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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 Towers features a beachfront pool, hot tub, two levels of sundecks with chairs and loungers, and a full exercise room with kitchen and barstools. The beach at East Pass Towers is steps away from the condo and uniquelyRead 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 condominium 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 tennisRead 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

OPEN May 10-13 $1019 Total!

Hol. Surf & Racquet Club 216

FROM: $191/NT
  • 6
  • 2
  • 2
 
Updated ~ Laptop Friendly ~ Amazing Views ~ Lighted Tennis Courts ~ Pool
Updated Furnishings!

Hol. Surf & Racquet Club 319

FROM: $175/NT
  • 5
  • 1
  • 1
 
Gulf Views- Pool- Tennis- $1300/mo 4 Winter
OPEN May 20-22 $588 Total!

Sandpiper Cove 2019

FROM: $121/NT
  • 4
  • 1
  • 1
 
Pet Friendly ~ Harbor Views ~ 5 Pools + 3 Hot Tubs ~ Tennis Courts + Golf Course ~ $1300/mo 4 Winter
NEW to our program!

Jetty East 310B- Jetty Gem

FROM: $215/NT
  • 6
  • 2
  • 2
 
Jetty & East Pass Views ~ Beachfront Pool ~ Hot Tub ~ Beachside Sun Deck & Pavilion
New on Program!

Shoreline Towers 1035

FROM: $174/NT
  • 6
  • 2
  • 2
 
Remodeled ~ Pool ~ Gulf Views ~ Sauna ~ Tennis ~ $1550/mo for Winter
OPEN May 17-20 $761 Total!

Dolphin Point #605C

FROM: $170/NT
  • 6
  • 2
  • 2
 
Harbor Views ~ Renovated ~ Walk to Beach ~ Pool, Tennis Court, & Grills
New to Program!

Shoreline Towers 2066

FROM: $323/NT
  • 8
  • 3
  • 2
 
Remodeled ~ Gulf Views ~ Tennis ~ Pool ~ Sauna
FROM: $450/NT
  • 10
  • 4
  • 4.5
 
Boat Slip - Golf Cart - Waterfront - Walk 2 Beach
Open June 20-24!

The Islander 302

FROM: $160/NT
  • 7
  • 2
  • 2
 
Walk to the Jetties ~ 2 Pools + 2 Hot Tubs ~ Tennis Courts + Fitness Center ~ $1500/mo 4 Winter
Large Balcony!

East Pass 502

FROM: $222/NT
  • 6
  • 2
  • 2
 
Gulf & East Pass Views ~ Updated ~ Beachfront Pool & Hot Tub ~ $1800/mo for Winter
OPEN June 26-28 $1550 Total!

Destin Pointe Magnolia House #210

FROM: $157/NT
  • 6
  • 2
  • 2
 
Gulf Views ~ Walk to Beach ~ Beach Service ~ Gated Community ~ Two Pools
Book for Summer!

Shoreline Towers 3104

FROM: $169/NT
  • 6
  • 2
  • 2
 
Gulf Views from Balcony - Pool-Tennis-Sauna - $1400/mo for Winter
Walk 2 Beach!

East Pass 407

FROM: $212/NT
  • 6
  • 2
  • 2
 
Updated- Huge Balcony w/ East Pass & Harbor Views ~ Beach Front Pool
FROM: $191/NT
  • 5
  • 2
  • 2
 
Balcony overlooking Gulf & Pool ~ Seasonally Heated Pool ~ Tennis Courts ~ $1500/mo 4 Winter
FROM: $180/NT
  • 6
  • 2
  • 2
 
Gulf Views - Tennis - Seasonally Heated Pool - $1450/Month for Winter
Open July 19-22 $1722 Total!

East Pass 505

FROM: $222/NT
  • 6
  • 2
  • 2
 
Harbor & East Pass Views * Large Balcony * Holiday Isle * $1600/mo for Winter
FROM: $212/NT
  • 8
  • 3
  • 2
 
Sun Porch - 500 Steps to Beach - Heart of Destin - Newly Refurnished - $1750/mo for Winter
NEW Furniture & Fresh Paint!

