Vacation Home Rentals By Owner In Lakeland, FL

55+ COMMUNITY GUESTS ONLY brbr brbr****Booking is subject to Application approval necessary before confirmation of 30 day + reservation. There is a $50 US/$150 Non US Citizen non-refundable Application/Background Check for all applicants, which includes providing personal information requested by the HOA. You must allow at least 10-14 days for approval.**** The minimum age for all residents is 18. A golf cart waiver will be required for each rental. brbr brbrFlorida is not just a place to go south for the Winter! Central Florida is a year-round destination ~ And Cypress Lakes Village is a dynamic 55+ Resort Community that has everything your heart desires & more! brbr brbrBoasting 5-star country club like amenities, Cypress Lakes also has that small town neighborhood feel! Whether you're looking to gear up your golf swing, perfect your pickleball or tennis game, relax by one of the two heated swimming pools or take up a new hobby, you can do as much or as little as you'd like. brbr brbrUpon entry to the home you will find a cozy dining area with seating for four and a fully equipped kitchen to cook & bake until you heart is content. The open living/dining concept provides a great flow to enjoy with family & friends! There is a couch, two chairs, wine bar and 55 Smart TV with streaming of over 60 popular channels & Roku for your entertainment. When you are ready to wind down, the large glassed-in patio is the perfect place to enjoy bringing the outside in & has an AC unit for those warm days. There is an outdoor table with seating for six and a 32 Smart TV! The coffee bar area will become one of your favorite places to start your morning with a cup of coffee and end your day with a hand of cards & your favorite beverage. brbr brbrThe master en suite bedroom has a wonderful queen size bed, dresser, large closet, extra linen closet and bathroom with a walk-in shower. The guest bedroom has a dedicated workspace & chair and twin bed for extra guests joining you. The guest bathroom is spacious and has a walk-in shower. brbr brbrThe covered carport & driveway area has parking for up to 2-3 cars. The laundry/utility area has a full size washer & dryer and work space if you enjoy spending time outdoors & storage for the golf cart. If you fancy outdoor cooking, there is a propane grill for use on the carport to get your favorite meal sizzling! To ensure you can get around the community in style, there is a golf cart for your use with approved waiver for our guests. The utilities are all included for your stay! What are you waiting for Let's get you booked and ready for a great stay! brbr brbrDog friendly (but you must notify us of your dog in advance of your stay - max 2 dogs!). There will be additional charges if you do not notify us in advance of your stay that your dog will be joining you. brbrDOGS CONSIDERED, DOG FEES APPLICABLE, PLEASE INQUIRE. Cats are NOT permitted. brbrPlease be aware failure to adhere to the house rules as it pertains to pets may result in cancellation of the booking with no refund. (Community Wide Restricted breeds are not allowed - Doberman Pinscher, German Shepherd, Rottweiler, Bulldog breeds (including pit bulls), Wolf breeds & Chows.)* brbr brbrKey Residence Features: brbr brbrGated Community Amenities are all included with rental - tennis, pickleball, 2 heated swimming pools, shuffleboard, fitness center, exercise classes, library, dog park & many other community activities & clubs to join in the fun! 36 hole championship golf course & driving range available for a daily rate M-F $40, Sat-Sun $45, driving range $12.50 (rates subject to change)! brbr brbrBig Cypress Grill Restaurant & Tavern is open for lunch & dinner in the community! brbr brbr- Home Amenities include a fully equipped kitchen, free WiFi, 55 Smart TV & Spectrum with over 60 popular channels & Roku & a 32 Smart TV, golf cart, washer & dryer, air conditioning, Mr. Coffee drip coffee maker & Keurig pod coffee maker, linens, hair dryer and more! brbr-Fully equipped kitchen with all appliances brbr-Full size washer & dryer for your convenience located in the outdoor storage area brbr-Dining table with four chairs brbr-Large living room with a sofa, 55 Smart TV, two chairs, and coffee table and wine bar area brbr- Bedroom 1 (Master with Queen bed, dresser, night stands & lamps with an en-suite bathroom with a walk-in shower & closet - sleeps 2) brbr- Bedroom 2 (Second bedroom with Twin bed, workspace and desk chair & closet - sleeps 1) brbr-Sliding glass door leading to the glassed-in patio with an outdoor dining table, 6 chairs, 32 Smart TV & coffee bar with a Keurig pod coffee maker. brbr brbr+SAFETY FEATURES and CLEANING PRACTICES brbr brbrRemote keyless entry brbr brbrSmoke detector brbr brbrFire Extinguisher brbr brbrLOCATION: Cypress Lakes Village is centrally located on the I-4 Corridor with lots of shopping & dining options close by ~ Publix at Lake Gibson 4.4 mi, Walmart 5 mi, Target & Lakeland Square Mall 7 mi, Lakeland Regional 9 mi, Downtown Tampa & Cruise Terminal 40 mi, Disney Resorts 44 mi, Tampa Intl. Airport 48 mi, Orlando Intl. Airport 58 mi, St. Petersburg Beach 69 mi.brbr**************************************** brbr brbrBook your stay today with confidence! We are iTrip - Lakes of Central Florida; a professional short-term rental property management company in central Florida. We have hosted over 3000 great stays with an average guest review score of 4.8 out of 5! brbr brbr brbrExtended Stays - Any reservation exceeding 30 nights will be required to pay an additional cleaning fee each month that the stay extends. Cleaning will be coordinated with the management team. The additional cost will be added to your reservation after confirmation. brbr brbr****************************************

