
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.

Unit #2 Free bikes/kayaks/walk to beach/2bed/2bath
Unit # 2 Beautiful 2 bedrooms 2 bath cottage, great space to relax with family and friends. With full kitchen/ garage/laundry/outdoor shower. WiFi/Free bikes, kayaks, beach toys. Great Lanai to spend wonderful afternoons. You will love to walk to the beach and enjoy the most breathtaking sunset pictures. cottage is fully furnished beach style for a wonderful vacation feeling. You have not only the beach and the bay to explore, but great restaurants/bars and more just walking distance. Enjoy!

Gulf Front Escape + Beach Access, Pet Friendly
🦩 Exclusive Amenities Include: • Walk Out to the Beach – Steps from Your Door • Coastal & Surf Decks - Outdoor Seating • Historic Old Florida Charm • Beach Towels, Chairs & Umbrellas Provided • Community Pool with Picnic Tables & Chaise Lounges • Community Grills & Post-Beach Outdoor Showers • Free WiFi & TV • Coffee Maker & Kitchenette Smallwares Provided • Starter Packs of Essentials for Kitchen & Bath • Enhanced Cleaning Protocols • Combo Tub/Shower Bathroom • Desk/Chair in Unit

A little slice of paradise
This 2 bedroom 1 bath immaculate beach condo is located a mere 80 steps from front door to the amazing Englewood Beach on Manasota Key with your private beach access. The gulf breeze is indescribable. This could be your home away from home. We have added many personal touches for your convenience and comfort. Multiple restaurants, bars, gift/souvenir shops, and convenience store (Circle K) are within walking distance. Magnolias, an upscale restaurant, is located directly across the street.

PRIME Location! 60 Steps to PRIVATE BEACH Dogs OK!
Luxury Prime Island Location-Enjoy the best location on the island with our family & pet-friendly home (pets require approval & $200/pet fee). Just steps from our private beach & 1 mile from bars and restaurants, with a free shuttle service to beaches, dining, & nightlife. Relax in comfort w/ soft beds, a spacious couch, and flat-screen smart TVs in every room & fast WiFi. We offer bikes and beach equipment. 1 mile from Manasota Key public beach. Book now for the ultimate island retreat!

Sunrise Over the Bay
PRIVATE BEACH ! Watch the sunrise on Manasota Key in Englewood Florida and dolphins & birds from your balcony. PRIVATE BEACH ACCESS directly across the street! Beach chairs, & umbrella provided for your use. Find restaurants or jet ski rentals near by. This condo has 2 bedrooms, 1 bath and a kitchen. Boat slips available upon request & availability. You must arrange off site trailer parking. Heated pool & grills are right outside your condo. It’s time for some tropical FUN!

Ocean Pearl great for groups
Discover this hidden gem on a quiet street just minutes from everything! Only 2 minutes to grocery stores and 15 minutes to the popular Englewood Beach. Enjoy a spacious open floor plan with a fully equipped kitchen open to a living room. The master suite with king bed a TV and private full bath, while the second bedroom offers a bunk bed (twin over full) plus an extra twin. Relax on the furnished lanai, take advantage of full laundry, and enjoy the convenience of garage parking.

TROPICAL OASIS, MINUTES FROM THE BEACH!!
This charming 2 bedroom/2 bathroom, dog friendly home in Englewood is located 2 miles away from our beautiful Manasota Beach. Call this your home away from home, as you will find a flat screen TV, free wireless internet and a gas grill, washer/dryer, and a fully equipped kitchen. Bring your boat (boat ramp is located in the neighborhood), bathing suits, beach towels and sunscreen. We have the rest ready for you including beach chairs, umbrella, coolers, noodles and boogie boards.

Gulfstream Haven
Welcome to Gulfstream Haven, a 1700 sf 3 bedroom 2 bath pool home conveniently located 8 minutes from Englewood beach with many shops and restaurants nearby. The home features a king size bed in the master bedroom, 2 singles in 1 bedroom and a king size in another. There is a double sleeper sofa in the family room for 2 extra guests. All bedrooms feature walk in closets. The large screened-in lanai has plenty of seating for all occupants, with direct access to the guest bathroom.

