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Holiday Isle Vacation Rentals

Holiday Isle Vacation Rentals
 
If you haven't been to Holiday Isle, you're in for a treat. A peninsula surrounded by The Gulf of Mexico and Destin Harbor, it is a serene, little oasis within the heart of Destin with two and a half miles of paved trails for walking and biking. Surrounded by quiet neighborhoods, it is perfect for exploring on a bike ride with the family. It is just minutes away from restaurants, shopping, boat docks, fishing, golf, and amusements.

Destinations within Holiday Isle

Destin on the Gulf Condominiums is located directly on the beach in exclusive Holiday Isle in Destin, Florida, which is a peninsula surrounded by the Gulf of Mexico and Destin Harbor. This low rise, 6-story complex offersRead More.
East Pass is a destination that is sure to please! East Pass is situated in the heart of Destin on Holiday Isle's furthest point overlooking the famous Destin Bridge, Destin Pass, Destin Harbor, the jetties, and the GulfRead More.
Holiday Surf & Racquet Club is located directly on the beach on exclusive Holiday Isle. Vacation rentals here enjoy an elevator located in the lobby for convenience, this destination is sure to please. Holiday Surf & RacquetRead More.
Jetty East is a mid-rise, 6 story condominium located on Holiday Isle. Jetty East is equipped with 4 elevators, covered parking, and 24-hour security. Resort amenities include a seasonally heated beachfront pool that is 5Read More.
You can't beat this location on pristine Holiday Isle. Vacation rentals at Shoreline Towers enjoy being within minutes from restaurants, shopping, water sports, fishing and golf. The amenities offered at this well-managedRead More.
The Islander is located on Holiday Isle, which is a peninsula surrounded by the Gulf of Mexico and Destin Harbor. This destination is sure to please! The Islander features Two Pools, Two Hot Tubs, Lighted Tennis Courts,Read More.
Waterview Towers is a beachfront, gated complex on Holiday Isle with only 33 units! Enjoy the water, boating, tennis, shopping, dining, and all that the Destin lifestyle has to offer. Amenities include fitness center, tennisRead More.

Featured Holiday Isle Rentals

FROM: $140/NT
  • 8
  • 3
  • 3
 
$1450/mo for Winter - Lake Front - Walk to Beach - Peaceful Lake Views
FROM: $108/NT
  • 6
  • 2
  • 2
 
FABULOUS Gulf Views! - Steps to Beach-$1400/mo for Winter!
FROM: $115/NT
  • 6
  • 2
  • 2
 
$1200/mo for Winter ~ Gulf Views on Holiday Isle ~ Two Pools & Hot Tubs
Heated Pool!

The Islander 211

FROM: $115/NT
  • 8
  • 2
  • 2
 
$1300/mo 4 Winter ~ Walk to the Beach ~ 2 Pools ~ 2 Hot Tubs ~ Tennis
Bk4Winter!

Blue Paradise

FROM: $100/NT
  • 8
  • 2
  • 2
 
Walk to Beach ~ Two Balconies & Porch with Harbor Views ~ $1500/mo for Winter*
New to Program!

Destin on the Gulf 401

FROM: $130/NT
  • 8
  • 2
  • 2
 
Recently Renovated - Gulf Front Pool - Fitness Room - Shuffleboard - $1300/mo for Winter
FROM: $110/NT
  • 6
  • 2
  • 2
 
Walk 2 Beach~ Gulf Views~ Pool~ Holiday Isle~ $1500/mo for Winter
Nov 25-28 $527 Total!

Jetty East 114A

FROM: $95/NT
  • 4
  • 1
  • 1
 
East Pass Views ~ Beachfront Pool ~ Hot Tub ~ Beachside Sun Deck & Pavilion
Nov 25-28 $627 Total!

