Title: Gulfport Villas from CA $318 | Expedia.ca

 

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# Search Gulfport Villa Rentals from CA $318

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## Check prices for these dates

Next weekend

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=111392&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=111392&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=111392&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=111392&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Gulfport Villas

![Exterior](https://images.trvl-media.com/lodging/93000000/92080000/92071300/92071220/46d2d71c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, stereo](https://images.trvl-media.com/lodging/93000000/92080000/92071300/92071220/27d0bba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, stereo](https://images.trvl-media.com/lodging/93000000/92080000/92071300/92071220/24a0d0fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92080000/92071300/92071220/3063d4d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Boho Villa A

Drew Park

10/10

Exceptional

(1)

"THANK YOU."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Babette R.

CA $124

CA $328 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Tampa-Hotels-Boho-Villa-A.h92071220.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/a831cce6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, computer monitors, printers](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/bac577ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/281cf723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/634a4793.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches

Bradenton

9.2/10

Wonderful

(11)

"Perfect spot for golf tournament. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Amy K.

CA $209

CA $604 total

includes taxes & fees

Oct 31 - Nov 1

[](https://www.expedia.ca/Bradenton-Hotels-W-Bradenton-Country-Club-Estates.h108530119.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/94000000/93690000/93680400/93680363/740b918f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93690000/93680400/93680363/8884a570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/94000000/93690000/93680400/93680363/3b1e007d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/94000000/93690000/93680400/93680363/ad3f9ecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wilderness Escape, by Breathtaking Natl Park

Town 'n' Country

8.4/10

Very good

(14)

"We enjoyed our stay. Very comfortable."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sarah A.

CA $126

CA $374 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Tampa-Hotels-Wilderness-Escape.h93680363.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/36000000/35100000/35093800/35093744/23e0c0f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/36000000/35100000/35093800/35093744/177ae5b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/36000000/35100000/35093800/35093744/2055d637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/36000000/35100000/35093800/35093744/a5adbfe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacay in Luxury! 2 mins to the Beach!

Holmes Beach

9.8/10

Exceptional

(67)

"Cozy stay at this beautiful villa. Great customer service, was very fast to respond to questions we had. Highly recommend for a fun and comfortable stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Donald R.

CA $174

CA $447 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Holmes-Beach-Hotels-Vacay-In-Luxury-So-Close-To-The-Beach.h35093744.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/36000000/35110000/35107100/35107053/b54dee97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35110000/35107100/35107053/efdd62a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/36000000/35110000/35107100/35107053/0c9ffaa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/36000000/35110000/35107100/35107053/c12d8de2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beach Villa! Pool, Porch, and 2-Min Walk to Beach!

Holmes Beach

9.8/10

Exceptional

(61)

"Place us espectacular , one block to a beautiful beach, nice and clean pool, place was clean "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Enis

CA $226

CA $537 total

includes taxes & fees

Nov 1 - Nov 2

[](https://www.expedia.ca/Holmes-Beach-Hotels-Gorgeous-Villa-At-Islands-West-Resort-Shared-Pool.h35107053.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33720000/33714400/33714385/029f2851.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/34000000/33720000/33714400/33714385/5cc5db2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33720000/33714400/33714385/4c7433a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33720000/33714400/33714385/60d109e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa #4 Sand Dollar! Pool, Porch, Near the Beach!

Holmes Beach

9.6/10

Exceptional

(46)

"would stay here again"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Richard H.

CA $226

CA $522 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Holmes-Beach-Hotels-Relax-In-Style-At-Villa-4-Sand-Dollar-With-Shared-Pool-Steps-To-The-Beach.h33714385.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/43000000/42340000/42332500/42332444/e83fc90d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/43000000/42340000/42332500/42332444/8af00af2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42340000/42332500/42332444/e4b1eb9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/43000000/42340000/42332500/42332444/e8e8c1d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Villa with Pool, Near Beach!!

Holmes Beach

9.8/10

Exceptional

(23)

"Community pool, very close to the beach and shopping."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Hindy R.

CA $264

CA $596 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Holmes-Beach-Hotels-Luxury-Villa-At-Islands-West-Resort.h42332444.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/558aecbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/57ca76e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/716bb273.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/ed3fe6a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Bungalow with Pool and Bay Views! - Barefoot by the Bay at Bayside Bun

Anna Maria

9.8/10

Exceptional

(36)

"Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michel

CA $241

CA $551 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/Anna-Maria-Hotels-Beautiful-Bungalow-With-Pool-And-Bay-Views-Barefoot-By-The-Bay-At-Bayside-Bun.h40281514.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33720000/33713900/33713882/424f6ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33720000/33713900/33713882/0f7d22d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33720000/33713900/33713882/d52947c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33720000/33713900/33713882/781e4c33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beachside Bliss! With Pool, Near Beach and Trolley!

