A grand historic building with a dome and classical architecture, surrounded by lush greenery and a well-maintained garden.

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Odessa cottages

A small, single-story house with a porch and a screened-in area.

1. Peaceful Lake Retreat • Kayaks + Family Fun • Gated Community Near Tampa

Peaceful Lake Retreat • Kayaks + Family Fun • Gated Community Near Tampa
Odessa
9.6 out of 10, Exceptional, (31 reviews)
"The hosts were so responsive and helpful during our stay. The bed was super comfy and the house was stocked with anything one may need. I would recommend this place to anyone in the Odessa area."
United States
Hannah P.
The price is CA $127
CA $294 total
includes taxes & fees
Oct 9 - Oct 10
Peaceful Lake Retreat • Kayaks + Family Fun • Gated Community Near Tampa
A wooden deck with a fire pit and two Adirondack chairs.

2. Adorable Waterfront Cottage

Adorable Waterfront Cottage
Odessa
9.8 out of 10, Exceptional, (27 reviews)
"Awesome stay"
United States
Amber P.
The price is CA $177
CA $404 total
includes taxes & fees
Sep 28 - Sep 29
Adorable Waterfront Cottage
A covered outdoor area with a wooden deck, surrounded by gravel and greenery, overlooking a fenced equestrian area with trees and a clear sky.

3. Cozy Cottage - Close to Everything, Nature Lovers Dream!

Cozy Cottage - Close to Everything, Nature Lovers Dream!
Odessa
9.8 out of 10, Exceptional, (77 reviews)
"We love ❤️!!!!! This place! I recommend and I will use definitely again. I love Mango and Bubble, our neighbors, and the clean and cozy plus also so quite. Thank you again for let us stay in this beautiful place."
United States
Maria M
The price is CA $202
CA $530 total
includes taxes & fees
Oct 3 - Oct 4
Cozy Cottage - Close to Everything, Nature Lovers Dream!
A residential property with a brick exterior, a wooden fence, and a landscaped garden with plants and a pathway.

4. Private Lutz Studio Near Tampa Outlets – Patio & Full Kitchen

Private Lutz Studio Near Tampa Outlets – Patio & Full Kitchen
Lutz
10.0 out of 10, Exceptional, (1 review)
The price is CA $163
CA $266 total
includes taxes & fees
Sep 28 - Sep 29
Private Lutz Studio Near Tampa Outlets – Patio & Full Kitchen
A residential property with a garage, a small house with a porch, and a large tree.

5. West Riverside Downtown Bungalow

West Riverside Downtown Bungalow
North River
10.0 out of 10, Exceptional, (1 review)
The price is CA $131
CA $338 total
includes taxes & fees
Sep 28 - Sep 29
West Riverside Downtown Bungalow
A building with a red roof and a sign that reads "CATCHES".

6. "The Salty Lime" Walk to Restaurant/bars, park.

"The Salty Lime" Walk to Restaurant/bars, park.
Port Richey
10.0 out of 10, Exceptional, (3 reviews)
"So well stocked! Thank you, James. We so enjoyed our stay. We two octogenarians loved this place; spotless, super equipped and tasteful. Outside patio was perfect.Nice job, James!"
United States
Theresa B.
"The Salty Lime" Walk to Restaurant/bars, park.
A modern kitchen with stainless steel appliances, a central island with bar stools, and pendant lighting.

7. Amazing cottage in sunny Tampa close to everything.

Amazing cottage in sunny Tampa close to everything.
Lowry Park Central
10.0 out of 10, Exceptional, (2 reviews)
"My wife & I absolutely LOVED the stay. Beautiful, clean & quiet property. Luis & Tom were the best hosts, went above and beyond to make sure our stay was the best it could have been. Will definitely be back, HIGHLY recommend!!!!"
United States
Gabriel H.
The price is CA $212
CA $446 total
includes taxes & fees
Sep 28 - Sep 29
Amazing cottage in sunny Tampa close to everything.
A hot tub on a wooden deck with a house in the background.

8. Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub

Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub
Palm Harbor
9.8 out of 10, Exceptional, (23 reviews)
"Our host was excellent! Very responsive to all of our requests! The Enchanting cottage was perfect for us! All of the appliances were brand new, the shower was great and the bed was comfortable! We enjoyed the deck and privacy! A peaceful quiet retreat, and close to lots of things to do! "
United States
Kathy D.
The price is CA $139
CA $371 total
includes taxes & fees
Sep 28 - Sep 29
Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub
A patio area with outdoor furniture, a table with chairs, and a covered seating area.

9. Stadium Nest /king Bed/ pet friendly

Stadium Nest /king Bed/ pet friendly
Plaza Terrace
The price is CA $88
CA $216 total
includes taxes & fees
Sep 29 - Sep 30
Stadium Nest /king Bed/ pet friendly
A two-story building with a blue and white color scheme, a central entrance with a door, and a covered porch area.

10. Key West Style Cottage - with pool/hot-tub

Key West Style Cottage - with pool/hot-tub
Dunedin
10.0 out of 10, Exceptional, (9 reviews)
"Great communication and location is perfect for a quick walk to downtown Dunedin."
United States
Thomas C.
The price is CA $117
CA $273 total
includes taxes & fees
Sep 29 - Sep 30
Key West Style Cottage - with pool/hot-tub
A hot tub in a wooden structure with a fire feature, surrounded by a brick patio and wooden deck, overlooking a body of water.

11. Hot tub, waterfront, Bush Gardens, kajaks, fishing

Hot tub, waterfront, Bush Gardens, kajaks, fishing
Temple Crest
10.0 out of 10, Exceptional, (14 reviews)
"Place is amazing. Close to everything and safe. Hot tub is amazing. "
United States
Ken M.
The price is CA $204
CA $437 total
includes taxes & fees
Sep 29 - Sep 30
Hot tub, waterfront, Bush Gardens, kajaks, fishing
A wooden cabin with a porch, number 108, surrounded by trees and decorated with string lights and ghost figures.

12. Cozy Cabin Near Busch Gardens BBQ POOL Sleeps 6

Cozy Cabin Near Busch Gardens BBQ POOL Sleeps 6
Thonotosassa
10.0 out of 10, Exceptional, (1 review)
"It was a very cute cozy place highly recommended."
United States
Angela
The price is CA $113
CA $271 total
includes taxes & fees
Sep 28 - Sep 29
Cozy Cabin Near Busch Gardens BBQ POOL Sleeps 6
A single-story house with a garage, a covered porch, and a well-maintained lawn.

13. Lakefront Anglers Oasis in Holiday! 8 Mi to Beach

Lakefront Anglers Oasis in Holiday! 8 Mi to Beach
3.0 star property
Tahitian Development
The price is CA $386
CA $960 total
includes taxes & fees
Sep 28 - Sep 29
Lakefront Anglers Oasis in Holiday! 8 Mi to Beach
A museum with a sign reading 'Dunedin History Museum' and two statues in front.

14. Adorable Villa 1 min to Downtown Dunedin

Adorable Villa 1 min to Downtown Dunedin
Dunedin
10.0 out of 10, Exceptional, (13 reviews)
"Darling clean villa. Great location that is walking distance to shops and restaurants. Additional towels would be helpful. We would stay here again."
United States
Kris H.
The price is CA $126
CA $374 total
includes taxes & fees
Oct 3 - Oct 4
Adorable Villa 1 min to Downtown Dunedin

15. South Brooksville, New Cozy Cottage, Convenient. 30 minutes from Tampa

South Brooksville, New Cozy Cottage, Convenient. 30 minutes from Tampa
Masaryktown
10.0 out of 10, Exceptional, (2 reviews)
"Pet friendly. Nicely decorated. Great bedding snd linens. Host has thought of everything with how the home is set up. "
United States
Dan N.
The price is CA $112
CA $216 total
includes taxes & fees
Oct 6 - Oct 7
South Brooksville, New Cozy Cottage, Convenient. 30 minutes from Tampa

16. "Casita" The Pelican tiny Home Ybor/D’Town/Cruise port

"Casita" The Pelican tiny Home Ybor/D’Town/Cruise port
Palmetto Beach
10.0 out of 10, Exceptional, (7 reviews)
"Owner is extremely courteous and and accommodating! Place was exactly as shown and very cozy! Would definitely stay with them again!"
United States
Justin
The price is CA $109
CA $277 total
includes taxes & fees
Sep 29 - Sep 30
"Casita" The Pelican tiny Home Ybor/D’Town/Cruise port
A two-story house with a covered patio, a fenced yard, and a tree in the foreground.

