Clearwater Beach Homestays

Indulge in the perfect cozy getaway, away from the high-rises, but still close enough for all the fun! Charm and comfort seamlessly blend to create an unforgettable experience. Nestled along the picturesque bay, this quaint accommodation offers a slice of nostalgia with vintage-inspiration. Step inside your inviting abode, unwind with a good book or enjoy a cup of freshly brewed coffee or tea on your front patio, overlooking the tranquil bay waters. Take leisurely walks along the nearby pier, basking in the gentle sea breeze and admiring the stunning views. In the evenings, savor nearby restaurants or relish a home-cooked meal prepared in your well-equipped kitchen. With its idyllic setting, cozy atmosphere, and proximity to the beach, By the Beach Rentals offers a perfect retreat for those seeking a comfortable and unforgettable stay.Our vacation rentals offer the perfect getaway for those seeking a sun-soaked retreat in our bit of paradise. This vacation rental provides an ideal accommodation option, allowing visitors to fully immerse themselves in the area's natural beauty and enjoy a home away from home. This unit has everything you need to have a great relaxing stay. Get away from the hustle and bustle and come relax with us. There is so much to see and within a 5 minute walking distance of award-winning Clearwater Beach! You will have your very own 2 bedroom / 2 bathroom unit with a pool view. This rental has a full kitchen with eat-in breakfast nook and many amenities! Come make a splash in the sparkling pool. There's even a large dock where guests can take in the stunning views, enjoy fishing, and watching wildlife. The property is approx. 23 miles from Tampa International Airport (TIA). Guest access - Each rental has access to one parking spot. You will have full access to the property's pool. There is even an outdoor bbq area to enjoy. There is no on-site manager. Assistance via phone and text available if needed. Please note, this property is currently undergoing some renovations, including exterior and interior painting and general remodeling.**UPDATE AS OF 12/25/2023** Due to a recent tropical storm, we cannot have guests go out on the dock as it was shifted from storm surge. This message will be updated once the dock has been repaired. We apologize for any inconvenience this has caused. There are, however, plenty of good fishing spots along the seawall!About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Parking is limited to only one vehicle per reservation.Follow all House Rules located in the Welcome Guide.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

UNBSTRUCTED WATER VIEWS JUST 2 BLOCKS FROM THE BEACH! This condo’s updated coastal zen decor and amazing on-site amenities make it a gold mine for retreats! The condo interior spans from front to back of building making it light and bright. Experience unobstructed East-facing intra-coastal views and sunrises from kitchen, dining and living areas through the condo's large wall of windows. West sunset views can also be seen from both the master and guest bedroom. The living room is spacious and has a pull-out couch making this home comfy enough for 6. Coastal color pallet throughout with ceramic tile flooring in the kitchen, baths and common areas and whitewashed wood floors in both bedrooms (no carpet!). Kitchen has stainless steel appliances, wood cabinets, granite counters and breakfast bar with stools. Dining area opens up to kitchen and living area making entertaining a breeze. Both bedrooms have king beds, spacious closets and bathrooms right outside the door (one with a step in shower and one with a tub/shower). Just off the kitchen, in laundry closet you’ll find a full sized washer and dryer. Covered/shared balcony area on the Intra-coastal side provides access from elevator to all units and lots of space for lounging. Recent updates include some new furnishings and decor, newer A/C (2019), newer front door with all new locks and keyless entry. Amazing amenities include use of heated waterfront pool, sun deck, fishing dock, lounging bogota, grill area, paddle board/ kyack storage, bike racks, plenty of under building parking spots and also uncovered spots available (1st come 1st serve). Roku available on all 3 tv’s (new 2025) and full internet access also provided. This property is located 2 blocks from one of Florida’s most pristine gulf front beaches! Fine dining, beach bars, shopping all within a few blocks from your front door. About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

Escape to a tranquil studio in Clearwater Beach. This adorable newly remodel retreat offers a cozy living room with a sofa bed and smart TV, perfect for unwinding after a day of exploring. Guests can enjoy modern amenities like WiFi, AC, and a hair dryer. Embrace the fabulous surroundings of intercostal waters and make unforgettable memories in Clearwater Beach. Step outside of your unit to heated pool or just relax on the bench by the docks If you enjoy grilling there is one available to you too. Walking distance to shops, restaurants and beach or trolly. Enjoy the magic the city has to offer and fall in love with this charming city.About pets:No pets allowed.About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.

