Dunedin, Florida

Vacation Rentals in Dunedin, Florida

Discover 29 vacation rental properties in Dunedin. From 1 to 5 bedrooms. Average $221/night. 100% have pools.

29 verified listings Book securely on VRBO Prices updated March 2026

29 properties available

Coastal Dunedin Cottage- 3 Min to Downtown!

Coastal Dunedin Cottage- 3 Min to Downtown!

3 beds 1 bath
PoolA/CWiFiBalcony
$170/night
View Details → Book on VRBO
Downtown Dunedin Walking District

Downtown Dunedin Walking District

2 beds 2 baths
PoolA/CWiFiBalcony
$245/night
View Details → Book on VRBO
The Cook Cottage sleeps 4 in Dunedin

The Cook Cottage sleeps 4 in Dunedin

1 bed 1 bath
PoolA/CWiFiBalcony
$130/night
View Details → Book on VRBO
Coastal Downtown Dunedin with Golf Cart & Bikes!

Coastal Downtown Dunedin with Golf Cart & Bikes!

2 beds 1 bath
PoolA/CWiFiBalcony
$126/night
View Details → Book on VRBO
Free Beach Pass Honeymoon Island Super Clean Dog Friendly No Pet Fee King Beds

Free Beach Pass Honeymoon Island Super Clean Dog Friendly No Pet Fee King Beds

2 beds 1 bath
PoolA/CWiFiBalcony
$170/night
View Details → Book on VRBO
The Highland Hideaway | Downtown Dunedin

The Highland Hideaway | Downtown Dunedin

1 bed 1 bath
PoolA/CWiFiBalcony
$177/night
View Details → Book on VRBO
Only 4 bedroom with a view of Main Street located in the Downtown Core District

Only 4 bedroom with a view of Main Street located in the Downtown Core District

4 beds 3 baths
PoolA/CWiFiBalcony
$392/night
View Details → Book on VRBO
Downtown Dunedin! Bikes and golf cart. 2 bedroom/2 bath/+den

Downtown Dunedin! Bikes and golf cart. 2 bedroom/2 bath/+den

3 beds 2 baths
PoolA/CWiFiBalcony
$152/night
View Details → Book on VRBO
★ Downtown Bungalow★ Steps to/from Main St.★

★ Downtown Bungalow★ Steps to/from Main St.★

3 beds 2 baths
PoolA/CWiFiBalcony
$318/night
View Details → Book on VRBO
Cottage+MIL Studio close to Clearwater Beach/ Honeymoon Island & everything else

Cottage+MIL Studio close to Clearwater Beach/ Honeymoon Island & everything else

4 beds 3 baths
PoolA/CWiFiBalcony
$372/night
View Details → Book on VRBO
Clean, Beautiful Home w/Large Private Pool

Clean, Beautiful Home w/Large Private Pool

3 beds 2 baths
PoolA/CWiFiBalcony
$225/night
View Details → Book on VRBO
Heated Pool, Hot Tub, Bikes, minutes to Clearwater Beach & Honeymoon Island!

Heated Pool, Hot Tub, Bikes, minutes to Clearwater Beach & Honeymoon Island!

3 beds 2 baths
PoolA/CWiFiBalcony
$292/night
View Details → Book on VRBO
NEW LISTING! Modern 3BR | Pool | Game Room by RedAwning

NEW LISTING! Modern 3BR | Pool | Game Room by RedAwning

3 beds 2 baths
PoolA/CWiFiBalcony
$229/night
View Details → Book on VRBO
Luxury 5 Bedroom Dunedin home ~ TWO full kitchens, heated pool, hot tub!

Luxury 5 Bedroom Dunedin home ~ TWO full kitchens, heated pool, hot tub!

