intracoastal waterfront, steps from sugar WHITE SAND beach with FREE parking. Fully RENOVATED from top to bottom, this 4 ...
From $268 per night (USD)Expedia
- From $179 per night (USD)
VRBO
Clearwater Oceanfront Condo. Private Beach, Sunset Views, Paradise Found!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Two Bedroom two bathroom condo directly on the sugary white sands of Clearwater Beach. Enjoy expansive private beach ac ...
From $179 per night (USD)VRBO
- From $262 per night (USD)
Expedia
Anchors UP #2; WALK to Beach\/Bars\/Dining
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Intracoastal waterfront, steps from sugar WHITE SAND beach with FREE parking. Fully RENOVATED from top to bottom, this 4 ...
From $262 per night (USD)Expedia
- From $203 per night (USD)
VRBO
Freshly renovated ground Floor 2 bed\/2bath near pool\/free parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Out amazing 2 bedrooms/2 bathrooms vacation condo is situated on the ground floor of a beautiful resort-style complex, ...
From $203 per night (USD)VRBO
- From $164 per night (USD)
VRBO
Fantastic Gulf Views - On the Beach at Sand Key. 2 bed, 2 bath 1400 sq ft Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This 1350 sq ft condo has it all! Beautiful ocean views located directly on Sand Key Beach. This renovated and fully fu ...
From $164 per night (USD)VRBO
- Click For Pricing
VRBO
Two Bed Presidential, Luxury Condo, Clearwater Beach, FL 2093621
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Clear Water Beach Resort Two Bedroom Presidential, Luxury Condo, Clearwater Beach, FL 1 King Bed, 2 Double Beds, 1 Sof ...
Click For PricingVRBO
- From $485 per night (USD)
Expedia
Book Early! Nicest Waterfront Condo in Harborview Grande At Discounted Rate!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Vacation in style in this luxurious 1800 square foot, 3 bedroom 2 bath unit Built in 2004. No expenses spared: Crown mol ...
From $485 per night (USD)Expedia
- Click For Pricing
VRBO
One Bedroom Presidential Luxury Condo, Clearwater Beach (2093604)
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Wyndham Clear Water Beach Resort One Bedroom Presidential Capacity: 4 King Bed, Sofa Bed This spacious one-bedroom ...
Click For PricingVRBO
- From $451 per night (USD)
Expedia
Select Feb & March Openings! Sky High Views-14th Floor Sand Key Beachfront!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome home to your very own paradise with Sky Scraping,14th floor, unobstructed views! This 1 bedroom, 2 bathroom be ...
From $451 per night (USD)Expedia
- From $400 per night (USD)
VRBO
Completely Remodeled 2017! Rustic Modern! Luxury w\/ stunning 11th floor Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Remodeled 2017! Beautiful High Floor, corner/end unit Condo with great views of the Sand Key Bridge and Beach area and ...
From $400 per night (USD)VRBO
- From $259 per night (USD)
Expedia
Wyndham Clearwater Lux Oceanfront Condo with onsite Spa & amenities
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Wyndham Clearwater Beach Resort ~ Family Friendly ~ Resort Amenities! The Club Wyndham Clearwater Beach resort gives you ...
From $259 per night (USD)Expedia
- From $249 per night (USD)
VRBO
AVALON RESORT, 2\/2 GROUND FLOOR, BEACH THEMED CONDO, HEATED POOL, CLOSE TO BEACH
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
* COMMERCIAL GRADE FURNITURE * * HIGH END SERTA LUXURY MATTRESSES* * STAINLESS-STEEL APPLIANCES *. Ground Floor, 2/2 co ...
From $249 per night (USD)VRBO
- Click For Pricing
Expedia
Wyndham Clearwater Oceanfront Condo, onsite Spa, across from the Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Club Wyndham Clearwater Beach resort gives you the best of both worlds for your family getaway, romantic weekend or ...
Click For PricingExpedia
- From $576 per night (USD)
VRBO
75 steps to beach access, Pool, 5 BRs, 4 Full Baths, Remodel completed Jan '24
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
The GREAT ESCAPE is Clearwater's best kept secret. Historically rented, between current and former owner, went 21 for ...
From $576 per night (USD)VRBO
- From $254 per night (USD)
VRBO
450 West, Clearwater Beach, Direct Views of Gulf of Mexico, 2BR, 2BA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Bright & spacious two bedroom condo overlooking the Gulf of Mexico with stunning sunsets. Desired Split Plan, Approx 12 ...
