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Holiday Lettings
> North America
> United States
> Florida
> Florida Panhandle
> Cottages and holiday homes in Seaside

Cottages in Seaside and Holiday homes - Holiday Lettings - Holiday Rentals Seaside

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519 Holiday homes

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Great rentals within 20 miles that match your search

Seagrove Beach holiday home rental

Seagrove Beach house

  • 6 bedrooms
  • 10 bathrooms
  • sleeps 14

from £2,657 / night

£11,816 / week

1 / 40

Great rentals within 20 miles that match your search

Home rental in Miramar Beach with swimming pool

Miramar Beach house

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 32

from £588 / night

£4,115 / week

1 / 63

Great rentals within 20 miles that match your search

Inlet Beach holiday home rental

Inlet Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

from £171 / night

£4,320 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday home rental

Santa Rosa Beach house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

from £1,374 / night

£9,160 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Miramar Beach

Miramar Beach apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

from £1,658 / night

£9,509 / week

1 / 73

Great rentals within 20 miles that match your search

Home rental in Inlet Beach

Inlet Beach house

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 28

from £477 / night

£3,335 / week

1 / 54

Great rentals within 20 miles that match your search

Home rental in Alys Beach

Alys Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £250 / night

£1,744 / week

1 / 31

Great rentals within 20 miles that match your search

Home rental in Alys Beach

Alys Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £213 / night

£1,488 / week

1 / 35

Great rentals within 20 miles that match your search

Home rental in Sandestin with shared pool

Sandestin house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

from £238 / night

£1,664 - £8,383 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home in Santa Rosa Beach

Santa Rosa Beach house

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 16

from £360 / night

£2,515 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Seacrest Beach

Seacrest Beach condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10
1 review

from £332 / night

£2,765 / week

1 / 37

Great rentals within 20 miles that match your search

Panama City Beach holiday condo rental

Panama City Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £321 / night

£2,245 / week

1 / 21

Great rentals within 20 miles that match your search

Home accommodation in Miramar Beach

Miramar Beach house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

from £380 / night

£1,929 - £6,847 / week

1 / 28

Great rentals within 20 miles that match your search

Home rental in Santa Rosa Beach

Santa Rosa Beach house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 16

from £341 / night

£2,381 / week

1 / 51

Great rentals within 20 miles that match your search

Holiday home in Seagrove Beach

Seagrove Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £642 / night

£4,489 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday cottage in Santa Rosa Beach

Santa Rosa Beach cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £237 / night

£1,659 / week

1 / 14

Great rentals within 20 miles that match your search

Home rental in Rosemary Beach

Rosemary Beach house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

from £642 / night

£3,847 - £4,947 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday condo in Sandestin

Sandestin condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £619 / night

£4,328 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday home rental

Inlet Beach house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 18

from £1,429 / night

£10,003 / week

1 / 60

Great rentals within 20 miles that match your search

Condo rental in Carillon Beach with swimming pool

Carillon Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from £138 / night

£960 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday condo rental

Carillon Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from £138 / night

£960 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday home with shared pool in Carillon Beach

Carillon Beach house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

from £718 / night

£5,024 / week

1 / 46

Great rentals within 20 miles that match your search

Holiday home in Inlet Beach

Inlet Beach house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from £733 / night

£5,130 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday home in Lake Gatun

Lake Gatun house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £99 / night

£693 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home with shared pool in Watersound

Watersound house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £435 / night