5 beds 3 baths
PoolA/CWiFiBalcony
$483/night
View Details → Book on VRBO
Heated salt water pool Spacious 4BR,3BR

Heated salt water pool Spacious 4BR,3BR

4 beds 3 baths
PoolA/CWiFiBalcony
$265/night
View Details → Book on VRBO
Wonderful family friendly home in Dunedin FL

Wonderful family friendly home in Dunedin FL

2 beds 1 bath
PoolA/CWiFiBalcony
$184/night
View Details → Book on VRBO
Modern Dunedin Home + Heated Salt Water Pool

Modern Dunedin Home + Heated Salt Water Pool

3 beds 2 baths
PoolA/CWiFiBalcony
$315/night
View Details → Book on VRBO
Sea Breeze Haven ~ Htd Pool ~ Fire Pit ~ PuttPutt

Sea Breeze Haven ~ Htd Pool ~ Fire Pit ~ PuttPutt

3 beds 2 baths
PoolA/CWiFiBalcony
$283/night
View Details → Book on VRBO
Walk to Waterfront & Downtown ~Barefoot Parrot 3

Walk to Waterfront & Downtown ~Barefoot Parrot 3

2 beds 1 bath
PoolA/CWiFiBalcony
$163/night
View Details → Book on VRBO
Beautiful Private Home for 8 - Walk Downtown to & Waterfront

Beautiful Private Home for 8 - Walk Downtown to & Waterfront

3 beds 2 baths
PoolA/CWiFiBalcony
$257/night
View Details → Book on VRBO
La Casa Del Mar 604 Star5Vacations

La Casa Del Mar 604 Star5Vacations

2 beds 1 bath
PoolA/CWiFiBalcony
$94/night
View Details → Book on VRBO
Walk to Downtown & Waterfront- Barefoot Parrot 1

Walk to Downtown & Waterfront- Barefoot Parrot 1

2 beds 1 bath
PoolA/CWiFiBalcony
$173/night
View Details → Book on VRBO
Resort Condo Close To Beaches/Free Bikes

Resort Condo Close To Beaches/Free Bikes

1 bed 1 bath
PoolA/CWiFiBalcony
$159/night
View Details → Book on VRBO
Downtown Dunedin B&B - Rustic Cabin with Pool

Downtown Dunedin B&B - Rustic Cabin with Pool

1 bed 1 bath
PoolA/CWiFiBalcony
$198/night
View Details → Book on VRBO
Downtown Dunedin B&B - Casa

Downtown Dunedin B&B - Casa

2 beds 2 baths
PoolA/CWiFiBalcony
$249/night
View Details → Book on VRBO
Pet-Friendly Dunedin Townhome w/ Private Yard

Pet-Friendly Dunedin Townhome w/ Private Yard

1 bed 1 bath
PoolA/CWiFiBalcony
$175/night
View Details → Book on VRBO
Grove Keeper Cottage unit has a tree house atmosphere

Grove Keeper Cottage unit has a tree house atmosphere

1 bed 1 bath
PoolA/CWiFiBalcony
$135/night
View Details → Book on VRBO
Beachy Bungalow in the heart of Dunedin; 5 minute walk to downtown

Beachy Bungalow in the heart of Dunedin; 5 minute walk to downtown

3 beds 1 bath
PoolA/CWiFiBalcony
$207/night
View Details → Book on VRBO
La Casa Del Mar 602 Star5Vacations

La Casa Del Mar 602 Star5Vacations

1 bed 1 bath
PoolA/CWiFiBalcony
$84/night
View Details → Book on VRBO

More destinations in Florida

Panama City Beach (4614) Kissimmee (3730) Davenport (2507) Miami Beach (1899) Key West (1835) Cape Coral (1809) Sarasota (1719) Marco Island (1375) Naples (1355) Siesta Key (936) Holmes Beach (770) Clearwater (768) Bradenton (551) Orlando (458) Miami (425) Anna Maria (386) Rotonda West (381) Clearwater Beach (361) Santa Rosa Beach (358) Destin (250)