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Results: 141 Rentals

  • Something in the Orange -  2 bedroom 1 1\/2 bath in Dunedin on the Pinellas Trail
    From $234 per night (USD)

    VRBO

    Something in the Orange - 2 bedroom 1 1\/2 bath in Dunedin on the Pinellas Trail

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    1.2 Miles from lovely Downtown Dunedin with direct access to the Pinellas Trail. 1 Block from Hammock Park and 1 mile f ...

    From $234 per night (USD)

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    Details
  • 4 Units Sleeps 16 People in Dunedin
    From $1602 per night (USD)

    Expedia

    4 Units Sleeps 16 People in Dunedin

    Bedrooms:
    6
    Bathrooms:
    10
    Sleeps:
    16

    Incredible Vacation Rental in Dunedin This is a brand new location very close to downtown Dunedin. It is stylish and ...

    From $1602 per night (USD)

    Expedia

    Details
  • La Casa Del Mar 608 Star5Vacationscom
    From $206 per night (USD)

    VRBO

    La Casa Del Mar 608 Star5Vacationscom

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This updated condo in Dunedin, FL is a 1BR/1BA and sleeps 4. The Pinellas Trail is located across the street, great for ...

    From $206 per night (USD)

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    Details
  • Great location in Dunedin Isles Florida!
    From $252 per night (USD)

    Expedia

    Great location in Dunedin Isles Florida!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Located in Dunedin Isles, this modernized, vintage 1950's home is in walking distance to Hammock Park, The Pinellas Trai ...

    From $252 per night (USD)

    Expedia

    Details
  • Oceanside Villa in paradise
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    VRBO

    Oceanside Villa in paradise

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This is a beautiful seaside condo on the Dunedin Causeway just down the road from Honeymoon Island. It has a full kitche ...

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  • Resort Condo with 2 Pools, Hot tub, Tiki Bar & Restaurant
    From $341 per night (USD)

    Expedia

    Resort Condo with 2 Pools, Hot tub, Tiki Bar & Restaurant

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Plan your unforgettable stay. This lovely is a 1 Bedroom Condo ( not a studio as many at Beso Del Sol are) This location ...

    From $341 per night (USD)

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  • SEAVIEW at HONEYMOON ISLAND, WATER VIEWS, ON THE HONEYMOON ISLAND CAUSEWAY
    From $180 per night (USD)

    VRBO

    SEAVIEW at HONEYMOON ISLAND, WATER VIEWS, ON THE HONEYMOON ISLAND CAUSEWAY

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    LOCATION, LOCATION, LOCATION, Walk to the Causeway Beach, Salt water canal views, SEAVIEW is your BEACH OASIS at HONEYMO ...

    From $180 per night (USD)

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  • Coastal Condo on Dunedin Causeway!
    From $203 per night (USD)

    Expedia

    Coastal Condo on Dunedin Causeway!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: This turnkey condo has 2 spacious bedrooms each with Queen size beds. 1 full bathroom, full kitchen and spaciou ...

    From $203 per night (USD)

    Expedia

    Details
  • Captain's Quarters - Capt. Kirk Unit - FREE BOAT with Rental!
    From $171 per night (USD)

    VRBO

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

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    If you’re looking for a relaxing tropical getaway with less traffic, fewer people and an all-around slower pace of life, ...

    From $171 per night (USD)

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    Details
  • Captain's Quarters - Capt. Nemo Unit - FREE BOAT with Rental!
    From $167 per night (USD)

    Expedia

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

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    If you’re looking for a relaxing tropical getaway with less traffic, fewer people and an all-around slower pace of life, ...

    From $167 per night (USD)

    Expedia

    Details
  • Captain's Quarters - Capt. America Unit - FREE BOAT with Rental!
    From $171 per night (USD)

    VRBO

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

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    If you’re looking for a relaxing tropical getaway with less traffic, fewer people and an all-around slower pace of life, ...

    From $171 per night (USD)

    VRBO

    Details
  • Dunedin Bungalow on Pinellas Trail w\/ Heated Pool
    From $336 per night (USD)

    Expedia

    Dunedin Bungalow on Pinellas Trail w\/ Heated Pool

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Welcome to our Bayshore Bungalow located on the Pinellas Trail and within walking distance to downtown Dunedin! ...

