Title: Book the Best Hotels with TENNIS COURTS in Lesser Antilles in 2025 | Expedia.ca [Lesser Antilles Travel Guide](https://expedia.ca/Lesser-Antilles.dx3000655870)[Hotels in Lesser Antilles](https://expedia.ca/Lesser-Antilles-Hotels.d3000655870.Travel-Guide-Hotels)[Vacation Rentals in Lesser Antilles](https://expedia.ca/Lesser-Antilles-Vacation-Rentals.d3000655870.Travel-Guide-VacationRentals)[Flights to Lesser Antilles](https://expedia.ca/Cheap-Flights-To-Lesser-Antilles.d3000655870.Travel-Guide-Flights)[Lesser Antilles Car Rentals](https://expedia.ca/Car-Rentals-In-Lesser-Antilles.d3000655870.Car-Rental-Guide)[Lesser Antilles Vacation Packages](https://expedia.ca/Lesser-Antilles.d3000655870.Destination-Travel-Guides) ![Anguilla featuring rocky coastline, a beach and tropical scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/25000/25736-Anguilla.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Tennis Courts in Lesser Antilles ![](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 Lesser Antilles Hotels with Tennis Courts Tonight [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-10-13&endDate=2025-10-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-10-14&endDate=2025-10-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Lesser Antilles Hotels with Tennis Courts ![Exterior](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 outdoor pools, open 7:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/5ecb34d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 restaurants, breakfast, lunch, dinner served; barbecue](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/61d06472.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 restaurants, breakfast, lunch, dinner served; barbecue](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/9e796f89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Simpson Bay Resort, Marina & Spa Pelican Key 9.0/10 Wonderful (1396) "Great place to stay with family. " CA $128 CA $154 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/67b50717.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/4b190380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/79dad3d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/7b01c7b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Vacation Club Flamingo Beach St. Maarten Pelican Key 9.0/10 Wonderful (1275) "It was a nice stay and beautiful beachfront " CA $124 CA $167 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/7e74429d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; Mexican cuisine](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/fd994a2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/3712236a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/937793bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Villas at Simpson Bay Resort Simpson Bay 9.2/10 Wonderful (1266) "Great resort" CA $157 CA $189 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Simpson-Bay-Hotels-The-Villas-At-Simpson-Bay-Beach-Resort-And-Marina.h4553784.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/30000/23600/23522/5e7e9cb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/30000/23600/23522/f5d68ae9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, 1 King Bed | Living area](https://images.trvl-media.com/lodging/1000000/30000/23600/23522/ff69e156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/23600/23522/c65799c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jolly Beach Antigua - All-inclusive Jolly Harbour 7.2/10 Good (1011) "The staff , dining options and the beach were all great. " CA $215 CA $308 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Jolly-Harbour-Hotels-Jolly-Beach-Antigua-All-Inclusive.h23522.Hotel-Information) ![On the beach, white sand, free beach shuttle, beach cabanas](https://images.trvl-media.com/lodging/1000000/790000/787300/787219/b1e64d96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges, 2 beach bars, poolside bar](https://images.trvl-media.com/lodging/1000000/790000/787300/787219/1861eb4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/1000000/790000/787300/787219/b0fc67d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach bar](https://images.trvl-media.com/lodging/1000000/790000/787300/787219/ccafe451.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Buccaneer Beach & Golf Resort Christiansted 9.2/10 Wonderful (1004) "Beautiful views in every direction, amazing beaches, and delicious dining. The staff are wonderful." CA $358 CA $462 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Christiansted-Hotels-The-Buccaneer.h787219.Hotel-Information) ![Beach/ocean view](https://images.trvl-media.com/lodging/2000000/1010000/1001000/1000902/9bb76ea4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1010000/1001000/1000902/e1197bad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1010000/1001000/1000902/a6e188d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1010000/1001000/1000902/992631dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carlisle Bay Carlisle Bay 9.2/10 Wonderful (290) "It’s a wonderful hotel, thank you." CA $761 CA $980 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Carlisle-Bay-Hotels-Carlisle-Bay.h1000902.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/1000000/460000/456600/456549/43d05c50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Bedroom](https://images.trvl-media.com/lodging/1000000/460000/456600/456549/e61f6d9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 restaurants, breakfast, lunch, dinner served; Caribbean cuisine](https://images.trvl-media.com/lodging/1000000/460000/456600/456549/ce61e2cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/1000000/460000/456600/456549/61c0cdca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aurora Anguilla Resort & Golf Club Rendezvous Bay 9.6/10 Exceptional (172) "Awesome stay!!!" CA $553 CA $751 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Rendezvous-Bay-Hotels-Aurora-Anguilla-Resort-Golf-Club.h456549.Hotel-Information) ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/65000000/64650000/64649200/64649184/7df90a4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/65000000/64650000/64649200/64649184/bdac3681.