Top 19 Monthly Rentals in Florida for an Extended Stay

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If you’re craving an extended vacation, are on a temporary work assignment, or need a little extra sunshine in your life, a monthly rental in Florida might be the perfect solution. There are lots of vacation rental properties throughout the state that allow stays for 30 days or even longer to accommodate your needs. Here are some of the best monthly rentals in Florida to choose from.

Waterfront Luxury Home, Fort Lauderdale
Airbnb.com
Close to the beaches for a water-themed stay

Waterfront Luxury Home, Fort Lauderdale

Here’s a waterfront home that you can stay in for a while and enjoy a little luxury. The rental house has three bedrooms and three bathrooms. The rental comes with access to a heated saltwater pool, two kayaks, and a private backyard. There are king-size beds in all of the bedrooms and also two private outdoor showers. Guests appreciate this safe and quiet neighborhood in the heart of Fort Lauderdale and being so close to shops, restaurants, and the airport. Pets are accepted on a case-by-case basis, and there is a $200 pet fee.

Blissful Sky Residence with Ocean and City Views, Miami
Airbnb.com
Stay in a hot and trendy Miami neighborhood

Blissful Sky Residence with Ocean and City Views, Miami

Situated in the hot and trendy Brickell neighborhood, this condo Airbnb may accept monthly stays in Florida. The rental is a condo with a posh interior, glitzy bathroom, high-tech features, and comfortable accommodations. The bedroom has a king-size bed and sofa bed to accommodate four total guests. Guests love the dramatic city and ocean views from this rental property. There are numerous shared amenities that guests can use too, including two large pools, a jacuzzi, gym, sauna, massage room, kids’ room, game room, and social lounge.

Home with Pool, Golf Cart, and Private Backyard, The Villages
airbnb.com
Home with Pool, Golf Cart, and Private Backyard

Home with Pool, Golf Cart, and Private Backyard, The Villages

When you are planning to stay in Florida for a while, it might be a great fit to book this three-bedroom, two-bathroom home. It accommodates six people and is known as “Serene on the Green.” The home is just 320 steps from the Santiago Recreation Complex, which has two golf courses, and Lake Sumter Landing is a short ride away. This home has a wonderful outdoor area that’s screened and has a private plunge pool and a shared area for dining and spending time outside. Golfers love it here because the home offers the owner privileges to golf for free at the more than 40 executive golf courses in The Villages. Free use of the owner’s golf cart is also available.

Crane's Landing, Old Town
airbnb.com
Crane's Landing

Crane's Landing, Old Town

With two bedrooms and one bathroom, Crane’s Landing is a waterfront home that is situated over an acre of land. It is just steps from the Suwannee River and puts you in a great location to visit Ginnie Springs and the other local springs. There is a hot tub where you can relax on the oversized porch. This is a family-friendly rental with a travel crib available, as well as a baby gate at the top of the stairs.

Gulf-Facing, Top-Floor Condo, Miramar Beach
Airbnb.com
Scenic and right across from the beach

Gulf-Facing, Top-Floor Condo, Miramar Beach

Four people can stay at this Airbnb for a monthly rental and be right across from the beach. The rental condo has one bedroom and one bathroom, as well as Wi-Fi, full-size laundry machines, and public parking. The bedroom in the condo has a king-size bed and a bunk bed. It is close to the Silver Sands Outlet Mall and offers excellent views of the Gulf and Scenic 98. It’s an Airbnb that is spotlessly clean, and the host lives next door in case you need anything.

Luxury, One-of-a-Kind Houseboat, Orange Park
Airbnb.com
Live the Florida life on a floating home

Luxury, One-of-a-Kind Houseboat, Orange Park

Another fun way to spend a while in Florida is to book this houseboat Airbnb in Orange Park. It accommodates four guests and has one bedroom and 1.5 bathrooms. This is a beautiful floating home that is fully furnished and ideal for adults but not kids. The houseboat home has a kitchen, a utility room with a washer and dryer, and two smart TVs with Roku and basic local channels. You can bring your pets for a $75 fee. When you arrive at the property, you can use the marina wagons at the docks to help you get your luggage to and from the houseboat.

