For the 50+ Traveler

It’s always great to spend time with the special people in your life. Life gets busy, but I think it’s important to spend more time with those people who are important to us. While it’s always great to hang out together at home, there’s something special about bonding with friends and family on a getaway. One of my favorite places to get away to is South Florida. I especially like the Boca Raton and Delray Beach areas.

The Boca Raton area is my go-to when I travel to Florida. Staying near Boca means you can visit Delray Beach, Deerfield Beach, and Hillsboro with no problem as they’re all right in the same area on the East coast of South Florida. The Boca Raton/Delray Beach area is easy to get to as well because you have your choice of two great airports. Boca Raton and Delray Beach are located in between Palm Beach International Airport and Fort Lauderdale Airport; each is no more than a 30-minute drive.

A group of us recently decided to go down to the Boca Raton area for some R and R and warm weather! We all wanted to stay together so we needed a place that slept at least 6, preferably 8-10 or more in case some of our adult kids decided to join us. We also wanted a pool and it had to cost less than $700 per night.

That price point worked for us because there were 4 families splitting the cost so it would end up costing about $175 to $200 per person per night with tax. We found many fabulous houses that fit the bill. I share our best finds below.

Editor’s Note: For inspiration on vacationing in the area, consider The Best Things To Do In Delray Beach, Florida, Plus Where To Eat And Stay.

1. Waterfront Oasis With Boat Dock

Location: Hillsboro Beach

Price Per Night: $450 per night

4 Beds/2 Baths/Sleeps 8

Your whole family will love this spacious waterfront home in Hillsboro Beach. Inside, this private home offers a contemporary kitchen and plenty of space to unwind. There’s even a game room so you’ll have space to play at “home”! Outside, you’ll enjoy the custom-built covered patio with two outdoor flat-screen TVs, two fire pits, and a heated pool. Plus, you’ll even have your own private boat dock.

Two-story penthouse, ocean front condo.

2. Two-Story Penthouse Oceanfront Condo

Location: Deerfield Beach

Price Per Night: $450 per night

4 Beds/5 Baths/Sleeps 14

Get ready to indulge in this spacious 3,000 square foot, oceanfront condo. With two floors, your whole group will have plenty of room to spread out. It’s all about location, location, location with this great condo! This property is directly across the street from beautiful Deerfield Beach. And, for relaxation, you’ll have your own huge, 1,500 square foot private terrace and also access to a refreshing pool. Plus, pets are welcome here, too!

HGTV Design Star home.

3. HGTV Design Star Home

Location: Boca Raton

Price Per Night: $306 per night

3 Beds/2 Baths/Sleeps 8

You’ll love this luxurious space with high-end furnishings. This exclusive home is situated in an upscale Boca Raton neighborhood and is complete with a brand new heated pool, stainless steel barbecue, and a beautiful outdoor space. And, it’s located only eight blocks from the beach! Plus, shopping and dining at Mizner Park and Boca Raton Town Center Mall are super close.

Modern waterfront beach home.

4. Modern Home On The Water

Location: Deerfield Beach

Price Per Night: $499 per night

3 Beds/2Baths/Sleeps 8

This waterfront Deerfield Beach home is only two blocks from all the action in Deerfield including the beach and outdoor dining! You’ll love the modern, updated feel of the interior, which is stocked with everything you need to enjoy your vacation. And, you can even bring your boat because the home offers its own private boat dock and has ocean access. Plus, there’s a nice pool and fun tiki hut so you can have a great time without leaving this beautiful rental.

Designer all-suite-beach condo.

5. Designer All-Suite Beach Condo

Location: Deerfield Beach

Price Per Night: $470 per night

3 Beds/2.5 Baths/Sleeps 6

This gorgeous condo is the ultimate hideaway for your beach vacation. The condo offers three balconies where you can relax while overlooking the infinity pool and taking in the ocean breeze. The interior space is decorated in lots of white and cream colors and all the windows let in tons of natural light. As far as location, it’s only a 5-minute walk to beautiful downtown Deerfield Beach, so you’ll be within walking distance of the beach and lots of restaurants.

6. Amazing Waterview Home With Avocado Tree

Location: Deerfield Beach

Price Per Night: $400 per night

3 Beds/3 Baths/Sleeps 6

With over 2,000 square feet of modern living, this beautiful modern home is stunning. Thanks to the modern layout, each bedroom has plenty of privacy, but there’s also lots of gathering space so you can all spend time together. Outside, there’s a gorgeous kidney-shaped pool surrounded by lush landscaping and even an avocado tree. This splendid home is located on a canal and has plenty of outside seating where you can take in the views of the other nearby canals.

Private and luxurious home with pool.

7. Private And Luxurious Home

Location: Delray Beach

Price Per Night: $410 per night

3 Beds/3 Baths/Sleeps 6

This light and airy home is a gem in Delray Beach. This magnificent home offers exquisite touches inside and out including a well-appointed kitchen, lush linens in each of the three private bedrooms, and plenty of gathering space. The master suite even has French doors leading to a private outdoor seating area complete with pergola. Also, outside you’ll have fun hanging out around the beautiful pool surrounded by all the tropical landscaping. The location is also magnificent, as it’s less than two blocks to Atlantic Ave.

Three bedroom home with heated salt water pool.

8. Three Bed With Heated Salt Water Pool

Location: Delray Beach

Price Per Night: $400 per night

3 Beds/2.5 Baths/Sleeps 8

This gorgeous 2,000 square foot home has three bedrooms and two living areas, so there’s plenty of room to relax. The villa sits on a corner lot and offers a tropical paradise backyard complete with Weber grill, saltwater pool, and a remote-controlled Jacuzzi! In addition, the home offers a state-of-the-art whole-house duct purification system to provide cleaner air throughout. Plus, the location is really good -- only 1 mile to the trendy Atlantic Ave for tons of shopping and dining options. A huge plus for this property is that the city of Delray is offering free on-demand transportation to downtown areas, so you really don’t need a car if you’re heading downtown or to the beach.

Gorgeous modern pool house.

9. The Pool House

Location: Delray Beach

Price Per Night: $450 per night

4 Beds/2 Baths/Sleeps 8

Check out this modern, gorgeous home in the heart of Delray Beach. We love the open floorplan and the abundant natural light that brings the outdoors in. Inside, many of the furnishings, including all the mattresses, are brand new. And, the location is fabulous, with Atlantic Ave and the beach both less than two miles away. Of course, you’ll love the convenience of having a pool right in your own backyard so you can cool off anytime!

Oceanfront Hillsboro beach villa.

10. Hillsboro Beach Villa

Location: Hillsboro Beach

Price Per Night: $400 per night

2 Beds/2 Baths/Sleeps 6

Located in Hillsboro Beach, this unique villa offers a perfect vacation spot for you and your family. The villa’s top point is its unbelievable oceanfront location. You’ll have your own private-feeling beach here with plenty of room to soak in the sun and relax. It’s actually a two-tiered beach, so you can choose your spot depending on how close you want to be to the water. Either way, you’ll be in a very uncrowded, serene area. If you do tire of the beach, you can enjoy the on-site heated swimming pool. In fact, you can switch off and go from pool to beach, depending on your mood!

The villa itself is on the smaller side but has two bedrooms, two baths, and a full kitchen, so you’ll have everything you need here. If you feel like heading out to explore the area, Deerfield Beach is within walking distance, so you’ll have access to multiple restaurants if you don’t feel like cooking. The Deerfield Beach fishing pier is also a stone’s throw away.