
Fitness-friendly holiday rentals in Chesapeake
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Top-rated fitness-friendly rentals in Chesapeake
Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness and more.

NEW! Sunset Bay- Gorgeous Bay and Sunset Views.
Welcome to your perfect Sandbridge escape - Sunset Bay. This beautifully updated 2 bedroom, 2 bathroom oceanfront condo offers the ideal blend of coastal comfort and modern style. It was recently renovated from top to bottom. From the furnishings and décor to the fresh paint and finishes, it creates a bright, clean, and welcoming space for your stay. The highlight of the condo is the stunning wall of windows and balcony overlooking the bay, showcasing breathtaking sunset views each evening. Relax with a drink as the evening sky lights up in vibrant colors, or enjoy your coffee in the peaceful mornings watching the water come alive. Both bedrooms are designed for comfort and relaxation, making this condo perfect for families, couples, or friends traveling together. The open living and dining areas provide plenty of space to unwind after a day at the beach, while the oceanfront location means you’re just steps away from the sand and surf. The kitchen features granite countertops and stainless steel appliances. The essentials for cooking are provided: cookware, dinnerware, glassware, and utensils. Enjoy your meals at the dining table, or take advantage of the grills and seating in the courtyard. The Sanctuary at False Cape offers a resort feel with direct beach access, 3 swimming pools (seasonal), 2 fitness rooms, and 2 nearby restaurants. The complex (not the unit)is oceanfront and the beach can be accessed without crossing any roads. Beach chairs, as well as some other beach/pool supplies, are available for use in the private storage unit located at garage level. Jose Tequilas Mexican Grill and Bar is located on the property, and Baja Restaurant (closed for a few weeks during the winter season)is located across the street. *New* An arcade is now located in the A building (the building across from ours). It will be open Saturdays and Sundays 12-5 before Memorial Day and after Labor Day. During the summer season, it will be open 7 days a week 12-5. Set in the quiet and scenic Sandbridge community, this condo offers a true beach getaway with uncrowded beaches, natural surroundings, and easy access to outdoor adventures while still being a short drive from the attractions of Virginia Beach. We are located approximately 30 minutes away from the Virginia Beach Convention Center and the Virginia Beach Sports Complex. Whether you’re planning a relaxing retreat or a memorable coastal vacation, this oceanfront condo with stunning bay sunsets is the perfect place to call home. Important Notes: The minimum age to rent is 25. At least one person who is 25 years or older must be staying at the property for the duration of the rental. The Sanctuary at False Cape is a non-smoking property. Smoking (of any kind) is prohibited in the unit, on the balcony, and in the common areas of the property. Pets are not allowed. No parties or events allowed in the unit. Pools are managed by the condo association. They are typically open Memorial Day through Labor Day. Availability is subject to weather, maintenance, and/or repairs. The oceanfront restaurant/bar was owned and operated by a third party. It is currently closed indefinitely. The unit comes with one assigned/marked space. One additional unmarked space is available on a first come first served basis. Garage clearance is 6'8". Additional public parking is located next door at Little Island Park and Fishing Pier (fee applies).

Waterfront/Arcade/Fishing Fun
Escape the hustle and bustle of daily life and immerse yourself in the serene beauty of nature at this remarkable retreat. Nestled overlooking the Bay, this tranquil getaway offers a haven for relaxation and rejuvenation. Wake up to the gentle sights of seabirds and waves lapping against the shore as you sip your morning coffee on the pier or watch the amazing sunsets. Try your hand at fishing. Leisurely stroll, breathing in the crisp, salty air and feeling the warmth of the sun on your skin.

Sun & Fun! Ocean/Bay views /3 pools, gym, arcade
The VIEWS are EVERYTHING! You have to see it to believe it! This is a NEW listing. Please see my other property for reviews! I frequently travel for work, spending a lot of time in hotel rooms. I know the NECESSITIES! Relax with the whole family at this peaceful place to stay in Sandbridge! Wake up to the sun rise over the ocean and wind down with the sunset over the bay! This property is ON the beach with access to 3 pools, 2 gyms, local restaurants and much more! WE HAVE ADDED AN ARCADE!

