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.

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Top guest favourite
The exterior of the home is showcased beside a serene lake, framed by tall trees. A wooden deck is visible, adorned with ambient lighting, creating a welcoming space to relax. The expansive green lawn invites outdoor activities amidst nature.
Tiny home in Lutz
4.95 out of 5 average rating, 124 reviews

Lakefront Farm Tiny Home

This unique and off-the-beaten path home is a special opportunity for a short or long getaway. Located on a ski-sized lake, it is great for fishing, enjoying nature and farm animals and relaxing! This home is located on an active family farm, complete with cows, donkeys, mini goats and chickens. This certified green Tiny has two bedrooms, two lofted sleeping areas upstairs and one full bathroom with a stand-up shower. A nearby hammock completes the total rejuvenating experience. Feel far away!

Top guest favourite
A vintage windmill stands gracefully among lush trees, surrounded by fallen leaves. In the foreground, a cozy bed is visible, adorned with green accents and soft bedding, conveying a serene atmosphere. Natural light filters through the foliage, enhancing the tranquil setting.
Flat in Timber Oaks
5 out of 5 average rating, 215 reviews

The Bohemian Studio Countryside Gem Separate Entry

🚨 Deal Alert! Our cozy studio won't last long at this unbeatable price from November- February. Enjoy a PRIVATE countryside escape minutes from hospitals, dining, springs, & beaches. Self-check-in & SEPARATE ENTRY offer total privacy Features include: fenced patio, fully equipped kitchen, high-speed internet, FREE Netflix, ample FREE parking on 2 acres & flexible check-in. Perfect for traveling nurses, snowbirds, or a romantic escape. No hidden fees or deposits. Book your perfect getaway now!

Top guest favourite
The exterior of a newly constructed barn loft apartment is shown, featuring a wraparound deck accessed by wooden stairs. Beneath the deck, picnic tables and seating areas are visible among the surrounding greenery and trees. The property is set in a spacious outdoor environment.
Barn in Odessa
4.98 out of 5 average rating, 121 reviews

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.

Top guest favourite
A cozy bedroom features a queen-sized bed with a light pink quilt and decorative pillows. An air conditioning unit is mounted above, while natural light filters through the windows adorned with white blinds. A mirror and a bedside table with a lamp complete the tranquil setting.
Home in Odessa
4.94 out of 5 average rating, 34 reviews

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.

Top guest favourite
Two wooden Adirondack chairs are positioned on a deck overlooking a serene lake. A floating dock extends into the water, featuring two red lounge cushions. The clear blue sky enhances the tranquil atmosphere, with greenery visible along the shoreline.
Cottage in Tampa
4.97 out of 5 average rating, 230 reviews

Bay Lake Cottage

You’ll have the Entire 500sq ft Cottage & private entry, deck/dock, all to yourself. Located on a 37-acre private ski lake.Key-pad entry, private parking. 1 king bed, 1 bath, queen sofa bed, washer/dryer, WiFi, smart TV’s, blackout curtains,shampoo,conditioner,hairdryer,WiFi. Fully stocked kitchen, smokeless grill, wine fridge upon request, k-cup/drip coffee machine. The lake has bass, we provide fishing poles/tackle box. Rentable Kayaks & Canoe. Dogs okay, sorry no cats, pet fee $50.

Top guest favourite
A spacious cabin is gently illuminated by string lights, creating a warm glow against the evening sky. Surrounding the home are trees and a hammock, with a grassy area leading up to the porch where seating is visible.
Farm stay in Odessa
4.99 out of 5 average rating, 335 reviews

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).

Guest favourite
The exterior of a modern tiny home is framed by vibrant greenery and colorful decor. A red umbrella shades a patio area with two red chairs, while a sliding glass door provides a glimpse into the inviting interior.
Tiny home in Lutz
4.93 out of 5 average rating, 152 reviews

Tiny Lime House, Cozy Modern Bright Garden Retreat

Modern, minimalist, tiny home with artistic decor. This property has mature oaks, many windows and natural lighting. There is outdoor dining, hot tub, lounge chairs, fire pit, fishing pond, and an extensive garden for nature lovers. Shopping (10 mins), USF (15 min), Busch Gardens/Adventure Island (20 min), Clearwater Beach (45 min), Raymond James Stadium (30 min), TPA (35 min), downtown Tampa (30 min), Ybor (30 min), Disney (1.5 hr). Please give us a call if you have questions.

Guest favourite
A stone fire pit is surrounded by two blue chairs, positioned on a grassy area by the waterfront. Trees provide shade, and a dock is visible across the lake, complementing the serene outdoor setting.
Home in Odessa
4.95 out of 5 average rating, 110 reviews

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

Top guest favourite
A cozy kitchenette is featured with sleek white cabinetry, a compact refrigerator, and a granite countertop. Two seating areas are provided: a striped armchair and three bar stools positioned around a counter. Natural light filters in through a nearby window, illuminating the space.
Farm stay in Odessa
4.92 out of 5 average rating, 100 reviews

Cabin 1 - Marigold Moments

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.

Guest favourite
An outdoor seating area features two black woven chairs and a glass-top table, shaded by a large umbrella. A clean white fence provides privacy, while small white stones cover the ground, creating a neat appearance. A door leads into the guesthouse interior.
Flat in Tampa
4.76 out of 5 average rating, 261 reviews

Apart Citrus 15 min from Airport/20 min BushGarden

The apartment is located in the community of Carrollwood Meadows, the neighborhood is quiet and peaceful. 5 minutes from Citrus Park Mall, Chili’s Grill and Bar, Olive Garden, and other restaurants 15 minutes from the Airport of Tampa and Raymond James Stadium 20 minutes from Bush Garden Parks and Recreation. 40 minutes from Clearwater Beach 20 minutes from Downtown Tampa

Top guest favourite
A serene lakefront scene features a wooden dock extending into still waters, reflecting pink and orange hues of the sunset. Two covered boat slips are visible, alongside a birdhouse situated on a post, with gentle ripples echoing the tranquil ambiance.
Guest suite in Odessa
4.99 out of 5 average rating, 98 reviews

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.

Top guest favourite
A comfortable living area features a light grey sofa alongside a matching armchair. A round coffee table with a wooden top is centered within the space. Soft natural light filters through sheer curtains, illuminating the room's neutral decor and a wall art piece.
Guest house in Odessa
5 out of 5 average rating, 27 reviews

Cozy and Serene Guest House!

Enjoy a comfortable stay in this peaceful and serene guest house surrounded by beautiful trees. Relax at the home or head out and enjoy the town! Centrally located in North Tampa with easy access (15-20 minutes ) to airport, malls, Busch Gardens and downtown Tampa. Please no pets.

Popular amenities for Odessa holiday rentals

When is the best time to visit Odessa?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$138 SGD$141 SGD$157 SGD$163 SGD$125 SGD$143 SGD$135 SGD$131 SGD$126 SGD$133 SGD$142 SGD$141 SGD
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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 $13 SGD 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

  • 4.8 Average rating

    Odessa stays are highly rated by guests – averaging 4.8 out of 5!

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