Vacation Rentals with Pool in Seaside, FL: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
  5.  Fort Walton Beach - Destin
  6.  Seaside

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4375 Best Vacation Rentals with Pool in Seaside (Starting from $636)

Beluga
Beluga
House
Santa Rosa Beach, FL, USA
0.1k from Seaside center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach

5 Bedrooms18 Guests
New to Booking
$5123
Average price / night
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Luxury Penthouse on Seaside Amphitheater, Wow Gulf & Sunset Views + 2 Bikes!
Luxury Penthouse on Seaside Amphitheater, Wow Gulf & Sunset Views + 2 Bikes!
Condo
Santa Rosa Beach, FL, 32459, United States
0.0k from Seaside center

AC, Balcony, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

4 Bedrooms12 Guests
8.8

Fabulous

29 reviews

$1156
Average price / night
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Buckeye On the Beach - 2288 E Co Hwy 30a by Dune Vacation Rentals
Buckeye On the Beach - 2288 E Co Hwy 30a by Dune Vacation Rentals
House
Seaside, Santa Rosa Beach, Florida, USA
0.1k from Seaside center

Ocean View, Laundry, Parking, Pool, Air Conditioner, Oceanfront, Wheelchair Accessible

4 Bedrooms10 Guests
New to Booking
$2100
Average price / night
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Designer Penthouse over Seaside Amphitheater with Gulf Views, + 2 Adult Bikes
Designer Penthouse over Seaside Amphitheater with Gulf Views, + 2 Adult Bikes
Condo
Santa Rosa Beach, FL, 32439, United States
0.1k from Seaside center

AC, Balcony, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
9.8

Exceptional

7 reviews

$1120
Average price / night
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Gulf Views - Steps to Seaside Town Center - Bella Vita - Newly Remodeled! home
Gulf Views - Steps to Seaside Town Center - Bella Vita - Newly Remodeled! home
House
Santa Rosa Beach, FL, USA
0.1k from Seaside center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay

4 Bedrooms9 Guests
New to Booking
$3327
Average price / night
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Penthouse in Seaside with Incredible Gulf, Town, and Sunset Views, + 2 Bikes
Penthouse in Seaside with Incredible Gulf, Town, and Sunset Views, + 2 Bikes
Condo
Santa Rosa Beach, FL, 32459-0833, United States
0.1k from Seaside center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
9.8

Exceptional

11 reviews

$1133
Average price / night
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Buckeye on the Beach - GULF FRONT - Seaside, FL - Right next to Town Center, Sleeps 10! home
Buckeye on the Beach - GULF FRONT - Seaside, FL - Right next to Town Center, Sleeps 10! home
House
Santa Rosa Beach, FL, USA
0.1k from Seaside center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay

4 Bedrooms10 Guests
New to Booking
$5143
Average price / night
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Beachfront Luxury in Seaside, Sleeps 24! Wow Porches & Gulf Views + 2 Bikes!
Beachfront Luxury in Seaside, Sleeps 24! Wow Porches & Gulf Views + 2 Bikes!
House
Santa Rosa Beach Fl, FL, 32459, United States
0.1k from Seaside center

AC, Balcony, Barbecue, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking, Heater

7 Bedrooms24 Guests
9.0

Fabulous

13 reviews

$3738
Average price / night
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Beach and Gulf Views from the Center of Seaside! condo
Beach and Gulf Views from the Center of Seaside! condo
Apartment
Santa Rosa Beach, FL, USA
0.1k from Seaside center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay, Condos

2 Bedrooms4 Guests
New to Booking
$787
Average price / night
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Incredible Gulf Views from Balcony in Seaside, Across from Beach, + 2 Bikes
Incredible Gulf Views from Balcony in Seaside, Across from Beach, + 2 Bikes
Condo
Santa Rosa Beach, FL, 32459-0833, United States
0.1k from Seaside center

AC, Balcony, Dryer, Extra Bed, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

1 Bedroom4 Guests
8.4

Very Good

13 reviews

$636
Average price / night
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Love Me Tender
Love Me Tender
House
Santa Rosa Beach, FL, USA
0.2k from Seaside center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

1 Bedroom4 Guests
New to Booking
$1057
Average price / night
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Incredible Gulf & Sunset Views from Private Balcony in Seaside, 2 Adult Bikes
Incredible Gulf & Sunset Views from Private Balcony in Seaside, 2 Adult Bikes
Condo
Santa Rosa Beach, FL, 32439, United States
0.1k from Seaside center

AC, Balcony, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, Pool

1 Bedroom4 Guests
9.0

Fabulous

9 reviews

$1584
Average price / night
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Love Me True
Love Me True
House
Santa Rosa Beach, FL, USA
0.2k from Seaside center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

1 Bedroom4 Guests
9.5

Superb

2 reviews

$1523
Average price / night
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Directly Across from Beach in SeasideFL, Sleeps 4, and 2 Adult Bikes!
Directly Across from Beach in SeasideFL, Sleeps 4, and 2 Adult Bikes!
House
Santa Rosa Beach, FL, 32459, United States
0.1k from Seaside center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom4 Guests
9.6

