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Vacation rentals in Gulf Breeze, Florida, United States

Your beach getaway starts here — a sunny, white-brick ranch with a manicured lawn and spiral topiaries lining the walkway.

Curb appeal at its finest: classic arched shutters, a bay window, and a welcoming front door set the tone for your stay

Room to park with ease — a long driveway leading up to the home, bordered by lush grass and tropical greenery.

Step inside through this classic arched doorway, framed by manicured greenery and warm porch lighting.

Step inside to a light, airy entryway with rich wood-look flooring and a keyless smart lock for easy check-in.

Tee & Sea

3 bedrooms·2 baths

Navarre • Florida

$ 539,37 USD totaal voor 3 nachten

30 nov – 3 dec 2026

Time Sands Still (Cozy Top-Floor, 3 bedroom Condo)

View from balcony of Santa Rosa Sound, overlooking the pool

Time Sands Still (Cozy Top-Floor, 3 bedroom Condo)

Top floor condo, overlooking the pool

Living area with balcony view of the Santa Rosa Sound. (New floor coming February 2026!)

Time Sands Still (Cozy Top-Floor, 3 bedroom Condo)

3 bedrooms·2½ baths

Navarre Beach • Florida

$ 597,00 USD totaal voor 3 nachten

15–18 nov 2026

Surrey Escape

3 bedrooms·2 baths

Pensacola • Florida

4.98(99 reviews)

$ 438,55 USD totaal voor 3 nachten

15–18 nov 2026

6min to the Beach, Dogs Fenced Yard, Paddle Board

6min to the Beach, Dogs Fenced Yard, Paddle Board

6min to the Beach, Dogs Fenced Yard, Paddle Board

6min to the Beach, Dogs Fenced Yard, Paddle Board

6min to the Beach, Dogs Fenced Yard, Paddle Board

6min to the Beach, Dogs Fenced Yard, Paddle Board

3 bedrooms·2 baths

Navarre • Florida

4.97(91 reviews)

$ 1.161,00 USD totaal voor 3 nachten

15–18 nov 2026

Welcome to Seaside at Tusacany

View from Double King En-Suite Balcony

Primary En-Suite, 4th Floor

Spacious Floor Plan

Primary En-Suite, 4th Floor

The Seaside at Tuscany

6 bedrooms·5½ baths

Navarre • Florida

5(5 reviews)

$ 2.653,28 USD totaal voor 3 nachten

2–5 jan 2027

Fred’s Nest-Perdido Bay Golf Villa-Close to Beach image 1

Unwind in this inviting Pensacola townhome complete with chic nautical decor and a large smart TV - the ideal spot for movie nights or morning coffee before exploring the Gulf Coast.

Fred’s Nest-Perdido Bay Golf Villa-Close to Beach image 3

Spacious backyard with lush greenery and plenty of room to relax that overlooks the golf course.

Fred’s Nest-Perdido Bay Golf Villa-Close to Beach image 5

Fred’s Nest-Perdido Bay Golf Villa-Close to Beach

2 bedrooms·1½ baths

Pensacola • Florida

5(32 reviews)

$ 470,40 USD $ 440,16 USD totaal voor 3 nachten

20–23 nov 2026

Sea Breeze Retreat

3 bedrooms·2 baths

Navarre • Florida

4.4(5 reviews)

$ 515,20 USD totaal voor 3 nachten

9–12 dec 2026

Perdido Key - Beach and Sparkling Pool. Sleeps 6.

Built-in Bunkbeds

Perdido Key - Beach and Sparkling Pool. Sleeps 6.

2 bedrooms·2 baths

Pensacola • Florida

4.95(66 reviews)

$ 756,28 USD totaal voor 3 nachten

15–18 nov 2026

GRAND CARIBBEAN #310: A SERENE BEACH GETAWAY...

GRAND CARIBBEAN #310: A SERENE BEACH GETAWAY...

GRAND CARIBBEAN #310: A SERENE BEACH GETAWAY...

GRAND CARIBBEAN #310: A SERENE BEACH GETAWAY...

GRAND CARIBBEAN #310: A SERENE BEACH GETAWAY...

GRAND CARIBBEAN #310: A SERENE BEACH GETAWAY...

1 bedroom·1 bath

Perdido Key • Florida

4.91(174 reviews)

$ 935,00 USD totaal voor 3 nachten

7–10 dec 2026

Sunset Grill located just down the road. There is also a children play area at the restaurant.

Walkway from the back door to the pool.

Pool and workout room with Sauna and Steamroom

Private Beach within the gated community.

Community view when driving over the Theo Barrs bridge. Notice the private beach and boat on the intercoastal waterway.

