
Holiday rentals in Clearwater Beach
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Top-rated holiday rentals in Clearwater Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

BEACHFRONT/Panoramic Views of the Gulf #301
Looking for a serene and relaxing beachfront vacation or do want a vacation full of fun-filled activities? Either way, you've found it! This tastefully decorated beachfront awaits you and your family. As you plan your day, start with breakfast on the balcony. Ready for the beach? You're just a few steps away from the white sand and uncrowded beach. There are many activities in the area to choose from, for all ages. Don't forget the amazing sunsets to be enjoyed and you may even see a dolphin.

Upgraded 3 Bed, 3 Bath Corner Water Front Condo!
Stylish & Sunny Corner Unit On Dolphin Faved Inlet Across The Street From Florida's #1 Beach. This all-inclusive unit allows you to walk everywhere and enjoy all Clearwater Beach has to offer from sand & sun to restaurants & shopping. Updated & upgraded 3 bedroom, all with connected bathrooms offers amazing space, a chef's kitchen as well as bright & beautiful dining & living rooms. Private balcony to relax & watch the sunset. Beach concessions include sea kayaks, jet ski's, boating & more.

Botanical Bliss
A 15 minute drive to Clearwater Beach. This house was designed by Tegan Williams of "Seeds" and contains a tasteful assortment of plant life and decor. From a kitchen made from exotic marble to botanical living space, it provides a relaxing getaway for those looking for it. It is located in a quiet neighborhood and includes a washer and dryer, full kitchen, oven, microwave, coffee maker, dishwasher, and kettle. I hope you choose to stay and get to experience a much deserved blissful time.

Mango Tree Cottage: bike trail
Have fun as a couple or with your family at this private luxury 1 bedroom house called the Mango Tree cottage, named after the large mango tree that sits beside it. This 1 bedroom spacious cottage has a Queen size bed, a sleeper sofa, and a private patio. Your private patio has a lounge area and child’s slide. Access to full size washer dryer upon request. Your cottage includes a bicycle with direct access to the Pinellas trail that will take you downtown Dunedin or downtown Clearwater

Beautiful Beachfront Cottage on the Water
Renovated, romantic 1937 beach front cottage. Last of its kind in the quiet family setting of Indian Shores Florida, halfway between Clearwater Beach and Treasure Island/John's Pass. Truly an "Old Florida" experience with original pine floors, Florida room and covered porches, as well as updated kitchen and bathroom. This house, uniquely built near ground level, allows it to be waterfront on the beach while shaded by huge pine trees. You won't find a more tranquil setting on the beach.

Pelican's Nest - Pet Friendly
The Pelican's Nest is a cozy tiny home that has been remodeled with you in mind. Enjoy the beachy vibes inside the home or relax outside where you can connect to nature with your private yard. Enjoy a fire or dinner on your outdoor dining table. Have your pet staying with you? No worries! They are welcome here. Located a mile from Gulfport's beach blvd. Where you can shop, dine, or stroll the beach. 6 miles away will take you to the famous St Pete Beach or the St Pete pier.

Serene and special
This special place is close to everything, making it easy to plan your visit. The (quiet, uncrowded) beach is 75 steps away. The pier is a 2/3 of a mile walk (15 minutes) away. Restaurants, drinking holes and shopping are between the 2. This unit was completely renovated in April of 2023 and is modern by every standard. Everything you might need is there for you. Already having been enjoyed by several couples it's ready for your getaway. Please contact me with any questions.

Winter Storm Escape Sale Ocean View Steps to Beach
Escape to paradise at this newly renourished beachfront condo in Indian Rocks Beach! Enjoy breathtaking Gulf of Mexico views and stunning sunsets from your doorstep. Steps away from the beach, this condo offers unparalleled access to sun, sand, and sea. Explore nearby restaurants and bars, or simply relax and soak in the natural beauty. Perfect for a romantic getaway or a family vacation. Beach gear including towels, chairs and umbrellas is included!

Tiny Tulum | Tropical Oasis in Tampa’s Heart!
Welcome to Our Romantic Tulum-Inspired Retreat! Escape to a tropical paradise at our enchanting Tulum-inspired oasis, designed with romance and relaxation in mind. Nestled in a serene neighborhood, our beautifully decorated retreat offers the perfect blend of luxury, comfort, and bohemian charm, creating an idyllic getaway for couples seeking a memorable experience. Why book a generic Airbnb when you can book a hand crafted Tropical Paradise?

Direct Waterfront "The Lily Pad" Walk to Beach
🌊 Ultimate Waterfront Escape – Adventure Awaits! 🚴♂️🏄♂️ Welcome to your dream beach getaway! This stunning waterfront rental puts you right on the water with breathtaking views and endless adventure. Paddle on a kayak or stand-up paddleboard, then cruise around town on our complimentary beach bikes. Jet ski island tours, parasailing, and more. We are pet friendly! Pet fee is $150 for the first dog, $100 for the second dog.

Resort living on the beach
This modern chic condo hotel suite, located on the 6th, 7th, or 8th floor, offers stunning views of Mandalay Bay, Honeymoon Island, and Clearwater. It has space for 6 people between the King bed, Queen bed, and full-sized sofa bed, along with 2 full bathrooms. The balcony is perfect for people watching and seeing boats make their way to the Gulf. Please note that one of the bedrooms does not have a window

Pet‑Friendly Beach Cottage • Pool/Spa • Golf cart
Newly renovated beach cottage just 2 blocks from IRB with a HEATED saltwater pool, spa, tanning deck, and 4‑passenger golf cart. Pet‑friendly and set in a quiet, safe neighborhood, this cozy 2‑bed retreat is perfect for couples and small families seeking comfort, convenience, and unforgettable Gulf Coast memories. BTR# 2041
Popular amenities for Clearwater Beach holiday rentals
Other great holiday rentals in Clearwater Beach

Beachfront Oasis / Pool, Beach Access & Ocean View

Luxury Oceanfront Vacation w/ Heated Pool

Balay Clearwater: Heated Pool, Grill, 15 min Beach

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

Coveted Sunset Beach Rental: Beautiful 2 Bdrm

Clearwater Beach Oasis 7

Arie Dam 404 | Steps to Beach & Pool!

Beach front cottage on Treasure Island, FL
When is the best time to visit Clearwater Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $267 SGD | $319 SGD | $375 SGD | $304 SGD | $245 SGD | $255 SGD | $259 SGD | $220 SGD | $203 SGD | $203 SGD | $225 SGD | $237 SGD |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
Quick stats about holiday rentals in Clearwater Beach

Total holiday rentals
Explore 1,340 holiday rentals in Clearwater Beach

Nightly prices starting at
Clearwater Beach holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 60,180 verified reviews to help you choose

Family-friendly holiday rentals
710 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 330 rentals that welcome pets

Holiday rentals with a pool
1,070 properties feature pools

Rentals with dedicated workspaces
680 properties have a dedicated workspace

Wifi availability
1,330 of Clearwater Beach holiday rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Beachfront and Gym across Clearwater Beach rentals

4.8 Average rating
Clearwater Beach stays are highly rated by guests – averaging 4.8 out of 5!
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- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Weeki Wachee Springs
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Dunedin Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- Tampa Palms Golf & Country Club
- ZooTampa at Lowry Park
- River Strand Golf and Country Club
- Hard Rock Casino
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park
- Adventure Island
- Busch Gardens
- Tampa Convention Center
- The Don CeSar




