
Vacation rentals in Englewood
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Top-rated vacation rentals in Englewood
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50 Shades of Fray !
Beachy Chic without going over board. Modern Stainless Steel Appliances with White Quartz Crystal counter tops with a pass through to Family Room. Perfect Cozy spot in Paradise for Vacations and a perfect Get away! Two bedrooms and a pull out couch. Newly Renovated home. Bright with natural light, A Happy and Healthy Place! Karaoke, Dancing, Food Drinks, Thrifty and Classy Shops. Yoga, Beach and Boating. Pet friendly. (hurricane Ian destroyed our fenced in backyard. will update when repaired.)

Gulf front romantic cottage in paradise
Gated and surrounded by lush scenery you will feel like you have suddenly escaped to the caribbean! The pressures of the world melt away as you get your first glimpse of the Gulf of Mexico. Eclectic design with mostly Caribbean influences. Marble floors, tile counter tops and a large shower with a sit down bench. Walk the custom pathways which reveal beautiful orchids and exotic plants. Go kayaking, fish off the beach or look for sharks teeth. Take a swim in the pool or work on your tan.

Unit #1 Free kayak/bikes/walk to beach/fullcottage
Unit #1 Beach cottage very private and quiet, has a full kitchen, King bed in the master and queen sofa bed in the tv room, very comfortable, fast WiFi, AC & heat. All you need to relax and just have fun. Outdoor shower and laundry area, Private parking, Enjoy amazing sunsets/fishing/and restaurants and bars, all walking distance to the beach and bay. Kayaks/snorkel gear/beach toys are included. So start enjoying the beautiful sandy beach on Manasota Key, Lots of sea life and turtles.

Amazing Sunsets just 50 steps to uncrowded beach
Escape to your dream coastal retreat! This exquisite 2- king bedroom, 2-bathroom home is a paradise, located just steps from the beach. Nestled among swaying palm trees, this haven offers a serene oasis where the calming sounds of the water create a tranquil atmosphere for you and your loved ones. Live among palm trees, with the ocean as your neighbor and the sand as your playground. Natural light floods the modern interior through the large windows creating a warm and inviting atmosphere.

Manasota Beach Home w/Pool. Steps To The Beach
Custom built large home only 2 blocks to Manasota Beach. Most guests walk and a beach wagon is provided. Located in a quiet neighborhood with easy access to downtown Venice and Englewood. Very large and private lot with beautiful mature palms! The home has tray and soaring vaulted ceilings. The whole home opens up onto the pool area with sliders in every room. The bedrooms are configured in a split style with the very large master suite being totally private. Rare beach home for rent left!

Old Florida Charm near Beaches
Take it easy at this unique and tranquil getaway. Florida charm at its finest. Tropical garden setting in an historic home in your own private space. Walking distance to three restaurants including an original landmark restaurant, the Bean Depot. Fishing pier and boat ramp on the Myakka River to the gulf are also nearby. The house was originally owned by the Adams Family, makers of chewing gum ( chicklets and tea berry gum). Beautifully restored older home with lush tropical landscaping.

Green Bamboo - saltwater pool, great backyard.
Welcome to Green Bamboo, the charming and cozy vacation rental located in the beautiful Englewood, Florida! With its prime location, Green Bamboo is the perfect place to explore all that the area has to offer, from the most amazing beaches in the US to world-class golf courses and spectacular sunsets. Home is situated in a peaceful and gorgeous neighborhood. Just a short drive away (5 miles) you will find beautiful beaches, boat rentals and vibrant shopping and dining options.

Sleeps 10! Coastal Home, Heated Pool, Near Beach!
Follow the sunshine & salty air & arrive at your meticulously maintained 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.

Manasota Key
Direct Ocean Front Unit. Imagine having a glass of wine at sunset overlooking world class views of the Gulf of Mexico. Steps to the beach and unsurpassed views. Excellent restaurants and Tiki Bars within walking distance. This unit is a 1 bedroom 1 bath spacious unit that can comfortably sleep 4. It includes a King bed & Full size sleeper sofa. It also has a beautiful kitchen with granite countertops and tile floors throughout. No Pets.

Charming Studio w/ King Bed near Mineral Springs
Escape to our cozy Tiny House Studio in North Port, FL, just minutes from the relaxing Warm Mineral Springs! This charming garage conversion offers a private entrance, a comfortable king-size bed, and a full bathroom. With its own in-unit laundry and a small kitchen, you'll have everything you need for a convenient and relaxing stay. Perfect for those seeking a peaceful retreat close to local attractions, this studio is your ideal getaway!

