Title: Book the Best Breezeswept Beach Estates FAMILY FRIENDLY Hotels from CA $158 - Kid-Friendly Hotels in Breezeswept Beach Estates, Summerland Key | Expedia.ca [Flights to Summerland Key](https://expedia.ca/Cheap-Flights-To-Summerland-Key.d6177802.Travel-Guide-Flights)[Things to do in Summerland Key](https://expedia.ca/Things-To-Do-In-Summerland-Key.d6177802.Travel-Guide-Activities)[Breezeswept Beach Estates Car Rentals](https://expedia.ca/Car-Rentals-In-Breezeswept-Beach-Estates.d553248635976468855.Car-Rental-Guide)[Breezeswept Beach Estates Vacations](https://expedia.ca/Breezeswept-Beach-Estates.d553248635976468855.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/family_friendly.jpeg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Family Hotels in Breezeswept Beach Estates, Summerland Key from CA $158 ![](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 Breezeswept Beach Estates Family Hotels Tonight [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976468855&startDate=2025-10-25&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) Tomorrow [Oct 26 - Oct 27](https://www.expedia.ca/Hotel-Search?regionId=553248635976468855&startDate=2025-10-26&endDate=2025-10-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976468855&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976468855&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) ## Top Breezeswept Beach Estates Family Hotels ![Suite, 1 Bedroom, Kitchen, Sea Facing | Beach/ocean view](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/6492712a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/9585f19f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 2 Bedrooms, Ocean View | Terrace/patio](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/75ac6ed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/0a8ded52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Parmer's Resort Summerland Key 9.0/10 Wonderful (1003) "Excellent laid back property. Close to a good restaurant " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jane CA $156 CA $221 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Little-Torch-Key-Hotels-Parmers-Resort.h5561465.Hotel-Information) ![Outdoor pool, open 8:30 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/4789acd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 Bedroom Aqualodge # 6 Tarpon | Living area](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/dee083de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/1bf38821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![New Deluxe Duplex Unit, 1 Queen Bed, Unit C | Private kitchen](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/3b24927e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Wooden Bridge Resort and Marina Punta Brisa 8.6/10 Excellent (261) "I love this place!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Greg CA $129 CA $343 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/25000000/24110000/24101800/24101706/1b2ea44f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/25000000/24110000/24101800/24101706/046d7acc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/25000000/24110000/24101800/24101706/e1765627.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/25000000/24110000/24101800/24101706/9f64224f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Isla Bella Beach Resort & Spa Marathon 9.2/10 Wonderful (1052) "Beautiful and on the top of our list in the Keys ! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathy CA $339 CA $461 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Marathon-Hotels-Isla-Bella-Beach-Resort-Spa.h24101706.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/14000000/13210000/13209500/13209442/b9320de6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, soundproofing, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/14000000/13210000/13209500/13209442/f0cbd748.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/14000000/13210000/13209500/13209442/44936e56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/14000000/13210000/13209500/13209442/bf541532.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Knight's Key Suites Marathon 9.0/10 Wonderful (1153) "Room were clean and staff was very helpful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leonard CA $113 CA $158 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Marathon-Hotels-Captain-Pips-At-Knights-Key-Inn.h13209442.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/63d12f01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/9eff678c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, pool views ](https://images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/974f08a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, 2 Queen Beds | Terrace/patio](https://images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/13570c88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Looe Key Reef Resort Summerland Key 7.4/10 Good (1001) "We enjoyed our three night stay. We dived Looe Key reef every day through their dive shop. Safe shallow diving with excellent storage, easy access and excellent staff. Left the afternoon/evening open to relax or go into town. About 50 minutes from Key West. Recommend car rental for your stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Timothy CA $222 CA $250 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Ramrod-Key-Hotels-Looe-Key-Reef-Resort.h4759500.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19710000/19709400/19709378/673fe9bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/20000000/19710000/19709400/19709378/356d9302.