Jetty East 114B

FROM: $115/NT
  • 6
  • 2
  • 2
 
Jetty & East Pass Views ~ Beachfront Pool ~ Hot Tub ~ Beachside Sun Deck & Pavilion
FROM: $189/NT
  • 8
  • 3
  • 2.5
 
2200 s.f. Penthouse * Gulf & Harbor Views * Master Suite has Jetted Tub * $2000/Mo in Winter
Nov 25-28 $1221 Total!

Waterview Towers 404

FROM: $230/NT
  • 9
  • 3
  • 2
 
~ Harbor and Gulf Views ~ 3BR on Holiday Isle ~ $2100/mo for Winter ~ Pool, Hot Tub, Tennis ~
FROM: $119/NT
  • 8
  • 3
  • 3
 
Lake Front - Walk to Beach - Heated Pool - Tennis
Nov 12-15 $618 Total!

Shoreline Towers 3063

FROM: $110/NT
  • 6
  • 2
  • 2
 
* Fully Updated Condo * $1350/mo for Winter * Walk 2 Beach * Pool, Tennis, Fitness Room *
Dec 3-6 $652 Total!

Destin on the Gulf 206

FROM: $120/NT
  • 8
  • 2
  • 2
 
Beachfront for 6 - Gulf Front Pool - $1300/mo for Winter - Fitness Room - Shuffleboard
FROM: $120/NT
  • 8
  • 2
  • 2
 
Pool and Gulf Views from Balcony! $1350/mo 4 Winter
Bk4February!

East Pass 505

FROM: $140/NT
  • 6
  • 2
  • 2
 
Harbor & East Pass Views * Large Balcony * Holiday Isle * $1600/mo for Winter
Nov 19-22 $644 Total!

Shoreline Towers 2052

FROM: $120/NT
  • 6
  • 2
  • 2
 
Gulf Front Beauty* Steps 2 Beach * Pool-Tennis-Sauna-Fitness Center
FROM: $122/NT
  • 6
  • 2
  • 2
 
$1450/Month for Winter - Gulf Views- First Floor- Resort Pool
Dec 3-6 $844 Total!

Waterview Towers 202

FROM: $180/NT
  • 6
  • 2
  • 2.5
 
End of Holiday Isle * Upgrades! * Boat Slip * Huge balcony * Water views from all rooms!
Bk4Winter!

East Pass 102

FROM: $120/NT
  • 4
  • 2
  • 2
 
Huge Balcony ~ Holiday Isle ~ $1600/mo for Winter ~ Beachfront Pool ~ RealJOY Fun Pass
FROM: $120/NT
  • 8
  • 2
  • 2
 
Gulf Front * Steps to the Beach * $1500/mo for Winter * Pool, Tennis & Shuffleboard
Seasonally Heated Pool!

Shoreline Towers 2025

FROM: $155/NT
  • 8
  • 2
  • 2
 
Gulf Front Views ~ Free Beach Service~ $1500/mo 4 Winter ~ Pool, Tennis ~ Updated
FROM: $114/NT
  • 6
  • 2
  • 2
 
$1500/mo for Winter - Gulf, Pool & Tennis Views from 7th Floor!
Dec 3-6 $659 Total!

Shoreline Towers 1092

FROM: $122/NT
  • 8
  • 2
  • 2
 
Beautifully Updated! ~ 2BR Gulf Front Condo ~ Gulf Views ~ Seasonally Heated Pool
FROM: $114/NT
  • 6
  • 2
  • 2
 
$1500/Mo for Winter * 5*Reviews! Gulf Views w/ Balcony!
Nov 19-22 $644 Total!

Shoreline Towers 2043

FROM: $135/NT
  • 6
  • 2
  • 2
 
*Gulf Front w/Sunroom * $1550/mo 4 Winter * Renovated! Pool-Tennis-Sauna-Fitness Center
Dec 10-13 $819 Total!

