Holiday Homes in Florida

Withlacoochee River House w/ Kayaks, Bikes, Canoes

Located on the main channel of the Withlacoochee River across from the State Forest, this home offers relaxation and recreation. The home is equipped with canoes & kayaks to launch from the backyard, and bikes to enjoy the 40+ miles of paved and mountain bike trails. Come home to relax by the fireplace and enjoy the river view, hang out and fish from the river bank, lie out back in a couple hammocks, or fire up the grill. This home is a great vacation getaway for couples, families, & friends!

Location · Family · TV

1004 Oceanfront Pelican Beach: Pools/HTubs Fab Loc

NO PETS PERMITTED. PRIMARY GUEST MUST BE 25+ TO BOOK. Indulge in a refined coastal escape at Pelican Beach Resort 1004—an elegantly renovated 1‑bedroom, 2‑bath BEACHFRONT retreat offering breathtaking Gulf of Mexico views and DIRECT, effortless access to Destin’s sugar‑white sands. Perched on the 10th floor, this beautifully appointed residence blends contemporary comfort with resort‑level amenities for UP TO 6 GUESTS, creating an elevated experience for both families & discerning travelers.

Location · Family · Layout

Historical Beauty in the Heart of St. Augustine

Amazing Location! Uptown Historic District-close to St. George st., Plaza & Fort. Large, comfortable home! Get the complete St. Augustine experience- walking distance to all historical sites, amazing restaurants/eateries, unique shops, & art galleries. This home has been recently remodeled from top to bottom. Enjoy a chef's kitchen, beautiful bedrooms, bathrooms, & off-street parking in uptown luxury. High speed internet and cable. Outdoor grill. Minutes to St. Augustine and Vilano beaches.

Family · Value · Check-in

Jaw-Dropping Waterfront Sunset Views and Gameroom!

Welcome to SUNSET MANOR! This waterfront property sits on a beautiful and spacious corner lot with all the amenities including a heated pool with a tranquil waterfall feature. The preserve across the way provides the ultimate private oasis. This is one of THE BEST views in all of Charlotte County! The house is located in a beautiful and quiet waterfront community - just a few miles from the beach, Boca Grande, Punta Gorda, Fort Myers, and more. World-class Florida living at your fingertips!

Location · Family · Outdoor spaces

Ocean Shores Villa 3 with pool and boat slip

This centrally located boater's paradise is the perfect place to relax. Walk to restaurants, cook in kitchen or grill downstairs. With only 4 units in the building the guests have half an acre of waterfront entertainment (boat slip, Kayaks, Bikes, Hammock and Pool). 32ft Dock Slip and Trailer Parking are included in the rental. Relaxing Balcony that looks down the Ocean Canal is the perfect place to have your morning coffee. Conveniently located near Sandbars, State parks and many attractions.

Value · Location · Indoor spaces

Brand New Themed 6 BD Home @ Windsor Island Resort

Located minutes to the Walt Disney World Resort, Orlando's most popular Theme Parks, Golf Courses and Attractions, The Windsor Island Resort, a gated community, is the perfect location for your vacation. This BRAND NEW premier resort-style community offers a multitude of amenities, all conveniently located within walking distance to our home. Every room in this meticulously clean vacation home, is themed to create a fun, immersive experience that carries on the magic throughout your vacation.

Location · Family · Parks

Guest Favorite: 2BR, Walk to Beach, Fenced Yard

Welcome to Turtle Cove A — a freshly renovated Saint Augustine Beach duplex just a 2-minute walk from the sand. Whether you’re sipping coffee on the private balcony, lounging by the chiminea in your fenced backyard, or rinsing off in the outdoor shower after a salty swim, you’ll know you’ve stumbled onto something special. Stylish, calm, and actually walkable to the beach. (Yes, for real. You can see the beach access from the road.) We also host Turtle Cove B next door. Check it out too!

Family · Value · Walkability

Walk Historic Downtown! "Hope & Glory"

You'll be one block from Historic Uptown Saint Augustine's shops, eateries & attractions. Enjoy smart TVs, luxury bedding with blackout curtains in bedrooms, screened in porch, back deck, bathing cabana with outdoor shower/clawfoot tub, gas fire pit and Weber grill, game room with darts, fooseball, crafts & More. Cozy, clean & relaxing. Fabulous fully-equipped kitchen, fully fenced backyard, off-street parking, paved driveway close to downtown and excellent beaches. Prime location!

Value · Location · Condition

Beautiful Beachside Vacation Home W/ Amenities

HEATED POOL This beautiful Beachside vacation home appeals to a wide variety of people ensuring the perfect vacations stay. From its modern interior to, its exterior filled with activities like the pool, beach access, ping pong, cornhole, and more; it can keep everyone entertained from adults to children. Only being a 7 min. Drive from Downtown St. Augustine, you can make sure you you experience all this town has to offer without getting too far from home base.

Family · Location · Biking

Pondhouse Paradise Only 1.3 Miles from Downtown

Waterfront cottage on your own private 3-acre pond just a couple of minutes from downtown Apalachicola! Grill fish you catch from your front porch, then take a sunset swim or kayak in total privacy. Fully equipped kitchen, outdoor shower, wifi, tv. Minutes away from restaurants, shops, art galleries, farmers market, museums and boat launches in Historic Apalachicola. Top-rated, pristine gorgeous Gulf beaches 20 minutes away. Pets welcome with approval!

Value · Location · Barbecue

Waterfront, GROUND LEVEL, Awesome Sunsets!!!

This ground level unique location is close to everything. Walk to some of the most iconic restaurants and bars Key Largo has to offer for fresh seafood and awesome drinks! We Do Not allow fishing on our Property! Enjoy the amazing sunsets over the water from your private porch and dock. John Pennekamp Coral Reef State Park close by. Walk to dolphin research center!! 28 day rental I am a licensed charter boat captain and offer discounts for all guests

Family · Location · TV

Relaxing River Getaway

Come relax in our serene, cozy 3 bedroom home, right on the Weeki Wachee river. Grab a book and sit on the outdoor deck and enjoy the tranquility and peace of the outdoors. You can also take the kayaks down the canal with just a 5-10 minute paddle to the crystal clear waters of the weekee wachee river. Go for a swim, look for manatees, There is so much to do and see at our perfect getaway! Absolutely not parties allowed.

Family · Value · Wi-Fi