17. Downtown Dunedin Cozy 1 bedroom Cottage

Downtown Dunedin Cozy 1 bedroom Cottage
Downtown Dunedin
10.0 out of 10, Exceptional, (44 reviews)
"The cottage has everything we needed. The location was great! We could walk everywhere for shops and restaurants which were very dog friendly. We loved the Pinellas trail. "
United States
carol l.
The price is CA $158
CA $541 total
includes taxes & fees
Sep 28 - Sep 29
Downtown Dunedin Cozy 1 bedroom Cottage
A modern kitchen with a stainless steel refrigerator, a wooden ceiling fan, and a striped sofa with decorative pillows.

18. The Purple Flower - 30 Second walk to the Beach. Free parking.

The Purple Flower - 30 Second walk to the Beach. Free parking.
Clearwater
9.8 out of 10, Exceptional, (228 reviews)
"I loved and enjoyed my stay will be booking again. Thank you Mary!"
United States
Amanda
The price is CA $164
CA $358 total
includes taxes & fees
Oct 4 - Oct 5
The Purple Flower - 30 Second walk to the Beach. Free parking.
A covered outdoor seating area with a view of the beach and ocean.

19. Private Yard Walk to Downtown Dunedin & Waterfront Pets Ok - Barefoot Parrot 2

Private Yard Walk to Downtown Dunedin & Waterfront Pets Ok - Barefoot Parrot 2
Downtown Dunedin
10.0 out of 10, Exceptional, (25 reviews)
"Clean and convenient! Nice getaway spot!"
United States
Drew A.
The price is CA $194
CA $475 total
includes taxes & fees
Sep 28 - Sep 29
Private Yard Walk to Downtown Dunedin & Waterfront Pets Ok - Barefoot Parrot 2
An outdoor patio area with a dining table, chairs, and potted plants.

20. Blue Cottage STEPS to beach DOG friendly Sleeps 5 FULL Beach Gear Hot Tub

Blue Cottage STEPS to beach DOG friendly Sleeps 5 FULL Beach Gear Hot Tub
Clearwater
6.0 out of 10, (1 review)
"Let me start by saying we were very excited to stay near the beach and the place is within walking distance which was great. As soon as we arrived to our cottage they were workers putting bricks for the days we were day which was very dusty noise and we couldn't sit to relax in the back their was no jacuzzi and are car was blocked from the workers not once did she come to say hi or sto see if we needed anything wouldn't not come here and inside i was cut with nails .light switch were missing...
United States
Otilia G.
The price is CA $158
CA $255 total
includes taxes & fees
Sep 29 - Sep 30
Blue Cottage STEPS to beach DOG friendly Sleeps 5 FULL Beach Gear Hot Tub
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Odessa Hotel Reviews

Sailport Waterfront Suites

Sailport Waterfront Suites

10/10 Excellent
"We had a great stay!! Everything was perfect!! Recommend to my friends and family 100 %"
Lanora 1-night trip
Posted less than an hour ago
Sailport Waterfront Suites

Find out more about Odessa

Odessa Cottages information

Number of reviews
507
Accommodation
451 Cottages
Lowest Price
CA $216
Highest Price
CA $960

Frequently asked questions

Why book your cottage in Odessa with Expedia?
Expedia has some excellent cottages in Odessa, so start packing for a memorable stay close to nature. If you have a fixed budget, select how much you want to spend and your preferred property star rating. Or, use our handy filters to search for cottages with a pool or free WiFi. We'll help you find the right fit whatever your bank balance or plans.
How can I find cheap cottages in Odessa?
With Expedia's user-friendly filter tool, getting your hands on cheap cottages in Odessa is easy. To find accommodations that'll make your bank balance smile, narrow your search by star rating, amenities and budget.
What is there to do in Odessa near my cottage?
Odessa has enough activities and experiences to keep you on the go for weeks (or months!), starting with Silver Dollar Golf Club. Crescent Lake, Lake Rogers Park and Old McMicky's Farm are other well-known attractions. If you have time to spare, Keystone Lake and The Eagles Golf Club will cap off your itinerary nicely.

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