Holiday rentals in Crystal Beach

Waterfront Pool Home with dock

Escape to our 3/1 pool house on Avery bayou with dock. Bring your boat or have a local captain meet you at the dock for some great fishing! We have a beautiful tiki hut to enjoy the Gulf breeze. Enjoy breakfast or dinner on the patio. This charming retreat offers a cozy interior, fully equipped kitchen, and a private pool. Close to Innisbrook Golf Resort & Spa. Owner leases out the boat lift separately and boat owner may access side yard to get in to lift. Boat owner is helpful with pool/yard.

Amazing Heated & Screen Pool w/ Stunning Design!

🏡Step inside to discover a harmonious blend of comfort and style. The open-concept layout invites you to gather, dine, and relax with loved ones. The home features warm wood cabinetry, stone countertops, modern stainless-steel appliances, and tropical-inspired furnishings that make the space feel both upscale and inviting. Enjoy a resort-style screened pool area, complete with festive string lights, colorful floaties, patio seating, outdoor dining, and a covered tiki-inspired hangout space.

Waterfront Villa w/Hot Tub• Game Room•Kayaks•Bikes

Welcome to Seaside Sanctuary 🌊🌅 – Your Ultimate Waterfront Escape Nestled in charming Crystal Beach, this spacious 4-bedroom, 2.5-bath retreat perfectly blends luxury, comfort, and coastal fun. Go kayaking from your direct Intracoastal access, soak in unobstructed sunsets, relax in the hot tub, challenge friends in the game room, or grill a delicious meal on the patio 🥙. Perfect for family reunions, bestie getaways, wedding weekends—or simply because you deserve a seaside escape!

Pvt Pool, Free Kayaks, Wlk to Gulf, Fish, Bike Trl

Escape to your private Palm Harbor oasis! This updated studio features a cozy queen bed, sofa bed, and kitchenette, plus a sparkling in-ground pool reserved just for guests. Walk to the Gulf for fishing, boating, or paddleboarding, or hop on the nearby Pinellas Trail for biking and exploring. Enjoy beaches just minutes away, along with amazing dining, breweries, and live music in historic downtown. Pet-friendly, with keyless entry and free cleaning for 14+ night stays.

Heated saltwater pool, near top beaches

Welcome to Casa Tropicál! Bask in the saltwater pool year-round. Water not warm enough?… just ask to have it heated (fees may apply). Start your day with a cup of coffee in the garden, while listening to birdsongs and watching the butterflies. After a fun day at the beach, you can unwind in the tropical-inspired interior or lose yourself in the serenade of crickets while gazing at the stars. It's truly magical! Note: Front door, driveway, and all yards have security cameras.

Cozy Retreat! Walk to Crystal Beach/Park

Cozy Crystal Beach Retreat – Pet Friendly Enjoy this charming 2BR, 1BA home with queen beds and a pull-out sofa. Pets welcome with fee! Relax in the fully fenced backyard with picnic table, perfect for outdoor meals or your furry friend to play. Walk to the water or explore the nearby Pinellas Trail. Just minutes to downtown Dunedin (7 mi), Honeymoon Island (7.5 mi), Clearwater Beach (13 mi), and Tampa Intl Airport (22 mi). Ideal for couples, families, or a relaxing getaway!

Near Trail & Pier | Crystal Beach Bungalow

Welcome to our 3-bedroom, 2-bath Crystal Beach home — a fully remodeled retreat with bright open spaces and a private backyard gazebo. • Fully updated interior with a modern coastal feel • Bright living area with a smart TV and fast WiFi • Fenced backyard with outdoor dining under the gazebo • About 1 block to the Pinellas Trail and 3 min drive to Crystal Beach Pier Settle in and enjoy an easy Palm Harbor stay with room to relax, cook, and head out on the trail.

Escondido Boutique Bungalow in Crystal Beach

This quaint 2 bedroom cottage is perfect for couples to get away. There is so much here to explore. From exceptional restaurants and breweries to the beaches and PinellasTrail. If you have a boat bring it! Two minutes away we have the Sutherland Bayou Boat Ramp. Come and visit our quaint Crystal Beach, you will return again! You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night.

Gulf View on Bay: Newly Renovated

Your cozy getaway awaits in Palm Harbor at this enchanting house. Great view of the Gulf from the living room, back porch and upstairs bedroom. Nice relaxing front deck with rocking chairs. With two spacious bedrooms featuring king beds and a living room that includes a twin bed pullout, guests have plenty of room to relax. The two bathrooms offer both a soothing bathtub and a refreshing shower, perfect for unwinding after a day of adventure.

Waterfront Palm Harbor Retreat w/Dock+Near Beaches

Welcome to Island Oasis, your waterfront paradise in Palm Harbor, FL! ☀️🌊 This 3BR, 2BA retreat sleeps 8 and is minutes from Dunedin, Tarpon Springs, and Honeymoon Island. Start your day with coffee on the private dock, explore beaches or bike the Pinellas Trail, then unwind with stunning sunsets over the water. Perfect for families, couples, or friends—come experience true island life in your own slice of paradise! 🌴

Private pool, Golf Cart, Completely Renovated!

Discover the ultimate retreat in a central location! Golf cart to Down town, restaurants, breweries, parks, and trails! Multiple beaches with-in a 10 minute drive. This thoughtfully equipped home is an oasis of leisure, offering a pool, games, and a fully-equipped kitchen. Optional Golf cart rentals, private boat rides and fishing trips add to the excitement. Book now for an unforgettable experience!

Stay, Sip, Stroll · Downtown Palm Harbor

Welcome to Harbor Hideaway - a boutique coastal retreat tucked into one of the most walkable and charming pockets of Palm Harbor. Thoughtfully renovated with warm modern finishes and relaxed coastal touches, this space was designed to feel clean, comfortable, and effortlessly inviting whether you're here for a weekend getaway, extended stay, or remote-work escape.