Clearwater Rentals
From $314 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 $314 per night (USD)VRBO
From $327 per night (USD)VRBO
Private Oasis w/Pool near Beaches
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Situated in an award winning neighborhood off the Gulf of Mexico and minutes from downtown Dunedin our 3 bedroom-2 bathr ...
From $327 per night (USD)VRBO
From $202 per night (USD)VRBO
Beautiful Gulf Front condo on Clearwater Beach.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Wake up to the soothing sounds of the waves and enjoy breathtaking, floor-to-ceiling views of the Gulf. Spend your days ...
From $202 per night (USD)VRBO
From $125 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 $125 per night (USD)VRBO
From $891 per night (USD)VRBO
Summer Breeze - Weekly Beach Rental
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 20
🌊 Summer Breeze – Massive 7‑Bed/3‑Bath Pool Home Just Steps from Clearwater Beach! Escape to Summer Breeze, where trop ...
From $891 per night (USD)VRBO
From $92 per night (USD)VRBO
440 West Condo 1604-N Gorgeous Water Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
READ BEFORE BOOKING: Due to ongoing construction, the balcony and pool may be out of order. However, building management ...
From $92 per night (USD)VRBO
From $210 per night (USD)VRBO
Updated Unit! Prime Location! Balcony, Waterfront Pool! FREE Activities! ~ 406 Dockside
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This cozy updated condo in Clearwater Beach provides the perfect setting for a premium vacation destination. Watch the s ...
From $210 per night (USD)VRBO
From $199 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 the building is undergoing a refurbishment project and the pool and hot tub are closed until the project is ...
From $199 per night (USD)VRBO
From $269 per night (USD)VRBO
Pets Allowed! Waterfront Pool! Prime Location! ~ FREE Parking and FREE Activities ~ 404 Bay Harbor
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This contemporary 3 BR, 3BA condo overlooking the marina in Clearwater Beach features upscale amenities and all the conv ...
From $269 per night (USD)VRBO
From $275 per night (USD)VRBO
Pets Allowed! Newly Furnished, Waterfront Balcony, Heated Pool, FREE Activities ~ 204 Bay Harbor
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy the best of what Clearwater Beach has to offer in this beautifully furnished and updated 3-bedroom, 3-bathroom lux ...
From $275 per night (USD)VRBO
From $251 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 $251 per night (USD)VRBO
From $241 per night (USD)VRBO
Beachfront Beauty with Amazing Views ~ Fitness Center, Pool, Hot Tub, BBQ ~ 12B Crescent Beach Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Please note that starting September 21, 2025, through approximately September 2027, there will be construction on site w ...
From $241 per night (USD)VRBO
From $301 per night (USD)VRBO
Newly Furnished! Private Balcony! Wi-Fi, Pool, Hot Tub, Free Activities! ~ 506 Harborview Grande
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $301 per night (USD)VRBO
From $253 per night (USD)VRBO
Pet Friendly! Waterfront, Pool, Hot Tub, 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 $253 per night (USD)VRBO
From $304 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 $304 per night (USD)VRBO
From $314 per night (USD)VRBO
Waterfront Balcony, Close to Beach and Pier 60, Pool, Hot Tub, Free Parking ~ 206 Harborview Grande
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This luxury condo in Clearwater Beach provides the perfect setting for a premium vacation destination. Watch the sun ris ...
From $314 per night (USD)VRBO
From $294 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 $294 per night (USD)VRBO
From $290 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 $290 per night (USD)VRBO
From $328 per night (USD)VRBO
Harborview Grande 503 Stunning View of Clearwater Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Come enjoy a fun filled vacation on Clearwater Beach, FL at the Harborview Grande Condo. This 5th floor, 3 bedrooms 2 b ...
From $328 per night (USD)VRBO
From $161 per night (USD)VRBO
Island Key Condos 302 Waterfront Condo 5 min walk to Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Here is your chance to stay in a large, 2 bedroom, 1 bath unit on the water. This building was built in 2005. The units ...
From $161 per night (USD)VRBO
From $558 per night (USD)VRBO
Chateaus on White Sands 502 Beachfront Condo
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Background checks are required for all adults. See House Rules below before booking. Your million-dollar condo in exclu ...
