TOP 10 FLORIDA MONTHLY VACATION RENTALS FOR UNDER $2,000Photos From Florida Rental By Owners

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Check out our Florida Monthly Rentals By Owner Top 10 List! Bonus! We’ve added more vacation rentals to our list.

Snowbird is a term for “a northerner who moves to a warmer southern state in the winter”. It’s not just a tradition but a way of life for people who reside in Canada and the northern United States. Who wouldn’t want to escape the frigid winters? Snowbird season in Florida runs from October until around late April.

Florida is the perfect spot for people and seniors who want to get away from the cold in search of Monthly Rentals By Owner. It can be quite difficult to find a suitable vacation rental that’s budget friendly. Not to worry, we’ve found some great Florida rentals under $2,000 per month! Just perfect for Florida snowbirds looking to get away from the cold on a tight budget.

No longer just for seniors, monthly Florida rentals are ideal for digital nomads who can work from home and kids who are web learning or home-schooling. Just be sure to ask about wifi connection when renting a home by the month in Florida.

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A Top 10 List of the Best Florida Snowbird Rentals under $2,000 per Month

  1.  Waterfront Condo Rental – Bradenton Beach
  2.  Golf Resort Monthly Condo Rental – Bonita Springs
  3.  Affordable Condo Rental – Englewood
  4.  Long Term Stay Condo Rental – Clearwater
  5.  Private Golf Resort Condo Rental – Estero
  6.  Quaint Cottage Rental – Clearwater
  7.  Celadon Beach Resort Condo Rental – Panama City Beach
  8.  Jensen Beach Rental – Hutchinson Island
  9.  Central Florida Pet-Friendly Vacation Rental – The Villages
  10. Boat-Friendly Monthly Rental – Burnt Store Marina
  11. Oceanfront Monthly Rental – Jenson Beach
  12. Classic Townhouse Monthly Rental – Sarasota
  13. Waterfront Monthly Rental – Marco Island
  14. Affordable Monthly Rental – Fort Myers
  15. Boat-Friendly Monthly Rental – New Port Richey
  16. Cozy Monthly Rental – Gulfport
  17. Disney Area Monthly Rental – Davenport
Waterfront Condo Vacation Rental – Bradenton Beach, Florida

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A two bedroom, two bathroom condo overlooking the bay at Bradenton Beach starting from $890 per week in low season! Well… we know that’s just a bit higher than $2,000 a month but we think this one deserves to be on our list. Sip your morning coffee on the sunlit lanai while watching for manatees and dolphins. It is gorgeous and there’s room for the grandkids in the bunk beds. The outdoor pool is a plus!

It’s a few steps to the beach for daily walks and shelling. Restaurants, shopping and entertainment are all within walking distance. Private parking is included with the rental, perfect for snowbirds driving down from the north. This condo rental by owner is popular, so book well in advance, or get more information on the condo here.

Golf Resort Monthly Condo Rental – Bonita Springs, Florida

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Located right in the midst of the Bonita Spring’s “Spring Run Golf Club’s” course, this ground floor condo starts at $1,226 per month during low season. The tennis courts and community pool are a real bonus.

This Florida monthly condo rental has great views of holes 6 to 8, and is two minutes from the Spring Run’s club house. It’s the perfect spot for any snowbirds looking for a Florida golf home to rent during their next vacation.

Shopping, Dining and Entertainment are all minutes away for a great night out, and if you want to stay in, the condo is decked out with all the necessary amenities. This rental is also very popular, so remember to book early. You can get started by checking out the Florida Rental By Owner’s listing #1747 page.

 Affordable Condo Vacation Rental – Englewood, Florida

englewood, vacation rental, florida rental by owners

The perfect place if you want everything close by, for an affordable price of $470 per week. This snowbird condo rental is offered during low season at just $1,770 per month.

This two bedroom, two bathroom condo has everything a snowbird visitor could want within arms reach. A fully-featured kitchen, wifi internet and a cozy atmosphere make it the perfect home away from home.  You’ll never want to leave!

