
Holiday rentals in Englewood
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Top-rated holiday rentals in Englewood
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Entire Beachside Condo! Don’t worry Beach Happy!
BOOK HERE!!! STEPS TO WORLD FAMOUS Manasota Key BEACH, FREE PARKING. Private beach access. WALKING DISTANCE TO MANY RESTAURANTS. 2 Bedroom, 1 Bathroom, beach themed condo with HEATED POOL access across street. Complimentary grill and Gulf sunsets. Your morning coffee is on us! Beach chairs, towels, and sand toys supplied. Kitchen is updated with filtered water, ice, and utensils supplied. Master Bedroom has a queen sized bed, pull out drawers and fireplace. Boat dock slip available upon request.

Beautiful sunsets-50 steps to uncrowded beach
Imagine waking up to the gentle lull of waves right outside your bedroom window. This exquisite 2-king bedroom, 2-bathroom raised townhome is nestled among palm trees in close proximity to the beach where your children can build sandcastles and explore the wonders of the shoreline while listening to the symphony of waves and coastal breezes. The rhythmic melody of the ocean serves as a soothing backdrop, creating a peaceful ambiance that instantly melts away stress. Escape to a coastal paradise!

Pool·Game Room·Beach Gear·Gulf Coast Escape
<b>🏖️ Come & Enjoy FL as it should be! 🏖️ Your beach paradise awaits minutes from Englewood's Gulf Coast! 🌊 Heated Pool (FREE Nov-Apr!) 🎮 Game Room - Pool, Darts, Air Hockey 🌴 Screened Lanai & Tiki Bar 🔥 Cozy Fireplace & Reading Nook 🏄 Beach Gear Included 🍹 Blackstone Grill 📺 2 Smart TVs & High-Speed WiFi 🍳 Fully Stocked Kitchen - Spices, Pots, Pans and cutlery 🗺️ Minutes to Englewood, Manasota & Gasparilla Beaches ⭐ 4.97 Rating - Book Now !Don't miss your Gulf Coast escape! 🌅

PRIME Location! 60 Steps to PRIVATE BEACH 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!

Waterfront| Pool & Spa | Near Beach| No Extra Fees
Welcome to Casa-A-Mar, your private slice of coastal paradise at our newly updated waterfront retreat. Step outside and launch straight into the water with direct Gulf access or into Lemon Bay—perfect for exploring the canals on one of our kayaks. Prefer to stay in? Spend your time in the heated pool, then ease into the hot tub as the sun sets. As evening falls, transform the backyard into your own open-air theater with our outdoor projector, perfect for movie nights under the stars.

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.

The Oz Tree House 2.9 m beach
The Tree house apartment has its own entrance and off street parking. Two blocks from Dearborn St. and 2.9 miles to the beach. Light and airy in a private setting with gardens, hammock, fire pit a quiet and peaceful, walking distance to everything the historic district of Old Englewood has to offer. Public tennis courts, great restaurants with live music and once a week a fantastic Farmers Market comes to town! Lemon Bay and Indian Mound are a nice walk to enjoy the sunsets

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 100 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!

Englewood Beach Villa - 3 min Walk to the Beach!
Welcome to the Beach! Relax and unwind in your own private home! Our villa is located across the street from Englewood Beach, making it about a 3-minute walk to the Gulf sands. Nothing is overlooked for your comfort. It has two beds—a king and a queen—for a good night's sleep on comfortable recently purchased mattresses. Two full bathrooms. Swim in a heated pool, then walk to one of six restaurants for your next meal. Perfect for a fun Florida getaway!

Luxury Beachfront Property
RARE BEACHFRONT PROPERTY: This is private island living at its finest. This house boasts a beautiful open floor plan with each room having a view of the beach and Gulf of Mexico. The property is gated and has a secure backyard. Walk just steps onto the powdered beach sand and Gulf of Mexico. Property is a 30-day minimum. Minimum night rent is 7 nights. If rented for less than 30 days, we will block off the rest of the calendar days in that 30-day period.

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!

Private Heated Pool + Swim-Up Bar • Mins to Beach
Unwind in this thoughtfully designed 3-bedroom Florida retreat just 5 miles from Englewood Beach. Enjoy a private, heated pool with swim-up bar, screened lanai, and lush tropical privacy. Inside, you’ll find an open-concept living space, fully equipped kitchen, spa-style primary suite, and comfortable guest rooms. Ideal for families, couples, or friends seeking comfort, privacy, and easy access to beaches, golf, and dining.
Popular amenities for Englewood holiday rentals
Stay near Englewood's top sights
Other great holiday rentals in Englewood

Manasota Tree House • Private Beach & Bay Access

Island Pearl | Lake front | Pool | Spa

Seas The Day! No cleaning fee's! Heated pool.

Private Beach & Bay Access. Kayak & SUP

10 mins to Beach, Hot Tub, Sunsets, Games, Pets OK

Coastal escape - 5 min from beach

Lake Marlin Villa 2

Tropical Beach House- 100 Steps to the Gulf!
When is the best time to visit Englewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £133 | £147 | £153 | £133 | £119 | £116 | £118 | £111 | £110 | £111 | £113 | £124 |
| 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.
Quick stats about holiday rentals in Englewood

Total holiday rentals
Explore 1,070 holiday rentals in Englewood

Nightly prices starting at
Englewood holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 25,680 verified reviews to help you choose

Family-friendly holiday rentals
820 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 380 rentals that welcome pets

Holiday rentals with a pool
560 properties feature pools

Rentals with dedicated workspaces
520 properties have a dedicated workspace

Wifi availability
1,070 of Englewood holiday rentals include wifi 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!
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