Looking for a charming coastal retreat? Our monthly rentals in Dunedin, Florida, provide a perfect long-term escape filled with small-town charm and beautiful Gulf Coast beaches. Whether you're planning a winter getaway or a longer stay, Dunedin offers stunning waterfront views, rich history, and easy access to nearby attractions.
Distance to beach: 5 miles to Clearwater Beach
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Welcome to our charming, brand-new home, ideally suited for up to 7 guests! Nestled in a peaceful neighborhood, this newly constructed single-family residence offers a perfect blend of comfort and modernity. The front door opens to a library or sitting area, leading down a hallway past the laundry closet ...
Excellent owner, property and property manager. Everything was immaculately clean and made for the perfect stay. Unfortunately we were quite busy during our stay due to our daughter's wedding but definitely ...
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Welcome to 1000 Oaks Cottage, your perfect vacation house in the beautiful town of Dunedin, Florida! Upon arrival you will feel immediately at home within this newly renovated cottage with a boho beach vibe. WHAT'S TO LOVE about the 1000 Oaks Cottage:* With 3 beds and 2 baths, this cozy ...
We had a wonderful time staying in this cottage. The amenities were perfect and we felt right at home. There were endless options for great food and activities. We loved trying a new coffee shop every morning. ...
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Minimum Stay 30 days Available July 1st (If property is booked please consider our other property in the same building #18195) LOCATION! This beautiful waterfront condo community is in the prime location for you to enjoy your stay! Located on the Dunedin Causeway/Beach & just before Honeymoon Island ...
We stayed in Dolphin Point Condos we had a beautiful well stocked condo , nicely decorated, and the owners couldn’t have been more accommodating. Our pool was facing the St Joseph Sound it doesn’t ...
Distance to beach: 1 miles to Honeymoon Island State Park
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2 Bedroom 2 Bath fully furnished, "Pet Friendly" home with large fenced backyard. Large living room, full kitchen, and a laundry room with washer/dryer. Covered carport for a single car plus a covered patio with grille. All utilities, Internet & streaming services included.
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Charming Mediterranean style home just south of downtown Dunedin. One home away from the 37 mile Pinellas trail. Walk into downtown Dunedin on the trail. Toronto BlueJays Stadium just 4 blocks away off the trail. About 4 blocks to the water for great sunsets.Our home is about 850 square feet with 2 bedrooms ...
We loved our stay here. The house was located close to Dunedin and TD ballpark, both accessible from the Pinellas trail a few steps away. Inside was very clean and stocked with utensils, towels, etc. ...
Distance to beach: 3 miles to Honeymoon Island
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Stunning Top-Floor Oceanfront Condo with Breathtaking Sunset Views This beautifully furnished 2-bedroom, 2-bath condo is one of the best units in the complex, offering sweeping sunset and waterfront views from your private West-facing balcony and both bedrooms. Located on the top (3rd) floor, this spacious ...
Charming and friendly condo with outstanding sunset views. Relax on the balcony and watch the dolphins and other marine wildlife. This charming condo is spacious with everything you need for a wonderful ...
Distance to beach: 2 miles to Honeymoon Island
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Updated 705 sq.ft condo with a view of the water with private Lanai unit 212 updated in 2021. Our unit 205 that we updated in 2018 has a private Lani that faces the south. There are new floors. paint, furniture, granite counter tops in the kitchen, appliances, bathroom vanity and more. Dolphin Point condos ...
This condo is a quiet, clean place to stay that is convenient to Clearwater, Dunedin, Palm Harbor and Tarpon Springs. Access to Honeymoon Island State Park is minutes away and a pass to the park is included ...
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Available April 1st. Minimum Stay 30 days. Option for 6 month lease (no taxes on 6 month leases.LOCATION!! This beautiful waterfront condominium community is the prime location of Dunedin. Dolphin Pointe is located on the Dunedin Causeway/Beach & a bike ride to Honeymoon Island/Caladesi Island ...
I recently stayed at Kristin Savages condo at Dolphin Point in Dunedin Florida. Everything was above and beyond what we expected. Kristin was very accessible to us. The location was great. The condo was ...
