Monthly Rentals in Englewood

(28 rentals)

Looking for a serene coastal retreat? Our monthly rentals in Englewood, Florida, offer the perfect long-term getaway in a charming beach town along the Gulf Coast. Whether you’re planning a winter escape or an extended vacation, Englewood’s relaxed atmosphere, beautiful beaches, and outdoor activities make it a fantastic destination.

booking message booking message
Englewood Mobile home
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 5 miles to Englewood Beach

$153

avg/night

$153
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Clean ,comfortable and centrally located.. Two bedroom, 2 bath, sleeps six with large screened in Florida room. Pet friendly with a fenced in yard, washer and dryer, wifi, beach toys and chairs, 2 bicycles and a bbq grill. Two blocks from Ricaltinis bar and restaurant and 6 blocks to Stump Pass Lighthouse ...

View all property information

Property Type

Englewood Mobile Home

Featured review

"Fantastic"

We have been coming to Englewood for 7 years . We stayed at this awesome home December 2024-february 2025. We have had a great stay and are signed up for next year. The owners are attentive and responsive. ...

See all reviews

Show less

Englewood Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$143

avg/night

$143
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Charming Old Florida Condo…Minutes to World Famous Beaches. 2 Bedroom, 2 Bathroom Condo in Active Adult Community with Pool. Spacious Condo with plenty of room for 4 with screened in porch and all the necessities for a short vacation or a seasonal stay!

View all property information

Property Type

Englewood Condo

Show less

Englewood Condo
1 BR | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 1 bedroom, 1 bathroom
1 review

Distance to beach: 1 miles to Manasota Beach

$143

avg/night

$143
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

**Escape to Paradise in Southwest Florida!**Why use a hotel when you can cook at home and enjoy this beautiful property located just a few short miles from Manasota Key and Venice/Nokomis beaches!Discover the ultimate getaway in this beautifully refurbished 1-bedroom, 1-bath condo, perfectly nestled ...

View all property information

Property Type

Englewood Condo

Featured review

"Wonderful property"

Truly enjoyed our stay at this wonderful property. Great Floorplan, updated appliances, extremely clean. Property close to shopping , restaurants, beaches, golf & other amenities. Highly recommend. Property ...

See all reviews

Show less

Englewood House
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
owner special
Owner special: CHRISTMAS/NEW YEARS SPECIAL! FREE rent Dec 21 - 31, 2024 when leasing through March 31, 2025.

Distance to beach: 5 miles to Englewood Beach

$97

avg/night

$97
avg per night
Owner special:
CHRISTMAS/NEW YEARS SPECIAL! FREE rent Dec 21 - 31, 2024 when leasing through March 31, 2025.

View Details

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Relax in this cozy 2 bedroom / 2 bathroom private bungalow home with coastal decor throughout. Furnished with two queen sized bedroom sets and leather seating in living areas. The dining room is light and bright and there is a nice built in workspace/desk area. The attached exterior locked storage ...

View all property information

Property Type

Englewood House

Show less

Englewood Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

$120

avg/night

$120
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Completely updated, modern,clean and full of essentials and additional touches. Smart TVs, internet, cozy bedrooms, comfortable living space. Fully equipped kitchen .Pull out couch in living room. Beach towels,chairs, umbrella, coolers available for guest to use.Lots of natural light. There are grills ...

View all property information

Property Type

Englewood Condo

Show less

Englewood House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Englewood

$226

avg/night

$226
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Beautiful newly constructed 3 bedroom - 2 baths home on quiet street.We purchased the home in November and all things new. This is our second home and we are going to try seasonal rental and see how it goes and hopefully we will be blessed with recurring rental friends !When you walk in the ...

View all property information

Property Type

Englewood House

Show less

Englewood House
3 BR | 2 BA | Sleeps 7 | Quick View
Sleeps 7, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 4 miles to Englewood Beach

$226

avg/night

$226
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Enjoy the beach life or choose to stay in your spacious home and relax around a beautiful pool area which overlooks a spring-fed lake. Our 3 bedroom, 2 bathroom pool home with modern furnishings is located in a quiet, safe location just a few short miles from area beaches and is conveniently located ...

View all property information

Property Type

Englewood House

Featured review

"Relaxing and peaceful"

We visited in late May and our departure date will be June 1. It was myself, my husband , our son and daughter in law , our 3 yr old grand daughter and our daughter in laws parents. This is by far one ...

