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Holiday rentals 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 £30 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    1,090 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!

Top-rated holiday rentals in Englewood

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Home in Englewood East

Lake Marlin Villa 2

WELCOME to this affordable, charming and unique villa, all spotless and immaculate, cleaned with passion, love and hospitality, to honor you; The GUEST of HONOR. This 2-bed, 2-bath, 2-car garage and plenty of outdoors, offers you the comfort of feeling home, yet the adventure of your getaway vacation. Overlooking the blue waters of Lake Marlin, away from traffic and noise pollution, yet close to stores, golf clubs and main roads taking you within minutes to Manasota Key and Boca Grande Beaches.

4.98 out of 5 average rating, 110 reviews
Top guest favourite
Flat in Englewood

Stylish 2-King Manasota Escape | Steps to the Bay

Welcome to Salt & Sand Suites! Newly renovated 2-King/1BA upstairs unit just two houses from Lemon Bay. Bright, coastal space with a private balcony, fire pit, sliding glass doors, and open kitchen/living area with bar-top seating. Sleeps 6 with 2 king beds + sofa sleeper. Golf carts for rent right on-site—perfect for exploring the island! Beach gear: wagon, chairs, cooler, towels & umbrella included & shared laundry on-site. Relax and unwind with us after a day in the sun on Manasota Key.

5.0 out of 5 average rating, 24 reviews
Top guest favourite
Home in Englewood

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.

5.0 out of 5 average rating, 39 reviews
Guest favourite
Home in Englewood

2BR Oasis • Dog Friendly • 5 min to Manasota Beach

Escape to a peaceful Englewood retreat just 2 miles from Manasota Beach. This dog-friendly 2BR/2BA Home with plenty of space, sleeps up to 5 guests and includes a fully equipped kitchen, fast Wi-Fi, smart TV, gas grill and washer/dryer. Bringing a boat? Manasota Key Boat Ramp is nearby, and the property has plenty of parking for a truck/car and trailer. Need information about local boat docks? Contact us and we’ll be happy to help. Beach gear is also provided for an easy Florida getaway.

4.94 out of 5 average rating, 221 reviews
Top guest favourite
An aerial view showcases a raised townhome surrounded by palm trees, with the beach and ocean visible in the background. The home's light blue exterior complements the coastal setting, while a spacious deck on the lower level offers an inviting space for relaxation.
Townhouse in Englewood

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.

4.96 out of 5 average rating, 164 reviews
Top guest favourite
Home in Englewood

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 🌟

5.0 out of 5 average rating, 38 reviews
Top guest favourite
A serene beach scene showcases gentle waves lapping at a sandy shore. Lush greenery is visible along the coastline, with a residential property nestled among the trees. The clear blue sky complements the tranquil waters, creating a peaceful environment.
Home in Englewood

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!

4.96 out of 5 average rating, 101 reviews
Top guest favourite
A beachfront property is depicted, featuring a two-story structure with a spacious porch. Surrounding landscape includes sand and lush greenery, leading to the waves of the Gulf of Mexico. Sunbathers are seen in the distance, enjoying the beach atmosphere.
Apartment in Englewood

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.

4.91 out of 5 average rating, 235 reviews
Top guest favourite
Flat in Englewood

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.

5.0 out of 5 average rating, 269 reviews
Guest favourite
Home in Englewood

Private Bayside Retreat Near Manasota Key-Sleeps 6

Welcome to The Salty Sister Retreat, a charming coastal bungalow in Englewood, Florida, just minutes from Manasota Key, Lemon Bay, and beautiful Gulf Coast beaches. Relax in cozy coastal décor, unwind in two comfortable king bedrooms, and enjoy the perfect home base for beach days, boating, fishing, and Southwest Florida adventures. Boats and boat trailers are welcome, making it easy to bring your own adventure.