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We at Florida Sun Vacation Rentals are excited to offer you THE 2323 SURREY LANE HOME.At Florida Sun Vacation Rentals we are always available to take your call and help you book your next reservation at the best rate! Please Search Us online for the best experience and to learn more About Us and our ...
Great house, well equipped, nice yard and pool areas, close to a lot of restaurants, beaches, the causeway, groceries, and parks. Very tastefully decorated inside and out. Very pleasant.
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Completely renovated beautiful cottage on large double lot. Located 2 blocks from the gulf and 2 houses from the Pinellas Trail. Walk or bike to downtown Dunedin. New kitchen and bathroom along with washer and dryer. Sliding glass door off living room provides access to a cozy side yard with patio. Vaulted ...
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BOOK DIRECT at our website where you can always find the lowest price and avoid the unnecessary service fees of the large listing sites. BOOKING DIRECT IS THE BEST WAY TO GO!PLEASE GET A QUOTE AND BOOK THE UNIT DIRECTLY ON OUR WEBSITE AT FLORIDA SUN VACATION RENTALSAt Florida Sun Vacation Rentals ...
Love this property. Quiet neighborhood, privacy, wonderful pool (used it every morning and sometimes in the evening as well). Clean, easy to access the many opportunities available in Palm Harbor and neighboring ...
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This beautiful home is located Only 3 miles (9 minutes) to Clearwater Beach! Our large yard with HEATED (Oct-May) pool & bonfire pit are great areas for entertainment. Clearwater beach is #1 best beach in the US!The beach offers miles of beautiful white sands and breathtaking sunsets. It is loaded ...
Excellent location, great accommodations, everything our family needed for a great vacation. Well stocked and very comfortable. We will definitely go back and recommend to our friends and family.
Distance to beach: 1 miles to Clearwater Beach
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Beautifully updated with open kitchen concept to the living room. Tastefully decorated with nautical and palm theme. Very spacious 950 SQF 1 bedroom, 1 1/2 bathroom. Very large living room with 65 inch smart TV . A beautiful dining table. Fully updated kitchen with stainless steel appliances and granite ...
Awesome place to stay. Newly renovated condo on the 10th floor. Fully furnished unit with all the amenities of home. Building is quiet and the residents are super friendly. The grounds are beautiful with ...
Distance to beach: 1 miles to Clearwater Beach
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Come and embrace this beautifully updated and tastefully decorated very spacious one bedroom, one and a half bathrooms 950 Square feet. It features a very large balcony with access from both the bedroom and the living room. Amazing views of the Gulf of Mexico. The Intercoastal waterway , Dunedin and Honey ...
This condo was beautiful, clean, and exactly like the pictures! It is in a very convenient location and had an amazing view from the balcony. I loved my stay here and hope to return in the future. Awesome ...
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Regatta Beach Club is located on the beach at the North End of the island, close to everything without the crowds! It is within walking distance to Caladesi Island! It is a gated community with a front desk that is staffed! Our condo offers an olympic size heated pool overlooking the Gulf with beach ...
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Enjoy front row seat for nightly sunsets from your spacious balcony overlooking white sands of North Beach- in a private residential neighborhood walking distance to Sandpearl Resort, Frenchy's , Caladesi Island and more! All the amnenities included: Olympic sized heated gulf front pool, grilles. ...
Distance to beach: 1 miles to Clearwater
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Discover the perfect Clearwater Beach retreat in this gorgeous 10th-floor condo overlooking the bay. Fully furnished and thoughtfully designed, this 1-bedroom, 1-bathroom home offers both style and comfort.Highlights include:• Breathtaking bay views from floor-to-ceiling windows. • A ...
We are a now-retired Michigan couple who visited beaches all over Florida for decades. In those early days, we had limited vacation weeks from work and the desire to see as many places as possible, so ...
Distance to beach: 0.8 miles to Clearwater Beach
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Enjoy Clearwater Beach in this one bedroom,one bath 765 square feet unit on the ninth floor with spectacular wide open water views of Mandalay Bay. Unit has beautiful decor throughout. The master bedroom has a queen size bed and 32-inch flat screen tv. This location is perfect: private and quiet. Easy ...
The first thing you notice when you walk in is the spectacular view. The condo is tastefully decorated. The kitchen has all the amenities you need, including an air fryer. The condo is very clean and comfortable, ...
