Holiday rentals in Odessa

Luxury 5Bedroom 3bath Oasis w/Pool, land. 7beds

New listing! Welcome to this fully renovated 5-bedroom, 3-bath home on a serene 1.12-acre lot. Highlights include porcelain tile flooring, a chef’s kitchen with granite countertops and a 10x7 island, and a luxurious master suite with custom closets and spa-like bath. The split floor plan ensures privacy. Outside, enjoy the pool, enclosed lanai, and tranquil pond. Just 2 mins from the Veterans Expressway, 15 mins to the airport, and 20 mins to downtown, offers both tranquility and convenience.

Cypress Lakes Barn Retreat

Rest & relax at this newly constructed barn loft apartment, located on a 4 acre hobby farm in Odessa, Florida on a private lake. This one bedroom, one bath and kitchen is clean, fun, and convenient. We have 2 daily feedings of farm animals at which you can participate including horses, cows, goats, & chickens; or you can choose to kayak on the lake. This memorable place is anything but ordinary, and is conveniently located 11 miles from the airport and is a quick drive to dining & shopping.

Luxury Private Pool House ! Mackarosa ! Tampa Bay

Experience comfort and style in this beautifully renovated home with high ceilings and elegant design. Bright, airy spaces create a relaxing atmosphere, and the king bed offers restful sleep after a day of travel or exploring. Fully equipped kitchen. Private pool with solar heating — perfect year-round. Airport – 35 min • Beaches – 19 min No smoking. No pets. Professionally cleaned and disinfected after each stay. Located in a quiet, safe neighborhood — ideal for families and peaceful stays.

The Weekender- Lake Access, Bikes, Outdoor Living

Our cottage is located in a private, gated, residential community, and only minutes from the Veterans Expressway and 25 minutes to the Tampa International Airport. Our shaded streets meander through century-old oak trees. Our 92 acre ski lake offers guests shady grassed areas for picnics, a sandy beach, volleyball court, fishing dock, boat ramp, swimming area, BBQ grills and playground. Venture out on the lake with our included kayak. Minutes from breweries, restaurants and grocery stores.

Cabin 3 - Nasturtium Nest

Discover the peaceful retreat at Cahaba Cabins, a hidden gem nestled on a working microgreen farm in Odessa. The property offers a unique blend of charm and agricultural expertise. We offer three cozy cabins where you can unwind and reconnect with nature while still being close to everything the Tampa Bay area has to offer. Each cabin offers two queen beds, a private bathroom, and a kitchenette—providing all the essentials for a relaxing stay. We look forward to seeing you on the Farm!

Charming 3 BR/2 BA House w/ Pool

This charming 3 bedroom, 2 bath house, nestled near the heart of Tampa, offers the perfect blend of comfort, convenience, and relaxation. With 2 King Beds and 2 Twin-over-Full Bunk Beds, there is plenty of space to sleep up to 8 people. Outside, relax by the pool or dine al fresco on the patio. Located in a family-friendly neighborhood close to amenities and within 30 minutes to downtown Tampa, Clearwater Beach and Weeki Wachee Springs. It's perfect for families or business travel.

Farm and lake stay at Maison de L'eau Douce

LAKEHOUSE PRIVATE cabin-farmhouse décor-full kitchen/living room-cozy bedroom/full bath-W/D- 2.5 acres-2 flat screen TVs with Roku (Netflix, Spectrum cable app, and more)-bamboo hard wood flooring- high thread count sheets-very comfy queen bed. IKEA Sleeper sofa in livingroom. Kitchen: gas range-dishwasher-microwave-Keurig machine. Wooded setting-large deck with views of the lake. WIFI. Gas grill/firepit. HOUSEBROKEN PET FRIENDLY. WE NOW CHARGE A PET FEE (see below for details).

Lakefront Cabin Retreat: Hot Tub, Kayak & PingPong

Escape to this newly renovated 3BR, 2BA lakefront cabin on Lake Wood. Perfect for families or friends, this cozy retreat features a hot tub, TV lounge, dining area, ping pong and a spacious covered patio with stunning lake views. Kayak from your doorstep, roast marshmallows by the firepit, do some fishing or visit nearby Old McMicky’s Farm and an Alpaca Ranch. Just 25 mins from Tampa Int’l and 27 mins to the beach—relaxation awaits...book your getaway today!

Peaceful Lakefront Home!

When you need a break from the city, there is something peaceful about lakeside living that neither the beach nor the mountains can provide-perhaps it’s that heavenly combination of fresh water and woodsy scents. The soothing sound of lake water lapping gently can be heard mere feet from this charming home. Make the most of the tranquil settings and forget your worries in this spacious and serene space. 4 bedrooms 2.5 baths and an oversized lakefront yard.

A perfect Lake House get away

Make some memories at this unique and family-friendly slice of paradise. Located on 100-acre Lake Anne. 20 minutes from beautiful Gulf of Mexico beaches. Enjoy breathtaking sunsets around the fire pit. Kayak, paddle board (included) or fish from the dock. Or sit and relax on the screened patio with your favorite beverage at the outdoor bar. Or venture to beautiful downtown Tampa and enjoy the Buccaneers, Tampa Bay Lightning, or the Rays baseball team

Wellness Retreat•Hot Tub•Massage•Yoga•Fire Pit

Relax in this modern wellness retreat featuring a hot tub, yoga room, massage chair, and a fenced backyard with patio seating and a gas fireplace. Home includes a double-oven kitchen, espresso maker, smart switches, and a Tempur-Pedic king suite. Pet-friendly with a doggy door. First floor is handicap-accessible with an accessible shower. Perfect for families, groups, and peaceful getaways.

GREAT ESCAPE for the Road Warrior.

Guest suite (500sqft) with lakefront views, access to dock, lakeshore deck, gardens on the most beautiful Lake Keystone. Toast to gorgeous sunsets after a long day on the road. Experience a taste of the real Florida. 25 minutes from Tampa Airport. 15 mins Tarpon Springs, 45 to Clearwater.