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Dunedin & Honeymoon Island Vacation Rentals, Houses, Cottages for Rent

Book Your Dunedin Florida Vacation Rental Homes Here and Save! Many to choose from!

Browse Vacation Rentals, Homes and Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities they have to offer in Dunedin, Florida.

We have partnered with a major provider for Vacation Rentals by Owner directly through Florida Vacation Rental Homes. With hundreds of short term rentals in Dunedin to choose from, we now have the selection and value to offer our visitors going to Florida.

Vacation Rental

Dunedin Sweetheart Cottage Short Walk to Downtown

The Sweetheart Cottage is part of a private estate. It is located between Broadway Street and historic Victoria Drive in delightful Dunedin, Florida. This location provides 108 feet of waterfront as part of the estate along with a private dock on St. Joseph Sound. You will see breathtaking sunsets as well as abundant bird and sea life on a daily ba.......read more

2 Bedroom(s)
1 Bath(s) - Sleeps 4 Dunedin House Rental

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Red Door Properties

Quintessential II Downtown Dunedin Spacious Apartment

Welcome to our beautiful town of Dunedin. If you like to beach, walk, bike, eat, drink or shop, this is the place to vacation. Situated in the heart of Downtown Dunedin, we are within walking distance to the marina where you can see gorgeous sunsets, eat lots of fresh seafood, try craft beers, enjoy an ice cream and more! We are a short drive to H.......read more

1 Bedroom(s)
1 Bath(s) - Sleeps 4 Dunedin Apartment Rental

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Vacation Rental

Quaint Beach Home, Walk to all Dunedin Attractions

2 bedrooms, 1 bath home in FABULOUS Dunedin!! Private backyard which backs up to a dead end street. Walk to the top of downtown to Dunedin Bagels & Deli or Clear Sky Draught House in 5 minutes or all the way to Bon Apetit on the water in 25 minutes. You are also a short walk or bike ride to The Pinellas Trail or a 6 minute drive to the Dunedin Caus.......read more

2 Bedroom(s)
1 Bath(s) - Sleeps 4 Dunedin House Rental

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Vacation Rental

Dunedin Waterside Cottage Private Estate

The Waterside Cottage House is part of a private estate. It is located on prestigious and historic Victoria Drive in delightful Dunedin, Florida. The A/C was replaced in Dec 2012. The house faces west and overlooks Saint Joseph’s Sound and Dr. Beach's 2008 pick for the most beautiful beach in the country, Caladesi Island State Park. With 108 fe.......read more

2 Bedroom(s)
1 Bath(s) - Sleeps 5 Dunedin House Rental

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Dunedin Dream!

Our little dream oasis, sun beach and baseball!

There's nothing like a Gulf Coast vacation and our newly renovated place is perfectly located to enjoy it all! Dunedin has dining, wine bars & microbreweries, nightly entertainment, a farmer's market, an art scene, endless shops, and spring training baseball. There are also nearby beaches, parks and trails, tennis and golf, truly an outdoor lover's.......read more

1 Bedroom(s)
1 Bath(s) - Sleeps 2 Dunedin Condo Rental

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Florida Villa Escape

A Brand New 10,000 Square Foot, High-End Villa Estate -- Right On The Ocean!

This magnificent Villa awaits you. Contact for Special Rate A brand new 10,000 square foot, high-end Villa Estate -- right on the ocean! This 2-story home is perfectly elegant and covered in beautiful windows with gorgeous ocean views from every room. Dolphins can be seen jumping through the water. You will experience Florida’s amazing wea.......read more

8 Bedroom(s)
9 Bath(s) - Sleeps 16 Dunedin Villa Rental

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Dunedin FL-- Beso Del Sol #311

New One bedroroom Listing in Dunedin FL

Located on the west coast of Florida near Clearwater Beach and Caladesi Island, Beso Del Sol on the waterfront perfectly embodies the sun-kissed Florida vibe. Free bikes rentals and the Jolly Trolly are there to get you around town. Dine and shop at the charming downtown Dunedin, or enjoy a multitude of outdoor activities like kayaking, paddle boar.......read more

