Dunedin is located on the Gulf Coast of Florida and is one of its oldest towns. It has a charming downtown area with quaint shops and restaurants. Throughout the year, many Scottish and Celtic events are conducted in the city, and it will be fun to take part in the annual Highland Games. Culinary enthusiasts will also love the Celtic Music & Craft Beer Festival. It is a great opportunity to sample delicious foods, meet local artisans and enjoy the beautiful park where the event happens. In addition, you can head over to Caladesi Island State Park to swim, sunbathe and generally have a peaceful day by the beach. When you visit Dunedin, you may fall in love with the place and want to stay for a while here. If planning a long-term stay here, check out this list of the best monthly rentals in Dunedin, Florida.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, decor, availability of dates, and long-term stay rules and regulations. The image galleries get refreshed with the latest updates regularly. They were last updated on April 14, 2024.
1. Cute home decorated in a beach theme (from USD 145)
Bikers will love that they can hit the Fred Marquis Pinellas Trail easily from this home. Also, four bikes are stocked in this home for your use. The unit is located less than a mile (1.61 kilometres) from downtown Dunedin and the marina. With a fully stocked kitchen, laundry facilities and dishwasher, the rental offers you a convenient stay.
If you are looking to stay here for more than 28 days, you can avail of a 10% discount on the rent.
Top guest reviews
Amenities & Room:
beautifully decorated comfortable beds well equipped kitchens super cleansmart tvs in bed room and living roomCleanliness:
the house was clean and the kitchen had everything we needhad all the spices you needed pots where brand new and very cleanit was very clean and included amenities that a lot of places don’tHost:
the owners were super quick to respond to questionseveryone was very friendlythank you to our hosts lori justin & stefanieour host was very responsive to our inquiries and needsthe owner lives right on the property and communication was responsive and quickRead more reviewsLocation:
the property is in a great location and close to the beachnice quiet neighborhood and close to downtowngreat stay in dunedin wonderful house and locationdefinitely recommend this place for a visit to dunedin
2. Elegant condo in Beso Del Sol Resort (from USD 179)
This one-bedroom condo is a good choice for a couple looking for a quiet break. Take your pick from one of two balconies from where to watch glorious water views. You can prepare your meals in the full kitchen or head to the on-site Marker 8 Tiki Bar Restaurant for a delicious meal.
If you want to fish, then you can head down to the fishing pier in the resort and cast your pole there. The resort also offers a shared pool and hot tub for those who love to be in the water. If you are considering a long-term stay here, you will be glad of the 20% discount for bookings longer than 28 days.
Top guest reviews
Amenities & Room:
I even enjoyed using the stairsIt is a one bedroom condo with hideabed in the living roomHad a wonderful time Pictures are exactl liked the adjacency of the bar / restaurant because it allowed for chaise-side service at the private poolThe view from the condo balcony was not a straight-on water viewCleanliness:
The property was beautiful and spotlessly cleanTwo rooms plus bath Everything in kitchen except an oven Air conditioning and ceiling fans were awesomeHost:
Linda was always helpful with any questions we hadthe view from the patio was nice and the owner was very very quick to respond and so niceno beach but closeby Dont know what more we could have wantednot the elevator for some great exercisenice & helpful people at the resortRead more reviewsLocation:
Pinellas trail 1/2 block away for walking running bikingThe location in Dunedin is greatThe overall complex is very convenient to Dunedin ClearwaterRight on the water and walking distance to historic Dunedin (generous walking distance but easily done )bars and the sponge docks
3. Downtown apartment with parking facilities (from USD 154)
If you want to be close to the facilities of downtown Dunedin, you can consider this two-bedroom condo. This home is the perfect base from which to explore the cute shops and restaurants of downtown Dunedin. For those who like to bike or hike, Fred Marquis Pinellas Trail is close by. In addition, when you book the rental for more than 28 days, you can look forward to a 10% discount.
Guests bringing their car will be glad of the assigned parking space nearby. Note that the condo is on the second floor and there is no elevator in the building.
Top guest reviews
Amenities & Room:
the primary bedroom bed was very comfortable and the second bedroom has the great bunkbedsCleanliness:
the condo was very clean and decorated nicelyit was very clean and beautifulwhat an absolute gem clean and beautifully furnishedwell-decorated clean condo/apartment in the heart of dunedinRead more reviewsLocation:
the apartment was at a perfect location surrounding by all kinds of restaurantseasy walk to restaurants shops boutiques
4. The Yellow House (from USD 186)
This first-floor apartment is situated in a historic home in downtown Dunedin. It is updated to include a compact kitchen, a living room with a flat-screen TV and two bedrooms.