Exceptional

87 reviews

$719
Average price / night
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Short Distance to the White Sandy Beaches, Rendezvous Main House Carriage in Seaside home
Short Distance to the White Sandy Beaches, Rendezvous Main House Carriage in Seaside home
House
Santa Rosa Beach, FL, USA
0.2k from Seaside center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay

4 Bedrooms12 Guests
New to Booking
$1734
Average price / night
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Across From Beach In Seaside, Gulf Views From Upper Porch + 2 Adult Bikes!
Across From Beach In Seaside, Gulf Views From Upper Porch + 2 Adult Bikes!
House
Santa Rosa Beach, FL, 32459, United States
0.1k from Seaside center

AC, Balcony, Dryer, Extra Bed, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

3 Bedrooms10 Guests
9.4

Superb

43 reviews

$1427
Average price / night
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On the Beach
On the Beach
House
Santa Rosa Beach, FL, USA
0.2k from Seaside center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Beach

3 Bedrooms9 Guests
New to Booking
$4409
Average price / night
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Rooftop Gulf views, Across From Beach in Seaside, FL, 2 Adult Bikes, Sleeps 4
Rooftop Gulf views, Across From Beach in Seaside, FL, 2 Adult Bikes, Sleeps 4
Condo
Santa Rosa Beach, FL, 32459, United States
0.1k from Seaside center

AC, Balcony, Elevator, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

1 Bedroom4 Guests
8.6

Fabulous

82 reviews

$734
Average price / night
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Out of the Blue
Out of the Blue
House
Santa Rosa Beach, FL, USA
0.2k from Seaside center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay

5 Bedrooms12 Guests
New to Booking
$1891
Average price / night
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Truly in the Heart of Seaside  with Private Beach, sleeps 4 maximum
Truly in the Heart of Seaside with Private Beach, sleeps 4 maximum
House
Santa Rosa Beach, FL, 32459, United States
0.1k from Seaside center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

1 Bedroom4 Guests
9.8

Exceptional

87 reviews

$742
Average price / night
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Renovated Luxury Living Overlooking Seaside Amphitheater, 2 Kings + 2 Bikes!
Renovated Luxury Living Overlooking Seaside Amphitheater, 2 Kings + 2 Bikes!
Condo
Santa Rosa Beach, FL, 32459, United States
0.1k from Seaside center

AC, Balcony, Dryer, Fitness Equipment, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms10 Guests
8.4

Very Good

15 reviews

$1301
Average price / night
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Modern Penthouse with Gulf Views, 1 Min Walk To Beach, + 2 Adult Bikes!
Modern Penthouse with Gulf Views, 1 Min Walk To Beach, + 2 Adult Bikes!
Condo
Santa Rosa Beach, FL, 32459, United States
0.1k from Seaside center

AC, Balcony, Dryer, Extra Bed, Fitness Equipment, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
9.2

Superb

34 reviews

$994
Average price / night
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Above Seaside Amphitheater w/Panoramic Gulf views. Updated! + 2 Adult Bikes!
Above Seaside Amphitheater w/Panoramic Gulf views. Updated! + 2 Adult Bikes!
Condo
Santa Rosa Beach, FL, 32459, United States
0.1k from Seaside center

AC, Balcony, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
9.8

Exceptional

59 reviews

$1021
Average price / night
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Renovated Penthouse in Seaside, Overlooking Amphitheater, Gulf Views, 2 Bikes
Renovated Penthouse in Seaside, Overlooking Amphitheater, Gulf Views, 2 Bikes
Condo
Santa Rosa Beach, FL, 32459, United States
0.1k from Seaside center

AC, Balcony, Dryer, Elevator, Extra Bed, Fitness Equipment, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
9.6

Exceptional

42 reviews

$932
Average price / night
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Rooftop Deck in Seaside, Amazing Gulf & Town Views, 2 Kings, + 2 Adult Bikes!
Rooftop Deck in Seaside, Amazing Gulf & Town Views, 2 Kings, + 2 Adult Bikes!
Condo
Santa Rosa Beach, FL, 32459, United States
0.1k from Seaside center

AC, Balcony, Dryer, Elevator, Extra Bed, Free Parking, Heater, Internet, Kitchen

2 Bedrooms6 Guests
9.4

Superb

22 reviews

$1024
Average price / night
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Gulf Front in the Middle of Seaside! Elevator, Community Pools, Bikes, and More
Gulf Front in the Middle of Seaside! Elevator, Community Pools, Bikes, and More
House
Santa Rosa Beach, FL, 32459, United States
0.1k from Seaside center

AC, Balcony, Barbecue, Crib, Dryer, Elevator, Fitness Equipment, Free Parking, Heater

5 Bedrooms18 Guests
9.0

Fabulous

34 reviews

$4825
Average price / night
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Luxury Seaside, FL Penthouse With Gulf Views! + 2 Adult Bikes!
Luxury Seaside, FL Penthouse With Gulf Views! + 2 Adult Bikes!
Condo
Santa Rosa Beach, FL, 32459, United States
0.1k from Seaside center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
9.8

Exceptional

38 reviews

$1229
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Pool in Seaside.

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Seaside Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 4375 verified vacation rentals with a pool in Seaside. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Seaside vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $636 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Seaside offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Seaside welcome pets. Currently, 18 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Seaside often include additional outdoor features such as Pool, Ocean View, and Sports/Activities. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Seaside offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.