25 Best Vacation Rentals in Gulfport - Holiday Lettings - Cabins

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25 Vacation rentals

(8) Excellent 

15

Gulfport Vacation home rental

Florida / Gulfport

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Car not necessary
Lovely spanish style home with Guesthouse. French doors, tile floors. long comfortable couch with large chair and ottoman. Carved glass table in front of couch. Flat screen TV with DVD in living room and bedroom.An assortment of DVD's and books for your viewing and read …see more

from $95 / night

$665 / week

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Responds fast!
avg. 1 hour 49 minutes

from $95 / night

(10) Very Good 

29

Gulfport Vacation home rental

Florida / Gulfport

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
We can’t explain why guests say they relax the minute they enter Dolphin House. Maybe it’s because the cheerful coastal vibe reminds them that they’ve finally made their escape to the beach. Or because comfortable furnishings and sun-filled spaces make this rental trul …see more

from $150 / night

$1050 / week

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Responds fast!
avg. 2 hours 38 minutes

from $150 / night

(16) Excellent 

28

Vacation home in Gulfport

Florida / Gulfport

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Beach/lakeside relaxation
  • Air conditioning
  • Pet friendly
Welcome to Gulfport Guest Cottage, a cute and comfortable guest house in the quaint and quirky village of Gulfport, Florida. Imagine lovely old oaks covered in Spanish moss, brick-paved streets and cute little colorful cottages. Our Gulfport cottage is approximately 10 …see more

from $115 / night

$725 - $940 / week

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avg. 2 hours 59 minutes

from $115 / night

27

Gulfport Vacation home rental

Florida / Gulfport

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
Come discover this beautiful, unique and spacious Gulfport home. This home is light, bright and completely upgraded. This house sleeps 6 guests with a queen size bed in the master bedroom, queen bed in the guest bedroom, and 2 twin beds in the left area. This house has …see more

from $125 / night

$800 - $1300 / week

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avg. 1 hour 51 minutes

from $125 / night

(11) Very Good 

24

Gulfport Vacation condo rental

Florida / Gulfport

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
Join us at the beach in this fun and funky little corner of Old Florida. Relax on white sand beaches or by the pool with a Margarita for only $600/week this August! Don't miss the chance to get away to this intimate and charming retreat and enjoy a little bit of the …see more

from $86 / night

$600 - $800 / week

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Responds fast!
avg. 1 hour 1 minutes

from $86 / night

(1) Excellent 

23

Gulfport Vacation cottage rental

Florida / Gulfport

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
Located in the heart of Gulfport's Waterfront District, one block from Gulfport Beach. Perfect for a romantic getaway. Private patio in front and one off-street parking space. Living room has full-size couch, two chairs, ceiling fan and wall-mounted HDTV. Remode …see more

from $57 / night

$399 / week

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Responds fast!
avg. 2 hours 38 minutes

from $57 / night

(6) Excellent 

21

Gulfport Vacation home rental

Florida / Gulfport

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning
Take a break from your everyday routine and spend your vacation in this beautifully upgraded mid-century modern ranch in charming and unique Gulfport, FL. This property sleeps six people in its three bedrooms, and has two full baths, a nicely appointed, completely moder …see more

from $225 / night

$1575 / week

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Responds fast!
avg. 2 hours 55 minutes

from $225 / night

(1) Excellent 

23

Vacation apartment in Gulfport

Florida / Gulfport

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
The Sand Dollar will delight you from the moment you arrive. Spacious, private second-story apartment with wood floors and 12 windows! 1 bedroom/1 bath styled in casual island elegance and in a secluded location in the heart of Gulfport’s Art/Beach district. The Ma …see more

from $90 / night

$900 / week

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Responds fast!
avg. 2 hours 38 minutes

from $90 / night

40

Vacation bungalow in Gulfport

Florida / Gulfport

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
Completely Renovated and new to the rental market! This home has all new furniture and appliances throughout! There's plenty of living space - between two furnished seating areas outside, a large living room and an extra bonus room separated by french doors (makes for t …see more

from $95 / night

$685 - $1050 / week

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Responds fast!
avg. 2 hours 32 minutes

from $95 / night

(4) Excellent 

20

Studio rental in Gulfport

Florida / Gulfport

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Air conditioning
Welcome to this completely renovated studio just completed July 2015. Private parking spot, outside dining area with grill. Full kitchen, sitting area, queen-sized bed, and full bath with tub and shower. Wifi and cable on site. Streaming television with blueray DVD …see more

from $75 / night

$525 / week

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Responds fast!
avg. 3 hours 5 minutes

from $75 / night

(23) Very Good 

15

Vacation cottage in Gulfport

Florida / Gulfport

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Car not necessary
  • Air conditioning
Welcome to Gulfport and to your cozy Blue Arbor Guest Cottage. Gulfport is a neighborly little town of 13,000 nestled on the shores of Boca Ciega Bay in the Tampa Bay/central Gulf Coast area of Florida. Blue Arbor is a quiet little spot just around the corner from every …see more

from $70 / night

$440 - $460 / week

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Responds fast!
avg. 2 hours 46 minutes

from $70 / night

13

Gulfport Vacation home rental

Florida / Gulfport

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
Come discover this beautiful, unique and quaint Gulfport home. This home is light, bright and completely upgraded. This house sleeps 2 guests with a queen size bed in the bedroom. This house has a great mixture of beautiful woodwork and modern renovation. The kitchen ha …see more

from $75 / night

$525 - $1000 / week

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Responds fast!
avg. 1 hour 51 minutes