(Unit #203) Dolphins, Mom-Clean, and Waterfront...oh my! Because we are self-managed, our goal is to exceed your expectations. Whether it’s our meticulous cleaning guidelines, or 325 ft. of water frontage, or the fact that we are just 1.5 blocks to the sand, if you read our reviews, you’ll see we are one of the few properties on VRBO that have a true 5-Star rating. Additionally, we are the closest 4-Bedroom vacation condo to the sand, and our unique waterfront location means dolphin sightings from your balcony are almost a daily occurrence. In addition, each Guest is assigned a Guest Coordinator who is available 24/7 should you need assistance. This complimentary service is invaluable for those who have not been to Clearwater Beach before. We also provide our Guests with beach towels, beach chairs, a beach cart, beach toys and a beach umbrella. We are so eager to make sure you’re comfortable from the minute you arrive, we provide you with a welcome basket an assortment of treats, a $10.00 coupon for ClearSky Café, and "two" under-building parking passes. Our unit also comes with the "free" day use of our 50 ft. boat slip, a private dock for fishing, a grilling station with implements, and our kitchen is fully stocked with all the cookware and dishware necessary to prepare almost every type of meal.Just outside your door, you'll find over 25 restaurants within a 3-block radius, and activities such as renting wave runners, parasailing, paddle boarding and bike rentals are all within one block of our location. Plus, Pier 60 and the Clearwater Beach Marina are only 3.5 blocks from the condo. However, if you want to chart your own course, let us know and we’ll provide you with the contact information for our recommended fishing or charter captains, who will be happy to come pick you up at our private boat dock. Or, if you prefer, you can rent a boat at the marina and then drive it around the corner and use our boat slip to pick up your family. (If you want to bring your own boat, please contact us for overnight vessel rates and requirements.) Other Dockside amenities include a brand-new BBQ Grill, a heated waterfront pool, a paddle board and kayak storage launch, a locked storage area for those who bring their own equipment, under-building parking and an outdoor storage area for bicycles.Inside the unit, you will notice a pride in ownership that is unmatched in most vacation rental properties. From the Natuzzi Leather sectional and recliner in the living area to the 10-person dining table, from the tastefully stocked kitchen to the upscale coastal décor, the entire unit has been uniquely fashioned to feel like your personal seascape. The bedrooms are no exception, there is the Turtle Room (King Bed), the Cottage Room (King Bed), the Queen Room (2 Queen Beds), and the Key West Cove. (2 Twin Beds).Besides the décor, here are a few things that make us different from the other vacation rental properties...- A Mega Capacity Smart LG Washer and Dryer- 10 Person Dining Table- On-Site Assistance (No third-party property management company or answering service)- A 50 inch, 4K UHD Smart TV in 3 of the 4 bedrooms (42 inch in the Key West Cove)- A 65-inch 4K UHD Smart TV in the Living Area- 3 of the 4 Bedrooms have an iHome alarm clock with Bluetooth Speakers and a USB charging port- Outdoor Grill- Makeup Mirrors in all Bathrooms- 8 Large Beach Towels- A Tommy Bahama Beach Cart with wide wheels so you won’t get stuck in the sand- At least 6 Beach Chairs- Beach Toys for Kids- A Beach Tote- A Personalized Welcome Gift Basket with snacks- Starter toiletries and laundry/cleaning items- A 10% gift certificate to ClearSky Cafe- Under-Building Parking for up to 2 vehicles- A Roll-Up Movie Blanket for movie night at Pier 60- Foam mattress toppers for each queen and king bed- A Nutri-Ninja Professional Blender- Keurig and Digital Coffee Makers- PBA-Free cookware and storage containers- High Speed WIFI in every room for streaming on any of the Smart TVs- Resort Locks with your own entry codeUnlike most of the other rental condos, as owners, we are actually here should you need something. As Clearwater Beach residents for nearly 40 years, and full-time residents in Dockside, we can point you in the right direction, make a recommendation, or secure a service should you need assistance. Or, for those who prefer to chart their own course, we have put together our own “Clearwater Beach Welcome Guidebook” that full of valuable information. The Guidebook is full of recommendations that will save you time and money, as well as contact information for businesses and activities that meet our standards of excellence.If you have allergies or a sensitive nose, you will be happy to know that our unit is a pet-free, non-smoking property. Additionally, all bed pillows and comforters are down-alternative allowing for a peaceful night’s sleep. For larger families, we do have another 4-Bedroom condo (#202) which is located immediately adjacent to #203. This means that you can rent both units and have a total of 8 bedrooms, 6 baths and 12 beds. To view our other listing, simply enter 1850710 into the VRBO search box and click search. (Please clear the travel dates before hitting the search button or it might not show up.)If you have any questions at all, please don’t hesitate to contact us. Making your stay a memorable one is our #1 priority! We hope you decide to stay with us and look forward to hearing from you!About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.We are best suited for families or up to 4 couples.About customRules:Open parking with two passes per unit. No trucks, trailers or motorcycles. No refunds for early departures. Maximum 10 guests..The Guest agrees to provide a copy of their driver's license within 72 hours if requested by the Owner..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.We are a Non-Smoking, Non-Vaping property..About minBookingAge:Minimum age to rent: 26.About events:No events allowed.We do not allow student groups..

