
Cottage holiday rentals in Ocala
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Top-rated cottage rentals in Ocala
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Popular amenities for Ocala cottage rentals
Cottage rentals with a hot tub

Beautiful Water Front Astor Cottage w Hot tub
Stephen was a pleasure to work with, very responsive and flexible as possible. He was proactive in letting us know that the check-in time was available sooner than listed. His keyless entry made it very easy to access his house and made it easy for all in my party to come and go as they pleased. His house was very clean and you could tell that as soon as you walked in the door. Everything worked well, his AC system provided arctic level cooling, his pool and hot tube was ready for use, his screened in game room was fun and actually stayed cool throughout the day, his outside gathering areas had plenty of seating, and his dock provided plenty of room to fish. This location on the canal was beautiful and easily accessible to St John's River. Definitely would stay here again and would recommend this place to anyone who wants a cool place to stay, relax and have fun. Thank you, Stephen, for your allowing us to stay at your house it was well worth the cost.

Sandy Feet Retreat-Hot Tub! Heated Pool Available
It’s was our 25th anniversary and one of the best times we’ve ever had! Great pool,Hot tub and a block from the beach,we built a fire every night…perfect weather! Not sure it could’ve been any better!

Prime lake view cabin - Spectacular sunsets!
We’ve stayed at several places in this community over the years and this was definitely the best! Place was clean, the appliances were updated, and you can’t beat the proximity to the pool/clubhouse and the Lake views. Will definitely book again here.

Mills Cottage
Great spot and very relaxing location to unwind.

Breezy Botanical Bungalow
It was an absolute delight to stay at Vanessa‘s location! The scenery was beautiful and the bungalow was comfy🥰 I really appreciated how responsive she was whenever I had a questions. And the tour of all the animals was a big highlight! But my absolute favorite was the Jacuzzi and the backyard area had tons of things to do😍 I will go back as often as I can because it was the perfect stay 🥰

The Castle
The location was fantastic; when we got there, it even looked better in person. It had all the necessities and was a fairly roomy cabin/camper. A huge advantage was the patio and grill. We would definitely return; it's a nice pace for a quick getaway.

The Luxury Lake Front Zen Casa
Marissa was very responsive to any questions I had. Definitely a place that I would return to for a peaceful downtime retreat. It is also relatively close to different things to stay busy with.

Bryn Mawr Ocean Resort # 63
My husband and I had a great time staying at Stephen’s place. He was so nice and considerate making sure we had everything we needed for our trip. His place is clean, cozy, and super cute! We arrived to a surprise Christmas tree and Christmas card, a nice touch for home away from home during the Holidays. The location is great with easy beach access, walkable restaurant locations, nearby grocery stores, and everyone we met was so nice. We will definitely check on the availability of this place again for our return trips to St. Augustine!
Pet-friendly cottage rentals

Bluefish Bungalow, Funky Little Beach House
We had a great stay. What stood out the most to us was how responsive, kind and helpful Regina was. Check in and check out were a breeze. The house was true to the photos. We appreciated how easy it was to drive to the beach and how nice it was to have two screened in outside areas. When the front & back doors were open we had a lovely cross breeze. There were ample essentials like towels, toilet paper and coffee, tea, toiletries etc! Some things to note: -While the beach might be technically walkable, it’s not feasible with small children as the neighborhood doesn’t have sidewalks and you need to cross a very busy street to get to the beach. We knew this going in so it wasn’t an issue for us. -This isn’t a new construction. It’s an updated older home with older home quirks like no closets or any real place to hang clothes in most of the rooms. there was a bit of a musky smell. -Construction debris in the backyard was unfortunate. Still we would recommend and would stay again

Walk Historic Downtown! “Blue Heaven”
We had a great stay, wish we could have stayed longer! the location is an easy walk to good food, museums, and shopping plug there's a trolley tour stop just around the corner. the house was perfect with all the right amenities, and the host was very helpful for any questions we had as well as proactive about letting us know anything that might pop up.

Cozy Cottage. Near Downtown & UF.
Very nice accommodations. Came to Gainesville for UF graduation. I booked early and was reasonably priced when hotels were inflated for this weekend. The home was Clean,Cozy, nicely updated inside, had everything you need. Very nice kitchen. Beds were Comfy. Would stay again or recommend to friends. Host responded quickly when we had a question.

Waterfront Cottage off St Johns River with 2 docks
Amazing home and view. So close to springs and other fun Florida spots. Perfect home for a relaxing weekend get away if you live in Florida! We will definitely be back! Thanks Ashley for your hospitality and wonderful communication!!!