Holmes Beach

9.6/10

Exceptional

(42)

"Thoroughly enjoyed our stay. Property was perfect. Excellent location. Short walk to the beach, Publix, Beach Cafe, etc."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

William A.

CA $226

CA $522 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Holmes-Beach-Hotels-New.h33713882.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/107000000/106740000/106739100/106739097/81977485.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/107000000/106740000/106739100/106739097/9a74363b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/107000000/106740000/106739100/106739097/460fb99d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/107000000/106740000/106739100/106739097/ba834767.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles

Largo

10/10

Exceptional

(19)

"Excellent neighborhood and location. Very close to everything. The house was as advertised! Loved the private pool and lots of room! Highly recommend!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Suzanne H.

CA $264

CA $772 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Luxury-2.h106739097.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/96000000/95430000/95420100/95420043/ea5324ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95430000/95420100/95420043/319f9eeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/96000000/95430000/95420100/95420043/89e26416.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95430000/95420100/95420043/c6ebc29d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Boho Villa B

Drew Park

CA $110

CA $318 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Tampa-Hotels-Boho-Villa-B.h95420043.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33720000/33713000/33712964/0cf7d5aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33720000/33713000/33712964/a98aa7a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33720000/33713000/33712964/688315c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33720000/33713000/33712964/749be693.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy AMI Villa! Pool, BBQ, and Beach Access!

Holmes Beach

9.2/10

Wonderful

(40)

"Exceptionally well designed and maintained group of villas around a courtyard and pool. Really enjoyed our beach (and pool) vacation!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Raymond D.

CA $226

CA $515 total

includes taxes & fees

Oct 31 - Nov 1

[](https://www.expedia.ca/Holmes-Beach-Hotels-Luxury-Villa-At-Islands-West-Resort-Stunning-Close-To-Beach.h33712964.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33720000/33714600/33714573/bb88df1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33720000/33714600/33714573/55e892df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33720000/33714600/33714573/09aa86cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/34000000/33720000/33714600/33714573/6ee679cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Island West Villa! Pool, BBQ, and Walk to Beach!

Holmes Beach

9.8/10

Exceptional

(44)

"The place itself was very clean and had everything needed. The star of the show is the outdoor area which is where we wanted to hang out as it is very tranquil and the pool was very nice."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

James S.

CA $226

CA $523 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Holmes-Beach-Hotels-Amazing-Villa-At-Islands-West-Resort-Close-To-Beach-With-Pool.h33714573.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/94000000/93200000/93191900/93191868/33253f92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/94000000/93200000/93191900/93191868/dab268f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/94000000/93200000/93191900/93191868/09f90937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93200000/93191900/93191868/b2652834.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Boho- Minimalist villa

Drew Park

9.0/10

Wonderful

(4)

"Extremely nice interior. Well laid out and comfortable. We would stay again for sure."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kenda G.

CA $167

CA $391 total

includes taxes & fees

Nov 6 - Nov 7

[](https://www.expedia.ca/Tampa-Hotels-Boho-Minimalist-Villa.h93191868.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/43000000/42340000/42335800/42335718/fbaeaccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42340000/42335800/42335718/f6a262ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42340000/42335800/42335718/868e4556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/43000000/42340000/42335800/42335718/c9c0b0ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lemon Fish Villa! Walk to Beach + Pool!

Holmes Beach

9.4/10

Exceptional

(34)

"This property was perfect for the annual girls beach trip I take with my sister in law and teen niece. Perfectly located to everything on Anna Marie Island and walking distance to your own slice of heaven beach. Also had our own beautiful pool to relax around. This place had everything important to us…comfortable beds, great showers, walking distance to a cure coffee store and the beach! Would definitely stay here again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Scott S.

CA $264

CA $589 total

includes taxes & fees

Oct 31 - Nov 1

[](https://www.expedia.ca/Holmes-Beach-Hotels-Embrace-Island-Living-At-Villa-8-AMI-Lemon-Fish-Steps-From-The-Gulf-Beach.h42335718.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40281800/40281750/5d728169.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/41000000/40290000/40281800/40281750/e1aa7151.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40290000/40281800/40281750/b74f11a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/41000000/40290000/40281800/40281750/04256625.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Resort-Style Pool Steps from the Bay and Pine Ave!

Anna Maria

9.6/10

Exceptional

(51)

"We had a great time here. Tiny apartment style. Great location. Loved it. Would definitely stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shelly R.

