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Cottage holiday rentals in Pine Ridge

Find and book unique cottages on Airbnb

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Popular amenities for Pine Ridge cottage rentals

Cottage rentals with a hot tub

Cottage in Inverness
New place to stay

Deck & Hot Tub: Lakeside Retreat in Inverness!

ChadRating, 5 stars1 month ago
Christi kirk the owner was absolutely amazing!!!! You will feel right at home she has a amazing property and takes beautiful care of her homes. The house sets on a beautiful lake and has a hot tub out on the deck. We can not wait to come back and visit
Cottage in Weirsdale

The Almond Cottage

JordanRating, 5 stars35 months ago
Such a quiet and safe little spot - not to mention absolutely beautiful! The staff are all so friendly and helpful. Would definitely stay again!
Cottage in Lady Lake

Shangrila

RobertRating, 5 stars26 months ago
Don’t miss the opportunity to stay T the Grand Oaks Resort. It is absolutely beautiful and relaxing. The staff is amazing and super friendly and helpful. This was our 2nd visit and I can’t wait to go back!!
Cottage in Crystal River

Lazy Oak Cottage

QuintonRating, 5 stars5 months ago
We stayed here to be close to family for Christmas. Host decorated the outside for Christmas which was nice. Home was cozy and had everything we needed and more. Host was responsive, kind, and made sure we were comfortable. Very good experience. Will book again!
Top Guest favourite
Cottage in Weeki Wachee
4.95 out of 5 average rating, 201 reviews

Coastal Cottage Getaway

KenRating, 5 stars2 weeks ago
It was so peaceful. Just what one needs with a fast paced life. Quiet but for the wildlife. so nice to sit looking out at the water with the birds with a cup of coffee in my hand.
Private room in Crystal River
5 out of 5 average rating, 3 reviews

Serene Maravillosa Casita!

StacieRating, 5 stars28 months ago
Corinna is very friendly and outgoing. She is more than happy to recommend activities and restaurants. She has thought of everything that someone would need or want and then goes ABOVE that. (I LOVED the heated toilet seat!) Everything is as represented in the pics and is in pristine condition. We were here for 4 nights during a get-away to see the area and visit with an elderly uncle. We enjoyed the hot tub and took the paddleboat out. I wish we would have stayed longer to have more time to enjoy hanging out at the house. I hope to come back to La Casita soon.
Superhost
Cottage in Hernando
5 out of 5 average rating, 10 reviews

Cottage 2bds, slps4, kitchenette, laundry, hot tub

TomRating, 5 stars2 months ago
2nd visit and just as good as the 1st visit. Very well appointed, with everything needed for a nice visit. Animals on farm are just a bonus for hours of enjoyment.
Cottage in Lady Lake
New place to stay

Hilltop Golf Course Cottage in The Villages!

Pet-friendly cottage rentals

Superhost
Cottage in Crystal River
4.71 out of 5 average rating, 52 reviews

Tranquil Waterfront Cottage on Lake Rousseau 3bdrm

PamelaRating, 5 stars2 weeks ago
We had an amazing stay at Steve’s property, the view was amazing and we had a blast at Crystal River. Thank you so much.
Guest favourite
Cottage in Hernando
5 out of 5 average rating, 27 reviews

Peaceful Lakeside Cottage for Tennis Enthusiasts!

DanRating, 5 stars1 month ago
Peace, tranquility, privacy This place is a treasure. They are preserving some of the old Florida Charm. Not many places left like this Thank you And we plan on returning again soon
Top Guest favourite
Cottage in Ocklawaha
4.92 out of 5 average rating, 110 reviews

Warm & Cozy Cottage at Coco Ranch

BradRating, 5 stars1 month ago
Loved it and 100% would stay again. The cottage is as advertised in a beautiful and peaceful complex. Has an awesome little dog park with plentiful outdoor seating and activities. Zenia does well on getting the small details right with the cottages being stocked with everything you’ll need.
Top Guest favourite
Cottage in Inverness
5 out of 5 average rating, 38 reviews

Rustic & Romantic Withlacoochee River cottage

RaquelRating, 5 stars3 weeks ago
We are so happy we chose Dardens cabin as our spot to reset and relax. We work a lot and rarely get a chance to take time for ourselves and we were definitely due. My favorite part was being able to sit in the screened in patio, read a book and enjoy the beautiful nature outside while my boyfriend cooked on the grill. This place did exactly what we needed it to do and would definitely come back again.
Guest favourite
Cottage in Homosassa
4.87 out of 5 average rating, 95 reviews

1950's Cottage in Crystal River

JudyRating, 5 stars2 weeks ago
A cute cottage. We felt comfortable and safe. The keurig and coffee pods were a nice touch. We enjoyed our coffee on the screened back porch.
Top Guest favourite
Cottage in Spring Hill
5 out of 5 average rating, 130 reviews