Don’t miss this opportunity to rent this beautiful brand NEW waterfront condominium at Sandpiper’s Cove, located on the south end of Clearwater Beach! (Voted #1 beach in America for 2019!) Enjoy stunning views of sparkling Clearwater Bay from your balcony. Heated pool and spa at waterside. An outdoor gas grill by the pool, a cabana to store beach chairs, umbrellas and a wagon to carry it all. Beach towels provided as well. You’ll be just steps from plenty of restaurants, shops, beach access and other community amenities, not to mention just across the bridge from beautiful Sand Key Park.We hope you will feel at home in our spacious and well-stocked kitchen. Bedrooms include two guest rooms, a guest bath with tub/shower combo, along with a large master bedroom and bathroom suite. Master bath has dual sinks, large walk in shower and separate toilet area. Full size washer and dryer. Large Balcony with outdoor dining and seating area. About pets:No pets allowed.Ask for details.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

Overlooking the sparkling bay and marina in Clearwater, enjoy a relaxing retreat for 2 (or 4) in this top floor studio condominium. Equipped with a comfy queen bed, plus a queen sleeper sofa for addl’ guests. Relax in the jacuzzi jetted tub/shower combo with clean towels for bath, beach and pool. Efficiency kitchen with refrigerator, dishwasher, microwave, dishes, coffee pot, cooktop and cookware for a comfortable inclusive stay. Enjoy the Florida famous skyline colors that can be seen from the balcony plus a beautiful view of the marina and bay water. Common areas for tenants in building include heated swimming pool and bbq grill with outdoor seating and a coin laundry room for your convenience. Also included with your rental is a dedicated parking space near the elevator and street parking for additional vehicles if needed. Nestled in-between Sand Key Beach and Clearwater Beach with beach chairs included for your choice of a Gulf View. Only an 11 minute walk to Clearwater Beach and a short bike ride or trolley ride to Sand Key Beach. Plus delicious restaurants, live music, and shopping in walking distance of your rental unit. Everything you need for a relaxing, luxurious and comfortable getaway! *Your furry family welcome here too! About pets:Pets allowed: dogs and cats less than 50 lbs per pet (limit one pet total).Breed, size, behavior must be approved in advance.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.No more than 4 guests total including children.About customRules:Smoking is not allowed on balcony, stairs, pool, elevator — only allowed in designated 'smoking area'. Pets must be approved. Additional rules apply.Vicious breeds, including Rottweilers and Pittbulls are not allowed. If pets are not approved in advance, reservation will be cancelled by VRBO.,If we request information about pets and don't receive a response within 8 hours, reservation may be cancelled by VRBO..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

