House holiday rentals in Clearwater Beach Island

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Top-rated house rentals in Clearwater Beach Island

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Top guest favourite
A small outdoor patio is surrounded by lush tropical plants. A round table with white metal chairs is shaded by a teal umbrella, providing a cozy spot for relaxation. The entrance to the cottage, with a glass door, is visible in the background.
Home in Clearwater Beach
4.94 out of 5 average rating, 192 reviews

The Cottage - 32 Steps to the Beach - Sleeps 2, drive to your door, Wifi, Grill. Just Steps from the beach.

Our tastefully decorated and cozy Cottage offers everything you need for a romantic get-away and a relaxing stay in sunny Clearwater Beach. The Cottage is part of our vacation property '32 Steps to the Beach' which consists of a 3 bedroom house and a separate 1 bedroom cottage. The Cottage can be booked separately or together with the House. To book The House or House & Cottage together please see the listings at the side of this page. Covid-19 UPDATE - See below. The Cottage is located in a quiet and idyllic residential neighbourhood of Clearwater North Beach. The beautiful, award-winning and pristine Gulf Beach is just steps away from the house. If you prefer to have a calm beach day away from the crowds this is where you want to stay. Clearwater Beach with its vibrant public beach life and diverse restaurants is just a mile away. The Cottage offers a spacious, elegant room with a queen bed, a sitting area with a sofa sleeper and a remodeled bathroom. The new kitchenette gives you the opportunity to prepare meals and enjoy them in the small dining area or outside on the secluded patio. Savour a cup of coffee in the morning, a glass of wine after a relaxing day on the beach or enjoy a BBQ in the backyard. Clearwater North Beach is an upscale, safe residential neighborhood that welcomes families and couples. It is not suitable for 'spring breakers' or any group that wants an environment that allows loud parties. The area of Clearwater offers an astonishing diversity of leisure activities. If you enjoy sports you might want to try out the numerous jogging, skating, biking, golfing, hiking, swimming, surfing, tennis or fitness opportunities. In Florida's state parks and on the breathtaking beaches you will experience the beauty and serenity of nature. Several theme parks guarantee fun for the whole family and the diversity of the many restaurants in the area will surprise you. From casual to upscale dining, from local and national to international cuisine - you will find it all! Please also visit our website for more information about our Clearwater Beach homes, Clearwater Beach and the area: www.clearwater-beach-vacations.net Check-in is 4:00pm or later; check-out is promptly at 10:00am to leave time for cleaning crew. We will be happy to answer all of your questions. When using the 'Book it Now' button please include information on the ages and number of people in your party to help us make a quick decision on your request. IMPORTANT: We do not advertise on Craigslist! Be safe and only deal with the owner. COVID-19 Pinellas County is open for short term vacation rentals with guidelines that we are following in full. We take the safety of our guest and cleaning staff extremely seriously. Our cleaning crews are using sanitizer and disinfectant on all surfaces before your arrival and as cleaning is taking longer than previously it is unlikely that we can offer early check-ins or late checkouts. Our houses have well equipped kitchens and we believe that separate units are the best option for vacationing in the time of Covid-19. Florida is seeing an increase in cases at the moment and we stress the importance of guests taking travel insurance that would cover them in the event that they no longer want to travel to Florida. In the event that the administration halts vacation rentals we would of course refund guests as we could no longer accept them. We have to stress that after two months of cancellations and re-bookings we will not be able to offer refunds if Clearwater Beach remains open for vacation rentals but guests decide not to travel.