£3,040 / week

1 / 14

Great rentals within 20 miles that match your search

Panama City Beach holiday condo rental

Panama City Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
1 review

from £147 / night

£1,024 / week

1 / 23

Great rentals within 20 miles that match your search

Miramar Beach holiday home rental

Miramar Beach house

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 28

from £546 / night

£3,821 / week

1 / 60

Great rentals within 20 miles that match your search

Miramar Beach holiday condo rental

Miramar Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £229 / night

£1,600 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home rental

Santa Rosa Beach house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16
1 review

from £233 / night

£4,192 / week

1 / 24

Great rentals within 20 miles that match your search

Seagrove Beach holiday home rental

Seagrove Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £390 / night

£4,122 / week

1 / 46

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Santa Rosa Beach

Santa Rosa Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

from £153 / night

£2,573 / week

1 / 42

Great rentals within 20 miles that match your search

Miramar Beach holiday home rental

Miramar Beach house

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 32

from £765 / night

£5,350 / week

1 / 76

Great rentals within 20 miles that match your search

Holiday home in Inlet Beach

Inlet Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £229 / night

£1,600 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday townhouse with shared pool in Watersound

Watersound townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £297 / night

£2,080 / week

1 / 49

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Sandestin

Sandestin condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £238 / night

£1,664 - £4,160 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday condo in Miramar Beach

Miramar Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £321 / night

£2,199 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday condo in Sandestin

Sandestin condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £343 / night

£2,400 / week

1 / 128

Great rentals within 20 miles that match your search

Holiday home in Sandestin

Sandestin house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £366 / night

£2,560 / week

1 / 28

Great rentals within 20 miles that match your search

Miramar Beach holiday condo rental

Miramar Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £198 / night

£1,383 / week

1 / 39

Great rentals within 20 miles that match your search

Studio rental in Sandestin with shared pool

Sandestin studio

  • Studio
  • 1 bathroom
  • sleeps 4

from £91 / night

£635 / week

1 / 62

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Seaside holidays

Known for its clean beaches and peaceful aura, Seaside Beach, FL is the ultimate relaxing getaway. Step outside your holiday rental onto the white sand beaches of Seaside and sail or surf along its turquoise blue Gulf waters. Let the Gulf breeze blow through your holiday home's balcony while listening to the lull of the waves. With a full kitchen and outdoor patio, holiday rentals offer the perfect opportunity to grill shrimp and seafood for a family barbeque amidst a beautiful Seaside backdrop.

If shopping is your holiday activity of choice, Seaside is home to great surf and clothing boutiques, located along Central Square and in the city's downtown plaza. You will also find a number of great restaurants, from juice bars, to beachside grills and fine dining cuisine.

Seaside is known for its distinct architectural beauty and set up. "New Urbanism," a phrase that was coined when developer Richard Davis designed Seaside, boasts cosy narrow streets, unique fences, and tightly situated homes to encourage a walking and biking community. By putting an emphasis on walking, the city's shops, restaurants, and boutiques are easy to access and feel much more personal.

Here are a few additional suggestions of things to do while you're here:

  • See live music outdoors: The Saturday Concert Series takes place during the fall, and offers visitors an array of free live music every Saturday in the city's amphitheatre.
  • Stroll through the Modica Market: This market, family-owned and operated, is a gourmet food and speciality wine market located in the heart of Seaside Central Square.
  • Go swimming: Your rental home may offer a pool, but nothing beats heading to a beach that's a few steps away from your front door. Seaside beaches are a great place to snorkel, build a sandcastle, or just soak up the sun and relax.
  • Rent a sea kayak: The waters of the Gulf of Mexico are calm along this part of the coast. This is a beautiful place to launch a canoe or sea kayak and experience close encounters with native plants and marine life.
  • Play tennis: The popular and well maintained tennis courts around Seaside are great gathering places where you can meet friendly locals and perfect your swing.
  • Go fishing: Charter a boat and head into the deep water. It's easy to rent fishing equipment and an experienced guide can lead you to the best places to make a good catch.

The best way to experience the charming, laid-back atmosphere of Seaside, Florida, is with a stay in your own private luxury beach rental. Find an elegant villa overlooking the ocean, a quiet cottage in town, or a roomy holiday rental with all the space and amenities you need to relax in style with your family and friends. While you're planning your trip to Seaside, don't miss a chance to explore beautiful nearby Florida destinations like Santa Rosa and Seagrove Beach.

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