Live Oak Retreat – 2104 Bruce Drive

Live Oak Retreat - 2104 Bruce Drive

4 Bedrooms 4 Bathrooms Sleeps 11 Dog Friendly   

Celebrate Coastal Cheer With A Special Offer!

Book your December stay of 3 nights or more and enjoy an extra night FREE!* Click Inquire to learn more!

Live Oak Retreat sleeps 11 in 4 bedrooms with 4 full baths, New Heated Swimming Pool*, Newly Renovated, and includes a Fantastic 1300 Sq Ft Deck under a Live Oak Tree Canopy.

[Special Discounts]
Enter these dates to see discounted rates:
October 17-23, 2026 (up to 6 nights)
October 26-29, 2026 (3 nights)


THE SPACE
Live Oak Retreat will be your favorite home away from home destination. Nestled in the quaint neighborhood of East Beach, you have only a 1/2 block walk to the beach at the 12th street entrance and only a block away from watching the picturesque views of the sunset over the marshes on Ocean Drive. In addition, you are only 3 blocks away from the popular Gould's Inlet entrance to the beach and a 5-minute drive to the bustling Pier & Village area of St. Simons Island.

This St. Simons Beach Cottage was completely renovated (inside and out) in the Spring of 2022, Also added the fall of 2022, a new downstairs master (4th bedroom) plus bath and new heated* swimming pool. No detail has been overlooked and has been thoughtfully planned around your vacation pleasure!

Enter the home from the 1300 Sq Ft Deck under the canopy of a 300-year-old Live Oak Tree from where you can enjoy your morning coffee or afternoon beverage and experience the active vibe of East Beach.

Inside you will find a large great room off the kitchen. This area includes a very large den with a large-screen HDTV, a dining area, and a gourmet kitchen.

Off the kitchen leading out to the large screened porch and pool area, you have a cozy spot to enjoy the pool from inside the house with a wet bar (including an ice maker and refrigerator).

Bedrooms:
- Downstairs master Suite (King), overlooks backyard pool area, equipped with a large fireplace and a stunning new ensuite bath, smart TV, and French doors leading out to the pool deck.

- Downstairs Queen - has work/study area, adjoining bathroom with combination tub/shower. Smart TV and French doors to the screened porch.

- Upstairs Master (King) - overlooks the live oak tree tops and features vaulted ceilings, a fire, a quaint single-size napping nook, a huge walk-in closet, and smart TV. The adjoining bathroom has a jetted tub, separate shower, separate toilet, and double vanity sinks.

- Upstairs Queen & Bunks - this room sleeps 4, and has a smart TV and access to an adjoining bathroom with a combination tub/shower.

There are plenty of parking spaces and 4 cars are allowed.


A few luxuries features you won't find in other rentals:
Fantastic poolside relaxation under a 300 yr old Live Oak Canopy with stunning lighting
New swimming pool with option to heat.
Heated outdoor shower
Immaculate landscaping
Luxury linens

Pool is approximately 10 x 24ft

Why Stay on East Beach:
The stretch of beach along the ocean side of St. Simons Island is known as East Beach. A quant neighborhood of single-family homes begins at the access point of the U.S. Coast Guard Station at the northern tip and ends at the southern point of Gould's Inlet by access of Bruce Drive, which runs down the center of East Beach. The Coast Guard Station houses the present home to the World War II Home Front Museum.

MORE INFO
Beach Gear Included!: This home offers beach gear such as beach chairs and beach towels FREE for your use! Bikes, carts, paddleboards and more are available for rent locally, discount included. There are no fees or surcharges attached to your reservation.

Pets: This home is dog friendly for dogs 25lbs or less with $200 pet fee, 2 dogs max. Unfortunately we can't host puppies < 1 year old or breeds known to insurance carriers as 'vicious', please ask if you're not sure.

Heated Pool: This property offers a heated pool option. The cost is $75/night+tax and can be added up to 48 hours before arrival. Let us know if you'd like to heat the pool!

No Smoking: No smoking is allowed in the home, on the porches/patios/decks, or on the property in general.

Minimum Age: Must be 25 + to book, or age 30 + on GAFL weekend (last weekend in October) For GAFL weekend (last weekend in October), guests must be age 30 + or kids with their parents, no student groups. We cannot make exceptions for that weekend.

No Events: No events or parties. No overnight guests beyond the original booking group.

Tax Certificate: #126822

*Holiday blackout dates apply on some properties, please inquire directly to take advantage of this exclusive offer!

