
Fitness-friendly holiday rentals in Chesapeake
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Top-rated fitness-friendly rentals in Chesapeake
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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).

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!

OceanSands 1BR 1BA Oceanfront & Extras
Oceanfront 1bedroom, 1 bathroom. Features a bathroom with tub shower combination, kitchen, dining & living room with pull out sofa, bedroom with 6 ft deep balcony or patio. Units from 5.23- 5.30 have a walkout patio, not a balcony. Contact before booking if you have a preference. 21 or older with ID to check in. NO pets or smoking. Guests may enjoy use of bicycles, beach chairs, & aquarium or zoom admission with advanced request & a reservation of 2 or more days. This listing ONLY.

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!

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.

All 4 One | Beach Living
Come enjoy time at the beach in our seaside oasis! All4One is located on the semi-private beach of Croatan in Virginia Beach. This means that although you are but a bike ride away from the hustle and bustle of the Boardwalk, you also have the beach to yourself in a quiet neighborhood setting- best of both worlds right? We certainly think so! My grandma built this home in the 1960's and my husband and have called it home for over a decade. Come enjoy your stay at the beach at our home!

Flipflop friendly *block from beach*2bdrm/2ba
This casual apartment is in the resort area. Free parking spot 702. Gym/pool (open mid-April thru September) access. Walk to the fishing pier on 14th St. or to 5th St. to surf. There are many restaurants nearby including Side Street Cantina right next door and Beach Dogs down the street. Beach Coffee is a locals favorite, close by, serving avocado toast/acia bowls. This particular apartment has 2 separate entrances, off bedroom #1 and into the living rm from the back of the house.

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!

Near Casino, VA beach, Large yard, quite relaxing
Spacious home and quiet neighborhood. 3.5 miles to Naval Medical Center. 3.5 miles to Norfolk Gen. Hospital. 3 miles to Roger Browns. 5 miles to Norfolk Waterside District. 2 miles to Rivers Casino. 22 miles to VA beach. Sleeps 6-7 people. All essentials provided. Your home away from home. Check-in/out times may be flexible. Please read all the details prior to booking. Thank you for choosing Veronica Homes located in Portsmouth VA

The Ladybug - arcade, dog-friendly, firepit, & EV
A peaceful, design-forward farmhouse minutes from Cape Charles where vintage fun meets smart-home comfort. Enjoy a private arcade, Peloton gym, EV charger, firepit sunsets, and whole-home Spotify sound. Guests love the vinyl collection, chef’s kitchen, and views of the Magothy Bay Preserve. Relax under wide-open skies by the firepit or start your day on the Magothy Bay trails.
Popular amenities for fitness-friendly rentals in Chesapeake
Fitness-friendly apartment rentals

New! Oceanfront Penthouse/ 2 Decks/ Pool/Beach/Gym

Sojourn Ocean View Oasis Ocean & Bay Views

Beach Quarters Resort - The Continental Suite

Ocean Front 2 Bedroom Condo Z444

Modern Oceanfront Retreat w/Serene Sunrise Views

Luxury Oceanfront 2BR Private Balcony Pool Kitchen

Sunset Retreat

Bayside condo on the beach in Sandbridge
Fitness-friendly apartment rentals

Oceanfront Beach Condo, Pool, Gym, Fishing Surfing

Oceanaire Resort with Ocean View, Pool, 1br/4

Sandy Ridge at Sandbridge, VA

Boardwalk Resort and Villas 1 Bed Suite Ocean View

NEW Updated! Oceanfront Sanctuary, Sand and Sea

Oceanfront $1,225-7 nights $175 a night 6-26-/7-3

Penthouse By The Sea | Huge Home w/ Amazing Views

Stunning Bay-View Condo with Resort Amenities
Fitness-friendly house rentals

June specials Htd pool/hotub, firepit oceanview

Spacious 3BD townhouse near Hampton waterfront

Located just one street from the sand and shorelin

Traditional Bungalow 9

Sandbridge Dunes #402 An Ocean Pearl - Penthouse

Spectacular Ocean front Condo.

Bella Rose: Saltwater Pool | Rec Room | Elevator

1-bedroom home in Suffolk
When is the best time to visit Chesapeake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £67 | £71 | £74 | £77 | £77 | £86 | £97 | £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
- Norfolk Botanical Garden
- Grommet Island Park
- Outlook Beach
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- Old Dominion University
- Currituck Beach Lighthouse
- Neptune's Park
- Regent University
- Colonial Williamsburg's Merchants Square
- First Landing Beach
- Nauticus
- The Mariners' Museum
- Currituck Club
- Town Point Park
- Virginia Zoological Park





