Title: Book the Best Hotels with POOL in Holmes Beach in 2026 | Expedia.ca [Hotels in Holmes Beach](https://expedia.ca/Holmes-Beach-Hotels.d55128.Travel-Guide-Hotels)[Vacation Rentals in Holmes Beach](https://expedia.ca/Holmes-Beach-Vacation-Rentals.d55128.Travel-Guide-VacationRentals)[Flights to Holmes Beach](https://expedia.ca/Cheap-Flights-To-Holmes-Beach.d55128.Travel-Guide-Flights)[Holmes Beach Car Rentals](https://expedia.ca/Car-Rentals-In-Holmes-Beach.d55128.Car-Rental-Guide)[Holmes Beach Vacation Packages](https://expedia.ca/Holmes-Beach.d55128.Destination-Travel-Guides) ![I found the end of the rainbow.](https://images.trvl-media.com/place/55128/74cdbba3-14bd-4079-b795-c318a8e7afca.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Dan Rose ![](https://images.trvl-media.com/place/55128/74cdbba3-14bd-4079-b795-c318a8e7afca.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 availability on Holmes Beach Hotels with a Pool Tonight [Feb 9 - Feb 10](https://www.expedia.ca/Hotel-Search?regionId=55128&startDate=2026-02-09&endDate=2026-02-10&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 10 - Feb 11](https://www.expedia.ca/Hotel-Search?regionId=55128&startDate=2026-02-10&endDate=2026-02-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=55128&startDate=2026-02-13&endDate=2026-02-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=55128&startDate=2026-02-20&endDate=2026-02-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Holmes Beach hotels with a pool ![Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/53c59f19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/2b81b23e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Room | Garden view](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/222a0692.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 Bedroom King Suite](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/e544b582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Haley's at The Anna Maria Island Inn [](https://www.expedia.ca/Sarasota-Hotels-Haleys-Couples-Retreat.h897646.Hotel-Information) Holmes Beach 8.6/10 Excellent (425 reviews) CA $289 CA $366 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Sarasota-Hotels-Haleys-Couples-Retreat.h897646.Hotel-Information) ![Oceanfront Pool View 2 Queen Island Room | Terrace/patio](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/1ab72d21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oceanfront Luxury 1 Bedroom King Suite | Living area](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/60855949.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oceanfront 1 Bedroom King Suite | View from room](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/d857bfd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oceanfront Pool View 2 Queen Island Room | View from room](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/9026fa29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Beach Resort [](https://www.expedia.ca/Holmes-Beach-Hotels-Anna-Maria-Beach-Resort.h73250924.Hotel-Information) Holmes Beach 9.4/10 Exceptional (304 reviews) - Oceanfront pool paradise with white sand beach access and private cabanas for a luxury coastal getaway. CA $482 CA $611 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Holmes-Beach-Hotels-Anna-Maria-Beach-Resort.h73250924.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/8e2ea5a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/052fa09b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/459a56f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, white sand](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/0d4c4896.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Alamanda Villas [](https://www.expedia.ca/Holmes-Beach-Hotels-Alamanda-Villas.h120114144.Hotel-Information) Holmes Beach 9.4/10 Exceptional (6 reviews) CA $313 CA $629 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Holmes-Beach-Hotels-Alamanda-Villas.h120114144.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/23e5431b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/e8c660d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Condo, Garden View](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/129b6c58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/8d74afd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palm Tree Villas [](https://www.expedia.ca/Sarasota-Hotels-Palm-Tree-Villas.h5411119.Hotel-Information) Holmes Beach 9.2/10 Wonderful (172 reviews) - Soak up the Florida sun in this boutique apartment with a pristine outdoor pool and beach access. [](https://www.expedia.ca/Sarasota-Hotels-Palm-Tree-Villas.h5411119.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/95000000/95000000/94993900/94993833/f850ee3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/95000000/95000000/94993900/94993833/1585d5d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Two-King One-Bedroom Suite](https://images.trvl-media.com/lodging/95000000/95000000/94993900/94993833/0a78afbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Room](https://images.trvl-media.com/lodging/95000000/95000000/94993900/94993833/61806118.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Driftwood at Anna Maria Island Inn [](https://www.expedia.ca/Holmes-Beach-Hotels-Driftwood-At-Anna-Maria-Island-Inn.h94993833.Hotel-Information) Holmes Beach 8.6/10 Excellent (83 reviews) CA $316 CA $401 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Holmes-Beach-Hotels-Driftwood-At-Anna-Maria-Island-Inn.h94993833.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119120000/119110100/119110077/171b2253.