
Vacation rentals in Englewood
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Quick stats about vacation rentals in Englewood

Total vacation rentals
Explore 1,090 vacation rentals in Englewood

Nightly prices starting at
Englewood vacation rentals start at €35 per night before taxes and fees

Verified guest reviews
Over 27,100 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 390 rentals that welcome pets

Vacation rentals with a pool
600 properties feature pools

Rentals with dedicated workspaces
530 properties have a dedicated workspace

Wi-Fi availability
1,090 of Englewood vacation rentals include wi-fi access

Popular amenities for guests
Guests love Beachfront, Self check-in, and Free parking on premises across Englewood rentals

4.9 Average rating
Englewood stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated vacation rentals in Englewood
Guests agree: these stays are highly rated for location, cleanliness, and more.

LG Beach Bungalow on Gulf w/Bay Access & deck too!
Welcome to Golden Girl. Our 3 bedroom 2 bath home is totally renovated with all new furniture. A 2nd level observation deck, private hot tub, bunkroom sleeps 6, two bdrms with kings, queen sleeper sofa in LR, laundry, high speed WIFI, all new appliances, smart TV's, so much more! Lanai opens up to semi private beach and a quiet neighborhood of single family homes. There is Bay access too. Kayaks available for rent. There is a separate apartment above not included. The location cannot be beat!

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.

Manasota Beach Cottage
Vintage Beach Cottage on the Southern end of Manasota Key...just 30 steps from the Beach. Spectacular sunsets from your living room and screen porch. Sitting on one and a half lots with plenty of parking and room for your RV.! The front bedroom has a king size bed and great gulf views. There is also a queen sleeper in the living room and bunk beds off the kitchen. Fully equipped kitchen, full new bathroom with walk in shower, and all new furnishings. Bikes, beach chairs, and umbrellas!

Private Beach & Bay Access. Kayak & SUP
Discover your private slice of paradise! This home offers the best of both worlds, 2 minute walk from private beach access where you can soak up the sun & enjoy the ocean waves. Plus, you have private bay & dock access 2 houses down, with a kayak & stand-up paddleboard for your water adventures. Cast a line or dock for the day while Moe & Millie (our neighborhood manatees splash around)! Sip your morning coffee in the sunroom and end the day under the tiki torches in the large private yard.

Enjoy Magical sunsets- only steps from the Gulf
Welcome to Three Little Birds Beach House—just 25 steps from the Gulf, where relaxation and good vibes come easy. Inspired by the island spirit and the motto “Every little thing gonna be alright,” this beach retreat is the perfect place to unwind and let your worries drift away. A beautifully renovated 3 BR/2 BA beach paradise Families/couples/groups of friends will enjoy the open concept layout & the outdoor entertaining area provides the perfect vacation, that you will never want to leave!

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!

Steps to Private beach, Prime Location! Dogs ok!
Luxury Prime Island Location-Enjoy the best location on the island with our family & pet-friendly home (pets require approval & $200/pet fee). Just steps from our private beach & 1 mile from bars and restaurants, with a free shuttle service to beaches, dining, & nightlife. Relax in comfort w/ soft beds, a spacious couch, and flat-screen smart TVs in every room & fast WiFi. We offer bikes and beach equipment. 1 mile from Manasota Key public beach. Book now for the ultimate island retreat!

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 including beach chairs, umbrella, coolers, noodles and boogie boards.

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, full sofa bed, shower and community washer/dryer. Fish off the pier, reserve a dock or check out the private beach. Close to everything!!

Waterfront home w/40 ft dock, POOL, private ramp
Welcome to our charming and cozy retreat, where bright & airy simplicity meets coastal serenity. New POOL AND HOT TUB! Catch a sunset on the large white patio chairs overlooking the water or lounge in the floor-to-ceiling-windows air conditioned sunroom! Bringing the BOAT? 🛥 Launch AT THE HOUSE w/our private boat ramp and 30' ft dock to tie up in backyard! Got BEACH? ⛱️ We are only 8 min from Englewood Beach & restaurants! Chairs+Umbrella+towels provided!

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.

Paradise on the Bay
Waterfront pool home just a short drive to Boca Grande with all the amenities that you would expect. Enjoy spectacular sunsets over Lemon Bay. With more than 250 ft of seawall for deepwater dockage, this home can accomodate even the largest boats. Fantastic fishing from your front yard! Three bedrooms and two baths make this the perfect vacation destination for family and friends. 3 Kayaks and a canoe are available for your enjoyment.
Popular amenities for Englewood vacation rentals
Stay near Englewood's top sights
Englewood beach vacation rentals

Sunset Beach

Key Condo located on Manasota Key

Savannah C -paradise on the beach - 2 bed 2.5 bath

Entire Beachside Condo! Don’t worry Beach Happy!

