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

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1,678 Holiday homes

Holiday home in Seaside

Seaside house

4 bedrooms • 3 bathrooms • sleeps 11

from £216 / night

£1,506 / week

1 / 30

Holiday home with golf nearby in Seaside

Seaside house

3 bedrooms • 2 bathrooms • sleeps 10

from £108 / night

£756 / week

1 / 25

Holiday home with shared pool in Seaside

Seaside house

4 bedrooms • 3 bathrooms • sleeps 12

from £112 / night

£785 / week

1 / 32

Seaside holiday home rental

Seaside house

5 bedrooms • 5 bathrooms • sleeps 12

from £172 / night

£1,203 / week

1 / 36

Holiday home accommodation

Seaside house

3 bedrooms • 3 bathrooms • sleeps 8

from £156 / night

£1,093 / week

1 / 29

Seaside holiday home rental

Seaside house

6 bedrooms • 4 bathrooms • sleeps 16

from £219 / night

£1,529 / week

1 / 39

Holiday condo with shared pool, golf nearby in Seaside

Seaside condo

1 bedroom • 1 bathroom • sleeps 4

from £130 / night

£907 - £2,625 / week

1 / 44

Seaside holiday home rental

Seaside house

4 bedrooms • 3 bathrooms • sleeps 10

from £136 / night

£948 / week

1 / 31

Home rental in Seaside with shared pool

Seaside house

4 bedrooms • 4 bathrooms • sleeps 10

from £854 / night

£5,975 - £14,937 / week

1 / 50

Holiday home with golf nearby in Seaside

Seaside house

1 bedroom • 2 bathrooms • sleeps 6

from £173 / night

£1,213 - £2,851 / week

1 / 34

Home rental in Seaside with shared pool, golf nearby

Seaside house

4 bedrooms • 3 bathrooms • sleeps 16

from £238 / night

£1,663 - £5,700 / week

1 / 50

Holiday townhouse with shared pool in Seaside

Seaside townhouse

4 bedrooms • 4 bathrooms • sleeps 11

from £146 / night

£1,018 / week

1 / 27

Condo rental in Seaside with shared pool

Seaside condo

3 bedrooms • 2 bathrooms • sleeps 6

from £108 / night

£750 / week

1 / 33

Holiday condo with shared pool, golf nearby in Seaside

Seaside condo

1 bedroom • 1 bathroom • sleeps 4

from £91 / night

£635 - £2,221 / week

1 / 43

Home rental in Seaside with shared pool

Seaside house

5 bedrooms • 4 bathrooms • sleeps 14

from £227 / night

£1,587 / week

1 / 47

Holiday home in Seaside

Seaside house

5 bedrooms • 4 bathrooms • sleeps 8

from £142 / night

£994 / week

1 / 34

Holiday home with swimming pool in Seaside

Seaside house

5 bedrooms • 3 bathrooms • sleeps 14

from £175 / night

£1,221 / week

1 / 38

Seaside holiday home rental

Seaside house

4 bedrooms • 3 bathrooms • sleeps 9

from £193 / night

£1,349 / week

1 / 27

Holiday home in Seaside

Seaside house

4 bedrooms • 3 bathrooms • sleeps 8

from £193 / night

£1,349 / week

1 / 29

Great rentals within 20 miles that match your search

Destin holiday condo rental

Destin condo

1 bedroom • 3 bathrooms • sleeps 6

from £167 / night

£1,164 / week

1 / 24

Holiday home with swimming pool in Destin

Destin house

4 bedrooms • 3 bathrooms • sleeps 12

from £541 / night

£4,571 / week

1 / 28

Holiday apartment in Destin

Destin apartment

3 bedrooms • 3 bathrooms • sleeps 8

from £321 / night

£2,246 / week

1 / 100

Home rental in Santa Rosa Beach

Santa Rosa Beach house

3 bedrooms • 1 bathroom • sleeps 6

from £150 / night

£998 / week

1 / 26

Holiday apartment in Rosemary Beach

Rosemary Beach apartment

1 bedroom • 1 bathroom • sleeps 4

from £224 / night

£1,565 / week

1 / 87

Holiday home in Destin

Destin house

2 bedrooms • 2 bathrooms • sleeps 6

from £207 / night

£1,242 - £2,405 / week

1 / 34

Holiday log cabin in Miramar Beach

Miramar Beach log cabin

2 bedrooms • 2 bathrooms • sleeps 6

from £110 / night

£769 - £1,002 / week

1 / 10

Home rental in Ebro

Ebro house

2 bedrooms • 1 bathroom • sleeps 6

from £182 / night

£1,092 - £2,256 / week

1 / 11

Rosemary Beach holiday apartment rental

Rosemary Beach apartment

1 bedroom • 1 bathroom • sleeps 4

from £224 / night

£1,565 / week

1 / 53

Holiday home rental

Santa Rosa Beach house

4 bedrooms • 5 bathrooms • sleeps 14

from £1,247 / night

£8,310 / week

1 / 24

Holiday home with shared pool in Panama City Beach

Panama City Beach house

2 bedrooms • 2 bathrooms • sleeps 5

from £319 / night

£1,907 / week

1 / 9

Holiday villa in Panama City Beach

Panama City Beach villa

2 bedrooms • 3 bathrooms • sleeps 7

from £291 / night

£2,036 / week

1 / 44

Destin holiday apartment rental

Destin apartment

2 bedrooms • 2 bathrooms • sleeps 6

from £170 / night

£1,097 - £2,788 / week

1 / 22

Destin holiday apartment rental

Destin apartment

1 bedroom • 1 bathroom • sleeps 6

from £133 / night

£823 - £2,011 / week

1 / 29

Destin holiday apartment rental

Destin apartment

3 bedrooms • 2 bathrooms • sleeps 10

from £201 / night

£1,326 - £3,565 / week

1 / 27

Holiday apartment with shared pool in Seacrest Beach

Seacrest Beach apartment

1 bedroom • 1 bathroom • sleeps 4

from £142 / night

£869 - £2,011 / week

1 / 17

Holiday apartment rental

Laguna Beach apartment

2 bedrooms • 2 bathrooms • sleeps 4

from £100 / night

£640 - £1,463 / week

1 / 24

Seagrove Beach holiday apartment rental

Seagrove Beach apartment

2 bedrooms • 2 bathrooms • sleeps 8

from £164 / night

£1,006 - £2,681 / week

1 / 22

Destin holiday apartment rental

Destin apartment

1 bedroom • 2 bathrooms • sleeps 6

from £123 / night

£755 - £1,988 / week

1 / 24

Destin holiday apartment rental

Destin apartment

1 bedroom • 2 bathrooms • sleeps 6

from £123 / night

£755 - £1,988 / week

1 / 26

Apartment rental in Destin with shared pool

Destin apartment

3 bedrooms • 2 bathrooms • sleeps 8

from £201 / night

£1,326 - £4,022 / week

1 / 24

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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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