Hip Retro-Modern Lakefront Cabana, Orlando
Airbnb.com
A Euro-style studio for a unique trip

Hip Retro-Modern Lakefront Cabana, Orlando

With this Orlando monthly rental, you’ll stay in a modern Euro-style studio that is comfortable and in a great location. The home has a queen Murphy bed, Wi-Fi, cable, and a spacious leather sectional. The outdoor area has a lighting and sound system, fire pit, and grill. You’ll love being along the shore of Lake Shannon and among the towering live oaks. The location is also just 15 minutes from downtown Orlando. Nearby, you can take a quick walk to East End Market for funky shops, coffee, ice cream, indie music, and more.

Award Winning Tiny House - Barn Model, Melbourne
Airbnb.com
An adorable home with fun outside space too

Award Winning Tiny House - Barn Model, Melbourne

For your monthly stay, you can also choose to stay in a barn Airbnb that is an adorable tiny house. Three people can stay here and be comfortable. There is a loft with a queen-size bed and a full-service kitchen with a fridge, sink, gas cooktop, microwave, and oven. The custom bathroom inside the barn has an enclosed shower with river rock floor and distressed barnwood tile. There is a washer and dryer in the tiny house, as well as an outdoor space surrounding the tiny house. The tiny house is in a quiet neighborhood full of trees and at the end of a dead-end street.

Quiet Shed in Downtown, Orlando
Airbnb.com
A local Orlando experience awaits you here

Quiet Shed in Downtown, Orlando

This is a fun shed Airbnb that accepts monthly stays in Orlando. It is ideal for two guests and has a bedroom with a queen-size bed, bathroom, and a location in a nice neighborhood. The rental comes with a smart TV, Wi-Fi, nightstand, kitchenette, and backyard with a deck and fire pit. This rental shed is behind the host’s 1920s bungalow home, and the host occasionally rents out this main house. Therefore, you may see other guests in the backyard at times. The rental unit is about 15 minutes from Universal Studios Orlando.

Tiny House Green Lifeguard Stand, Sarasota
Airbnb.com
A cheerful tiny house for your beach state of mind

Tiny House Green Lifeguard Stand, Sarasota

How cute is this tiny green lifeguard stand that you can book for a monthly stay? The rental is just over the bridge from Siesta Key and close to the dining and arts district in Sarasota. This lifeguard stand can sleep up to five people and is an exciting way to fully immerse yourself in a beach vacation experience. The tiny home has a living room decorated with beach décor, flat-screen TV, a galley kitchen, and outdoor and indoor dining tables. You can access the upper level of the home by stairs or a ladder. Bring your pet along and pay the one-time $25 pet fee for fun vacation times with your furry friend.

Log Home Guest House, Ocklawaha
Airbnb.com
Cozy in a nature getaway area

Log Home Guest House, Ocklawaha

This Airbnb monthly rental is a log home guesthouse in a wooded area. It sleeps four people and has two bedrooms and two bathrooms. Both bedrooms have queen-size beds. There are restaurants within 10 miles of the home, and in between, there are some great places for hiking and biking. When you stay in this rental home, you’ll also have a full kitchen, laundry, paved driveway, carport, and screened front porch.

Sarasota Extended Stay Home Near Siesta Key Beach, Gulf Gate Estates
Vrbo.com
A great community to be in for longer stays

Sarasota Extended Stay Home Near Siesta Key Beach, Gulf Gate Estates

For your monthly stay in Florida, consider this 1,165-square-foot house that has two bedrooms and two bathrooms. It is ideal for many types of travelers, sleeps six people, and is 4.5 miles from Siesta Key Beach. You’ll be in the Gulf Gate community and also close to downtown Sarasota. The home has a private, screened pool that is from 3.5 feet to six feet deep. It also offers a full kitchen, cozy living room, dining room, and attached garage with a washer and dryer.

Heated Pool Home Steps to Famous Cocoa Beach, Cocoa Beach
Airbnb.com
Just like your own private resort

Heated Pool Home Steps to Famous Cocoa Beach, Cocoa Beach

Eight guests can enjoy a long-term stay at this Airbnb rental that has three bedrooms and two bathrooms. The home is a beachside paradise across the street from Cocoa Beach and on a quiet street. It has large smart TVs, a second living room that opens out to the pool deck, and a Weber grill.  This is a private home with a pool that is very close to the beach and stocked with beach essentials, such as a cooler, wagon, umbrellas, chairs, and boogie boards. You can even heat the pool for no extra charge and enjoy year-round swimming.  

