
Holiday houses in Englewood
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Top-rated holiday rentals in Englewood
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Garage to a Tiny House Studio Near Shopping Center
Experience comfort and style in this charming, pet-friendly space, perfect for short getaways. Enjoy the privacy of your own entrance, along with a full shower, cozy living room, dining area, and bedroom, all within one convenient layout. The fully fenced backyard, shared with other tenants, features a grill and fire pit—ideal for relaxing evenings outdoors. While the space includes a kitchenette, access to the main shared house may be available if you need a full kitchen or laundry facilities.

Suite Sun
*HEATED POOL* Welcome to your tropical oasis in Englewood, Florida! Step outside and prepare to be amazed by the stunning outdoor space. The inground solar panel heated pool beckons you to take a refreshing dip on warm Florida days. Imagine sipping your favorite beverage as the sky transforms into a canvas of vibrant colors each evening. For the fishing enthusiasts, a private dock awaits your arrival. Cast your line and enjoy the serenity of the lake, all from the comfort of your backyard.

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.

Blue Cottage Suite- Peaceful Old Englewood Charm!
This charming rental is in historic Old Englewood right at the edge of Lemon Bay. The Blue Cottage is in a quiet neighborhood just 4 blocks from Dearborn Avenue with all great entertainment, eclectic shopping and restaurants, live music, and more. The Front porch pictured is part of the main house and is NOT included for use while renting the Blue Cottage Suite. IF the main home is vacant during your stay, I will let you know and it can be used during that time.

Elevated Beach Vibes – Bikes, Beach, Views
Perched on the top floor of a charming duplex on the south end of Manasota Key, this newly remodeled 2-bedroom, 1-bath unit offers elevated Gulf views and unbeatable access to the beach—just steps from your front door. Wake up to the sight of palm trees swaying and enjoy your morning coffee while soaking in sea breezes from above. Located just a short walk from scenic Stump Pass State Park, you’re perfectly positioned to explore the best of the island!

Beachside Retreat Perfect for 2 The Salty Surfer
Guest Favorite, fully remodeled and designed for guest comfort, Unit THREE is smaller but packs a punch! New full kitchen (no dishwasher), an oversized L shaped sofa, a luxurious king bed with cotton linens, and a true twin size chair sleeper for the mini you / travel companion. A large corner yard with a firepit, hammock for afternoon naps, and a bbq grill. All our units are supplied with beach gear as the sand is right outside each door!

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.

5 Miles to Beaches | Cozy Home with Sunroom
Your Gulf Coast escape awaits at this retreat in Englewood, FL! Our 2-bedroom, 2-bath home features comforts like free WiFi, and a full kitchen. Soak up the sun at Manasota Key Beach, hit the links at a nearby golf course, or explore some of Florida’s beautiful state parks in the surrounding area! After a day of adventure or relaxation, you can sit back and unwind in the screened porch or get cozy with a movie on the Smart TV.

1 bed apart/full kitchen 5 min. drive to the Beach
Ready to relax at the beach with a cold drink? Englewood FL. has 3 nice beaches to choose from. Venice has nice shopping and lots of sharks teeth.This nice apt. is ideal for those that want to go to the beaches and look for sharks teeth,eat great local food and enjoy the beautiful Southwest Florida weather.The Wi-Fi is not the best but should run Netflix. A percent of our earnings goes to a few international charities

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.

Blue Bungalow-Quaint & Quiet-Perfect Getaway!
Looking for something extraordinary? This charming, full, one bedroom upscale bungalow is in Historic Old Englewood, overlooking an inlet of Lemon Bay. Quiet neighborhood is just 4 blocks from Dearborn Ave., with great entertainment, eclectic shopping and restaurants, live music, and more. 4 great beaches are a 5 minute drive from our front door-- and 15 minutes from Venice Island.
Popular amenities for Englewood holiday rentals
Stay near Englewood's top sights
Other great holiday rentals in Englewood

Tiki Life! Boca Grande Apartment

Rotunda West Best

Cozy 2 bedroom 2 full bath home with Hot tub/Spa

Tropical Oasis, pool, golf, dog friendly

Great after Milton-Stunning Waterfront! bv

"Lost Loon" Oceanfront Cottage by Roxy Rentals

Perfect Beachy Couple Space On Manasota Key FL

Kokomo
When is the best time to visit Englewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $308 NZD | $341 NZD | $354 NZD | $308 NZD | $276 NZD | $267 NZD | $272 NZD | $257 NZD | $253 NZD | $264 NZD | $262 NZD | $279 NZD |
| 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 house rentals in Englewood?
Experience the best of Englewood with our house 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.
Are there Englewood house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 250 house rentals with pools in Englewood, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Englewood have a gym?
Absolutely! We offer over 30 house rentals with a gym in Englewood. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Englewood have a bbq area?
Absolutely! We offer over 150 house rentals with a bbq area in Englewood. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Englewood have self check-in?
Absolutely! We offer over 110 house rentals with self check-in in Englewood. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Englewood have free parking?
Absolutely! We offer over 500 house rentals with free parking in Englewood. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Englewood?
Englewood has more than 490 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Quick stats about holiday rentals in Englewood

Total holiday rentals
Explore 1,020 holiday rentals in Englewood

Nightly prices starting at
Englewood holiday rentals start at $68 NZD per night before taxes and fees

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

Family-friendly holiday rentals
810 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 370 rentals that welcome pets

Holiday 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 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!
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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
- Manasota Key Beach
- Lovers Key Beach
- River Strand Golf and Country Club
- Englewood Beach
- Myakka River State Park
- Point Of Rocks
- Lakewood National Golf Club
- Marie Selby Botanical Gardens
- Stump Pass Beach State Park
- Blind Pass Beach
- South Jetty Beach
- Tara Golf & Country Club
- Boca Grande Pass




