Family-friendly vacation rentals in Englewood

Guest suite in Port Charlotte

4.96 out of 5 average rating, 128 reviews

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.

4.9 out of 5 average rating, 162 reviews

An aerial view captures the coastline of Manasota Key, showcasing the blue-green waters and sandy beach. The surrounding area features a mix of residential buildings and green spaces, with multiple boats visible in the water and a bridge connecting to nearby islands.

Cottage in Englewood

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.

4.96 out of 5 average rating, 140 reviews

An aerial view showcases a raised townhome surrounded by palm trees, with the beach and ocean visible in the background. The home's light blue exterior complements the coastal setting, while a spacious deck on the lower level offers an inviting space for relaxation.

Townhouse in Englewood

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.

A spacious patio area is showcased, featuring a comfortable sectional sofa adorned with colorful pillows. A coffee table is positioned in front, while the heated pool and a wooden pergola are visible through large screened windows, enhancing the outdoor experience.

4.99 out of 5 average rating, 113 reviews

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.

An aerial view of the Aqua Oasis highlights a screened patio area with a gas grill and outdoor seating around a fire pit. A private pool, illuminated in soft green, adds a tranquil touch. Surrounding greenery enhances the outdoor space.

5 out of 5 average rating, 117 reviews

*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!

5 out of 5 average rating, 31 reviews

A green and cream converted school bus is parked along a gravel pathway surrounded by lush palm trees and greenery. Natural wooden logs are arranged along the edge of the path, enhancing the serene atmosphere of the setting.

Bus in Englewood

The Beach Bus - Skoolie Camping!

Welcome to the Beach Bus! Embark on a one-of-a-kind adventure where the nostalgia of schoolyard memories meets the tranquility of Florida’s coastal charm. Our lovingly converted 2007 Thomas school bus, once a beacon of learning, now offers a serene escape nestled among the whispering palms and lush greenery of Florida’s beautiful gulf coastline! But don't stop there...your only minutes to the best beaches the Gulf has to offer! Make it memorable, make it ⛱️ Beach Bus 🏝

4.91 out of 5 average rating, 175 reviews

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.

4.9 out of 5 average rating, 209 reviews

A beachfront property is depicted, featuring a two-story structure with a spacious porch. Surrounding landscape includes sand and lush greenery, leading to the waves of the Gulf of Mexico. Sunbathers are seen in the distance, enjoying the beach atmosphere.

Condo in Englewood

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.

Vacation home in Englewood

The exterior of the house is showcased, featuring a two-story structure with a blue façade. A staircase leads to the upper level, which is adorned with a porch that includes white railings and welcoming outdoor seating. Palms and other greenery surround the property, complementing the coastal ambiance.

4.96 out of 5 average rating, 101 reviews

Mermaid House on Wilhelm A- Manasota Key, FL

The Mermaid House on Wilhelm survived Milton and is still a wonderful getaway on Manasota Key. Just 120 steps to the beach with everything you need to make your stay perfect. Get the privacy of Manasota and a variety of nightlife close by on the island. The entire upper is yours with this rental. The house has a full kitchen, Smart TVs and 1 gig internet. Sit on the porch, enjoy a glass on wine and the perfect view of the gulf.

4.92 out of 5 average rating, 231 reviews

An entrance is framed by lush palm trees and tropical foliage. A concrete path leads to a door, showcasing a welcoming façade with a single window providing natural light.

Guesthouse in Englewood

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

4.96 out of 5 average rating, 202 reviews

A bright and airy kitchen area is visible, featuring white cabinetry and a refrigerator. A large island with bar seating is positioned in the foreground. Light-colored tile flooring complements the soft yellow walls, and natural light streams through a window, illuminating the space.

Bungalow in Englewood

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.

5 out of 5 average rating, 246 reviews

Apartment in Englewood

The Oz Parlor 2.9 mi beach

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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.96 out of 5 average rating, 53 reviews

A tropical hut features a thatched roof and ambient lighting, creating a serene atmosphere. Two lounge chairs are positioned under the shelter, and a wooden bed is visible in the background. Palm trees outline the area, enhancing the private outdoor setting.

Hut in Port Charlotte

Coco Plum

5 out of 5 average rating, 44 reviews

Home in Manasota Key

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

Superhost

An aerial view of Manasota Key showcases the expansive beach lined with soft sand and crushed shell. The vacation home is highlighted, surrounded by lush greenery and close proximity to the warm Gulf waters, with clear blue skies enhancing the tranquil environment.

Bungalow in Englewood

4.79 out of 5 average rating, 100 reviews

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

The entryway features a welcoming message on the wall, accompanied by a decorative wreath and a small side table in a vibrant red hue. A patterned area rug lies beneath, adding a touch of comfort to the space, which is illuminated by natural light from the nearby door.

4.85 out of 5 average rating, 151 reviews

Gulfstream Haven

4.99 out of 5 average rating, 103 reviews

A single-story house is presented with a light-colored exterior and a gently sloping roof. Lush greenery surrounds the property, including palm trees and ornamental shrubbery. A paved driveway leads to a two-car garage, while a clear blue sky completes the inviting exterior view.

Home in Nokomis

Peaceful Getaway just minutes from the beach

4.97 out of 5 average rating, 344 reviews

A stunning pool area is surrounded by lush greenery and tropical plants. A prominent rock feature with multiple waterfalls is visible, providing a serene focal point in the outdoor space. The vibrant blue water complements the natural elements, creating a tranquil retreat.

