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Dates

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Vacation rentals in Watersound, Florida, United States

This is a large pool that runs the length of the building. As pictured, there's a divide that can be pulled across to close the pool so each side has their own privacy. It's about 40ft long and about 20ft on each side when the divider is up.

A wonderful patio complete with a grill to enjoy while you stay

A golf cart is available for rental for an additional fee if you'd like a relaxing way to get around town :)

5BR Luxury Retreat with Heated Pool

5BR Luxury Retreat with Heated Pool

5BR Luxury Retreat with Heated Pool

5 bedrooms·3 baths

Panama City Beach • Florida

$1,441.92 USD total for 3 nights

Nov 9 – 12, 2026

5BR Luxury Retreat with Heated Pool

5BR Luxury Retreat with Heated Pool

5BR Luxury Retreat with Heated Pool

Enjoy Beach Access #65 just a short 10 minute walk away! Or drive the golf cart to get there even faster :)

A golf cart is available for rental for an additional fee if you'd like a relaxing way to get around town :)

5BR Luxury Retreat with Heated Pool

5 bedrooms·3 baths

Panama City Beach • Florida

$1,441.92 USD total for 3 nights

Nov 11 – 14, 2026

Flamingo House PCB

Flamingo House PCB

2 bedrooms·1 bath

Panama City Beach • Florida

$791.00 USD total for 3 nights

Nov 9 – 12, 2026

3BR Gulf-Front Condo at Aquavista | Beach Views, P

3BR Gulf-Front Condo at Aquavista | Beach Views, P

3BR Gulf-Front Condo at Aquavista | Beach Views, P

3BR Gulf-Front Condo at Aquavista | Beach Views, P

3BR Gulf-Front Condo at Aquavista | Beach Views, P

3BR Gulf-Front Condo at Aquavista | Beach Views, P

3 bedrooms·3 baths

Panama City Beach • Florida

$3,050.00 USD total for 5 nights

Nov 9 – 14, 2026

Living Room with 55 inch LED TV

Beachfront Gem on the 18th Floor, Tidewater Beach Resort

2 bedrooms·2 baths

Panama City Beach • Florida

$712.25 USD total for 3 nights

Nov 9 – 12, 2026

Twenty First · Gulf-Front 3BR · Panama City Beach

Twenty First · Gulf-Front 3BR · Panama City Beach

Twenty First · Gulf-Front 3BR · Panama City Beach

Twenty First · Gulf-Front 3BR · Panama City Beach

Twenty First · Gulf-Front 3BR · Panama City Beach

Twenty First · Gulf-Front 3BR · Panama City Beach

3 bedrooms·3 baths

Panama City Beach • Florida

4.65(20 reviews)

$1,156.99 USD total for 3 nights

Nov 9 – 12, 2026

Relax in this stunning ground-floor oceanfront condo with modern decor, breathtaking views, and easy beach access, perfect for your dream getaway

Wake up to breathtaking ocean views in this luxurious ground-floor condo, featuring a king-size master bedroom, direct beach access, and stylish, comfortable interiors

Enjoy the open-concept living space with a fully equipped kitchen, comfortable seating, and stunning ocean views through floor-to-ceiling windows

Open-concept living space with modern kitchen, dining area, and direct access to the beachfront balcony.

Relax in this inviting living area with floor-to-ceiling windows, offering stunning ocean views and direct access to the beach

Tidewater Resort! Ground Floor! Free Beach Chairs

2 bedrooms·2 baths

Panama City Beach • Florida

$637.14 USD total for 3 nights

Nov 9 – 12, 2026

Spectacular Ocean Views!

Stunning 3BR/3BA Beachfront Condo! Sleeps 10

King Size Master Bedroom with breathtaking ocean views!

Awe Inspiring Ocean Views throughout the Condo!

Stunning 3BR/3BA Beachfront Condo! Sleeps 10

Stunning 3BR/3BA Beachfront Condo! Sleeps 10

3 bedrooms·3 baths

Panama City Beach • Florida

$845.45 USD total for 3 nights

Nov 9 – 12, 2026

Tidewater 2302

3 bedrooms·3 baths

Panama City Beach • Florida

4.67(6 reviews)

$1,321.60 USD $1,216.92 USD total for 3 nights

Nov 9 – 12, 2026

Tidewater 1818

1 bedroom·1 bath

Panama City Beach • Florida

5(4 reviews)

$688.75 USD $641.96 USD total for 3 nights

Nov 9 – 12, 2026

Wake up to amazing million dollar gulf views, have a seat in our rainbow colored Adirondack chairs! There's always a favorite color for everyone. Also, remember to catch sights of dolphins and stingrays from your private balcony!

Endless amenities include private beachfront, indoor and 2 outdoor pools, saunas, gyms with a view, game room for the kids, and a poolside tiki bar. Also enjoy the Starbucks onsite as well as it's own ice cream shop.

Watch the sunrise and sunset while also having the beautiful sight of Pier Park!

Dining to Living Room to Kitchen is filled with open floor plans and extended high ceilings!

Luxury Beachfront, 3 Pools/Spas, Walk to Pier Park

3 bedrooms·3 baths

Panama City Beach • Florida

4.72(133 reviews)

$596.17 USD total for 3 nights

Nov 16 – 19, 2026

Living Room with Oceanfront Balcony!

Living Room with Oceanfront Balcony!

Reach Out For Additional Info & Savings!

Oceanfront Tidewater Beach Resort, East pool

East pool and outdoor jacuzzi

Tidewater #2511

3 bedrooms·3 baths

Panama City Beach • Florida

4.69(164 reviews)

$714.86 USD total for 3 nights

Nov 9 – 12, 2026

Wake Up Watching The Water Sparkle

Amazing Gulf Views!

