House holiday rentals in Gulfport

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Top-rated house rentals in Gulfport

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Guest favourite

Home in Gulfport

4.97 out of 5 average rating, 38 reviews

Welcome to La Valencia!

In the heart of Gulfport's Historic Waterfront District, this 1946 restored coastal home will take you back in time to old Florida. It's located on Beach Blvd for a front row seat of the live music & action in our unique, artsy town. Relax on the front porch, walk to the many restaurants & shops Gulfport has to offer or stroll to our several parks. Oh yeah, or unwind at our beach, it's only a block away! Centrally located, you are 15 minutes from St Petersburg's beaches, downtown and much more.

11–18 Oct

$239 SGD per night

Superhost

Home in Gulfport

4.78 out of 5 average rating, 119 reviews

The Gecko House Unit 3

Romantic little apartment next to Downtown Gulfport. It is up one flight of stairs as shown in the pics. You will find many shops, restaurants, and even a dancing hall a short walk away. Enjoy live bands during the day and Karaoke at night at some of the greatest bars in Florida. Not to mention, one of the best beaches is 10 blocks away. It even contains beach volleyball nets for daily use. Take a stroll down to the pier and enjoy the sites of the marina, or enjoy a beautiful sunset at night.

25 Jul – 1 Aug

$115 SGD per night

Guest favourite

Home in Gulfport

5.0 out of 5 average rating, 28 reviews

AdorableTiny House

Relax and enjoy a tranquil getaway in this cozy tiny home that is minutes from beautiful beaches and an eclectic downtown. The house is one open space consisting of a dining & living room, and a sleeping area (queen bed) that is separated by a 4ft "half" wall. There is brand new separate bathroom with a large shower. The backyard has a stunning tree and large deck where you can enjoy your morning coffee, listen to the birds, or do yoga. Enjoy a fire pit on those chilly Florida winter nights.

11–18 Aug

$131 SGD per night

Superhost

Home in Gulfport

4.78 out of 5 average rating, 241 reviews

The Flamingo Flat

This is a charming freshly painted mid-century modern "Old Florida Coastal" home! Great location with off-street parking. Fully furnished covered porch with ceiling fans in very private partially fenced yard. Just a 1 mile walk or ride to Gulfport Beach and Arts District, and 3 miles to Sunset Beach on the pristine Gulf of Mexico. Two bedrooms (1 queen and 1 twin). People of ALL sizes, colors, beliefs, cultures, religions, sexes and backgrounds are welcome here as long they DO NOT SMOKE!

2–9 Oct

$113 SGD per night

Superhost

Home in Gulfport

4.79 out of 5 average rating, 161 reviews

16 Sandals

According to City of Gulfport ordinances, this property can be rented short term less than 30 days only 3 times per 12 month calendar year, minimum night stay for those short term rentals is 3 nights. All other rentals are 30 days. Home has a private non heated pool. Disclaimer: pool is cleaned by private service every Wednesday. Owner has no control over inclement weather and will not refund any portion of rental due to any issues directly related to weather as related to pool usage.

20–27 Aug

$1,063 SGD per night

Guest favourite

Home in Gulfport

4.98 out of 5 average rating, 50 reviews

Clinton Cottage by the Beach

Welcome to Clinton Cottage! Sit back and relax at this unique and tranquil getaway. Re-discover yourself as the cottage is a block away from the beach with fun activities, like beach, volleyball, dancing club, children's playground, etc. Clinton Cottage is two blocks from the city center that boast outstanding cuisine. Ideal for a romantic getaway for any age group, as well as a family vacation. Hop onto I – 275, and in 10 minutes, you can explore the iconic downtown St Petersburg.

19–26 Aug

$230 SGD per night

Superhost

Home in St. Petersburg

4.81 out of 5 average rating, 151 reviews

Modern guest Suite with Hot Tub, cozy Spa touch

Stunning fully renovated Spa Suite by the lake with a private hot tub!! Completely furnished, with everything you need in a guest-suite. It is 15 minutes away from the beautiful St. Pete and Pass-A-Grille beaches and Shell Key preserve. Best sunsets on the east coast. It is 5 min from downtown, so perfect for a romantic runaway or a party weekend. For family plans, Dell Holmes Park is 3 blocks away: a driving range, a lake & kids' play areas. Hot tub is shared w/ other unit.

21–28 Jun

$159 SGD per night

Guest favourite

Home in Gulfport

4.9 out of 5 average rating, 101 reviews

Romantic Tropical Retreat in Waterfront District

Welcome to Flamingo Cottage, located in the heart of Gulfport's Art and Beach district. This charming cottage is perfect for a romantic getaway or a leisurely vacation. This a 1 bedroom, 1 bath retreat is just one block from Gulfport Beach. Walk to everything in Gulfport – shops, restaurants, bars, Gulfport Beach and the Tuesday market and other festivities. Access the shared laundry through a door from the kitchen, small fenced courtyard out the front. King bed

11–18 Nov

$190 SGD per night

Guest favourite

Home in Gulfport

4.94 out of 5 average rating, 54 reviews

The Coastal Inn

Adorable 2 bed/1 bathroom home (1.9 miles from the beach) in fabulous Gulfport! You’ll also only be 10 min from St. Pete Beach!!Come in and enjoy the natural light that shines through out the home. Kitchen is lined with IKEA cabinetry and custom lighting. There's even a stackable washer and dryer included in the inside laundry room for your convenience. Built in wet bar area that features it's own sink and mini fridge. TV's in living room and both bedrooms.

22–29 Oct

$168 SGD per night

Guest favourite

Home in Gulfport

4.89 out of 5 average rating, 117 reviews

The Brenda Ann/Pet Friendly/Walk to downtown!

The Brenda Ann Suite is a pet friendly Private 1 Bedroom bungalow located in the heart of Gulfport, FL. You will enjoy the waterfront views as well as being just steps away from the beach, pier, Veterans Memorial Park and all of the attractions that Gulfport has to offer. You'll enjoy parking your car and not needing it again because you'll stroll our red brick streets to dinner and drinks. A perfect way to end a sun filled day at the beach!

17–24 Jan

$267 SGD per night

Guest favourite

Home in Gulfport

5.0 out of 5 average rating, 98 reviews

Peaceful Getaway Close to Amazing Beaches!

This property is nestled in a quiet neighborhood just a mile from the beautiful Gulfport Waterfront District. It’s the perfect place to get away and relax or work remotely! You’ll be minutes away from our awesome town of Gulfport, renowned beaches on the Gulf, gorgeous local parks and preserves, lots of artsy shopping spots, and dining options for every palette! This sanctuary is furnished with everything you might need!

14–21 Sep

$150 SGD per night

Guest favourite

Home in Gulfport

4.99 out of 5 average rating, 107 reviews

The Boho - 2BR Gulfport Waterfront District House

Boho inspired cottage in the heart of the Gulfport Waterfront District. Steps away from Gulfport beach, restaurants, and nightlife. Enjoy strolling along Beach Boulevard where you'll find local coffee shops, ice cream parlors, Gulfport brewery, and eclectic shops. Relax in the comfort of your backyard oasis or enjoy some fun in the sun with the best Gulfport has to offer right outside your back door.

22–29 Dec

$303 SGD per night