    From $336 per night (USD)

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  • Dunedin Cottage on Pinellas Trail w\/ Heated Pool
    From $209 per night (USD)

    VRBO

    Dunedin Cottage on Pinellas Trail w\/ Heated Pool

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Welcome to our Bayshore Cottage located on the Pinellas Trail and within walking distance to downtown Dunedin! ...

    From $209 per night (USD)

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    Details
  • Tiki Hut in tropical paradise
    From $207 per night (USD)

    Expedia

    Tiki Hut in tropical paradise

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    The Tiki Hut unit is privately located on the property, plenty of space for 5 guest, 2 bedroom, upper bedroom has a half ...

    From $207 per night (USD)

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  • Cozy and roomy cottage
    From $223 per night (USD)

    VRBO

    Cozy and roomy cottage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This original grove keepers cottage with original tractor barn which once laid claim to an expansive working orange grov ...

    From $223 per night (USD)

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    Details
  • Captain's Quarters - Capt. Morgan Unit - FREE BOAT with Rental!
    From $171 per night (USD)

    Expedia

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

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    If you’re looking for a relaxing tropical getaway with less traffic, fewer people and an all-around slower pace of life, ...

    From $171 per night (USD)

    Expedia

    Details
  • Eagle Nest Apartment-Walk to downtown & the water! New heated POOL January 2024!
    From $220 per night (USD)

    VRBO

    Eagle Nest Apartment-Walk to downtown & the water! New heated POOL January 2024!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Our brand-new construction apartments offer everything you’ll need for an enjoyable and comfortable stay in Delightful D ...

    From $220 per night (USD)

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    Details
  • Owl Nest Townhouse-Walk to downtown & the water! New heated POOL!
    From $337 per night (USD)

    Expedia

    Owl Nest Townhouse-Walk to downtown & the water! New heated POOL!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Our brand-new construction apartments offer everything you’ll need for an enjoyable and comfortable stay in Delightful D ...

    From $337 per night (USD)

    Expedia

    Details
  • Airy Coastal Casa on Park: 6 Mi to Honeymoon Isle!
    From $439 per night (USD)

    VRBO

    Airy Coastal Casa on Park: 6 Mi to Honeymoon Isle!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    6

    Live like a local while staying at this 3-bed, 2.5-bath Dunedin townhome! Only a mile from the coast, this breezy vacati ...

    From $439 per night (USD)

    VRBO

    Details
  • Resort Condo Close To Beaches\/Free Bikes
    From $288 per night (USD)

    Expedia

    Resort Condo Close To Beaches\/Free Bikes

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    A Self check-in private condo in a resort, it sleeps up to 3 guests. ...

    From $288 per night (USD)

    Expedia

    Details
  • A rental that lets you live like a local – only better.
    From $237 per night (USD)

    VRBO

    A rental that lets you live like a local – only better.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Located just steps from the Dunedin Causeway – and minutes from Honeymoon Island State Park, Pinellas County Trail and o ...

    From $237 per night (USD)

    VRBO

    Details
  • NEW! Dunedin1-Block to Waterfront & Pinellas Trail,  Walk Downtown
    From $183 per night (USD)

    VRBO

    NEW! Dunedin1-Block to Waterfront & Pinellas Trail, Walk Downtown

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    AMAZING LOCATION! Relax in this nautical themed dreamy house 1-block to breathtaking waterfront sunsets and dolphin siti ...

    From $183 per night (USD)

    VRBO

    Details
  • Oceanside Studio King Sunset Getaway
    From $177 per night (USD)

    VRBO

    Oceanside Studio King Sunset Getaway

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Cozy king studio getaway at Beso Del Sol Resort. Kick back and relax in this NEWLY renovated studio condo! It has just ...

    From $177 per night (USD)

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    Details
  • Charming 3-bedroom house with AC and WiFi in lovely Dunedin
    From $386 per night (USD)

    VRBO

    Charming 3-bedroom house with AC and WiFi in lovely Dunedin

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Come and enjoy this lovely 3 bedroom 2 bath home within walking distance (5 min stroll) to beautiful, quaint downtown Du ...

    From $386 per night (USD)

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  • Dunedin Cottage Downtown 915
    From $352 per night (USD)

    VRBO

    Dunedin Cottage Downtown 915

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Want to live like a local in Dunedin? We have the perfect spot for you! Situated in the heart of Downtown Dunedin, we a ...