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119120000/119110100/119110077/f5c055a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/120000000/119120000/119110100/119110077/15239ec8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/120000000/119120000/119110100/119110077/5133eb49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachside Condo, Anna Maria FL, King Bed 1st Floor [](https://www.expedia.ca/Holmes-Beach-Hotels-Beachfront-Condo-Anna-Maria-FL-King-Bed-Unit-3.h119110077.Hotel-Information) Holmes Beach 9.0/10 Wonderful (2 reviews) CA $272 CA $1,208 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Holmes-Beach-Hotels-Beachfront-Condo-Anna-Maria-FL-King-Bed-Unit-3.h119110077.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/91000000/90160000/90158800/90158762/471cb487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/91000000/90160000/90158800/90158762/74009016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/91000000/90160000/90158800/90158762/72d00710.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers](https://images.trvl-media.com/lodging/91000000/90160000/90158800/90158762/0552435c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa-style condo with pool and beach access - Condo 8 [](https://www.expedia.ca/Holmes-Beach-Hotels-Villa-Style-Condo-With-Pool-And-Beach-Access-Condo-8.h90158762.Hotel-Information) Holmes Beach 9.4/10 Exceptional (159 reviews) CA $314 CA $566 total includes taxes & fees Feb 21 - Feb 22 [](https://www.expedia.ca/Holmes-Beach-Hotels-Villa-Style-Condo-With-Pool-And-Beach-Access-Condo-8.h90158762.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/102000000/101590000/101588800/101588770/47773235.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101590000/101588800/101588770/e64016d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/102000000/101590000/101588800/101588770/53563a8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101590000/101588800/101588770/f1060e2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous 1 Bed Condo! Beachside with Shared Pool, Near Shops! [](https://www.expedia.ca/Holmes-Beach-Hotels-Fun-And-Updated-1-Bedroom-Condo-Beachfront-Complex-With-Shared-Pool.h101588770.Hotel-Information) Holmes Beach 9.2/10 Wonderful (19 reviews) CA $289 CA $862 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Holmes-Beach-Hotels-Fun-And-Updated-1-Bedroom-Condo-Beachfront-Complex-With-Shared-Pool.h101588770.Hotel-Information) ![Outdoor pool, open 8:00 AM to 8:00 PM, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/3dbc6848.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/5084dcca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/03108394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/a77d9f1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bali Hai Beachfront Resort and Spa [](https://www.expedia.ca/Sarasota-Hotels-Bali-Hai-Beach-Resort.h36286167.Hotel-Information) Holmes Beach 8.6/10 Excellent (654 reviews) - Dive into tropical serenity with a poolside paradise offering free cabanas and beachfront bliss. CA $638 CA $807 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Sarasota-Hotels-Bali-Hai-Beach-Resort.h36286167.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/125000000/124760000/124753000/124752998/9da6f220.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/125000000/124760000/124753000/124752998/bd5c568f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/125000000/124760000/124753000/124752998/54e05563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/125000000/124760000/124753000/124752998/ca99f773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New! Heated Pool\~Steps to the Beach/Shops\~Starfish [](https://www.expedia.ca/Holmes-Beach-Hotels-New-Heated-PoolSteps-To-The-BeachShopsStarfish.h124752998.Hotel-Information) Holmes Beach CA $410 CA $923 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Holmes-Beach-Hotels-New-Heated-PoolSteps-To-The-BeachShopsStarfish.h124752998.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=2026-02-23&endDate=2026-02-24®ionId=55128&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Holmes Beach Ocean view Breakfast included 4 stars Hot tub 5 stars ## Top Holmes Beach Hotel Reviews ![Haley's at The Anna Maria Island Inn](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/fc900ac2_y.jpg) ### Haley's at The Anna Maria Island Inn 10/10 Excellent "Close nice walk to that beautiful beach. Place was clean and inviting. Loved our time there " [](https://expedia.ca/Sarasota-Hotels-Haleys-Couples-Retreat.h897646.Hotel-Information) ![Waterline Villas & Marina, Autograph Collection](https://images.trvl-media.com/lodging/16000000/15740000/15739500/15739491/c50d8ef8_y.jpg) ### Waterline Villas & Marina, Autograph Collection 10/10 Excellent "The room was beautiful and the staff very friendly. It’s also in an excellent location to walk to the beach and local shops/places to eat" [](https://expedia.ca/Sarasota-Hotels-Waterline-Marina-Resort-Beach-Club.h15739491.Hotel-Information) ## Frequently asked questions ### What's it like visiting Holmes Beach? ### What are some hotels with pools in Holmes Beach? ### How many pool hotels will I be able to find in Holmes Beach? ### What is there to see and do in Holmes Beach? ### When is the best time to book a hotel with a pool in Holmes Beach? ## Explore a world of travel with Expedia - Lodging - More ways to book - [Beach Hotel Hotels in Anna Maria Island ](https://www.expedia.ca/Anna-Maria-Island-Hotels-Beach-Hotel.0-0-d553248622847118534-tBeachHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in Anna Maria Island ](https://www.expedia.ca/Anna-Maria-Island-Hotels-Casino-Hotel.0-0-d553248622847118534-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Anna Maria Island ](https://www.expedia.ca/Anna-Maria-Island-Hotels-Cheap-Hotels.0-0-d553248622847118534-tCheapHotels.Travel-Guide-Filter-Hotels) - 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