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/65000000/64650000/64649200/64649184/a2fe0c35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, premium bedding, down comforters, memory foam beds](https://images.trvl-media.com/lodging/65000000/64650000/64649200/64649184/6bf39c0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Golden Rock Dive And Nature Resort Oranjestad 9.6/10 Exceptional (37) "Very nice place to stay." CA $489 CA $549 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Oranjestad-Hotels-Oasis-Golden-Rock-Dive-Nature-Resort.h64649184.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/530000/520300/520288/5f575b6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/1000000/530000/520300/520288/476e93fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, lunch, dinner served; Caribbean cuisine](https://images.trvl-media.com/lodging/1000000/530000/520300/520288/cbb25486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach nearby, free beach shuttle, free beach cabanas](https://images.trvl-media.com/lodging/1000000/530000/520300/520288/4aba3b74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Montpelier Plantation & Beach Charlestown 9.8/10 Exceptional (157) "Beautiful well maintained historic property. Staff were very friendly and helpful." CA $260 CA $330 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Charlestown-Hotels-Montpelier-Plantation-Beach.h520288.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/10000000/9790000/9780700/9780695/0a93554f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/10000000/9790000/9780700/9780695/54bd42a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/10000000/9790000/9780700/9780695/8fd292ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/10000000/9790000/9780700/9780695/7a5bf2f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cortsland Hotel St. John's 7.4/10 Good (136) "Good service, good place to work. We loved the holidays." CA $182 CA $258 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/St-Johns-Hotels-Cortsland-Hotel.h9780695.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=2025-10-27&endDate=2025-10-28®ionId=3000655870&adults=2&property_amenities_group_explore=tennis_on_site&sort=RECOMMENDED&openPlayBack=true) ## Top Lesser Antilles Hotel Reviews ![Hilton Vacation Club Flamingo Beach St. Maarten](//images.trvl-media.com/lodging/1000000/800000/796500/796441/67b50717_y.jpg) ### Hilton Vacation Club Flamingo Beach St. Maarten 10/10 Excellent "Lovely spot" [](https://expedia.ca/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information) ![The Westin St. Thomas Beach Resort & Spa](//images.trvl-media.com/lodging/1000000/170000/162200/162117/adea4f9b_y.jpg) ### The Westin St. Thomas Beach Resort & Spa 10/10 Excellent "Room was very clean and modern with an amazing ocean view. Staff was courteous and helpful. Convenient valet parking or taxi readily available. I surprised my husband with a trip to St. Thomas and this was our first time staying at the Westin. We will definitely stay here in the future. " [](https://expedia.ca/St-Thomas-Hotels-Marriott-Frenchmans-Reef-And-Morning-Star-Beach-Resort.h162117.Hotel-Information) ![Sonesta Maho Beach All Inclusive Resort Casino & Spa](//images.trvl-media.com/lodging/1000000/570000/565700/565666/9a0f47b8_y.jpg) ### Sonesta Maho Beach All Inclusive Resort Casino & Spa 10/10 Excellent "Celebrated my dad birthday and it was amazing !!! The food was great, the staff was sooooooo nice and helpful but most of all it was family friendly! They had an event going on every night & was kid friendly. Our family loved it !" [](https://expedia.ca/Lowlands-Hotels-Sonesta-Maho-Beach-All-Inclusive-Resort-Casino-Spa.h565666.Hotel-Information) ![Flamboyan on the Bay Resort and Villas](//images.trvl-media.com/lodging/3000000/2860000/2853900/2853873/7338697e_y.jpg) ### Flamboyan on the Bay Resort and Villas 10/10 Excellent "We really enjoyed this room. It’s not a high end resort but we absolutely loved to room and the view. Our next trip to St Thomas will definitely include the Flamboyan. " [](https://expedia.ca/St-Thomas-Hotels-Flamboyan-On-The-Bay-Resort-And-Villas.h2853873.Hotel-Information) ![The Villas at Simpson Bay Resort](//images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/7e74429d_y.jpg) ### The Villas at Simpson Bay Resort 10/10 Excellent "Everyone was very friendly and helpful. " [](https://expedia.ca/Simpson-Bay-Hotels-The-Villas-At-Simpson-Bay-Beach-Resort-And-Marina.h4553784.Hotel-Information) ![Emerald Beach Resort](//images.trvl-media.com/lodging/1000000/190000/185300/185218/4a925ac5_y.jpg) ### Emerald Beach Resort 10/10 Excellent "Great experience" [](https://expedia.ca/St-Thomas-Hotels-Emerald-Beach-Resort.h185218.Hotel-Information) ![Hilltop Villas at Bluebeard's Castle](//images.trvl-media.com/lodging/4000000/3880000/3876100/3876012/f1a61bdd_y.jpg) ### Hilltop Villas at Bluebeard's Castle 10/10 Excellent "The front desk staff was very pleasant ,assisted me at all times getting a taxi taxi " [](https://expedia.ca/St-Thomas-Hotels-Hilltop-Villas-At-Bluebeards-Castle-By-Capital-Vacations.h3876012.Hotel-Information) ![Simpson Bay Resort, Marina & Spa](//images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg) ### Simpson Bay Resort, Marina & Spa 10/10 Excellent "My stay was incredible no complaints about that. The room was nice and clean. The people were very friendly. My first complaint is about the parking when we came back from town in the afternoon there was absolutely no parking. We drove around like 4 time before we got a parking. My second complaint is that I had to wait too long to received back the deposit money. They should have a better system to deal with that." [](https://expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information) ![Jolly Beach Antigua - All-inclusive](//images.trvl-media.com/lodging/1000000/30000/23600/23522/5e7e9cb3_y.jpg) ### Jolly Beach Antigua - All-inclusive 10/10 Excellent "I think they should have more golf carts so we can ride around the neighborhood for rent or in the package deal all exclusive " [](https://expedia.ca/Jolly-Harbour-Hotels-Jolly-Beach-Antigua-All-Inclusive.h23522.Hotel-Information)