Guest favourite
Home in Clearwater Beach
4.97 out of 5 average rating, 244 reviews

Waterfront Townhome w/Game Room & Boat Slip! Walk

PLEASE ASK ABOUT OUR OTHER 2 WATERFRONT PROPERTIES ON CLEARWATER BEACH IF YOUR DATES ARE NOT AVIALABLE!! Welcome to Brightwater Blue, our newer vacation Town Home in Clearwater Beach! 3 floors of fun, elegance & relaxation await you. Custom interior decorated with Restoration Hardware & other high end furnishings. Located on Clearwater Bay & within easy walking distance to Clearwater Beach, Beach Walk, restaurants, shopping & everything Clearwater Beach has to offer! Why book 3 hotel rooms when

Guest favourite
The outdoor area showcases a saltwater pool within a screened lanai, surrounded by a patio area with seating. The pool area is illuminated by natural light, enhancing the space's openness. A game room features plush seating arranged for viewing films, with walls designed for a cinematic experience.
Home in Clearwater
4.93 out of 5 average rating, 168 reviews

Clearwater Gameroom- Pool/Mini golf/Home Theatre

Welcome to Clearwater Hangout- This super unique house was designed to be packed with many amenities. Just 4mi to famous Clearwater Beach! Newly renovated with fresh tiles and quartz counters for a high end trendy design. Inside amenities include- LED vanity, pool tbl/ping pong, wine fridge, dining for 14, and a full transformed game room with a basketball court, Pac-man machine, and a home theatre! Outside is a very private clean space with mini golf, a salt water pool, seating area and firepit

Guest favourite
A spacious outdoor area surrounded by lush greenery showcases a seasonally heated pool. Comfortable sectional seating is arranged around a glass table, complemented by large sun umbrellas. A BBQ grill and outdoor dining table are visible, creating an inviting space for relaxation.
Home in Clearwater
4.94 out of 5 average rating, 144 reviews

Palms and Dreams Villa 3/2 Heated Pool•BEACH 5 mi

Book your dream getaway in this bright, spacious, updated 3bd 2ba home for up to 10 guests. Nestled in a safe, quiet neighborhood, minutes from beaches, dining, and shopping. Relax in your private backyard oasis with cozy seating, a gorgeous seasonally heated pool, an outdoor dining area, a gentle flow spa (not a hot tub), a BBQ grill, and lush greenery. Every detail has been designed to make your stay unforgettable. Reserve our home today and start making memories with family and friends!

Guest favourite
A serene outdoor space features a heated saltwater pool with gentle lighting, surrounded by a screened enclosure. Comfortable seating areas are arranged nearby, with a covered space for relaxation and an outdoor bar in the background, creating an inviting atmosphere for leisure and gatherings.
Home in Clearwater
4.95 out of 5 average rating, 111 reviews

Luxury Oasis • Heated Salt Pool • Near Beaches

Welcome to Paradise Palms 🌴☀️- your tropical, family-friendly getaway w/ a private heated saltwater pool! Newly renovated & cleaner than a hotel, the home is filled w/ luxury amenities to create a truly unforgettable family vacation. With 7 comfy beds, there's plenty of room for everyone. Just 14 min to the famous Clearwater Beach & other beautiful white sand beaches! It's finally time to relax & soak up some Florida sun! Come experience all that Paradise Palms & Clearwater have to offer.

Superhost
A spacious outdoor area features a dining table surrounded by chairs, with a large pool reflecting the blue sky. Tropical plants and palm trees add greenery, while a sign reading 'Clearwater' enhances the relaxed vibe. Bright umbrellas provide shade for the inviting lounging spots.
Home in Clearwater
4.9 out of 5 average rating, 136 reviews

Casa Palmera! *Heated Pool!

Step into relaxation as you enter this tropical pool home, centrally located to everything one would need staying in Clearwater! This 4 bedroom, 2 bath home has been meticulously curated to give our guests the best experience imaginable during their stay on the west coast of Florida. Only 5 miles from world renown Clearwater Beach, 1 mile from the Phillies spring training site, less than 2 miles from some of the best local eateries in Safety Harbor and Dunedin. Come stay at Casa Palmera!

