Search Results
1-73 results
Private Drive 004 - Holcomb
House Summer Place
4 Bedrooms
3.5 Bathrooms
13 Guests
Starboard By the Sea 258-4A-Gorman
Condo Mid Island
3 Bedrooms
2 Bathrooms
8 Guests
Private Drive 038 - Freeman-Ehlert
House Summer Place
5 Bedrooms
4 Bathrooms
14 Guests
West First Street 096 - Daytona
House Second Row
5 Bedrooms
5 Bathrooms
15 Guests
Private Pool 
West First Street 252 - Jane's Place
House Second Row
4 Bedrooms
2 Bathrooms
8 Guests
SPECIAL: AUGUST 8 TO 21, 2026 REDUCED 15%. THE CURRENT RATE REFLECTS THE DISCOUNT. BOOK ONLINE OR CALL 800.727.9222.
Juniper Court 005 - Drift Away
House Island Park
5 Bedrooms
3.5 Bathrooms
14 Guests
Private Drive 039 - Diamond by the Sea
House Summer Place
5 Bedrooms
5 Bathrooms
15 Guests
Private Pool 
Island Condo - 001 - 75 W1 - Pops Paradise
Condo Oceanfront
1 Bedrooms
1 Bathrooms
4 Guests
A Place At The Beach 22J - Unroe-Matthews
Condo Oceanfront
2 Bedrooms
2 Bathrooms
6 Guests
West First Street 245 - Neese's Cottage
House Oceanfront
6 Bedrooms
3 Bathrooms
16 Guests
Craven Street 054 - OIB Relax Inn
House Canal Front
4 Bedrooms
3 Bathrooms
10 Guests
Private Pool 
East First Street 128 - Milliken
House Oceanfront
6 Bedrooms
6 Bathrooms
16 Guests
Private Pool 
Old Sound Blvd - 137 - Walker
House Canal Front
7 Bedrooms
7.5 Bathrooms
20 Guests
East First Street 185 - Something's Brewing
House Second Row
5 Bedrooms
5 Bathrooms
15 Guests
Private Pool 
East First Street 221 - Milliken
House Second Row
5 Bedrooms
5 Bathrooms
12 Guests
Private Pool 
SPECIAL OFFER: ENJOY 15% TO 30% OFF ALL NIGHTS - DISCOUNT IS ALREADY REFLECTED IN THE RATE. TAXES AND FEES WILL BE ADDED AT CHECKOUT. THIS PROPERTY HAS A 4:00PM CHECK IN AND 10:00AM CHECK OUT.
BOOK ONLINE OR CALL 800-727-9222.
Private Drive 054 - Summer Siesta
House Summer Place
7 Bedrooms
6 Bathrooms
22 Guests
SPECIAL: ALL AVAILABLE WEEKS THROUGH SEPTEMBER 5, 2026, REDUCED $500. THE CURRENT RATE REFLECTS THE DISCOUNT. TAXES AND FEES WILL BE ADDED TO RENT. BOOK ONLINE OR CALL 800-727-9222.
East First Street 304 - Skipper - Hunt
House Oceanfront
5 Bedrooms
4.5 Bathrooms
12 Guests
Starboard by the Sea 263 W1 - 33A Beach Blessings
Condo Oceanfront
2 Bedrooms
2.5 Bathrooms
8 Guests
Old Sound Blvd - 146 - Beach Too
House Mid Island
5 Bedrooms
5.5 Bathrooms
13 Guests
Private Pool 
West First Street 092 - Sharkeys
House Second Row
5 Bedrooms
5.5 Bathrooms
16 Guests
Private Pool 
STEP INTO KEY TO PARADISE — NEW FOR 2026 | WILLIAMSON REALTY VACATIONS
East Second Street 390 - Key to Paradise
House Second Row
5 Bedrooms
6 Bathrooms
14 Guests
Private Pool 
A Place At The Beach 1C - Palma
Condo Oceanfront
2 Bedrooms
1.5 Bathrooms
5 Guests
Moore Street 015 - Moore Memories
House Canal Front
5 Bedrooms
4 Bathrooms
15 Guests
SPECIAL: THREE-NIGHT MINIMUM AUGUST 1ST TO 8TH, 2026. AFTER AUGUST 15, 2026, TWO-NIGHT MINIMUM. REDUCED 40% THROUGH AUGUST 31, 2026. CURRENT RATE REFLECTS THE DISCOUNT. BOOK ONLINE OR CALL 800-727-9222.
East Third Street 421 A Slice of Heaven
House Second Row
4 Bedrooms
3.5 Bathrooms
12 Guests
Private Pool 
Dare Street - 001 - Sippy Time
House Canal Front
4 Bedrooms
4.5 Bathrooms
9 Guests
Private Pool 
Islander Villas Jan 5E - Beach Daze
Condo Second Row
4 Bedrooms
4 Bathrooms
12 Guests
Concord Street 014 - Merritt
House Canal Front
4 Bedrooms
2.5 Bathrooms
10 Guests
Concord Street 056 - Little Haven
House Canal Front
4 Bedrooms
2 Bathrooms
10 Guests
Fairmont Street 025 - Floundering Around
House Canal Front
4 Bedrooms
3 Bathrooms
11 Guests
East First Street 029 - Sweet Carolina
House Second Row
5 Bedrooms
5.5 Bathrooms
11 Guests
Private Pool 
East First Street 055 - Desalvo
House Second Row
5 Bedrooms
5 Bathrooms
16 Guests
Private Pool 
Isle Plaza 022 - Isle Stay Here
House Mid Island
4 Bedrooms
4.5 Bathrooms
8 Guests
East First Street 207 - Heels in the Sand
House Second Row
5 Bedrooms
4 Bathrooms
12 Guests
Private Pool 
SPECIAL: Now through August 31, 2026, reduced 20%. Current rate reflects the discount. Book online or call 800-727-9222.
4-16-26
West First Street 076 - Salty Kisses
House Second Row
4 Bedrooms
3 Bathrooms
11 Guests
Private Pool 
East First Street 192 - Endless Summer - Acker
House Oceanfront
5 Bedrooms
3.5 Bathrooms
14 Guests
West First Street 087 - Too Lazy - Joyner
House Oceanfront
6 Bedrooms
6.5 Bathrooms
18 Guests
Private Pool 
YOUR VACATION AWAITS — NEWLY ADDED FOR 2026 WILLIAMSON REALTY VACATIONS
Monroe Street 073 - The Schooner
House Canal Front
4 Bedrooms
3 Bathrooms
8 Guests
East Third Street 441 - DelCastillo
House Second Row
5 Bedrooms
5 Bathrooms
18 Guests
Private Pool 
