Clearwater Vacation Rentals
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Vacation Rentals by Owner in Clearwater Florida -- We have partnered directly with a major provider for By Owner Rentals, and now have the selection and value to offer our visitors searching for places to rent in Florida. Choose from Rental Homes or Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities to make your stay enjoyable.
BEACHY KEEN 2 Close to the Beach and Great Value
Condo in Clearwater
1st floor condo is spacious, clean and in a great location. Short walk to shopping, Beach Bars and Restaurants, Pier 60, Clearwater Marina, and the Beach!
We have a Communal Pool(in season) one block from Condo that includes Water Slide. Child Area, and Lifeguard.
We have Washers and Dryers on premises (coin operated) steps from the condo. Code for door is 9862.......
9.2 Star Review White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!
Cottage in Clearwater
This ~700 sqft, one bedroom, one bathroom cottage has been recently remodeled and redecorated. Positioned on the 2nd-floor, the Egret is a mere 43 steps from white-sand beaches.
The Great Room has a view of the Gulf, full dining table, card table, futon that sleeps 2, comfy chair for lounging, and 40" flat-screen TV. The kitchen includes gorgeous, granite countertops with new stainless steel appliances and an eat-in counter that seats 4. The bedroom is light and airy with a view of the g.......
White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!
Cottage in Clearwater
This ~750 sqft, 2 bedroom, 2 full bathroom cottage is located on the 1st floor of a 3-cottage unit. Open the door and walk 45 seconds to white-sand beaches.
This unit is adorned with French doors that open to an outdoor, fenced-in, patio area with furniture, charcoal grill ... and an outdoor shower.
This charming, casual island decor cottage comfortably sleeps 6 — 2 bedrooms, two full bathrooms, and wood floors for easy cleaning.
The great room has great chairs, comfy co.......
The Family Friendly Sandy Feet Retreat
Condo in Clearwater
Enjoy your stay with STUNNING VIEWS from your Very Own Balcony! This home is Fully Equipped and designed for your convenience. The Master Suite overlooks the Intra-Coastal & has its own Jacuzzi tub w/ separate shower. This End Unit allows ample lighting throughout. Located directly across the street from the infamous Shephards, and just steps to the Sugary White Sand, Clearwater Beach is known for! Walking distance to several Restaurants, Bars, Shops, & Tourist Attractions!
Guests have ac.......
Oceanfront Luxurious Remodel Extra Cleaning Gated Clearwater, Sand Key
Condo in Clearwater
PLEASE NOTE WE ARE ONLY DOING MONTHLY RENTALS ONLY FOR JAN/FEB/MARCH/APRIL 2027 time frame. MANY MANY REPEAT GUESTS. WE VALUE OUR GUESTS AND TRY HARD TO MAKE THEIR STAY AS COMFORTABLE AS POSSIBLE. PLEASE SEE REVIEWS AND COMMENTS FROM OUR PREVIOUS GUESTS AND MAKE OUR CONDO YOUR NEW VACATION DESTINATION. THEY ALL LOVE IT AND YOU WILL TOO.
**************************************************************************Remodeled Condo
Modern Amenities with 5 star style luxury :
- Two large s.......
Luxury Condo 180 deg Water Views and Watch The Dolphins Play !!!!
Condo in Clearwater
Welcome to Villa Paradiso! Our luxury Clearwater Beach condo is truly the epitome of relaxing in style. Villa Paradiso is newly renovated as of July 2016 and is upscale, luxe beach living yet at the same time, calm, warm and inviting. As you walk in an see unobstructed water views of the intercoastal, it's virtually impossible not to feel immediately relaxed. Spend time on our balcony and watch the manatees and dolphins play, while you enjoy a cocktail. Fish off of our dock. Walk across the str.......
#75 Summer Sunset Point Home with jacuzzi
Private Vacation Home in Clearwater
Your family will be close to everything when you stay at this centrally-located place..
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please note*****For your safety and the safety of the property this location has exterior security cameras capable of recording audio and video. They are located throughout the outside perimeter of the house. ......
The home has an in law suite that is rented separately........
Walk2Beach&Make Memories/NOSargassum!