Island in Sarasota

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

4.92 out of 5 average rating, 102 reviews

Home in North Port

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

A tranquil pool area is enclosed by a black screen, offering privacy and protection. The crystal-clear water of the pool reflects the surroundings, with lush greenery visible through the screens. The shallow ledge provides an inviting space for relaxation.

4.97 out of 5 average rating, 34 reviews

Villa Sanddollar Awaits ! 1071HS

Family- and pet-friendly home rentals

4.88 out of 5 average rating, 165 reviews

A cozy interior space features a daybed with a patterned cover and a wooden loft ladder leading to the sleeping area. Natural light filters through the windows, illuminating the wood accents and the kitchenette area with appliances visible in the background.

Farm stay in Arcadia

A lil country, A lil beach time

A private pool rests within a screened enclosure, surrounded by a paved patio. Colorful lounge chairs are positioned beside the clear blue water, with palm trees and an umbrella visible in the background, creating a serene outdoor space for relaxation.

5 out of 5 average rating, 25 reviews

A Perfect Escape Near the Beach (Pet friendly)

5 out of 5 average rating, 11 reviews

Home in Rotonda West

Tropical Oasis, pool, golf, dog friendly

The kitchen features pale blue walls, complemented by white cabinetry and a light wood countertop. Stainless steel appliances are arranged along the walls, while a dining area with black chairs stands to the left. A nautical-themed decor item enhances the inviting atmosphere.

4.94 out of 5 average rating, 16 reviews

Old Englewood Village Home!

4.92 out of 5 average rating, 12 reviews

A single-story house with a red tiled roof is shown among lush greenery. Light blue shutters adorn the windows, and a small bench sits on a gravel pathway, with tall trees in the background providing shade.

Bungalow in Englewood

Private 1mi to Beach. 1+ acre Pool & Pickleball

A vibrant blue exterior of the home is showcased, framed by tall palm trees under a partly cloudy sky. A spacious driveway is visible, providing ample parking space in front of the house, which features a welcoming façade with multiple windows.

4.98 out of 5 average rating, 135 reviews

PRIME Location! 60 Steps to PRIVATE BEACH Dogs OK!

4.98 out of 5 average rating, 121 reviews

The living area features a comfortable sofa adorned with decorative pillows and a woven chair. Natural light filters through a large window, enhancing the space. A wooden coffee table sits in the center, with a decorative bowl and greenery on display, while soft curtains frame the window.

Guesthouse in Englewood

Blue Bungalow-Quaint & Quiet-Perfect Getaway!

5 out of 5 average rating, 14 reviews

A year-round heated pool is surrounded by sun loungers, offering a spacious area for relaxation. Palm trees line the background, and the view extends toward the water under a clear blue sky with scattered clouds.

Condo in Port Charlotte

Private Beach, Fishing Dock & Heated Pool Paradise

Family-friendly home rentals with a pool

4.96 out of 5 average rating, 124 reviews

A two-story building is shown, featuring a wraparound porch adorned with railings and chairs. Lush green foliage leads to a sandy path, inviting access to the beach. The sky is partly cloudy, enhancing the coastal ambiance of the location.

Condo in Englewood

Sunset Beach

4.98 out of 5 average rating, 103 reviews

A spacious bathroom showcases a freestanding bathtub beside a large mirror with stylish lighting. Natural light filters through two windows adorned with sheer curtains. A modern sink area with sleek cabinetry complements the light grey walls, providing an airy and relaxing atmosphere.

Villa in Englewood

Coastal Retreat Villa with pool • near beaches

4.97 out of 5 average rating, 31 reviews

The exterior of a remodeled home is framed by soft sunset hues, revealing a welcoming entrance with large windows. A landscaped lawn features low-maintenance plants along the pathway leading to the front door, complemented by a spacious driveway and garage.

Home in Rotonda West

Luxury Retreat: Oasis with Pool & Putting Green.

5 out of 5 average rating, 8 reviews

A contemporary dining area features a round table set for four, surrounded by sleek chairs. Large glass walls provide abundant natural light, revealing views of the outdoor space. A modern chandelier hangs above, adding an elegant touch to the inviting atmosphere.

Home in Rotonda West

Turtle Bay - minutes to Boca Grande!

4.97 out of 5 average rating, 87 reviews

Villa in Englewood

Heated Pool, Game Room, Family Fun,6 mins to Beach

An inviting outdoor space features a screened lanai with a private pool. A colorful sunset casts reflections on the water. Comfortable seating areas are positioned nearby, along with a dining space and a small basketball hoop at the poolside.

5 out of 5 average rating, 42 reviews

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

A screened-in patio features a serene saltwater pool, bordered by tan pavers. Lounge chairs and a dining table are positioned nearby, with teal and white area rugs adding a splash of color. The pool is framed by large windows, enhancing the open feel of the space.

4.98 out of 5 average rating, 66 reviews

5 O'Clock Somewhere - 2/2 - screened heated pool

A vibrant outdoor space features a heated pool illuminated with colorful lights. Lounge chairs are arranged near the pool, accompanied by a large umbrella adorned with string lights. Surrounding glass doors offer views into the inviting indoor living areas.