Holiday rentals in Belleair

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.

Quiet 3BD Huge Tropical Garden & Patio. 5min Beach

Escape to our tranquil tropical paradise! Our private garden overflows with emerald palm trees, exotic foliage and native blooms, while the covered patio offers a place to relax and savor nature's natural sounds. Grill area, outdoor seating, lounge chairs. 5 minutes to Indian Rocks Beach and downtown amenities. Embark on bike rides on the nearby Pinellas Trail and Tailor Park with our complimentary bikes. Enjoy fun and fishing with our provided kayaks and gear, easily loaded onto your car.

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.

Beautiful and peaceful home in Largo

This home is a perfect gateway for couples, family or traveling professionals in a quiet, friendly neighborhood. This lovely 3-bedroom and 2 - full bathroom home features spacious open floor, updated kitchen, countertop seating with bar stools, washer drier, wifi and recently landscaped back yard. Brand new furniture throughout the house. This house sleeps 8 people comfortably with bunk beds for kids. The property is a short drive to beautiful beach - Clearwater and Pinellas Trail.

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.

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!

10 Minutes to Beaches! Thyme (to Coast) House

Ready to create lasting memories? Book your Florida dream vacation today! Unwind and recharge at this perfect Florida getaway! Our charming rental is just minutes from the stunning beaches Pinellas County offers. Soak up the sun and crystal-clear waters, all within a 10-minute drive. Need to stay connected? We've got you covered with blazing-fast 1G Wi-Fi and a dedicated workstation, making it easy to balance work and play during your stay.

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

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!

Chateau 3E - Beach front complex!

🦩✨ Coastal Whimsy Getaway | Beachfront | Belleair Beach ✨🦩 Welcome to Chateau Unit 3E, this boutique beachfront complex is all about serenity, sunshine, and effortless relaxation, steps from the sparkling Gulf 🌊 🌟Please note: The pool is temporarily closed for repairs. We anticipate the pool will reopen by May 1st, but we cannot guarantee this date. For the most up-to-date information, please reach out to us directly.🌟

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...

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.