Key Lime Cabana at Surfside
Check into Key Lime Cabana – Your Ultimate Beach Getaway! New 2025! Escape to the tranquility and adventure of Surfside at Sandbridge, a beautifully remodeled waterfront camper nestled at the southern tip of Virginia Beach. Surfside is surrounded by the serene Ocean and Back Bay, Key Lime Cabana offers the perfect blend of peaceful retreat and outdoor adventure. Just minutes from Back Bay Wildlife Refuge and a short bike ride to scenic trails, Book Now, for a one-of-a-kind beach experience.

The Sportman's Lodge
The Sportsman’s Lodge is a rustic and relaxing modern getaway with all the conveniences you are accustomed to but surrounded by the gorgeous Back Bay Wildlife Refuge. Enjoy the relaxing countryside at this waterfront property, while still being only a short drive away from Sand Bridge Beach. If you are looking to get away from the standard Virginia Beach Boardwalk tourist experience and get back to nature, this is the place for you. Free kayaking to Back Bay, access to fishing and crabbing.

Ocean & Bay Views - Newly Renovated! Local Family!
Just steps away from the sand, "Carolina on My Mind" is a 2b/2ba oceanside condo at the exclusive Sanctuary at False Cape, the only Oceanfront complex at Sandbridge in Virginia Beach. You'll enjoy a private patio with both Ocean and Back Bay views. The condo features a large open-concept living space, and a fully equipped gourmet kitchen, and high end finishes. Free access to all condo amenities, including free parking, 3 pools, grills, and a fitness center! Your beach vacation awaits!

3BR Coastal Townhome w/ Gym & Sauna |Near VB & OBX
Welcome to our spacious 3-story coastal townhome, centrally located between Virginia Beach and the Outer Banks. This 3BR, 2.5BA home features a bright open living area, fully equipped kitchen, and dining space. The first floor offers a cozy sitting area plus a private home gym with a one-person portable sauna. The third floor includes three bedrooms, including a primary suite with walk-in closet and ensuite bath. Washer and dryer provided. Perfect for weekend getaways, beach trips and more!

1 King Master BR. ⚡️Fast Wifi. 🔐 Easy Self Check In
Welcome to Casa de Curtin - a 1Br Apt. Oasis Perfect for Vacationing Couples! Downstairs features a full kitchen w/ dbl sink, refrigerator, washer, dryer, range, microwave, Keurig, table & chairs. The living room has a plush, oversized sofa & chair set & an HD TV w/ Firestick & fast WiFi. Upstairs has a spacious br w/ ceiling fan, central air & window unit + large full bth w/ fan. Smart locks make self check-in a breeze! Located close to VA Beach, ODU, & <1h drive to Williamsburg.

Bayside condo on the beach in Sandbridge
Welcome to Bayview Beauty, a luxury condo located in beautiful Sandbridge beach at the resort complex, the Sanctuary at False Cape. There are 3 onsite pools, 2 gyms, Viking grills in the courtyard, and an on-site restaurant. The resort is located right on the beach, so no roads to cross to get to the ocean and our spectacular beach. Our condo is bayside, with beautiful water views of the protected waters of the Back Bay. Enjoy summer breezes and stunning sunsets from a private balcony.

Island Lotus Yoga & Spa
A nature lover’s dream! Waterfront, ample natural light, serene beauty, and privacy can be all yours at our charming ranch right on the bay. The bay faces east, giving you the most breathtaking views of the sunrise and moonrise. Relax in the spa, adventure on kayaks, and chill and grill over the fire-pit. You’ll also local fresh eggs, and a private yoga class. Check us out on insta @islandlotusyoga! PS we’re not actually an island. Reach us by driving through Virginia Beach!