From $254 per night (USD)VRBO
- From $272 per night (USD)
VRBO
The Grande is a beachfront condo on Sand Key overlooking the Gulf of Mexico
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Magnificent condominium homes on the beautiful barrier island of Sand Key, south of Clearwater Beach, Florida. Its two i ...
From $272 per night (USD)VRBO
- From $161 per night (USD)
VRBO
Sea breeze Pavilion at the Avalon at Clearwater
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
*Located only 3 miles from the Clearwater Marine Aquarium* This newly renovated first floor condo is your perfect vacati ...
From $161 per night (USD)VRBO
- From $177 per night (USD)
VRBO
Enticing Views Of The Gulf Of Mexico Await You From This Magnificent condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Imagine enjoying views of the Gulf of Mexico and spectacular sunsets from the balcony of this 2 bedroom, 2 bath condo. ...
From $177 per night (USD)VRBO
- From $213 per night (USD)
VRBO
Enjoy the Gem of Clearwater\/ Sandkey Beachfront Luxury Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Guests who want to stay at our lovely Clearwater Beach, Gulf-front community couldn't find a lovelier spot to call home ...
From $213 per night (USD)VRBO
- From $1010 per night (USD)
VRBO
Beachfront 2Bed2Bath Luxury Condo overlooking #1 and Top Rated Clearwater Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful 2 Bedroom, 2 Bath Condo located on the 10th floor in the Papaya Tower. The space was newly renovated in 2019 ...
From $1010 per night (USD)VRBO
- From $419 per night (USD)
Expedia
Get Away to a Luxury Waterfront Dockside Escape! Walk to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Dockside Escape-305, your Clearwater Beach home away from home! This is a 2bd/2ba 1100 sq ft non-smoking cond ...
From $419 per night (USD)Expedia
- From $265 per night (USD)
VRBO
806 Mandalay Beach Club, voted best beach🏝️🩵Still available June, August 2025!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to paradise! We have taken great care in updating and redecorating this eight floor beach front condo. It has ne ...
From $265 per night (USD)VRBO
- From $580 per night (USD)
Expedia
Belle Harbor 74W Relax in Luxury at our Spacious Clearwater Beach Townhome - Steps from the Sand!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our luxurious townhome, nestled in the beautiful Belle Harbor building at Clearwater Beach, Florida. The perf ...
From $580 per night (USD)Expedia
- From $225 per night (USD)
VRBO
Large and Bright 2 Bedroom 1 Bath, Ground Floor Near Clearwater Beach Renovated.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
PLEASE CONTACT ME BEFORE BOOKING JUST TO MAKE SURE I CAN ACCOMODATE YOU COMFORTABLY. I have it listed with other sites s ...
From $225 per night (USD)VRBO
- From $286 per night (USD)
Expedia
Sunny Escape - A Monthly Beach Rental
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our beautifully furnished Sunny Escape Beach House is equipped and ready for the most discriminating vacationer! All th ...
From $286 per night (USD)Expedia
- From $266 per night (USD)
VRBO
Amazing water views from condo in Clearwater Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
You'll have your own entrance into a one bedroom with one queen and one full-size bed, one bathroom, and living room wit ...
From $266 per night (USD)VRBO
- From $604 per night (USD)
Expedia
Sea Breeze Beach House | Private Pool | Steps to the sand
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Sea Breeze Beach House offered by Beach Time Rentals The property offers a King bed in the primary bedroom, 2 Queen be ...
From $604 per night (USD)Expedia
- From $788 per night (USD)
VRBO
Tranquil Beach Side Resort - Outdoor Pool - Fitness Ctr - Spa - Pool Bar & Grill
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
__________________________ ABOUT THE UNIT ¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯ Our spacious One Bedroom condos sleep up to four gu ...
From $788 per night (USD)VRBO
- From $141 per night (USD)
Expedia
2 Bedroom Beachfront Condo on Clearwater Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: 2 Bedroom 2 Bath Condo on one of the World's Most Beautiful Beaches @ Continental Towers Close to downtown and ...
From $141 per night (USD)Expedia
- From $135 per night (USD)
VRBO
SandKey BeachFront Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy your next vacation in our beachfront property in Clearwater Beach, Florida. Our condo is a spacious 2-bedroom, 2-b ...
