
Holiday rentals in Odessa
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Top-rated holiday rentals in Odessa
Guests agree: these stays are highly rated for location, cleanliness and more.

The Lakeside Cottage
Welcome to The Lakeside Cottage, our home away from home, and a special place we’re grateful to share. Tucked away in a quiet setting, this cozy retreat is perfect for relaxing, reconnecting, and making memories. With 4 bedrooms and 3 bathrooms (including two primary bedrooms), it blends comfort and convenience. Enjoy your own private oasis with lakeside views, private pool & hot tub. Close to shopping, dining, and highways, it’s an easy stay, whether you’re here to explore or simply exhale.

Little piece of Heaven 2
This 2 bedroom cozy cottage is nestled on an almost 1.5 acres piece of property on a serene spring fed lake. The cottage is a laid back coastal feel with all of the amenities of home & tucked away in between the hustle and bustle of Tampa without ever knowing it. Easy access to the Veteran's Expressway that will take you to anywhere from Clearwater and our pristine beaches to Downtown St. Pete. I275 will take you to Downtown Tampa, Busch Gardens and Adventure Island. I-4 will take you to Orlando

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!

The Bohemian Studio: Separate Entry & Fenced Patio
🚨 Unbeatable Deal‼️Serene Countryside Escape. BEST PRICE IN THE AREA. This cozy studio offers total privacy, separate entrance & self check-in Great location, minutes away from hospitals, restaurants, springs & beaches 30 min from Tampa Bay Area 🌳 2 Acres & Fenced Patio 🍳 Fully Equipped Kitchen & bathroom 💻 High-Speed Internet, ethernet & FREE Netflix 🚗 FREE Parkings Perfect for traveling nurses, snowbirds or romantic escapes The best of both worlds Comfort, Peace & Privacy

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

Charming House 2B/2B Centrally Located Tampa Bay
Come and enjoy our house, 2Bedroom/2Bathroom with a clean full kitchen is the perfect place for your next vacation! This is an entire 1200sqft, AC, dryer/ washer, huge parking space, Smart TVs, internet/Wi-Fi, First AID and closet spaces. It fits up to 6 adults. This premium location offers small driving distance to restaurants and Super Walmart, is about 3 minutes to Westfield Citrus Park Mall. Busch Gardens (9 miles away).
Popular amenities for Odessa holiday rentals
Other great holiday rentals in Odessa

FountainView Paradise L. Clothing Optional Resort

“Sunny Retreat”Pool & Mini Golf

Cotee River Cottage in the Woods

Lakefront retreat with dock, kayaks, sunset view.

Relaxing Lake House

Cozy 1960’s Cabin in Gated Lake Community

Feed Horses at Breakfast | Private Gated Cottage

Charming Tampa Lakehouse - Prime Location!
Quick stats about holiday rentals in Odessa

Total holiday rentals
Explore 10 holiday rentals in Odessa

Nightly prices starting at
Odessa holiday rentals start at £45 per night before taxes and fees

Verified guest reviews
Over 580 verified reviews to help you choose

Wifi availability
10 of Odessa holiday rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Odessa rentals

4.9 Average rating
Odessa stays are highly rated by guests – averaging 4.9 out of 5!
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