
Vacation rentals in Englewood
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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.

Gulf Side Condo Englewood Florida
Monthly bookings will receive a 15% discount at this cozy 2 bed 2 bath condo. The condo has a full kitchen, dining area, living room, a king size master bedroom and a small 2nd bedroom. The coastal decor and furnishings create the ambiance of an island home. The condo opens onto a wide porch which has beautiful views of the Gulf of Mexico. Wander down the sandy path to a private beach and the turquoise waters of the Gulf. Enjoy Gulf breezes and sunsets from the porch or the beach.

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.

Green Bamboo - saltwater pool, great backyard.
Welcome to Green Bamboo, the charming and cozy vacation rental located in the beautiful Englewood, Florida! With its prime location, Green Bamboo is the perfect place to explore all that the area has to offer, from the most amazing beaches in the US to world-class golf courses and spectacular sunsets. Home is situated in a peaceful and gorgeous neighborhood. Just a short drive away (5 miles) you will find beautiful beaches, boat rentals and vibrant shopping and dining options.

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.

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!

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!

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.

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 vacation rentals
Stay near Englewood's top sights
Englewood beach vacation rentals

On Manasota Key w direct access to our Beach! (A)

Key Condo located on Manasota Key

Location! Gulf Condo @ S. Jetty 30 day minimum

*DEC SALE! Sarasota #1 Luxury Villa w/PRIV BEACH!

Vintage Villa, Thirty-Five

Ocean view, Totally remodeled, Beach Home!

Private Beach, Fishing Dock & Heated Pool Paradise

Tropical Island Beach Condo Ferry & Parking Incl.
Englewood house rentals

Near Beach•Air Hockey• Ping-Pong•Bikes• Baby Gear

PRIME Location! 60 Steps to PRIVATE BEACH Dogs OK!

Your Coastal Getaway!

Turtle Bay - minutes to Boca Grande!

Family Fun-Relaxing Home w/heated Pool & Game Room

Florida Vacation on the bay

Villa Sanddollar Awaits ! 1071HS

Beautiful nest at the coast
Beach house rentals in Englewood

Island Beachfront Cottage. Secluded! Lux! Extras!

3/2 LGI Gulf Front w/Dock

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

Sunflower House - PRIVATE - Directly on the Gulf!

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

"Lost Loon" Oceanfront Cottage by Roxy Rentals

Sun-Soaked Beach House

Turtle Nest Retreat - Manasota Key (upper unit)
When is the best time to visit Englewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$37,686 GYD | G$41,664 GYD | G$43,339 GYD | G$37,686 GYD | G$33,708 GYD | G$32,661 GYD | G$33,289 GYD | G$31,405 GYD | G$30,986 GYD | G$32,243 GYD | G$32,033 GYD | G$34,127 GYD |
| 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 190 vacation rentals in Englewood Isles, and over 1,000 vacation rentals in Old Englewood Village.
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.
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.
Quick stats about vacation rentals in Englewood

Total vacation rentals
Explore 1,020 vacation rentals in Englewood

Nightly prices starting at
Englewood vacation rentals start at G$8,375 GYD per night before taxes and fees

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

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

Pet-friendly vacation rentals
Find 370 rentals that welcome pets

Vacation 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 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!
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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