From $135 per night (USD)VRBO
- From $345 per night (USD)
VRBO
Fabulous Clearwater Beach Condo, Mandalay Beach Club: \n SPECIAL SUMMER RATES!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful and spacious 11th floor beach condo in one of clearwater premier buildings! Located on the south/west corner ...
From $345 per night (USD)VRBO
- From $594 per night (USD)
VRBO
Premier Waterfront Location on the South End of Popular Clw Bch!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Don’t miss this opportunity to rent this beautiful brand NEW waterfront condominium at Sandpiper’s Cove, located on the ...
From $594 per night (USD)VRBO
- From $184 per night (USD)
Expedia
Adorable Bungalow pet friendly, near beach & downtown, free bikes.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
The Adorable Bungalow is perfect for short & long stays. It is a short drive or bike ride to many attractions & has ever ...
From $184 per night (USD)Expedia
- From $125 per night (USD)
VRBO
BEAUTIFUL BEACHFRONT SAND KEY CONDO -7th Floor!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
FABULOUS sunsets to be enjoyed on our 7th floor condo BALCONY. SUPERB Sand Key location steps away from restaurants, s ...
From $125 per night (USD)VRBO
- From $198 per night (USD)
Expedia
Dog-friendly getaway with enclosed yard, central AC, & W\/D - snowbirds OK
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Clearwater Bungalow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $198 per night (USD)Expedia
- From $173 per night (USD)
VRBO
Regatta Beach Resort- The best Beachfront value in all Clearwater Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Remodeled 1 bed, 1 bath condo. This Beachfront Gated Property offers a large Olympic size beachfront pool, gas grills, f ...
From $173 per night (USD)VRBO
- From $236 per night (USD)
Expedia
Pelican Pointe 411:Walk to Beach~Pool~Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
IMPORTANT NOTICE: Due to hurricane damage, some amenities are temporarily unavailable, including the elevator, guest lau ...
From $236 per night (USD)Expedia
- From $275 per night (USD)
VRBO
Bellissima at Belle Harbor! -- Coastal Elegance steps from the white sand beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sunshine, beach, dining, shopping, relaxing, entertainment … what more could you want? Belle Harbor provides all that (a ...
From $275 per night (USD)VRBO
- From $458 per night (USD)
VRBO
Beach Front Luxury 3BR Condo at Mandalay Beach Club
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This Clearwater Beach gulf-front luxury condo is located DIRECTLY on and overlooking the beach on the 9TH floor at the h ...
From $458 per night (USD)VRBO
- From $209 per night (USD)
VRBO
Adorable Private Craftsman with free bikes, near beach & downtown.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Beautifully renovated 1925 Craftsman style house located minutes to downtown Dunedin, downtown Clearwater and the beache ...
From $209 per night (USD)VRBO
- From $258 per night (USD)
Expedia
3 Bed 2 Bath Charming Sanctuary 5 miles from Clearwater Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Bring the family to this great home with lots of room for fun. House is in a safe, quiet neighborhood. This 3/2 home fe ...
From $258 per night (USD)Expedia
- From $209 per night (USD)
VRBO
2 bedroom apartment walking distance to all the fun!Apt.#1
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
One of the last "ma & pa" left on Clearwater Beach. Great location, walking distance to everything. Small, cozy beach ap ...
From $209 per night (USD)VRBO
- From $355 per night (USD)
Expedia
Third-floor condo with pool access, fast WiFi, central AC, & W\/D - snowbirds OK
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Dockside Dream Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $355 per night (USD)Expedia
- From $579 per night (USD)
VRBO
#2- HOLIDAY SALE! NICE! Directly on the Sand! 2 BR- KING BED
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Newly painted & refreshed beachfront condo, located directly on beautiful North Clearwater Beach! Unit is located on the ...
From $579 per night (USD)VRBO
- From $649 per night (USD)
Expedia
Waterfront
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Waterfront house with ocean view and access to the Mexican gold with boat or jet ski , private pool and 3 minutes drivin ...
From $649 per night (USD)Expedia
- Click For Pricing
VRBO
Two Bedroom Deluxe Luxury Condo, Clearwater Beach (1960748)
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Clearwater Beach Resort Two Bedroom Deluxe Capacity: 8 2 Double Beds, King Bed, Sofa Bed This spacious two-bedroom ...
Click For PricingVRBO
- From $526 per night (USD)
Expedia
Beachfront \/ Gulf Sunsets Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Looking for a beachfront property on the Gulf of Mexico that will suit you, family, and/or friends? Don't look any furt ...
From $526 per night (USD)Expedia