4.95 out of 5 average rating, 22 reviews
Top guest favourite
Home in Englewood East

3 Bedroom Home | Heated Pool | Close to Beaches

Relax and unwind in this 3 bedroom, 2 bath tranquil home in a very quiet neighborhood just minutes from several gulf beaches and restaurants. Enjoy the spacious lanai with a heated pool, outdoor dining, BBQ grill, and more. Guests will enjoy the Margaritaville frozen concoction machine and K-Cafe for specialty coffee drinks. The large back & side yard is fully fenced at this pet-friendly home away from home.

4.95 out of 5 average rating, 100 reviews
Top guest favourite
The charming exterior of The Bamboo Cottage features a white facade with vibrant teal shutters and palm tree decorations. A covered porch is visible, along with comfortable outdoor seating and potted plants, set against a backdrop of lush greenery.
Cottage in Englewood

Bamboo Cottage, minutes to beaches & Dearborn St!

We pay Airbnb's Guest Fee. Save on Weekly and Monthly Stays! Discount automatically applies :). Welcome to The Bamboo Cottage! A peaceful and private 1940's Old Florida farmhouse tucked away in Englewood's Historical District. Centrally located within walking distance to Dearborn Street & Lemon Bay, and just miles to the beautiful beaches of Manasota Key!

4.95 out of 5 average rating, 135 reviews

Popular amenities for Englewood holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Englewood's top sights

Manasota Key Beach

260 locals recommend

Englewood Beach

203 locals recommend

Stump Pass Beach State Park

286 locals recommend

Blind Pass Beach

138 locals recommend

Indian Mound Park

39 locals recommend

Myakka Pines Golf Club

36 locals recommend

Other great holiday rentals in Englewood

Top guest favourite
Home in Manasota Key

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

4.99 out of 5 average rating, 74 reviews
Top guest favourite
The welcoming entrance features a covered porch with three pink rocking chairs and nautical decor. A decorative compass hangs above a door painted in calming turquoise, while a garage door blends seamlessly into the clean, white exterior under a bright sky.
Home in Englewood

5 mins to Beach~ Beach Gear, Bikes, Firepit, Grill

5.0 out of 5 average rating, 51 reviews
Guest favourite
Home in Englewood

Manasota Key Beachfront Oasis w/ Private Jacuzzi

4.94 out of 5 average rating, 18 reviews
Top guest favourite
An aerial view captures a two-story home nestled along a quiet waterway with lush greenery surrounding it. Nearby, other residences and a private dock are visible. The scenic backdrop showcases calm waters merging with a blue sky, highlighting the tranquil atmosphere of the location.
Home in Englewood

Lux Home on Gulf w/Private POOL & 50ft Dock

5.0 out of 5 average rating, 66 reviews
Guest favourite
A spacious living area features a light-colored sofa and a comfortable armchair situated near large sliding glass doors. Natural light illuminates the room, which is decorated with a patterned area rug and wall art. A TV is mounted on the wall opposite the seating.
Home in Englewood East

Beach town modern cottage 3Bed/2Bath house

4.94 out of 5 average rating, 32 reviews
Top guest favourite
A serene canal view is showcased from a private dock, featuring two teal chairs positioned beside a small table. Lush greenery and calm waters reflect the clear blue sky, enhancing the peaceful atmosphere of the outdoor space.
Bungalow in Englewood

Dockside Delight:Waterfront/Gulf Access/4minsbeach

5.0 out of 5 average rating, 39 reviews
Guest favourite
The pathway is lined with soft-glowing solar lights illuminating the way, creating a welcoming ambiance. The green grass softly contrasts with the concrete walkway, while a warm light is visible through the window of the nearby house.
Home in Englewood

The Shores Retreat

4.97 out of 5 average rating, 35 reviews
Superhost
Home in Englewood

Castadiva-Your Gorgeous Gulf Coast Beach Home!

4.63 out of 5 average rating, 24 reviews

When is the best time to visit Englewood?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price£136£166£166£136£128£129£120£113£112£113£115£126
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C18°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.

Destinations to explore