Refine Search

You are here

Beds/Baths

2 BR
1 BA
4 Guests

Action Links

Request info Printer-friendly version
WELCOME TO HAPPILY EVER AFTER TOWER IN SEASIDE, FL! LIVING SPACE NEAR MASTER WITH SOFA & KITCHENETTEBONUS ROOM, RENOVATED AND SPACIOUSKING PRIMARY BEDROOM WITH FLATSCREEN TVSECOND BEDROOM ON 2ND FLOOR, CUSTOM BUILT IN BUNKKING PRIMARY LIVING ALTERNATE VIEW FACING MASTERKITCHENETTE AREA WITH MICROWAVE, SINK, ETC.TWO SINGLE BUNKS, ONE SOFA AND A FLATSCREEN TVFULL BATH W/GLASS ENCLOSED SHOWERREAR GUEST COTTAGE FROM MAIN HOME HAPPILY EVER AFTERTOWER WITH GULF VIEWSBAR TOP ADIRONDACK CHAIRS FOR TWO & BUILD IN SEATING TOWER DECK WITH GULF AND TOWN VIEWSGULF VIEWS FROM TOWERINCREDIBLE SUNSET & SEASIDE TOWN VIEWSSEASIDE PRIVATE RESIDENTIAL BEACH ACCESS AT TUPELO PAVILIONTUPELO PAVILION ENTRANCE VIEWS FAMOUS SEASIDE POST OFFICEGUEST COOLER BAG SET UP UPON ARRIVALSEASIDE, FL, LARGEST PRIVATE BEACH ON 30AENJOY STUNNING SEASIDE SUNSETSBUD AND ALLEY'S RESTAURANT AND BAR ON THE BEACH SIDEKRIER PLAZA NEXT TO BUD AND ALLEYSBUD AND ALLEYS PIZZA BAR UNDER BUDSBUD AND ALLEYS TACO BAR BY PIZZA BARMANY DESSERT OPTIONS IN TOWN WITHIN WALKING DISTANCEWALK TO RUSKIN SHOPSNIGELS FANCY BANANAS IN RUSKIN PARKBLACK BEAR BREAD CO. JUST STEPS FROM YOUR COTTAGETHE SEASIDE CHAPEL ON FOREST STWALK TO OVER 40 SHOPS AND LOCAL EATS IN TOWNA GORGEOUS SEASIDE SUNSET FROM PRIVATE BEACHWALK TO THE FAMOUS PICKLES FOR LUNCHENJOY THE OPEN AIR SCENE AT THE SANDBARSUNDOG BOOKSTORE AND CENTRAL SQUARE RECORDSTHE SHRIMP SHACK BAR WITH FABULOUS GULF VIEWSSTUNNING PRIVATE BEACH VIEWSWALK TO MODICA MARKET FOR GROCERIESAIRSTREAM ROW IN TOWN W SEVERAL FOOD TRUCK OPTIONSTAKE A STROLL THROUGH RUSKIN PARKDOWNTOWN SEASIDE, FL VIEWTHE SEASIDE AMPHITHEATER W EVENTS EVENING VIEW OF SEASIDE AMPHITHEARERSEASIDE WEST SIDE POOL AND GRILLSEASIDE TRANSIT BIKE RENTAL IN POP UP DISTRICTSEASIDE BASKETBALL COURTS AND AMENITIES NEARBYTHE DAYTRADER TIKI BAR AND RESTAURANT GRAB A DRINK AT C BAR NEXT TO GREAT SOUTHERN CAFETAKE A WALK ON BEACH AT DUSKAMAVIDA DONUT TRUCK IN CENTRAL SQUARE
149 people have considered this property in the last 24 hours.

Search Availability

Description

56 TUPELO STREET

KING, 1 BUNK 

Happily Ever After has undergone a recent renovation and has been thoughtfully redesigned as a charming two-bedroom guest cottage, now accommodating up to four guests and offering beautiful Gulf views.

As one of the rare two-bedroom guest cottages available in Seaside, this home boasts a prime location—just five houses back from the beach on picturesque Tupelo Street in the heart of Seaside proper. The newly reimagined interior features custom details throughout, beginning with a built-in king bedroom on the main level. This serene retreat includes abundant, well-designed storage, a mounted flat-screen smart TV, and a cozy, light-filled sitting area. Just off the king bedroom is a stylish full bathroom with a sleek single vanity and a glass-enclosed walk-in shower.

Also on the first floor is a newly added kitchenette, designed with both function and style in mind. It includes an under-mount mini fridge, refrigerator and freezer drawers, a microwave, coffee maker, and custom, built-in shelving and storage to make your stay convenient and comfortable.

Up the spiral staircase, you'll find the second bedroom, featuring a custom, built-in twin bunk that’s perfect for children. This space is equipped with a mini closet, built-in bunk storage, a large flat-screen TV, and a loveseat for lounging.

The highlight of the cottage is the open-air rooftop tower, accessed via a private set of stairs. This elevated perch features Adirondack seating for two and offers breathtaking views of the Gulf, Seaside’s iconic rooftops, and colorful sunsets.

