Holiday rentals in Clearwater

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Top-rated holiday rentals in Clearwater

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Home in Clearwater

4.96 out of 5 average rating, 25 reviews

ClearwaterTranquility-SltPool/Golf/Theatre/Arcade

Welcome to Clearwater Tranquility - Our unique space offers endless amenities and fun! With over 4000sqft of space there's room for the whole family to enjoy. Most rooms have a view of the yard &pool! Inside includes a home theatre, 3 dining spaces, 2 living rooms, smart tvs, game room w/ darts, pool tbl, ping pong, arcade games, and a wet bar to make your favorite cocktails or juices. Outside presents an Olympic sized swimming pool, mini golf, outside dining, fire pit, hanging chairs & soccer

Top guest favourite

Guest house in Seminole

4.96 out of 5 average rating, 193 reviews

Quiet & Cozy Guesthouse minutes to the beach.

Newly remodeled, quiet and cozy guest house on a cul de sac. Great location close to shopping/restaurants, 4 miles to Gulf Blvd where you will find many beautiful beaches, Clearwater, St Pete etc. 1 Bedroom, queen bed, and sofa bed in living room which pulls out to a queen bed. Full kitchen with all the extras. Cable TV, WiFi, 1 private parking spot (can accommodate 2 or recreational vehicle just need a heads up). Access to washer/dryer for stays 4 nights or more. No pets, no children under 8.

Guest favourite

Apartment in Clearwater

4.96 out of 5 average rating, 57 reviews

"Beach Blessing 1" Peaceful, Ground Floor.

Welcome to "Beach Blessing 1" Tasteful Scripture art adorn each room. A free copy of Basic Bible Guide to take home with you. 1 Bedroom & 1 Full bathroom! 10 Minutes by car & a 25 minute bicycle ride to Clearwater Beach! ! At the beautiful Avalon At Clearwater condos - a gated community! Grocery store across the street! Heated pool, 24 hour gym & clubhouse! Cozy balcony & Private entry! Full kitchen with Pots & pans, Utensils, Toaster, Blender... !!! Towels & linens! Washer & Dryer in condo.

Guest favourite

Apartment in Clearwater

5 out of 5 average rating, 37 reviews

Wonderful Condo at Avalon - Fully Renovated

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!!

Top guest favourite

Guest house in Clearwater

4.97 out of 5 average rating, 116 reviews

Coastal Cottage C Bikes, Beach Items, Adventure!

Brand new renovation -fresh and modern! This cottage is my favorite one and hope will be yours too! It’s a small space but designed to make you feel right at home! Please see pictures with the couch pulled out for reference. Sorry no animals/pets. Very quiet and peaceful. Free beach items included especially the beach bikes! The bedroom is small but the queen sized bed frame allows for suitcases to easily slide underneath….the couch is also a queen pull out bed for more sleeping options. 🙏💕

Superhost

Flat in Clearwater Beach

4.77 out of 5 average rating, 117 reviews

Renovated 2025 - Retro Beach Oasis with Color Pop

Book with confidence—our property is in great shape and ready to host your Clearwater Beach getaway! -No hidden fees -No chores Just a breezy, beachy stay with: -2-minute walk to the beach -Beach Chairs -Free parking -Heated pool -Cold AC -Easy self check-in -Pet friendly (One Pet max -$150 fee) We provide essentials (linens, towels, toilet paper, soap etc.) to get you started. For longer stays, we recommend buying additional supplies. 📍648 Poinsettia Ave, Clearwater Beach, FL 33767

Guest favourite

Home in Clearwater

4.94 out of 5 average rating, 80 reviews

Vintage Style House minutes from the beach

Welcome to the beautiful city of Clearwater, and to our newly renovated Vintage Style duplex home. Conveniently located within 0.5 miles or 7 minutes walking to clearwater downtown, and 3 miles or 7 minutes driving to the famous and award winning Clearwater beach. Easy access to local restaurants, bars, stores, and parks. This comfortable home features unique layout with Vintage-modern decor, free WiFi, smart TV, LVT flooring and sleeps up to 4 people. It also offers one free parking.

Superhost

Flat in Clearwater

4.86 out of 5 average rating, 200 reviews

Spacious 1 Bedroom - 5 miles from Clearwater beach

This Spacious and Clean 1 Bedroom is centrally located in Clearwater. 5 miles from "White Sandy" Clearwater beach, 2.5 miles from Downtown Clearwater and 5 miles from the cozy town of Dunedin. This unit is in a converted duplex house with a Publix (Grocery) just catty-corner across the street. If you're staying over a weekend and into music, ask about a "best kept secret" concert house :) Also recommend you visit the Tarpon Springs Sponge Docks, DT St. Pete and Sarasota.

Guest favourite

Hotel room in Dunedin

4.83 out of 5 average rating, 226 reviews

Seaside Artisan Apartment 6

This Airbnb offers a unique experience to stay at a mom and pop style retro motel. The property has total of 10 airbnb’s. There is no lobby for the guests, however we do list for rent the owner suit with front desk on airbnb as well. You can find it under “Seaside Artisan Motel Owner Suit”. This Airbnb is walking distance from the restaurants, shops and bars in Dunedin. It’s about 4 miles away from Honeymoon Island and about 6 miles from Clearwater Beach.

Top guest favourite

Apartment in Clearwater

4.99 out of 5 average rating, 93 reviews

Literally: 15 steps to the Pool, GroundFloor Condo

Unwind at this stunning Complex at Clearwater that resemble a vacation resort, gated community, extremely safe. Don't want to go out? There is everything you need right in the complex: Free Parking, 24/7 Free Gym, steps to the heated Pool with BBQ area and other wonderful-friendly guests for company (if needed), shops and few dining places in walking distance, your private patio to sit, drink, chat and relax; take some time for you!

Top guest favourite

Flat in Clearwater

4.99 out of 5 average rating, 186 reviews

Welcome to your cozy studio!

This charming furnished studio apartment is the perfect blend of comfort and convenience, offering everything you need for a delightful living experience: *Fully Furnished *Comfortable Sleeping Area *Equipped Kitchenette *On-Site Laundry Room *Private Parking Space *Private Patio Prime Location: Conveniently located close to shops, restaurants, parks and just 10 minutes away from the breathtaking Clearwater Beach

Guest favourite

Flat in Belleair Beach

5 out of 5 average rating, 14 reviews

NEW Beachfront Oasis with Pool in Belleair Beach

BEACH ACCESS a few steps away from your front door! Views of the beach included with an in-ground pool and picnic area on one of the most beautiful beaches on Florida's Gulf Coast! Our fully renovated apartment is fully equipped with a combo kitchenette, dining space, living room with smart tv, and bedroom with smart tv. If you're looking for a peaceful and fun beach getaway, you've come to the right place!