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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.
Dolphin Point on Holiday Isle is a quiet, low-rise condominium complex of three buildings offering three different, gorgeous views. Enjoy the condominium pool, tennis court, and laundry facilities at the end of each hallRead 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

FROM: $420/NT
  • 10
  • 5
  • 4.5
 
Boat Slip - Golf Cart - Waterfront - Walk 2 Beach - 2 Available Bikes!
OPEN August 17-19 $720!

East Pass 102

FROM: $169/NT
  • 4
  • 2
  • 2
 
Huge Balcony ~ Holiday Isle ~ Beachfront Pool ~ $2000/mo for Winter
Book 4 Labor Day!

Blue Paradise

FROM: $161/NT
  • 8
  • 2
  • 2
 
Walk to Beach ~ Two Balconies & Porch with Harbor Views ~ $1950/mo for Winter*
OPEN August 22-25!

The Islander 302

FROM: $150/NT
  • 7
  • 2
  • 2
 
Walk to the Jetties ~ 2 Pools + 2 Hot Tubs ~ Tennis Courts + Fitness Center ~ $1950/mo 4 Winter
Book for Fall!

Sandpiper Cove 2019

FROM: $107/NT
  • 4
  • 1
  • 1
 
Pet Friendly ~ Harbor Views ~ 5 Pools + 3 Hot Tubs ~ Tennis Courts + Golf Course ~ $1700/mo 4 Winter
OPEN August 7-10!

Shoreline Towers 2061

FROM: $327/NT
  • 8
  • 3
  • 2
 
Partial Gulf Views ~ Remodeled ~ Tennis ~ Pool ~ Sauna ~ $2450/mo for Winter
Book 4 Fall!

East Pass 502

FROM: $194/NT
  • 6
  • 2
  • 2
 
Gulf & East Pass Views ~ Updated ~ Beachfront Pool & Hot Tub ~ $2250/mo for Winter
FROM: $180/NT
  • 6
  • 2
  • 2
 
Gulf Views ~ Walk to Beach ~ Beach Service ~ Gated Community ~ Two Pools
FROM: $155/NT
  • 6
  • 2
  • 2
 
Jetty & East Pass Views ~ Beachfront Pool ~ Hot Tub ~ Beachside Sun Deck & Pavilion
FROM: $165/NT
  • 5
  • 1
  • 1
 
Updated Furnishings- Gulf Views- Pool- Tennis- $1700/mo 4 Winter
Book 4 Labor Day!

Dolphin Point #602A

FROM: $139/NT
  • 6
  • 2
  • 2
 
Harbor Views ~ Renovated ~ Pool, Tennis Court, & Grills ~ Condominium Directly on the Destin Harbor
Available 4 Labor Day!

Shoreline Towers 2066

FROM: $355/NT
  • 8
  • 3
  • 2
 
Remodeled ~ Gulf Views ~ Tennis ~ Pool ~ Sauna
OPEN August 28- Sept 3!

Dolphin Point #605C

FROM: $170/NT
  • 6
  • 2
  • 2
 
Harbor Views ~ Renovated ~ Walk to Beach ~ Pool, Tennis Court, & Grills
FROM: $185/NT
  • 6
  • 2
  • 2
 
Updated ~ Laptop Friendly ~ Amazing Views ~ Lighted Tennis Courts ~ Pool
OPEN Aug 23-26!

Shoreline Towers 3104

FROM: $145/NT
  • 6
  • 2
  • 2
 
Coastal Decor - Gulf Views from Balcony - Pool-Tennis-Sauna - $1800/mo for Winter
Book 4 Fall!

The Islander 214

FROM: $135/NT
  • 6
  • 2
  • 2
 
Updated - $1700/mo for Winter - Partial Gulf & Pool Views - Near Destin Harbor!
OPEN 4 Labor Day!

Jetty East 114A

FROM: $160/NT
  • 4
  • 1
  • 1
 
East Pass Views ~ Beachfront Pool ~ Hot Tub ~ Beachside Sun Deck & Pavilion
OPEN September 1-4 $1070!

