Holiday rentals in Fort De Soto

Private Island Old FL Waterfront Heaven on Earth

Discover the hidden secret of "Terra Ceia Island" (Heaven on Earth.) This 3 bed / 2 bath completely remodeled and charming A frame home offers breath taking sunrises from the bayfront private dock. Imagine enjoying your coffee in adirondack chairs while the sun rises over the Tilette Bayou. Enjoy bike rides through the old Florida country side (Bikes included). And rent a boat and cruise the pristine waterways around the keys. This home has everything you need for relaxation, peace, and fun.

Green Jacaranda /Bean Point Beach 5 min walk/pool

Location!!! North end of Anna Maria . Steps to the Bean Point Beach and everything you need for your perfect AMI Vacation. The duplex property features fully remodeled units thoughtfully arranged around a free style heated pool, creating a private, resort-style atmosphere. Guests may reserve 1 unit or the entire property , total of 5 units avail for rent in multiple duplexes making it ideal for extended families or group gatherings seeking both togetherness and privacy. MAX Occupancy - 4 people

Beachfront in Pass-A-Grille w/ 2 bikes

Enjoy an intimate and relaxing stay on the best stretch of the St. Pete Beach of Pass-a-Grille. Walk out your door to the white sand towards the famous Don Cesar or dine on your deck facing the water. Free parking, 2 bikes, SUP board, towels, umbrella, beach chairs, & cooler! We are allowed 3 rentals under 28 yearly. Please inquire to see if you are one of the lucky guests to come. We love long term guests but understand not everyone can do this and simply need a little escape! 🤍

Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach

You asked, we delivered. Inspired by our Top 1% listing and consistent 5⭐ stays at “The Tiny Oasis”, Haus De Noir is a moody, boutique 3BR/3BA retreat with Plunge Pool, Hot Tub, Sauna, Outdoor Cinema and More! Slip into the Midnight Kafana, your own after-hours Hideaway Bar with Karaoke, Lights, and Late-Night energy. Fully stocked with everything you need and then some! Family-Owned and Managed! We don’t just host we LOVE what we do! Just 10 mins to Indian Rocks & Madeira Beach🏝️.

Romantic Quiet Luxury Tiny Home W/ Private Hot Tub

Escape to a tropical paradise in this brand new luxury tiny home, nestled among palm trees. Relax in the private hot tub. Just 6 miles to Anna Maria. Ideal for a romantic getaway or a peaceful retreat. We are located in a quiet neighborhood with a 10PM noise ordinance. If you want a quiet relaxing getaway, our tiny home is perfect for you. A car is recommended in this area as there is limited public transportation. The best rental car rates can be found at TPA/SRQ airport.

Waterfront pool home w/dock, firepit, kayaks

Waterfront pool home minutes from downtown St. Pete. Gorgeous water views from all living areas, brand new pool, screened-in porch and large deck area for waterfront relaxing. Dolphins, manatees and gorgeous sunsets await you at this modern and perfectly located vacation oasis. This home offers easy access to award-winning restaurants, lively bars, a thriving arts scene, and many amazing beaches. Public boat launch, basketball and pickleball courts just minutes away.

Summer Sale Ocean Front | Stunning Views | HGTV

**NEWLY RENOVATED!** Welcome to Tides & Vibes, your personal slice of paradise, accommodating 12 guests! This beachfront retreat, perched directly above the shimmering Gulf with powdery soft sand just steps from your door, offers a spacious and comfortably furnished beachfront balcony inviting you to unwind while soaking in sweeping ocean views, cool breezes, and picture-perfect sunsets. Book your stay and experience the magic of Indian Shores!

2BR | Oceanfront, Backyard Beach, Fully Equipped

Experience luxury coastal living at Indian Shores in this beautifully appointed beachfront retreat at Sunplace. Featuring 2 spacious bedrooms with a king and queen bed, plus a full-size roll-out bed and Pack ’n Play, this fully equipped condo is perfect for families and groups. Enjoy direct beach access, stunning Gulf surroundings, resort-style amenities, and easy access to local dining, shops, and nearby Clearwater Beach.

GulfPort Paradise, Bali-like Oasis with Pool

The perfect vacation spot. If you’re looking for a quiet, comfortable, boho-modern house, this is the place for you. Perfect for guests that want to experience living like a Gulfport local with chill vibes. The location couldn't be better for exploring everything that the area has to offer. Nestled in the adorable town of Gulfport, the property is just a 1 block walk from the Marina and waterfront of Boca Ciega bay.

NEW! Coconuts 106! Beach Front! Heat Pool!

Welcome to Coconuts Beachfront #106! This renovated ground-floor condo features 1 bedroom and 1 bathroom, on the sands of Holmes Beach. Enjoy Gulf views from the living room, kitchen, and private patio, or step out your back slider straight onto the beach. Perfect for couples or small families, this retreat offers comfort, relaxation, and unforgettable days by the shore.

Cozy AF Medusa the Bus-Lux

Welcome to the Cozy AF Medusa: The Bus Lux! This one-of-a-kind school bus has been transformed into a luxurious tiny house, handcrafted with custom 3D-printed designs and Medusa-inspired decor. Every corner has been thoughtfully designed to tell a story, making your stay as immersive as it is unforgettable.

10 min AMI | 15 min IMG | Heated Pool

Escape to paradise in this beautifully designed 2-bedroom, 2-bathroom bungalow, located in the heart of sunny Bradenton just 10 min to Anna Maria Island. This chic and tranquil retreat boasts modern comforts and coastal charm, offering the perfect getaway for relaxation and rejuvenation.