55+ Country Club Retreat | Golf Cart | 30-Night Minimum | Cypress Lakes Resort Living

Lakeland, Florida, United States

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Bath

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$232.23

Welcome to your ideal Florida retreat! This renovated 3-bedroom, 2-bathroom home perfectly blends modern updates with traditional Florida charm. Enjoy the spacious interior with a vaulted living room set around a large TV, formal dining area, and open kitchen leading to a large backyard. The ensuite primary bedroom features a king bed & office. Two guest bedrooms offer king and queen beds. Sheets, towels, shampoo/conditioner, and a brand-new washer and dryer are provided for your convenience!

Chic & Updated 3 Bedroom Home w/ Parking

Lakeland, Florida, United States

Bed

Bath

Sleeps

Exceptional(19)

$557.2

pool time we have addie’s super enjoyment brbringround heated pool brbrSuper cute 3 bedroom updated ranch on quiet street off Lake-land hills blvd brbrChic meets modern with the barn dining table and modern shower sparkling bath.brbrRoom for 6brbrtwo bedrooms have queen size beds The 3 rd bedroom is full, perfect for business travelers or family ,laundry facility on the premises , also key-less easy entry.brbrSuitable for small pets on pre-approval additional fees applied.br*************************************

Kathleen’s Lakeland Ranch

Lakeland, Florida, United States

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Bath

Sleeps

$417.57

Freshly renovated 4-bedroom, 2-bathroom home located just a short walk from Lake Morton and popular downtown Lakeland spots such as The Peach House and Black & Brew. This charming home blends modern updates with a warm, comfortable atmosphere, making it ideal for families, friends, or business travelers.brbrInside, you’ll find a spacious and cozy retreat with thoughtfully furnished living areas, comfortable bedrooms, and plenty of natural light throughout the home. The fully equipped kitchen includes everything needed for home-cooked meals, and a washer and dryer are available for added convenience during longer stays.brbrOutside, guests can enjoy a private fenced backyard featuring lemon trees and a detached shed that has been converted into a home gym. The property is located in a quiet residential neighborhood while still being close to downtown dining, parks, and local attractions. Guests will have full access to the entire home during their stay.

