Holiday rentals in Clearwater

Apartment in Clearwater Beach

Gentle waves lapping against a sandy shore create a serene coastal scene. The sky is filled with wispy clouds and varying shades of blue, reflecting the tranquil atmosphere of the beach. The shoreline reveals patterns in the wet sand as the water recedes.

4.95 out of 5 average rating, 317 reviews

Steps 2 beach! Beachy and Luxurious! Easy Living!

Easy Living is a beachy newly renovated condo with 2 bedrooms & 2 full bathrooms, nestled between the intercoastal water and the magnificent Clearwater beach! Located a very short walk to the beach (less than 2 blocks) and across the street from a park. The Clearwater Beach Rec Pool is another short two minute walk from the condo! The condominium is quiet area yet, it is within walking distance to practically everything in town, including the beach, many restaurants, bars, Pier 60, & the marina!

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.

4.96 out of 5 average rating, 113 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.

4.95 out of 5 average rating, 128 reviews

Apartment in Clearwater

Poolside • Zero Stairs • King Bed • Near Beaches

📍 Prime Clearwater Location — Minutes to the Beaches & Major Airports Stay in the heart of Clearwater, just minutes from the award-winning Clearwater Beach. This central, easy-to-navigate location puts you close to everything you need-grocery stores, restaurants, coffee shops, parks, and top local attractions. Whether you’re planning a beach getaway, family vacation, or remote work stay, this convenient home makes arrival, travel, and exploring the area simple, quick, and stress-free.

4.75 out of 5 average rating, 104 reviews

Flat in Clearwater Beach

Fresh for 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 dog 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

4.84 out of 5 average rating, 32 reviews

A single-story home is set amidst lush greenery, featuring a light-colored facade with a blue front door. Palm trees frame the entrance, while a manicured lawn extends before the house. A garage door is visible on the right side, adding to the inviting exterior.

Home in Largo

Sunrise Rock Retreat

Great retreat home away from home w/ private in-ground pool, minutes to the beach. Sunrise Rock Retreat is spacious beautiful 3 bedroom & 3 bathroom home. This home features an in-ground swimming pool with a spacious travertine deck. It is located 4 miles from Indian Rocks Beach, 7 miles from Clearwater Beach, and 24 miles from Tampa. This property provides a private resort feel while giving you access to a variety of opportunities for site seeing, biking, beaches, and relaxation.

Cottage in Indian Rocks Beach

An open-concept kitchen and dining area features modern fixtures and wooden accents. A large island bar is surrounded by high-backed chairs, with a dining table visible in the background. Light blue walls and stylish light fixtures create a bright atmosphere.

4.98 out of 5 average rating, 162 reviews

New Beach Retreat– Hammock, PAC-MAN, Steps 2 Sand.

Sandy Feet Cottage is a newly remodeled beach retreat just 2 minutes from Indian Rocks Beach. Enjoy an open layout, new furnishings, a spa-style bath, and a private yard with fire pit, hammock, and patio. Walk to dining, bars, and shops—your stylish Gulf Coast escape. ***NEW AIRBNB PRICING UPDATE*** Starting mid-October 2025, Airbnb will display all-in pricing—including a 15.5% Airbnb service fee (charged directly by Airbnb to the host), plus cleaning and pet fees if applicable!

4.86 out of 5 average rating, 103 reviews

Flat in Clearwater

Beach Retreat: Modern 1-Bedroom • Pet Friendly

Welcome to your dream vacation destination in Clearwater! Our 1-bedroom apartment offers a comfortable and stylish retreat, featuring a spacious walk-in shower, full-size kitchen, a cozy pull-out couch, and a comfortable queen bed. The icing on the cake? You’re just a short 3.5 miles away from the stunning Clearwater Beach! Perfect for a relaxing getaway with all the amenities you need. 🚭 No Smoking | 🚫 No Parties | ✅ 1 Parking Spot

4.99 out of 5 average rating, 119 reviews

Apartment in Clearwater

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!

Apartment in Indian Rocks Beach

A bright living area features a comfortable light-colored sofa and armchairs, complemented by a decorative round coffee table. Large glass doors provide an unobstructed view of the beach and palm trees outside, allowing natural light to fill the space.

4.97 out of 5 average rating, 154 reviews

Private Ocean View Beach Retreat with Balcony

Only steps from the beach, this newly updated and perfectly located beach condo is your luxury getaway. The large bedroom, lofty living area and modern open kitchen, as well as the generous balcony with direct view of the Gulf will make you never want to leave again. This condo is better equipped than your average vacation rental and comes with your private daily sunset spectacle. Continue to read for more...