from $75 / night

(1) Good 

15

Vacation cottage rental

Florida / Gulfport

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Tyn & Marty's is the quintessential old-Florida summer cottage sited on a corner lot in Gulfport's Waterfront District. Lovely wood floors in the living area, bedrooms and hallway. Tile floor in the bath. Large windows with blinds in the living room and bedrooms to …see more

from $100 / night

$700 / week

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Responds fast!
avg. 2 hours 38 minutes

from $100 / night

5

Vacation condo in Gulfport

Florida / Gulfport

1 4 30 nights min

  • 1 bedroom
  • Sleeps 4
  • 30 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Steps away from the most amazing Boca Ciega Bay Sunsets! This gated community on the bay has it all... 2 pools, hot tub, putting green, tennis courts, racquetball, shuffle board, picnic areas, and lovely tropical gardens. Our home has all the basics you need for a c …see more

from $40 / night

$280 / week

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from $40 / night

(3) Very Good 

25

Home rental in Gulfport

Florida / Gulfport

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
Relax in this clean, quiet and relaxing cottage in a convenient location with easy access to the area’s wonderful activities. Centrally located to Gulfport, St Pete Beach and St Petersburg, with Tampa’s activities just another 15 minutes further. Palm Cottage is one-b …see more

from $110 / night

$770 / week

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Responds fast!
avg. 2 hours 38 minutes

from $110 / night

(3) Excellent 

13

Vacation home with golf nearby in Gulfport

Florida / Gulfport

1 5 2 nights min

  • 1 bedroom
  • Sleeps 5
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Welcome to Beach Breeze Bungalow, appropriately named, as it is a second story bungalow that truly catches the lilt of sea breezes. The bungalow is located on Beach Blvd in the heart of Gulfport's Historic Waterfront District. Check in at the August Vernon Studios Galle …see more

from $150 / night

$900 - $1320 / week

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from $150 / night

13

Vacation home rental

Florida / Gulfport

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Resort style residence on Boca Ciega Bay with Southern facing view. Sunrise in the morning and sunset in the evening. Only two story on the North side of the Bay...views views views. Lounge by the pool or a 9 minute walk to the restaurants in downtown Gulfport. An eleva …see more

from $315 / night

$2205 / week

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from $315 / night

32

Gulfport Vacation apartment rental

Florida / Gulfport

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Private Beach,Pools, Hot Tub,Tennis Court, Park,Squash Court we got it all. Stop you have found the right place.This is a fully-furnished BEAUTIFUL and UPDATED condominium located in a gated community at the Bermuda Bay and Racquet Club. All the condos have FREE WIRE …see more

from $150 / night

$695 - $800 / week

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from $150 / night

(3) Good 

18

Gulfport Vacation home rental

Florida / Gulfport

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Located less than 1 mile from the restaurants & shops at Gulfport Beach, the marina has plenty of activity on its’ own. Watch fisherman and shorebirds as they head out for the day’s catch. Watch the mesmerizing sunsets from the nature park. Launch your boat or kayak …see more

from $100 / night

$700 / week

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Responds fast!
avg. 2 hours 38 minutes

from $100 / night

(1) Excellent 

11

Vacation home in Gulfport

Florida / Gulfport

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
This beautifully remodeled beach cottage is in the perfect location -- one block from the beach and one block from the art district with it's many shops and resturants. If you like to eat, you'll be in heaven -- from this house you can walk to 13 excellent restaurants w …see more

from $130 / night

$600 / week

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from $130 / night

58

Home rental in Gulfport

Florida / Gulfport

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
2 Br, 2 Ba * Sleeps 6 Single-Family Home in Downtown Gulfport Beautifully Appointed A great home in the heart of Gulfport, walking distance from shops, local restaurants, bars, and the library. Gulfport is a cute, artsy beach town that you have to visit! This home has h …see more

from $122 / night

$850 - $1400 / week

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from $122 / night

24

Vacation apartment in Gulfport

Florida / Gulfport

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
This efficiency apartment contains the same amenities as our larger properties, just on a smaller scale. Perfect for one to two guests, the property also features a comfortable queen sleeper sofa for visitors, HDTV with DVR in the living room and also in the bedroom. …see more

from $75 / night

$525 / week

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from $75 / night

18

Vacation townhouse in Gulfport

Florida / Gulfport

2 5 21 nights min

  • 2 bedrooms
  • Sleeps 5
  • 21 nights min
  • Child friendly
This is a newly renovated two story townhouse located in the Exclusive Bermuda Bay Racquet Club - a Lush 12 acre Secure Gated Community on the edge of Boca Ceiga Bay close To Gulf Of Mexico`s Finest Beaches. A Private Beach In The Club, 2 Heated Pools, Hot Tub, Racquetb …see more

from $95 / night

$950 / week

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from $95 / night

24

Vacation home in Gulfport

Florida / Gulfport

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
This is a single family home with three bedrooms and two bathrooms that has a split floor plan. This house has two living spaces as well as a dining room. A brand new kitchen with stainless steel appliances and granite counter tops. Refrigerator has an ice maker and kit …see more

from $159 / night

$1113 / week

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from $159 / night

42

Vacation home rental

Florida / Gulfport

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Great set-up for families or couples traveling together. Two bedrooms are in the front of the house, along with the larger of the two bathrooms. The master has the King Sleep Number bed. The second bedroom has a bunk/full/trundle bed set up, idea for kids or si …see more

from $179 / night

$1253 / week

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from $179 / night