Beachfront Gulf Condo | Englewood Beach| Pool

Englewood Beach Condo D

Spacious Beachfront 3br Manasota Key Condo

Ocean View Villa Manasota Key
Englewood house rentals

Pool Haven with Private Beach, Dog Friendly

Waterfront| Pool & Spa | Near Beach| No Extra Fees

Coastal Sanctuary - Pool & Privacy

Beach Bungalow • 2 King Beds • Sleeps 6

10 mins to Beach, Heated Pool, Beach Gear & Games

Private Heated Pool + Swim-Up Bar • Mins to Beach

Lake Marlin Villa 2

Pool Home Walkable to Shops and Dining
Beach house rentals in Englewood

Bay Breeze Bungalow

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

Sunflower House - PRIVATE - Directly on the Gulf!

Lu's Lookout~A Beachfront Beauty🤎🌊 🏝 LGI

Renovated Gulf View Cottage Private Beach Access

"The Lost Loon" Oceanfront Cottage by Roxy Rentals

Luxury Beach Retreat-Private Pool-Walk to Beach

Sun-Soaked Beach House
When is the best time to visit Englewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €158 | €193 | €194 | €158 | €142 | €137 | €140 | €132 | €130 | €132 | €134 | €147 |
| 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
What are the best places to stay in Englewood?
Many travelers choose accommodations near Manasota Key for easy beach access, or in areas around Lemon Bay for scenic water views. Residential neighborhoods and the historic downtown also have stays that connect you to local shops and community events.
What are the best things to do in Englewood with kids?
Families often explore Englewood Beach, playgrounds around Lemon Bay Park, and hands-on experiences at nature centers. Shelling, wildlife spotting, and family-friendly kayaking are frequently suggested outdoor activities.
What are some of the best things to do in Englewood?
Explore the sands of Englewood Beach, hike or birdwatch at Lemon Bay Park, and visit the area's relaxed downtown for art galleries and local shops. Many travelers enjoy guided boat tours and access to quiet waterways.
How is the weather in Englewood?
Englewood has warm, humid summers typically around 90°F (32°C) and mild winters near 72°F (22°C). Summer brings frequent rain, while autumn and spring tend to be drier with comfortable temperatures.
When is the best time to visit Englewood?
Late fall through early spring is often recommended for visiting Englewood, thanks to milder temperatures and lower humidity. These months usually bring drier weather and pleasant conditions for outdoor activities.
What are the best places to visit in Englewood?
Englewood Beach and Manasota Key are frequently suggested for shoreline activities, while Lemon Bay Park is known for accessible nature trails and wildlife viewing. The historic downtown district features local art, music, and coastal cuisine.
What are some hiking trails in Englewood?
Lemon Bay Park has paved and natural trails along the waterfront for hikers and birders alike. Oyster Creek Regional Park also features shaded paths surrounded by native plants and wildlife.
What are some family activities we can do in Englewood?
Families in Englewood often enjoy picnics and sandcastle building at local beaches, paddling in Lemon Bay, or learning about marine life at nearby nature centers. Seasonal mini-golf, fishing piers, and farmers markets are also popular for all ages.
What are some of the best day trip ideas from Englewood?
Explore nearby barrier islands for distinct beaches, take a guided eco-tour in local mangrove estuaries, or visit regional art galleries and museums in neighboring cities. State parks around Englewood are often recommended for hiking and birdwatching.
Are there any pet friendly accommodations available in Englewood?
Many stays in Englewood welcome pets, especially in areas around Manasota Key and in neighborhoods near Lemon Bay. Some parks and walking paths in town create a pleasant environment for outings with your dog.
What are some local tips for visiting Englewood?
Bring sun protection, as Englewood's sun is strong year-round, and consider footwear for shell-covered beaches. Early mornings are often quieter at popular spots, and local farmers markets showcase fresh regional produce.
What is Englewood known for?
Englewood is known for its welcoming beaches, a laid-back coastal atmosphere, and a focus on nature with preserved parks and bays. The area has a tradition of local arts, seafood, and small-town festivals.
What are the best hidden gems to explore in Englewood?
Explore small art galleries tucked in the historic district, quiet shoreline spots along Manasota Key, or mangrove tunnels near Lemon Bay. Local boat tours sometimes reach out-of-the-way sandbars and wildlife viewing areas.
What are the best foods to try in Englewood?
Seafood is frequently suggested, with grouper sandwiches, local shrimp, and stone crab when in season. Many visitors also try Southern-inspired dishes, fresh citrus, and homemade key lime pie at family-run eateries.
What should I bring for a trip to Englewood?
Pack lightweight clothing, sunblock, and a hat for protection against strong sun, along with sandals or water shoes suited for sandy and shell-lined beaches. Bug spray and a reusable water bottle are useful for outdoor excursions.
What is the nightlife in Englewood like?
Nightlife in Englewood is relaxed, with live music venues, laid-back tiki bars, and local pubs near the beach and historic downtown. Seasonal events sometimes include open-air concerts and community gatherings.
What are the most popular events or festivals in Englewood?
Englewood hosts seasonal seafood festivals, arts and crafts fairs, and community music events, especially on holiday weekends and during cooler months. Farmers markets and art walks are also frequently suggested for visitors.
Are there family friendly vacation rentals in Englewood?
Many vacation rentals in Englewood are family friendly, especially those near beaches or in residential areas around Lemon Bay. Properties often feature easy access to outdoor activities, kitchens, and common areas suitable for groups.
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.
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- Family-friendly rentals Englewood
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