Studio, pool, private beach, boat dock shark teeth
Enjoy it all -Pool, private dock & private beach access-located near restaurants. Covered parking or hop on a shuttle to explore Manasota Key! Light, bright condo is complete with everything you will need to relax. Kitchenette has all the must haves-air fryer, portable stove, coffee maker, kettle & community grill. Enjoy a queen bed, shower and community washer/dryer. Fish off the pier, reserve a dock or check out the private beach.

TROPICAL OASIS, MINUTES FROM THE BEACH!!
This charming 2 bedroom/2 bathroom, dog friendly home in Englewood is located 2 miles away from our beautiful Manasota Beach. Call this your home away from home, as you will find a flat screen TV, free wireless internet and a gas grill, washer/dryer, and a fully equipped kitchen. Bring your boat (boat ramp is located in the neighborhood), bathing suits, beach towels and sunscreen. We have the rest ready for you.
Popular amenities for Englewood vacation rentals
Stay near Englewood's top sights
Englewood beach vacation rentals

On Manasota Key w direct access to our Beach! (A)

Key Condo located on Manasota Key

LG Beach Bungalow on Gulf w/Bay Access & deck too!

*DEC SALE! Sarasota #1 Luxury Villa w/PRIV BEACH!

Vintage Villa, Thirty-Five

Ocean View Villa Manasota Key

Sun-Soaked Beach House

Private Beach, Fishing Dock & Heated Pool Paradise
Other great vacation rentals in Englewood

5 Miles to Beaches | Cozy Home with Sunroom

Elevated Beach Vibes – Bikes, Beach, Views

"Lost Loon" Oceanfront Cottage by Roxy Rentals

Turtle Bay - minutes to Boca Grande!

Perfect location

Free Heated Pool! Mins from Beach! Private Oasis!

Lake Marlin Villa 2

Villa Sanddollar Awaits ! 1071HS
When is the best time to visit Englewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 155 | € 172 | € 178 | € 155 | € 139 | € 135 | € 137 | € 129 | € 128 | € 133 | € 132 | € 141 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
Frequently Asked Questions
Where should I stay in Englewood?
Make yourself at home in Englewood by choosing from our most frequently booked neighborhoods. We have over 1,000 vacation rentals in Old Englewood Village, and over 190 vacation rentals in Englewood Isles.
Are there vacation rentals with a dedicated workspace in Englewood?
Yes! Work meets play with ease at over 460 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 370 vacation rentals for guests traveling with pets.
How much does it cost to stay in rv rentals in Englewood?
Experience the best of Englewood with our rv rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do condo rentals in Englewood have a gym?
Absolutely! We offer over 10 condo rentals with a gym in Englewood. Enjoy a tailored experience with all the comforts you desire.
Are there Englewood villa rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 villa rentals with pools in Englewood, available on Airbnb. Make a splash and soak up the sun in style!
Do cottage rentals in Englewood have a bbq area?
Absolutely! We offer over 20 cottage rentals with a bbq area in Englewood. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Englewood have self check-in?
Absolutely! We offer over 20 apartment rentals with self check-in in Englewood. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Englewood have wifi?
Absolutely! We offer over 210 condo rentals with wifi in Englewood. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly condo rentals in Englewood?
Englewood has more than 160 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
All about Englewood
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.
What are the 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.
Quick stats about vacation rentals in Englewood

Total vacation rentals
Explore 1,020 vacation rentals in Englewood

Nightly prices starting at
Englewood vacation rentals start at € 34 per night before taxes and fees

Verified guest reviews
Over 24,820 verified reviews to help you choose

Family-friendly vacation rentals
810 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 370 rentals that welcome pets

Vacation rentals with a pool
520 properties feature pools

Rentals with dedicated workspaces
460 properties have a dedicated workspace

Wi-Fi availability
1,010 of Englewood vacation rentals include wi-fi access

Popular amenities for guests
Guests love Self check-in, Gym, and BBQ grill across Englewood rentals

4.9 Average rating
Englewood stays are highly rated by guests—averaging 4.9 out of 5!
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Captiva Island
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Cortez Beach
- Lido Key Beach
- Anna Maria Public Beach
- Bean Point Beach
- Lovers Key Beach
- River Strand Golf and Country Club
- Manasota Key Beach
- Englewood Beach
- Point Of Rocks
- Lakewood National Golf Club
- Myakka River State Park
- Marie Selby Botanical Gardens
- Stump Pass Beach State Park
- Blind Pass Beach
- South Jetty Beach
- Tara Golf & Country Club
- Boca Grande Pass




