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.

Guest favourite

Cottage in Englewood

4.89 out of 5 average rating, 103 reviews

Free bikes/kayaks/walk to beach/2bed/2bath #2

Unit # 2 Beautiful 2 bed 2 bath cottage, great space to relax with family and friends. With full kitchen/ garage/laundry/outdoor shower. WiFi/Free bikes, kayaks, beach toys. Great Lanai to spend wonderful afternoons. You will love to walk to the beach and enjoy the most breathtaking sunset pictures. This cottage is fully furnished beach style for a wonderful vacation feeling. You have not only the beach and the bay to explore, but great restaurants/bars and more just walking distance. Enjoy!

Aug. 6 – 13

$244 CAD per night
Guest favourite

Home in Englewood

4.97 out of 5 average rating, 32 reviews

Unique-Cotton Cottage

Take it easy at this unique and tranquil getaway. This private one of a kind home, with plenty of space, sleeps four comfortably. Free-access to kayaks and a professional tour guide is available to guests. The cottage is within walking distance to Lemon Bay park Environmental center and 10 minute drive to the extraordinarily exciting and beautiful Englewood beach. Just a short drive to Olde Englewood Village and famous Dearborn Street where you can enjoy the taste and charm of this small town!

Oct. 29 – Nov. 5

$207 CAD per night
Guest favourite

Guesthouse in Englewood

4.97 out of 5 average rating, 198 reviews

Shabby chic cottage with pool one mile from beach

This adorable shabby chic decor style studio cottage for 2 is located on one acre of old Florida landscaping. Great area for walking, biking, for exercise. Included with this home is access to a pool and large, lovely lanai, just outside the door. Head south for 7 min to historic Dearborn St or north for 3 miles to Venice. This location offers peace and tranquility combined with accessibility to endless activities nearby. 2 twins OR one King, per your preference. The pool is unheated.

Jan. 8 – 15

$197 CAD per night

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

Other great vacation rentals in Englewood

Guest favourite

Home in Englewood

4.88 out of 5 average rating, 17 reviews

Cozy Englewood Getaway

Dec. 14 – 21

$210 CAD per night
Guest favourite

Home in Englewood

4.93 out of 5 average rating, 81 reviews

Florida Gulf Coast Get-Away

Oct. 11 – 18

$191 CAD per night
Guest favourite

Guest suite in Englewood

5.0 out of 5 average rating, 77 reviews

Redfish Cove Retreat

Sep. 1 – 8

$229 CAD per night
Guest favourite

Home in Englewood

5.0 out of 5 average rating, 15 reviews

Relaxing Home near the beach

May 25 – Jun. 1

$212 CAD per night
Guest favourite

Home in Englewood

5.0 out of 5 average rating, 51 reviews

Our favorite quiet place

Jul. 10 – 17

$222 CAD per night
Guest favourite

Guesthouse in Port Charlotte

4.91 out of 5 average rating, 81 reviews

the Pool House

May 31 – Jun. 7

$164 CAD per night
Guest favourite

Villa in Englewood

4.92 out of 5 average rating, 85 reviews

Casa Blu: Serene Pool Villa, Close to Beach

Dec. 2 – 9

$224 CAD per night
Superhost

Home in Englewood

5.0 out of 5 average rating, 4 reviews

Pineapple Cottage

May 29 – Jun. 5

$181 CAD per night
Guest favourite

Apartment in Englewood

4.92 out of 5 average rating, 26 reviews

Entire guest suite, pool, 2,5ml to Manasota beach

Jun. 28 – Jul. 5

$192 CAD per night
Guest favourite

Home in Englewood

4.84 out of 5 average rating, 45 reviews

Sunshine Bungalow 2BR 1BA

Jun. 21 – 28

$188 CAD per night
Guest favourite

Home in Englewood

5.0 out of 5 average rating, 5 reviews

Newly renovated, cozy 2 bedroom

Sep. 9 – 16

$179 CAD per night
Guest favourite

Apartment in Englewood

4.98 out of 5 average rating, 83 reviews

Super cute fun studio steps from everything beachy

Sep. 5 – 12

$239 CAD per night

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

Destinations to explore

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