
Family-friendly holiday rentals in Englewood
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Top-rated family-friendly rentals in Englewood
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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)

A lil country, A lil beach time
* Enjoy the lovely setting of this romantic spot in nature, a full acre with a small pond! Only 45 minutes to most beaches. Beautiful country with small antique town and parks to explore. Private acre close to farm. Walk out the door and see farm animals and a lovely pond. 2 loft bedrooms with queen beds. Downstairs has a daybed. Kitchenette complete with fridge sink and cook stove. Outside bar area on one side and the other has a fire pit and hammock. So the WiFi iffy. . plenty of DVD’s!

Free kayak/bikes/walk to beach/full cottage #1
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.

Amazing Sunsets just 50 steps to uncrowded beach
Escape to your dream coastal retreat! This exquisite 2- king bedroom, 2-bathroom home is a paradise, located just steps from the beach. Nestled among swaying palm trees, this haven offers a serene oasis where the calming sounds of the water create a tranquil atmosphere for you and your loved ones. Live among palm trees, with the ocean as your neighbor and the sand as your playground. Natural light floods the modern interior through the large windows creating a warm and inviting atmosphere.

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.

The Oz Tree House over looking Hot tub, Pool
The Tree house apartment has its own entrance and off street parking. Two blocks from Dearborn St. and 2.9 miles to the beach. Light and airy in a private setting with gardens, hammock, fire pit a quiet and peaceful, walking distance to everything the historic district of Old Englewood has to offer. Public tennis courts, great restaurants with live music and once a week a fantastic Farmers Market comes to town! Lemon Bay and Indian Mound are a nice walk to enjoy the sunsets

*New Listing* ☀️TheAquaOasis🌴Pool-6 miles to beach
Welcome to the Aqua Oasis! This home was built in 2020 and located just 6 miles to multiple beaches in sunny Englewood, FL! The home consists of 3 bedrooms & 2 full baths, an option to heat the outdoor pool, relaxing outdoor chairs around a gas fire pit, fenced in back yard to let your pets roam, and a gas grill to whip up your favorite meals! If your family desires your own, private space and private pool, but you want close proximity to local beaches- THIS IS FOR YOU!

Blue Cottage Suite- Peaceful Old Englewood Charm!
This charming rental is in historic Old Englewood right at the edge of Lemon Bay. The Blue Cottage is in a quiet neighborhood just 4 blocks from Dearborn Avenue with all great entertainment, eclectic shopping and restaurants, live music, and more. The Front porch pictured is part of the main house and is NOT included for use while renting the Blue Cottage Suite. IF the main home is vacant during your stay, I will let you know and it can be used during that time.

Pool Home: Near the Beach
Come and relax at the perfect vacation getaway for your family in peaceful Englewood Florida. Only 12 minutes from Gulf beaches. Go out and explore the many amazing beaches, bays, lakes and rivers or lay back, relax and enjoy the beautiful private pool and dining on the lanai from your back door. Fully equipped kitchen for all your cooking needs: coffee maker, blender, and more. Clean, new home that will make you feel cozy and comfortable while on vacation.

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
Popular amenities for Englewood family-friendly rentals
Family-friendly home rentals with a hot tub

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

Gulfstream Haven

Oct SALE! Private Sarasota #1 Luxery beach Villa

Englewood Cottage with Pool, Hot Tub, and Fire Pit

Exotic Escape home! w/ Heated Pool & Luxurious Spa

Ocean view, Totally remodeled, Beach Home!

Flourish in Florida heated pool & spa

Ultimate Luxury:Spa/Pool/Outdoor Kitchen/Firepits
Family- and pet-friendly home rentals

Suite Sun

50 Shades of Fray !

Sunny Florida Home | Private Yard + Patio

Old Englewood Village Home!

Fun Luxury Stay: Mini Golf, Pool, Bowling

Blue Bungalow-Quaint & Quiet-Perfect Getaway!

Coral Cottage

"Lost Loon" Oceanfront Cottage by Roxy Rentals
Family-friendly home rentals with a pool

Sunset Beach

A Perfect Escape Near the Beach (Pet friendly)

Turtle Bay - minutes to Boca Grande!

Spacious 2BR 2BA Beach Condo for Perfect Vacation

Family Fun-Relaxing Home w/heated Pool & Game Room

*Pinehurst Paradise* Pool-3 Bed/3 Bath-Golf View

Gulf front romantic cottage in paradise

Villa Sanddollar Awaits ! 1071HS
Quick stats about holiday rentals that are family-friendly in Englewood
Total rentals
810 properties
Nightly prices starting at
£30 before taxes and fees
Total number of reviews
15K reviews
Pet-friendly rentals
290 properties allow pets
Rentals with a pool
440 properties have a pool
Rentals with dedicated workspaces
380 properties have a dedicated workspace
Destinations to explore
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- Rentals with beach access Englewood
- Family-friendly rentals Sarasota County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Captiva Island
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- Caspersen Beach
- Coquina Beach
- Lido Key Beach
- Anna Maria Public Beach
- Cortez Beach
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- Lakewood National Golf Club
- Point Of Rocks
- Marie Selby Botanical Gardens
- Blind Pass Beach
- Myakka River State Park
- South Jetty Beach
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- Boca Grande Pass
- Tara Golf & Country Club