Englewood vacation rentals
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Top-rated vacation rentals in Englewood
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Cottage in Englewood
4.89 out of 5 average rating, 103 reviewsFree 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!
Jul 8 – 15
Home in Englewood
4.93 out of 5 average rating, 120 reviewsStunning Home, Saltwater Heated Pool By the Beach
Stunning home meticulously maintained both inside & out. Follow the sunshine & salty air & arrive at your home away from home. Whether cooking for one or ten, the chef in the group is certain to appreciate this fully upgraded, open concept kitchen. Start the day brewing coffee in the Keurig & end the day sharing a bottle of chilled Pinot from your wine fridge. Open the sliders & the party extends outdoors. Inflate the raft & spend your days daydreaming afloat in the heated, salt water pool.
Sep 30 – Oct 7
Guesthouse in Englewood
4.97 out of 5 average rating, 198 reviewsShabby 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
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Englewood vacation rentals
Englewood beach vacation rentals
Cottage in Nokomis
4.98 out of 5 average rating, 123 reviewsStaycation Sanctuary - 100% Smoke-Free Property
Jul 19 – 26
Condo in Englewood
4.94 out of 5 average rating, 116 reviewsGulf Side Condo Englewood Florida
Nov 18 – 25
Guesthouse in Englewood
4.93 out of 5 average rating, 232 reviewsGulf front romantic cottage in paradise
Dec 1 – 8
Home in Englewood
4.98 out of 5 average rating, 106 reviewsPRIME Location! 60 Steps to PRIVATE BEACH Dogs OK!
Nov 12 – 19
Guest suite in Venice
4.8 out of 5 average rating, 109 reviewsVenice large Studio Near Manasota Beach, King Bed
Jun 6 – 13
Guesthouse in Osprey
4.99 out of 5 average rating, 281 reviewsCozy Cottage by the Bay
Apr 7 – 14
Home in Englewood
4.99 out of 5 average rating, 101 reviewsParadise on the Bay
Nov 17 – 24
Home in Port Charlotte
4.82 out of 5 average rating, 234 reviewsBright and sunny Port Charlotte home
Jul 24 – 31
Condo in Englewood
4.88 out of 5 average rating, 111 reviewsA Beautiful Sunset Awaits - Steps to Beach
Sep 25 – Oct 2
Island in Sarasota
4.97 out of 5 average rating, 298 reviews*MAY SALE! Sarasota #1 Luxury Villa Pool/Beach!*
Jan 22 – 29
Guest suite in Englewood
4.95 out of 5 average rating, 66 reviewsCozy Studio with Balcony & View of Gulf!
Aug 26 – Sep 2
Home in Venice
5.0 out of 5 average rating, 8 reviewsOasis - The Agave
Apr 19 – 26
Englewood home rentals
Home in Venice
4.92 out of 5 average rating, 103 reviewsA Dream Come True
Aug 7 – 14
Home in Englewood
4.95 out of 5 average rating, 111 reviews"Lighthouse" 7 mins from Beach, direct gulf access
Sep 1 – 8
Home in Port Charlotte
4.98 out of 5 average rating, 137 reviewsCute cheery peaceful canal home fishing fun 3B/2B
Nov 24 – Dec 1
Home in Englewood
4.95 out of 5 average rating, 133 reviewsNew Home w/ Pool, 10 mins to Manasota Key beaches
Sep 25 – Oct 2
Home in Port Charlotte
4.84 out of 5 average rating, 210 reviewsPeaceful Port Charlotte 2Bd/2Ba on water
Aug 25 – Sep 1
Home in Englewood
4.97 out of 5 average rating, 32 reviewsUnique-Cotton Cottage
Oct 29 – Nov 5
Home in Englewood
4.91 out of 5 average rating, 35 reviewsAdorable Vacation Home,
Jul 6 – 13
Home in Englewood
5.0 out of 5 average rating, 51 reviewsOur favorite quiet place
Jul 10 – 17
Home in Englewood
4.89 out of 5 average rating, 66 reviewsTranquil, pet-friendly-yard and close to the beach
Aug 22 – 29
Home in Englewood
5.0 out of 5 average rating, 4 reviewsPineapple Cottage
May 29 – Jun 5
Home in Englewood
5.0 out of 5 average rating, 5 reviewsNewly renovated, cozy 2 bedroom
Aug 18 – 25
Home in Englewood
5.0 out of 5 average rating, 25 reviews"Lost Loon" Oceanfront Cottage by Roxy Rentals
Nov 11 – 18
Englewood villa rentals
Villa in Siesta Key
4.9 out of 5 average rating, 133 reviewsMermaid Villa Ocean Front!
Jul 3 – 10
Villa in Englewood
4.92 out of 5 average rating, 85 reviewsCasa Blu: Serene Pool Villa, Close to Beach
Dec 2 – 9
Villa in Rotonda West
5.0 out of 5 average rating, 15 reviewsStunning Villa in Golfer's Paradise/Canal Views
May 7 – 14
Villa in Englewood
5.0 out of 5 average rating, 27 reviewsOcean View Two Bedroom Villa Manasota Key
Aug 9 – 16
Villa in Englewood
4.71 out of 5 average rating, 7 reviewsBeach Amore
Aug 31 – Sep 7
Villa in Englewood
4.97 out of 5 average rating, 86 reviewsSTUNNING 3/2 beach+pool property! 2 kings/2 bunks!
Nov 7 – 14
Villa in Rotonda West
5.0 out of 5 average rating, 46 reviewsGulf Coast Floridian Villa with Pool
Sep 24 – Oct 1
Villa in Rotonda West
5.0 out of 5 average rating, 14 reviewsVilla Riverside for 6 persons with private pool
Nov 3 – 10
Villa in Englewood
5.0 out of 5 average rating, 4 reviewsLuxury 4 Bedroom Villa Englewood
Sep 3 – 10
Villa in Englewood, Charlotte County
5.0 out of 5 average rating, 4 reviewsEnglewood Beach Villa - Walk to the beach!
Dec 4 – 11
Villa in Rotonda West
4.96 out of 5 average rating, 26 reviewsDolphin Oasis - Villa Close to SW Florida Beaches
Aug 30 – Sep 6
Villa in Rotonda West
5.0 out of 5 average rating, 37 reviewsEnjoy Sunny Waterfront Beaches, Golf/fishing Home
Apr 26 – May 3
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 Chadwick Park at Englewood Beach, over 2,750 vacation rentals near Lock ''N Key Restaurant, and over 2,750 vacation rentals near SandBar Tiki & Grille, 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 770 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 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 vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 310 vacation homes 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.
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