Heated Pool • Pool Table • Pac-Man • BBQ • 2 Kings
❤️This listing to save for later! Welcome to Sunset Splash! A stylish 3-bed, 2-bath retreat featuring two king suites, a heated west-facing pool for sunset swims, and endless fun with a pool table and Pac-Man arcade with over classic 50 games. Relax on new lush bedding, stream your favorites on Smart TVs, and enjoy the privacy of a fully fenced backyard, perfect for unwinding after a day at the local beach, which is just 7 miles away! 📩Send us a message to book your vacation.

Green Bamboo - saltwater pool, great backyard.
Welcome to Green Bamboo, the charming and cozy vacation rental located in the beautiful Englewood, Florida! With its prime location, Green Bamboo is the perfect place to explore all that the area has to offer, from the most amazing beaches in the US to world-class golf courses and spectacular sunsets. Home is situated in a peaceful and gorgeous neighborhood. Just a short drive away (5 miles) you will find beautiful beaches, boat rentals and vibrant shopping and dining options.

Peaceful waterfront home
Take it easy at this unique and tranquil getaway. Nestled alongside a serene canal, our home is a sanctuary of tranquility and natural beauty. From the moment you step onto the property, you are met with charm and allure that only canal front residence can offer. For those who enjoy outdoor activities, the canal provides a perfect venue for kayaking, fishing and lounging in our cocktail pool and hot tub. Surrounding sliding glass doors opens up to 3 separate patios.

Englewood Beach Villa - 3 min Walk to the Beach!
Welcome to the Beach! Relax and unwind in your own private home! Our villa is located across the street from Englewood Beach, making it about a 3-minute walk to the Gulf sands. Nothing is overlooked for your comfort. It has two beds—a king and a queen—for a good night's sleep on comfortable recently purchased mattresses. Two full bathrooms. Swim in a heated pool, then walk to one of six restaurants for your next meal. Perfect for a fun Florida getaway!
Popular amenities for Englewood family-friendly rentals
Family-friendly home rentals with a hot tub

LG Beach Bungalow on Gulf w/Bay Access & deck too!

Florida Serene Luxury Retreat | Pool & Spa Oasis

The Oz Tree House 2.9 m beach

Luxurious Resort Pool & Spa home

Luxurious Mangoe 4 bed 2 bath, heated pool & spa

Saltwater Villa/Pool/Jacuzzi/MovieTheater/FishDock

Englewood retreat (New heated pool +Spa

4 Min to Manasota Beach! 2 King Beds + Hot Tub
Family- and pet-friendly home rentals

Heated Pool Oasis w Playroom 10-Min Drive to Beach

Coastal 2-Bedroom Home Close to Beaches

Garage to a Tiny House Studio Near Shopping Center

*New Listing* ☀️TheAquaOasis🌴Pool-6 miles to beach

Tranquil, pet-friendly-yard and 6 mins from beach

luxury Brand new villa with pool

Best Friend’s Sea Shell Hideaway

Private Beachside Kitchenette
Family-friendly home rentals with a pool

Manasota Tree House: Private Beach & Bay Access

House With A Boat–Your Private Waterfront Resort

Coastal Retreat Villa with pool • near beaches

Studio, pool, private beach, boat dock shark teeth

Private Heated Pool + Swim-Up Bar • Mins to Beach

Secluded Paradise,Heated Pool,Beaches and Golf n.

Cozy & Beautiful Pool Villa in Sarasota County, FL

Water Enthusiast's Dream: Home with Boat Deck&Lift
When is the best time to visit Englewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $329 NZD | $360 NZD | $382 NZD | $331 NZD | $295 NZD | $290 NZD | $290 NZD | $275 NZD | $263 NZD | $263 NZD | $285 NZD | $304 NZD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
Quick stats about holiday rentals that are family-friendly in Englewood

Total holiday rentals
Explore 860 holiday rentals in Englewood

Nightly prices starting at
Englewood holiday rentals start at $68 NZD per night before taxes and fees

Verified guest reviews
Over 15,920 verified reviews to help you choose

Pet-friendly accommodation
Find 300 rentals that welcome pets

Holiday rentals with a pool
480 properties feature pools

Rentals with dedicated workspaces
410 properties have a dedicated workspace

Wi-Fi availability
850 of Englewood holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Englewood rentals

4.9 Average rating
Englewood stays are highly rated by guests—averaging 4.9 out of 5!
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