Family-friendly holiday rentals in Pine Ridge
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Top-rated family-friendly rentals in Pine Ridge
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
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Popular amenities for Pine Ridge family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Inverness
4.85 out of 5 average rating, 52 reviewsGolfers dream at hole 5
The house was clean and homey. The pictures were accurate and represented the house well. Chris checked in a couple of times throughout the holiday week to give an update on any change in management hours. We paid for the pool to be heated and got a lot of use out of it. Everything was great!
Home in Inverness
4.94 out of 5 average rating, 32 reviewsPrivate fenced pool home/dog friendly
Jennifers place was even better than the photos. She really thought of everything. My family enjoyed our stay tremendously and highly recommend staying there.
Home in Spring Hill
4.87 out of 5 average rating, 63 reviewsHeated Pool Luxury 4BR/2BA Home Close to Beaches
Check-in instructions were very clear and timely received. Host was very responsive to my team's communications and my staff loved the accommodations. Thank you for hosting us while we carried out our relief missions. Recommend the home to anyone looking in the area!
Home in Weirsdale
4.87 out of 5 average rating, 45 reviewsPrivate Estate HotTub Fire-Pit The Villages-Ocala
I came to stay here with eleven other family members for a wedding in the area. We were all able to stay together in one place at a lovely and peaceful location. The kitchen is huge for cooking a big family meal. The pool was very clean and fun for the warm days, while the fire pit was nice for the colder nights. The hot tub was amazing! All the rooms were unique and had their own personalities like my family members. Brantley and Anne were very friendly and helpful during our stay. I couldn’t have picked a better place and would love to come back in the future!
Home in The Villages
4.75 out of 5 average rating, 146 reviews3 bdrm 2 ba fully furnished!
Wonderful host and terrific property. It was exactly as described. We had a fabulous time and would definitely recommend staying here. Hope to return in the future!
Home in Inverness
4.72 out of 5 average rating, 32 reviewsGreat 4-bedroom Rental Close To Ocala
I love going through Chris to rent these properties. He makes everything so easy and convenient. He also communicates well. The homes are accurate described and absolutely lovely
Home in Ocklawaha
4.93 out of 5 average rating, 59 reviewsLuxury Lakehouse, boathouse & white Sandy Beach
My family of 7 felt right at home at the Taylor lake house. This place has it all! When I tell you this place is fully stocked. So many little extras they did to go above about beyond ! The hot tub was a hit among the group. The dock is so peaceful and serene. We brought the pontoon boat for fishing. The kids loved every minute on the beach. Plus the kayaks were a blast! I enjoyed the stay. Highly recommend this for anyone wanting a private getaway.
Villa in Inverness
4.7 out of 5 average rating, 84 reviewsTropical 4/3 villa with pool & spa
We enjoyed staying with family to visit my brother who lives close by. The house was comfortable and was perfect for having a nice dinner, the kitchen was well equipped with all the essentials! We are sad we had to leave early to escape getting caught by the hurricane but we would definitely visit again! Hendrick is an attentive host and was amazing at answering any questions we had about our stay!
Family- and pet-friendly home rentals
Home in Crystal River
4.87 out of 5 average rating, 124 reviewsOzello Island House
Fabulous, friendly hosts and a wonderful property! Robyn and Steve were very quick to answer any questions and extremely accommodating as well. The house was beautiful, very comfortable, and equipped with everything needed (plus some). The views were amazing! Birds sang in the trees that overlooked the elevated back deck while herons and pelicans glided over the water. We can't recommend this property enough! Thank you so much, Robyn and Steve.
Home in Weeki Wachee
4.89 out of 5 average rating, 198 reviewsAngie's Acre
I gotta say. I was very impressed and pleased with my stay here. The place is a good size. With a good size kitchen. Bedrooms and bathrooms are a nice size. The land is beautiful. So peaceful with an amazing view of the trees. There’s so many different shaped trees when you sit out on the back porch and look at them. It’s beautiful. The yard is fully fenced, our three dogs loved it after such a long journey here with no real yard to run around before we got here. Lori responded to questions instantly and we were able to extend our stay quickly and with ease at short notice (Luckily it wasn’t already booked) while we waited for a changed closing date. I would definitely recommend and would absolutely stay there again. Thank you again for this wonderful stay.
Home in Ozello
4.72 out of 5 average rating, 138 reviewsEscape to our cabin on the estuary!
This place is perfect. It’s clean, well appointed, quiet, peaceful and everything we needed. It’s also only 20-30 minutes from attractions and state parks. We were able to use the kayaks at the house to paddle all around the immediate area. Most other places charge for the kayaks Maggie doesn’t. She’s also one of the best communicators ever. You just can’t go wrong picking this one. We are already picking out dates to return.
