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.

Immaculate Beach Studio on the Gulf
SUPERHOST
Entire condominium (condo) · 2 guests · 2 beds · 1 bath
Immaculate Beach Studio on the GulfStylish experience at this centrally located Beach Condo
New Updated Condo with Private Beach Access & Gear
SUPERHOST
Entire condominium (condo) · 4 guests · 2 beds · 1 bath
New Updated Condo with Private Beach Access & GearWalk down to your private access to beautiful Manasota Beach with miles of sandy beach and aquamarine water of the Gulf. The Bayside offers a walking easement to Lemon Bay. Perfect for kayak launching. Sunsets are free. Wi-Fi, beach towels, umbrella & beach chairs are here ready for your visit. Newly updated space with granite and stainless steel appliances. The bathroom features a separate shower and vanity/sink area to help everyone get ready for the beach. Contact the host for pet approval.
Beach Front Property w/Pool Sandy Toes #1
SUPERHOST
Entire rental unit · 4 guests · 1 bed · 1 bath
Beach Front Property w/Pool Sandy Toes #1Listen 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 on direct beach front porperty, but does not have view of beach.

Vacation rentals for every style

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Popular amenities for Englewood vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Stay near Englewood's top sights

Chadwick Park at Englewood Beach
Park · 53 locals recommend
Photo of Chadwick Park at Englewood Beach

The beaches of Punta Gorda/Englewood Beach(27.3 miles) line miles of the Gulf coast. Most are easily accessible yet quiet and remote. Our beaches attract our local treasure of abundant birds, dolphins, sea turtles and other wildlife. There are usually no big crowds here, just plenty of white sand lapped by gentle waves from the Gulf of Mexico and decorated with colorful shells and fossilized shark teeth. Beachfront park facility featuring pavilion, boardwalk, grills, picnic shelters, playground, volleyball and basketball courts, fishing, horseshoes and restrooms. Beach necessities (chairs, umbrellas, etc.) available via on-site vendor "The Beach Guy"

Susie
Susie· Miami Beach, FL
  • SUPERHOST
    1. Entire condominium (condo)
    2. Englewood
    Island Breeze #7
    $170 per night
  • SUPERHOST
    1. Entire rental unit
    2. Englewood
    BEACH FRONT Unit w/Pool Sandy Toe's #4
    $120 per night
  • SUPERHOST
    1. Entire rental unit
    2. Englewood
    Cast Away B On Beautiful Manasota Key
    $95 per night
  • SUPERHOST
    1. Entire condominium (condo)
    2. Englewood
    Manasota Key
    $165 per night
Lock 'N Key Restaurant & Pub
Seafood Restaurant · 46 locals recommend
Photo of Lock 'N Key Restaurant & Pub

They have AMAZING food!! ANDDDDDD you can have it delivered to your door! From drinks to dessert, this is definitely our fav. place to eat on the Island.

Sarah
Sarah· Marine, IL
  • SUPERHOST
    1. Entire condominium (condo)
    2. Englewood
    Steps to Water! Beach to Bay, Pool and Dock
    $119 per night
  • SUPERHOST
    1. Entire condominium (condo)
    2. Englewood
    Seventeen-Boat Slip, Pool & Beach Access!
    $150 per night
  • SUPERHOST
    1. Entire residential home
    2. Englewood
    Manasota Key Florida House Rental
    $132 per night
  • SUPERHOST
    1. Entire condominium (condo)
    2. Englewood
    Entire Beachside Condo! Don’t worry Beach Happy!
    $171 per night
SandBar Tiki & Grille
Tiki Bar · 62 locals recommend
Photo of SandBar Tiki & Grille

Everyone should go there at least once when visiting the area, don’t go just for the food, enjoy the beach bar after or during your beach visit. You never know what you’re gonna get from an entertainment perspective, but the drinks are good and the people watching can be outstanding!

Laynie
Laynie· Rotonda West, FL
  • SUPERHOST
    1. Entire guest suite
    2. Englewood
    Cozy Studio with Balcony & View of Gulf!
    $85 per night
  • SUPERHOST
    1. Entire bungalow
    2. Englewood
    BeachWay Bungalows (1519)
    $85 per night
  • SUPERHOST
    1. Entire condominium (condo)
    2. Englewood
    Bright & new condo only steps from the beach & bay
    $83 per night
  • SUPERHOST
    1. Entire bungalow
    2. Englewood
    The Dolphin Directly on the Gulf of Mexico #2B
    $200 per night

Your guide to Englewood

All About 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.


How do I get around Englewood?

Most major airlines fly into Sarasota Bradenton International Airport (SRQ), about an hour’s drive to the north. You might also try the smaller Punta Gorda Airport (PGD), which is a little bit closer (45 minutes east) but has more limited routes, served mostly by regional and low-cost airlines. You’ll likely want to rent a car at the airport, especially if you want to explore nearby destinations like Nokomis (20 minutes north) or Siesta Key (45 minutes north).


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 visit Englewood in 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.