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Are you looking for a relaxing getaway ? Look no further. This 900sf fully renovated / furnished unit located within the security guard gated luxury community , Grand Venezia, by old Tampa will not disappoint.Well Kept, very clean: 1 bedroom with walk- in closet 1 bath with double sink, granite ...
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We at Florida Sun Vacation Rentals are excited to offer you NEWLY LISTED MAIDSTONE 2725 AT INNISBROOK RESORT.At Florida Sun Vacation Rentals we are always available to take your call and help you book your next reservation at the best rate! Please Search Us online for the best experience and to learn ...
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We at Florida Sun Vacation Rentals are excited to offer you BYRNWYCK 2172-2174 AT INNISBROOK RESORT.At Florida Sun Vacation Rentals we are always available to take your call and help you book your next reservation at the best rate! Please Search Us online for the best experience and to learn more ...
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We at Florida Sun Vacation Rentals are excited to offer you NEWLY LISTED CANTERBURY 2294 AT INNISBROOK RESORT.At Florida Sun Vacation Rentals we are always available to take your call and help you book your next reservation at the best rate! Please Search Us online for the best experience and to learn ...
This condo was perfect for our Florida getaway - home away from home! Lakeside building was quiet and tucked away, wonderful location! Many beautiful places to walk to and explore in the resort. The ...
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We at Florida Sun Vacation Rentals are excited to offer you Sherwood Lakes #A. This unit can also be rented along with unit B VRBO/Home Away # 1330083At Florida Sun Vacation Rentals we are always available to take your call and help you book your next reservation at the best rate! We want you to ...
The location was perfect for us for the things we wanted to do - close to great breweries (DeBine in Palm Harbor was our favorite), restaurants, Dunedin, Tarpon Springs and Safety Harbor. We really enjoyed ...
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BOOK DIRECT at our website where you can always find the lowest price and avoid the unnecessary service fees of the large listing sites. BOOKING DIRECT IS THE BEST WAY TO GO!PLEASE GET A QUOTE AND BOOK THE UNIT DIRECTLY ON OUR WEBSITE AT FLORIDA SUN VACATION RENTALSAt Florida Sun Vacation Rentals ...
Had a great time. Everything was as advertised. Well equipped and clean. Especially liked being close to the pinellas trail and to tarpon springs and everything there. Restaurants and beaches were very ...
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Palm harbor/Crystal Beach 3/2 W Heated pool & SpaWelcome to this beautiful Palm Harbor / Crystal beach 3/2 home with heated screened in pool and spa. Recently updated and newly furnished. Beach house design, a few blocks from the pinellas bike trail, aprox 1 mile from the water at Crystal beach, ...
Distance to beach: 5 miles to Honeymoon Island
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What a great opportunity to rent at Innisbrook Golf and Spa Resort; home to the PGA's Valspar Championship. This completely furnished 1 bed, 1 bath, 2nd floor unit has been totally renovated to Innisbrook standards: stainless appliances, granite countertops, luxury plank flooring, etc. This condo ...
Close to everything you need, Honeymoon Island, Dunedin, and Tarpon Springs. Golfer’s paradise. Apartment is immaculate with everything you need! Loved it! Highly recommend. Paul and Becky
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Cozy 2/1 Walkable to dwtn Safety HarborWelcome to our charming 2-bed- 1-bath apartment in the heart of Safety Harbor Downtown! This modern and stylish apartment offers perfect base for your stay, with its prime location just steps away from all the local shops, restaurants, and attractions. Explore ...
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Main level, end unit condo, backing to lake, with two screened in lanais. Open and airy, with four sets of sliding glass doors. Master suite with walk-in closet and full bath. Fully equipped kitchen. Full size washer and dryer. Located in a secluded, gated community, yet close to many restaurants and ...
If looking for a quiet place to relax while also being in close proximity to Tampa Bay and its surrounding communities, this location is for you. It is comfortable and well stocked for short term stays. ...
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We at Florida Sun Vacation Rentals are excited to offer you SAFETY HARBOR THE 5 BEDROOM ONE LEVEL POOL HOME.PLEASE GET A QUOTE AND BOOK THE UNIT DIRECTLY ON OUR WEBSITE AT FLORIDA SUN VACATION RENTALSWe at Florida Sun Vacation Rentals are excited to offer you Dolphin Cove Villa. BOOK DIRECT at ...