    From $352 per night (USD)

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    Details
  • Beautiful 1 bdrm\/2 bd Dunedin waterfront condo, minutes to Honeymoon Island
    From $113 per night (USD)

    Expedia

    Beautiful 1 bdrm\/2 bd Dunedin waterfront condo, minutes to Honeymoon Island

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Escape to this cozy, relaxing condo in picturesque Dunedin. This amazing rental features full waterfront view of the Gu ...

    From $113 per night (USD)

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    Details
  • FULLY RENOVATED WATERFRONT POOL HOME IN DUNEDIN
    From $456 per night (USD)

    VRBO

    FULLY RENOVATED WATERFRONT POOL HOME IN DUNEDIN

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    **UPDATED PHOTOS for ENTIRE HOME to COME, ONCE RENO is COMPLETE** Well Established neighborhood that affords peace & qui ...

    From $456 per night (USD)

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  • Charming Bungalow Downtown
    From $225 per night (USD)

    Expedia

    Charming Bungalow Downtown

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Kick back and relax in this calm, stylish bungalow. Situated right at the entryway to the fantastic downtown Dunedin cor ...

    From $225 per night (USD)

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    Details
  • Dunedin Florida Seasonal rental Gulfside ( Nov - April) 120 night minimum
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    VRBO

    Dunedin Florida Seasonal rental Gulfside ( Nov - April) 120 night minimum

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Restful Gulf side condo right next to Pinnellas Trail and a short 2 mile walkabe jaunt to Honeymoon Island. Lounge on we ...

    Click For Pricing

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  • Luxury townhome with gulf view, open layout, & rooftop patio - snowbird-friendly
    From $559 per night (USD)

    Expedia

    Luxury townhome with gulf view, open layout, & rooftop patio - snowbird-friendly

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    7

    Mira La Vista Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...

    From $559 per night (USD)

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  • Waterfront 2BD Condo, Mins from Honeymoon Island, Dogs Welcome
    From $317 per night (USD)

    VRBO

    Waterfront 2BD Condo, Mins from Honeymoon Island, Dogs Welcome

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Set sail on your coastal getaway at our nautically themed 2-bedroom unit, where comfort and style meet the tranquil wate ...

    From $317 per night (USD)

    VRBO

    Details
  • 1000 Oaks Cottage- 3 Bed\/2 Bath with Hot Tub & short walk to Downtown Dunedin
    From $354 per night (USD)

    Expedia

    1000 Oaks Cottage- 3 Bed\/2 Bath with Hot Tub & short walk to Downtown Dunedin

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Welcome to 1000 Oaks Cottage, your perfect getaway to the beautiful town of Dunedin, Florida! Upon arrival you will feel ...

    From $354 per night (USD)

    Expedia

    Details
  • Charming 1-bedroom 2 Queen beds Resort Suite in Dunedin. Enjoy your stay
    From $223 per night (USD)

    VRBO

    Charming 1-bedroom 2 Queen beds Resort Suite in Dunedin. Enjoy your stay

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    Unwind in Dunedin at this charming apartment! This cozy space offers 1 bedroom with two comfortable queen beds, 2 bathr ...

    From $223 per night (USD)

    VRBO

    Details
  • Cozy Retreat within walking distance to Downtown Dunedin
    From $179 per night (USD)

    VRBO

    Cozy Retreat within walking distance to Downtown Dunedin

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Large studio efficiency with a queen bed, newly remodeled full bathroom with a huge shower and an efficiency kitchen wit ...

    From $179 per night (USD)

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    Details
  • Walking distance to Downtown, the Pinellas trail and the ocean.
    From $237 per night (USD)

    VRBO

    Walking distance to Downtown, the Pinellas trail and the ocean.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Fully furnished, completely tiled 2 bedroom/1 bath home with on site laundry. All utilities included! Electric, water, a ...

    From $237 per night (USD)

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    Details
  • Spacious Townhouse Downtown Dunedin
    From $148 per night (USD)

    VRBO

    Spacious Townhouse Downtown Dunedin

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    In walking distance to Downtown Dunedin and the Dunedin Marina. Close to RESTAURANTS, SHOPS, HOSPITALS and the FAMOUS PI ...

