Holiday rentals in Clearwater

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Top-rated holiday rentals in Clearwater

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Guest favourite

Guest house in Clearwater

4.92 out of 5 average rating, 332 reviews

Clearwater Guesthouse w/ King Bed, Near Beaches

This private home away from home sits behind the main house in a quiet neighborhood conveniently located near downtown Clearwater, Clearwater Beach, Tampa, St Petersburg, Dunedin, Tarpon Springs, and other great towns. Located near Beaches, restaurants, shopping, & entertainment venues. • Clearwater Beach= 4 miles / 8 minutes • Downtown Dunedin= 3 miles • Honeymoon Island= 9 miles • Tarpon Springs Sponge docks= 14 miles • Tampa Airport (TPA)= 14 miles • St Pete/Clearwater Airport (PIE)= 9 miles

6–13 Jun

$109 SGD per night

Guest favourite

Flat in Clearwater

4.95 out of 5 average rating, 154 reviews

Private Apt, Beach 2 mi, Walk to Park & Downtown

Beautifully remodeled 1930s apartment in a small building. Situated in a gorgeous, historic, walkable neighborhood. Only two short miles to Clearwater Beach. Walk or jog throughout the neighborhood, to Coachman Park, downtown, or over the bridge leading to Clearwater Beach. Two bicycles are usually available for guests. We are in close proximity to restaurants & cafes. Many of our guests attend concerts at The Sound at Coachman Park and shows at the Capitol Theatre. Animals are not permitted

26 Sep – 3 Oct

$158 SGD per night

Guest favourite

Flat in Indian Rocks Beach

4.93 out of 5 average rating, 118 reviews

Vintage Florida Beach Efficiency

Just a short walk to the beach, this a great beach getaway for couples or families with one child. On your way stop at the Cooky Coconut for lunch, an awesome milkshake or a variety of snacks. With a totally new renovation in 2022, this unit is updated, very clean & worry free. This cottage is located in a quiet residential neighborhood and a great place to relax. Laundry on shared screened porch. Dogs allowed ($35 extra) add them on # of guests page . Easy refund policy. Level 2 EV charger

22–29 Sep

$117 SGD per night

Guest favourite

Flat in Clearwater Beach

4.95 out of 5 average rating, 63 reviews

Studio 2-The Waters' Edge-Sleeps 2

Kick back and relax in this second floor space. This charming studio features king size bed and is perfect for a single traveler or a couple, with space for baby in a pack ‘n play. Prepare your snacks and meals in the kitchenette or grill fresh, local seafood on the patio bayside. This location allows you to enjoy water views from our bayfront dock and the Mid-Century small-town charm nearby. Situated just blocks from the beach with several restaurants and entertainment. Jolley Trolley nearby.

26 Oct – 2 Nov

$137 SGD per night

Guest favourite

Apartment in Redington Beach

4.97 out of 5 average rating, 457 reviews

AmazingBeachCondo/NoCleaningFee/AwesomeAmenities

Welcome to our condo. We have provided you with just about everything you need to come and vacation at this amazing beach area. The condo is right by the heated pool and a 2-minute walk to the beach. The complex has high-speed internet throughout and a laundry facility. Shopping/Grocery/Pharmacy are all close by. Restaurants/bars very close by. This is an amazing area of Florida, with so many things to see and do. You will love it here. We have also provided bikes for your use to get around.

28 Oct – 4 Nov

$144 SGD per night

Guest favourite

Apartment in Clearwater

5.0 out of 5 average rating, 5 reviews

Wonderful Condo Fully Renovated! - Ground Level!

Ground Floor Completely RENOVATED!!! Amazing & Very cozy and it has a a 60” Fireplace. 1 king size bed and a queen pullout couch new style, 1 bathroom with the best water pressure including a rain shower and a hand held unit. This unit is very well equipped with everything you need and have at your home. The condo is great for a couple’s getaway or a nice family vacation. YOUR HOME AWAY FROM HOME!! Steps to the POOL, beach chairs, Floaties, wagon, cooler, etc. The Beach is a 10 minutes!!