Your Ultimate Family Getaway: Perdido Key Florida

3 bedrooms·2½ baths

Perdido Key • Florida

5(15 reviews)

$ 1.426,40 USD totaal voor 4 nachten

15–19 nov 2026

High Tide Townhome-Minutes to Perdido Key Beach

2 bedrooms·1½ baths

Pensacola • Florida

$ 610,05 USD totaal voor 3 nachten

15–18 nov 2026

Fuzzy Crab · Monthly Rates Slashed image 1

Fuzzy Crab · Monthly Rates Slashed image 2

Fuzzy Crab · Monthly Rates Slashed image 3

Fuzzy Crab · Monthly Rates Slashed image 4

Fuzzy Crab · Monthly Rates Slashed image 5

Fuzzy Crab · Monthly Rates Slashed

2 bedrooms·1 bath

Pensacola • Florida

4.99(68 reviews)

$ 369,00 USD totaal voor 3 nachten

29 jan – 1 feb 2027

High Tide Townhome-Minutes to Perdido Key Beach

2 bedrooms·1 bath

Pensacola • Florida

4.83(77 reviews)

$ 456,00 USD totaal voor 3 nachten

15–18 nov 2026

Fuzzy Pineapple · Monthly Rates Slashed image 1

Fuzzy Pineapple · Monthly Rates Slashed image 2

Fuzzy Pineapple · Monthly Rates Slashed image 3

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Fuzzy Pineapple · Monthly Rates Slashed image 5

Fuzzy Pineapple · Monthly Rates Slashed

2 bedrooms·1 bath

Pensacola • Florida

4.94(145 reviews)

$ 322,00 USD totaal voor 3 nachten

15–18 nov 2026

Family Villa: Pool, Beach, Bountiful Amenities!

Family Villa: Pool, Beach, Bountiful Amenities!

Family Villa: Pool, Beach, Bountiful Amenities!

Family Villa: Pool, Beach, Bountiful Amenities!

Family Villa: Pool, Beach, Bountiful Amenities!

Family Villa: Pool, Beach, Bountiful Amenities!

4 bedrooms·4 baths

Pensacola • Florida

4.96(51 reviews)

$ 1.342,15 USD totaal voor 3 nachten

24–27 nov 2026

Perdido Sun 414-23

Perdido Sun 414-12

Sun Kissed at Perdido Sun -heated pool, hot tub

1 bedroom·1½ baths

Pensacola • Florida

$ 576,45 USD totaal voor 3 nachten

15–18 nov 2026

Perdido Sun 414-12

Perdido Sun 414-16

Sun Kissed at Perdido Sun -heated pool, hot tub

1 bedroom·1 bath

Pensacola • Florida

4.89(27 reviews)

$ 450,00 USD totaal voor 3 nachten

15–18 nov 2026

View from your porch

Upgraded seating

Less than 10 steps to the pool. Chairs have been upgraded.

Oceanfront | Gated Entry | Pool | King Bed

Oceanfront | Gated Entry | Pool | King Bed

Oceanfront | Gated Entry | Pool | King Bed

2 bedrooms·1 bath

Perdido Key • Florida

$ 914,00 USD totaal voor 3 nachten

15–18 nov 2026

Gourmet open concept kitchen w upgraded appliances - cook your fave recipes!

Open concept living room w large cozy sofa for relaxing

Full bathroom 1 in primary bedroom suite - spacious double vanity

Community pool & private beach access - Lost Key Golf and Beach Club

Upscale gas fire pit for cozy conversation in cooler evenings

Coastal Oasis @ Lost Key Golf & Beach Club

4 bedrooms·4 baths

Perdido Key • Florida

5(48 reviews)

$ 1.582,17 USD $ 1.459,85 USD totaal voor 3 nachten

15–18 nov 2026

Waterfront Condo Holiday Harbor Marina w/Boat slip

Waterfront Condo Holiday Harbor Marina w/Boat slip

Waterfront Condo Holiday Harbor Marina w/Boat slip

1 bedroom·1 bath

Pensacola • Florida

$ 551,25 USD totaal voor 3 nachten

15–18 nov 2026

Waterfront Condo Holiday Harbor Marina w/Boat slip image 2

Waterfront Condo Holiday Harbor Marina w/Boat slip image 3

Waterfront Condo Holiday Harbor Marina w/Boat slip

1 bedroom·1 bath

Pensacola • Florida

4.96(23 reviews)

$ 435,00 USD totaal voor 3 nachten

15–18 nov 2026

Waterfront Heron House- the best sunset views

3 bedrooms·3 baths

Pensacola • Florida

$ 708,75 USD totaal voor 3 nachten

15–18 nov 2026

Waterfront Heron House- the best sunset views

3 bedrooms·3 baths

Pensacola • Florida

4.89(44 reviews)

$ 708,75 USD totaal voor 3 nachten

15–18 nov 2026

Wonderful home up on pilings.

Dine Al fresco on our new quiet deck nestled up against a treed area on the side of our home. Enjoy your coffee listening to the birds or a glass of wine in the evening as you relax outdoors.

Private spacious yard.

Enter into the cozy kitchen fully equipped with with everything you need.

Innerarity Hide-A-Way

3 bedrooms·2 baths

Escambia County • Florida

5(13 reviews)

$ 976,80 USD totaal voor 4 nachten

15–19 nov 2026