CA $301

CA $641 total

includes taxes & fees

Oct 31 - Nov 1

[](https://www.expedia.ca/Anna-Maria-Hotels-Beautiful-Bungalow-Enjoy-Resort-Style-Pool-Steps-From-The-Bay-And-Pine-Ave.h40281750.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/118000000/117210000/117201500/117201426/cbedcff9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117210000/117201500/117201426/398f4528.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, table tennis](https://images.trvl-media.com/lodging/118000000/117210000/117201500/117201426/e4ee9e59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117210000/117201500/117201426/4f48b8d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beachside Bliss | Rooftop Gulf Views & Fun Vibes

Madeira Beach

10/10

Exceptional

(1)

"Could not have asked for a better place to stay. Everyone in our party commented on how amazing it was. We were just a few steps from beach access and felt pampered. They provided everything we needed for an amazing stay! You won’t be disappointed with this place. Thank you "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

stacy w.

CA $528

CA $1,559 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Beachside-Bliss-Rooftop-Gulf-Views-Fun-Vibes.h117201426.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40281700/40281663/5d18b318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/41000000/40290000/40281700/40281663/88bd85a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/41000000/40290000/40281700/40281663/880ec061.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/41000000/40290000/40281700/40281663/00993199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bayfront Bliss! Pool, BBQ and Dolphin Views!

Anna Maria

9.6/10

Exceptional

(93)

"We had a nice time. The place was clean and had everything we needed. The windows with the view was nice. Walking distance to restaurants and shops. The beach across the street had no real beach just dropped into the water. We ended up driving up to bean point and going there. Next time I would look in that section for a place to just walk out. Overall we were happy with our stay with the exception of the absolutely shrill alarms that go off when you open the door. We would hit override but they...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael R.

CA $335

CA $706 total

includes taxes & fees

Oct 31 - Nov 1

[](https://www.expedia.ca/Anna-Maria-Hotels-Bayfront-Bliss-Pool.h40281663.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100650000/100641600/100641547/7e8c9fbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100650000/100641600/100641547/dc912cd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, books](https://images.trvl-media.com/lodging/101000000/100650000/100641600/100641547/88d78ac6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100650000/100641600/100641547/e033a1a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### OCEANFRONT 5⭐3BR/2BA/6BED\_Heated Pool\_180 View Patio\_ Beach Gear

Madeira Beach

8.8/10

Excellent

(6)

"Great place, thanks"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jim L.

CA $476

CA $818 total

includes taxes & fees

Oct 31 - Nov 1

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-5-Oceanfront-Heated-Pool-Huge-Patio-3BR-2BA-6BED.h100641547.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40280300/40280261/d1e1e9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40280300/40280261/4422e8b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/41000000/40290000/40280300/40280261/8c20b0b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40290000/40280300/40280261/9646e95b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av

Anna Maria

9.2/10

Wonderful

(59)

"Modern, clean and cozy bungalow right across the street from the shore and great dining. Just a 10 minute walk from the beach. Perfect location and the ideal romantic getaway."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gil V.

CA $249

CA $549 total

includes taxes & fees

Nov 18 - Nov 19

[](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Island-Bungalow-With-Pool-Across-The-Street-From-Beach.h40280261.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-13&endDate=2025-11-14&regionId=111392&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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Save an average of 15% on thousands of hotels when you're signed in

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## Top Gulfport Hotel Reviews

![Hotel Alba, Tapestry Collection by Hilton](//images.trvl-media.com/lodging/1000000/20000/13800/13705/2714044c_y.jpg)

### Hotel Alba, Tapestry Collection by Hilton

10/10 Excellent

"All was clean and fresh "

[](https://expedia.ca/Tampa-Hotels-Hotel-Alba.h13705.Hotel-Information)

![Sirata St. Pete Beach](//images.trvl-media.com/lodging/1000000/910000/900100/900047/a5f3bce3_y.jpg)

### Sirata St. Pete Beach

10/10 Excellent

"Loved room layout with separate living room, fan in bathroom, view, and balcony!"

[](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Sirata-Beach-Resort-St-Pete-Beach.h900047.Hotel-Information)

![ChartHouse Clearwater Beach Marina Hotel](//images.trvl-media.com/lodging/115000000/114460000/114455200/114455182/48a8960b_y.jpg)

### ChartHouse Clearwater Beach Marina Hotel

10/10 Excellent

"Good"

[](https://expedia.ca/St-Petersburg-Clearwater-Hotels-ChartHouse-Clearwater-Beach-Marina-Hotel.h114455182.Hotel-Information)

![Hotel South Tampa & Suites](//images.trvl-media.com/lodging/1000000/30000/21700/21685/ebc5e46f_y.jpg)

### Hotel South Tampa & Suites

10/10 Excellent

"Breakfast was great love the pool clean room and staff was great "

[](https://expedia.ca/Tampa-Hotels-Hotel-South-Tampa-Suites.h21685.Hotel-Information)

![Holiday Inn Express & Suites Tampa Stadium – Airport Area by IHG](//images.trvl-media.com/lodging/1000000/10000/3600/3530/db84dfc1_y.jpg)

