Holiday houses in Florida

FlipFlopsOn III • ½ Mile Siesta Key • Walk to Bay

Experience life 4 blocks from the Gulf, ½ mile to Siesta Key — America’s #1 Beach. Effortless access to Siesta’s white sand beaches, Sarasota’s dining/arts scene, St. Armand’s & Gulf Coast adventure! 2BR boutique bungalow • Sleeps 6 • 4 beds In Sarasota’s coveted ‘West of Trail’ Coastal District — marble chef kitchen, beach gear, Smart TVs, spa bath, laundry, fast Wi-Fi. Grill lobster under stars, unwind in your tropical garden & walk palm-lined lanes to cafés & glorious waterfront sunsets.

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)

Unique Container "Caja Verde" 1 Mile UF & Downtown

Our home is less than a mile to UFHealth at Shands and the Malcom Randall Veterans Medical Center. We are a mile to the University of Florida campus. Amazingly, also a short bike ride (1-2 miles) to Downtown Gainesville. Close to Depot Park, art studios, restaurants, music venues, and theater. Nature parks close too. The bonus is we live on 2 acres, tucked back in a quiet neighborhood. Our pool is deep & cool; we have bikes to borrow. The container is perfect for a solo traveler, or a couple.

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.

Villa510~3 En-Suites~Gulf Access, Heated spa~pool

Villa510 is a newly built waterfront retreat ideal for extended stays in Cape Coral. Enjoy peaceful salt canal water views and manatees from the lanai, then relax in your private heated pool and spa—perfect year-round. The outdoor kitchen and lanai create an easy, comfortable daily routine. Inside offers three private en-suite bedrooms, a den with optional airbed, open living space, and TVs in every room. Close to shopping, dining, and beaches—perfect for snowbirds seeking comfort and ease.

Modern 4BR Home *Heated Pool & Spa*

Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. *Brand new pool* VR24-00265

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

Charming Rustic Log Cabin with Pool & Farm Animals

Fazendinha Little Farm is a refined unique countryside retreat created by a Brazilian family passionate about hospitality and meaningful experiences. Surrounded by nature and charming animals, it invites you to unwind and reconnect in style. Enjoy serene pool days, ,cozy brick fireplace , peaceful under the stars by the outdoor fire pit and unique farm moments. The cabin hosts up to 6 guests with 2 queen beds and an air mattress, offering comfort, privacy, and elevated rustic charm.

Soluna GeoDome 2: Stargazing, Springs, Outdoor Tub

Check out our latest handcrafted geodome creation. Tucked into the trees at Soluna Springs, 3 min to Poe, 5 min to Blue, and 12 min to Ginnie Springs, our geodome has everything you need to stay comfortable while being close to nature, and nothing you don’t. Rest on our King organic Birch mattress, stargaze while soaking in our outdoor tub, take a hot outdoor shower after the sauna, fire up the charcoal grill and fire pit, and sit back and relax. This isn’t a hotel. Its a reset.

Condé Nast Top 25 · Magical Botanical Garden stay

COCONUT CASITA~ A private tropical retreat in Vero Beach, Florida. A destination for creatives, couple’s and slow travelers. find us on Insta for more pics @thecoconutcasita Enjoy your private casita surrounded by one acre tropical botanical garden full of tropical fruit and flora. +A true old florida experience. +Enter through a private courtyard with a fountain. +Access to a deep water pool (attached to owner’s home next door) + In a quiet residential neighborhood

THE RIVER HOUSE Hammocks l Swings l Supper Porch

Riverfront Farmhouse Retreat Private farmhouse with sweeping river views Luxury bedding & handpicked furnishings Supper Porch with zip line, swings, flattop grill / griddle, smoker & wood-fired pizza oven Spacious outdoor areas for gathering, relaxing, and play from morning coffee by the water to evenings making pizza under the lights, this retreat is designed for making unforgettable memories together. Cozy, beautiful, and full of charm... perfect river escape.