Private Vacation Home in Clearwater
Welcome to “Making Memories” by Clearwater Beach Vacation Homes
Makin’ Memories is a charming vacation retreat featuring a refreshing pool, 7 comfortable bedrooms, and 5 well-appointed bathrooms, along with a cute cottage. Ideal for large families or groups, this property offers ample space and a perfect setting for creating unforgettable seaside memories.
-Guests will have full access to the home
- 7 bed, 5 bath
-Keyless entry
-Clearwater Beach 4 min walk
- P.......
#79 The Summer Loft by Joyful Moments Vacations
Cabin in Clearwater
You'll love this unique and romantic escape.
please note*****For your safety and the safety of the property this location has exterior security cameras capable of recording audio and video. They are located throughout the outside perimeter of the house. ......
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1955 House of the Rising Sun-Just over Bridge to Beach
Private Vacation Home in Clearwater
This midcentury beauty has been well cared-for since 1955 and lovingly renovated. This home sits in a quiet neighborhood, just off the road to the beach. Just a quick bike ride or drive (less than three miles) and you are at #1 top-rated Clearwater Beach. This home is quiet and safe, close to all major area hospitals and in the beautiful Downtown Gateway neighborhood of Clearwater, near many shops and restaurants. It's an easy walk to the Best of the Bay health food store, Nature's Food Patch........
3 Bedrooms
- Sleeps 5
Vacation Rental in Clearwater
Pets Allowed 
Clearwater Beach Condo 3 BR fits 6-8 ppl
Condo in Clearwater
Our condo that is centrally located to all attractions about 7 min drive away from Gulf Coast of Mexico at Clearwater Beach and all popular restaurants perfect for families and small groups of friends that want an affordable stay. Whether it’s a romantic evening, a gathering of friends and family, or a relaxing time for reflection. This affordable condo is 90 minutes away Walt Disney, Universal Studios & Sea World. Available free parking, gym & pool.
The space
The condo has 3 bedroom.......
Clearwater Beach Condo 2 B|R fits 5-7ppl
Condo in Clearwater
Our condo that is centrally located to all attractions about 7 min away from Gulf Coast of Mexico at Clearwater Beach and all popular restaurants perfect for families and small groups of friends that want an affordable stay. Whether it’s a romantic evening, or gathering of friends and family, or a relaxing time for reflection. This affordable condo is 90 minutes away Walt Disney, Universal Studios & Sea World. Available free parking, gym & pool.
The space
The condo has 2 bedrooms. 1.......
Clearwater Vacation Beach 1Bedroom Condo fits 2-4ppl Book Now Get Discounts!!!!
Condo in Clearwater
Welcome Coral Sand Beach Vacation Condo that has been newly remodelled and that is centrally located to all attractions about 7 min away from Gulf Coast of Mexico at Clearwater Beach perfect for families and small groups. Whether it’s a romantic evening, or gathering of friends and family, or a relaxing time for reflection. This affordable condo is 90 minutes away Walt Disney, Universal Studios & Sea World. Available free parking, gym & pool & beach accessories & FREE WIFI.
The space
Luxury Beachfront Penthouse, 53' Beachfront Balcony, 3 bdrm, 2400 sf , 4th floor
Condo in Clearwater
You just found that million dollar view from our 4th floor Beachfront Penthouse. Open the double sliding doors to enjoy 53' of private balcony overlooking Clearwater Beach and watching the calming waters of the Gulf of Mexico, Trip Advisors #1 rated beach in the country again in 2016, 2018 and 2019. The white powdery sand, soft sounds of the gulf waters, early morning dolphin sightings and the beautiful sunsets are the combination of beauty found right outside your door. Step back inside into .......
Beautiful beachfront condo on Sand Key, Clearwater Beach FL
Condo in Clearwater
Amazing views and a beach front location await you at our little slice of paradise! Welcome to our 10th floor condo located on beautiful Sand Key, just South of Clearwater Beach. Enjoy the sunrise and your morning coffee on the bay-side balcony -- and watch the gorgeous sunset from the Gulf-side balcony.
