Family-friendly vacation rentals in Wildwood

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Top-rated family-friendly rentals in Wildwood

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in Leesburg

4.98 out of 5 average rating, 333 reviews

Silver Lake Guest Pool House

The Silver Lake Pool Guest house Is your home away from home 1400 sq feet plenty of room! The pool house is a peaceful place to relax or take a swim in a large salt water pool . Mt Dora Tavares, Eustis 10 to 15 minutes away from Pool house Forty five minutes Daytona, Tampa Smyrna beach and parks Minutes from grocery stores restaurants malls Full kitchen also grilling. We are happy to help you with your needs ! Home is great for couples families, solo adventurers, and business travelers.

Oct 16 – 23

ﺩ.ﺇ368 per night

Guest favorite

Guest suite in Eustis

4.99 out of 5 average rating, 165 reviews

The Nest: Upstairs Apartment

Recently renovated 3 bedroom, 1 bathroom upstairs apartment located less than a mile from downtown Eustis. This 1,000 square foot unit is the private second floor of a 1919 built home with a separate side entrance. It has a small kitchen with full size appliances, washer and dryer, WIFI and a Roku tv with Netflix logged in. We are a half mile from downtown Eustis and less than a 15 minute drive from downtown Mt. Dora where you’ll find shopping, restaurants, live music, and weekend festivals.

Jul 25 – Aug 1

ﺩ.ﺇ434 per night

Guest favorite

Guesthouse in Ocala

4.96 out of 5 average rating, 160 reviews

Cozy cottage on private Ocala ranch

coronavirus 19 edit: It's always been our policy to clean/sanitize before & after each guest. Also, our county is safer than most of Florida & the USA. We're in a quiet part of Ocala with only a few neighbors within 100s of feet. We're close to the 200 hub, 1.5 mi from a high school, & on a paved road. So, we're not in the middle of nowhere. The apt is private, no one else lives or can rent in the cottage. Our home is abt 100 feet away (far/close enough for added safety & host assistance).

Jun 28 – Jul 5

ﺩ.ﺇ339 per night

Guest favorite

Home in The Villages

4.94 out of 5 average rating, 107 reviews

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

Beautiful Monterey style home, 2/2, 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 for extra folks. 4 person gas golf cart. 2 bikes available but not maintained by owner. Sorry, hot tub not included. Pet friendly!

Jan 14 – 21

ﺩ.ﺇ796 per night

Guest favorite

Home in Homosassa

4.88 out of 5 average rating, 152 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.

Jan 6 – 13

ﺩ.ﺇ428 per night

Guest favorite

Townhouse in Clermont

4.93 out of 5 average rating, 193 reviews

Paradise Escape

Your paradise escape is finally here! In the Sunshine State, paradise is just one perfect cocktail away. Leave your worries away and relax - you are in a sunshine state of mind! My "paradise island" is conveniently located in the heart of Clermont. You will certainly enjoy the welcoming and colorful ambiance! Combination lock instructions will be sent after arrival time confirmation. I look forward to hosting all my guests and making sure that they have an unforgettable experience!

Nov 10 – 17

ﺩ.ﺇ392 per night

Guest favorite

Guesthouse in Mount Dora

4.88 out of 5 average rating, 313 reviews

A Lakeshore Cottage vintage 1926

What's new for 2019 a brand new dock and fishing pier. Additional boat docking available. Brand new Central Cold & Dependable Air Condition- Brand new 8 foot tall privacy fence & gate, parking pad beside cottage. -Eco Smart: lock, cork floors, instant hot H2O, solar lighting, copper sink, antiques, refurbished architecture ,charming! 2 nights/festivals ABSOLUTE RESTRICTION to ANIMALS! NO EXCEPTIONS. DO NOT Instant book if you are with any animals. Sorry allergies don’t allow.

Jul 22 – 29

ﺩ.ﺇ537 per night

Guest favorite

Guesthouse in Mount Dora

4.9 out of 5 average rating, 707 reviews

Key West cottage of Mt Dora

Cozy little cottage located in the gardens of the main house. It has a full kitchen. 1 bath with a jacuzzi tub.. Queen size bed and a couch for a 3rd person. THE LOCATION is 3 MILES between Mount Dora ,Tavares & Eustis a short drive or bike ride to all location. I’m 2.5 blocks off Lake Shore Dr. to beautiful Lake Dora. FRESH eggs from the Easter egg hens for your use ( When available) The eggs they lay are pink, green and blue. They will need to be washed before use..

Mar 4 – 11

ﺩ.ﺇ499 per night

Guest favorite

Cottage in Ocala

4.97 out of 5 average rating, 171 reviews

The Little Yellow House

Small rustic two bed cottage, nestled in a wooded area, on a very short dirt road, on the edge of town. No cleaning charge or extra service fees. The home is conveniently located near I-75, about 5 miles East of the the World Equestrian Center, and 10 miles West of Silver Springs. Contains a queen and a bunk with full and twin beds, a full kitchen facility, one bathroom, and a washer and dryer. Read Pet Rules under policies and rules. Moderate speed WIFI is available.

Oct 30 – Nov 6

ﺩ.ﺇ355 per night

Guest favorite

Cottage in Brooksville

4.94 out of 5 average rating, 421 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.

Sep 6 – 13

ﺩ.ﺇ348 per night

Guest favorite

Cabin in Ocklawaha

4.98 out of 5 average rating, 162 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.

Aug 29 – Sep 5

ﺩ.ﺇ863 per night

Guest favorite

Home in Inglis

4.93 out of 5 average rating, 222 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 fish or for 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.

Oct 17 – 24

ﺩ.ﺇ229 per night