Whether you're planning a family beach getaway or a cozy retreat for four, Happily Ever After is the perfect place to relax, recharge, and enjoy the charm and magic of Seaside.

This home can also be rented as a 3-bedroom lock-off Happily Ever 3 or the whole house, Happily Ever After, a five-bedroom home.

5-night minimum Spring, 3-night minimum Fall, 2-night minimum Winter. Not available during peak season. Must be 25 years of age to rent and sign registration.

FEATURES

  • Features 475 square feet
  • Private Seaside residential beach at Tupelo Pavilion
  • 308 feet or 1 minute walk to beach access
  • Washer & Dryer is shared it is accessed from the outside on the walkway from the street to the tower.
  • Kitchenette, no dishwasher
  • Peacock Alley Linens - Fresh and luxurious Peacock Alley towels and sheets throughout the home
  • Access to 3 swimming pools, 5 Clay tennis courts (court fees apply), 3 Pickleball courts (court fees apply), and a fitness center
  • Welcome tote with 2 beach towels, a complimentary bottle of wine, and 2 complimentary rental bikes included with your stay for pickup at Seaside Transit Authority
  • Personalized service throughout your stay with starter amenities provided
  • Only 1 parking pass for Happily Tower. A golf cart is considered a car.  Golf carts for non-homeowners visiting Seaside are prohibited. Special circumstances and medical needs requests require a golf cart permit.   
  • No pets 

Amenities

Activities

  • Church
  • playground
  • restaurants
  • fitness center
  • Bicycles
  • Communal Pool
  • Heated Pool
  • basketball court
  • cycling
  • golf
  • tennis
  • Massage
  • Paddle Boarding
  • Shuffleboard
  • Shopping

General

  • Satellite / Cable
  • Internet
  • Staff

Comforts of Home

  • Iron & Board
  • Linens Provided
  • Mini Fridge

Outdoor

  • Parking
  • Outdoor Grill
  • Porch
  • Tower

Beds and Baths

  • king bed

Geographic

  • East Side

Availability

Key
#Night Available#Night Unavailable#Arrive Only#Depart Only
October 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
November 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
December 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
January 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
February 2026
SuMoTuWeThFrSa
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
March 2026
SuMoTuWeThFrSa
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
April 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
May 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
June 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
July 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
August 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
September 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
October 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
November 2026
SuMoTuWeThFrSa
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
December 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
January 2027
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 

Location

Get Directions

Reviews

Clean, cozy, excellent location

Reviewed on2023-06-19 by from United States
Updated on 2023-06-19
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Drove 10 hours to arrive at Seaside, found that original location had been double booked by Airbnb. The other rental agency and Airbnb resolution was to cancel my stay and say sorry but please rates us good because we can only put you up 3 miles away from where you want to stay. Thank you to Homeowners collection agency for stepping up after the angel Ashley at Shrimp Shack heard us talking and said we Seaside will fix this. HCA is the absolute best and amenities you get along side with renting through them is amazing. Free parking permit, private beach access, free bike rentals, wine, cooler, towels, and a spirit of caring about you! There is no need to book through anyone else EVER because their places are spotless and their employees will always take care of you.
Wow! Thank you so much for taking the time to write this positive review of Happily Ever After Tower and the Homeowner’s Collection team. We are so pleased you enjoyed your stay, and we hope to welcome you back on your next visit to Seaside!

Great weekend getaway!

Reviewed on2021-09-27 by from Suwanee, GA United States
Updated on 2021-09-27
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
We had a great time at this cottage tower for a long weekend getaway. Our only issue was the AC only blasted in the bathroom directly over the toilet. It got hot upstairs where we slept and the bathroom was freezing. Everything else was great and we really enjoyed this unit!

Terrific stay, will be back

Reviewed on2020-11-24 by
Updated on 2020-11-24
5
My wife and I just finished a terrific vacation to Seaside at the Happily Ever After Tower cottage. We could not be more pleased with the house itself. The grounds were well-maintained. The interior of the home was beautiful and kitchen was equipped with everything we needed. The rooms were spacious and the beds were comfortable. We really enjoyed the views from the Tower! The pictures sold us but the real thing was even better! We will definitely use the Homeowners Collection after using them for our rental this trip. Their customer service was top-notch. They were very helpful from beginning to end, not to mention the cost savings. Thank you for helping us find this wonderful GEM in such an amazing location! We can not wait to come back!

Comfort and Class

Reviewed on2020-10-13 by from Dallas, TX United States
Updated on 2020-10-13
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
All aspects of the property met or exceeded expectations. The views from the tower were, as advertised, amazing. The 2nd floor bedroom was large and comfortable. The 1st floor sitting area was well-furnished. Importantly, it was super clean on arrival. Homeowners Collection was very responsive, even over the weekend, to any questions I had.
Thank you for taking the time to provide this review and for your kind comments on the Happily Ever After Tower and your experience with Homeowner's Collection. We hope to welcome you back to Seaside again very soon!

You May Also Like