    From $148 per night (USD)

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  • Waterfront Resort
    From $222 per night (USD)

    VRBO

    Waterfront Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Looking for your relaxing get away?! *This condo at the waterfront resort, Beso Del Sol Resort, is just the ticket. Impe ...

    From $222 per night (USD)

    VRBO

    Details
  • 1156 Angle Rd - One-Year Lease
    From $78 per night (USD)

    VRBO

    1156 Angle Rd - One-Year Lease

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This charming 1 bed/1 bath is located in the heart of Downtown Dunedin. Great location. Quiet Easily. Walk to the water, ...

    From $78 per night (USD)

    VRBO

    Details
  • Island Oak Apartment
    From $179 per night (USD)

    VRBO

    Island Oak Apartment

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Beautiful One bedroom upper unit very secluded very private private balcony off the master suite overlooking 150 year oa ...

    From $179 per night (USD)

    VRBO

    Details
  • Relax, Bike, Swim,  Kayak ,at our updated Dolphin Point condo
    From $101 per night (USD)

    VRBO

    Relax, Bike, Swim, Kayak ,at our updated Dolphin Point condo

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    We just finished updating our 1 bedroom condo with private balcony. There is new floors. paint, furniture, granite cou ...

    From $101 per night (USD)

    VRBO

    Details
  • La Casa Del Mar 604 Star5Vacations
    From $199 per night (USD)

    VRBO

    La Casa Del Mar 604 Star5Vacations

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This updated condo in Dunedin, FL is a 2BR/1.5BA and sleeps 6. The Pinellas Trail is located across the street, great f ...

    From $199 per night (USD)

    VRBO

    Details
  • La Casa Del Mar 602 Star5Vacations
    From $227 per night (USD)

    Expedia

    La Casa Del Mar 602 Star5Vacations

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This updated condo in Dunedin, FL is a 1BR/1BA and sleeps 4. The Pinellas Trail is located across the street, great for ...

    From $227 per night (USD)

    Expedia

    Details
  • Dunedin Pool Cottage ON Trail
    From $193 per night (USD)

    VRBO

    Dunedin Pool Cottage ON Trail

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Location! Location! Location! This property is for the most discriminating vacationer. Totally renovated Dunedin cottage ...

    From $193 per night (USD)

    VRBO

    Details
  • La Casa Del Mar 610 Star5Vacations
    From $203 per night (USD)

    Expedia

    La Casa Del Mar 610 Star5Vacations

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This updated condo in Dunedin, FL is a 2BR/1.5BA and sleeps 6. The Pinellas Trail is located across the street, great f ...

    From $203 per night (USD)

    Expedia

    Details
  • La Casa Del Mar 600 Star5Vacations
    From $198 per night (USD)

    VRBO

    La Casa Del Mar 600 Star5Vacations

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This updated condo in Dunedin, FL is a 2BR/1.5BA and sleeps 6. The Pinellas Trail is located across the street, great fo ...

    From $198 per night (USD)

    VRBO

    Details
  • Winter Availability! Escape the snow! 2 BR in Sunny Downtown Dunedin! ☀️
    From $316 per night (USD)

    Expedia

    Winter Availability! Escape the snow! 2 BR in Sunny Downtown Dunedin! ☀️

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Come relax in this beautiful 2 bedroom/2 bathroom (one newly renovated bathroom!) apartment. Close to everything! One bl ...

    From $316 per night (USD)

    Expedia

    Details
  • Lovely Pool Home Near Pinellas Trail, Honeymoon Island: Minimum Rental: 3 months
    From $106 per night (USD)

    VRBO

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

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    PLEASE NOTE: MINIMUM RENTAL IS 3 MONTHS: At present our home is available June 13 through Dec. 31, 2024. Our beautiful h ...

    From $106 per night (USD)

    VRBO

    Details
  • Dunedin Waterside Cottage Too Bay Views
    From $396 per night (USD)

    VRBO

    Dunedin Waterside Cottage Too Bay Views

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Location is everything. The Waterside Cottage Too is across the street from the Pinellas Trail, walking distance from th ...

    From $396 per night (USD)

    VRBO

    Details
  • Dunedin Garden Cottage Quiet Roof Terrace | Walk to Downtown
    From $396 per night (USD)

    VRBO

    Dunedin Garden Cottage Quiet Roof Terrace | Walk to Downtown

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This carriage house-style unit provides a bird’s eye view of St. Joseph’s Sound and Caladesi Island from a second story, ...