### Holiday Inn Express & Suites Tampa Stadium – Airport Area by IHG

10/10 Excellent

"Wonderful breakfast. Nice room Great place to stay"

[](https://expedia.ca/Tampa-Hotels-Airport-Inn.h3530.Hotel-Information)

![RumFish Beach at TradeWinds](//images.trvl-media.com/lodging/1000000/10000/8600/8544/37eb40ec_y.jpg)

### RumFish Beach at TradeWinds

10/10 Excellent

"Loved this resort. Food was great. Bartenders fun! Beach is beautiful! Got what we paid for plus! Would prefer if the pool by bar was adults only. "

[](https://expedia.ca/St-Petersburg-Clearwater-Hotels-RumFish-Beach-Resort-By-TradeWinds.h8544.Hotel-Information)

![DoubleTree by Hilton Tampa Rocky Point Waterfront](//images.trvl-media.com/lodging/1000000/10000/1400/1366/4c0da1ef_y.jpg)

### DoubleTree by Hilton Tampa Rocky Point Waterfront

10/10 Excellent

"Everyone was really nice and helpful. Rooms were great."

[](https://expedia.ca/Tampa-Hotels-DoubleTree-By-Hilton-Tampa-Rocky-Point-Waterfront.h1366.Hotel-Information)

![Hilton Clearwater Beach Resort & Spa](//images.trvl-media.com/lodging/1000000/30000/28100/28023/da46d3f6_y.jpg)

### Hilton Clearwater Beach Resort & Spa

10/10 Excellent

"Excellent service including Taylor, Eric, & Larry. Fantastic access to the beach. "

[](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Hilton-Clearwater-Beach-Resort-Spa.h28023.Hotel-Information)

![Wyndham Grand Clearwater Beach](//images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/3e998290_y.jpg)

### Wyndham Grand Clearwater Beach

10/10 Excellent

"Excellent accommodation, staff were friendly & so helpful. "

[](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Wyndham-Grand-Clearwater-Beach.h15914352.Hotel-Information)

## Find out more about Gulfport

## Gulfport Villas information

| Number of reviews | 528 |
| --- | --- |
| Accommodation | 240 Villas |
| Lowest Price | CA $318 |
| Highest Price | CA $1,559 |

## Frequently asked questions

### How much do villas in Gulfport cost?

> Rates for villas in Gulfport range between CA $318 and CA $1,559 per night. No matter your budget, you're sure to find someplace that fits the bill with Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

### How many villas are there in Gulfport?

> Claim your vacation time and pick from 240 villas in Gulfport. For a family trip, a romantic break and everything in between, Expedia can help you find the perfect space in just a few clicks.

### Why book your villa in Gulfport with Expedia?

> Reserving a villa in Gulfport is as easy as deciding on your travel dates and selecting a place that checks your boxes. On the lookout for something low cost or luxurious, or a stay that also has a pool and free WiFi? Use Expedia's search filters to narrow your results and find the ideal fit at the right price.

### How can I find cheap villas in Gulfport?

> The simplest way to locate cheap villas in Gulfport is with Expedia's filter tool. Narrow down your search by budget, star rating and amenities to nab unbeatable bargains in only a few keystrokes.

### What is there to do near my villa in Gulfport?

> The most useful travel accessory is a well-thought-out travel plan. [Gulfport Beach](https://www.expedia.ca/Gulfport-Beach-St-Petersburg-Clearwater.d553248635975749131.Vacation-Attraction) is a terrific place to begin your exploration of Gulfport.

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-   [Hotels & Resorts for Couples in United Central](https://www.expedia.ca/United-Central-St-Petersburg-Clearwater-Hotels-Couples-Resorts-Hotels.0-n553248635976470226-0-tCouplesResortsHotels.Travel-Guide-Filter-Hotels)
-   [Shopping Hotels in United Central](https://www.expedia.ca/United-Central-St-Petersburg-Clearwater-Hotels-Shopping-Hotel.0-n553248635976470226-0-tShoppingHotel.Travel-Guide-Filter-Hotels)

-   [Boca Ciega Bay Aquatic Preserve](https://www.expedia.ca/Boca-Ciega-Bay-Aquatic-Preserve-St-Petersburg-Clearwater.d553248621558033509.Vacation-Attraction)
-   [Visit Bahia Shores](https://www.expedia.ca/St-Petersburg-Clearwater-Bahia-Shores.dx553248635976471671)
-   [Visit Maximo Moorings](https://www.expedia.ca/St-Petersburg-Clearwater-Maximo-Moorings.dx553248635976471434)

-   [Book Villas in Gulfport on Expedia.com](https://www.expedia.com/Gulfport-Villas.d111392-aaVillas.Travel-Guide-Accommodation)