Shoreline Towers 3026

FROM: $159/NT
  • 8
  • 3
  • 2
 
$1700/mo for Winter - Beach Service - Gulf Views - 300 Steps to the Beach!
FROM: $215/NT
  • 8
  • 3
  • 2
 
$1900/mo for Winter - Gulf Front views from Balcony - Ideal Destin Location!
Updated Furnishings!

Shoreline Towers 3021

FROM: $155/NT
  • 8
  • 3
  • 2
 
$1750/mo for Winter - 500 Steps to Beach - Heart of Destin - Newly Refurnished
Nov 25-29 $755 Tot!

The Islander 214

FROM: $125/NT
  • 6
  • 2
  • 2
 
Updated - $1300/mo for Winter - Partial Gulf & Pool Views - Near Destin Harbor!
Dec 3-6 $771 Total!

Shoreline Towers 1114

FROM: $155/NT
  • 6
  • 2
  • 2
 
2BR Gulf Front Condo ~ Updated ~ Gulf Views ~ Winter $1700/mo ~ Seasonally Heated Pool
FROM: $114/NT
  • 6
  • 2
  • 2
 
Recently Remodel* Steps to the Beach* Ground Floor * $1500/mo 4 Winter * Private Patio
FROM: $155/NT
  • 6
  • 2
  • 2
 
Gulf Views * Balcony * Steps 2 Beach * $2250/mo for Winter * Comm. Pool & Tennis Courts
Dec 3-6 $654 Total!

Shoreline Towers 3083

FROM: $123/NT
  • 6
  • 2
  • 2
 
$1400/mo for Winter - Gulf Views - Heart of Destin!
FROM: $99/NT
  • 8
  • 2
  • 2
 
Tennis Courts- Fitness Room- Pool and Gulf Views- $1350/mo for Winter
Dec 3-6 $659 Total!

Shoreline Towers 1085

FROM: $122/NT
  • 6
  • 2
  • 2
 
2BR w/Fantastic Gulf Views ~ Free Beach Service ~ Pool ~ Tennis ~ Fitness Room ~ $1625/mo Winter
Bk4Winter!

East Pass 207

FROM: $132/NT
  • 4
  • 2
  • 2
 
$1900/Mo for Winter -Gulf Views -Long Balcony -Beach Side Pool
FROM: $159/NT
  • 8
  • 3
  • 2
 
$2100/mo for Winter - Floor to Ceiling Gulf & Lake Views
FROM: $120/NT
  • 5
  • 1
  • 1
 
Fully Renovated! $1300/mo for Winter - Gulf Views - Holiday Isle
Dec 3-6 $693 Total!

East Pass 104

FROM: $132/NT
  • 6
  • 2
  • 2
 
Updated unit in East Pass * Harbor Views *Beachfront Pool & Hot Tub * $1700/mo for Winter *
FROM: $115/NT
  • 6
  • 2
  • 2
 
Gulf Views from Balcony * Pool-Tennis-Sauna * $1400/mo for Winter
Dec 3-6 $769 Total!

East Pass 407

FROM: $150/NT
  • 6
  • 2
  • 2
 
Updated- Huge Balcony w/ East Pass & Harbor Views ~ Beach Front Pool
FROM: $119/NT
  • 6
  • 2
  • 2
 
AMAZING 7th Floor Views~ Holiday Isle~ $1500/Mo for Winter
Bk4Winter!

East Pass 208

FROM: $135/NT
  • 6
  • 2
  • 2
 
$1700/Mo for Winter - HUGE Balcony w/ Views of East Pass & Harbor - Holiday Isle - RealJOY Fun Pass
FROM: $110/NT
  • 5
  • 2
  • 2
 
Balcony overlooking Gulf & Pool ~ Seasonally Heated Pool ~ Tennis Courts ~ $1500/mo 4 Winter
FROM: $105/NT
  • 7
  • 2
  • 2.5
 
Harbor Views * 200 feet to Beach Access * Holiday Isle ~ $1500/mo Jan & Feb