    From $396 per night (USD)

    VRBO

    Details
  • Dunedin Waterside Cottage Private Estate
    From $481 per night (USD)

    VRBO

    Dunedin Waterside Cottage Private Estate

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    The Waterside Cottage House is part of a private estate. It is located on prestigious and historic Victoria Drive in del ...

    From $481 per night (USD)

    VRBO

    Details
  • Best beach a bike ride away, and Charming Dowtown Dunedin a quick walk away
    From $172 per night (USD)

    VRBO

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

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    5

    This absolutely charming 3/1.5 bed/bath single family home is the perfect getaway. Close to the beaches, 1 mile north o ...

    From $172 per night (USD)

    VRBO

    Details
  • Dunedin Sweetheart Cottage Short Walk to Downtown
    From $392 per night (USD)

    VRBO

    Dunedin Sweetheart Cottage Short Walk to Downtown

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    The Sweetheart Cottage is part of a private estate. It is located between Broadway Street and historic Victoria Drive in ...

    From $392 per night (USD)

    VRBO

    Details
  • Cozy Coastal Villa - Close To Beaches, Parks, Shops, Walking & Bike Trails
    From $103 per night (USD)

    VRBO

    Cozy Coastal Villa - Close To Beaches, Parks, Shops, Walking & Bike Trails

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Located on the Dunedin Causeway, a.k.a. Curlew Rd on the mainland, this newly renovated villa is uniquely situated. Fro ...

    From $103 per night (USD)

    VRBO

    Details
  • Cozy cottage by the sea
    From $121 per night (USD)

    VRBO

    Cozy cottage by the sea

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Come for Spring Training, Spring Break, or any time to enjoy our wonderful weather! We are just minutes from Honeymoon ...

    From $121 per night (USD)

    VRBO

    Details
  • Beautiful luxury 2 bedroom private   Cottage
    From $212 per night (USD)

    VRBO

    Beautiful luxury 2 bedroom private Cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Beautifully decorated 2 bedroom cottage sleeps four one queen bed one full bed ,full kitchen, dining, outside seating, c ...

    From $212 per night (USD)

    VRBO

    Details
  • Pool, State Of The Art Kitchen, Sleeps 7!
    From $182 per night (USD)

    VRBO

    Pool, State Of The Art Kitchen, Sleeps 7!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    7

    Totally renovated and upgraded 3 bedroom bungalow in charming Dunedin. Enjoy our lakefront property, refreshing pool, mo ...

    From $182 per night (USD)

    VRBO

    Details
  • Grove Keeper Cottage  unit has a tree house atmosphere
    From $170 per night (USD)

    VRBO

    Grove Keeper Cottage unit has a tree house atmosphere

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This unit has a king size bed in the bedroom It is cozy, many say it is like being in a tree house, very private. The ...

    From $170 per night (USD)

    VRBO

    Details
  • Waterfront in Dunedin.  Easy walk to downtown.  Serene.  Peaceful.  Water view.
    From $89 per night (USD)

    VRBO

    Waterfront in Dunedin. Easy walk to downtown. Serene. Peaceful. Water view.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    An outstanding waterfront property overlooking St. Joseph's Sound on the Gulf of Mexico. The Victoria is a short walking ...

    From $89 per night (USD)

    VRBO

    Details
  • Key West Style Cottage - with pool\/hot-tub
    From $225 per night (USD)

    VRBO

    Key West Style Cottage - with pool\/hot-tub

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This cottage features a queen bed, free wifi, a private bathroom and a mini fridge. Unwind in the beautiful city of Dun ...

    From $225 per night (USD)

    VRBO

    Details
  • Dunedin Winter Villa getaway
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    Expedia

    Dunedin Winter Villa getaway

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    2

    This one bedroom one bathroom efficiency villa has been built for the water-loving work-from-home professional. A profes ...

    Click For Pricing

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  • Charming hotel 1 bedroom suite in Dunedin
    From $210 per night (USD)

    VRBO

    Charming hotel 1 bedroom suite in Dunedin

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Relax and unwind in this spacious 1-bedroom suite, offering the perfect blend of comfort and outdoor living. With two pr ...

