Holiday rentals near Osceola Municipal Golf Course

We found 5,907 holiday rentals — enter your dates for availability

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September 2025

October 2025

Select the perfect holiday home within easy reach of Osceola Municipal Golf Course. Holiday rentals provide the best amenities for you and your friends, family or even pets, such as a garden and pool. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Osceola Municipal Golf Course

Showing deals for:19 Dec - 26 Dec

Exceptional

(12 reviews)

Cozy cottage 20 minutes to beaches! Less than 10 minutes to OWA & Beach Express.

Elberta, AL

8% off

for 7 nights, 1 cottage

AU$247 per night

includes taxes & fees

Exceptional

(29 reviews)

Close to beaches w/small private beach access across street, partial Gulf View.

Pensacola, FL

8% off

for 7 nights, 1 home

AU$429 per night

includes taxes & fees

Exceptional

(50 reviews)

FloraBama Inspired Waterfront Condo w/ Boat Slip next To The Famous Florabama

Perdido Key, FL

8% off

for 7 nights, 1 apartment

AU$418 per night

includes taxes & fees

Exceptional

(26 reviews)

10 Bedroom Waterfront Beauty! Great Family Fun! Book Now!!!

Elberta, AL

8% off

for 7 nights, 1 home

AU$1,804 per night

includes taxes & fees

Exceptional

(9 reviews)

Charming home near 1-10, WiFi, deck, close to everything, yard, pets, 65” TV.

Pensacola, FL

8% off

for 7 nights, 1 home

AU$278 per night

includes taxes & fees

Exceptional

(64 reviews)

BAY HOUSE - Steps to its own Private Beach - Amazing Sunsets on the Water

Pensacola, FL

8% off

for 7 nights, 1 home

AU$658 per night

includes taxes & fees

Exceptional

(260 reviews)

Come Enjoy the Cooler Temps and a More Laidback Beach During the Fall!

Pensacola Beach, FL

8% off

for 7 nights, 1 apartment

AU$609 per night

includes taxes & fees

Exceptional

(123 reviews)

BEACHFRONT, GREAT PATIO, & GORGEOUS VIEWS! 2 bed / 2 bath in Perdido Key, FL

Perdido Key, FL

8% off

for 7 nights, 1 apartment

AU$520 per night

includes taxes & fees

Exceptional

(9 reviews)

New weeks available! Discover this charming 2-bedroom condo in Pensacola Beach!

Pensacola Beach, FL

7% off

for 7 nights, 1 apartment

AU$356 per night

includes taxes & fees

Exceptional

(137 reviews)

Sunshine Beach House - Private Pool - 5 minute walk to beaches - Pet friendly

Pensacola Beach, FL

8% off

for 7 nights, 1 home

AU$570 per night

includes taxes & fees

Cozy cottage with covered front patio near Oriole Beach!

Exceptional

(48 reviews)

Gulf Breeze Cottage |Vaulted Ceilings |Loft |King Master |Office |Dogs Ok |Fenced |Near Oriole Beach

Gulf Breeze, FL

5% off

for 7 nights, 1 home

AU$283 per night

includes taxes & fees

Enjoy coffee and cocktails from your huge balcony!

Exceptional

(113 reviews)

The Best Time to Come to the Beach! Fall Specials!

Pensacola Beach, FL

8% off

for 7 nights, 1 apartment

AU$609 per night

includes taxes & fees

The view is unbelievable from the corner of our 11th floor wrap-around balcony!!

Exceptional

(35 reviews)

3 BR 2 BA Beach Front Phoenix X Condo Wraparound Balcony Beside Florabama!!

Orange Beach, AL

6% off

for 7 nights, 1 apartment

AU$473 per night

includes taxes & fees

Exceptional

(14 reviews)

Beautiful 2-bedroom Villa - Private Beach Access - Pool - Fishing Pier

Perdido Key, FL

7% off

for 7 nights, 1 apartment

AU$338 per night

includes taxes & fees

Exceptional

(162 reviews)

Osprey Guest Cottage Perdido Beach: no crowds traffic condominiums or elevators!

Elberta, AL

8% off

for 7 nights, 1 home

AU$213 per night

includes taxes & fees

Pensacola Beach Vacation Rental | 2BR | 2.5BA | 1,333 Sq Ft | Step-Free Access

Exceptional

(13 reviews)

Florida Resort Condo: Walk to Pensacola Beach!

Pensacola Beach, FL

7% off

for 7 nights, 1 apartment

AU$429 per night

includes taxes & fees

Exceptional

(122 reviews)

Beautiful Complex - December & January open for Snowbird rate

Orange Beach, AL

8% off

for 7 nights, 1 apartment

AU$644 per night

includes taxes & fees

Wonderful

(64 reviews)

Escape to Paradise at Phoenix X 1003 Your Orange Beach Getaway Gulf Front By Prickett Properties

Orange Beach, AL

8% off

for 7 nights, 1 apartment

AU$427 per night

includes taxes & fees

Beautiful community pool for lounging and relaxation.

Exceptional

(107 reviews)

BEST LOCATION! Steps away from the Beach, Sound & Pool! Water, water everywhere!

Pensacola Beach, FL

8% off

for 7 nights, 1 apartment

AU$452 per night

includes taxes & fees

Exceptional

(108 reviews)

Bella Luna 508 - Upscale Luxury-2bd/2bth Condo-walk to Flora-Bama-Gorgeous Views

Orange Beach, AL

7% off

for 7 nights, 1 apartment

AU$346 per night

includes taxes & fees

Find spaces that suit your style

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Find the best place to stay - Osceola Municipal Golf Course

Premier Host

Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District

Sleeps 4 · 1 bedroom · 1 bathroom

Top rated rentals - Osceola Municipal Golf Course

Premier Host

Great location

We were very happily surprised with this accommodation. Extremely comfortable and convenient location. We would love to stay there again.

Coral S.

Stayed Jan 2025

Premier Host

Perfection

This cottage is perfect. In a very convenient location, this cute cottage is pristine condition and has wonderful owners. We cooked in the well stocked kitchen, enjoyed the lovely furnishings and branched out and did everything Pensacola had to offer. The owners were helpful and pleasant without being overinvolved. Loved this place. Would definitely stay here again.

Jean B.

Stayed Feb 2018

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