Holiday rentals in Honeymoon Island

Tiki Hut Cottage

This unit private vacation rental is located on the property, plenty of space for 5 quest, 2 bedroom, upper bedroom has a half bath, toilet and sink, lower bedroom has a walk in shower with stack washer and dryer. Conveniently located to the downtown & beach. This unit is pet friendly, we allow 1 dog. Wether your dog is or is not a service dog we have the following guidelines no excessive parking clean up after your pet any physicial damage caused by the pet will be subject to reimbursement

Steps to Downtown, Mins. to Waterfront | Sleeps 8

Steps from Main Street Dunedin, a short walk to the waterfront and an easy drive to award-winning beaches, Honeymoon Island & Clearwater Beach. Experience the charm of the Barefoot Parrot House, a private pet friendly house with designer decor and abundant outdoor space. Walk, bike, or cart to gorgeous sunsets, shops, dining, breweries, and Pinellas Trail. Perfect for families, couples, groups. Loaded with beach gear, kids's items & pup supplies. Treat yourself to this Dunedin favorite today !

Luxe Private Waterfront Getaway with Pool in Ozona

Awesome single family inter-coastal waterfront home with boat dock and pool. 1800 square feet of luxury, 3 bedroom, 2 bathroom, sleeps 10 people in beds. Master bedroom overlooking the water and pool with king bed. Second bedroom with 1 queen bed. Third bedroom with 1 queen bed. Living-room has 2 queen pull out beds and a large glass door wall that opens up to the spacious screen enclosed pool patio. Full kitchen, dining room, living room, laundry area with washer/dryer. Dock has deep water.

Quiet Oceanside Getaway with Pool -Palm Harbor, FL

It doesn't get any better than this!! Come plan your next visit here—at this beautiful and recently renovated oceanside home, complete with a screened pool! Located in a quiet, friendly neighborhood just 35 minutes from Tampa INTL. Surround yourself in lush scenery and view gorgeous sunsets, the list goes on. The living spaces are as follows... ➤One king sized bed in the master bedroom ➤One queen sized bed in the second bedroom ➤One bunk bed (can rest up to 4 people) in the third bedroom.

Amazing views on beachfront

This spacious upper-floor, 3-bedroom condo hotel suite offers views of the Gulf of Mexico from your private balconies. While preparing your morning coffee on the spacious kitchen island, you can see the water of the Gulf of Mexico. Each suite can accommodate 10 people, with 3 bedrooms, 2 of them with a King bed in each bedroom and the third with 2 Queen beds, each of them with their own ensuite bathroom, in total 3 1/2 bathrooms, also a comfortable full-sized sofa bed in the living room.

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!

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!

Pool Home Near Innisbrook Golf & Beaches

Enjoy a relaxing stay in this beautifully renovated 3-bedroom, 2-bath home with a private screened-in pool. Perfect for families, couples, or small groups looking to explore Florida’s Gulf Coast. Located in a quiet area right across the street from the famous Pinellas Trail, you’ll have easy access to biking, walking, and beautiful outdoor scenery. You’re also just minutes from some of the area’s best beaches, restaurants, Innisbrook Golf Resort and attractions.

Honeymoon Luxury Residence with Heated Pool &Sauna

Heated pool, features European-designed interiors, sauna, 100" theater, latest Xbox, gym, and smart TVs in every bedroom. Chef’s kitchen, dining for 12 ideal for celebrations, outdoor gazebo with fireplace & innovative grill, lush tropical landscaping and breathtaking sunset views. Easy access to beaches, marinas, Dunedin, Tarpon Springs, and Clearwater dining & nightlife. Safe, prestigious neighborhood — perfect for family fun or romantic escapes.

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.

Relax & Play! Pool + Game Room by Crystal Beach

🌴 Experience the perfect blend of comfort, relaxation, and fun at this gorgeous 4-bedroom, 2-bath retreat — designed with families and groups in mind. From stylish interiors to spacious gathering areas, this home captures the essence of laid-back Florida living. Step outside and explore all that Crystal Beach has to offer — you’ll be just minutes from Crystal Beach Pier, scenic parks, quaint coastal towns, and fantastic local restaurants.

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! 🌴