This is a great family-friendly house. We loved the swimming pool, billiard table, and other activities at the house. The location was perfect for us to enjoy Clearwater Beach and other attractions in Tampa! ...
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Beautiful two bedroom/2 bath condo with sunrise view in the front and Sunset view in the back. Directly on the beach with pool. Walk across the street for breakfast lunch or dinner. Shops are across the street with access to the Jolly trolley which takes you right into Clearwater Beach. Located on Sand ...
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**Please scroll down for available dates and rates before inquiring **One Month Minimum** Stunning direct ocean views from this 2 Bed/2 Bath updated and bright condo. Enjoy elegant coastal vibes in this 10th floor unit in Harbour Light Towers on spectacular Sand Key! Offers guests the rare opportunity ...
My wife and I spent the month of March in this beautiful condo. A very well equipped unit on a beautiful beach in Sand Key….gorgeous views of the sunset every night on the beachfront balcony & the same ...
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We at Florida Sun Vacation Rentals are excited to offer you CANTERBURY 2250 AT INNISBROOK RESORT.PLEASE GET A QUOTE AND BOOK THE UNIT DIRECTLY ON OUR WEBSITE AT FLORIDA SUN VACATION RENTALSAt Florida Sun Vacation Rentals we are always available to take your call and help you book your next reservation ...
We enjoyed our stay. The building was very quiet, and the grounds were immaculate. The owners left detailed instructions and were communicative.
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BOOK DIRECT at our website where you can always find the lowest price and avoid the unnecessary service fees of the large listing sites. BOOKING DIRECT IS THE BEST WAY TO GO!PLEASE GET A QUOTE AND BOOK THE UNIT DIRECTLY ON OUR WEBSITE AT FLORIDA SUN VACATION RENTALSAt Florida Sun Vacation Rentals ...
Always love Innisbrook. Such a beautiful, well maintained community. Unit has nice patio with afternoon sun. Bed a little soft. Quick response time from manager.
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PLEASE GET A QUOTE AND BOOK THE UNIT DIRECTLY ON OUR WEBSITE AT FLORIDA SUN VACATION RENTALSWe at Florida Sun Vacation Rentals are excited to offer you PRESTWICK 3163 AT INNISBROOK RESORT.At Florida Sun Vacation Rentals we are always available to take your call and help you book your next reservation ...
We had a wonderful time staying in this spacious and private condo located on a beautiful golf course. The resort is gated so felt very safe. The condo is well equipped with everything you would need and ...
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BOOK DIRECT at our website where you can always find the lowest price and avoid the unnecessary service fees of the large listing sites. BOOKING DIRECT IS THE BEST WAY TO GO!PLEASE GET A QUOTE AND BOOK THE UNIT DIRECTLY ON OUR WEBSITE AT FLORIDA SUN VACATION RENTALSWe at Florida Sun Vacation ...
My wife and I totally enjoyed our stay. Communication with the owner and service staff was spot on. Everything was in place and worked as it should. I will communicate personally with the owner on a ...
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BOOK DIRECT at our website where you can always find the lowest price and avoid the unnecessary service fees of the large listing sites. BOOKING DIRECT IS THE BEST WAY TO GO!PLEASE GET A QUOTE AND BOOK THE UNIT DIRECTLY ON OUR WEBSITE AT FLORIDA SUN VACATION RENTALSAt Florida Sun Vacation Rentals ...
The condo was in a beautiful location with great views of golf course and the club house. Very nice gated community, great for taking walks and just hanging around. Golf courses are top notch but are very ...
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We at Florida Sun Vacation Rentals are excited to offer you MUIRFIELD 2820 AT INNISBROOK RESORT.PLEASE GET A QUOTE AND BOOK THE UNIT DIRECTLY ON OUR WEBSITE AT FLORIDA SUN VACATION RENTALSAt Florida Sun Vacation Rentals we are always available to take your call and help you book your next reservation ...
The unit was very clean and well stocked. Would definitely stay again. Grounds cleaned up quickly following the hurricane!