Home in Ocala
4.75 out of 5 average rating, 179 reviewsPrivate 4.3 ac Country Retreat by Rainbow Springs
Great location, super private, pet friendly would definitely rent again!! Went for my daughters birthday, location was minutes away from rainbow springs. Lots of outdoor space for the kids to play football and tons of area for the dogs to roam. Post was very responsive and very helpful. We would definitely return again!
Bungalow in Brooksville
4.83 out of 5 average rating, 82 reviewsHighland House 🐶
Lovely older home in a nice neighborhood. My business partner lives in an older home and she felt like she was at home. Beds were very comfortable. The bathtub and shower was great. Nice big backyard for my dog. Would gladly stay here again.
Cabin in Dunnellon
4.95 out of 5 average rating, 80 reviewsA-Frame with Rainbow River access via Com. Park
Nice and secluded, yet close to rainbow river. access to the private park was a nice perk. Only complaint was grill wasn't clean, and the upstairs bed wasn't comfortable...master bed was great though.
Cabin in Hernando
4.85 out of 5 average rating, 89 reviewsThe Nature House
Very nice home, located within 20 minutes to the springs, hiking, and restaurants. We loved the seclusion, the home’s architecture, and the detached BBQ screened-in shelter. The large backyard is great for the activities they provide (cornhole, mini soccer, and tree swinging). We were there in the summer but the water level in the back was too shallow to launch the canoes but that’s no problem with tons of local kayaking options. The house is on a 12-minute drive dirt road that can be difficult to find at night. Also, the house does not have any cell reception but the house has ok WiFi speeds to stream movies and use FaceTime (voice); that’s the price to be in seclusion, peace, and nature. Check in and out were a breeze and the indoor amenities are nice. We recommend this home for a nice getaway.
Home in Weeki Wachee
4.65 out of 5 average rating, 225 reviewsMermaid Cove
Mermaid Cove is the perfect base for kayaking the Weeki Wachee River. Equipment is readily available. The house is clean and cosy and the kitchen is well equipped. We had no complaints whatsoever and Andi is a very friendly host who responds quickly. Very good stay!
Family-friendly home rentals with a pool
Home in Homosassa
4.95 out of 5 average rating, 19 reviewsFamily Fun / Gulf House Close to Orlando with Dock
The home was perfect and so clean! The pool and the on site kayaks were all amazing. Joan was very kind and responded quickly with any questions we had. I highly recommend this home!
Home in Crystal River
4.79 out of 5 average rating, 278 reviewsThe Pink Flamingo - Updates throughout.
I loved my stay in this house, it is beautiful, very comfortable, If I plan to return to Crystal River and this is available I would look into this option again for my family to enjoy.
Home in The Villages
4.98 out of 5 average rating, 65 reviewsNEWLY Available April, 2025
Susan and Jerry were outstanding hosts, they were responsive, proactive and always available to us! The home was perfect for our family of 6, our kids loved thier place and already want to go back. The home was clean, clutter free and well kept. Everything in the home works and the kitchen is well equipped for cooking. Susan and Jerry left us all the passes and information needed to navigate The Villages. We are beyond Blessed to have them as hosts and enjoyed thier property during our stay. We will definitely be Air BnB'ing with them for future visits to The Villages.
Villa in The Villages
4.96 out of 5 average rating, 49 reviewsFirefly Cottage with Golf Cart - Great Location
Joan is awesome, very responsive. This was our first time staying in an Airbnb. She made it a great experience and she has a lovely place. Do not pass up a chance staying here!
Home in Dunnellon
4.66 out of 5 average rating, 350 reviewsPool Home, Dock on the Rainbow River & 6 kayaks!
Couldn’t beat the location on the river. So peaceful. Kayaks were easy to use.
Home in The Villages
4.71 out of 5 average rating, 14 reviewsSpacious Ranch, Center of The Villages - Golf Cart
Roy left us a binder at the house with perfectly detailed instructions. The house was immaculate. We had no questions and everything was perfect. We can’t wait to go back.
Home in Inverness
4.85 out of 5 average rating, 123 reviewsPOOL Home near Racetrack, Downtown & Trail
Angela Maria was very accommodating. I sent her several messages about why we were coming down and would be having Christmas with my children there. I had a few questions and sent her a message and she answered me quickly. we loved the home it was cozy and nice. We will definitely stay here again.
Villa in Homosassa
4.87 out of 5 average rating, 15 reviews4BR, 3.5 BA Deluxe Villa at TradeWinds Marina 105
Beyond satisfied with our stay. We booked this house as a group, 3 couples & kids. The house was very spacious and provided more than enough room for everyone. The host was extremely polite, resourceful, and very responsive to any questions or issues we may have had. The boat ramp & docks were perfect for each 3 24’ boats we had. The only suggestion I have is better parking for trucks/boat trailers. We all had a spot but it was a tight fit. Other than that, 0 complaints and would definitely stay here again!
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