See all reviews

Show less

Englewood House
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

$140

avg/night

$140
avg per night
View Details

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Charming 2 br/2 bath home in Englewood, located 2 miles from Manasota Beach for all the shark teeth hunting! You can bike to the beach without having to go on the main road. The home has a fully equipped kitchen, screened in lanai, outdoor grill, 50' living room TV, wifi, washer/dryer, games and ...

View all property information

Property Type

Englewood House

Featured review

"Cozy, convenient and clean"

Everything appears newly renovated and decorated. Very clean. Small bathroom between the two bedrooms but the second bath area in the laundry area was roomy with a big shower that was easy to get in and ...

See all reviews

Show less

Englewood Condo
2 BR | 2 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 1 miles to Englewood Public Beach

$243

avg/night

$243
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy having breakfast along with serenity & beauty of Gulf, viewed from Alcove downstairs else the den upstairs. Great comfort and luxury of home at beach side condo at Tamarind Gulf & Bay condominiums. Very quiet & relaxed area of the Manasota Key , about walking distance for plenty of restaurants ...

View all property information

Property Type

Englewood Condo

Featured review

"Thank you Julie!"

Great location, layout, and furnishings. We felt most welcome by Julie's very generous communications. We would recommend this great unit to anyone who likes a quiet & serene beach vacation!We hope ...

See all reviews

Show less

Englewood Condo
4 BR | 2.5 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 3 miles to Boca Grande, Palm Island South , Manasota Key

$200

avg/night

$200
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Four-bedroom condo. Quiet & secluded. Newly renovated pickle ball court!! Minimum stay: 14 days No Pets or SmokingGorgeous newly renovated condo. Professionally decorated & carefully designed to provide the perfect blend of space & functionality. With an open & airy plan, the ...

View all property information

Property Type

Englewood Condo

Featured review

"Dream Come True!"

Location was what initially attracted us to The Sanctuary. Out your back door is Florida nature at its best between Lemon Bay Conservancy and Amberjack Environmental Park. However, our experience has ...

See all reviews

Show less

Englewood House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 8 miles to Englewood Beach

$158

avg/night

$158
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

A gorgeous, corner house in a quiet, friendly, safe neighborhood. Locates at: 7474 Quarry Street. Englewood, FL 34224. This house has a total of 1633 sq. and offers 3 bedrooms, 2 bathrooms. The living room has a Sofa bed and a 60" inch smart TV with Roku player. YouTube TV. The double sliding ...

View all property information

Property Type

Englewood House

Featured review

"Comfortable well stocked home."

This home was in close proximity to many attractions. The neighborhood was quiet and great for taking a walk or biking. The home was well stocked with kitchen tools, towels and linens. Spacious and comfortable.

See all reviews

Show less

Englewood Estate
3 BR | 2.5 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 2.5 bathrooms
22 reviews

Distance to beach: 1 miles to Manasota Key Beach

$350

avg/night

$350
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

This stunning recently remodeled 2,400 square foot home is located in beautiful North Englewood, (2 blocks from Venice) Florida. With multiple beaches so close, it's only a quick drive to get to some world class beaches including Manasota Key Beach, Casey Key, Venice Beach and 30 minutes to Siesta ...

View all property information

Property Type

Englewood Estate

Featured review

"We liked Casa Maria so much we are repeat guests!!"

We have stayed at Casa Maria two times, both for extended stays. It is a beautiful place to relax! Comfortable beds, most of the amenities you need and plenty of space inside and out. Also, you are within ...

See all reviews

Show less

Englewood Apartment | On the beach
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
33 reviews

$352

avg/night

$352
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

GORGEOUS, GULF FRONT VILLA CONDO AT “ EL GALEON BY THE SEA”This lovely 2 bedroom/2 bath unit is part of a 20 unit villa condo complex, situated directly on the beach on beautiful Manasota Key. Because this is a relatively small complex, it offers guests a more lay back, relaxing atmosphere. ...

View all property information

Property Type

Englewood Apartment

Featured review

"Everything we have been looking for - Really!!!"

Stop looking, start getting in touch with Marg! This was the first time we stayed at El Galeon by the Sea but it won't be the last. We love coming to Manasota Key from PA and have been doing so for about ...

See all reviews

Show less

Englewood House
2 BR | 1 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 1 bathroom
4 reviews

$93

avg/night

$93
avg per night
View Details

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Beachy furnished 2/1 home in historic Englewood. Great location, just 2 miles to Englewood Beach, 1 mile to Dearborn Street. Easy 5 minute walk to Lemon Bay Park with boat launch. Carefree Boat Club is also a short walk away.Quiet neighborhood, has fenced yard, laundry room and large driveway. ...