This Florida monthly rental is a condo located in a popular resort complex and has a large heated pool, tennis, pickleball, and shuffleboard courts, and outdoor grills. The clubhouse boasts a billiard table as well as ping pong in addition to social rooms.

A shopping mall is across the road, the golf club is 3 miles away and the beach is even closer than that. This is another popular rental, so book early. You can find more information about this wonderful rental here.

 Long Term Stay Snowbird Condo Rental – Clearwater, Florida
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A one bedroom condo is perfect for a snowbird couple looking for a long-term Monthly Florida Rental. At $30 per night and with a minimum stay of 3 months, this is a super affordable way to completely escape the winter months. That works out to just $900 per month! The high season rate is only $1,995 per month.

This gated resort community boasts a huge community Olympic-size heated swimming pool with hot tub jacuzzi, and tennis courts for day or night time use.

Right in the heart of Clearwater, parks, dining and the beach are all within your grasp. Take some time out to watch a show at the Capitol Theatre, which is just across the road. This condo is often available, and is the perfect snowbird retreat. Check out the details on the FLARBO listing page.

 Private Resort Condo Rental – Davenport, Florida

Florida Rental By Owners Listing 663

Monthly Golf and Tennis Resort Rental in Estero Florida – Listing 663

Falling at the $75 per night range, this condo is perfect for snowbird visitors who want to explore the Estero, Florida area. Just a bit above the range at $2,250 per month. we couldn’t resist adding this beauty to our list.

An astonishing gated championship golf community awaits your visit. Grandezza is an upscale-gated community beautifully landscaped and secure. It is 425 acres, with over 900 homes, 42 acres of preserve and 23 lakes, all situated around a private 18 hole championship golf course. This hard to find ground-floor unit is super for ease of getting in and out and is only 150 yards from the private Sabal Palm Pool and Recreation Center.

This Estero vacation rental is a popular choice so to get your choice of dates remember to book the rental monthly well in advance. You can get more information about this condo on Florida Rental By Owner’s listing #663 page.

The Cutest Cottage Snowbird Rental – Clearwater, Florida

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Looking for something a little different? A little more homey and quaint? This sweet two bedroom, one bathroom cottage is for rent for $1,800 per month? There is a minimum 3 monthly rental requirement.

Take yourself back to the past of a quaint relaxed time in Davenport Florida. This cute little cottage offers all the conveniences of a fully furnished modern home.

It offers a landscaped yard with a stone patio set with outdoor furniture. This is a home where you will be able to find rest and relaxation following a day of exploring the area. It’s an ideal Florida monthly rental!

A covered carport makes it perfect for snowbirds travelling by car to explore Clearwater and Tampa. It’s the perfect spot to explore the myriad of things to do on the west coast of Florida. Learn more about this unique rental here.

Celadon Penthouse Beachfront Condo Rental – Panama City Beach, Florida
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Looking for top-floor beachfront views of the Gulf of Mexico? Look no further than this condo in Panama City Beach on the northwest coast of Florida.

For only $65 per night, you can enjoy all that Panama City Beach has to offer. This one bedroom condo has all the necessary amenities for a snowbird single or couple.

It’s located minutes from local restaurants and the just steps out the door to the gorgeous beach and emerald green waters. Perefect for shelling and morning walks. It’s a great Beachfront Monthly Florida Rental for wintering snowbirds.

The Celadon Resort offers two hot tubs, two heated pools (one indoor transitioning to the out-doors), tennis courts, fitness Center.

This condo is a popular choice, so remember to book early. You can find more information and book this great short-term rental here.

Jensen Beach Condo Rental – Stuart, Florida

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Starting at $67 per night, this two bedroom, two bathroom condo is located on Hutchinson Island, a remote idyllic island on the southeast Atlantic coast of Florida. Perfect for a golf lover who wants a Florida Monthly Rental.