This unit has tile floors throughout, granite counters in the kitchen and baths, and has been freshly decorated in a contemporary coastal style. We have an open concept kitchen, dinin.......
Most beautiful view on Clearwater Beach
Condo in Clearwater
High Rise Condo on Clearwater Beach Florida, located on 12th floor, dishes, utensils, cookware, coffee pot all provided, all sheets and towels provided, internet access, cable television. Balcony with glass railings, room for plenty of chairs and tables. Beautiful saltwater pool, plenty of lawn chairs and tables for seating. Work out center, pool table area, gas grilles with picnic tables. Short walk to many great restaurants, shopping and entertainment. .......
Luxurous Million Dollar Condo
Condo in Clearwater
Luxurous Million Dollar Waterfront Condo in The Heart of Clearwater Beach!
This is brand new 1850SF. unit has both Gulf & Intercoastal views.Beautifull white sands of Clearwater Beach just steps away across the street.
Walking distance to all land & water activities:
:Pier60(sunset festival every evning),Pirate ship ,
Dolphin encounter,fishing charters,Restaurants(casual to elegant),shops etc.
This condominium comes fully equipped.
ALL NEW FURNITURE.fully equip kitchen+ high s.......
Bay Harbor Condo in Clearwater Beach, Pristine 3 BR 3 Bath. MINIMUM 7 NIGHT STAY
Condo in Clearwater
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 completely updated and furnished unit in the Bay Harbor building, the newest (2007) and one of the most architecturally stylish buildings anywhere in Florida.
Enjoy the quiet DIRECT WATERFRONT location which is located just a few minutes walk from the famous white sand beaches, great dining, many attractions and much more! There are many, many activities in and around C.......
Charming1/bedroom apartment w/gym, pool ,minutes from Clearwater Beach!
Condo in Clearwater
This is a one bedroom one bath newly renovated luxurious condo with a full kitchen, bathroom, walk-in closet, large bedroom, and large living area. The kitchen is fully equipped with a microwave, toaster, coffee maker, large fridge, full stove, set of silverware, pots and pans, cups, and glasses. Bedroom has a flat screen tv, queen sized bed can sleep a maximum of four people. There is a cozy dining area that sits 4, and a very large living area with a flat screen tv and a large leather couch/so.......
The Villas A-10 - Premium Plus 3 Bed/2 Bath Oceanfront Condo
Apartment in Clearwater
This is a Premium Plus 3 Bedroom, 2 Bath Unit located in the Villas of Clearwater Beach, offering a view of the Gulf of Mexico and Clearwater Beach. It is one of our most spacious 3 Bedroom condos.
(King, Queen, 2 Full/Bunk - 2,000 sq. ft.)
Experience one of the most spacious and distinctive residences at Clearwater Beach, offering over extra square feet compared to standard three-bedroom condos. Positioned on the end of the building for added privacy and sweeping views, this brigh.......
Comfy Convenient Condo in Clearwater
Condo in Clearwater
This community is centrally located at major intersection, SRs 60&19. Dogs are welcome in this community. Walking bridge over SR 19 is currently under construction just steps from building. Close to shopping, restaurants, Bay Bridge into Tampa and minutes to Clearwater Beach........
1 Bedrooms
- Sleeps 2
Vacation Rental in Clearwater
Pets Allowed
Penthouse Shores in Clearwater Beach Newly remodeled 2 bed/2 bath condo
Condo in Clearwater
Enjoy your stay in this newly remodeled 2-bedroom, 2 full-bath ground-floor unit, designed for comfort and convenience. The open-concept layout features a beautifully updated kitchen with brand-new appliances, countertop seating for four, and a dining area that comfortably seats six.
The spacious primary bedroom offers a king-size bed and ample closet space, while the second bedroom includes a cozy queen-size bed. Both bathrooms are fully updated for a fresh, modern feel.
Relax in .......
A Beautiful Oceanfront View home in Clearwater Beach - Pool Heating Avail
Private Vacation Home in Clearwater
Experience the ultimate Clearwater escape with stunning views of the bay and Bayside Bridge! This 3-bd, 3-ba retreat boasts 4 beds and a fun-filled game room with a big screen TV. Step outside to your private tropical oasis featuring a sparkling pool, plush chaise lounges, swaying coconut trees, a firepit, picnic table, and BBQ grill—all framed by breathtaking waterfront scenery.
