Holiday houses in Englewood
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Quick stats about holiday rentals in Englewood
Total holiday rentals
Explore 1,090 holiday rentals in Englewood
Nightly prices starting at
Englewood holiday rentals start at $56 AUD per night before taxes and fees
Verified guest reviews
Over 27,100 verified reviews to help you choose
Family-friendly holiday rentals
820 properties offer extra space and kid-friendly amenities
Pet-friendly accommodation
Find 390 rentals that welcome pets
Holiday 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 holiday 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 holiday 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!
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.
Manasota Key Beachfront Oasis w/ Private Jacuzzi
Welcome to “Sea Garden” a delightful, tranquil, beachfront home on Manasota Key. Enjoyment will be plentiful in this 4 bedroom, 3 bath open concept home. This stilt home is multilevel for privacy if needed or all gather around the kitchen or game table for some fun. Two primary en suite bedrooms with updated bathrooms. 3rd and 4th bedrooms are located on the lower level with shared updated bathroom. Climb up to the crow’s nest with a good book with twin bed, and enjoy the view!
Lux Home on Gulf w/Private POOL & 50ft Dock
Rest your feet & your soul as you getaway from it all! This luxurious little piece of paradise is tucked away on a quiet Gulf Coast waterway. 10min from Englewood Beach and 5 min from stores. Tie your boat up in the back yard to the private 50 ft dock. Spend your days fishing, catching sunsets or in the pool every evening! Easy access to Don Pedro Island, local sandbars, inlet and several restaurants, all at your fingertips! Pack your bags, kick back- paradise is waiting!
"The Lost Loon" Oceanfront Cottage by Roxy Rentals
Welcome to Lost Loon Oceanfront Cottage, a beautifully renovated 2-bedroom, 2-bath retreat on the Gulf. Enjoy private beach access, outdoor dining, and the soothing sound of waves just steps away. Inside, find a fully equipped kitchen and beach essentials like chairs, boogie boards, and games. Perfect for families, friends, or solo travelers seeking coastal comfort and charm. One pet is welcome (other pets upon request). Please note: the property is not fenced.
Welcome to one of Florida’s best hidden gems! A beautiful beach home with private beach access, a butterfly garden and a game room. Enjoy a dream stay by the sea in one of most beautiful Keys in Florida.
Relax with the whole family at this peaceful place to stay.Our home offers you at-home comfort for up to 8 people. Large spacious bedrooms, a fully equipped kitchen with breakfast bar, and multiple patios and balconies to enjoy. For winding down after a long day, spend some quality family time in our game room. Your little ones can pretend to grill up some burgers while mom and dad play a round of ping pong or get the whole family together for some board games!
Island Home & Casita, Pool, Golf Cart, Beach
Complimentary golf cart INCLUDED. With a short stroll to warm sand and crystal waters of Englewood Beach. With all the the modern comforts in place all you have to do is relax on your short stay or extended visit. Updated 2/2 main house and 1/1 Casita with a private entrance. Walk right out the front door to the new expansive pool patio featuring a saltwater heated pool, outdoor kitchen and plenty of furniture for spending time soaking in the warm Florida sun!
10 min to Beach/Firepit/Games/Hot Tub/BeachGear
Escape to your own private slice of Florida paradise! Experience the private hot tub, mini golf putting green, four-in-a-row game, giant Jenga, propane BBQ grill and firepit, foosball and fully inspired chef's kitchen. Just minutes from Englewood Beach, Manasota Key, and Boca Grande, this family-friendly retreat is designed for making unforgettable memories. Spend your mornings sipping coffee hottub-side, unwind under the stars after a day at the beach!
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.
Luxury Beach Retreat w/ Heated Pool
Welcome to our luxurious home, just 5 minutes from Manasota Key! Enjoy two master suites, a bunk room, and a gourmet kitchen with granite countertops. Relax in the screened lanai with a heated pool, outdoor dining, and lounge chairs. Additional features include high-speed internet, smart TVs, and an attached garage with entertainment options. Perfect for families or groups, this home is your ideal coastal retreat for relaxation and fun!
The Oz Parlor 2.9 mi beach
The Oz Parlor apartment was originally the main house of this whimsical property. It has loads of charm It is a great place to relax and Just Bee... Please note I don’t have cable TV my TVs are wireless. I have Netflix. I will also add additional streaming channels for longer term stays. Located in the Historic District of Englewood a lovely walk to fine restaurants, Indian Mound Park on Lemon Bay and 2.9 miles to Englewood Beach.
Popular amenities for Englewood holiday rentals
Other great holiday rentals in Englewood
Enjoy Magical sunsets- only steps from the Gulf
Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN
A little slice of paradise
Coastal 2BR Beach Getaway | Gulf + Bay | Unit B
Villa Sanddollar Awaits 1071HS
Beachfront Condo on Manasota Key
Private Bayside Retreat Near Manasota Key-Sleeps 6
Waterfront| Pool & Spa | Near Beach| No Extra Fees
When is the best time to visit Englewood?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $251 AUD | $305 AUD | $306 AUD | $251 AUD | $235 AUD | $238 AUD | $221 AUD | $209 AUD | $206 AUD | $209 AUD | $212 AUD | $233 AUD |
| 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.
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