Miles of sandy beach await, perfect for shelling and relaxing with a great beach book. On the island there are parklands, and tons of golf courses to enjoy. Play at one of the four PGA golf courses close by, or visit the Downtown Stuart Green Market for local produce.

This slice of beach heaven has it all, you’ll never want to leave! This is another popular short-term rental, so remember to book well in advance of your trip. You can inquire about this Florida vacation rental by owner here.

Pet-Friendly Cottage Rental – The Villages, Florida

Florida Rental with Golf Cart

The perfect vacation rental for snowbirds as well as families interested in exploring the Central Florida area. Located in the lively community of The Villages with many activities.

Enjoy a Florida Monthly Rental with a Golf Cart! This home boasts a ground floor floor-plan as well as a golf cart which is also included for the guest’s use! A great way to pop over to the pools and back for a quick bite.

This two bedroom, two bathroom rental is pet-friendly and perfect for a family escaping the cold winter months. Located around an hour from Walt Disney World, and a short walk away from local entertainment, it’s a great way to explore Florida without the hustle and bustle. Pop over to this FLARBO listing #1371 here.

Boat-Friendly Condo Rental – Burnt Store Marina, Florida

Burnt Store Marina Florida

From $1400 per month this is a boater and fisherman’s dream! Burnt Store Marina is locaed mid-way between Punta Gorda and Cape Coral, Florida.

The condo has two bedrooms and two full baths with spacious rooms, wide doorways, and bathrooms are easily accessible with grab rails to assist those in such need.

Offering a pool and active community center. Enjoy the huge TV in the community center where you can gather with friends to watch football, golf or other TV favorites. Members and guests also gather there to play cards and participate with others in various activities.

This location boasts a 27 – hole golf course with restaurant, a marina with restaurant, and a yacht club. Bring your boat and moor it in the marina or store in their dry full-service storage. There is a boat ramp at the marina as well as boat rentals and salt water fishing tours available.

The marina is only a few hundred yards to the open water of Charlotte Bay. From there you can go by boat to many local islands for all the fun you can handle. Boca Grande Pass is only a few miles west from the marina to world-class fishing. If you are into boating, fishing, golfing relaxing in the sun, enjoying great new friends, then this Gulf coast community is for you.

If you’re interested, you can learn more about this Florida vacation rental here.

Jenson Beach Condo Rental – Hutchinson Island

Florida Rental By Owners Listing 1487

Jenson Beach, Florida Monthly Rental – FLARBO listing 1487

What snowbird or monthly renter doesn’t want to be directly on an oceanfront beach? Location! Location! Location! is all about this vacation rental on Jenson Beach.

This third floor condo boasts two bedrooms and two bathrooms perfect for a couple or a small family getaway.  Enjoy the renovated condo just steps to the ocean, with two pools, BBQ area, tennis court (racquets provided), social room with pool table, large TV and kitchen at your disposal. starting at just $1950 per month this home is a winner! Find out more here.

Disney Area Monthly Vacation Rental – Davenport

Florida Rental By Owners Listing 1486

Monthly Davenport Florida Rental – FLARBO Listing 1486

Enjoy this entire three bedroom bungalow villa in popular Davenport, Florida starting at $2,100 per month. There is space for the whole family to spread out and relax. Enjoy the private pool in sunny Florida for less on Florida Rental By Owners. Find out more about this home here.

Classic Townhouse Monthly Rental – Sarasota

Florida Rental By Owners Listing 981

Monthly Townhouse Rental – Sarasota Florida – Listing 981

Sneak away to your monthly Sarasota rental that has been completely renovated and professionally designed. This two bedroom, two bathroom townhouse has state of the art electronics with 4 televisions and electric Weber grill.

Enjoy morning coffees with warm breeze in the open-air lanai for lounging in the sunshine. This home has a golf course view with privacy hedge and a community pool across the street.  It is close to the University Parkway Shopping District, vibrant downtown Sarasota and first class restaurants, and of course white sand beaches of the Gulf.