View all property information

Property Type

Englewood House

Featured review

"Hidden Gem in Englewood"

I had to relocate because of Ian and I saw this on Zillow and I called the owner and she was more than willing to rent to me for the 3 months that I needed as I was awaiting my home to be replaced. She's ...

See all reviews

Show less

Englewood House
3 BR | 2.5 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2.5 bathrooms

$697

avg/night

$697
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

WELCOME TO SERENITY!! An exquisite home on Lemon Bay with boat dock and saltwater pool that is within walking distance to the beach. Very bright home with ceiling to floor windows that offers a view from every room. There is as much living space outdoors as indoors. A covered bar-b-que area, where you ...

View all property information

Property Type

Englewood House

Show less

Englewood House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 4 miles to Manasota Key Beach, 8570 Manasota KeyRd, Englewood

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

HAPPY WEDNESDAY!! ~ 12/11/24 ~ “Happiness is not something ready made. It comes from your own actions.” – Dalai LamaWide water View over Crystal Clear Pool! This relaxing retreat is positioned on deep water 'Forked Creek' which leads to the Intracoastal Waterway & ...

View all property information

Property Type

Englewood House

Featured review

"Wonderful clean, well-stocked home"

We really enjoyed our stay at this terrific home! Linda and Bobby were very attentive hosts, the house was VERY clean, and it was stocked with absolutely everything we needed for the month. The best stocked ...

See all reviews

Show less

Englewood House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

$197

avg/night

$197
avg per night
View Details

Key Amenities

  • Pet friendly
  • Pool

About this property

em>WINTER SPECIAL FOR 2025. JANUARY REDUCED RATE !! BOOK NOW THIS WON'T LAST LONG!!! This recently updated 3-bedroom, 2-bathroom home in a quiet cul-de-sac of Englewood Isles. It has a fully stocked kitchen with a small eat in area or separate dining area. Enjoy your favorite tv shows in the ...

View all property information

Property Type

Englewood House

Show less

Englewood Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$235

avg/night

$235
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Gulf Front recently Updated 2-bedroom, 2-bathroom ground-floor condo! Beautiful gulf views from almost every room. Relax on the open, covered patio area listening to the waves. Plenty of seating in the living room. Updated kitchen with granite counter tops. Beautiful, modern, updated bathrooms. Master ...

View all property information

Property Type

Englewood Condo

Show less

Englewood House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

$186

avg/night

$186
avg per night
View Details

Key Amenities

  • Pet friendly
  • Private pool
  • WiFi

About this property

Recently built custom home with pool/spa and 3 car garage. Come live the Florida dream in the stunning 3 bedroom2bath home located in a quaint area of Englewood where you can bike to charming historic Dearborn. As soon as you enter you will fall in love with the open floor plan and coastal design. The ...

View all property information

Property Type

Englewood House

Show less

Englewood Cottage
2 BR | 1 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 1 bathroom
5 reviews

Distance to beach: 5 miles to Englewood Beach

$115

avg/night

$115
avg per night
View Details

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

“COTTAGE ON COCOANUT" Classic Beach Cottage in Downtown "Old Englewood Village." WATER VIEW OF LEMON BAY1/2 block to downtown shops, restaurants,events,and all Old Englewood has to offer!! 5 Minutes to the Beach or 1 mile to boat launch. 1/4 mile to launch your Paddle Board ...

View all property information

Property Type

Englewood Cottage

Featured review

"Cocoanut Cottage"

Excellent location to enjoy the local attractions on Dearborn Street. Walking distance to Farmers Market, restaurants, shops and parks. Landlord quick to respond to any concern. Screen lanai a bonus to ...

See all reviews

Show less

Englewood Condo
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

$160

avg/night

$160
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

FALL PRICE HAS BEEN REDUCED!!! CALL FOR INFORMATION!!Stay here and enjoy this spacious, 3 bedroom / 2 bath condo with all the amenities that you'll need to call this place home. The updated kitchen is fully equipped to stay in for home cooked meals, if you choose.The Master Bedroom includes a ...

View all property information

Property Type

Englewood Condo

Show less

Englewood House
3 BR | 2.5 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2.5 bathrooms

$417

avg/night

$417
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Breathtaking views of the Gulf of Mexico! Just steps from the beautiful beach of Manasota Key Spacious, 3 bedroom, 2 1/2 bathroom 2nd floor Condo in the gated community of Boulder Pointe. Large, open kitchen has plenty of counter space and two breakfast bars to enjoy coffee or a cocktail at sunset. Master ...

