Beach house vacation rentals in Honeymoon Island

Beach front cottage on Treasure Island, FL

Beautiful brand new cottage located directly on the Gulf of Mexico. Quiet and quaint, old style cottage that has miles of beach to walk and enjoy. The cottage is newly built, and includes state of the art bathroom and kitchenette. The kitchen includes fridge with ice maker, microwave, airfryer, induction cooktop, and fully equipped. The cottage is within walking distance to grocery store, trolley transit, dining, and is only 15-20 minutes to downtown St. Pete. Mainly weekly or monthly rentals.

Location · Check-in · Access

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.

Location · Family · Hospitality

4 Bedroom, 3 Bathroom House 1 Block From The Beach

WALK ONE BLOCK TO THE BEACH! You read that right, just one block (1 minute walk) to the most prestigous beach in America. This piece of paradise is unreal. The home features TWO Master Suites, one with a wet bar! There are two other generous size bedrooms, 3 full bathrooms, an open floor plan, a beautiful patio, completely updated, and so much more. The north end, where this home is located, has an extremely private beach area. Enjoy it as a couple, bring some friends, or the whole family!

Location · Family · Outdoor spaces

Oceanfront Boho Bungalow Breeze

Step into the soul of Indian Rocks Beach with this newly restored stone beach cottage, offering direct access to the sand that blends nostalgic charm with modern luxury. This coastal gem is one of IRB’s original stone cottages, lovingly updated while preserving its unique architectural character. Inside, you’ll find a boho-inspired interior with all the modern conveniences. Walk barefoot from your door to the shore. This is not your average rental—it’s an authentic luxurious experience.

Location · Family · Cleanliness

Elevator | Heated Pool & Hot Tub | Pool Table

Welcome to our IRB beach retreat, just a short stroll to the pristine white sands and calm Gulf waters of Indian Rocks Beach! Unwind on the spacious outdoor patio, splash around in the heated pool, relax in the hot tub, or fire up the grill. This beautifully updated beach house offers bright, open living spaces perfect for families or groups seeking a relaxing getaway. Your serene white sand beach escape awaits – no crowded tourist spots here, just pure beach bliss! PETS MUST BE APPROVED

Location · Family · Cleanliness

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!

Location · Value · Walkability

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.

Location · Quiet · Sleep quality

Pool • Ocean View • Walk to Beach & Restaurants

- Wake up to ocean views from every room. - This Balinese-inspired coastal retreat blends modern luxury with tropical serenity. This fully renovated 2-bedroom, 1-bath oceanview retreat was thoughtfully designed to feel like a private Balinese escape on the water. Every single room features ocean views — from the bedrooms to the living area and kitchen. Natural textures, warm wood tones, and curated décor, create an elevated atmosphere the moment you walk

Location · Family · Shared spaces

Sandy Shores | Steps to Beach • Pet Friendly

SUNNY ORANGE STAYS presents… 🌴 Sandy Shores Unit 1 Discover a hidden gem in the heart of Clearwater Beach! This charming 2-bedroom single-level home puts you just seconds from the sugar-white sands and sparkling Gulf waters. Located right next to local favorites like Frenchy's Rockaway Grill and Palm Pavilion, it is pet-friendly too! Perfect for couples, small families, and fur babies looking to live the local beach lifestyle. Learn more below…👇

Location · Hospitality · Cleanliness

Beautiful New Home with Ocean View, Steps to Beach

Luxurious 3BR/3BA fully furnished new home that sleeps 11. Enjoy the gorgeous ocean views with two large balconies, perfectly located across the street from the beach, Caddy's restaurant and walking distance to several diverse options, and a 15-min walk to John's Pass (jet skis, fishing, restaurants, and more!) Amenities: - Smart TVs in all rooms - Fully equipped Kitchen - Gas grill - Beach accessories - Board Games - Family friendly

Location · Value · Wifi

Steps to Beach | Cozy Cottage | Family Friendly

50 steps to the sand and a heated pool right outside your door! Our cozy 2-bed cottage sleeps 4 and puts you close to restaurants, shops and fun. • Beach gear provided • Shared heated pool • 550 sq. ft. • Full kitchen & fast Wi-Fi • Free washer/dryer on site • Superhost support within 1 hr Park, walk, and enjoy the beach! Everything you need is just steps away. Secure your stay before we’re fully booked!

Location · Family · Cleanliness

Island Retreat w/ Hot Tub, Cold Plunge + Game Room

Escape to Indian Bluff Island in this relaxing Palm Harbor retreat featuring a hot tub, cold plunge, and a fun game room. Take the kids fishing at the marina just down the street, or unwind in your private outdoor spaces after a day at the beach. The perfect mix of island charm, family fun, and coastal comfort.

Family · Location · Hot tub