Destin on the Gulf 401

FROM: $190/NT
  • 8
  • 2
  • 2
 
Recently Renovated - Gulf Front Pool - Fitness Room - Shuffleboard - $1700/mo for Winter
FROM: $170/NT
  • 7
  • 2
  • 2
 
Recently Remodel* Steps to the Beach* Ground Floor * $1950/mo 4 Winter * Private Patio
OPEN Aug 21-26!

Shoreline Towers 3061

FROM: $186/NT
  • 8
  • 3
  • 2
 
Floor to Ceiling Gulf & Lake Views ~ Steps 2 Beach ~ $2550/mo for Winter
Open August 16-18!

East Pass 605

FROM: $253/NT
  • 8
  • 3
  • 2.5
 
2200 s.f. Penthouse * Gulf & Harbor Views * Master Suite has Jetted Tub * $2550/Mo in Winter
Bk4Labor Day!

Jetty East 114B

FROM: $172/NT
  • 6
  • 2
  • 2
 
Jetty & East Pass Views ~ Beachfront Pool ~ Hot Tub ~ Beachside Sun Deck & Pavilion
OPEN -> August 16-19!

Hol. Surf & Racquet Club 711

FROM: $152/NT
  • 6
  • 2
  • 2
 
Gulf- Pool & Tennis Views from 7th Floor - $1950/mo for Winter
FROM: $150/NT
  • 8
  • 3
  • 3
 
Lake Front - Walk to Beach - Peaceful Lake Views - Great Amenities - $1900/mo for Winter
OPEN August 23-27!

Shoreline Towers 1085

FROM: $146/NT
  • 6
  • 2
  • 2
 
2BR w/Fantastic Gulf Views ~ Free Beach Service ~ Pool ~ Tennis ~ Fitness Room ~ $2000/mo Winter
FROM: $355/NT
  • 8
  • 3
  • 2
 
Gulf Front ~ Amazing Views from Balcony ~ Ideal Destin Location ~ $2450/mo for Winter
FROM: $150/NT
  • 6
  • 2
  • 2
 
Coastal Decor - Gulf Views w/ Balcony - $1950/Mo for Winter
OPEN August 22-26!

East Pass 505

FROM: $177/NT
  • 6
  • 2
  • 2
 
Harbor & East Pass Views * Large Balcony * Holiday Isle
FROM: $162/NT
  • 6
  • 2
  • 2
 
Tennis Courts - Walk 2 Beach -Gulf Views - Heart of Destin -$1800/mo for Winter
OPEN August 16-19!

The Islander 211

FROM: $135/NT
  • 8
  • 2
  • 2
 
$1700/mo 4 Winter ~ Walk to the Beach ~ 2 Pools ~ 2 Hot Tubs ~ Tennis
OPEN August 16-19!

East Pass 308

FROM: $242/NT
  • 8
  • 3
  • 2
 
Gulf & Harbor Views ~ Beachfront Pool ~ Hot Tub ~ Fitness Room ~ $2350/mo 4 Winter
FROM: $185/NT
  • 6
  • 2
  • 2
 
Heated Pool~ AMAZING 7th Floor Views~ Holiday Isle~ $1950/Mo for Winter
FROM: $186/NT
  • 8
  • 3
  • 2
 
Sun Porch - 500 Steps to Beach - Heart of Destin - Newly Refurnished - $2150/mo for Winter
OPEN August 23-28 $1560!

Hol. Surf & Racquet Club 212

FROM: $150/NT
  • 5
  • 2
  • 2
 
Balcony overlooking Gulf & Pool ~ Seasonally Heated Pool ~ Tennis Courts ~ $1950/mo 4 Winter
OPEN August 30- Sept 3!