1 Bedroom(s)
1 Bath(s) - Sleeps 4 Dunedin Condo Rental

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Sharpe hideaway estate

1.5 acre 5 bedroom 6 bath with pool/spa/ pool table and more, close to beach

Dunedin home where we have tons of land, 1.5 acres, real Privacy, and Charm all very close to the Beach and Causeway as well as it is walking distance to the Blue Jays 81 Million Dollar Stadium. From CR1 you come down to Sharpe Lane which is a long private drive that takes you through a 20 acre estate and several other large homes with land. Arrive.......read more

5 Bedroom(s)
6 Bath(s) - Sleeps 10 Dunedin House Rental

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Vacation Rental

Dunedin Waterside Cottage Too View of the Bay | Walk to Downtown

Location is everything. The Waterside Cottage Too is across the street from the Pinellas Trail, walking distance from the quaint downtown district, 2.34 miles from Dunedin Causeway and Honeymoon Island, 5.91 miles from Clearwater Beach, 3.99 miles from Countryside Mall, and 20.33 miles from Tampa Airport. If you are not familiar with Dunedin, it i.......read more

1 Bedroom(s)
1 Bath(s) - Sleeps 2 Dunedin House Rental

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J&S Oasis

Private Studio Apartment

Quaint studio apartment in Dunedin Fl. The apartment is one mile to downtown Dunedin, 4 blocks from the intercostal and 6 miles to the Gulf of Mexico. There are many great beaches to chose from. The Home is located in a very quiet neighborhood with no issues . Kids may come out and play in the extended driveway with basketball hoop or play in the.......read more

1 Bedroom(s)
2 Bath(s) - Sleeps 4 Dunedin Studio Rental

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Vacation Rental

BAYSHORE COTTAGE NEAR HONEYMOON ISLAND DUNEDIN

The Park Resort is the perfect place for your vacation. The "Bayshore Cottage" is newly renovated with a beach like decor that gives you the experience of being on vacation by the white sandy beaches. The resort offers a Club House as well as heated (in winter) salt water swimming pool that is open year round. You can use the outdoor shuffle board .......read more

2 Bedroom(s)
1 Bath(s) - Sleeps 4 Dunedin Mobile home Rental

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Vacation Rental

Lovely Pool Home Near Pinellas Trail, Honeymoon Island: Minimum Rental: 3 months

PLEASE NOTE: MINIMUM RENTAL IS 3 MONTHS: Our beautiful home is located on a quiet side street, blocks from the Gulf of Mexico, and has many special features. Parquet flooring in main living area, tile throughout rest of home, lovely Florida room overlooking pool area, garden windows (bathroom and kitchen), 2 remodeled bathrooms (one with Jacuzzi tu.......read more

2 Bedroom(s)
2 Bath(s) - Sleeps 4 Dunedin House Rental

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Vacation Rental

Dunedin Garden Cottage Quiet Roof Terrace | Walk to Downtown

This carriage house-style unit provides a bird’s eye view of St. Joseph’s Sound and Caladesi Island from a second story, 350 sq. ft. brick terrace. Great for morning breakfast, a BBQ or catching some rays. The interior design was inspired by the charming views of the rose garden. Fine details include the original heart of pine wood floors, ch.......read more

1 Bedroom(s)
1 Bath(s) - Sleeps 4 Dunedin Bungalow Rental

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Vacation Rental

🔆Modern Coastal Cottage🔆 Pool, Beaches, near Downtown Dunedin

Newly renovated, super cute home just minutes from downtown Dunedin and the Gulf Coast beaches of Honeymoon Island, Clearwater, and more. Everything is brand new inside this modern cottage. Enjoy our refreshing HEATED pool and relax with coffee on the screened in patio. This 3-bedroom home has an open concept design that is relaxing and provides.......read more

3 Bedroom(s)
2 Bath(s) - Sleeps 8 Dunedin House Rental

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THE COMFY COTTAGE

DUNEDIN - MINUTES FROM BEACH-HONEYMOON ISLAND- FAMILY

This is our vacation home in Dunedin Florida and we love it so much that we want to welcome guests who want to have a vacation by the Gulf of Mexico where the ocean is calmer and warm. There is one bedroom with a queen bed and the Florida room has a queen air mattress. There is one bathroom and the kitchen with a dining and living area. It is smal.......read more

2 Bedroom(s)
1 Bath(s) - Sleeps 4 Dunedin Mobile home Rental

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Dunedin FL--Beso Del Sol #312

New Listing Studio unit for two-No Exclusions to Resort Amenities!