If you love a busy farmers’ market or outdoor concerts, you may be able to catch such events at Pioneer Park, which is right across the road. Comfortable rocking chairs on the porch allow you to sit and watch the action from home as well. You can avail of a 10% discount when you book the home for more than 28 days.
Top guest reviews
Amenities & Room:
also the wifi was strong and reliable for the few days i needed to workCleanliness:
the unit itself was clean and had everything we would have neededapt was very clean & we were real glad to have a kitchen to use & a laundryroomwe felt comfortable the moment we walked into this apartment--it was clean and cozyHost:
this is a beautiful place to stay convenient to everything dunedin and especially gracious and caring hostsRead more reviewsLocation:
the location was awesomegreat location restaurants and shops are outstanding and in walking distance because of it's central locationyou are within walking distance of so many great things - fabulous restaurants parks shops walking/running/biking trailsour favorite part is the locationwe arrived @ night around 10pm & the park was beautiful
5. Downtown condo close to shops
This condo is located above a set of shops in downtown Dunedin. If you love to shop, you will enjoy visiting the cute locally owned stores in the area.
The unit has everything you need for an extended stay, including a full kitchen, laundry facilities and stocked bathrooms. In addition, the rental offers Wi-Fi, so you can work worry free. A 5% discount is offered for bookings longer than 28 days.
Top guest reviews
Amenities & Room:
the apartment/condo was spacious and the kitchen was well equipped along with a good supply of amenitiesthe room was beautiful and the hostess very accommodatingCleanliness:
condo was very cleanthe property is well maintained clean and very safethe entire living quarters was impeccably cleanvery clean second floor condo right in downtown dunedinthe condo was super clean and the owners were very helpfulHost:
the owners were very nice and accommodatingthe owners were very nice as wellowners were quick to help out with anything we neededon site owners were very diligent in making sure we had everything we neededwhat a wonderful stay hosts christine and jorge were very helpful and friendlyRead more reviewsLocation:
great location in the heart of dunedinperfect location for walking to many locations in downtown dunedingreat condo and a perfect location for uslove the accommodations and locationit's a fun and lively location and ambiance
6. Owl’s Nest Apartment (from USD 217)
This apartment provides a clean and functional space to enjoy an extended stay in Dunedin. You can also save 10% when you book the home for more than 28 days. It is a second-floor apartment and has new fittings.
Guests have access to a full kitchen and living space with a flat-screen TV. When you want to relax, you can head to the common area to soak in the hot tub or lounge around the fire pit. The attractions of downtown Dunedin are a short stroll away.
Top guest reviews
Read more reviewsAmenities & Room:
it is nicely furnished and the beds were very comfortable
7. Charming home with an elliptical machine (from USD 180)
This compact home is an affordable choice for your extended stay in Dunedin. A 15% discount is also offered on bookings longer than 28 days, so you can save big. The cute yard in the back is fully enclosed, so you can have a relaxing time here. This is a single-level home so it will suit those with mobility issues too.
To relax, you can watch TV in the comfortable living room or soak in the tub in the bathroom. The sturdy desk and chair will allow you to work comfortably. When you want to take a break from working, you can head outside into the yard or exercise on the elliptical machine.
Top guest reviews
Amenities & Room:
--wifi and cell phone signal was strong for work from homebeds are very comfortable and it had everything we were looking for including several bicyclesthe two queen beds are very comfortableCleanliness:
it is clean and comfortableclean nice place with everything we neededvery clean and had everything we neededthe house was very clean and had everything we neededthe house is very clean and had everything we neededHost:
the hosts were very responsive and made sure we felt welcomethe owners are very thoughtful and available to their guestsour first stay in dunedin was made perfect by this host and their housewould highly recommend this house and hostwe thoroughly enjoyed our stay i would highly recommend these hosts and their homeRead more reviewsLocation:
great location very convenient to pinellas trail and walking distance to restaurantsgreat location to the city center and proximity to pinellas trailthe location is always so great as it is close to downtownthe floh house is in the perfect locationgreat location in dunedin for walking and bike riding around town
8. Island Oak (from USD 158)
This one-bedroom apartment is a great choice for a couple’s getaway to Dunedin. It is a second-floor unit in the Grove Keeper Collective compound, and when you lounge on the balcony looking out to a majestic oak tree, you will feel like you are high up in a treehouse.
