
Holiday rentals near Timpoochee Trail
We found 16,462 holiday rentals — enter your dates for availability
Discover a selection of private holiday rentals within easy reach of Timpoochee Trail that are perfect for your trip. Whether you're travelling with your children or with friends, holiday rentals have the best amenities for spending time at your holiday home, which might include Wi-Fi and a washer and dryer. No matter what you're looking for, you'll be sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Timpoochee Trail
Showing deals for:26 Sept - 3 Oct
Image gallery for Make Summer Memories at Raleigh Street Retreat!

9.69.6 out of 10 rating
Exceptional
(9 reviews)
Make Summer Memories at Raleigh Street Retreat!
Navarre, FL
7% off
Price is NZ$5,019
NZ$5,019
NZ$717 per night
includes taxes & fees
Image gallery for Million dollar villa · Beachfront neighborhood · Free cruise · Resort amenities

1010 out of 10 rating
Exceptional
(23 reviews)
Million dollar villa · Beachfront neighborhood · Free cruise · Resort amenities
Destin, FL
8% off
Price is NZ$4,817
NZ$4,817
NZ$688 per night
includes taxes & fees
Image gallery for Dream house with the capacity of 23 people

9.09.0 out of 10 rating
Wonderful
(6 reviews)
Dream house with the capacity of 23 people
Fort Walton Beach, FL
22% off
Price is NZ$8,142
NZ$8,142
NZ$1,163 per night
includes taxes & fees
Image gallery for 1509 Amazing 2 Bdrm Hot Summer Discount Gulf & Pool Views Book July 30th Pools

9.69.6 out of 10 rating
Exceptional
(9 reviews)
1509 Amazing 2 Bdrm Hot Summer Discount Gulf & Pool Views Book July 30th Pools
Destin, FL
7% off
Price is NZ$2,267
NZ$2,267
NZ$324 per night
includes taxes & fees
Image gallery for Beach House with great outdoor spaces- Boat Parking Available!

1010 out of 10 rating
Exceptional
(50 reviews)
Beach House with great outdoor spaces- Boat Parking Available!
Navarre, FL
7% off
Price is NZ$4,284
NZ$4,284
NZ$612 per night
includes taxes & fees
Image gallery for Navarre/Pensacola Beach Home 450ft to Ocean Water

9.29.2 out of 10 rating
Wonderful
(27 reviews)
Navarre/Pensacola Beach Home 450ft to Ocean Water
Navarre, FL
6% off
Price is NZ$4,764
NZ$4,764
NZ$681 per night
includes taxes & fees
Image gallery for Cozy 1 Bedroom Townhome with a pool and just steps from the beach.

1010 out of 10 rating
Exceptional
(102 reviews)
Cozy 1 Bedroom Townhome with a pool and just steps from the beach.
Navarre, FL
8% off
Price is NZ$2,040
NZ$2,040
NZ$291 per night
includes taxes & fees
Image gallery for Spacious Family Home near the Emerald Coast

9.89.8 out of 10 rating
Exceptional
(28 reviews)
Spacious Family Home near the Emerald Coast
Niceville, FL
11% off
Price is NZ$2,862
NZ$2,862
NZ$409 per night
includes taxes & fees
Image gallery for Spacious and Comfy Villa at Sandestin’s Player Club

9.09.0 out of 10 rating
Wonderful
(12 reviews)
Spacious and Comfy Villa at Sandestin’s Player Club
Miramar Beach, FL
8% off
Price is NZ$5,490
NZ$5,490
NZ$784 per night
includes taxes & fees
Image gallery for Bungalow | TVs, Grill, & ONLY 1mile to the Beach!

1010 out of 10 rating
Exceptional
(14 reviews)
Bungalow | TVs, Grill, & ONLY 1mile to the Beach!
Navarre, Florida
7% off
Price is NZ$1,889
NZ$1,889
NZ$270 per night
includes taxes & fees
Image gallery for Newly Renovated Home w/pool - 5 minutes from the beach!

9.89.8 out of 10 rating
Exceptional
(29 reviews)
Newly Renovated Home w/pool - 5 minutes from the beach!
Fort Walton Beach, FL
7% off
Price is NZ$3,966
NZ$3,966
NZ$567 per night
includes taxes & fees
Image gallery for Coastal Oasis 3 miles from Navarre Beach

9.89.8 out of 10 rating
Exceptional
(16 reviews)
Coastal Oasis 3 miles from Navarre Beach
Navarre, FL
7% off
Price is NZ$1,722
NZ$1,722
NZ$246 per night
includes taxes & fees
Image gallery for Beautiful 5 Star Condo right on the Beach! Breathtaking Views!

1010 out of 10 rating
Exceptional
(20 reviews)
Beautiful 5 Star Condo right on the Beach! Breathtaking Views!
Navarre, FL
11% off
Price is NZ$6,610
NZ$6,610
NZ$944 per night
includes taxes & fees
Image gallery for 3B/3Ba OR 2B/2Ba @701 Summerwind West -> Beach Service Incl!

1010 out of 10 rating
Exceptional
(45 reviews)
3B/3Ba OR 2B/2Ba @701 Summerwind West -> Beach Service Incl!
Navarre, FL
8% off
Price is NZ$4,616
NZ$4,616
NZ$659 per night
includes taxes & fees
Image gallery for TOP FLOOR Penthouse-19th floor! Beach Colony West. Remodeled bathrooms 2025!!