Located on the west coast of Florida near Clearwater Beach and Caladesi Island, Beso Del Sol on the waterfront perfectly embodies the sun-kissed Florida vibe. Free bikes rentals and the Jolly Trolly are there to get you around town. Dine and shop at the charming downtown Dunedin, or enjoy a multitude of outdoor activities like kayaking, paddle boar.......read more

1 Bedroom(s)
1 Bath(s) - Sleeps 3 Dunedin Condo Rental

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Beso Del Sol #409

Dunedin Waterfront Resort Efficiency Condo at Beso Del Sol

This NEWLY renovated studio condominium has just the right amount of space for two. You'll find a king sized bed, dining table for 2, bathroom with shower and hair dryer, plus a private balcony with garden views. For your convenience, the suite has a kitchenette featuring a two burner stove top, fridge, microwave, sink and coffee maker. The ameniti.......read more

1 Bedroom(s)
1 Bath(s) - Sleeps 2 Dunedin Condo Rental

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Vacation Rental

Updated Downtown Dunedin Home - Walk to Cafes+More

Known for its abundant coastal beauty, beaches, and water sports, Dunedin is an incredible destination for travelers of all ages! Experience the best of this gulf-front city while staying at this well-appointed 3-bedroom, 2-bath vacation rental house for 8. Cafes & shops are within a 10-minute walk of this home, in addition to the Dunedin Stadium. .......read more

3 Bedroom(s)
2 Bath(s) - Sleeps 6 Dunedin House Rental

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950 Broadway #103

Downtown Dunedin Ground Floor Pet Friendly 2 Bedroom Condo

950 Broadway condos are located in the hub of downtown Dunedin. Pet friendly (1 dog 25 pounds or less) ground floor condo located in delightful downtown Dunedin. Walk in through the beautiful entryway into the living dining room combo which gives you lots of space to entertain. This light and bright condo opens up to the kitchen which has granite c.......read more

2 Bedroom(s)
2 Bath(s) - Sleeps 4 Dunedin Condo Rental

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ROYAL STEWART ARMS

Beautiful open concept Condo located on Honeymoon Island in Dunedin Florida

Waterfront Condo located beside Honeymoon Island State Park in a 55+ Community in Dunedin Florida. Located on top floor (3rd) with elevator access. The grounds are beautifully maintained, with community shared propane barbecues. Car wash area is provided. Amenities include heated pool, tennis courts, shuffleboard, private fishing pier and cl.......read more

1 Bedroom(s)
1 Bath(s) - Sleeps 6 Dunedin Condo Rental

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Vacation Rental

Downtown Dunedin Keylime Cottages 4, right in Downtown Dunedin

Right in Downtown Dunedin, steps to restaurants, night life, festivals, and Blue Jays baseball. Close to award winning beaches, Honeymoon Island, Caladesi Island, and Clearwater Beach. Downtown Dunedin boasts 7 breweries, multiple pubs, a night club, a distillery, and fantastic restaurants all within walking distance. Come play with us! This 2 bedr.......read more

2 Bedroom(s)
2 Bath(s) - Sleeps 4 Dunedin House Rental

Details

Vacation Rental

Perfect Location, walk to Downtown Dunedin!