  • Near the St Simons Island Pier Village
  • Refrigerator
  • Microwave
  • Air Conditioning
  • Dining Table
  • Dishes and Utensils
  • Kitchen
  • Oven
  • Full Kitchen
  • Stove
  • Toaster
  • Health Beauty Spa
  • Marina
  • Museums
  • Water Parks
  • Antiquing
  • Bird Watching
  • Boating
  • Eco Tourism
  • Gambling
  • Horseback Riding
  • Paddle Boating
  • Shopping
  • Whale Watching
  • Wildlife Viewing
  • Water Sports
  • Beach
  • Hospital
  • Golf
  • Cycling
  • DeepSea Fishing
  • Heating
  • Parking
  • Essentials. Towels, bed sheets, soap, and toilet paper
  • Clothing storage
  • Carbon Monoxide Detector
  • Deadbolt Lock
  • Smoke Detector
  • Private Entrance
  • Internet
  • Free Wifi
  • Grill
  • Satellite or Cable
  • Television
  • Private Pool
  • Coffee Maker
  • Cooking basics. Pots and pans, oil, salt and pepper
  • Near Ocean
  • Dryer
  • Hair Dryer
  • Linens Provided
  • Washer
  • Shampoo
  • Disinfectant is used when cleaning the property
  • High-touch surfaces cleaned with disinfectant (like countertops,
  • Enhanced cleaning practices are used
  • Contactless check-in and checkout is available
  • Wifi
  • Wifi speed (25+ Mbps)
  • Beach Chairs
  • Yale Lock
  • No Smoking
  • Fenced Yard
  • Deck/Patio
  • Heated Pool
  • Beach Towels

Wonderful property and great layout

by Debra
We really enjoyed being able to get away for quiet time from the beach and enjoy the pool on site. The bedrooms are wonderfully laid out with space enough between them for privacy. We will definitely be interested in staying here again should we come back to St Simons.

Guest Review

by Paul
Our adult children and some grandchildren had an awesome time at this property! The pool was great to keep kids occupied and we loved the frequent beach walks. Perfect for separation as a g family had decent bedroom space and nice bathrooms! Would visit again!!

June 2024 - 5 stars

by James
We took our two 10-year old boys for a special birthday weekend. The house was perfect for us. We loved the layout of the main level, the front deck and private backyard and pool. Easy walk to the beach. Just a great space all around with the open kitchen and family room and screened porch overlooking the pool. Thanks for a great stay!

Live Oak Retreat-Fantastic Stay

by Susan
This is fantastic property, one of if not the best we've stayed in at St. Simons. It's perfect for multiple families, as each bedroom is spacious and has access to its own bathroom. The best we've stayed at that regard. Living area could use a slightly larger table for meals and some slightly more comfortable furniture. We would definitely consider staying here again.

Best Family vacation

by Christi
The pictures don't do the house and neighborhood justice - it is magical! We had several family members meet here for this vacation, we had plenty of space, great beds and bathrooms. The pool was amazing and lovely everyone to play in. Easy beautiful walk to the beach, actually close to many points of entry! East Beach is full of beautiful homes and landscaping and is a great place for walking, biking, golf carting, all of it. You are very close to a couple of amazing parks for kids playgrounds, tennis, Pickleball, all the fun! Near so many fantastic restaurants, a couple of great grocery stores, coffee shops. We are already planning our next trip to St Simons Island, we are in love!

Guest Review

by Madison
Our stay was amazing! This house was even better in person than the pictures let on. We were very happy to have a pool in the heat and everyone fit very comfortably in the house. Would stay here again!

Guest Review

by Kendra
Lovely home and neighborhood! Super responsive to every question!

Guest Review

by Jana
Better than the photos! Location was perfect for walking to the beach and the house was a dream. Spotlessly clean, plenty of space, en-suite bathrooms for each room, well equipped kitchen. The patios and pools were perfect for hanging outside and all the appliances worked well. The kids' room even had blackout curtains, which was just an unexpected but completely appreciated touch! We loved everything about our stay and would definitely come here again!

Guest Review

by Lorenzo
Thank you for sharing your beautiful home. Loved the house, backyard with heated pool, and great location. Perfect stay!

Guest Review

by Emily
Beautiful home on East Beach! I don’t have one negative thing to say about this house and we will definitely rent this one again!

Guest Review

by Claire
This is a wonderful place to stay- we loved the location and the house had everything we needed. We'd never been to St Simons and I was so glad we ended up in this neighborhood. Beautiful house and the hosts were super responsive.

Guest Review

by Mack
Great house with great and responsive host. Perfect location right next to the beach with a clean house and even beach chairs and pool toys were provided for us.

Guest Review

by Anna
This house was more than enough room for our group of 7! We loved the porches and spent a lot of time on them. We also appreciated how organized the kitchen was. The labels on the cabinets and drawers was really helpful

Guest Review

by Caroline
Loved our stay- each room is private and separate from common areas (so nice with kids!). Unique layout that really works well. Would 100% stay again!

Guest Review

by Carrie
A beautiful home and a great location. It was a perfect place to spend Thanksgiving with our family.

Excellent property

by larry
Great stay House was updated and even better than described

Live Oak family vacay

by Lindsay
We had an incredible family stay at Live Oak! The porch is just as amazing as the pictures show. The beach is a close walk but I would recommend a golf cart rental to watch the sunset at Ghouls Inlet!

Great place!!!

by Robin
Without a doubt, we would stay here again!