View all property information

Property Type

Englewood House

Show less

Englewood Apartment
2 BR | 1 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 1 bathroom
4 reviews

Distance to beach: 4 miles to Englewood Beach

$143

avg/night

$143
avg per night
View Details

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Mermaid Cove is an oasis in the heart of Old Englewood Village!!This vintage-style 1940's renovated bungalow is just one block from the Dearborn artistic district where you will enjoy Art Festivals, monthly Antique Car Shows, Farmers Market on Thursdays, our quaint shops and wonderful restaurants. ...

View all property information

Property Type

Englewood Apartment

Featured review

"Julie and Mike"

Thank you Julie and Mike for let us stay in Mermaid Cove. It is wonderful place to spend our winter months for forth time this year. You are great hosts who are doing everything to make their guest ...

See all reviews

Show less

Englewood Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

$205

avg/night

$205
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

2 bedroom 2 bath condo with full kitchen, living and dining area, and lanai. Condo is a first floor corner unit located next to the pool and clubhouse. All bedding and bath towels are supplied. Complete kitchen with all utensils, dishes (etc.), dishwasher, washer and dryer. The Living Room has a 55” ...

View all property information

Property Type

Englewood Condo

Show less

Englewood House | On the beach
3 BR | 2 BA | Sleeps 5 | Quick View
Sleeps 5, 3 bedrooms, 2 bathrooms

$200

avg/night

$200
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • WiFi

About this property

This is a perfect vacation home! A 3 bedroom, 2 bath, pool with a spa home. Lots of room for enjoying your stay in paradise. This beauty is spacious and bright. There is a very generous sized living room and a large family room combination, volume ceilings, formal dining room and multi chef kitchen! The ...

View all property information

Property Type

Englewood House

Show less

Englewood House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

$110

avg/night

$110
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

'Beach hoppers' dream location. Englewood Beach is 3.5 miles away, Manasota Key Beach is 7 miles away! Nice 3 bedroom 2 bathroom house with a screened lanai and fenced-in backyard. Separate living room and den. Bedrooms have a king bed, queen, and two twins. Master bath has a shower, guest ...

View all property information

Property Type

Englewood House

Show less

Englewood Condo
1 BR | 1 BA | Sleeps 4 | Quick View
Sleeps 4, 1 bedroom, 1 bathroom

$226

avg/night

$226
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

SPECIAL LOW SEASON RATE - 9/17 to 12/15 - 2024 $1253.00 PER WEEK PLUS TAXES AND FEES BRAND NEW! Dream Vacation. Crystal blue waters and uncrowded beaches.Welcome to "Bayfront Retreat", your premier destination for an unforgettable waterfront vacation experience!Manasota Key is one ...

View all property information

Property Type

Englewood Condo

Show less

Englewood Condo
2 BR | 2 BA | Sleeps 2 | Quick View
Sleeps 2, 2 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Manasota

$157

avg/night

$157
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Our beautiful corner condo is overlooking Waterford Canal. This is one bridge to bay including a heated community pool. The view is spectacular in the morning, the afternoon or the evening.A 2 bed/2 bath/2nd floor condo with heated pool, WiFi and smart TVs located on Englewood Isles Pkwy and near ...

View all property information

Property Type

Englewood Condo

Show less

Map
Expand map Close map
Englewood Vacation Rentals

Monthly Rentals in Englewood

Your Ideal Monthly Rental Awaits

Browse through a variety of monthly rentals in Englewood, from waterfront condos to spacious homes. Whether you want to be close to Manasota Key or enjoy a quiet spot near Lemon Bay, you’ll find the perfect rental to suit your needs. Experience the comfort and convenience of a long-term stay in this peaceful town.

Why Rent Monthly?

  • Cost Savings: Monthly rentals offer discounted rates compared to shorter stays, making them ideal for long-term vacations or work stays.
  • Home-Like Comfort: Fully furnished rentals with kitchens, living areas, and private bedrooms give you the comfort of home for extended stays.
  • Relax at Your Own Pace: Stay for a month or more and experience Englewood without the need for frequent moves.
  • Live Like a Local: A longer stay lets you explore Englewood’s hidden gems, from pristine beaches to local seafood spots, giving you a true taste of coastal living.

