Title: Gulfport Villas from CA $318 | Expedia.ca [Hotels in Gulfport](https://expedia.ca/Gulfport-Hotels.d111392.Travel-Guide-Hotels)[Vacation Rentals in Gulfport](https://expedia.ca/Gulfport-Vacation-Rentals.d111392.Travel-Guide-VacationRentals)[Things to do in Gulfport](https://expedia.ca/Things-To-Do-In-Gulfport.d111392.Travel-Guide-Activities)[Gulfport Car Rentals](https://expedia.ca/Car-Rentals-In-Gulfport.d111392.Car-Rental-Guide)[Gulfport Vacation Packages](https://expedia.ca/Gulfport.d111392.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/5da927679049d13a2024528174329e6d.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Gulfport Villa Rentals from CA $318 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## 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®ionId=111392&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FGulfport-Villas.d111392-aaVillas.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FGulfport-Villas.d111392-aaVillas.Travel-Guide-Accommodation) ## 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. 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