Hol. Surf & Racquet Club 711

FROM: $166/NT
  • 6
  • 2
  • 2
 
Gulf- Pool & Tennis Views from 7th Floor - $1500/mo for Winter
FROM: $166/NT
  • 6
  • 2
  • 2
 
$1400/mo for Winter - Gulf Views - Heart of Destin!
May 17-20 $1236 Total!

East Pass 605

FROM: $256/NT
  • 8
  • 3
  • 2.5
 
2200 s.f. Penthouse * Gulf & Harbor Views * Master Suite has Jetted Tub * $2100/Mo in Winter
FROM: $191/NT
  • 6
  • 2
  • 2
 
5*Reviews- Gulf Views w/ Balcony - $1500/Mo for Winter
FROM: $212/NT
  • 8
  • 3
  • 2
 
Floor to Ceiling Gulf & Lake Views ~ Steps 2 Beach ~ $2100/mo for Winter
FROM: $205/NT
  • 6
  • 2
  • 2
 
2BR w/Fantastic Gulf Views ~ Free Beach Service ~ Pool ~ Tennis ~ Fitness Room ~ $1625/mo Winter
FROM: $213/NT
  • 6
  • 2
  • 2
 
Gulf Views * Balcony * Steps 2 Beach * $2250/mo for Winter * Comm. Pool & Tennis Courts
OPEN June 1-3 $990 Total!

Beach Side- Harbor View

FROM: $141/NT
  • 7
  • 2
  • 2.5
 
Harbor Views ~ 200 feet to Beach Access ~ Holiday Isle ~ $1500/mo Jan & Feb
FROM: $179/NT
  • 8
  • 3
  • 3
 
Lake Front - Walk to Beach - Heated Pool - Tennis
Great Views!

East Pass 208

FROM: $189/NT
  • 6
  • 2
  • 2
 
HUGE Balcony w/ Views of East Pass & Harbor - Holiday Isle - $1700/Mo for Winter
Coastal Decor!

East Pass 104

FROM: $189/NT
  • 6
  • 2
  • 2
 
Updated unit in East Pass * Harbor Views *Beachfront Pool & Hot Tub * $1700/mo for Winter *
OPEN May 17-20 $907 Total!

East Pass 207

FROM: $189/NT
  • 6
  • 2
  • 2
 
Gulf Views -Long Balcony -Beach Side Pool -$1900/Mo for Winter
OPEN May 16-20 $1099 Total!

Shoreline Towers Townhome#4-4

FROM: $157/NT
  • 8
  • 3
  • 3
 
Lake Front - Walk to Beach - Peaceful Lake Views - Great Amenities - $1450/mo for Winter
OPEN May 9-12 $824 Total!

Hol. Surf & Racquet Club 101

FROM: $162/NT
  • 7
  • 2
  • 2
 
Recently Remodel* Steps to the Beach* Ground Floor * $1500/mo 4 Winter * Private Patio
FROM: $215/NT
  • 6
  • 2
  • 2
 
2BR Gulf Front Condo ~ Updated ~ Gulf Views ~ Winter $1700/mo ~ Seasonally Heated Pool
FROM: $215/NT
  • 8
  • 2
  • 2
 
Gulf Front Views ~ Free Beach Service~ $1500/mo 4 Winter ~ Pool, Tennis ~ Updated
FROM: $148/NT
  • 6
  • 2
  • 2
 
Walk 2 Beach~ Gulf Views~ Pool~ Holiday Isle~ $1500/mo for Winter
FROM: $212/NT
  • 8
  • 3
  • 2
 
Beach Service - Gulf Views - 300 Steps to the Beach - $1700/mo for Winter
Perfect View of Summer Fireworks!