For year-round relaxation, opt for the heated pool (available for an additional fee). Your dream getaway aw.......
Spacious Townhouse with a Pool
Private Vacation Home in Clearwater
A Quiet Family Orientated townhouse complex with a Beautiful Balcony View. Walking distance to Morton Plant Hospital, Downtown Clearwater & Local Restaurants. Just 2.3 miles to Clearwater Marine Aquarium and 2.5 miles to World Famous Clearwater Beach!
Our 2,083 sqft townhouse will accommodate up to 6 people comfortably.
Please note: Our HOA does not heat the swimming pool and there are no lifeguard services available. Swim at your own risk. Please supervise any minors with you.
.......
Spacious HOME sleep 19+ - heated pool option and LAKE VIEW
Private Vacation Home in Clearwater
Looking for the perfect spot for your next family reunion or large group gathering at Clearwater Beach? Look no further! This spacious 6 bedroom, 4 bathroom house is ideal for accommodating everyone. With a living room, family room, outdoor heated pool, sand volleyball court, and kids playground, there is something for everyone to enjoy.
Located on a unique street that offers a country feeling, yet close to all the conveniences you need. Just 12 minutes to Clearwater Beach, 23 minutes to .......
Lancaster Perfect Vacation HOME - Pool Heating Avail
Private Vacation Home in Clearwater
Looking for the perfect vacation spot for the whole family? Look no further than this spectacular house located in the Clearwater area. With plenty of room for fun and relaxation, this property is the ideal destination for a memorable getaway.
Just a short 15-minute drive away from the world-famous Clearwater Beach, you'll have easy access to all the sun, sand, and surf you could want. But the fun doesn't stop there - this house sleeps up to 18 people, ensuring that everyone can join in o.......
Unique house - heated pool and hot tub option near Clearwater Beach Florida
Private Vacation Home in Clearwater
Come and experience the ultimate relaxation at this serene getaway. The design of this house is specifically tailored to provide you with a calming atmosphere, perfect for unwinding after a long day at work. The outdoor kitchen adds to the appeal, giving you the opportunity to enjoy the outdoors while cooking up a delicious meal.
Located just 15 minutes away from the famous Clearwater Beach, you'll have easy access to wide, groomed beaches, stunning sunsets, and a central location to all .......
Beach Front Condo--AMAZING VIEWS- Beautiful 1-bedroom unit. Available now
Condo in Clearwater
Beautiful, spacious, elegantly appointed beachfront condo — at an unmatched value.
Beachfront Bliss Awaits!
Welcome to your tranquil 1-bedroom, 1 1/2-bath beachfront retreat perched on the 12th floor overlooking the Gulf of Mexico.
This spacious condo offers floor-to-ceiling windows with breathtaking Gulf views, a private balcony, and everything you need for the ultimate beach escape-- including shops and great restaurants just steps away.
Inside Your Beachfront.......
Toucan Luxury Oasis - Heated POOL and SPA option
Private Vacation Home in Clearwater
Discover your ream vacation with this luxurious home in Clearwater! This stunning home boasts a home theater room equipped with 4K projector, Apple TV, and reclining chairs.
This luxurious setup is designed to pamper and rejuvenate our guests, providing them with an unforgettable and comfortable experience in every way.
Plush Furnishings
Cozy Fireplace
Gourmet Kitchen
Spa-like Bathrooms
King-sized Beds
Entertainment
Private Oasis
Pool heating is additional c.......
Beautiful apartment at AVALON RESORT TYPE CONDO; 2Br, 2Ba
Condo in Clearwater
This apartment is on the first floor, has 1100 sq ft two-bedroom, two-bathroom condominium unit with a fully equipped kitchen, dining area, large living room with a sofa that turns into a full bed, and a beautiful patio-type balcony. Master bedroom includes a comfortable queen size bed, private bathroom with a walk-in closet and 40" screen television. Second bedroom is furnished with two single beds that can be turned into two twin beds . Towels, pillows and linens are included. Dining area prov.......