1010 out of 10 rating
Exceptional
(81 reviews)
TOP FLOOR Penthouse-19th floor! Beach Colony West. Remodeled bathrooms 2025!!
Navarre, FL
8% off
Price is NZ$5,453
NZ$5,453
NZ$779 per night
includes taxes & fees
Image gallery for AUGUST FLASH SALE! SEE DESCRIPTION FOR DETAILS. 5BR home with Private Pool!

1010 out of 10 rating
Exceptional
(10 reviews)
AUGUST FLASH SALE! SEE DESCRIPTION FOR DETAILS. 5BR home with Private Pool!
Miramar Beach, FL
14% off
Price is NZ$8,347
NZ$8,347
NZ$1,192 per night
includes taxes & fees
Image gallery for Cozy Beach Condo in Destin’s Sandpiper Cove #1074

1010 out of 10 rating
Exceptional
(34 reviews)
Cozy Beach Condo in Destin’s Sandpiper Cove #1074
Destin, FL
8% off
Price is NZ$2,844
NZ$2,844
NZ$406 per night
includes taxes & fees
Image gallery for 2BR Gulf Front Complex - Heated Pool - Patio - Ask about WINTER DISCOUNTS!

9.29.2 out of 10 rating
Wonderful
(88 reviews)
2BR Gulf Front Complex - Heated Pool - Patio - Ask about WINTER DISCOUNTS!
Navarre, FL
8% off
Price is NZ$2,872
NZ$2,872
NZ$410 per night
includes taxes & fees
Image gallery for BOOK NOW FOR SPRING & SUMMER! BEST RATES 3 BR/2 BA w/3 Queen Beds!

9.69.6 out of 10 rating
Exceptional
(42 reviews)
BOOK NOW FOR SPRING & SUMMER! BEST RATES 3 BR/2 BA w/3 Queen Beds!
Navarre, FL
8% off
Price is NZ$3,518
NZ$3,518
NZ$503 per night
includes taxes & fees
Image gallery for Perrydise @ Pirates’ Bay

9.89.8 out of 10 rating
Exceptional
(8 reviews)
Perrydise @ Pirates’ Bay
Fort Walton Beach, FL
8% off
Price is NZ$1,866
NZ$1,866
NZ$267 per night
includes taxes & fees
Image gallery for ~BEACHY~2 KING suite! Amazing Gulf AND Pool View-FREE Premium Beach Service

9.69.6 out of 10 rating
Exceptional
(87 reviews)
~BEACHY~2 KING suite! Amazing Gulf AND Pool View-FREE Premium Beach Service
Fort Walton Beach, FL
8% off
Price is NZ$7,607
NZ$7,607
NZ$1,087 per night
includes taxes & fees
Image gallery for 2 BR Gulf Front Complex - Heated Pool - Ask about SNOWBIRD DISCOUNTS!

9.49.4 out of 10 rating
Exceptional
(56 reviews)
2 BR Gulf Front Complex - Heated Pool - Ask about SNOWBIRD DISCOUNTS!
Navarre, FL
8% off
Price is NZ$2,821
NZ$2,821
NZ$403 per night
includes taxes & fees
Image gallery for Spacious Belle Mer 3BR -- 2 Gulf Front Masters -- All with Private Baths

1010 out of 10 rating
Exceptional
(152 reviews)
Spacious Belle Mer 3BR -- 2 Gulf Front Masters -- All with Private Baths
Navarre, FL
7% off
Price is NZ$6,435
NZ$6,435
NZ$919 per night
includes taxes & fees
Image gallery for 3 min drive to the beach, walking distance to downtown, 5 miles from Destin!

9.89.8 out of 10 rating
Exceptional
(55 reviews)
3 min drive to the beach, walking distance to downtown, 5 miles from Destin!
Fort Walton Beach, FL
11% off
Price is NZ$3,929
NZ$3,929
NZ$561 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Timpoochee Trail
Showing deals for: 22 Sept - 25 SeptHome Sweet Destin - 6BDR - Sleeps 14 - Next 2 Beach
Sleeps 12 · 6 bedrooms · 4 bathrooms
9.09.0 out of 10
Wonderfulwonderful
The current price is NZ$3,302
NZ$3,302
for 3 nights, 1 home
NZ$1,101 per night
includes taxes & fees
Cozy coastal condo, dog friendly with easy beach access and close to everything
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
The current price is NZ$1,619
NZ$1,619
for 3 nights, 1 apartment
NZ$540 per night
includes taxes & fees
Classic Florida Cottage - Close to Beaches, Shopping and Restaurants!
Sleeps 6 · 3 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
The current price is NZ$1,399
NZ$1,399
for 3 nights, 1 home
NZ$466 per night
includes taxes & fees
🌊BeachFRONT Complex~Beachside Pool~Tennis~2BR El Matador 513
Sleeps 8 · 2 bedrooms · 2 bathrooms
8.08.0 out of 10
Very goodvery good
2 reviews(2 reviews)
The current price is NZ$1,424
NZ$1,424
for 3 nights, 1 apartment
NZ$475 per night
includes taxes & fees
Cozy Fort Walton Beach Escape w/ Private Patio!
Sleeps 6 · 2 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
The current price is NZ$945
NZ$945
for 3 nights, 1 home
NZ$315 per night
includes taxes & fees
Sunset Cottages 4C Spacious 2 Bedroom, 2 Bath Cottage, sleeps 8!
Sleeps 8 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
19 reviews(19 reviews)
The current price is NZ$1,681
NZ$1,681
for 3 nights, 1 apartment
NZ$560 per night
includes taxes & fees
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value