    From $210 per night (USD)

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    Details
  • Newly Updated 1-Queen bed Studio
    From $175 per night (USD)

    VRBO

    Newly Updated 1-Queen bed Studio

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Experience comfort and style at this centrally-located studio in Dunedin! Featuring a Queen bed, updated kitchen with ne ...

    From $175 per night (USD)

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    Details
  • Brew You Bungalow in Downtown Dunedin
    From $226 per night (USD)

    VRBO

    Brew You Bungalow in Downtown Dunedin

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Welcome to Brew You Bungalow, a cozy retreat just a 5 minute walk to downtown Dunedin, where craft breweries , vibrant b ...

    From $226 per night (USD)

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    Details
  • Beso Del Sol Beauty: Studio Oasis in Dunedin #409
    From $227 per night (USD)

    Expedia

    Beso Del Sol Beauty: Studio Oasis in Dunedin #409

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This NEWLY renovated studio condominium has just the right amount of space for two. You'll find a king-sized bed, dining ...

    From $227 per night (USD)

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    Details
  • Blue Jay Bungalow Downtown Dunedin
    From $272 per night (USD)

    VRBO

    Blue Jay Bungalow Downtown Dunedin

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to Blue Jay Bungalow in beautiful Dunedin, FL! Just a short walk to downtown’s lively bars, restaurants, and uni ...

    From $272 per night (USD)

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    Details
  • Key West Style Apartment - with pool\/hot-tub
    From $220 per night (USD)

    Expedia

    Key West Style Apartment - with pool\/hot-tub

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This apartment features two double beds, free wifi, a private bathroom, a mini fridge as well as a freezer. Unwind in t ...

    From $220 per night (USD)

    Expedia

    Details
  • Downtown Dunedin Hideaway
    From $259 per night (USD)

    VRBO

    Downtown Dunedin Hideaway

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Welcome to our Brand New Downtown Dunedin Hideaway located within walking distance to the heart of Downtown! Ev ...

    From $259 per night (USD)

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    Details
  • Downtown Dunedin B&B\/Sleeps 12!
    From $731 per night (USD)

    Expedia

    Downtown Dunedin B&B\/Sleeps 12!

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    Summary: Welcome to our brand new Coastal Casa & Cabin Combo Unit located within walking distance to downtown Dunedin! T ...

    From $731 per night (USD)

    Expedia

    Details
  • Key West Style Cottage - with pool\/hot-tub
    From $210 per night (USD)

    VRBO

    Key West Style Cottage - with pool\/hot-tub

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This apartment features a queen bed, free wifi, a private bathroom, a mini fridge as well as a freezer. Unwind in the b ...

    From $210 per night (USD)

    VRBO

    Details
  • Dunedin Condo on the Water
    From $250 per night (USD)

    Expedia

    Dunedin Condo on the Water

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    This Beso Del Sol Resort condo offers a king-sized bed, kitchenette with full refrigerator, coffee maker, double burner ...

    From $250 per night (USD)

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    Details
  • Nautical Landings West with a free pass to Honeymoon Island and dock access!
    From $429 per night (USD)

    VRBO

    Nautical Landings West with a free pass to Honeymoon Island and dock access!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Take it easy at this unique and tranquil getaway. Think of it as your bungalow in Dunedin and all the area has to offer. ...

    From $429 per night (USD)

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    Details
  • Retro, Classic with a splash of Downtown
    From $234 per night (USD)

    Expedia

    Retro, Classic with a splash of Downtown

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Booming, vibrant, and delightful downtown Dunedin. This wonderful and charming walk-downtown property has all the charm ...

    From $234 per night (USD)

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    Details
  • 6 · Seaside Artisan Apartment 6
    From $132 per night (USD)

    VRBO

    6 · Seaside Artisan Apartment 6

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This Airbnb offers a unique experience to stay at a mom and pop style retro motel. The property has total of 10 airbnb’s ...

    From $132 per night (USD)

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    Details
  • 9 · Seaside Artisan Apartment 9
    From $151 per night (USD)

    Expedia

    9 · Seaside Artisan Apartment 9

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This Airbnb offers a unique experience to stay at a mom and pop style retro motel. The property has total of 10 airbnb’s ...