From $558 per night (USD)VRBO
From $129 per night (USD)VRBO
440 West Condos 808-N Beautiful Water View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Condo is for sale! Must allow showings with a 24-hour notice! Please call Taylor if interested. 727-330-4727. PLEASE ...
From $129 per night (USD)VRBO
From $144 per night (USD)VRBO
Beautiful View And Private Beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Come enjoy this beautiful upgraded fully furnished condo located in Clearwater Point. Clearwater Point is across the s ...
From $144 per night (USD)VRBO
From $113 per night (USD)Expedia
It’s a \"Shore\" Thing; Hidden Gem, Vacation's Elixir
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Complex Avalon build in year 2000 is calling you to come and enjoy true relaxation in a prime location with outstanding ...
From $113 per night (USD)Expedia
From $132 per night (USD)VRBO
Island Flat 103 Charming Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Charming one bedroom one bathroom unit on Island Estates in Clearwater Florida. UNIT CANNOT BE OCCUPIED FOR 2 DAYS AROU ...
From $132 per night (USD)VRBO
From $329 per night (USD)Expedia
Fabulous Penthouse - Views Galore!!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This luxury vacation rental is a 3 bedroom 2 bathroom condominium in the heart of Clearwater Beach on the beautiful Inte ...
From $329 per night (USD)Expedia
From $516 per night (USD)VRBO
NEWLY UPDATED Luxury Condo on Clearwater Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy Clearwater Beach's most Unique Luxury Waterfront Property. With only 10 condos, you'll have privacy in this spacio ...
From $516 per night (USD)VRBO
From $422 per night (USD)VRBO
Sand Key 2 Bedroom on the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
ATTENTION: Our balcony remodel is complete and open! However, before booking please message me on the status of the exte ...
From $422 per night (USD)VRBO
From $669 per night (USD)VRBO
Luxury Waterfront 3 Bed, 3 Bath Condo, Heated Pool, Rooftop Patio on Brightwater
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Luxury Waterfront Condo W/Boat Dock and Rooftop Terrace. I try to keep my calendar current. Building policy requires a ...
From $669 per night (USD)VRBO
From $446 per night (USD)Expedia
White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This ~1,100 sqft, 2 bedroom, 2 full bathroom cottage has a fully renovated kitchen with all necessary appliances and a s ...
From $446 per night (USD)Expedia
From $663 per night (USD)VRBO
The Family Vacation Dream Home - 4BR/4BA, 5 minutes from the beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Designed with family, fun and entertaining in mind, this waterfront estate offers layers of living area for maximum enjo ...
From $663 per night (USD)VRBO
From $193 per night (USD)Expedia
Island Vibes Cottage | Amazing Location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Island Vibes Cottage offered by Beach time Rentals This 3-person retreat is tucked away on the North side of Clearwater ...
From $193 per night (USD)Expedia
From $232 per night (USD)VRBO
The Cove - Bungalow with a Private Pool and Bikes!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to "The Cove" a cozy home near the beach! This cute bungalow is the perfect home away from home. You will have ...
From $232 per night (USD)VRBO
From $283 per night (USD)VRBO
Waterfront & Family Friendly, Gourmet Kitchen, Huge Balcony, Pool, FREE Activities! ~ 304 Bay Harbor
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
With 3 bedrooms and 3 full bathrooms, this open-concept family condo has space for everyone! Watch dolphins play from th ...
From $283 per night (USD)VRBO
From $146 per night (USD)VRBO
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 $146 per night (USD)VRBO
From $408 per night (USD)VRBO
Clearwater Beach Townhome on water walk to beach shops/Restaurants
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
The beach is across the street along with many restaurants. We back up to Clearwater Harbor and have a boat slip. This i ...
From $408 per night (USD)VRBO
From $263 per night (USD)VRBO
Relocate/Vacay in Clearwater-TampaBay 2King/2BA Waterfront
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Re-locate or vacay winter 2025 in style. No March 1-31 availability, inclusive. Renovated waterfront condo awaits yo ...
From $263 per night (USD)VRBO
From $331 per night (USD)Expedia
Dockside 504 with private balcony and beautiful views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
This fifth floor condo is sure to be the perfect spot for your next vacation. You will see what all the fuss is all abo ...
