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Englewood vacation rentals

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Top-rated vacation rentals in Englewood

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Condo in Englewood
Steps to private beach - Gulf to Bay 2 bdrm Condo
Come visit Manasota Key and stay in this well decorated first floor beach condo with over 1100 sqft of living space. Walk outside the screened-in lanai to be steps away from the heated swimming pool. Tamarind is a Gulf-to-Bay complex with beautiful and well kept grounds. Enjoy the private beach with amazing views of the Gulf, with the ability to easily visit the four public beaches of Manasota Key shelling and sharks teeth! You can also experience boating, kayaking or fishing in Lemon Bay!
$99 per night
Rental unit in Englewood
The Oz Courtyard
The Oz House is old and funky... The Courtyard is a magical place with its own private garden. The pergola has a two person swing and night blooming Jasmin. Your own hammock and chimera all privately set away from the rest of the Oz House. The pool and hot tub are in the main gardens shared by all who visit Oz It’s a wonderful getaway for anyone wanting to just BEE...
$111 per night
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Rental unit in Englewood
BEACH FRONT Unit w/Pool Sandy Toes #3
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 at the beach! Unit is 1 of 5 on property, if interested in others, please inquire with me about dates.
$140 per night
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Stay near Englewood's top sights

Photo of Blind Pass Beach
Blind Pass Beach74 locals recommend
Photo of Walmart Supercenter
Walmart Supercenter71 locals recommend
Photo of SandBar Tiki & Grille
SandBar Tiki & Grille160 locals recommend
Photo of Lock 'N Key Restaurant
Lock 'N Key Restaurant113 locals recommend
Photo of Farlows on the Water
Farlows on the Water135 locals recommend
Photo of White Elephant Pub
White Elephant Pub58 locals recommend

Englewood house rentals

Home in Rotonda West
The best place to stay in Port Charlotte
$99 per night
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Private room in Englewood
Endless Summer
$104 per night
Home in Englewood
Cozy 2 Bedroom home minutes from the beach
$150 per night
Home in Englewood
New Home w/ Pool, 10 mins to Manasota Key beaches
$175 per night
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Home in Englewood
Gray Road Cottage. .. Coastal In the Woods
$141 per night
Home in Englewood
Anchors Away
$103 per night
Home in Englewood
Entire Home - 2 Bedroom/Bath with Hot Tub
$139 per night
Home in Englewood
Coastal Home Away From Home with Pool
$193 per night
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Home in Englewood
Englewood, Fl 2 bedroom home with heated pool.
$171 per night
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Home in Englewood
Cozy Englewood Getaway
$100 per night
Home in Englewood
NEW! Coastal Oasis w/ Shared Pool, 2 Mi to Beach!
$176 per night
Home in Englewood
Family-Friendly Englewood Home w/ Canal Access!
$101 per night

Englewood winter vacation rentals

Condo in Englewood
New Updated Condo with Private Beach Access & Gear
$176 per night
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Bungalow in Englewood
Makingmemoriesvacationrental Bay front cottage
$120 per night
Condo in Englewood
Cozy Ground Floor Studio - Great Kitchen
$156 per night
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Bungalow in Englewood
TROPICAL OASIS, MINUTES FROM THE BEACH!!
$112 per night
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Condo in Englewood
Condo on the bay with pool, dock, and public beach
$140 per night
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Guesthouse in Englewood
Shabby chic cottage with pool one mile from beach
$108 per night
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Cottage in Englewood
Magnolia Cottages
$69 per night
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Cottage in Englewood
Free kayak/bikes/walk to beach/full cottage
$135 per night
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Guest suite in Englewood
Cozy Studio with Balcony & View of Gulf!
$100 per night
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Rental unit in Englewood
BEACH FRONT Unit w/Pool Sandy Toe's #4
$140 per night
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Rental unit in Englewood
BEACH FRONT, unit w/Pool Sandy Toes Penthouse
$191 per night
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Condo in Englewood
New! Condo with Pvt Beach Access & Beach Gear
$211 per night
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Englewood beach vacation rentals

Rental unit in Englewood
BEACH FRONT Unit w/ Pool Sandy Toe's # 5
$197 per night
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Rental unit in Englewood
New. ON THE KEY! PRIVATE GULF ACCESS . Starfish 2C
$225 per night
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Guesthouse in Englewood
Bayfront~Kayaks~Nearby Private Beach Access~Dock
$175 per night
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Rental unit in Englewood
Super cute fun studio steps from everything beachy
$122 per night
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Cottage in Englewood
Free Kayaks/bikes/walk to beach/pet friendly
$150 per night
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Guest suite in Englewood
Direct Bayfront~Kayaks~Private Beach Access nearby
$196 per night
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Condo in Englewood
Best Value on Manasota Key and Steps to Lemon Bay
$155 per night
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Condo in Englewood
Island Breeze #7
$196 per night
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Condo in Englewood
Walk to beach~Sleeps 6 (B1)
$219 per night
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Condo in Englewood
A Beautiful Sunset Awaits - Steps to Beach
$180 per night
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Condo in Englewood
New! Lovely 1st-floor condo w/ pvt beach access
$175 per night
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Hotel room in Englewood
Sand Dollar Room
$155 per night

Your guide to Englewood

Introduction

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?

Beaches

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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