East Pass 407

FROM: $213/NT
  • 6
  • 2
  • 2
 
Updated- Huge Balcony w/ East Pass & Harbor Views ~ Beach Front Pool
FROM: $205/NT
  • 8
  • 2
  • 2
 
Gulf Front Views ~ Free Beach Service~ $1950/mo 4 Winter ~ Pool, Tennis ~ Updated
Perfect View of Summer Fireworks!

Waterview Towers 202

FROM: $224/NT
  • 6
  • 2
  • 2.5
 
End of Holiday Isle * Upgrades! * Boat Slip * Huge balcony * Water views from all rooms!
FROM: $166/NT
  • 6
  • 2
  • 2
 
* Fully Updated Condo * Walk 2 Beach * Pool, Tennis, Fitness Room * $1750/mo for Winter
Sauna + Fitness Room!

Shoreline Towers 1092

FROM: $180/NT
  • 8
  • 2
  • 2
 
Beautifully Updated! ~ 2BR Gulf Front Condo ~ Gulf Views ~ Seasonally Heated Pool
Book 4 Fall!

East Pass 104

FROM: $211/NT
  • 6
  • 2
  • 2
 
Updated unit in East Pass * Harbor Views *Beachfront Pool & Hot Tub * $2100/mo for Winter *
FROM: $150/NT
  • 8
  • 2
  • 2
 
Steps 2 Beach- Tennis- Pool and Gulf Views from Balcony- $1750/mo 4 Winter
FROM: $180/NT
  • 6
  • 2
  • 2
 
Gulf Views - Tennis - Seasonally Heated Pool - $1900/Month for Winter
FROM: $179/NT
  • 6
  • 2
  • 2
 
2BR Gulf Front Condo ~ Updated ~ Gulf Views ~ Seasonally Heated Pool ~ Winter $2100/mo
FROM: $160/NT
  • 8
  • 2
  • 2
 
Beachfront for 6 - Gulf Front Pool - Fitness Room - Shuffleboard - $1700/mo for Winter
OPEN August 25-30!

East Pass 208

FROM: $211/NT
  • 6
  • 2
  • 2
 
HUGE Balcony w/ Views of East Pass & Harbor - Holiday Isle - $2100/Mo for Winter
Book 4 Labor Day!

Shoreline Towers 3073

FROM: $192/NT
  • 6
  • 2
  • 2
 
Gulf Views * Balcony * Steps 2 Beach * Comm. Pool & Tennis Courts *$2700/mo for Winter
FROM: $180/NT
  • 6
  • 2
  • 2
 
Remodeled ~ Pool ~ Gulf Views ~ Sauna ~ Tennis ~ $1950/mo for Winter
OPEN Sept 2-5 $960!

The Islander 416

FROM: $124/NT
  • 6
  • 2
  • 2
 
Gulf Views on Holiday Isle ~ Two Pools & Hot Tubs ~ $1550/mo for Winter
FROM: $230/NT
  • 8
  • 3
  • 2
 
Beach Service - Gulf Views - 300 Steps to the Beach - $2100/mo for Winter
OPEN August 22-25!

Shoreline Towers 3074

FROM: $158/NT
  • 6
  • 2
  • 2
 
Heated Pool - FABULOUS Gulf Views - Steps to Beach-$1800/mo for Winter!
FROM: $152/NT
  • 7
  • 2
  • 2.5
 
Harbor Views ~ 200 feet to Beach Access ~ Holiday Isle ~ $1950/mo Jan & Feb
FROM: $172/NT
  • 8
  • 2
  • 2
 
Tennis Courts- Fitness Room- Pool and Gulf Views- $1750/mo for Winter
FROM: $150/NT
  • 6
  • 2
  • 2
 
Walk 2 Beach~ Gulf Views~ Pool~ Holiday Isle~ $1950/mo for Winter
OPEN -> September 7-11!

East Pass 207

FROM: $211/NT
  • 6
  • 2
  • 2
 
Gulf Views -Long Balcony -Beach Side Pool -$2350/Mo for Winter
FROM: $185/NT
  • 8
  • 3
  • 3
 
Lake Front - Walk to Beach - Heated Pool - Tennis