Family-friendly holiday rentals in Pine Ridge

Find and book unique family-friendly homes on Airbnb

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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Guest favourite

Home in Homosassa

4.95 out of 5 average rating, 186 reviews

Old Homosassa Living! Seconds to all the action!

The Coastal Cracker Cottage welcomes you! Stay in the Heart of Old Homosassa. Completely remodeled cottage with 2 bedrooms and 1 1/2 bath on HUGE corner lot with plenty of parking and room for boat and trailer. Located within one block from the beautiful Homosassa river as well as restaurants, bars and shopping. Manatee tours, fishing and scallop guides, boat rentals and more are within walking distance, as well as golf cart rentals at Florida Cracker Resort and Two Pops Sandwich Shop to ride anywhere in Old Homosassa. This is the perfect basecamp location for scalloping, swimming with the manatees or just chilling on the river. Guests have access to entire house as well as a lockable shed in carport. We are available anytime by phone, text or email. Access to house will be given via codes prior to check in. Located in the HEART of Old Homosassa in a residential neighborhood. 1 block away from free public boat ramp and gas. Walking distance to multiple food/ gas / bars/ shopping. Golf cart rentals available at Florida Cracker Resort and Two Pops Sandwich Shop. Must be 25 or older to rent. No smoking with exception of designated smoking area located at picnic table outside. VRBO and HomeAway guests please check email address provided after booking for important information.

Guest favourite

Home in The Villages

4.95 out of 5 average rating, 122 reviews

2/2 custom pool home with 4 person gas golf cart

Beautiful Monterey style 1600 SQFT home, 2BR/2BA, fully furnished with a heated pool at 85' year round. Great location in Rio Grande; just a short golf cart ride to Spanish Springs & Lake Sumter. Home is on a quiet cul-de-sac; no neighbors behind. Private lanai from the Florida room. Tile and granite countertops throughout; Stainless steel appliances; sleeper sofa in the LR. 4 person gas golf cart also included. Sorry, hot tub not included. Dog friendly! Smart Tvs in both BRs, cable in LR only

Superhost

Cabin in Dunnellon

4.85 out of 5 average rating, 243 reviews

Rainbow River getaway - kayaks, tubes & golf cart

Unplug and Relax here...Location Location!!! 2BR 1.5 B...you are 2 blocks from the river, included is a 2 acre park ON THE RIVER with place to cook out, volleyball, launch kayaks, paddle boards or tubes. You are close to KP Hole Park where you can rent paddle boards canoes or tubes. Take the golf cart and ride to our home from the river park! Two kayaks and paddle boards incl Super convenient, nice kitchen, new appliances, Washer and dryer on site. Perfect weekend getaway or stay longer!

Guest favourite

Cabin in Floral City

4.97 out of 5 average rating, 119 reviews

Private Waterfront Cabin Retreat with Kayaking

Your private retreat on an acre nestled on a canal to the Withlacoochee River, wrapping around 2 sides of the property. Relax on your porch overlooking the water as you watch the birds and deer play. Kids will love the tire swing, toys such as Lego and Lincoln logs, and pool/ping pong table. Kayaks available to our guests awaiting adventure. Bond around the fire pit, walk the trails, lounge in the hammocks, and fish on the dock. Setup the big screen to watch a movie. Welcome to your get-a-way!

Guest favourite

Home in Homosassa

4.88 out of 5 average rating, 172 reviews

Chassahowitzka/Homosassa Waterfront Home

Remodeled Water Front Property with beautiful furnishings. There are two bedrooms, two baths, and a large lanai overlooking the canal. The kitchen is fully stocked with everything you need to prepare meals. Walking distance to Chassahowitzka campgrounds, a bait shop, and a bar/restaurant. Fish off the private boat dock: covered parking, bonus lanai room. We have two fishing kayaks available for use. THE OWNER TAKES NO LIABILITY FOR THE USE OF KAYAKS. Pet must be approved before check-in.