Ocean Escape
Ocean Escape, 4th floor condo in the luxuriously upscale Sanctuary Resort at False Cape in Virginia Beach, Virginia, breathtaking views of both the Atlantic Ocean and Back Bay and is a leisurely 100 step stroll to the beautiful beach and surf. Beach chairs, coolers, umbrellas, sand toys for the kids, boogie boards and two beach cruiser bikes. Community pool area, lounge furniture, and stainless steel gas grills. The elevator is just across from dedicated parking spot.

Waterfront Tiny Home-Pool-Kayak-Pets-Pickleball
Relax in comfort while enjoying water views so breathtaking it feels like you are on a boat! The most amazing sunsets in all of Sandbridge will be yours. Enjoy the best of both worlds – the beach and the bay – at your own private waterfront refuge. After enjoying the sun and surf at the beach, retreat to your own oasis to recharge while you soak up the views, take a paddle on the bay, or land the catch of the day! 180 degree bay views and incredible sunsets await.
Popular amenities for fitness-friendly rentals in Chesapeake
Fitness-friendly apartment rentals

Sojourn Ocean View Oasis Ocean & Bay Views

Beach Quarters Resort - The Continental Suite

Luxury Oceanfront 2BR Private Balcony Pool Kitchen

* Penthouse on Atlantic Ave* 2bdrm

Sunset Retreat

Ocean Sands-1BR/1BA -Oceanfront Views Balcony

Four Sails - 1B/1BA - X-Large Oceanfront Balcony!

2 Bedroom Ocean front, Ocean Beach Club Resort
Fitness-friendly apartment rentals

Beach When It’s Hot- Indoor Pool When It’s Not

No Shoes Retreat

Enjoy Sea Life! Steps to the Beach!

Oceanfront Penthouse: 3 Balconies & Resort Pools

Off The Hook-Luxury Cottage - Heart of Corolla!

NEW! Prime Location @Beach Club -Tranquil Seascape

The White Pearl A Modern 3 Bed w/Private Hot Tub!

Lewis Villa | 2 Min Walk to Beach + Heated Pool
Fitness-friendly house rentals

June specials Htd pool/hotub, firepit oceanview

The 1903 Beach Club at Whalehead - Corolla OBX

The Seahorse at Sandbridge - Baby Horses!

Corolla Light Resort, Hot Tub, Beach, Sound Access

Oceanside Heated Private Pool HotTub Dogs Welcome

Private Pool, Close to the Beach and Spacious!

Private Pool Hot Tub, Resort Amenities, Location!

Corolla Retreat w/ Views, Hot Tub & Amenities
When is the best time to visit Chesapeake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £67 | £70 | £74 | £76 | £77 | £86 | £96 | £94 | £67 | £73 | £85 | £83 |
| Avg. temp | 6°C | 7°C | 10°C | 16°C | 20°C | 25°C | 27°C | 26°C | 23°C | 18°C | 12°C | 8°C |
Quick stats about holiday rentals that are fitness-friendly in Chesapeake

Total holiday rentals
Explore 110 holiday rentals in Chesapeake

Nightly prices starting at
Chesapeake holiday rentals start at £7 per night before taxes and fees

Verified guest reviews
Over 2,840 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
110 of Chesapeake holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chesapeake rentals

4.8 Average rating
Chesapeake stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
Chesapeake’s top spots include Chrysler Museum of Art, Nauticus and Cinema Cafe-Greenbrier Mall
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- Fitness-friendly rentals Virginia
- Fitness-friendly rentals United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Corolla Beach
- Buckroe Beach
- Cape Charles Beachfront
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Grommet Island Park
- Norfolk Botanical Garden
- Outlook Beach
- Ocean Breeze Waterpark
- Kingsmill Resort
- Chrysler Museum of Art
- Old Dominion University
- First Landing Beach
- Nauticus
- Currituck Beach Lighthouse
- Neptune's Park
- Kiptopeke Beach
- Colonial Williamsburg's Merchants Square
- Regent University
- Virginia Zoological Park
- Virginia Living History Museum