    From $151 per night (USD)

    Expedia

    Details
  • 1 · Sea Side Artisan Apartment 1
    From $144 per night (USD)

    VRBO

    1 · Sea Side Artisan Apartment 1

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This Airbnb offers a unique experience to stay at a mom and pop style retro motel. There is no lobby for the guests, how ...

    From $144 per night (USD)

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    Details
  • 4 · Seaside Artisan Apartment 4
    From $163 per night (USD)

    Expedia

    4 · Seaside Artisan Apartment 4

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This Airbnb offers a unique experience to stay at a mom and pop style retro motel. The property has total of 10 airbnb’s ...

    From $163 per night (USD)

    Expedia

    Details
  • 7 · Seaside Artisan Apartment 7
    From $132 per night (USD)

    VRBO

    7 · Seaside Artisan Apartment 7

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This Airbnb offers a unique experience to stay at a mom and pop style retro motel. The property has total of 10 airbnb’s ...

    From $132 per night (USD)

    VRBO

    Details
  • 5 · Seaside Artisan Apartment *Dog Friendly* 5
    From $135 per night (USD)

    Expedia

    5 · Seaside Artisan Apartment *Dog Friendly* 5

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This Airbnb offers a unique experience to stay at a mom and pop style retro motel. The property has total of 10 airbnb’s ...

    From $135 per night (USD)

    Expedia

    Details
  • 3 · Seaside Artisan Apartment 3
    From $132 per night (USD)

    VRBO

    3 · Seaside Artisan Apartment 3

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This Airbnb offers a unique experience to stay at a mom and pop style retro motel. There is no lobby for the guests, how ...

    From $132 per night (USD)

    VRBO

    Details
  • 10 · Sea Side Artisan Apartment 10
    From $193 per night (USD)

    Expedia

    10 · Sea Side Artisan Apartment 10

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This Airbnb offers a unique experience to stay at a mom and pop style retro motel. The property has total of 10 airbnb’s ...

    From $193 per night (USD)

    Expedia

    Details
  • 2 · Seaside Artisan Apartment 2
    From $159 per night (USD)

    VRBO

    2 · Seaside Artisan Apartment 2

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This Airbnb offers a unique experience to stay at a mom and pop style retro motel. There is no lobby for the guests. How ...

    From $159 per night (USD)

    VRBO

    Details
  • 8 · Seaside Artisan Apartment 8
    From $141 per night (USD)

    Expedia

    8 · Seaside Artisan Apartment 8

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This Airbnb offers a unique experience to stay at a mom and pop style retro motel. The property has total of 10 airbnb’s ...

    From $141 per night (USD)

    Expedia

    Details
  • Stay In Dunedin
    From $444 per night (USD)

    VRBO

    Stay In Dunedin

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This charming fully remodeled cottage 2BD/1BTH is located in the heart of Downtown Dunedin. *Easily walk to the water, ...

    From $444 per night (USD)

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  • 580 Unit-1 Discover Dunedin
    From $369 per night (USD)

    VRBO

    580 Unit-1 Discover Dunedin

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This charming fully remodeled cottage 1BD/1BTH is located in the heart of Downtown Dunedin. *Easily walk to the water, ...

    From $369 per night (USD)

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    Details
  • Charming Studio with King Bed in lovely Dunedin!
    From $171 per night (USD)

    VRBO

    Charming Studio with King Bed in lovely Dunedin!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Discover the perfect blend of comfort and convenience at this centrally-located studio in Dunedin! This modern retreat f ...

    From $171 per night (USD)

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    Details
  • Beautiful Studio with Ocean View!\n
    From $198 per night (USD)

    VRBO

    Beautiful Studio with Ocean View!\n

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This cozy space features 1 king bed, 1 full bathroom, and a kitchenette with a full-size fridge, microwave, and stove to ...

    From $198 per night (USD)

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    Details
  • Key West Style Apartment - with pool\/hot-tub
    From $256 per night (USD)

    VRBO

    Key West Style Apartment - with pool\/hot-tub

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This apartment features a queen bed, free wifi, a private bathroom, a mini fridge as well as a freezer. Unwind in the ...

    From $256 per night (USD)

    VRBO

    Details
  • Key West Style Cottage - with pool\/hot-tub
    From $238 per night (USD)

    Expedia

    Key West Style Cottage - with pool\/hot-tub

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This apartment features a king bed, free wifi, a private bathroom, a mini fridge as well as a freezer. Unwind in the be ...