Guest favourite
A spacious living area showcases a dark gray sleeper couch adorned with decorative pillows, including one that reads 'Beach Life.' A light-colored wall provides a backdrop for a decorative sign that reads 'happy place.' Natural light filters in from windows leading to the kitchen.
Home in Clearwater
4.89 out of 5 average rating, 105 reviews

Beachfront Getaway with Patio – Perfect For 6

Welcome to the piece of paradise you’ve been dreaming of!! This charming seaside townhouse is located just 70 STEPS from the beautiful white sand of Clearwater Beach. Enjoy the convince of it's prime location, cook great seafood at the grill, and truly live the Florida beach lifestyle. Walking distance from bars, restaurants, and stores. This house has been entirely renovated and furnished so it can offer an outstanding beach experience. Don't delay and enjoy Florida!

Guest favourite
A spacious outdoor area features a heated pool surrounded by a screened enclosure. Two lounge chairs are positioned beside the pool, and a barbecue grill is visible near the edge, providing an ideal setting for relaxation and meals.
Home in Clearwater
4.84 out of 5 average rating, 126 reviews

Heated Pool | 2BD 2BA | Home near Beaches

Welcome to our home, a spectacular 2BR/2BA heated pool home, enjoy this great location less than 14 minutes from multiple beaches! Our Neighborhood is located close to everything Clearwater has to offer! This 2BR/2BA home is less than a 14 Min drive to Clearwater Beach! Our newly renovated house offers a Smart TV, and high speed internet. There are 2 Full Bathrooms with 1 King Bed, 1 Bunk Bed (Full and Twin), 1 Full Bed, and a pull out couch.

Top guest favourite
Home in Dunedin
4.94 out of 5 average rating, 127 reviews

Mermaid Haven Downtown, Trail, Stadium

Known for its abundant coastal beauty, beaches, water sports and friendly residents. Dunedin is an amazing destination for travelers of all ages! Experience the best of this gulf-front city while staying at Mermaid Haven, a completely updated private home with Cafes, Marina and shops are a short walk away. In addition, the Dunedin Stadium, Pinellas Bike trail are just a block away. Visit Honeymoon Island or Clearwater Beach, each 7 miles away.

Top guest favourite
The grotto-style pool area features natural rock formations with cascading waterfalls and lush tropical plants. A hot tub is integrated into the design, providing a relaxing space. The serene water reflects the clear blue sky, while views of the bay are visible in the background.
Home in Oldsmar
5 out of 5 average rating, 148 reviews

Bayside Retreat your tropical oasis

"Bayside Retreat" is a Charming Private 1~bedroom/1 bath with full living room suite, located right on the water of upper Tampa Bay. Spend a quiet day lounging in the grotto pool, kayaking the bay, or a lazy day reading in the hammock. Enjoy breath taking sunrise and sunsets from the dock. Your own Tropical Paradise away from the rest of the world....... Just 15min to Raymond James Stadium. Centrally located 15 miles from TPA Airport

Top guest favourite
The living area features a blue sofa and two armchairs arranged around a round coffee table. Natural light enters through large windows covered with sheer curtains. A ceiling fan circulates air, while a subtle rug anchors the space over warm wooden flooring.
Home in Dunedin
4.93 out of 5 average rating, 200 reviews

Downtown Keylime Cottages 4

Cozy duplex cottage right in Downtown Dunedin, walking distance to restaurants, nightlife, breweries, Blue Jays stadium and much more. Hypo allergenic pet free environment. STROLL DOWNTOWN Discover Dunedin's vibrant shopping, dining, and entertainment scene, as well as stunning sunsets and the Pinellas Exercise Trail. Explore the charming coastal town, featured in magazines like Southern & Coastal Living.

Guest favourite
A well-lit bedroom features a spacious bed adorned with a patterned quilt and decorative pillows. Soft lighting is provided by two bedside lamps, while a window with sheer curtains allows natural light to filter in. A small desk is positioned near the window.
Home in Largo
4.86 out of 5 average rating, 268 reviews

Quaint Cottage 5 miles to the beaches

The cottage features a fully fenced yard, ideal for guests traveling with pets. Relax on the small covered patio with your morning coffee or enjoy an evening under the stars. Inside, you’ll find everything you need for a comfortable stay, including a full kitchen, in-unit washer and dryer, and cozy living spaces.

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