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/20000000/19710000/19709400/19709378/94858c4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, beach towels](https://images.trvl-media.com/lodging/20000000/19710000/19709400/19709378/f3afeb85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upscale Luxury House on Open Water Gated Community, Dock, Pool, Kayaks, Bikes Cudjoe Key 9.8/10 Exceptional (238) "Lovely property. Well equipped, nicely decorated, perfect for our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen M. CA $490 CA $1,144 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Summerland-Key-Hotels-Gated-Community-On-Open-Water-With-Dock.h19709378.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/91000000/90020000/90010100/90010009/e0161319.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/91000000/90020000/90010100/90010009/f6a09985.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90020000/90010100/90010009/9443bf1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90020000/90010100/90010009/a6150bdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spanish Queen @Venture Out, Cudjoe Key Cudjoe Key 9.4/10 Exceptional (19) "We enjoyed our stay at venture out at the Spanish main residence it was lovely and we are going to return again next year" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) susan l. CA $490 CA $956 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Cudjoe-Key-Hotels-Spanish-Queen-Venture-Out.h90010009.Hotel-Information) ![Children's area](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413504/c3e9677e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413504/w1719h1144x6y0-9b572dbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413504/4b59c6b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413504/ccc6991c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### One of the very few beach houses with a daily, rental license in the Keys. Summerland Key 8.8/10 Excellent (64) "My family and I had an incredible stay. We utilized every available component of the home including the dock. Property manager provided us with 2 available free ramps to drop off our jet-skis. We settled on the ramp located on Blimp Road, which was a 10 minute drive and 15-20 minute ride on the skis. We were able to tie off our skis our whole stay with no issues. Home was exactly as disclosed and worked great for our family. Communication was great, with quick respond time. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yissel W. CA $754 CA $1,841 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Summerland-Key-Hotels-Acreage-Beach-House-W-Pool-Billiards.h38413504.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=2025-11-08&endDate=2025-11-09®ionId=553248635976468855&adults=2&travelerType=family_friendly&sort=RECOMMENDED&openPlayBack=true) ## Top Breezeswept Beach Estates Hotel Reviews ![Knight's Key Suites](//images.trvl-media.com/lodging/14000000/13210000/13209500/13209442/5fa8d60e_y.jpg) ### Knight's Key Suites 10/10 Excellent "I am having a great experience with this property. Most definitely coming more often and staying here again ." [](https://expedia.ca/Marathon-Hotels-Captain-Pips-At-Knights-Key-Inn.h13209442.Hotel-Information) ![Old Wooden Bridge Resort and Marina](//images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/92962431_y.jpg) ### Old Wooden Bridge Resort and Marina 10/10 Excellent "This was a very unique experience and fun. It’s a little floating house with quiet streets nearby to walk and see all the beautiful deer. " [](https://expedia.ca/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information) ![Looe Key Reef Resort](//images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/63d12f01_y.jpg) ### Looe Key Reef Resort 8/10 Good "We enjoyed our three night stay. We dived Looe Key reef every day through their dive shop. Safe shallow diving with excellent storage, easy access and excellent staff. Left the afternoon/evening open to relax or go into town. About 50 minutes from Key West. Recommend car rental for your stay" [](https://expedia.ca/Ramrod-Key-Hotels-Looe-Key-Reef-Resort.h4759500.Hotel-Information) ![Parmer's Resort](//images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/6492712a_y.jpg) ### Parmer's Resort 10/10 Excellent "Everything was sweet! Clean, breakfast good, property organized and boys at front desk very nice and polite! Excellent! Will definitely consider going back" [](https://expedia.ca/Little-Torch-Key-Hotels-Parmers-Resort.h5561465.Hotel-Information) ![Sugar Loaf Lodge](//images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/95d2903e_y.jpg) ### Sugar Loaf Lodge 10/10 Excellent "This was an excellent value for the price - the room was spacious and clean, the property was quiet. There was a beautiful view with a balcony. I could not have been happier with my experience!" [](https://expedia.ca/Sugarloaf-Key-Hotels-Sugar-Loaf-Lodge.h3918121.Hotel-Information) ![Sunshine Key RV Resort & Marina](//images.trvl-media.com/lodging/7000000/6950000/6940600/6940514/edd108d5_y.jpg) ### Sunshine Key RV Resort & Marina 10/10 Excellent "Perfect " [](https://expedia.ca/Big-Pine-Key-Hotels-Sunshine-Key-RV-Resort-Marina.h6940514.Hotel-Information) ## Frequently asked questions ### What's Breezeswept Beach Estates like for family-friendly vacations? > The destination of Breezeswept Beach Estates is a good option if you've been considering a getaway with the kids. There are some interesting activities the entire family might enjoy. Arrange a flight into Marathon, FL (MTH-Florida Keys Marathon), which is located 22.7 mi (36.5 km) from the center of Breezeswept Beach Estates. ### What's there to see and do with your family in Breezeswept Beach Estates? > While you and your family are vacationing in Breezeswept Beach Estates, you might want to visit some family-friendly attractions such as Big Pine Key Flea Market and Blue Hole. 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