Live Oak Retreat – 2104 Bruce Drive

Live Oak Retreat - 2104 Bruce Drive

4 Bedrooms 4 Bathrooms Sleeps 11 Dog Friendly   

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:
June 3-7, 2026 (up to 4 nights)
June 14-18, 2026 (up to 4 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

  • 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
  • Lanai Gazebo Covered
  • 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.
April 2026
S M T W T F S
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May 2026
S M T W T F S
          01 02
03
$316
04
$310
05
$323
06
$341
07
$393
08
$461
09
$474
10
$390
11
$377
12
$377
13
$422
14
$526
15 16
17 18
$547
19
$515
20
$554
21
$665
22
$1167
23
$1287
24
$1299
25
$849
26
$826
27
$722
28 29 30
31            
June 2026
S M T W T F S
  01 02 03
$823
04
$901
05
$939
06
$1020
07
$949
08 09 10 11 12 13
14
$978
15
$992
16
$1021
17
$1013
18
$1079
19 20
21
$1021
22
$1027
23
$1023
24
$1074
25
$1132
26
$1177
27
$1058
28
$944
29
$923
30        
July 2026
S M T W T F S
      01 02 03 04
05
$1039
06
$927
07
$921
08
$981
09
$1035
10
$1091
11
$1244
12
$1005
13
$1059
14 15 16 17
$1124
18
$1029
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$907
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$916
21
$916
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$927
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$1030
24 25
26 27 28 29 30 31  
August 2026
S M T W T F S
            01
02
$811
03
$768
04
$777
05
$779
06
$860
07
$879
08
$772
09
$671
10
$622
11
$632
12
$665
13
$763
14
$794
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$703
16
$553
17
$510
18
$512
19
$560
20
$675
21
$744
22
$705
23
$580
24
$508
25
$480
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$520
27
$632
28
$686
29
$647
30
$554
31
$458
         
September 2026
S M T W T F S
    01
$431
02
$467
03
$579
04
$1177
05
$1184
06
$1175
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$563
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$438
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$453
10
$534
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$591
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$599
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$509
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$489
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$547
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$561
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$568
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$625
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$630
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$559
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$553
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$561
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$561
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$624
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$630
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$571
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$479
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$448
29
$454
30
$493
     
October 2026
S M T W T F S
        01
$608
02
$645
03
$633
04
$529
05
$567
06
$600
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$581
08
$665
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$1025
10
$1052
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$1006
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$660
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$614
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$604
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$671
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$695
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$630
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$539
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$583
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$590
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$620
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$673
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$748
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$682
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$482
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$431
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$449
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$736
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$1299
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$1299
31
$1299
November 2026
S M T W T F S
01
$533
02
$424
03
$445
04
$484
05
$1299
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$1299
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$1299
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$451
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$410
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$415
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$432
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$502
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$557
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$524
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$563
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$726
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$741
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$787
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$739
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$757
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$1299
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$1299
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$1299
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$1248
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$423
30
$467
         
December 2026
S M T W T F S
    01
$564
02
$524
03
$524
04
$524
05
$524
06
$472
07
$471
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$429
09
$429
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$448
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$471
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$464
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$424
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$418
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$415
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$442
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$498
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$527
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$557
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$736
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$637
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$671
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$892
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$929
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$945
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$1001
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$1069
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$1082
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$1108
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$1055
31
$1057
   
January 2027
S M T W T F S
          01
$1045
02
$1007
03
$488
04
$736
05
$433
06
$435
07
$451
08
$496
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$516
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$465
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$470
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$455
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$470
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$476
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$609
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$609
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$608
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$478
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$466
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$475
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$493
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$517
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$544
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$554
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$505
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$489
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$546
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$558
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$576
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$587
31
$555
           
February 2027
S M T W T F S
  01
$508
02
$495
03
$517
04
$553
05
$586
06
$593
07
$567
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$588
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$589
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$596
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$617
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$911
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$911
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$908
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$651
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$657
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$664
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$693
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$798
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$753
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$690
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$705
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$714
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$707
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$705
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$756
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$743
28
$717
           
March 2027
S M T W T F S
  01
$634
02
$639
03
$664
04
$734
05
$755
06
$728
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$700
08
$653
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$679
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$699
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$779
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$833
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$819
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$736
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$696
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$989
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$989
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$993
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$937
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$970
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$847
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$815
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$807
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$811
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$956
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$1299
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$1299
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$1299
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$1161
31
$1025
     
April 2027
S M T W T F S
        01
$1256
02
$1299
03
$1299
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$1299
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$1299
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$1299
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$1299
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$1299
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$1299
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$1299
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$1299
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$902
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$656
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$880
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$1256
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$1256
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$1256
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$1256
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$588
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$584
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$651
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$840
23
$890
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$868
25
$655
26
$587
27
$561
28
$622
29
$738
30
$789
 
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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.