Vacation rentals in Odessa

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Top-rated vacation rentals in Odessa

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
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, 123 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 favorite
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.
Apartment in Timber Oaks
5 out of 5 average rating, 213 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. Perfect for traveling nurses, snowbirds, or a romantic escape. No hidden fees or deposits. Book your perfect getaway now before it's gone!

Top guest favorite
A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.
Bungalow in Oldsmar
4.99 out of 5 average rating, 146 reviews

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Top guest favorite
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 favorite
A serene lakefront view is framed by tall trees draped with Spanish moss. A wooden dock extends into the calm water, providing a space for relaxation. Soft shadows are cast across the lush green lawn, inviting guests to enjoy the peaceful surroundings.
Cottage in Lutz
4.97 out of 5 average rating, 130 reviews

A little piece of Heaven

2 people max cozy cottage with all the amenities of home with a lakefront view. There's a firepit for those colder nights and kayaks & peddleboats for the more adventurous ones, or just sit back and take in some sun on our beautiful dock. Centrally located in between the Veterans Expressway and I 275, minutes from shopping, Lake Park, Adventure Island and Busch Gardens ...Lutz has something for everyone, don't let your friends and family stay in a hotel, we've got it all waiting right here!

Guest favorite
Home in Lutz
4.82 out of 5 average rating, 172 reviews

Lovely Lutz Living

Big renovation 2025! Peaceful dead end street with no traffic. Great highway access to the airport 23min, Busch Gardens/Adventure Island 24min, & Clearwater Beach 50min. This place is great for people moving to the area that need temporary housing, families, & people with nice dogs. Features a clean bright feel, fast wifi, and all the necessities. We also own a place at Indian Rock Beach, giving you free parking, with an ice cream shop on the walk to the beach. Garage available by request.

Top guest favorite
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.

Guest favorite
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.

Top guest favorite
A spacious backyard is highlighted by a hammock suspended between two trees, inviting relaxation. A black dog and a tan dog can be seen exploring the grassy area, surrounded by tall trees adorned with Spanish moss. A guesthouse is visible in the background.
Farm stay in Odessa
4.98 out of 5 average rating, 188 reviews

Farm and lake stay at Malfini Cay

PRIVATE GUESTHOUSE...Lakefront -full kitchen living room-very large bedroom-full bath-2.5 acres. Newly decorated/remodeled. 2 flat screen TVs-Roku (Netflix and Spectrum app)-WIFI -laminate flooring-high thread count sheets-comfy queen bed. IKEA sleeper sofa in livingroom. All kitchen appliances with coffee bar/Keurig-W/D. Wooded setting-beautiful views of ski lake. Gas grill/firepit. HOUSEBROKEN PET FRIENDLY. WE NOW CHARGE A PET FEE (see below for details).

Guest favorite
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

Guest favorite
A spacious outdoor area features comfortable lounge chairs and a patio, surrounded by greenery. The deck extends toward the water, with a view of the canal. A covered seating area and plants add to the inviting atmosphere, while overcast skies hint at a serene ambiance.
Cottage in Lutz
4.96 out of 5 average rating, 110 reviews

Serene Waterfront Cottage with Tranquil Setting

Bring your kayaks, paddle boards , and the whole family to this great place with lots of room for fun. There’s an outdoor fire pit, beach volleyball court, basketball hoop, ping-pong table, grill, swings, 2 hammocks, and lots more. Inside there’s a wood-burning fireplace, 2 large bathrooms, 3 bedrooms, separate master suite located upstairs with private bath, inside laundry room, separate dining area, spacious kitchen , and 2 large gathering areas.

Top guest favorite
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.

Popular amenities for Odessa vacation rentals

When is the best time to visit Odessa?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$22,128 GYDG$22,545 GYDG$25,259 GYDG$26,094 GYDG$20,040 GYDG$22,963 GYDG$21,710 GYDG$21,084 GYDG$20,249 GYDG$21,293 GYDG$22,754 GYDG$22,545 GYD
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Quick stats about vacation rentals in Odessa

  • Total vacation rentals

    Explore 10 vacation rentals in Odessa

  • Nightly prices starting at

    Odessa vacation rentals start at G$2,088 GYD per night before taxes and fees

  • Verified guest reviews

    Over 580 verified reviews to help you choose

  • Wi-Fi availability

    10 of Odessa vacation rentals include wi-fi 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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