Newly redecorated gorgeous condo is located directly on beautiful North Clearwater Beach! Unit is located on the 2nd level (1st level is parking) with gorgeous views of the Gulf of Mexico. 2 Bedrooms, 2 bathrooms with a private balcony overlooking the beach. Sleeps 6 with the trundle & the pull-out couch. WiFi included, Smart TV's, beach chairs, towels, toys, etc. Just bring yourselves and you are ready to go! Fully equipped full-sized kitchen with enough supplies to get you started.Washer & Dryer included in unit. Check-out is 10am. One Free parking spot included per unit. (guest parking permitted upon request) There is a pack n' play & a highchair for little ones. BEING ABLE TO CLIMB STAIRS IS A MUST- THERE IS NO ELEVATOR THEREFull sized washer & dryer is there in unit. Beach supplies & towels are there to use.Located on the North (quiet) end of the World Famous Clearwater Beach. Far enough away from the "busy" end of the beach that it feels like a private beach! But close enough to still enjoy the shops & restaurants. Quiet, private feeling beach with sugar white sands. An older building with lots of character. We have been working diligently on updating all of the units there.There are world famous restaurants just a 1/2 mile away. Walk there on the beach or the sidewalk. Golf cart rentals, Jolley Trolley, Uber, Lyft, etcThis condo is located on the 2nd floor (2nd level, because ground level is parking) and being able to climb stairs is a must. There is no elevator. Please note, Florida has a lot of different types of possible annoyances (or features!) that are out of our control- Like excessive seaweed, red-tide, Lovebug season, mosquitoes, bugs, etc. Please have patience & understanding for any possible issues we have to work through. I will always do my best to make your trip the best it can be! If there is anything that I'm aware of before your stay, I will certainly let you know ahead of time.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.

Premium 3-bedroom / 2-bathroom highly sought-after luxury condo directly on Clearwater Beach. Sleeps six. A slice of heaven on Earth! Your spacious home-away-from-home! Everything your heart (and your family) could desire! The vacation of a lifetime!Relax on your private wrap-around 3rd floor balcony. Stunning views of pearly white sand, vacationing sunbathers, fabulous sand castles, rolling surf, jet skiers, pirate ships & dolphins on the horizon. World-renowned Pier 60 within easy sight and walking distance. Breathtaking sunsets.State-of-the-art, custom-designed kitchen with granite countertops, stainless steel appliances, recessed lighting, and tray ceiling. Elegant wine cooler, bar stools, and wine rack. Wrap-around leather couch in the living room with panoramic views both front and side.Magnificent, spacious master bedroom with sliders to the balcony and gorgeous ensuite bathroom with double vanities, double sinks, and double mirrors. HD TVs (with Roku) in every room. A large, saltwater (non-chlorinated) swimming pool for your bathing pleasure and chaise lounges, covered umbrella tables, and a grill in the adjacent patio area. Both elevator and stairs. An assigned (protected) parking spot underneath the building.You will find yourself eagerly anticipating your return – year after year!About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:We encourage Trip Insurance covering circumstances preventing your travel (weather, illness, etc.) to this destination. Cancellation policy is firm..Smoking is not allowed in the unit, on the balconies, stairwells, the sea wall or under condo. Keep noise on balcony to a minimum as voices travel.,Not accepting Reservation Change requests for Futuristic dates..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