Screened Lanai /Clear Kayak / Waterfront / Fire Pi

KristieRating, 5 stars4 weeks ago
STOP SEARCHING!!! This. Place. Is. It. If it’s available book it! The Funky Flamingo is fabulous, everything about this place is perfect! Perfect location, perfect decor, perfect everything!!! Manatees visited and a very friendly Corgi visited the hammock late one night. Janelle, thank you for the funky time 💜🫶🏻💜
Top Guest favourite
Cottage in Inverness
4.95 out of 5 average rating, 43 reviews

(Waterfront) Charming Lakefront Cottage

RitaRating, 5 stars3 months ago
Our 2nd one month stay at this lovely cottage. It's an excellent location on a channel to access Lake Henderson. Perfect for bass fishing. The home is clean and comfortable. It's spacious and was perfect for 2 couples. The kitchen is organized and well stocked . We enjoyed the patio, particularly the newly installed gazebo which provided shade during sunny days. The view from the patio is relaxing and perfect for sunrises. Home is located in a very quiet neighborhood. It's an easy 3 mile ride down 44 sidewalk to get to the Withlachoochee Bike Trail. Spent many hours fishing. Every Monday we'd make the the 45 minute drive to the Webster Flea Market (excellent stop for produce) then stop for lunch at Big Bass Grill on Lake Panasoffkee. Easy drive to Winn Dixie. Would absoulutely stay again,
Superhost
Cottage in Ocala
4.82 out of 5 average rating, 126 reviews

Pool Table Home 10 Min from WEC | Dogs Stay Free!

christinaRating, 5 stars1 week ago
had an amazing stay it was very clean very peaceful and quiet would definitely recommend this airbnb to anyone. Carlos and Libby were very helpful friendly and very responsive.

Private cottage rentals

Guest favourite
Cottage in Weeki Wachee
4.86 out of 5 average rating, 175 reviews

Relax Canalside at our Cottage, fast 200mbps wifi

NataschaRating, 5 stars2 weeks ago
This was our second time renting this place and we just love it. Location is perfect, the price has been really good each time, and there's everything one needs. The house has a great lay out, with a large open living area with kitchen, dining area, and living room, and then the bedrooms are off to the sides. The large screened in area is cozy for hanging out and keeping all your things that don't need to come in the house. There are 5 single kayaks which are great and this time we needed a double kayak as well so we rented one from Easy Peasy Mobile Kayak Rental. Would definitely recommend reaching out to them if one needs additional kayaks at a fair price and they deliver and pick up. Sally is a fantastic host who has always been so responsive and we will definitely be coming back for a third time :)
Top Guest favourite
Cottage in Spring Hill
4.99 out of 5 average rating, 122 reviews

PARADISE POINT on Weeki Wachee (Boat Welcome)

MakenzieRating, 5 stars1 week ago
An absolutely wonderful stay! Planning on coming back again next year to this same AirBnb! This host had everything we could need or use and she was very helpful. Loved our stay here.
Guest favourite
Cottage in Brooksville
4.88 out of 5 average rating, 150 reviews

Spotted Dance Ranch

RalphRating, 5 stars2 months ago
It was a great time. The hosts were very nice and on top of everything. Very peaceful! I’d stay again anytime.
Guest favourite
Cottage in Homosassa
4.97 out of 5 average rating, 100 reviews

💯 Remodeled Cottage, Animal free property

KevinRating, 5 stars11 months ago
Great little place for our little vacation
Top Guest favourite
Cottage in Weeki Wachee
4.96 out of 5 average rating, 274 reviews

The Hideaway - Quaint and Peaceful Cottage

JodyRating, 5 stars2 weeks ago
Great location for our work schedule
Guest favourite
Cottage in Hernando
4.95 out of 5 average rating, 19 reviews

Serene Spacious 2 BR Florida Lake Cottage

MichelleRating, 5 stars6 days ago
They were great to work with. very helpful with our needs. I would definitely stay with them again. Loved the fact that there was a washer and dryer plus any basics that we needed were available to us.
Top Guest favourite
Cottage in Dunnellon
4.96 out of 5 average rating, 74 reviews

Adorable Cottage Next To Rainbow River & Blue Run!

HeatherRating, 5 stars4 weeks ago
It was a cute clean home with all the extra stuff you may forget. It was great.
Guest favourite
Cottage in Weeki Wachee
4.92 out of 5 average rating, 353 reviews

Kayak Kottage: waterfront, kayaks, bikes, dockage

AliciaRating, 5 stars1 week ago
We had a blast celebrating my fiancés birthday on the river! So many things to use for outdoor time, so close to the water! Plenty of places to sit! The Airbnb was so cool compared to outdoors!

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