Pelican Pointe 227:Walk to Beach~Pool~Free Parking
Condo in Clearwater
Soak up the sun at Pelican Pointe, located just across the street from Clearwater Beach's sugar-white sands. Relax by the heated pool, stroll to Pier 60 for unforgettable sunsets, and explore local dining and shops - all within easy walking distance. With space for 6, a pool view, and a glimpse of the Gulf, this Suite is the perfect base for your beach getaway.
Room Details:
- Unit type & location: 2nd floor Double Suite, pool view with partial Gulf view
- Sleeps: Up to 6 guest.......
Pelican Pointe 228:Walk to Beach~Pool~Free Parking
Condo in Clearwater
Soak up the sun at Pelican Pointe, located just across the street from Clearwater Beach's sugar-white sands. Relax by the heated pool, stroll to Pier 60 for unforgettable sunsets, and explore local dining and shops - all within easy walking distance. With space for 6, a pool view, and a glimpse of the Gulf, this Suite is the perfect base for your beach getaway.
Room Details:
- Unit type & location: 2nd floor Double Suite, pool view with partial Gulf view
- Sleeps: Up to 6 guest.......
Easy Walk to Beach! Completely Updated! ~ Pool, FREE Parking, FREE Activities! ~ 113 Pelican Pointe
Condo in Clearwater
Recently renovated bargain rental in the heart of Clearwater Beach located across the street from one of the top-rated beaches in America! This ground floor, pool side unit is within walking distance to restaurants, night life and all of the attractions Clearwater Beach has to offer!
We help make the most of your vacation by providing FREE Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your desti.......
Pelican Pointe 329:Walk to Beach~Pool~Free Parking
Condo in Clearwater
Soak up the sun at Pelican Pointe, located just across the street from Clearwater Beach's sugar-white sands. Relax by the heated pool, stroll to Pier 60 for unforgettable sunsets, and explore local dining and shops - all within easy walking distance. With space for 6, a pool view, and a glimpse of the Gulf, this Suite is the perfect base for your beach getaway.
Room Details:
- Unit type & location: 3rd floor Double Suite, pool view with partial Gulf view
- Sleeps: Up to 6 guest.......
Water Front Home in Clearwater
Private Vacation Home in Clearwater
Water Front 3 bed/2 bath Home with private upper patio.
Beautiful Waterfront 3 bedroom/2 bath Home with a private upper patio located directly on Old Clearwater Bay.
You can relax on your private patio or lounge on the very large common area patio under the home to enjoy the view of the water & watch the fish jump. If you are lucky you might catch a dolphin or manatee in the area. There is a BBQ grill for anyone to use on the patio, each rental is equipped with their own cooking .......
Pelican Pointe 421:Walk to Beach~Pool~Free Parking
Condo in Clearwater
Soak up the sun at Pelican Pointe, located just across the street from Clearwater Beach's sugar-white sands. Relax by the heated pool, stroll to Pier 60 for unforgettable sunsets, and explore local dining and shops - all within easy walking distance. Tucked away for extra privacy, this studio offers a cozy retreat with plenty of natural light.
Room Details:
- Unit type & location: 4th floor studio, interior corner near the elevator
- Sleeps: Up to 4 guests
- Bedding: 1 Queen.......
Popular Destinations Nearby for Vacation Rentals by Owner:
Here are our recommended locations in Pinellas County, FL that are all within a reasonable distance to the beaches or entertainment where you find many choices for Vacation Rentals By Owner perfect for Families and Budgets of all sizes and more.
Clearwater Beach - Crystal Beach - Dunedin - Indian Rocks Beach - Madeira Beach - Sandkey Beach - Belleair Beach - Oldsmar - Largo - Palm Harbor - Redington Shores - Treasure Island - Safety Harbor - Seminole - St. Pete Beach - St. Petersburg
Clearwater Vacation Rentals for Spring Training
Tampa Bay has a great selection of vacation rental homes for rent when attending Spring Training for the Toronto Blue Jays or Phillies. Baseball fans can also enjoy the beautiful weather for a nearby extended stay on Clearwater Beach.