Our 3 bed, 3 bath family friendly condo is located in Clearwater Beach's most unique waterfront property. Sun West Palms is a 10 unit luxury condominium located 300 yards from the white sands and blue-green waters of world famous Clearwater Beach. Restaurants, attractions, Pier 60, area shops, and marina are all within walking distance. This ideal location is close to all the action in Clearwater Beach, yet when you want a peaceful retreat at the end of the day return to your condo on a quiet residential street complete with your reserved covered parking space. This unit features a waterfront balcony complete with brand new patio furniture.The unit has been completely remodeled in recent years and is in the perfect location to enjoy a day at the beach. Theopen floor plan is a perfect layout for a family or adult vacation. Gourmet kitchen features professional stainless appliances, granite counter tops, with dining in adjacent area. Kitchen is fully stocked with all the amenities that you would enjoy as if you were at home.Huge King Primary bedroom with walk-in closet, large primary bath with jacuzzi tub and walk-in, glassed shower, two sinks and separate water closet. Balcony off Primary bedroom.Queen bedroom with private bathroom and large, walk-in closet. Third bedroom features two twin beds, spacious closet, also with a private bath. Please note there are 3 bedrooms. Additional guests are accommodated with an air mattress. It is the condo policy to restrict the number of guests permitted to 8. Please contact me if you have any questions about this.You'll enjoy the privacy of the year-round heated pool and spill-over spa, tiki huts and loungers right on the waterfront. The pool area also has a private storage closet that houses your very own beach cart, beach chairs, beach and pool toys, boogie boards, etc.There is an assigned single parking space and a few guest parking spots if needed in case you have a second car. The parking spaces can easily accommodate a large SUV or a minivan; however, no trailers can be brought in and parked in the garage.Convenient location means you can walk to the area's great restaurants, listen to live music while you watch the sunset at Pier 60's Key West-style sunset festival, and experience all the water activities Clearwater Beach & Marina have to offer: Dolphin & Pirate Cruises, charter boats, para-sailing, jet-skis or just pure beach relaxation on sugar sand. Local Flavors include Taco Bus, Frenchy's, Crabby's Beachwalk Bar & Grill, and Jimmy Crow's Nest Roof Top Bar. This condo is located approximately 40 minutes from the Tampa Airport. Tampa Bay's Busch Gardens and Florida Aquarium are just 30 minutes away; Disney is just a 90-minute drive! The Tampa Bay area also hosts many pro sports teams.Thank you for your interest in our condo. Please do not hesitate to contact us if you have any questions.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

***PLEASE READ -This is a new listing for Dockside 505 under new ownership.Snowbirds, please reach out if you are looking for monthly rental Jan and Feb.We are the owners of the unit next door, Dockside 504 and if you are looking for 2 units that would accomodate your large party, look no further! Please let us know if you are looking for something like that. We strive to make your vacation a relaxing and memorable one.Newly renovated two bedroom condo is sure to be the perfect spot for your next vacation. You will see what all the fuss is all about once your toes touch the sugary soft sands of Clearwater Beach. There is reason it keeps getting voted the #1 beach year after year! This condo has everything to make your stay wonderful. The kitchen has stainless steel appliances. The unit is is fully stocked with pots and pans, dishes, towels and linens. There is also a stacked washer and dryer. You have everything you need here! There is seating for four by the front door with views of the bay. You might even see a dolphin or two swimming in the bay! You will enjoy sitting and watching the sunrise and sunset. There is a shared heated pool with the hotel next door and you are just a few minutes walk to the beach.The furniture has a classy touch with warm tones and beachy themes throughout.There is a sleeper sofa to the right of the entrance.The first bedroom has a King bed and a wall mounted flat screen tv.The second bedroom has two full beds, both with memory foam gel mattresses.Blinds can be adjusted as you like to let as much or as little sunlight in.There is plenty of parking available with some covered spots as well.On-site parking is always free!There are lot of restaurants withing walking distance, activites at Pier 60 on a nightly basis, and the Clearwater Marine Aquarium is right here too.There is a lot to do or you can just sit and enjoy the beach breeze.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:No loud music or parties.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.