A tree-lined pathway with a building in the background.

Find Hotels with a Pool in Elkton, FL from CA $91

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Elkton Hotels with a Pool

Tonight
Sep 29 - Sep 30
Tomorrow
Sep 30 - Oct 1
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Elkton hotels with a pool

A swimming pool with lounge chairs and umbrellas, surrounded by trees and a fence.
A hotel lobby with a seating area, a kitchenette, a door, and a wall-mounted artwork.
A modern bathroom with a shower, a towel rack, and a handrail.
A modern bar area with a counter, seating, and various amenities.

1. Courtyard by Marriott St Augustine I-95

Courtyard by Marriott St Augustine I-95
St. Augustine
  • Splash into relaxation at this inviting hotel with an outdoor pool, hot tub, and fitness centre just steps from St. George Street.
CA $119
CA $133 total
includes taxes & fees
Oct 4 - Oct 5
Courtyard by Marriott St Augustine I-95
A swimming pool with a tiled edge, surrounded by palm trees and a patio area with outdoor furniture.
Room
A multi-story hotel with a central courtyard, palm trees, and a pool.
A spacious lobby with a grand piano, a seating area with a red sofa, and a decorative globe centerpiece.

2. Bliss By The Sea

Bliss By The Sea
Crescent Beach
  • Dive into crystal-clear waters just steps from the beach with two outdoor pools at this coastal escape.
CA $104
CA $116 total
includes taxes & fees
Oct 1 - Oct 2
Bliss By The Sea
A swimming pool with lounge chairs and a covered seating area, surrounded by a building with balconies and palm trees.
A sandy beach with footprints and the word "HOLIDAYS" written in the sand.
A hotel room with a bed, bedside table, chair, desk, and a view of the sea.
A historic building with two towers, arched windows, and a well-lit garden with palm trees.

3. Ocean Sands Beach Boutique Inn - 1 Acre Private Beach

Ocean Sands Beach Boutique Inn - 1 Acre Private Beach
Vilano Beach
  • Dive into coastal bliss with an outdoor pool, white sand beach access, and cabanas for ultimate relaxation.
CA $54
CA $222 total
includes taxes & fees
Sep 30 - Oct 1
Ocean Sands Beach Boutique Inn - 1 Acre Private Beach
A swimming pool with a lifeguard on duty, lounge chairs, and umbrellas.
A modern lobby with a reception desk, seating area, and a staircase leading to an upper level.
A patio with wicker furniture, a stone pillar, and a blue exterior wall.
A hotel room with a bed, a desk, a chair, a TV, a mini-fridge, a microwave, and a bathroom with a mirror and sink.

4. Best Western Plus St. Augustine I-95

Best Western Plus St. Augustine I-95
St. Augustine
  • Make a splash in the Florida sun at this Art Deco hotel's refreshing outdoor pool retreat.
CA $108
CA $121 total
includes taxes & fees
Oct 5 - Oct 6
Best Western Plus St. Augustine I-95
An aerial view of a rectangular swimming pool with a tiled deck, surrounded by palm trees and a covered seating area.
An aerial view of a beach with a long pier extending into the ocean, adjacent to a sandy shore with buildings and parked cars.
A bathroom with a toilet, shower, sink, and mirror.
A hotel with a pool, parking, and a view of the beach.

5. Ocean Breeze Inn

Ocean Breeze Inn
St. Augustine
  • Soak in sunshine at the oceanside outdoor pool offering a refreshing dip after beach adventures.
CA $82
CA $92 total
includes taxes & fees
Oct 29 - Oct 30
Ocean Breeze Inn
A pool area with a clear blue pool, lounge chairs, and red umbrellas.
A bathroom with a shower, toilet, sink, and mirror.
A restaurant with a counter, seating area, and a view of the street.
A reception area with a wooden reception desk, a sign for 'Americas Best Value Inn Ocean Inn', and a potted plant.

6. Americas Best Value Inn Ocean Inn

Americas Best Value Inn Ocean Inn
St. Augustine
  • Sun-kissed splendour awaits at the outdoor pool with free breakfast and beachside convenience.
CA $106
CA $118 total
includes taxes & fees
Sep 30 - Oct 1
Americas Best Value Inn Ocean Inn
A swimming pool with a white fence, lounge chairs, and a blue canopy.
A hotel room with two beds, a desk, and a kitchenette.
A two-story building with a white exterior and a brick staircase.
A building with a covered porch, outdoor lighting, and greenery.

7. Quality Inn St Augustine Historic District Area

Quality Inn St Augustine Historic District Area
Greater Fullerwood
  • Serene outdoor pool creates a relaxing oasis with loungers for soaking up the Florida sun.
CA $89
CA $99 total
includes taxes & fees
Oct 1 - Oct 2
Quality Inn St Augustine Historic District Area
View from property
A spacious bar area with hexagonal patterned flooring, wooden bar stools, and a long counter with a variety of bottles and glasses.
A building with multiple balconies and a covered walkway leading to the entrance.
A beach with waves at sunset.

8. Guy Harvey Resort on St Augustine Beach

Guy Harvey Resort on St Augustine Beach
St. Augustine
  • Dive into this beachside oasis with poolside dining and private white sand beach access.
CA $177
CA $197 total
includes taxes & fees
Oct 7 - Oct 8
Guy Harvey Resort on St Augustine Beach
A nighttime swimming pool area with lounge chairs, a fence, and a large tree.
A modern hotel room with a wooden floor, a desk with a chair, two green armchairs, a gray sofa, and a large window with curtains.
A courtyard with a fountain, palm trees, and outdoor seating.
A spacious living area with a large sectional sofa, a red armchair, and a black ottoman. There are two large windows providing natural light and a view of the outside.

