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!
Aug 6 – 13
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
Guest suite in Englewood
4.98 out of 5 average rating, 178 reviewsBlue Cottage Suite- Peaceful Old Englewood Charm!
This charming rental is in historic Old Englewood right at the edge of Lemon Bay. The Blue Cottage is in a quiet neighborhood just 4 blocks from Dearborn Avenue with all great entertainment, eclectic shopping and restaurants, live music, and more. The rental includes use of bikes and kayaks. Kayaks are kept at 998 Oxford Dr. We are available to launch or to help you launch kayaks at a local spot. Front porch pictured is part of the main house and is use of this space is not included.
Apr 9 – 16
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
Jul 31 – Aug 7
Condo in Venice
4.86 out of 5 average rating, 133 reviewsThe Studio at the Beach 56
Dec 15 – 22
Home in Englewood
4.98 out of 5 average rating, 106 reviewsPRIME Location! 60 Steps to PRIVATE BEACH Dogs OK!
Dec 9 – 16
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 18 – 25
Condo in Englewood
4.88 out of 5 average rating, 111 reviewsA Beautiful Sunset Awaits - Steps to Beach
Aug 24 – 31
Island in Sarasota
4.97 out of 5 average rating, 298 reviews*MAY SALE! Sarasota #1 Luxury Villa Pool/Beach!*
Jan 22 – 29
Apartment in Englewood
5.0 out of 5 average rating, 12 reviews1st Floor Pvt Beach Access, New! - Heron's Walk #2
Nov 3 – 10
Guest suite in Englewood
5.0 out of 5 average rating, 77 reviewsRedfish Cove Retreat
Jul 29 – Aug 5
Englewood home rentals
Home in Englewood
4.93 out of 5 average rating, 120 reviewsStunning Home, Saltwater Heated Pool By the Beach
Sep 9 – 16
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 2 – 9
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 23 – 30
Home in Rotonda West
4.9 out of 5 average rating, 151 reviews❤ROTONDA RETREAT❤*Spacious*Fully Furnished*Pool*
Oct 23 – 30
Home in Port Charlotte
4.82 out of 5 average rating, 234 reviewsBright and sunny Port Charlotte home
Sep 14 – 21
Home in Englewood
4.97 out of 5 average rating, 32 reviewsUnique-Cotton Cottage
Oct 29 – Nov 5
Home in Rotonda West
5.0 out of 5 average rating, 15 reviewsParadise Found!
Nov 3 – 10
Home in Englewood
4.91 out of 5 average rating, 35 reviewsAdorable Vacation Home,
Sep 15 – 22
Home in Englewood
5.0 out of 5 average rating, 15 reviewsRelaxing Home near the beach
May 25 – Jun 1
Home in Englewood
5.0 out of 5 average rating, 51 reviewsOur favorite quiet place
Jul 10 – 17
Englewood villa rentals
Villa in Siesta Key
4.9 out of 5 average rating, 133 reviewsMermaid Villa Ocean Front!
Sep 21 – 28
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 Rotonda West
5.0 out of 5 average rating, 37 reviewsEnjoy Sunny Waterfront Beaches, Golf/fishing Home
Jul 20 – 27
Villa in Englewood
4.71 out of 5 average rating, 7 reviewsBeach Amore
Aug 31 – Sep 7
Villa in Englewood
5.0 out of 5 average rating, 27 reviewsOcean View Two Bedroom Villa Manasota Key
Dec 28 – Jan 4
Villa in Englewood
4.97 out of 5 average rating, 86 reviewsSTUNNING 3/2 beach+pool property! 2 kings/2 bunks!
Sep 8 – 15
Villa in Rotonda West
5.0 out of 5 average rating, 46 reviewsGulf Coast Floridian Villa with Pool
Sep 24 – Oct 1
Villa in Port Charlotte
5.0 out of 5 average rating, 5 reviews"Everglade Kiss" 3b 2b BBQ, hot tub
Nov 10 – 17
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
Jul 31 – Aug 7
Villa in North Port
4.93 out of 5 average rating, 56 reviewsLuxurious Family Villa with pool 29 min the beach
Jun 11 – 18
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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