Englewood vacation rentals

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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
Indian Mound Park23 locals recommend
Walmart Supercenter71 locals recommend

Other great vacation rentals in Englewood

Guest favorite

Condo in Englewood

4.94 out of 5 average rating, 116 reviews

Gulf Side Condo Englewood Florida

Aug 31 – Sep 7

G$39,862 GYD per night
Guest favorite

Villa in Englewood

4.92 out of 5 average rating, 111 reviews

Magnificent Waterfront! Kayaks-Pool-Beach! gs

Oct 20 – 27

G$31,649 GYD per night
Guest favorite

Apartment in Englewood

4.92 out of 5 average rating, 125 reviews

Shoreview Beach House, Unit A

Oct 23 – 30

G$39,666 GYD per night
Guest favorite

Condo in Englewood

4.89 out of 5 average rating, 116 reviews

A Beautiful Sunset Awaits - Steps to Beach

Aug 7 – 14

G$36,456 GYD per night
Guest favorite

Cottage in Nokomis

4.98 out of 5 average rating, 123 reviews

Staycation Sanctuary - 100% Smoke-Free Property

Aug 11 – 18

G$24,948 GYD per night
Guest favorite

Home in Englewood

4.98 out of 5 average rating, 107 reviews

PRIME Location! 60 Steps to PRIVATE BEACH Dogs OK!

Jul 29 – Aug 5

G$105,498 GYD per night
Guest favorite

Guesthouse in Osprey

4.99 out of 5 average rating, 286 reviews

Cozy Cottage by the Bay

Jul 25 – Aug 1

G$16,616 GYD per night
Guest favorite

Condo in Venice

4.87 out of 5 average rating, 141 reviews

The Studio at the Beach 56

May 17 – 24

G$26,539 GYD per night

Englewood home rentals

Guest favorite

Home in Englewood

4.95 out of 5 average rating, 116 reviews

"Lighthouse" 7 mins from Beach, direct gulf access

Nov 10 – 17

G$38,948 GYD per night
Guest favorite

Home in Port Charlotte

4.92 out of 5 average rating, 143 reviews

Unit A Beautiful Vacation Home for You w/King Bed.

Jun 29 – Jul 6

G$24,149 GYD per night
Guest favorite

Home in Venice

4.93 out of 5 average rating, 108 reviews

A Dream Come True

Sep 5 – 12

G$28,298 GYD per night
Guest favorite

Home in Englewood

4.92 out of 5 average rating, 76 reviews

Quiet Englewood Home Near Manasota Key

Sep 14 – 21

G$20,889 GYD per night
Guest favorite

Home in Englewood

4.97 out of 5 average rating, 34 reviews

Unique-Cotton Cottage

Aug 27 – Sep 3

G$24,366 GYD per night
Guest favorite

Home in Englewood

4.88 out of 5 average rating, 8 reviews

3 miles to beach, sleeps 5, fenced yard for pup

Aug 8 – 15

G$23,854 GYD per night
Guest favorite

Home in Englewood

5.0 out of 5 average rating, 23 reviews

Sunny Florida Escape! 10 min drive to the beach.

Aug 31 – Sep 7

G$29,209 GYD per night
Guest favorite

Home in Englewood

4.94 out of 5 average rating, 47 reviews

Modern & Cozy Home, close to beach & Dearborn St

Jul 21 – 28

G$21,827 GYD per night

Beach home rentals in Englewood

Guest favorite

Home in Port Charlotte

4.82 out of 5 average rating, 240 reviews

Bright and sunny home. King bed, dog friendly.

Jun 23 – 30

G$20,537 GYD per night
Guest favorite

Home in Port Charlotte

4.85 out of 5 average rating, 213 reviews

Peaceful Port Charlotte 2Bd/2Ba on water

Jun 1 – 8

G$30,745 GYD per night
Guest favorite

Home in Englewood

4.99 out of 5 average rating, 102 reviews

Paradise on the Bay

Dec 1 – 8

G$87,873 GYD per night
Superhost

Home in Venice

4.85 out of 5 average rating, 136 reviews

Getaway Relax Home/Beaches 5-10minutes/Heated Pool

Jul 26 – 31

G$44,841 GYD per night
Guest favorite

Home in Venice

4.91 out of 5 average rating, 116 reviews

Near historical downtown Venice and Venice beach

Oct 27 – Nov 3

G$40,568 GYD per night
Superhost

Home in Englewood

4.83 out of 5 average rating, 18 reviews

Bring the Boat! Peaceful Yard by Beach & Lemon Bay

Aug 21 – 28

G$26,491 GYD per night
Guest favorite

Home in Englewood

4.89 out of 5 average rating, 62 reviews

Cozy 2 bedroom 2 full bath home with Spa/hot tub

Aug 17 – 24

G$19,704 GYD per night
Guest favorite

Home in Englewood

4.9 out of 5 average rating, 10 reviews

Lil Nauti South is a perfect place to unwind.

Jul 9 – 16

G$31,385 GYD per night

Quick stats about vacation rentals in Englewood

  • Total rentals

    720 properties

  • Rentals with dedicated workspaces

    340 properties have a dedicated workspace

  • Rentals with a pool

    320 properties have a pool

  • Pet-friendly rentals

    250 properties allow pets

  • Family-friendly rentals

    550 properties are a good fit for families

  • Total number of reviews

    19K 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 2,880 vacation rentals near Chadwick Park at Englewood Beach, over 2,880 vacation rentals near SandBar Tiki & Grille, and over 2,880 vacation rentals near Lock ''N Key Restaurant, and so much more! Experience the best of Englewood right on your doorstep.

  • Where should I stay in Englewood?

    Make yourself at home in Englewood by choosing from our most frequently booked neighborhoods. We have over 810 vacation rentals in Old Englewood Village, and over 130 vacation rentals in Englewood Isles.

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

    Yes! Work meets play with ease at over 340 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 250 vacation rentals for guests traveling with pets.

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

    Experience the best of Englewood with our cottage rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • 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.

  • Are there Englewood house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 130 house 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 condo rentals in Englewood have self check-in?

    Absolutely! We offer over 60 condo rentals with self check-in in Englewood. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Englewood?

    Englewood has more than 320 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore

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