Comfortable first floor living in this spacious one bedroom unit with ample closet space, washer and dryer, and all new modern and functional décor, including 2 HD Smart TVs. The gated community offers beautifully landscaped grounds with waterfalls, clubhouse with an exercise facility and a lovely shaded pool. This beach themed unit has a fully e.......read more

1 Bedroom(s)
1 Bath(s) - Sleeps 2 Dunedin Condo Rental

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Dunedin Bayshore Cottage on Pinellas Trail

Dunedin Bayshore Cottage on Pinellas Trail

Welcome to our Bayshore Cottage located on the Pinellas Trail and within walking distance to downtown Dunedin! Everything in the Cottage is new, fresh & clean! Located less than a mile from the heart of Downtown Dunedin & easy walking distance to many restaurants, breweries, shopping & everything Dunedin has to offer! Dunedin Stadium, home of Sprin.......read more

1 Bedroom(s)
1 Bath(s) - Sleeps 4 Dunedin Apartment Rental

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Captain's Quarters

Captain's Quarters - Capt. Kirk Unit - FREE BOAT with Rental!

If you’re looking for a relaxing tropical getaway with less traffic, fewer people and an all-around slower pace of life, look no further than the Captain’s Quarters! Located just 30 minutes from Tampa International Airport in sunny Dunedin, Florida, this Gulf Coast area of the Sunshine State is popular thanks to its warm waters, powdery white s.......read more

2 Bedroom(s)
1 Bath(s) - Sleeps 5 Dunedin Condo Rental

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Dunedin Key West Style Home

Best beach a bike ride away, and Charming Dowtown Dunedin a quick walk away

This absolutely charming 3/1.5 bed/bath single family home is the perfect getaway. Close to the beaches, 1 mile north of the town center of Dunedin, and 30 minutes to Tampa International Airport. The house is comfortable, with 1 King, 1 Queen and a twin day bed. The eat in kitchen is fully equipped with modern appliances, and you will find all of.......read more

3 Bedroom(s)
4 Bath(s) - Sleeps 5 Dunedin House Rental

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FABULOUS DOCKSIDE VILLAS UNIT A CLOSE TO DOWNTOWN DUNEDIN AND THE BEACHES

We at Florida Sun Vacation Rentals are excited to offer you Dockside Villas A. This unit can also be rented along with unit B, C or D. IF YOU DON'T SEE YOUR PREFERRED DATES AVAILABLE, PLEASE CHECK OUR OTHER LISTINGS At Florida Sun Vacation Rentals we are always available to take your call and help you book your next reservation at the best ra.......read more

2 Bedroom(s)
1 Bath(s) - Sleeps 4 Dunedin Condo Rental

Details

FABULOUS DOCKSIDE VILLAS UNIT D CLOSE TO DOWNTOWN DUNEDIN AND THE BEACHES

We at Florida Sun Vacation Rentals are excited to offer you Dockside Villas D. This unit can also be rented along with unit A, B, or C. IF YOU DON'T SEE YOUR PREFERRED DATES AVAILABLE, PLEASE CHECK OUR OTHER LISTINGS At Florida Sun Vacation Rentals we are always available to take your call and help you book your next reservation at the best r.......read more

2 Bedroom(s)
1 Bath(s) - Sleeps 4 Dunedin Condo Rental

Details

Relaxing Dunedin Gem

Dunedin Condo, Close to town, Freshly furnished, 2BR 2Baths on ground floor

Newly furnished 2 bedroom and 2 full bath ground floor condo in a gated community minutes to downtown Dunedin and the Pinellas Trail Two flat screen HD TVs and WiFi. Bedrooms have ample storage. Hall Bathroom has Tub/shower and granite counter tops and Master Bath has walk-in shower with glass doors, granite counter tops and washer/dryer. Kitch.......read more

2 Bedroom(s)
2 Bath(s) - Sleeps 4 Dunedin Condo Rental

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Vacation Rental

Oceanside Villa in Paradise

This is a beautiful seaside condo on the Dunedin Causeway just down the road from Honeymoon Island. It has a full kitchen (oven, microwave, refrigerator and dishwasher). a large living room with tons of natural light and a 65" TV. A bedroom with a king bed and lots of closet and storage space. Your own private yard with, as you can see from the pic.......read more

1 Bedroom(s)
1 Bath(s) - Sleeps 4 Dunedin Villa Rental

Details

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