Book Your Monthly Rental Today

Secure your long-term rental in Englewood today by browsing our listings. Whether you’re visiting for the season or planning an extended trip, Englewood provides the perfect backdrop for a relaxing and enjoyable stay.

Plan Ahead for Future Stays

Booking in advance ensures you get the best rental for your desired dates. Englewood’s popularity as a winter retreat means rentals fill up fast, so plan ahead to lock in your preferred property

Amenities and Perks for Long-Term Stays

  • Fully Furnished Rentals: Enjoy fully equipped kitchens, comfortable living spaces, and more.
  • Flexible Dates: Choose the start and end of your rental period with ease for a flexible, stress-free stay.
  • Transparent Monthly Rates: Take advantage of clear, competitive pricing with no hidden fees.
  • Remote Work Ready: High-speed Wi-Fi and designated workspaces are available in many rentals, making it easy to work remotely.

Popular Amenities for Monthly Rentals

  • 🥘 Full kitchen
  • 📶 High-speed Wi-Fi
  • 🐾 Pet-friendly rentals
  • 💻 Workspace for remote professionals
  • 🚗 Free parking

Monthly Rentals in Englewood for Every Traveler

Group-Friendly Rentals

Planning a family reunion or getaway with friends? Englewood offers spacious rentals with multiple bedrooms, large living spaces, and often direct access to the beach or water, making them ideal for group vacations.

Family-Friendly Monthly Rentals

Englewood is perfect for families looking for outdoor activities and beach days. Attractions like Stump Pass Beach State Park and Lemon Bay Park offer nature trails, kayaking, and wildlife viewing. Our family-friendly rentals come with spacious living areas, outdoor spaces, and proximity to family-friendly attractions.

Romantic Getaways for Couples

Englewood’s quiet beaches and stunning sunsets make it the perfect spot for couples. Cozy monthly rentals offer private outdoor spaces, ocean views, and peaceful surroundings for a romantic retreat.

Winter Retreats for Snowbirds

Englewood is a top destination for snowbirds seeking warm weather and a laid-back lifestyle during the winter months. Our monthly rentals provide the perfect home base for exploring Englewood’s beaches, parks, and dining options, all while escaping the cold northern winters.

Why Englewood is Perfect for Snowbirds

  • Mild Winter Weather: With winter temperatures averaging in the 60s and 70s, Englewood offers a warm escape from colder climates.
  • Beaches and Outdoor Activities: Spend your days relaxing on Englewood Beach, fishing, or kayaking through mangroves and bayous.
  • Easy Living: Englewood has everything you need for a comfortable stay, from grocery stores to healthcare services and local restaurants.
  • Community Feel: The laid-back, friendly atmosphere in Englewood makes it easy to settle in and feel at home during your extended stay.

Book Your Winter Stay Now

Plan your winter escape to Englewood by booking your long-term rental today. Enjoy the warm weather, friendly community, and relaxed coastal lifestyle that make Englewood a favorite among snowbirds and long-term visitors.

Outdoor Activities in Englewood

Englewood is known for its outdoor adventures and beautiful beaches. When you stay in one of our monthly rentals, you’ll have access to:

  • Beaches: Relax on Englewood Beach, Manasota Key Beach, or Stump Pass Beach State Park for swimming, shelling, or a peaceful day by the water.
  • Kayaking and Paddleboarding: Explore Lemon Bay or the mangrove-lined waterways by kayak or paddleboard and spot dolphins, manatees, and coastal birds.
  • Fishing: Englewood is a fishing paradise with opportunities for both inshore and offshore fishing.
  • Nature Trails: Hike through local parks like Myakka State Forest or Lemon Bay Park to experience Florida’s natural beauty and wildlife.
  • Golfing: Several golf courses in the area provide great options for those looking to enjoy a round of golf.

Seasonal Information about Englewood Monthly Rentals

💰 Highest rates
February and March

🎉 Busiest month
March

🏠 Popular home types
Beachfront condos and single-family homes

🔥 Hottest months
July and August

❄️ Coldest months
January and December

Rainiest month
June through September

🌺 Best months for flowers
April and May

🌴 Peak tourist season
December through March

🍂 Quietest months
September and October

🌊 Best beach months
March through May

🏌️ Best golfing months
November through April

🎨 Top cultural events
Englewood Seafood & Music Festival (February), Pioneer Days Parade (July)

🍽️ Best dining months
January through March

🦋 Best months for nature activities
March through May

🛶 Best water sports season
June through September

🏖️ Best months for shelling
May and June

📅 Local festivals peak
January through March