Guest favourite

Cottage in Ocala

4.96 out of 5 average rating, 187 reviews

The Little Yellow House

Cozy clean cottage with “Old Florida Rustic Charm”. Sits on 1/2 acre with a “wooded view”, but close to town & shopping, restaurants & I-75. Well maintained short (1/10 mi) non-paved driveway with night reflectors. Two pets accepted (see details below). 5 miles to World Equestrian & Florida Aquatics Centers. 10 mi to SSprings. Queen bed and bunk w/full/twin beds, a full kitchen, washer & dryer. Wifi 10mbps. Host pays ALL airbnb fees!! Guest ONLY pays occupancy taxes. NO cleaning fee.

Guest favourite

Cottage in Brooksville

4.94 out of 5 average rating, 445 reviews

The Shebeen on Irish Acres, A Country get away ...

While we are within a stones throw of restaurants, beach, Bike trails, Fishing, scalloping and manatee season get away, Racquetball court,Haunted House, and U-Pick when in season. You will love the The Shebeen a small Irish cottage; on a working farm . The ambiance, the outdoors space, the night sky, awaken to the rooster call in the morning, a walk along a quite country road, in all very enchanting for those that wish to spend some time on the farm away from it all.

Guest favourite

Home in Dunnellon

4.97 out of 5 average rating, 145 reviews

Palm Waters Riverhouse

Peaceful, pet-free 4/3 family getaway or work retreat on the a quiet part of the Rainbow River. Nestled in nature but minutes from restaurants, grocery and antique stores. Relax on the dock, expansive deck, screened porches or around a camp fire. Abundant outdoor activities including tubing, paddling, fishing, snorkeling, biking, etc. Pls note, 10 people max. For parties of 7+, there is a fee to unlock the 4th bedroom. No pets, no smoking, no parties or events.

Guest favourite

Cabin in Ocklawaha

4.98 out of 5 average rating, 177 reviews

VERY BEARY CABIN on Crystal Lake

Bring Fido only $25 per stay/Whole House "Very Beary Cabin" is a 2100 Sq Ft split level nature lodge style cabin plus glamping A Frame on natural spring fed, sand bottom Crystal Lake and it is a Certified Wild Life Habitat. Fully renovated in a knotty pine cabin bear theme. It includes private lower level lockout "Outdoorsman's Suite", a total of 3 bedrooms plus pullout. Plus a bonus Glamping A Frame "The Cub House" is included on the property with all stays.

Guest favourite

Home in Weeki Wachee

4.97 out of 5 average rating, 201 reviews

Mermaid Life, Sleeps 6 W/ Gulf Access and 6 kayaks

Do you want to kayak and explore, if so, this is the house for you. You can kayak Mud River, Little Salt Creek Spring, and the Weeki Wachee River. Have the best of all worlds. There's so much to see here with the manatees and dolphins swimming by or the eagles and other wildlife flying above your head. This is old Florida at its best. Kayak the Weeki Wachee River and come back to the house for a quiet night around the fire pit playing a game of corn hole.

Guest favourite

Cottage in Homosassa

4.97 out of 5 average rating, 100 reviews

💯 Remodeled Cottage, Animal free property

Our Cottage is the perfect retreat giving you a peaceful feeling in a nature's paradise. We are an animal free property due to owner and their families severe allergies. This cottage is just 5 minutes from enjoying all that is by land or sea. We are not on the water but we have space for you to park your boat and trailer on the property. We are close to everything. We are 1 minutes away River Haven Marina and 5 Minutes away from MacRae's Marina

Guest favourite

Home in Inglis

4.92 out of 5 average rating, 242 reviews

Yellow bird

Upon arrival read the local information guide I have written and start enjoying the “Nature Coast” of Florida. It is essential to read this to get the most from your trip. Use my kayaks and paddle over the manatees in Crystal River, fish the gulf for saltwater or freshwater fishing at Lake Rousseau, and take a leisurely paddle down the Rainbow River in Dunnellon. Kayaks are on a trailer that has a 1 7/8-inch ball.