TreeHouse in the Cloud, Saint Cloud
airbnb.com
TreeHouse in the Cloud, Close to Theme Parks - Saint Cloud

TreeHouse in the Cloud, Saint Cloud

Two guests can stay in this Airbnb that’s an ideal couple’s getaway. It’s a magical rental with a queen-size bed in the bedroom. When you stay in this treehouse, you’ll have a full bathroom, kitchenette, and deck. Four horses live on the property, and you can use the carrots in the fridge to feed them! Amenities provided in the treehouse are a large toaster oven and an electric frying pan. There’s also a fire pit in the common area and a cottage next door for rent on Airbnb. which sleeps six people if you have a larger travel group.

Nature-Intense Tiny Home Hideaway, Fort White
Airbnb.com
Nestled among the trees and wildlife

Nature-Intense Tiny Home Hideaway, Fort White

It’s fun to book a tiny house for a month-long stay in Florida, such as this one in Fort White. It sleeps four people and has a queen-size bed in the bedroom and a bunk bed in the common space. It’s a nature getaway just minutes from Blue Springs, Poe, Ichetucknee, and Ginnie. The Amish-made log cabin is surrounded by trees and wildlife. The Airbnb host provides free firewood to use in the fire pit. There’s also a large, covered deck/porch so that you can enjoy the surroundings. Kayaking and paddleboarding tours are available nearby.

Recently Remodeled Destin Townhouse, Miramar Beach
Vrbo.com
Spacious, serene, and a short walk to the beach

Recently Remodeled Destin Townhouse, Miramar Beach

There’s the option of staying in this townhome for your extended Florida trip and having 1,296 square feet to yourselves. The home sleeps eight people and has three bedrooms, two full bathrooms, and one half bathroom. Known as #117 Misty Cove, the townhouse has a pool and is just a short walk from the beach. It’s a lovely retreat with a remodeled kitchen, beautiful hardwood floors, and plenty of space to relax. You’ll have access to one of the largest community pools in the area and also Wi-Fi and flat-screen TVs in the rooms.  

The Jesse Cottage, Pensacola
airbnb.com
The Jesse Cottage

The Jesse Cottage, Pensacola

You can rent this charming 1903 cottage for your longer Florida stay and be just a block from Seville Square. It’s a one-bedroom, one-bathroom tiny house with a queen-size bed, a small porch, and a fenced courtyard. This cottage is known as “Jesse,” and the one next to it is called “Blake.” Many people have rented out both cottages for shared vacations and bride/groom groups. When you rent the tiny home, you’ll have a kitchen and good access to local bars, the minor league baseball park, and art galleries.

Blue Moon Unique Dome, Largo
Airbnb.com
Such a cool dome for your Florida trip!

Blue Moon Unique Dome, Largo

For a really unique way to plan a long-term stay in Florida, rent this ice dome Airbnb. It is a dome home that is built with eco-friendly materials and has a round bed with lots of cozy pillows. The home is just a two-minute walk to the Florida Botanical Garden and Heritage Village Park. You’ll also be just seven minutes from great restaurants and Indian Rocks Beach. Other features of this dome home are a Japanese shower, a private backyard that is fenced, and free parking. Surround yourself in nature and plan a stay you’ll never forget by yourself or with one other person here!

Charming Updated Extended-Stay Condo, Fernandina Beach
Vrbo.com
A condo with some great shared amenities

Charming Updated Extended-Stay Condo, Fernandina Beach

With about 1,100 square feet of space, two bedrooms, and two bathrooms, here’s an extended-stay condo for you in Florida. It sleeps four people and is in the Amelia Woods Beach and Racquet Club, which is just two minutes from the beach in Fernandina Beach. This Vrbo vacation rental requires a three-month minimum stay. The condo is on the second floor and comes with kitchen essentials, laundry machines, two parking spaces, and a grill that you can use in the picnic area near the pool. There is no elevator to access the space. Your rental also comes with access to the shared swimming pool, tennis courts, beach chairs, umbrellas, and boogie board.

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