Waterview Towers 202

FROM: $235/NT
  • 6
  • 2
  • 2.5
 
End of Holiday Isle * Upgrades! * Boat Slip * Huge balcony * Water views from all rooms!
FROM: $191/NT
  • 8
  • 2
  • 2
 
Pool and Gulf Views from Balcony! $1350/mo 4 Winter
FROM: $195/NT
  • 6
  • 2
  • 2
 
Heated Pool - FABULOUS Gulf Views - Steps to Beach-$1400/mo for Winter!
OPEN July 24-26 $1570 Total!

Destin on the Gulf 206

FROM: $225/NT
  • 8
  • 2
  • 2
 
Beachfront for 6 - Gulf Front Pool - Fitness Room - Shuffleboard - $1300/mo for Winter
FROM: $225/NT
  • 8
  • 2
  • 2
 
Recently Renovated - Gulf Front Pool - Fitness Room - Shuffleboard - $1300/mo for Winter
Open June 9-12 $1571 Total!

East Pass 102

FROM: $180/NT
  • 4
  • 2
  • 2
 
Huge Balcony ~ Holiday Isle ~ Beachfront Pool ~ $1600/mo for Winter
OPEN May 10-13 $741 Total!

The Islander 214

FROM: $168/NT
  • 6
  • 2
  • 2
 
Updated - $1300/mo for Winter - Partial Gulf & Pool Views - Near Destin Harbor!
Open May 10-13 $865 Total!

Hol. Surf & Racquet Club 717

FROM: $177/NT
  • 8
  • 2
  • 2
 
Tennis Courts- Fitness Room- Pool and Gulf Views- $1350/mo for Winter
Watch Boats From The Balcony!

East Pass 308

FROM: $242/NT
  • 6
  • 3
  • 2
 
Gulf & Harbor Views ~ Beachfront Pool ~ Hot Tub ~ Fitness Room ~ $1900/mo 4 Winter
Walk 2 Beach!

Jetty East 114A

FROM: $136/NT
  • 4
  • 1
  • 1
 
East Pass Views ~ Beachfront Pool ~ Hot Tub ~ Beachside Sun Deck & Pavilion
Sauna + Fitness Room!

Shoreline Towers 1092

FROM: $194/NT
  • 8
  • 2
  • 2
 
Beautifully Updated! ~ 2BR Gulf Front Condo ~ Gulf Views ~ Seasonally Heated Pool
OPEN May 24-27 $900 Total!

Shoreline Towers 3063

FROM: $166/NT
  • 6
  • 2
  • 2
 
* Fully Updated Condo * Walk 2 Beach * Pool, Tennis, Fitness Room * $1350/mo for Winter
OPEN June 27-30 $1843 Total!

Hol. Surf & Racquet Club 707

FROM: $162/NT
  • 6
  • 2
  • 2
 
Heated Pool~ AMAZING 7th Floor Views~ Holiday Isle~ $1500/Mo for Winter
May 25-27 $692 Total!

The Islander 416

FROM: $143/NT
  • 6
  • 2
  • 2
 
Gulf Views on Holiday Isle ~ Two Pools & Hot Tubs ~ $1200/mo for Winter
OPEN May 16-19 $879 Total!

Jetty East 114B

FROM: $183/NT
  • 6
  • 2
  • 2
 
Jetty & East Pass Views ~ Beachfront Pool ~ Hot Tub ~ Beachside Sun Deck & Pavilion
FROM: $323/NT
  • 8
  • 3
  • 2
 
Gulf Front ~ Amazing Views from Balcony ~ Ideal Destin Location ~ $2000/mo for Winter
OPEN May 11-13 $682 Total!

Blue Paradise

FROM: $155/NT
  • 8
  • 2
  • 2
 
Walk to Beach ~ Two Balconies & Porch with Harbor Views ~ $1500/mo for Winter*
FROM: $168/NT
  • 8
  • 2
  • 2
 
$1300/mo 4 Winter ~ Walk to the Beach ~ 2 Pools ~ 2 Hot Tubs ~ Tennis