Pet Friendly Getaway 3 Blocks to Old City-Unit A
This place is very clean, conveniently located to all the attractions (Lighthouse), and excellent food choices. It has a privacy fence, located in a secure area with outdoor chairs and a fire pit area to relax after a day of adventures. Arcade games as a bonus. Host was responsive to giving us all the information we needed. Fair price for a nice accommodations.

JoMo Retreat on the Withlacoochee River!
Had a great time at Laurie's cabin. Really enjoyed the fire pit, foosball table and my husband loved playing guitar hero. Added bonus was the kids got to see lighting bugs for the first time. Beds were comfy, cabin was clean and well stocked. Close proximity to great trails and Rainbow Springs. Not quite as private as I anticipated from the pictures as there was a tiny home right next to us and the canal was behind owner's home and not the cabin as I mistakenly thought. Overall still a great stay. Owner was very sweet and let the kids feed the chickens, gave our a pup a treat and left a 'smores kit for us to enjoy.

Ozello Keys Cottage on Crystal Bay
Beautiful view from the porch, which is where we had coffee each morning. Loved seeing all the birds and the fish jumping. At night, fire flies! Neighbors were friendly. Our doggies loved the boat ramp at high tide. We had a lovely peaceful stay which is what we were after. Had a great dinner at Pecks Old Port Cove. The cottage was comfy and well stocked.

Waterfront Cottage on The Harris Chain in Leesburg
I think our 4th or 5th stay at this location. We'll return. It's one of our Happy Places!!!
Private cottage rentals

Relax Canalside at our Cottage, fast 200mbps wifi
Sally’s place was the perfect spring break getaway for our family! The house was very clean, comfortable, had plenty of space for our family. We enjoyed fishing in the canal, kayaking, and seeing the manatees! Our hosts were very gracious and host a beautiful home! We thoroughly enjoyed our stay and will definitely be back!

Cozy Cottage by the Springs
We loved everything about our stay here. The property had beautiful tropical plants everywhere and the host was very quick to accept my booking during evening hours and was always quick to respond. All the directions were simple and clear. Everything was clear and organized and smelt great. The house was very cozy and the bed was comfortable to sleep in. Definitely would recommend this. We cannot wait to stay here again!

Million Dollar Sunset Views by Cabin Coffee
This Is a great place that has amazing lake views and is very peaceful. This was a much needed quiet vacation that helped me unwind and next time I am going to try fishing , thank you so much for sharing your home.

Ozello Waterfront Cabaña - minutes from the Gulf!
This vacation rental was exactly what we were hoping for. It was private with peaceful surroundings. The unit was very clean, the air conditioning was ice cold & the water for showers was hot. The porch on the back was a wonderful spot to have coffee in the am.

The Little Lamb Cottage
Cute and cozy place perfect for one or two guests! Located in a residential area with easy access to I-4 and restaurants/shopping a few minutes away. Comfy bed and kitchen had everything you need for meal prep. The outdoor space seemed very nice, but I didn’t get a chance to use it as I only stayed 2 nights and was out and about all day. Hosts were quick to respond to any questions and even provided some local recommendations.

119 Kings Ferry Way Historic Cottage
This was a beautiful, cozy home! Close to shops, restaurants, and sights of the city. Elaine was very kind and responsive. I felt reassured that if I needed anything, Elaine would be on top of it. Definitely recommend!

A Dream Cottage!!!
Dream cottage was just that! It’s a quiet spot in the perfect location! We saw dolphins, and manatees! Brian was super awesome, and right next door! The remodel of the place was adorable and it was very clean and comfortable. I will definitely recommend this place to friends and family.

Slow Tides on the Suwannee - kayaks, games, & fun!
Laura was an excellent host!! Thankfully she had the availability to shift our stay by 1 day. Everything went so smoothly at check-in, no problems there! Don’t worry about carrying everything up those stairs; there is a dumb waiter to help bring up all the many things, you of course, won’t really need. lol Laura’s home was wonderfully decorated and she supplies all the useful items that you will need. Everything was clean and comfortable! Made our sister weekend very enjoyable!!
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- Rainbow Springs State Park
- Plantation Inn and Golf Resort
- Fort Island Beach
- Paynes Prairie Preserve State Park
- Black Diamond Ranch
- Bird Creek Beach
- Florida Museum of Natural History
- Ocala National Golf Club
- Ocala Golf Club
- Clerbrook Golf & RV Resort
- Mount Dora Golf Club
- World Woods Golf Club
- Arlington Ridge Golf Club
- Citrus Springs Golf & Country Club
- Homosassa Springs Wildlife State Park
- Hontoon Island State Park
- Ravine Gardens State Park
- Depot Park
- Ironwood Golf Course
- The Preserve Golf Club
- Lake Griffin State Park
- Crystal River Archaeological State Park