From $331 per night (USD)Expedia
From $257 per night (USD)VRBO
Beautiful Remodeled House - Outdoor Pool & screened Florida Room
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This is the Ultimate 3 bed/2 bath Florida rental. Relax by the pool, sit inside the screened in party room, with fridge, ...
From $257 per night (USD)VRBO
From $698 per night (USD)Expedia
Waterfront Beachhouse Steps Away from Nation's #1 Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to The Bombshell Beach House! This 3 story, 3 bedroom luxury water-front townhouse located in Clearwater Beach, ...
From $698 per night (USD)Expedia
From $155 per night (USD)VRBO
Ground level beautiful water front condo
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful fully FURNISHED, GROUND level condo with screened lanai and water view located in the bay front community of G ...
From $155 per night (USD)VRBO
From $606 per night (USD)Expedia
LUX 3 STORY/4 DECKS WATERFRONT W/ 3 BR w/DOCK & BOAT SLIP!! Walk to beach! BBQ!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
GORGEOUS 3 story townhome situated in the heart of famous Clearwater Beach! You will feel right at home in this bright ...
From $606 per night (USD)Expedia
From $235 per night (USD)VRBO
Just Exquisite! Cozy Beach Studio. Enjoy \"Tiny House\" Living Steps to the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
WE ARE HAPPY TO REPORT THAT OUR PROPERTY SUFFERED NO DAMAGE IN THE RECENT STORM! We continue to offer free cancellation ...
From $235 per night (USD)VRBO
From $453 per night (USD)Expedia
Newly Remodeled & Furnished Luxurious Beachfront Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This condo building is quite literally on the beach! Experience a luxurious stay in a spacious and newly remodeled condo ...
From $453 per night (USD)Expedia
From $124 per night (USD)VRBO
Regatta Beach Club S614 '90 day min stay with 2 week lead time'
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Please read House Rules and Special Requirements below before booking. The location is perfect for a beach vacation wi ...
From $124 per night (USD)VRBO
From $296 per night (USD)VRBO
Spend Your Winter On The Beach.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Fabulous fully furnished condo directly on beautiful Gulf front beach. 17th floor provides panoramic views of Gulf and ...
From $296 per night (USD)VRBO
From $676 per night (USD)VRBO
Luxury CWB 7th floor Condo w/private boat slip
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Family friendly This unit starts with family and ends with family. The unit is set up for a large family. Master bedr ...
From $676 per night (USD)VRBO
From $265 per night (USD)VRBO
BEACH FRONT CONDO - very clean, very cozy and we're always updating.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
You have a FANTASTIC front row seat for your private beach, ocean and sunsets while sitting on your private balcony. ...
From $265 per night (USD)VRBO
From $194 per night (USD)VRBO
Classy & Clean Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Super well equipped 3 bedroom 2 bath. This home sleeps 8 with 1 king in master, 2 queens and 1 king pull out bed. Supe ...
From $194 per night (USD)VRBO
From $257 per night (USD)VRBO
Waterfront, Spacious Balcony, 2 King Bedrooms! Free Cable & Wi-Fi, W/D, Pool, Hot Tub-304 Island Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This 3-bedroom, 2-bathroom waterfront beauty features all new furniture, and a breezy, coastal decor designed for relaxi ...
From $257 per night (USD)VRBO
From $211 per night (USD)VRBO
440 West 1602S - Larger 2BR, 2BA Split Floor Plan
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This bright and spacious condo has an highly desirable 2BR, 2BA split floor plan. The 16th floor views are unobstructed ...
From $211 per night (USD)VRBO
From $928 per night (USD)VRBO
NEWLY RENOVATED! Waterfront House Clearwater Beach Sleeps 12. 5min walk to beach
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 15
Big and beautiful 6000 SF home, direct waterfront on the Mandalay Channel on Clearwater Beach. We have all "5" STAR revi ...
From $928 per night (USD)VRBO
From $349 per night (USD)VRBO
Bay Harbor Condo in Clearwater Beach, Pristine 3 BR 3 Bath. MINIMUM 7 NIGHT STAY
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
The key to a great vacation is having a fabulous place to stay and you have hit the jackpot here! You are looking at a ...
