Holiday rentals in Florida

WF Oasis~Htd Pool~Spa~Pets4Free~BBQ~Big Lanai~Dock

Step into the spacious and entertaining 3BR 2Bath nestled in a tranquil canal front area close to many restaurants, shops and attractions. Explore the city or lounge the day away under the fairy-tale tiki hut next to the swimming pool and the private dock. 🐕Pets Stay Free! ✔ 3 Comfy BRs ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Patio (Heated Pool & Spa, TV, Lounges) ✔ Yard (Tiki Hut, BBQ, Dining, Lawn) ✔ Private Dock and boats ✔ Smart TVs + PS4 + SONOS ✔ High-Speed Wi-Fi ✔ Free Parking

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

Adult-Only Retreat w/ Pool & Spa | 18+, Private

🔒⛓️🗝️ Adults only. Ready to turn your vacation into an experience? Explore your fantasies at our romantic getaway, featuring four themed bedroom options* designed to inspire you. Bring your fave toys, experiment with our spicy 🌶️ amenities, or peruse our shop to bring home a little extra to keep the fire going after you leave. You will love our mermaid pool 🧜🏿‍♀️, jetted spa, & stone meditation deck while you soak up the sun or stargaze. 🌟 Your next adventure awaits. (*1 per 2 guests)

Surfside House

This special vacation home is close to everything, making it easy to plan your visit. Ideal location across from the beach, just minutes to drive or bike into historic downtown St. Augustine. The 1950's coastal bungalow is set on Vilano Beach's historical Street. The home has been completely remodeled, plenty of parking and is pet friendly. Surfside's pet friendly beach access/parking and North Shore Community Park is 1 block away with tennis/ pickle ball courts, playground and dog park.

Guest favorite Houseboat~ Beach, Hot Tub & Kayaks

You can't get more waterfront than this! Immerse yourself in an extraordinary sea life adventure with every comfort at your fingertips. Luxurious 3-bed houseboat offers unparalleled blend of relaxation and excitement, surrounded by tranquil waters with the beach just steps away. Indulge in the ultimate waterfront experience, complete with a private hot tub for stargazing and kayaks for exploring the surrounding waters. Every detail has been thoughtfully provided to ensure a memorable stay.

Paradise Point! Direct Beachfront Florida Oasis!

Paradise Point is a Direct Beach front home perched on the shores of the Gulf of Mexico! This rare to find Beach House embodies relaxation and solitude. The white sand beach of Florida’s Forgotten coast is just out front. One of the most incredible locations for miles, the views and peacefulness are unrivaled. This is an elevated and updated Beach home with a Brand new appliance suite, custom granite counters & more updates. Wake to the sounds of waves on the beach just outside your door.

Luxury Riverfront Retreat • Pool & Spa • 60ft Dock

Luxurious 4BR 3.5Bath villa located in a prime location, directly on the Calosahachee River in a sought-after waterfront area near downtown. Magnificent expansive backyard with high-end amenities and direct river access ✔ 4 bedrooms ✔ Open Design Living ✔ Full Kitchen ✔ Patio (Pool and Hot tub, Bar, Dining, BBQ) ✔ Expansive Tropical Yard ✔ Indoor/Outdoor Surround Sound ✔ 7 Smart TVs ✔ High-Speed Wi-Fi ✔ Large Private pier/dock w/ boat & jet ski lift and a Tiki Hut! See more below!

The Owl A-Frame Retreat/ with hot tub

Escape to The Owl A-Frame a private cabin designed for special occasions. Here you won’t have any neighbors around just the peaceful sounds of birds and the magical sight of owls. Surrounded by impressively trees far away from city noise and distractions. This is the perfect place to relax and reconnect. Soak in the hot tub while listening to nature. If you’re looking for a peaceful family getaway, a nature escape, or a place to create unforgettable memories The Owl A-Frame offers it all.

Luxury Beach Front Cottage | Alligator Point FL

Welcome to our private beachfront cottage on beautiful Alligator Point! Enjoy direct access to your own private beach on the Gulf. Thoughtfully designed to comfortably accommodate up to 8 guests, the cottage is perfect for families, pets, groups, and extended stays. Amenities like kayaks, paddle boards, bikes & so much more are provided for a relaxing, carefree getaway. Please contact the host before booking if you have any questions or plan to have events or large gatherings.

Spanish Eyes - A Castaway Beachfront Paradise

Beautiful, spacious, beachfront apartment with balcony ocean views and direct walking access to your own private Cabana at the Beach. Unwind, relax and experience the beauty of this remote location next to one of the most important natural preserves in North America. Direct and private beachfront access in the most exclusive part of Melbourne Beach, the South Beaches close to Vero Beach. Perfect for romantic getaways and secluded retreats in nature. Find us in IG: @castawayflorida

3BR/2BA Bayfront Home w/prvt. bch. Dog friendly

We are located in the beautiful historic neighborhood of St. Andrews. This is not just a 3BR/2BA house for rent, it was the family home of the current owners . Newly renovated, it feels like a home away from home for guests. The house is fully stocked for comfort & is pet friendly. Private beach, huge bayside yard w/deck, incredible views day and night. Everything you need for supplies, dining, shopping and entertainment is within one to two miles of the house.

Waterfront with kayaks* Blackwater River Shanty

Enjoy nature in this 2 bedroom stilt house on Paradise Island surrounded by the Blackwater River- just a 30 minute drive to Gulf Beaches! Kayak around the island, enjoying the turtles & birdwatching, or boat or drive to downtown Milton to dock and dine at Blackwater Bistro or Boomerang Pizza. There is a boat ramp, boat house, 4 kayaks and life jackets for guest use. Easily visit Navarre Beach, vibrant Downtown Pensacola, Pensacola Beach, or Ponce de Leon Springs.