14–21 Nov

$174 SGD per night

Guest favourite

Home in Clearwater

4.9 out of 5 average rating, 116 reviews

Coastal Cottage B - Bikes Beach Items

This lovely 2 bedroom 1 bath home is clean and modern! This home is a duplex but has no access between units -it was triple insulated on all walls. All bedrooms have brand new foam mattresses and new cold air/mini splits. This unit has many stairs-please see pictures. Access to the bathroom is through the downstairs bedroom. I just installed privacy curtains in both bedrooms (no actual bedroom solid doors. Sorry no animals/pets. Close to Dunedin, Honeymoon Island, and Clearwater beach! ❤️

26 Oct – 2 Nov

$156 SGD per night

Guest favourite

Guest suite in Largo

4.95 out of 5 average rating, 233 reviews

"Twilight Sands Stud" Prvt Ent,Pool,Pk,Keyless Ent

Welcome to your private Studio located 10 minutes from Indian Rocks Beach FL. Come stay with us and dip your toes in the warm white sugar sands of the Gulf of Mexico. Our beautiful cozy studio has private parking, entrance and keyless entry, cozy cal king bed, on suite bath/shower w/bidet, sweet retro kitchenette including mini fridge/freezer, microwave and Keurig coffee/tea express. Beat the crowd, book your stay, relax at the best beaches in the country or explore Tampa Bay or St.Pete!

5–12 Apr

$125 SGD per night

Guest favourite

Home in Clearwater

4.86 out of 5 average rating, 7 reviews

Sunshine Vintage *Minutes to Clearwater Beach*

Escape to Sunshine Vintage, a stylish, charming duplex just minutes away from the sun soaked shores of Clearwater Beach! Indulge in premium linens, high speed wifi & a brand new in-unit washer & dryer. With a fully equipped kitchen & two spacious bedrooms including a king suite, you'll experience the ultimate Florida getaway with the perfect blend of style, comfort & convenience. Book your stay today & experience the ultimate FL getaway in the heart of all the magic at Sunshine Vintage!

8–15 Sep

$149 SGD per night

Guest favourite

Apartment in Clearwater

4.89 out of 5 average rating, 165 reviews

Happy getaway nest. Very cozy & high quality

Modern and very cozy one-bedroom condo, clean, quiet, and comfortable. Convenient big kitchen space and bathroom. King bed in master. Sleeping sofa in the living room. All appliances, kitchen pots, and all you need to make yourself home. TV in the living room and Master. Full cable. Fast WiFi. Roku. Beach towels, umbrella, chairs, cooler. 10 min from Clearwater Beach. 20 min from the airport. I put a lot of <3 INTO! You feel at home in my place because I take care myself.

3–10 Oct

$148 SGD per night

Guest favourite

Guest house in Clearwater

4.9 out of 5 average rating, 182 reviews

Cottage on Pinellas Bike Trail

This cottage on the trail is a gem. It is an easy one mile bicycle ride to downtown Dunedin and a quick stroll to waterfront Edgewater Park to watch sunsets or see the lights of Clearwater Beach across the intracoastal waterway. Circular driveway with a carport for off street parking. The cottage is equipped with a Keurig, microwave, mini fridge, as well as beach amenities and wifi. There's a fenced back patio for you to enjoy our beautiful weather!

10–17 Jan

$150 SGD per night

Guest favourite

Guest house in Clearwater

4.89 out of 5 average rating, 275 reviews

Studio close To Clearwater Beach

Welcome to Clearwater! Located just a short distance from a variety of restaurants, unique shops, and grocery stores, we offer convenient access to anything you might need during your stay. Our studio is 4 miles from Clearwater & 5 miles to Indian rocks Beach. There is no shortage of things to do in the area, local parks, museums, cruises, and a variety of nightlife. Enjoy jet skis, bike trails, tennis, parasailing, and pier fishing!

28 May – 4 Jun

$126 SGD per night