
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. *Important note: The coffee maker listed under amenities is a Keurig. 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).

Coastal Living Luxury Oceanfront Condo, Pool Beach
Luxury coastal design straight out of a magazine. Panoramic Atlantic Ocean views. This modern 2 Bed, 2 Bath oceanfront retreat is located directly on the iconic Virginia Beach Boardwalk. From the moment you walk through the door, you’re greeted by natural light pouring in through the windows, uninterrupted ocean views, and the calming rhythm of waves rolling onto the shore. Wake up to ocean breezes and step onto your private balcony with coffee in hand as dolphins glide through the surf below.

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.

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!

Four Sails - 1B/1BA - X-Large Oceanfront Balcony!
Overlooking the north end of the Virginia Beach boardwalk, with some of the best oceanfront views in Virginia Beach, Four Sails is a resort hotel property made up of Condo-style units, just steps from the beach. There's an Indoor heated Pool inside a large Atrium, an exercise room with a Sauna, large City View Sundeck / Terrace, and Katie’s 33rd Street Cafe provides on-site dining for breakfast, lunch, and dinner. There are also multiple dining options within very short walking distance.

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!

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.

New! 4 BR/Oceanfront/Ocean & Bay views/3pools/Gym
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, a gym, local restaurants and much more!
Popular amenities for fitness-friendly rentals in Chesapeake
Fitness-friendly apartment rentals

Loft Perfect for Corporate Travel

Virginia Beach 3 Bedroom Suite!

Sojourn Ocean View Oasis Ocean & Bay Views

FourSailsResort Double Balcony OceanfrontJettedTub

Luxury Oceanfront 2BR Private Balcony Pool Kitchen

Bayside condo on the beach in Sandbridge

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

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

2 bdr: Steps to Sand, Dog-Friendly!

No Shoes Retreat

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

Stunning bay-view condo with Free Wifi, grills, po

Timeshare Resort condo- 1 bdrm
Fitness-friendly house rentals

April specials Htd pool/hotub, firepit oceanview

The Moor House 2.0 - Sound Front, Private Pool!

Charming Bayside Retreat – Walk to Beach & Life Ce

Legacy Beach Club at Whalehead - Corolla OBX

Corolla Light Resort, Hot Tub, Beach, Sound Access

Oceanside Heated Private Pool HotTub Dogs Welcome

NEW* Heron Landing: inside Corolla Light Resort

Private Pool, Close to the Beach and Spacious!
When is the best time to visit Chesapeake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £66 | £70 | £74 | £76 | £77 | £85 | £96 | £93 | £66 | £72 | £85 | £82 |
| 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 Cinemark Chesapeake Square
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- Fitness-friendly rentals Virginia
- Fitness-friendly rentals United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Corolla Beach
- Carova Beach
- Buckroe Beach
- Water Country USA
- Cape Charles Beachfront
- First Landing State Park
- Jamestown Settlement
- Norfolk Botanical Garden
- Outlook Beach
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- Nauticus
- Kiptopeke Beach
- Old Dominion University
- Hampton University
- First Landing Beach
- Regent University
- Town Point Park
- Colonial Williamsburg's Merchants Square
- Currituck Beach Lighthouse
- Virginia Zoological Park
- Currituck Club