At just $2000 per month this home is popular so book your dates early here.

Marco Island Waterfront Monthly Rental

Florida Rental By Owners Listing 1078

Marco Island Waterfront Monthly Rental – FLARBO Listing 1078

Marco Island is famous for its warm temperatures year round. This great condo rental’s features include a huge sun deck, fishing pier, gorgeous views of the Gulf and Caxambas Pass. The centrally located pool and hot tub is a wonderful and warm atmosphere.

The best part of this condo is that it is just 800 steps to the Marco Island south beach public entrance. A sure winner for beach combers who love their morning walks to stay healthy. Tipping the scales slightly at $2,500 per month we couldn’t resist including it in our list. Find out more about this home here.

Affordable Fort Myers Monthly Rental

Florida Rental By Owners Listing 1935

Affordable Fort Myers Monthly Rental – FLARBO Listing 1935

Starting at just $1,300 per month this Fort Myers , Florida monthly vacation rental is the best bet for budget-minded long term renters and snowbirds. The Heritage Pointe gated community is popular. This home is close to the beaches and hospital. Elevator access is a great choice for people with limited mobility issues.

The condo has a master bedroom with a queen bed and a second bedroom with twin beds. Close to the community pool and clubhouse as well as the grilling facilities. Enjoy sunrises over the lake and sunset off the back walkway. Find out more here.

Boat-Friendly Monthly Condo Rental in Port Richey Florida

Florida Rental By Owners Listing 855

Boat-Friendly New Port Richey Monthly Condo Rental – Listing 855

You don’t have to break the bank if you want to bring your boat with you for a monthly Florida vacation. This condo rental starts at $2,200 per month but expect to stay longer as this owner prefers 3-4 month stays.

If you love boating, sunsets, swimming in a heated pool and enjoying a covered picnic area with gas grill check out the full details of this condo here.

Cozy Monthly Condo Rental in Port Richey Florida

Florida Rental By Owners Listing 500

Cozy Monthly Vacation Rental in Gulfport Florida – Florida Rental By Owners Listing 500

We love this cozy efficiency apartment with large-home amenities and the price is right at just $55 per night. It makes the monthly rate a mere $1,650. Wowzers!

The perfect rental for one to two guests, featuring a comfortable queen sleeper sofa for visitors, HDTV with DVR in the living room and also in the bedroom. The kitchen is equipped with everything except a dishwasher. The large screened patio with lighting and ceiling fan provides a comfortable Rattan sectional sofa and bistro table. Find out more here.

Marco Island Monthly Condo Rental

Florida Rental By Owners Listing 1306

Marco Island Monthly Rental – Listing 1306

This San Marco Villa condo is located about 1 mile to the beach and close to shopping, restaurants as well as fishing, boating and paddle boarding. Beautiful Mackle Park is steps away and features a huge playground, lake, walking paths, spray park, and basketball courts. The condo is comfortably furnished for your most relaxing vacation yet!

Starting at $2,000 per month this home hits the mark! Two bedrooms are offered furnished with king bed and twin beds. A short ride from the Florida Everglades and close to Naples, Marco Island is the largest and only developed land in Florida’s Ten Thousand Islands. Find out more about this condo here.

No matter where you choose to stay in Florida, there’s a perfect place to get away from the cold at an affordable price. Whether you’re looking for adventure, fun or just need to unwind, there’s a perfect vacation rental for everyone on Florida Rental By Owners. For your long term trip to Florida, think about booking a vacation rental on a site that will allow you to “Book the Same Vacation Rentals for Less”.

If you like this article you might also enjoy our “6 Hot Florida Spots for Endless Summers” article

Skip the traveler fees that are charged on other large online travel agency platforms like Aribnb, HomeAway, VRBO and Expedia. Reserve your vacation rental on FLARBO – Florida Rental By Owners where there are no booking fees for either traveler or property owners. FLARBO, it’s the best option for Florida travelers.