You will have all the comforts of home here such as a fully equipped kitchen, well-stocked bathroom and bedroom with linens. A shared pool and hot tub are available on the property so that guests can enjoy themselves. In addition, you can save about 10% on the rent for long-term stays.
Top guest reviews
Amenities & Room:
the bed was super comfortable you could eat off the bathroom floorbeautiful comfortable apartment lovely pool and hot tubCleanliness:
room was nicely decorated very clean as advertisedthe unit itself was spotless and beyond comfortableeverything was so clean and beautifully decoratedthe unit was clean comfortable and as expectedthe grounds were beautiful to enjoy and the rooms were super clean and very comfortableHost:
lori is great hostlori and gary were outstanding as hoststhey were very friendly and super responsivelori and gary are fantastic hostsand of course the staff was great 10/10 would stay here againRead more reviewsLocation:
wonderful location to downtown dunedinthis place was so cute great location will definitely be backpeaceful park like groundsgreat location for historic dunedin and convenient to a variety of relaxing beachesthis was the best airbnb we have stayed at wonderful location beautiful spot super responsive hosts
9. Second-floor apartment with vaulted ceilings
With easy access to downtown Dunedin, this charming apartment is ideal for four guests. A discount of 10% on stays of 28 days or more makes it even more attractive.
The roomy living area is fitted with a comfortable couch and a flat-screen TV. You can prepare your meals in the compact kitchenette. To get around the neighbourhood, you can use the bikes stored here.
Dunedin, Florida, United StatesSuperhost
Accommodates: 4
Top guest reviews
Amenities & Room:
one of the most comfortable airbnbs i have ever stayed inthis is a cozy nicely appointed and very clean apartment with minimalistic beachy vibes adjacent to downtown dunedinCleanliness:
excellent accommodations clean bright cheerythis was a beautiful and clean apartmentnice clean place with good layoutthe apartment decor is modern clean and comfortableextremely clean very comfortable well stocked great location and easy communicationHost:
the hosts are extra thoughtfulnate is a wonderful host and very helpfulthe hosts were absolutely lovely and even gave my 3 year old daughter some seashells to take homegreat town great place to stay wonderful hosti would stay here again the location is perfect and the hosts are both helpful and communicativeRead more reviewsLocation:
great location - just a few blocks from downtown dunedinvery nice apartment within walking distance to towngreat location (easy 15 min stroll to downtown and marina)cute apartment great location i’d stay againgreat location just 2 blocks from the end of main street downtown
Monthly rentals near Dunedin, Florida
10. Studio-type apartment with a full kitchen (from USD 89)
This cheerful apartment is a good choice for a lone traveller or a couple heading to Dunedin. It is located between Clearwater and Dunedin, so you have easy access to both cities. Though it is designed compactly, the rental has everything you may need on an extended stay, including a full kitchen and internet. You can use the bikes provided here to explore the Fred Marquis Pinellas Trail.
You may be excited to know that this is a pet-friendly home and that fur babies are allowed after paying a pet fee. In addition, you can also save about 5% on the rental if you book the home for more than 28 days.
Top guest reviews
Amenities & Room:
would be great to stock up a little more basic kitchen needs (sugar pepper coffee maker coffee etcthe fan overhead did not work and it could you some additional eating utensils but overall great experiencecouldn't manage to get the heater working but comforter did the jobcozy place to stay with an excellent bedCleanliness:
it was super clean and well maintainedvery soothing colors nice and cleanit was clean comfortable and cozyclean and has beautiful flowersplace was great great location nice and clean way home he really liked it would stay there againHost:
hosts were very nice tooand everyone who passed us when we walked out little dogs was kind and gave us a wavethe hosts have made an attractive and comfortable place to stayRead more reviewsLocation:
great location close to grocery and beach/restaurantsnext door is a home with a total artsy tropical garden that was fascinating to walk bythis place fit the bill perfectly
Have a delightful long-term retreat in charming Dunedin
When you visit Dunedin, you will fall in love with the cute town and its many attractions. The city is great for a long vacation, and you can select one of the above monthly rentals in and near Dunedin for a delightful stay.
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