
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.

Coastal Retreat Villa with pool • near beaches
🌴 Escape to your getaway in sunny Englewood, Florida! Whether you're a couple seeking romance, a solo adventurer, a business traveler, or a family with kids, our home is designed for comfort & relaxation. Nestled in a prime location, it's the ideal home base to anyone looking to unwind and explore. Indulge yourself in this executive cozy, built from the ground in 2018 & featuring 3 bedrooms, 2,5-bath house with a Large (seasonally) heated swimming Pool (heating $ included during colder months)

Beautiful fall sunsets-50 steps to uncrowded beach
Imagine waking up to the gentle lull of waves right outside your bedroom window. This exquisite 2-king bedroom, 2-bathroom raised townhome is nestled among palm trees in close proximity to the beach where your children can build sandcastles and explore the wonders of the shoreline while listening to the symphony of waves and coastal breezes. The rhythmic melody of the ocean serves as a soothing backdrop, creating a peaceful ambiance that instantly melts away stress. Escape to a coastal paradise!

50 Shades of Fray !
Beachy Chic without going over board. Modern Stainless Steel Appliances with White Quartz Crystal counter tops with a pass through to Family Room. Perfect Cozy spot in Paradise for Vacations and a perfect Get away! Two bedrooms and a pull out couch. Newly Renovated home. Bright with natural light, A Happy and Healthy Place! Karaoke, Dancing, Food Drinks, Thrifty and Classy Shops. Yoga, Beach and Boating. Pet friendly. (hurricane Ian destroyed our fenced in backyard. will update when repaired.)

Garage to a Tiny House Studio Near Shopping Center
Experience comfort and style in this charming, pet-friendly space, perfect for short getaways. Enjoy the privacy of your own entrance, along with a full shower, cozy living room, dining area, and bedroom, all within one convenient layout. The fully fenced backyard, shared with other tenants, features a grill and fire pit—ideal for relaxing evenings outdoors. While the space includes a kitchenette, access to the main shared house may be available if you need a full kitchen or laundry facilities.

Unit #1 Free kayak/bikes/walk to beach/fullcottage
Unit #1 Beach cottage very private and quiet, has a full kitchen, King bed in the master and queen sofa bed in the tv room, very comfortable, fast WiFi, AC & heat. All you need to relax and just have fun. Outdoor shower and laundry area, Private parking, Enjoy amazing sunsets/fishing/and restaurants and bars, all walking distance to the beach and bay. Kayaks/snorkel gear/beach toys are included. So start enjoying the beautiful sandy beach on Manasota Key, Lots of sea life and turtles.

Updated, coastal 2 King Beds Fenced yard PETS OK
Sandy Flamingo Vacations is offering this spacious and fully renovated home in South Venice, located just south of Sarasota. 2 bedrooms, 2 baths and a bonus room/game room. It is ideal for both work and leisure travel, offering a serene retreat to enjoy activities such as sunny beaches, fishing, boating and exploring. The backyard is fully fenced, featuring a BBQ grill and patio table for outdoor dining. The kitchen is fully stocked, making it suitable for long stays and family cooking.

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.

Sleeps 10! Coastal Home, Heated Pool, Near Beach!
Follow the sunshine & salty air & arrive at your meticulously maintained home away from home. Whether cooking for one or ten, the chef in the group is certain to appreciate this fully upgraded, open concept kitchen. Start the day brewing coffee in the Keurig & end the day sharing a bottle of chilled Pinot from your wine fridge. Open the sliders & the party extends outdoors. Inflate the raft & spend your days daydreaming afloat in the heated, salt water pool.

Manasota Key
Direct Ocean Front Unit. Imagine having a glass of wine at sunset overlooking world class views of the Gulf of Mexico. Steps to the beach and unsurpassed views. Excellent restaurants and Tiki Bars within walking distance. This unit is a 1 bedroom 1 bath spacious unit that can comfortably sleep 4. It includes a King bed & Full size sleeper sofa. It also has a beautiful kitchen with granite countertops and tile floors throughout. No Pets.

1 bed apart/full kitchen 5 min. drive to the Beach
Ready to relax at the beach with a cold drink? Englewood FL. has 3 nice beaches to choose from. Venice has nice shopping and lots of sharks teeth.This nice apt. is ideal for those that want to go to the beaches and look for sharks teeth,eat great local food and enjoy the beautiful Southwest Florida weather.The Wi-Fi is not the best but should run Netflix. A percent of our earnings goes to a few international charities

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.

The Oz Parlor 2.9 mi beach hot tub pool
The Oz Parlor apartment was originally the main house of this whimsical property. It has loads of charm It is a great place to relax and Just Bee... Please note I don’t have cable TV my TVs are wireless I have Netflix and Amazon prime. Located in the Historic District of Englewood a lovely walk to fine restaurants, Indian Mound Park on Lemon Bay and 2.9 miles to Englewood Beach.
Popular amenities for Englewood family-friendly rentals
Family-friendly home rentals with a hot tub

Gulfstream Haven

Peaceful Getaway just minutes from the beach

*DEC SALE! Sarasota #1 Luxury Villa w/PRIV BEACH!

A Home on the golf course W/Hot tub near Downtown

Beautiful Floridian Oasis

Private Heated Pool/Spa, 4bed/2bath, Pets Welcome

Villa Sanddollar Awaits ! 1071HS

Flourish in Florida heated pool & spa
Family- and pet-friendly home rentals

A lil country, A lil beach time

A Perfect Escape Near the Beach (Pet friendly)

Spacious 2 Bedroom Home | Near Beach | Heated Pool

Old Englewood Village Home!

Dolphin Inn near Englewood Beach

Fun Luxury Stay: Mini Golf, Pool, Bowling

1mi to #1 SHARK TOOTH Beach. Home 1+ acre Pool

PRIME Location! 60 Steps to PRIVATE BEACH Dogs OK!
Family-friendly home rentals with a pool

Bay Breeze @ManasotaKeyCondos

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

Our Happy Place. No cleaning fees! Heated pool

Tropical Oasis, pool, pelaton, golf, dog friendly

Luxury Retreat: Oasis with Pool & Putting Green.

Englewood Cottage with Pool, Hot Tub, and Fire Pit

Pool house in Englewood

☀Tropical Oasis☀Heated pool & amazing location!☀
When is the best time to visit Englewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $347 NZD | $379 NZD | $402 NZD | $349 NZD | $311 NZD | $306 NZD | $306 NZD | $290 NZD | $277 NZD | $279 NZD | $281 NZD | $306 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 810 holiday rentals in Englewood

Nightly prices starting at
Englewood holiday rentals start at $72 NZD per night before taxes and fees

Verified guest reviews
Over 15,380 verified reviews to help you choose

Pet-friendly accommodation
Find 290 rentals that welcome pets

Holiday rentals with a pool
440 properties feature pools

Rentals with dedicated workspaces
380 properties have a dedicated workspace

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

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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