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Englewood vacation rentals

Book unique homes, vacation rentals, and more on Airbnb

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Popular amenities for Englewood vacation rentals

Stay near Englewood's top sights

Blind Pass Beach74 locals recommend
Ann & Chuck Dever Regional Park25 locals recommend
SandBar Tiki & Grille159 locals recommend
Farlows on the Water135 locals recommend
Walmart Supercenter71 locals recommend
Indian Mound Park23 locals recommend

Englewood beach vacation rentals

Guest favorite
Condo in Englewood
A Beautiful Sunset Awaits - Steps to Beach
Nov 17 – 24
$145 per night
4.88 out of 5 average rating, 110 reviews
Guest favorite
Apartment in Venice
Hales Corner, Cozy & Private Beach Town Getaway
Dec 6 – 13
$140 per night
4.99 out of 5 average rating, 376 reviews
Guest favorite
Guesthouse in Osprey
Cozy Cottage by the Bay
May 15 – 22
$69 per night
4.99 out of 5 average rating, 280 reviews
Guest favorite
Cottage in Nokomis
Staycation Sanctuary - 100% Smoke-Free Property
Jul 19 – 26
$102 per night
4.98 out of 5 average rating, 123 reviews
Guest favorite
Condo in Venice
The Studio at the Beach 56
Aug 22 – 29
$110 per night
4.86 out of 5 average rating, 132 reviews
Guest favorite
Home in Englewood
PRIME Location! 60 Steps to PRIVATE BEACH Dogs OK!
Dec 17 – 24
$473 per night
4.98 out of 5 average rating, 106 reviews
Superhost
Guesthouse in Englewood
Gulf front romantic cottage in paradise
Oct 7 – 14
$289 per night
4.93 out of 5 average rating, 230 reviews
Guest favorite
Home in Englewood
Cozy Englewood Getaway
Dec 14 – 21
$100 per night
4.88 out of 5 average rating, 17 reviews

Englewood home rentals

Guest favorite
Home in Englewood
New Home w/ Pool, 10 mins to Manasota Key beaches
Aug 12 – 19
$191 per night
4.95 out of 5 average rating, 133 reviews
Guest favorite
Home in Port Charlotte
Cute cheery peaceful canal home fishing fun 3B/2B
Nov 12 – 19
$101 per night
4.98 out of 5 average rating, 137 reviews
Guest favorite
Home in Rotonda West
❤ROTONDA RETREAT❤*Spacious*Fully Furnished*Pool*
Sep 21 – 28
$143 per night
4.9 out of 5 average rating, 150 reviews
Guest favorite
Home in Port Charlotte
Bright and sunny Port Charlotte home
Sep 4 – 11
$111 per night
4.81 out of 5 average rating, 231 reviews
Guest favorite
Home in Venice
Vacation Rental with private swimming pool
Sep 2 – 9
$133 per night
4.91 out of 5 average rating, 164 reviews
Guest favorite
Home in Englewood
Unique-Cotton Cottage
Sep 14 – 21
$100 per night
4.97 out of 5 average rating, 31 reviews
Guest favorite
Home in Englewood
Our favorite quiet place
Jul 3 – 10
$110 per night
5.0 out of 5 average rating, 51 reviews
Guest favorite
Home in Englewood
Florida Gulf Coast Get-Away
Oct 11 – 18
$100 per night
4.93 out of 5 average rating, 81 reviews

Englewood villa rentals

Superhost
Villa in Nokomis
APR SALE! Sarasota Family BEACH Villa 2KING BR/2BA
Jun 16 – 23
$161 per night
4.91 out of 5 average rating, 138 reviews
Guest favorite
Villa in Englewood
Casa Blu: Serene Pool Villa, Close to Beach
Oct 15 – 22
$113 per night
4.92 out of 5 average rating, 85 reviews
Guest favorite
Villa in Rotonda West
Enjoy Sunny Waterfront Beaches, Golf/fishing Home
Jun 21 – 28
$121 per night
5.0 out of 5 average rating, 37 reviews
Guest favorite
Villa in Rotonda West
Secluded Paradise,Heated Pool,Beaches and Golf n.
Nov 16 – 23
$182 per night
5.0 out of 5 average rating, 31 reviews
Guest favorite
Villa in Rotonda West
Stunning Villa in Golfer's Paradise/Canal Views
Nov 30 – Dec 7
$163 per night
5.0 out of 5 average rating, 15 reviews
Guest favorite
Villa in Englewood
Ocean View Two Bedroom Villa Manasota Key
May 27 – Jun 3
$672 per night
5.0 out of 5 average rating, 27 reviews
Guest favorite
Villa in Englewood
Beach Amore
Aug 31 – Sep 7
$726 per night
4.71 out of 5 average rating, 7 reviews
Guest favorite
Villa in Rotonda West
Villa Riverside for 6 persons with private pool
Aug 5 – 12
$140 per night
5.0 out of 5 average rating, 14 reviews

Quick stats about vacation rentals in Englewood

Total rentals

690 properties

Rentals with dedicated workspaces

320 properties have a dedicated workspace

Rentals with a pool

310 properties have a pool

Pet-friendly rentals

240 properties allow pets

Family-friendly rentals

520 properties are a good fit for families

Total number of reviews

17K reviews

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

  • Are there vacation rentals near Englewood's top attractions?

    You're in luck! Stay at the heart of it all with our vacation rentals near Englewood's top attractions. We offer over 2,750 vacation rentals near SandBar Tiki & Grille, over 2,750 vacation rentals near Chadwick Park at Englewood Beach, and over 2,750 vacation rentals near Lock ''N Key Restaurant, and so much more! Experience the best of Englewood right on your doorstep.

  • 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 340 house rentals, over 20 villa rentals to over 40 cottage rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.

  • Where should I stay in Englewood?

    Make yourself at home in Englewood by choosing from our most frequently booked neighborhoods. We have over 130 vacation rentals in Englewood Isles, and over 770 vacation rentals in Old Englewood Village.

  • Are there vacation rentals with a dedicated workspace in Englewood?

    Yes! Work meets play with ease at over 320 vacation rentals in Englewood featuring dedicated workspaces. Stay connected and productive 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 240 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in villa rentals in Englewood?

    Experience the best of Englewood with our villa rentals, starting at about $180 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there Englewood villa rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 villa rentals with pools in Englewood, available on Airbnb. Make a splash and soak up the sun in style!

  • Do villa rentals in Englewood have a bbq area?

    Absolutely! We offer over 10 villa rentals with a bbq area in Englewood. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in Englewood have self check-in?

    Absolutely! We offer over 10 villa rentals with self check-in in Englewood. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Englewood have a gym?

    Absolutely! We offer over 10 house rentals with a gym in Englewood. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Sarasota County
  5. Englewood