    From $238 per night (USD)

    Expedia

    Details
  • Key West Style Cottage - with pool\/hot-tub
    From $268 per night (USD)

    VRBO

    Key West Style Cottage - with pool\/hot-tub

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This apartment features a king bed, free wifi, a private bathroom, a mini fridge as well as a freezer. Unwind in the be ...

    From $268 per night (USD)

    VRBO

    Details
  • Reduced Price, Beautiful 2\/2 Condo 3 Miles to Honeymoon Island Beach and Caladesi Island
    From $141 per night (USD)

    Expedia

    Reduced Price, Beautiful 2\/2 Condo 3 Miles to Honeymoon Island Beach and Caladesi Island

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    You can stay less than 90 days, we just have to sign a 90 day lease and you will only pay for time there. Contact me to ...

    From $141 per night (USD)

    Expedia

    Details
  • House in Quiet Neighborhood
    From $148 per night (USD)

    VRBO

    House in Quiet Neighborhood

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Note: MINIMUM RENTAL IS 3 MONTHS. This lovely two-bedroom home is located in a quiet residential neighborhood two miles ...

    From $148 per night (USD)

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    Details
  • Key West Style Apartment - with pool\/hot-tub
    From $196 per night (USD)

    Expedia

    Key West Style Apartment - with pool\/hot-tub

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This apartment features a queen bed, free wifi, a private bathroom, a mini fridge as well as a freezer. Unwind in the b ...

    From $196 per night (USD)

    Expedia

    Details
  • Key West Style Apartment - with pool\/hot-tub
    From $257 per night (USD)

    VRBO

    Key West Style Apartment - with pool\/hot-tub

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This apartment features a queen bed, free wifi, a private bathroom, a mini fridge as well as a freezer. Unwind in the b ...

    From $257 per night (USD)

    VRBO

    Details
  • New manufactured home in a 55+ community in beautiful Dunedin, FL!
    From $103 per night (USD)

    Expedia

    New manufactured home in a 55+ community in beautiful Dunedin, FL!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This three bedroom home is brand new, fully furnished, and available for three to six month rental. It is located in the ...

    From $103 per night (USD)

    Expedia

    Details
  • Downtown Dunedin Gem, Fully Renovated #4
    From $315 per night (USD)

    VRBO

    Downtown Dunedin Gem, Fully Renovated #4

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    *****AVAILABLE TODAY - (January 11, 2025) - BOOK NOW!!! Incredible Vacation Rental in Dunedin This is a brand new loca ...

    From $315 per night (USD)

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    Details
  • Two Vacation Rental Units in Dunedin
    From $736 per night (USD)

    Expedia

    Two Vacation Rental Units in Dunedin

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    10

    Incredible Vacation Rental in Dunedin This is a brand new location very close to downtown Dunedin. It is stylish and ...

    From $736 per night (USD)

    Expedia

    Details
  • Downtown Dunedin Gem, Fully Renovated #3
    From $319 per night (USD)

    VRBO

    Downtown Dunedin Gem, Fully Renovated #3

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Incredible Vacation Rental in Dunedin This is a brand new location very close to downtown Dunedin. It is stylish and ...

    From $319 per night (USD)

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    Details
  • Downtown Dunedin Gem, Fully Renovated #2
    From $355 per night (USD)

    Expedia

    Downtown Dunedin Gem, Fully Renovated #2

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    5⭐⭐⭐⭐⭐ Stop the search - you have found the best! Words cannot even describe this cozy, beautiful and fully remodeled ...

    From $355 per night (USD)

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    Details
  • Vibrant Dunedin Getaway w\/ Furnished Patio!
    From $241 per night (USD)

    VRBO

    Vibrant Dunedin Getaway w\/ Furnished Patio!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    Enjoy plenty of amenities and relaxing beaches when you stay at this 2-bedroom, 1-bath vacation rental! ‘Highland House’ ...

    From $241 per night (USD)

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    Details
  • Close to beautiful beaches
    Click For Pricing

    Expedia

    Close to beautiful beaches

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    Newly renovated interior large Florida room facing lake with birds turtles rabbits beautiful relaxing area. Spacious tr ...

    Click For Pricing

    Expedia

    Details