Family-friendly holiday rentals in Englewood

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Top-rated family-friendly rentals in Englewood

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

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Superhost

Flat in Englewood

4.83 out of 5 average rating, 120 reviews

BeachBay SeaHouse (1519)

Best location/value on Manasota Key. 300 yards to pristine gulf beaches, 300 yards to boat ramp and dock on Lemon Bay if you have a boat or want to see dolphin or fish from dock. 4/10s of a mile to several great restaurants and 1 mile to Stump Pass State Park and a few more miles to walk via the park to Stump Pass. 1519 Beachway Bungalows has one bedroom with a queen bed and a pull-out sofa. There is a full kitchen and a great outside screened in patio that is shared with SeaHouse 1521.

Guest favourite

Hotel room in Venice

4.86 out of 5 average rating, 217 reviews

Near Downtown/Beach | Tropical Villas Venice Beach

Tropical Villas of Venice Beach offers 10 Villas on the Island of Venice FL. The Villas give the Old time Florida vibe with a convenient location to the beach, stores and restaurants. - 3 blocks from the beach - 2 blocks from the downtown - Near the Legacy Bike trail - In front of the beautiful John N. Park (Picnic) - Tropical gardens & swimming pool - Smart TV : NFLX, DIS +, Hulu, Espn+ - BBQ and Bikes and beach gears provided - Shark teeth equipment - Farmer Market every Saturday

Guest favourite

Home in Venice

4.89 out of 5 average rating, 184 reviews

Venice Pool Villa with Bikes Kayaks & fun!

Relaxing pool home with 2 bedrooms, 1 king bed, 1 queen bed, 1 sofa double bed and one single foldout bed. 2 bathroom pool home just a 8 minute ride away from Manasota beach. Venice beach and caspersons beaches close by too. A great selection of restaurants and plenty of shopping and convenient grocery stores just 5 minutes away!. Also close to bike trails with two FREE bikes at the house and FREE kayaks too. My home is great for everyone! Pets welcome with pet fee, large fenced yard!

Superhost

Home in South Gulf Cove

4.76 out of 5 average rating, 119 reviews

Pool Home on Saltwater Canal Accommodating 10

Unique opportunity to rent this gorgeous, pool home overlooking the saltwater canal. The home has accommodations for up to 10. Two homes in one connected by a common interior sitting area. Beautifully decorated and equipped with all the modern conveniences of home. With 7 bedrooms and 4.5 baths, multiple families can vacation together without feeling cramped. Dock with davits is found at the rear and can accommodate your vessel. This makes for a convenient day on the water.

Superhost

Home in North Port

4.81 out of 5 average rating, 105 reviews

Well Appointed and relaxing Pool Home

Escape to Paradise at our three bedroom two bath pool home vacation property in North Port Florida. Surrounded by pristine beaches and lush landscapes, this charming retreat features a sun-soaked heated pool, cozy interiors, and a serene atmosphere. Experience the allure of Florida living with nearby outdoor activities and easy access to the Gulf Coast wonders. Unwind in style and create unforgettable memories in this idyllic coastal haven. Welcome to your North Port Oasis.

Guest favourite

Flat in Boca Grande

4.88 out of 5 average rating, 208 reviews

Historic Boca Grande 2 Bedroom Flat: #7 Special Rt

We made it through Milton and Helene and are ready to host you! A great, second-floor, 2-bedroom, one bath flat in the heart of historic Boca Grande on the gorgeous Gasparilla Island. Across the street from The Temp Restaurant and down the block from Hudson's Market. Going to the beach, no worries; it is just down the road. Just a 3-minute walk to the Gasparilla Inn. Guests receive a 10% discount on golf cart and bike rentals through Gasparilla Adventures.

Top guest favourite

Flat in Punta Gorda

4.95 out of 5 average rating, 20 reviews

The Cottages at Punta Villas - Downtown walkable!

Come and visit! Walkable!! Welcome to our 8 fully renovated and refurbished Cottages, as of December 2024. Each with a comfy queen size bed and full size kitchen with full bathroom and shower. Each cottage comfortably accommodates 2 adults, , located in Historic Downtown Punta Gorda. Walk 2 blocks to restaurants, shops, parks and harbor front walk! Quiet and beautiful residential area, we have complimentary barbeques and outdoor furniture for your leisure.

Superhost

Home in Venice

4.67 out of 5 average rating, 117 reviews

Venice Pool Home, (Heated) Near Manasota Beach

3 BR, 2 BA Split Plan Pool Home, Sleeps 8 Comfortably Welcome to one of the best beaches in Florida! Just a short distance to beautiful Manasota Beach and even a shorter distance to the heated pool with cage in the fenced in back yard! Family friendly 3BR 2 BA home with beds for 8 & approximately 1750 sf all under air conditioning including both separate living and family rooms which gives plenty of room to entertain comfortably.

Top guest favourite

Apartment in Burnt Store

4.89 out of 5 average rating, 64 reviews

Burnt Store Marina Condo *Cape Coral/Punta Gorda

Fabulous SW Florida ground level (no stairs), locally owned and operated condo on the Gulf conveniently located between Cape Coral and Punta Gorda, just 20 min to Punta Gorda Regional Airport. Sunshine, Pool, Marina, Ship Store and Water Front Dining just steps away! With the most Prime Fishing, Sailing and Sunsets in Florida. Burnt Store and Heritage Golf Courses, Restaurant, Shopping all within 1/4 mile for you to enjoy

Superhost

Home in Venice

4.82 out of 5 average rating, 65 reviews

Private Heated Pool and Walk to Shamrock Park

Welcome to Sea Turtle Sunshine. Our home is ideally located in the South Venice neighborhood and a 3 minute walk to Shamrock Park and the Inland Waterway. Sea Turtle Sunshine has a sspacious lanai seatung area with the largest heated pool in the neighborhood. 15x30ft and set to 88 degrees year round. The oversized backyard is fully fenced in with 8ft privacy fencing, giving you your own personal oasis.

Guest favourite

Island in Sarasota

4.97 out of 5 average rating, 324 reviews

Now NEW AUG Openings! Sarasota #1 Lux BEACH Villa

BOOK 2025 NOW, and stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!

Guest favourite

Home in Rotonda West

4.91 out of 5 average rating, 185 reviews

❤ROTONDA RETREAT❤*Spacious*Fully Furnished*Pool*

Beautiful FULLY REMODELED, FULLY FURNISHED three bedroom, two bath non-smoking home with a heated pool on the Pinemoor West golf course in Rotonda West is waiting for you! Rotonda West is a deed-restricted community near Englewood, Florida with several golf courses and is just a 4.7 mile drive to the beach.