Vacation rentals in Englewood

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Top-rated vacation rentals in Englewood

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guesthouse in Englewood
Shabby chic cottage with pool one mile from beach
This adorable shabby chic decor style studio cottage for 2 is located on one acre of old Florida landscaping. Great area for walking, biking, for exercise. Included with this home is access to a pool and large, lovely lanai, just outside the door. Head south for 7 min to historic Dearborn St or north for 3 miles to Venice. This location offers peace and tranquility combined with accessibility to endless activities nearby. 2 twins OR one King, per your preference. The pool is unheated.
$102 per night
Guest suite in Venice
Beautiful suite with independent entrance
Very well centered in town in a nice neighborhood. 5-10 min drive from multiple beautiful beaches ,movie theater, local night life, fast food and grocery stores. Master bedroom with king size bed and bathroom connected to multifunctional space that has an additional bed / couch and functions as dining room and living room, lanai also.. Microwave, mini fridge, toaster oven and kurig coffee machine are located main room. Parking for one vehicle. Seperate rear entry. TV Wifi Netflix
$65 per night
Rental unit in Englewood
BEACH FRONT Unit w/Pool Sandy Toe's #4
Directly Beach front unit. Listen to the waves, walk the beach, hunt for beautiful shells and prehistoric shark teeth, take a swim in the gulf, watch the dolphins, manatees swim by. You can even try your luck at fishing from your 75 feet of private beach. Life is good! 1 of 5 units for rent, please inquire if interested in another. 3 night minimum stay.
$114 per night

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Stay near Englewood's top sights

Photo of SandBar Tiki & Grille
SandBar Tiki & Grille160 locals recommend
Photo of Lock 'N Key Restaurant
Lock 'N Key Restaurant113 locals recommend
Photo of Chadwick Park at Englewood Beach
Chadwick Park at Englewood Beach181 locals recommend
Photo of Landy's Restaurant
Landy's Restaurant22 locals recommend
Photo of Walmart Supercenter
Walmart Supercenter71 locals recommend
Photo of Englewood Community Hospital
Englewood Community Hospital10 locals recommend

Other great vacation rentals in Englewood

Rental unit in Englewood
Super cute fun studio steps from everything beachy
$100 per night
Rental unit in Englewood
The Oz Courtyard
$99 per night
Cottage in Englewood
Waterfront-Campfires-Tiki Bar-Sunset Deck- Fishing
$99 per night
Home in Englewood
50 Shades of Fray !
$93 per night
Condo in Venice
The Studio at the Beach 56
$100 per night
Home in Port Charlotte
Luxury Custom-Built Southwest Florida Home
$105 per night
Guesthouse in Englewood
Healing, Dog-Friendly, Coastal Retreat
$75 per night
Home in Venice
Venice Island, Florida Pool House
$143 per night
Hotel room in Venice
Near Downtown/Beach | Tropical Villas Venice Beach
$109 per night
Condo in Englewood
Tropical paradise by the gulf. 🌊🏝🍹
$125 per night
Private room in Port Charlotte
Cheerful 1 bedroom with pool
$50 per night
Private room in Englewood
Private room (C), 10 minutes to the beach
$60 per night

Your guide to Englewood


Located an hour’s drive south of Sarasota on Lemon Bay, Englewood is known for its mellow beaches, birding, and any and every activity related to being on the water. On the mainland lies Old Englewood Village, a classic old Florida main street with pastel cottages and sidewalk cafes, while over the bridge, you’ll find the white-sand beaches of Manasota Key. These barrier islands and the surrounding area are riven with waterways just begging to be explored by kayak or canoe. Cast a line to catch a snook and bring your binoculars to spot an osprey, or, if you’re lucky, catch a glimpse of the elusive manatee. In the summer, loggerhead turtles nest on the island. Should you tire of the waterfront, there’s plenty more to do in the area: hit the golf course, visit the mineral springs in North Port, catch a spring training baseball game at Port Charlotte, or drive past the curious planned community of Rotonda West.

When is the best time to stay in a vacation rental in Englewood?

As the tourist brochure likes to say, it’s always summer in Sarasota County. Most people prefer to book vacation rentals here for the fall, winter, and spring, when temperatures are almost always in the 70s Fahrenheit and Gulf breezes bring maximum comfort. In the actual summer, though, the region is less than ideal, weatherwise. It can be rainy and hot, with temperatures in the 90s, not to mention humid and buggy. The water temperature is good for swimming all year round, rarely dropping below 68 degrees.

What are the top things to do in Englewood?


Just across the bridge from historic downtown Englewood, Manasota Key is home to some of the Sarasota area’s least crowded beaches. You can go for a birding walk through secluded Stump Pass Beach, looking out for frigate birds as well as gopher tortoises and manatees, or hunt for shells and shark teeth at low tide on the busier Englewood Beach.

Lemon Bay Aquatic Preserve

Waters from seven tributaries converge in this long, shallow bay that separates downtown Englewood from Manasota Key. Surrounded by seagrass, marsh, and mangroves, this biodiverse ecosystem supports some 150 bird species and 200 species of fish. You can charter an eco-tour or explore on your own with a rental kayak.

Little Gasparilla Island and Don Pedro Island State Park

These adjacent islands offer miles of beachfront to explore, as well as the sand dunes and mangrove forests of Don Pedro Island, a 230-acre state park that’s accessible only by ferry boat. Don’t forget your rod and reel, swimsuit, and SPF — and watch out for nesting sea turtles.

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