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A one of a kind Luxury Oasis in the heart of Clearwater!Pamper yourself in this spacious and spectacular unit, professionally curated with modern design décor and finishes. Relax and reset by the resort style pool situated in the gated communities multi-million dollar club house. Enjoy all ...
Our family of four had the best rental experience ever at Fab's place. With two small children, we appreciated the thoughtful amenities like strollers, high chairs, toys, and pool floaties. The well-furnished ...
Distance to beach: 8 miles to Clearwater Beach
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Looking to relocate or celebrate 2025 in style? Renovated waterfront condo awaits you with HUGE 1,140 sf living spacious comfort: 2 huge BRs each with walk-in closet and KING bed, 2 baths, 24 hr manned gated community; gorgeous heated pool; fitness; tennis; waterfront path. Why pay more than $300/nt ...
First the condo/facilities are like a 5 star resort. Everything is so well kept - beautiful entry, grand club houses that are fit for Cesar’s Palace, the pool, hot tub, 24 hr fitness center and other ...
Distance to beach: 5 miles to Honeymoon Island State Park
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HARD TO FIND!! First floor Golf Course view in the conveniently located in the private Prestwick Lodge. Relax on your spacious patio and watch the golfers approach the green on Osprey North #2. This condo floor plan has 2 -3 Bedroom, 2 Bath and a Den with pull out sofa. Formal dining room and living ...
We really enjoyed our stay here at Innisbrook Resort. Our host Patti was great, quick replies on any communications, and stayed in touched as needed during our stay.Condo was fabulous, exactly as described, ...
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BOOK DIRECT at our website where you can always find the lowest price and avoid the unnecessary service fees of the large listing sites. BOOKING DIRECT IS THE BEST WAY TO GO!PLEASE GET A QUOTE AND BOOK THE UNIT DIRECTLY ON OUR WEBSITE AT FLORIDA SUN VACATION RENTALSWe at Florida Sun Vacation ...
We thoroughly enjoyed our stay at the Grand Cypress Home. The home was plenty big enough for our family. The layout and floor plan was unique. We loved the gaming room, the bigger kitchen area and large ...
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We at Florida Sun Vacation Rentals are excited to offer you NEWLY LISTED MUIRFIELD 2864 AT INNISBROOK RESORT.At Florida Sun Vacation Rentals we are always available to take your call and help you book your next reservation at the best rate! Please Search Us online for the best experience and to learn ...
Great location, right next to the Copperhead Clubhouse. Very clean and comfortableNicely stocked kitchen, although we didn't do any cooking.
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We at Florida Sun Vacation Rentals are excited to offer you NEWLY LISTED MERION 2772 AT INNISBROOK GOLF RESORT.At Florida Sun Vacation Rentals we are always available to take your call and help you book your next reservation at the best rate! Please Search Us online for the best experience and to ...
for the purpose of our trip, this unit and location was perfect for our stay. We will definitely stay here again. Thank you!!
Distance to beach: 2 miles to SUNSET BEACH
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COMPLETELY Remodeled and Stunning this private House has everything you are looking for in your Vacation Getaway! All Furnishings are BRAND NEW for you to enjoy and the Ocean is just Blocks away! 1.5 Blocks to Pinellas Trial (100+ miles of dedicated bike/walking trail from Tarpons Springs to Indian ...
Greatly exceeded expectations! Everything was new or like new. Very comfortable rooms with a fun, screened-in deck. Close to excellent bike trails!
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BOOK DIRECT at our website where you can always find the lowest price and avoid the unnecessary service fees of the large listing sites. BOOKING DIRECT IS THE BEST WAY TO GO!PLEASE GET A QUOTE AND BOOK THE UNIT DIRECTLY ON OUR WEBSITE AT FLORIDA SUN VACATION RENTALSAt Florida Sun Vacation Rentals ...
"I normally stay in a hotel when vacationing, but this trip was a big family vacation. With in-laws.......and for that you need space. So when picking this house I was so elated there was a pool & pool ...
Distance to beach: 2 miles to Indian Rocks
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Stunning new modern townhouse with everything you need - fully equipped kitchen, brand new appliances including full size washer and dryer, luxurious bedding, towels, spacious bedrooms and an elevator for your full comfort! Minutes from the beaches and walking distance to a nice supermarket and restaurants. ...
