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Englewood vacation rentals

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Top-rated vacation rentals in Englewood

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

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. This is old Florida at its best. 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. The unit is furnished.
$230 per night
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Rental unit in Englewood
BEACH FRONT Unit w/ Pool Sandy Toe's # 5
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... Unit is 1 of 5, if interested in others, please inquire with me about dates. 3 night minimum stay The pool will be closed the first week of January 2022 due to repair of the pool deck.
$150 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.
$120 per night
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Stay near Englewood's top sights

Photo of Blind Pass Beach
Blind Pass Beach74 locals recommend
Photo of SandBar Tiki & Grille
SandBar Tiki & Grille160 locals recommend
Photo of Walmart Supercenter
Walmart Supercenter71 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 Englewood
New Home w/ Pool, 10 mins to Manasota Key beaches
$175 per night
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Home in Englewood
Englewood, Fl 2 bedroom home with heated pool.
$150 per night
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Home in Englewood
Amazing Views~Kayaks~Private Beach Access Nearby
$206 per night
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Home in Englewood
Family-Friendly Englewood Home w/ Canal Access!
$116 per night
Home in Englewood
Florida Gulf Coast Get-Away
$100 per night
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Home in Englewood
Clean & Comfy Beach Cottage super-close to Gulf!
$100 per night
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Home in Englewood
Englewood Escape w/ Screened-In Pool & Grill
$246 per night
Private room in Englewood
Olde Englewood Charm
$68 per night
Home in Englewood
Freshly updated retreat 2 mi from Englewood beach!
$235 per night
Home in Englewood
Making Memories By the CCCC
$190 per night
Home in Englewood
The Blue Cottage-Your next home away from home!
$185 per night
Home in Englewood
Lake House w/ Game Room- 5 mins to the beach
$298 per night
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Englewood winter vacation rentals

Cottage in Englewood
Free kayak/bikes/walk to beach/full cottage
$155 per night
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Guesthouse in Englewood
Shabby chic cottage with pool one mile from beach
$104 per night
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Condo in Englewood
Walk to beach~Sleeps 6 (B2)
$200 per night
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Condo in Englewood
Immaculate Beach Studio on the Gulf
$198 per night
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Rental unit in Englewood
The Oz Courtyard
$113 per night
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Cottage in Englewood
INCREDIBLE DIRECT ON THE BEACH COTTAGE! ADORABLE!
$400 per night
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Condo in Englewood
New! Condo with Pvt Beach Access & Beach Gear
$220 per night
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Bungalow in Englewood
TROPICAL OASIS, MINUTES FROM THE BEACH!!
$129 per night
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Bungalow in Englewood
Makingmemoriesvacationrental Bay front cottage
$103 per night
Condo in Englewood
Vacay on the Beach !
$177 per night
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Rental unit in Englewood
Palm Bay Tree House- 1 bed/1bath Updated Apartment
$120 per night
Cottage in Englewood
GOOD SHAPE after Ian
$270 per night
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Englewood beach vacation rentals

Vacation home in Englewood
Mermaid House on Wilhelm A- Manasota Key, FL
$216 per night
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Rental unit in Englewood
New. ON THE KEY! PRIVATE GULF ACCESS . Starfish 2C
$244 per night
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Rental unit in Englewood
Starfish 2D. On Manasota Key. Private beach access
$222 per night
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Guest suite in Englewood
Cozy Studio with Balcony & View of Gulf!
$96 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
Island Breeze #8
$190 per night
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Villa in Englewood
GOOD SHAPE after Ian
$249 per night
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Tiny home in Englewood
GOOD SHAPE after Ian
$245 per night
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Condo in Englewood
Waterfront Condo 3A on Manasota Key with Heated Pool
$224 per night
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Villa in Englewood
GOOD SHAPE after Ian
$251 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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Stays in Old Englewood Village

Guesthouse in Englewood
Blue Bungalow-Quaint & Quiet-Perfect Getaway!
$145 per night
Guest suite in Englewood
Blue Cottage Suite- Peaceful Old Englewood Charm!
$124 per night
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Bungalow in Englewood
Lemon Bay Cottage in Historic Englewood Village
$150 per night
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Home in Englewood
The Purple Petunia
$162 per night
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Stays in Englewood Isles

Home in Englewood
Your own piece of Paradise
$210 per night
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Home in Englewood
Quiet Englewood Home Near Manasota Key
$170 per night
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Villa in Venice
Gondola Dr house with private swimming pool
$135 per night
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Rental unit in Englewood
Entire guest suite, pool, 2,5ml to Manasota beach
$85 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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