
Vacation rentals in Englewood
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Top-rated vacation rentals in Englewood
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Vacation rentals for every style
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Popular amenities for Englewood vacation rentals
Englewood beach vacation rentals

Key Condo located on Manasota Key

Entire Beachside Condo! Don’t worry Beach Happy!

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

Sunset Beach House

Turtle Bay 1B Manasota Key Condo

Vintage Villa, Thirty-Five

Ocean View Villa Manasota Key

Sun-Soaked Beach House
Other great vacation rentals in Englewood

Suite Sun

-Home by Englewood Beach-

6 Miles to Beaches | Cozy Home w/ Screened Lanai

Coral Cottage

"Lost Loon" Oceanfront Cottage by Roxy Rentals

Free Heated Pool! Mins from Beach! Private Oasis!

Lemon Bay Retreat-Boat/Jet Ski Hoist!

Manasota Key to Relaxation
Quick stats about vacation rentals in Englewood
Total rentals
990 properties
Total number of reviews
23K reviews
Family-friendly rentals
780 properties are a good fit for families
Pet-friendly rentals
370 properties allow pets
Rentals with a pool
500 properties have a pool
Rentals with dedicated workspaces
430 properties have a dedicated workspace
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.
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.
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.
Frequently Asked Questions
Where should I stay in Englewood?
Make yourself at home in Englewood by choosing from our most frequently booked neighborhoods. We have over 190 vacation rentals in Englewood Isles, and over 950 vacation rentals in Old Englewood Village.
What types of vacation rentals are available in Englewood?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Englewood. From over 510 house rentals to over 30 cottage rentals, we've got you covered.
Are there vacation rentals with a dedicated workspace in Englewood?
Yes! Work meets play with ease at over 430 vacation rentals in Englewood featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in cottage rentals in Englewood?
Experience the best of Englewood with our cottage rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Englewood?
Four-legged friends are welcome in Englewood. Choose from more than 370 vacation rentals for guests traveling with pets.
Do condo rentals in Englewood have a gym?
Absolutely! We offer over 10 condo rentals with a gym in Englewood. Enjoy a tailored experience with all the comforts you desire.
Are there Englewood apartment rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 40 apartment rentals with pools in Englewood, available on Airbnb. Make a splash and soak up the sun in style!
Do bungalow rentals in Englewood have a bbq area?
Absolutely! We offer over 10 bungalow rentals with a bbq area in Englewood. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Englewood have self check-in?
Absolutely! We offer over 10 apartment rentals with self check-in in Englewood. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Englewood have wifi?
Absolutely! We offer over 110 apartment rentals with wifi in Englewood. Enjoy a tailored experience with all the comforts you desire.
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- Rentals with a patio Englewood
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- Rentals with pools Englewood
- Family-friendly rentals Englewood
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- Pet-friendly rentals Englewood
- Rentals with a hot tub Englewood
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Captiva Island
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Anna Maria Public Beach
- Coquina Beach
- Cortez Beach
- Lido Key Beach
- Manasota Key Beach
- Lovers Key Beach
- River Strand Golf and Country Club
- Point Of Rocks
- Englewood Beach
- Marie Selby Botanical Gardens
- Lakewood National Golf Club
- North Jetty Beach
- South Jetty Beach
- Blind Pass Beach
- Stump Pass Beach State Park
- Gasparilla Island State Park
- Myakka River State Park