From $349 per night (USD)VRBO
From $158 per night (USD)VRBO
Cozy Ground Floor Pool Access 2BR/2B
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Guests are sure to enjoy a memorable vacation in this fully furnished, 2 bedroom/2 bath Condo. The main/master bedroom ...
From $158 per night (USD)VRBO
From $178 per night (USD)VRBO
Spacious Townhouse with a Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
A Quiet Family Orientated townhouse complex with a Beautiful Balcony View. Walking distance to Morton Plant Hospital, Do ...
From $178 per night (USD)VRBO
From $171 per night (USD)VRBO
Beautiful beachfront condo on Sand Key, Clearwater Beach FL
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Amazing views and a beach front location await you at our little slice of paradise! Welcome to our 10th floor condo loc ...
From $171 per night (USD)VRBO
From $121 per night (USD)VRBO
Charming1/bedroom apartment w/gym, pool ,minutes from Clearwater Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This is a one bedroom one bath newly renovated luxurious condo with a full kitchen, bathroom, walk-in closet, large bedr ...
From $121 per night (USD)VRBO
From $220 per night (USD)VRBO
DIRECT WATERFRONT 2BDRM Villa full kitchen, fish from porch
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This Beautiful Direct Waterfront Two Bedroom, One Bathroom Condo, is Located in the Heart of Clearwater Beach Florida On ...
From $220 per night (USD)VRBO
From $220 per night (USD)VRBO
Most beautiful view on Clearwater Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
High Rise Condo on Clearwater Beach Florida, located on 12th floor, dishes, utensils, cookware, coffee pot all provided, ...
From $220 per night (USD)VRBO
From $408 per night (USD)VRBO
Open June 21: Luxury Waterfront 5 STARS! 3 BR Pool Hot Tub Views, Walk to All
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy 4th floor views on your wrap-around deck in Clearwater Beach's most Unique Luxury Waterfront Property. With only 1 ...
From $408 per night (USD)VRBO
From $606 per night (USD)VRBO
Luxury Beachfront Penthouse, 53' Beachfront Balcony, 3 bdrm, 2400 sf , 4th floor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
You just found that million dollar view from our 4th floor Beachfront Penthouse. Open the double sliding doors to enjoy ...
From $606 per night (USD)VRBO
From $184 per night (USD)VRBO
Direct Gulf Front, 2BR/2BA on the Beach with balcony, Landmark Towers
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Unit 802 Landmark Towers with assigned covered parking spot (and additional open visitor spots). Contactless access (lo ...
From $184 per night (USD)VRBO
From $320 per night (USD)VRBO
AVAILABLE March 2025. Belle Harbor 2BR 2BA with south facing water views.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Belle Harbor is located across from Clearwater Beach. Our south facing 2BR 2BA condo has views of the gulf of Mexico & ...
From $320 per night (USD)VRBO
From $226 per night (USD)VRBO
PENTHOUSE VIEWS \nTOP FLOOR Direct Gulf Front
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Spectacular views of the Gulf of Mexico from the condo watching dolphins swim to viewing Clearwater Beach. The condo is ...
From $226 per night (USD)VRBO
From $240 per night (USD)VRBO
18th Floor Million Dollar Views!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This exquisite unit is approximately 900 SF and is meticulously decorated and features stainless steel appliances, washe ...
From $240 per night (USD)VRBO
From $366 per night (USD)VRBO
Beautiful Beach and Sunsets in Newly Remodeled Condo at Crescent Beach Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This newly remodeled 2 bedroom, 2 bath condo is beautiful overlooking the pool and Gulf of Mexico. All the amenities yo ...
From $366 per night (USD)VRBO
Click For PricingVRBO
Oceanfront Premium Private BEACH Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This Gulf front Condo is located on BEAUTIFUL Clearwater Beach! Enjoy and relax on your PRIVATE BEACH while over looking ...
Click For PricingVRBO
From $444 per night (USD)VRBO
Clearwater Beach Condo Rental with pool cabana!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Skip feez, call sixx oh nein, too 3 ate, two wun 9 too. Welcome to Harborview Grande #405, our luxurious waterfront con ...