9. Villa 1565

Villa 1565
Uptown
  • Dive into a refreshing oasis at this colonial St. George Street hotel with a pristine pool surrounded by historic charm.
CA $89
CA $99 total
includes taxes & fees
Oct 28 - Oct 29
Villa 1565
A hot tub with a metal ladder, surrounded by lounge chairs and a pool.
A hotel room with two beds, a painting on the wall, a lamp, and a wooden floor.
A building with a sign reading "Lobby" and a "Smart Stay Inn" mat at the entrance.
A bathroom with a large mirror, a sink, a hairdryer, a towel rack, and a soap dish.

10. The Smart Stay Inn

The Smart Stay Inn
St. Augustine
  • Splash into family fun with a sparkling outdoor pool and hot tub, just steps away from your room.
CA $107
CA $119 total
includes taxes & fees
Sep 30 - Oct 1
The Smart Stay Inn
View all properties

Choose what matters most at hotels with a pool in Elkton

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Elkton Hotel Reviews

Guy Harvey Resort on St Augustine Beach

Guy Harvey Resort on St Augustine Beach

10/10 Excellent
"I knew him as a famous artist, and the clothing line, but I had no idea before that he had resorts - turns out that this is the ONLY ONE!! Very nice place - and very well situated on a beautiful beach! Highly recommend, and we will be back there for sure!!"
Thomas 2-night trip
Posted 5 hours ago
Guy Harvey Resort on St Augustine Beach
Casa Monica Resort & Spa, Autograph Collection

Casa Monica Resort & Spa, Autograph Collection

8/10 Good
"The staff was very efficient and accommodating even after we had to change our room the first night due to lack of hot water. The property is undergoing some major renovations which wasn’t a problem. The only issue we had was housekeeping never came during our two night stay and I think it must’ve been an oversight."
Lisa 2-night trip
Posted 14 hours ago
Casa Monica Resort & Spa, Autograph Collection
The Ponce St. Augustine Hotel

The Ponce St. Augustine Hotel

10/10 Excellent
"Very good"
Jorge 2-night trip
Posted 15 hours ago
The Ponce St. Augustine Hotel
Regency Inn & Suites

Regency Inn & Suites

10/10 Excellent
"Staff were super friendly and helpful. Excellent location too."
Zachary 3-night trip
Posted 16 hours ago
Regency Inn & Suites
Villa 1565

Villa 1565

8/10 Good
"Breakfest was good but closed at 9:30 . Had to go and ask for fresh towels daily. It’s an older hotel so it’s par with others I’ve stayed in at Key West for example"
Nikola 3-night trip
Posted 19 hours ago
Villa 1565
The Bayfront Inn

The Bayfront Inn

8/10 Good
"For the likely age of the structure and its location along the waterfront, I found the property to be as expected. Despite a very slight musty smell upon entering the room which was not an issue once the air was turned up, I found the property to be clean and the staff accommodating. Unlike the bigger chains, there was seating available just outside the room for your comfort and enjoyment and there were other minor details which were also noted and appreciated. Breakfast was okay. Location was convenient and view was good. I also appreciated the quiet after 10pm."
Debra Debbie 1-night trip
Posted 21 hours ago
The Bayfront Inn
Hampton Inn St. Augustine Downtown Historic District

Hampton Inn St. Augustine Downtown Historic District

10/10 Excellent
"Excelente experiencia, todo limpio, con buen olor y un ambiente agradable"
Tania Fernandez 1-night trip
Posted 1 day ago
Hampton Inn St. Augustine Downtown Historic District
DoubleTree by Hilton St. Augustine Historic District

DoubleTree by Hilton St. Augustine Historic District

8/10 Good
"Staff was super friendly and the breakfast buffet was very good."
Gaston 1-night trip
Posted 1 day ago
DoubleTree by Hilton St. Augustine Historic District
Best Western Seaside Inn

Best Western Seaside Inn

10/10 Excellent
"Excellent stay. Room was very clean and looked out towards the ocean. Breakfast was excellent and had a rotating menu. Parking was free and very close. Loved the staff! Very helpful and knowledgeable about the area. We had a great time!"
Johnny 2-night trip
Posted 5 days ago
Best Western Seaside Inn

Frequently asked questions

What are some accommodations with pools in Elkton?
Guy Harvey Resort on St Augustine Beach: Hotel located near St. Augustine Beach. Features free self parking, an outdoor pool, and complimentary wireless internet access. DoubleTree by Hilton St. Augustine Historic District: Hotel, 12-minute walk from St. George Street. Offers complimentary bicycles, an outdoor pool, and complimentary wireless internet access. Best Western Seaside Inn: Hotel, 3-minute walk from St. Augustine Beach. Provides daily, an outdoor pool, and complimentary wired internet access. Courtyard by Marriott St. Augustine Beach: Hotel, 2-minute walk from St. Augustine Beach. Features a snack bar/deli, a pool, and complimentary wireless internet access. Hyatt Place St. Augustine/Vilano Beach: Hotel, 6-minute walk from Vilano Beach. Offers daily, an outdoor pool, and a beach shuttle.
What is there to see and do in Elkton?
Explore places like St. Augustine Beach while you're in the area. Make a point to visit attractions like Butler Beach and St. Augustine Pirate and Treasure Museum. You'll also discover lots of options for restaurants in Elkton.
When is the best time to book a hotel with a pool in Elkton?
Taking into account the local weather in Elkton can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 81°F, while the coldest months are January and February with an average of 62°F. Average annual precipitation for Elkton is 49 inches.

Explore a world of travel with Expedia