House was just as beautiful as described - brand new and spacious. It has everything you need for a comfortable stay. Location was perfect - close to the beaches, restaurants and attractions. Communication ...
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Enjoy expansive, unobstructed Gulf views in this fully furnished, completely remodeled, end-unit condo. Watch the sunset every night from your second-floor beachfront balcony. No detail was spared with the complete 2023 makeover of this immaculate 3-bedroom, 2-bathroom condo with 2060 square feet of pure ...
The condo is beautiful. We appreciated the personal touches. From the moment you walk in, you know it was the right decision. The location was perfect, so easy to get around. The views are spectacular! ...
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The condominium complex is made up of attractive one and two story red tile roof buildings with well maintained mature landscaping. The unit is a large luxury condominium with lakefront view located in a golf course community near Lake Tarpon and the Gulf beaches. It includes the following: Over 1320 ...
I recently stayed in this one bedroom rental for the months of November and December 2019. This first floor unit is directly on the lake with easy access to shopping, movies, and the beaches of Dunedin ...
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Active community with 3 Heated pools!Centrally located to everything! Just 15 minutes to beach and 20 minutes to the airport. Seasoned owner looking for mature and long term renters. Fully furnished on 2nd floor of a two story building. Balcony overlooking trees and grassy area. Nice for morning ...
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3 Bedroom/2.5 Bath Town home with a direct view of the beach! Town home directly on the Gulf. Direct Gulf Views from 4 rooms, and 2 large balconies, overlooking the beach. Lush landscaping. Enjoy your meals on the patio overlooking the Gulf. Big swimming pool, NOW HEATED in winter and cooled in summer! ...
We have rented this beautiful condo 3 separate vacations with my family that comes from Russia to visit frequently. The location is absolutely perfect! The beach is pretty much always empty and the pool ...
Explore a variety of monthly rentals in Dunedin, from cozy cottages near downtown to waterfront homes with beautiful sunset views. Whether you're looking for a quiet retreat or easy access to restaurants, shops, and beaches, Dunedin has a rental that meets your needs. Enjoy the convenience and comfort of an extended stay in this quaint coastal town.
Don’t miss out on securing your ideal long-term rental in Dunedin. Browse our listings and find the perfect property for your extended stay. Whether you're visiting for the season or planning a longer escape, Dunedin offers a warm, welcoming atmosphere with plenty of activities to enjoy.
Planning your next visit to Dunedin? Book in advance to lock in the best rental options for your desired dates, whether for a winter escape or a summer vacation.
Group-Friendly Rentals
Planning a trip with family or friends? Dunedin offers rentals designed for larger groups. These spacious homes feature multiple bedrooms and ample living space, perfect for reunions, family vacations, or trips with friends.
Family-Friendly Monthly Rentals
Dunedin is a family-friendly destination with easy access to parks, beaches, and nature trails. Our family-friendly rentals provide large living areas, outdoor spaces, and proximity to popular attractions like Honeymoon Island and Caladesi Island State Park.
Romantic Getaways for Couples
Dunedin’s charm and quiet beaches make it an ideal destination for couples. Enjoy monthly rentals that offer cozy spaces, private outdoor patios, and sunset views over the Gulf of Mexico, perfect for a romantic escape.
Winter Retreats for Snowbirds
Dunedin is a popular winter destination for snowbirds looking to escape the cold. Monthly rentals provide a warm, welcoming home base where you can enjoy mild weather and easy access to local golf courses, nature trails, and the lively downtown area.
Secure your winter retreat in Dunedin by booking one of our monthly rentals today. From charming cottages to spacious homes, Dunedin offers the perfect setting for a relaxing and enjoyable winter getaway
Dunedin is known for its outdoor adventures and natural beauty. Staying in one of our monthly rentals allows easy access to:
💰 Highest rates
February and March
🎉 Busiest month
March
🏠 Popular home types
Beachfront condos and cottages
🔥 Hottest months
July and August
❄️ Coldest months
January and December
☔ Rainiest months
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
Dunedin Highland Games (April), Dunedin Art Harvest (November)
🍽️ 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