From $444 per night (USD)VRBO
From $425 per night (USD)VRBO
Luxurous Million Dollar Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Luxurous Million Dollar Waterfront Condo in The Heart of Clearwater Beach! This is brand new 1850SF. unit has both Gulf ...
From $425 per night (USD)VRBO
From $164 per night (USD)VRBO
North Clearwater Beach Condominium \"The Old Florida District\"
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
** Note: Two months reservation, second month rate Negotiable** ••••FEBRUARY’s reservation check-in 02/01 check-out 02 ...
From $164 per night (USD)VRBO
From $159 per night (USD)VRBO
Oceanfront Luxurious Remodel Extra Cleaning Gated Clearwater, Sand Key
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
MANY MANY REPEAT GUESTS. WE VALUE OUR GUESTS AND TRY HARD TO MAKE THEIR STAY AS COMFORTABLE AS POSSIBLE. PLEASE SEE REVI ...
From $159 per night (USD)VRBO
From $273 per night (USD)VRBO
Beautiful Ocean Front on the 6th Floor - Gulf Views from Every Room!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience the beautiful sunset from this 6th floor beautiful corner unit with nothing between you and the sun but the g ...
From $273 per night (USD)VRBO
From $493 per night (USD)VRBO
Luxury Condo 180 deg Water Views and Watch The Dolphins Play !!!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Villa Paradiso! Our luxury Clearwater Beach condo is truly the epitome of relaxing in style. Villa Paradiso i ...
From $493 per night (USD)VRBO
From $232 per night (USD)VRBO
BEACHY KEEN 2 Close to the Beach and Great Value
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
1st floor condo is spacious, clean and in a great location. Short walk to shopping, Beach Bars and Restaurants, Pier 60, ...
From $232 per night (USD)VRBO
From $661 per night (USD)VRBO
Clearwater Beach Pool House Rental - Just Steps to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This beautifully furnished 3 bedroom 2.5 bath Clearwater Beach home is just across from the gorgeous white sands of pris ...
From $661 per night (USD)VRBO
From $443 per night (USD)Expedia
White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This ~750 sqft, 2 bedroom, 2 full bathroom cottage is located on the 1st floor of a 3-cottage unit. Open the door and wa ...
From $443 per night (USD)Expedia
From $279 per night (USD)VRBO
White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This ~700 sqft, one bedroom, one bathroom cottage has been recently remodeled and redecorated. Positioned on the 2nd-flo ...
From $279 per night (USD)VRBO
From $183 per night (USD)VRBO
Directly on the Beach! 139 special September 2025 2 week min
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Relax on the sunny coastline of the exclusive Sand key section of Clearwater Beach. Our beautiful one-bedroom condo is ...
From $183 per night (USD)VRBO
From $177 per night (USD)VRBO
Welcome to Paradise on earth! FREE Parking
- Bedrooms:
- 2
- Bathrooms:
- 0
- Sleeps:
- 0
Save a ton w/free parking & EPIC location with beach, restaurants, & activities a mere 3-7 min walk away. This 2nd floo ...
From $177 per night (USD)VRBO
From $158 per night (USD)Expedia
Pelican Pointe 318:Walk to Beach~Pool~Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy the beach life at Pelican Pointe Hotel and Condo. Cozy accommodations with free parking and a heated pool, just a ...
From $158 per night (USD)Expedia
From $185 per night (USD)VRBO
BRAND NEW LISTING! Executive Luxury Monthly Studio Rental (Fully Furnished)
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 0
You will love this private studio suite which is furnished. Super clean and beautiful. Ideal for an Executive or couple ...
From $185 per night (USD)VRBO
From $335 per night (USD)Expedia
Great Studio - Under 2 minute walk to beach where dogs are welcome
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This bright and airy loft apartment, custom built for the owner, sits atop the rear of a two bedroom rental home. It is ...
From $335 per night (USD)Expedia
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The Hideout at Sunset House and Gardens a bit of old style Florida
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Quaint and quiet the 'Hideout' sits towards the back of the property and has a private patio, tiled bathroom and separat ...