5 out of 5 average rating, 118 reviews

A modern living area features a large black leather sectional sofa adorned with decorative pillows, complemented by a polished coffee table. Above, a flat-screen TV is mounted on a light-colored wall. Art pieces showcase scenic landscapes, and natural light filters in through white-shuttered windows.

Villa in Safety Harbor

Villa Italia "Villas by Christine"

Perfect location, Charming Villa!! Guests are loving the newly renovated Villa Italia. Two luxury Masters with separate bathrooms - one upstairs & one down. Within the upstairs bedroom you have a queen size bed along with a full size couch for lounging during the day. We are pet friendly. Please let us know you will be bringing your pet. Pet fee of $100. can be paid beforehand or is due upon arrival.

4.97 out of 5 average rating, 143 reviews

A cozy living area features a blue sofa adorned with light-colored pillows, positioned beside a round wooden coffee table. A stylish light fixture hangs from the ceiling, illuminating the space. A framed artwork of a cow is displayed on the wall, adding a charming touch.

Flat in Dunedin

Overlooking Downtown Dunedin Two Bedroom apartment

Historic Home in the heart of Downtown Dunedin, known by locals as the Yellow House. First floor 2 bedroom apartment is totally renovated. Walk just a few steps to restaurants, bars, shops, and the Pinellas Trail. Home overlooks Pioneer Park where you can enjoy the local farmers market on weekends, concerts, movies, art festivals and much more, or just relax and watch the action from the front porch.

4.89 out of 5 average rating, 151 reviews

A contemporary living area features a dark gray sofa adorned with light blue and patterned pillows. A decorative throw lies draped over the sofa. A small white coffee table sits on a vibrant area rug, while a wooden dining table with six chairs is positioned in the background.

Flat in Clearwater

Special Price* 1 BR Apt 3 mi, 7 mins from beach

This bright, spacious, clean, and contemporary 1 bedroom apartment is located 3 miles from world-famous Clearwater Beach. It is part of a multi-unit residence. The apartment is recently updated and well-furnished with everything you and your family might need during your stay. Remarkably comfortable queen bed, large bathroom, and a fully equipped kitchen.

Popular amenities for Clearwater holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Clearwater

4.99 out of 5 average rating, 94 reviews

The outdoor area features a tropical garden surrounding a saltwater pool. Lounge chairs in mint green are positioned nearby, with a table and umbrella offering shade. Lush palm trees and vibrant foliage create a secluded and inviting atmosphere.

Home in St. Petersburg

Pet Friendly Pool Oasis St Pete/Gulfport

5 out of 5 average rating, 16 reviews

A serene view from the enclosed patio showcases a lake at sunset, with warm colors reflected on the water. Lush green grass borders the patio, and several tall trees provide shade. Decorative string lights can be seen overhead, enhancing the tranquil atmosphere.

Home in Safety Harbor

Beach house

A spacious living area features a light-colored sectional sofa surrounding a black coffee table. A large flat-screen TV is mounted on the wall, complemented by a stylish wooden console. Natural light filters through multiple wide windows, enhancing the room's airy feel.

5 out of 5 average rating, 22 reviews

Modern 3BR/2B Oasis/ Patio – Sleeps 8

5 out of 5 average rating, 39 reviews

The entrance to the community is marked by a large sign reading 'THE AVALON.' Colorful landscaping features lush green shrubs and vibrant flowers, with a decorative fountain set among palm trees. The building's architectural details, including columns, contribute to an inviting appearance.

Apartment in Clearwater

Avalon Clearwater Ground Floor - 2 BR / 2 BA condo

Townhouse in Clearwater Beach

4.88 out of 5 average rating, 32 reviews

Waterfront Penthouse Rooftop Casita 5-min to Beach

Superhost

A well-lit bedroom features a spacious white bed with crisp linens and a decorative bedside lamp on a nightstand. A ceiling fan adds to the comfort, while windows with shutters allow natural light. The open doorway leads to a hallway, hinting at additional living spaces.

4.79 out of 5 average rating, 56 reviews

Spacious 3BR, Central Location MD.BNB-Indigo(6G)

4.98 out of 5 average rating, 52 reviews

Villa in Largo

10 Minutes to Beaches! Thyme (to Coast) House

A modern kitchen space is presented with open shelving displaying an assortment of ceramic mugs and containers. A decorative sign with the letter 'B' in a checkered pattern is featured in the foreground on a marble countertop, complemented by a small potted plant.