Bright Peaceful Master Bedroom With Oceanfront Views

Eastside Outdoor Pool

Relax Listening To The Waves

Aqua Blue Beachfront PH Panama City Beach, FL

2 bedrooms·2 baths

Panama City Beach • Florida

$846.77 USD total for 3 nights

Nov 9 – 12, 2026

6 seater golf cart

Primary bedroom

Guest King Bedroom 1

Guest King Bedroom 2

Lucille30A

4 bedrooms·3 baths

Santa Rosa Beach • Florida

5(1 review)

$1,856.32 USD total for 3 nights

Feb 8 – 11, 2027

Relax in this bright Calypso Resort living room with comfortable seating, balcony access, and beautiful Gulf views in Panama City Beach.

King Size Master Bedroom with Ocean Views! Wake up to Gulf views from this spacious Calypso Resort bedroom featuring a large bed, television, ceiling fan, and private balcony access.

Gather around the dining table in this open coastal living space with natural light, comfortable seating, and Gulf views beyond.

Spend sunny days beside the spacious Calypso Resort pool with lounge chairs, cabanas, and a relaxed Panama City Beach setting.

King Size Master Bedroom with Ocean Views! Rest in this bright coastal bedroom featuring a large bed, bedside tables, ceiling fan, seating area, and direct balcony access.

Calypso Beach Resort! Luxury 3BD 3 BA Corner Unit!

3 bedrooms·3 baths

Panama City Beach • Florida

5(38 reviews)

$858.70 USD total for 3 nights

Nov 9 – 12, 2026

Bright Calypso Resort living room with comfortable seating, coastal décor, balcony access, and beautiful Gulf views in Panama City Beach.

Relax beside the spacious Calypso Resort pool with lounge chairs, palm trees, and a bright Panama City Beach resort setting.

Spacious Calypso Resort bedroom with a large bed, television, ceiling fan, desk area, and private balcony access with Gulf views.

Comfortable guest bedroom with two beds, coastal bedding, ceiling fan, natural light, and bright beach-inspired décor at Calypso Resort.

Open dining and kitchen area with seating for meals, breakfast bar stools, white cabinetry, and stainless steel appliances.

Luxury 3BD Calypso Gulf Views! Free Beach Chairs Service for 4!

3 bedrooms·2 baths

Panama City Beach • Florida

4.86(35 reviews)

$731.38 USD total for 3 nights

Nov 9 – 12, 2026

Sunsets from 1411 are breath taking!

Luxury Condo Panama City Beach Next to Pier Park

3 bedrooms·2 baths

Panama City Beach • Florida

$1,573.48 USD total for 3 nights

Nov 9 – 12, 2026

Balcony stunning views Calypso 3 unit 1411

livingroom with new art work

Dining room and livingroom are so comfy and seating for everyone!

Resort heated pool

BeachNView 1411

3 bedrooms·2 baths

Panama City Beach • Florida

$941.30 USD total for 3 nights

Nov 9 – 12, 2026

West Tower pool

Calypso Memories condo

1 bedroom·2 baths

Panama City Beach • Florida

Amazing Ocean view from Calypso 3 unit 1505 in Panama City Beach Florida.

“Your front-row seat to Gulf sunsets — this is the view guests re-book for every year" Calypso 3 unit 1505! Keep scrolling to see why this is the favorite condo in the building!

Huge heated zero entry pool.

Pier Park is steps away

BeachNView Calypso 1505

1 bedroom·2 baths

Panama City Beach • Florida

$776.90 USD total for 3 nights

Nov 9 – 12, 2026

*New Reno* Calypso 2 - Beachfront! Walk 2 Pier Prk image 1

*New Reno* Calypso 2 - Beachfront! Walk 2 Pier Prk image 2

*New Reno* Calypso 2 - Beachfront! Walk 2 Pier Prk image 3

*New Reno* Calypso 2 - Beachfront! Walk 2 Pier Prk image 4

*New Reno* Calypso 2 - Beachfront! Walk 2 Pier Prk image 5

Updated! Calypso 2 - Beachfront! Walk 2 Pier Prk

1 bedroom·1½ baths

Panama City Beach • Florida

5(6 reviews)

$772.80 USD total for 3 nights

Nov 9 – 12, 2026

Aqua 1509

3 bedrooms·3 baths

Panama City Beach • Florida

$1,399.57 USD $1,283.20 USD total for 3 nights

Nov 10 – 13, 2026

Spacious Living Room - 65" smart TV

Primary bedroom - King bed, balcony facing ocean - peak a boo view of Gulf - 55" smart TV

two min walk to the main beach access - several more accesses a few more min walk east

Open updated kitchen with bar seating

South of 30A! Steps to Beach - Blue Mountain

2 bedrooms·2 baths

Santa Rosa Beach • Florida

5(14 reviews)

$927.36 USD total for 3 nights

Nov 9 – 12, 2026

Beachfront condo: sunset Gulf views, balconies, and steps-to-sand access

Beachfront relaxation with lounge chairs, umbrella, and ocean views

Top-Floor Beach Loft • Beach Chairs Included • Gulf Views

Endless Gulf views over sugar-white sands—steps from the surf.

Top-Floor Beach Loft • Beach Chairs Included • Gulf Views

Top-Floor Beach Loft • Beach Chairs Included • Gulf Views

2 bedrooms·1 bath

Panama City Beach • Florida

$819.14 USD total for 3 nights

Nov 9 – 12, 2026