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:
May 18-22, 2026 (up to 4 nights)
June 3-7, 2026 (up to 4 nights)
June 14-18, 2026 (up to 4 nights)
June 21-24, 2026 (3 nights)
July 10-13, 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

  • 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.
May 2026
S M T W T F S
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$407
15 16
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$399
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$399
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$399
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$399
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$899
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24 25 26
$722
27
$767
28 29 30
31            
June 2026
S M T W T F S
  01 02 03
$832
04
$851
05
$897
06
$968
07
$867
08 09 10 11 12 13
14
$903
15
$903
16
$913
17
$918
18
$984
19 20
21
$985
22
$970
23
$983
24
$1020
25 26 27
28 29 30        
July 2026
S M T W T F S
      01 02 03 04
05 06 07 08 09 10
$1083
11
$1131
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$943
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$995
14 15 16 17
$1076
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$997
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$883
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$891
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$882
22
$889
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$987
24 25
26 27 28 29 30 31  
August 2026
S M T W T F S
            01
02
$783
03
$737
04
$734
05
$736
06
$798
07
$819
08
$733
09
$626
10
$586
11
$590
12
$625
13
$716
14
$753
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$675
16
$538
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$498
18
$501
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$544
20
$650
21
$710
22
$672
23
$555
24
$482
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$450
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$492
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$596
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$649
29
$616
30
$530
31
$438
         
September 2026
S M T W T F S
    01
$411
02
$441
03
$542
04
$1089
05
$1092
06
$1085
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$523
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$416
09
$429
10
$500
11
$556
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$562
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$476
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$460
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$513
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$520
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$525
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$582
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$585
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$629
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$625
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$631
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$632
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$642
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$610
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$553
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$468
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$433
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$441
30
$484
     
October 2026
S M T W T F S
        01
$607
02
$634
03
$606
04
$510
05
$548
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$587
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$571
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$635
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$988
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$1041
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$1008
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$714
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$608
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$586
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$645
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$666
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$614
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$520
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$584
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$623
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$716
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$426
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$447
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$659
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$822
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$1299
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$1299
November 2026
S M T W T F S
01
$470
02
$418
03
$439
04
$477
05
$576
06
$544
07
$608
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$447
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$414
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$413
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$428
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$488
13 14
15 16 17
$539
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$524
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$543
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$703
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$724
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$760
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$706
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$731
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$1264
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$1275
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$1280
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$1179
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$414
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$444
         
December 2026
S M T W T F S
    01
$538
02
$524
03
$524
04
$524
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$524
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$425
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$456
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$407
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$413
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$431
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$450
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$434
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$395
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$393
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$384
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$415
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$469
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$524
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$532
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$736
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$609
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$629
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$834
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$848
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$857
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$936
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$1024
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$1041
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$1063
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$1056
31
$1058
   
January 2027
S M T W T F S
          01
$1048
02
$982
03
$493
04
$736
05
$438
06
$427
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$440
08
$480
09
$500
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$453
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$450
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$437
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$452
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$463
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$575
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$576
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$575
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$479
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$466
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$473
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$484
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$515
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$534
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$534
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$490
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$472
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$494
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$503
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$556
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$574
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$544
           
February 2027
S M T W T F S
  01
$533
02
$519
03
$542
04
$569
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$605
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$619
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$631
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$623
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$643
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$656
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$660
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$883
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$881
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$881
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$717
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$727
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$733
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$747
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$839
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$813
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$794
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$763
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$794
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$788
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$824
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$811
28
$708
           
March 2027
S M T W T F S
  01
$667
02
$662
03
$693
04
$761
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$788
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$742
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$701
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$663
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$693
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$717
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$795
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$845
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$821
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$748
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$711
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$958
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$958
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$962
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$924
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$958
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$847
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$815
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$804
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$808
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$916
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$1299
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$1299
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$1299
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$1299
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$970
31
$968
     
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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$813
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$645
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$701
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$864
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$1256
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$1256
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$1256
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$586
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$573
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$709
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$825
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$873
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$817
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$672
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$573
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$552
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$587
29
$695
30
$760
 
May 2027
S M T W T F S
            01
$742
02
$623
03
$574
04
$588
05
$683
06
$671
07
$795
08
$779
09
$705
10
$603
11
$590
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$624
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$777
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$928
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$969
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$858
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$1088
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$716
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$1027
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$895
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$1054
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$1117
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$999
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$1064
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$1027
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$1027
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$1027
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$1299
29
$1299
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$1299
31
$1074
         
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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.