Click For PricingVRBO
From $178 per night (USD)Expedia
3rd-Floor Studio w/Beach Access, Shared Heated Pool, W/D, Partial AC, Free WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Pelican Pointe 316 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $178 per night (USD)Expedia
From $416 per night (USD)VRBO
4-Bedroom Family Home w/ Pool, Hot Tub & PS5 just 14 Minutes to Clearwater Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our beautifully renovated 4-bedroom, 2-bathroom retreat, the perfect blend of comfort, convenience, and enter ...
From $416 per night (USD)VRBO
From $147 per night (USD)Expedia
Steps to Beach-Super location-Free parking.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Super location to everything. Pelican Pointe resort is across the street from the powdery white sands of the Gulf of Mex ...
From $147 per night (USD)Expedia
From $195 per night (USD)VRBO
You found it! Renovated 3Be 2Ba home in Clearwater.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
No need to look any further!! This is a 3 bedroom fully renovated single home with brand new appliances. Very well decor ...
From $195 per night (USD)VRBO
From $228 per night (USD)Expedia
Heated Pool | 2BD 2BA | Home near Beaches
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our home, a spectacular 2BR/2BA heated pool home, enjoy this great location less than 14 minutes from multip ...
From $228 per night (USD)Expedia
From $440 per night (USD)VRBO
Luxury Condo Hotel Suite on the Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This large 2-bedroom, 1-1/2- or 2-bathroom condo hotel suite can hold up to 5 people comfortably. It includes a King bed ...
From $440 per night (USD)VRBO
From $383 per night (USD)VRBO
Clearwater Heated Pool + Arcade + 2 Kings
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to the Peachy Tiki - Clearwater's family and group friendly fun getaway close to everything! With 2 arcade game ...
From $383 per night (USD)VRBO
From $225 per night (USD)VRBO
Island Escape 201 Affordable Condo
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Welcome to Island Escape 201, your perfect getaway in our 950 square-foot, two-bedroom, one-bathroom vacation condo. Imm ...
From $225 per night (USD)VRBO
From $92 per night (USD)VRBO
A Perfect Condo Retreat at Baywatch
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
If your are looking for a centrally located beautiful retreat vacation you found it here at Grand Venezia at Bay Watch. ...
From $92 per night (USD)VRBO
From $158 per night (USD)VRBO
Gated community Tampa Bay waters surrounding the area Outdoor swimming pool. Gym
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 4
Third floor resort style condo, two master suites large walk-in closets, two full bathroom kitchen, granite countertops. ...
From $158 per night (USD)VRBO
From $202 per night (USD)Expedia
LUXURY LIVING CLEARWATER BEACH DIRECT GULF FRONT
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Indulge in the Lavish Lifestyle of Sand Key Beach - Your Premier Retreat Destination! Experience the epitome of luxury ...
From $202 per night (USD)Expedia
From $137 per night (USD)VRBO
12 · Surf n Sand Studio Apartment by the Water 12
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our goal is to preserve the old Florida and to offer you the opportunity to experience a stay at a vintage themed motel. ...
From $137 per night (USD)VRBO
From $116 per night (USD)Expedia
16 · Surf n Sand Studio Apartment by the Water 16
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our goal is to preserve the old Florida and to offer you the opportunity to experience a stay at a vintage themed motel. ...
From $116 per night (USD)Expedia
From $127 per night (USD)VRBO
5 · Surf n Sand Studio Apartment by the Water 5
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our goal is to preserve the old Florida and to offer you the opportunity to experience a stay at a vintage themed motel. ...
From $127 per night (USD)VRBO
From $180 per night (USD)Expedia
14 · Bay 2 Bedroom Apartment with Water View 14
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Our goal is to preserve the old Florida and to offer you the opportunity to experience a stay at a vintage themed motel. ...
From $180 per night (USD)Expedia
From $123 per night (USD)VRBO
17 · Surf n Sand Water View Studio Apartment 17
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our goal is to preserve the old Florida and to offer you the opportunity to experience a stay at a vintage themed motel. ...
From $123 per night (USD)VRBO
From $209 per night (USD)Expedia
21 · Surf n Sand 2 Bedroom Apartment by the Water 21
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Our goal is to preserve the old Florida and to offer you the opportunity to experience a stay at a vintage themed motel. ...
From $209 per night (USD)Expedia