Memorial Day Weekend

by Michael
We loved the house. Very clean, very well laid out. Everything worked perfectly. Super location very close to beach and easy drive to restaurants, golf, etc.
October 2026
S M T W T F S
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$382
18
$382
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$382
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$382
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$382
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$382
23
$440
24
25 26
$382
27
$382
28
$382
29
$382
30 31
November 2026
S M T W T F S
01
$382
02
$382
03
$382
04
$382
05
$382
06
$382
07
$382
08
$382
09
$382
10
$382
11
$382
12
$409
13
$382
14
$382
15
$383
16
$392
17
$417
18
$382
19
$531
20
$452
21
$625
22
$833
23
$513
24
$551
25
$995
26 27 28
29 30
$382
         
December 2026
S M T W T F S
    01
$382
02
$382
03
$382
04
$382
05
$382
06
$382
07
$382
08
$382
09
$382
10
$382
11
$382
12
$382
13
$382
14
$382
15
$382
16
$382
17
$382
18
$382
19
$382
20
$392
21
$436
22
$493
23
$640
24
$667
25
$666
26
$1055
27
$1055
28
$1055
29
$1055
30
$1055
31
$700
   
January 2027
S M T W T F S
          01
$666
02
$497
03
$476
04
$382
05
$382
06
$382
07
$382
08
$382
09
$382
10
$382
11
$382
12
$382
13
$382
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$382
15
$394
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$500
17
$490
18
$441
19
$388
20
$417
21
$462
22
$495
23
$490
24
$464
25
$409
26
$409
27
$428
28
$416
29
$448
30
$497
31            
February 2027
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  01 02 03 04 05 06
07 08 09 10 11 12 13
$716
14
$702
15
$725
16
$614
17
$633
18
$691
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$747
20
$743
21
$691
22
$628
23
$590
24
$596
25
$654
26
$720
27
$719
28
$638
           
March 2027
S M T W T F S
  01
$596
02
$567
03
$622
04
$704
05
$901
06
$907
07
$787
08
$763
09
$725
10
$774
11
$818
12
$918
13
$915
14
$725
15
$714
16
$663
17
$716
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$756
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$864
20
$877
21
$845
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$845
23
$845
24
$845
25
$865
26
$1071
27
$1005
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$916
29
$874
30
$862
31
$941
     
April 2027
S M T W T F S
        01
$898
02
$1372
03
$1372
04
$1372
05
$1372
06
$1103
07
$1134
08
$1262
09
$1262
10
$1262
11
$1262
12
$616
13
$587
14
$634
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$674
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$964
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$964
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$964
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$600
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$595
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$639
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$694
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$737
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$682
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$574
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$566
27
$591
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$591
29
$660
30
$719
 
May 2027
S M T W T F S
            01
$688
02
$589
03
$585
04
$531
05
$552
06
$706
07 08
09
$600
10
$602
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$636
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$668
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$784
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$851
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$832
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$785
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$785
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$785
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$733
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$860
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$928
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$1032
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$1032
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$1032
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$1032
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$1032
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$1039
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$1265
29
$1302
30
$1257
31
$1211
         
June 2027
S M T W T F S
    01
$1032
02
$1012
03
$1074
04
$1081
05
$1211
06
$1142
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$1158
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$1130
09
$1085
10
$1085
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$1085
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$1085
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$1038
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$1038
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$1038
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$1091
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$1296
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$1296
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$1296
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$1092
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$1051
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$1051
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$1163
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$1163
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$1163
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$1170
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$1170
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$1338
29
$1338
30
$1338
     
July 2027
S M T W T F S
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$1338
02
$1428
03
$1421
04
$1455
05
$1463
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$1388
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$1356
08
$1372
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$1389
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$1263
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$1277
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$1299
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$1312
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$1322
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$1376
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$1373
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$1344
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$1308
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$1316
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$1305
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$1308
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$1359
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$1348
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$1288
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$1267
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$1267
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$1267
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$1267
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$1221
30
$1207
31
$1112
August 2027
S M T W T F S
01
$1001
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$999
03
$971
04
$985
05
$1035
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$1042
07
$931
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$808
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$794
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$766
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$768
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$832
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$862
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$768
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$623
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$597
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$567
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$568
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$657
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$723
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$666
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$527
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$502
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$477
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$492
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$603
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$690
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$665
29
$540
30
$477
31
$444
       
September 2027
S M T W T F S
      01
$467
02
$576
03
$900
04
$891
05
$891
06
$677
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$427
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$475
09
$583
10
$706
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$707
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$648
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$512
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$520
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$588
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$680
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$797
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$788
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$751
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$575
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$558
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$610
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$692
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$782
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$782
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$731
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$538
28
$545
29
$620
30
$750
   
October 2027
S M T W T F S
          01
$857
02
$859
03
$834
04
$704
05
$721
06
$790
07
$921
08
$1147
09
$1103
10
$995
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$813
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$645
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$655
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$732
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$768
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$710
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$601
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$469
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$446
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$486
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$605
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$698
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$644
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$465
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$428
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$428
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$428
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$1189
29
$1189
30
$1189
31
$428
           
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Beach Gear Included!: This home offers beach gear such as beach chairs and beach towels FREE for your use! Bikes, carts, paddleboards and more are available for rent locally, discount included. There are no fees or surchages attached to your reservation.