Elegant & Renovated 4BR • Walk to Downtown

Lakeland, Florida, United States

Bed

Bath

Sleeps

Exceptional(9)

$179.2

Stunning, luxury townhouse, centrally located in downtown Lakeland!brbrHotel-like feel with home-like comfort. Whether you're visiting for one night or planning an extended stay, this updated and stylish space lacks for nothing. We have you covered!brbrLakeland is also located directly between Tampa and Orlando. Disney and Bush Gardens are a 45 minute drive, with world-famous, FL beaches only an hour away.brbrWe hope you choose Luxe Living Stays for your time in Lakeland!brbrRooms are fitted with brand new beds, luxury linens and towels and were designed with relaxation, comfort and minimalism in-mind.brbrThe private back patio is a great place to enjoy your morning breakfast coffee/tea (provided), get in a quick yoga stretch/workout, or grill out for lunch/dinner.brbrYou will have access to the full house and private patio.

Downtown Lakeland - Luxury Townhouse - Walkable!

Lakeland, Florida, United States

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Bath

Sleeps

Exceptional(11)

$97.75

Lovely and cozy tiny house .Only one mile from interstate I-4 connecting you to Disney ,Tampa,Orlando and the Beaches .You can enjoy the Florida Strawberry Festival is an annual e event that takes place in Plant city .brGet the best of all the words !!!!

Lovely and cozy Tiny House

Lakeland, Florida, United States

Bed

Bath

Sleeps

Exceptional(3)

$198.03

Welcome to your hidden gem in Lakeland. This cozy 2-bedroom, 1-bath IN-LAW SUITE is tucked away in a quiet, friendly neighborhood and thoughtfully set up so you can settle in and feel at home from the moment you arrive.brbrThe full eat-in kitchen features upgraded appliances, a Keurig coffee maker for easy mornings, and is fully stocked with dishes, pots, and pans. Whether you’re preparing a quick breakfast or a full family meal, everything you need is right at your fingertips.brbrThe living room is designed for comfort and connection, with plush seating, a 65-inch Roku TV, an electric fireplace, with a reclining sofa and a reclining chair with USB chargers, built-in for relaxed family time or cozy nights in.brbrThe primary bedroom offers a comfortable queen-size bed, a dresser and chest of drawers for easy unpacking, and a 55-inch Roku TV for unwinding after a long day. The second bedroom is ideal for kids, teens, or additional adults, featuring two sets full-size bunk beds that comfortably sleep 8 , a chest of drawers, and two 40-inch Roku TVs. It also doubles as a great gaming space if you bring your own system.brbrA private screened porch leads directly to the backyard and houses the washer and dryer, offering added convenience while keeping everything neatly tucked away.brbrStep outside to enjoy the large backyard, fully fenced with a 6-foot privacy fence for maximum privacy. The space includes a charcoal grill and comfortable lawn furniture, perfect for outdoor dining, relaxing, or unwinding after a day of adventure.brbrA private driveway leads directly to the entrance and can accommodate up to three vehicles.brbrFor added peace of mind, the exterior of the home is equipped with security cameras monitoring outdoor areas only, helping ensure the safety of our guests and the property.brbrLocation is everything, and this home delivers. You’re conveniently located near downtown Lakeland with plenty of shopping and dining options nearby. Polk State College is just 20 minutes away. Popular attractions are an easy drive, including LEGOLAND and Fun in the Sun Aviation Park, both approximately 30 minutes away. Disney World, Disney Springs, Universal Studios, and Busch Gardens are each about 45 minutes from the property, making this an ideal home base for Central Florida adventures.brbrThis home is truly set up for comfortable, everyday living, just like your own. Fresh linens, towels, toiletries, and free Wi-Fi are provided so you can pack light and stay connected.brbrComfortable, private, and perfectly located, this Lakeland retreat is ready to welcome you.

Two-bedroom near local tourist attractions, shopping and variety of restaurants.

Lakeland, Florida, United States

Bed

Bath

Sleeps

Exceptional(20)

$163.84

Treat the family to a fun-filled vacation at this charming home in Lakeland. This 3-bedroom, 2-bathroom vacation rental offers the tranquility of the suburbs while still being just a day trip away from Magic Kingdom, Universal, and Epcot. Spend your days at Disney or stay closer to home and enjoy local wildlife at Lake Hollingsworth which is just steps from the front door. At the end of the day, head downtown for great local dining options before resting up for another day in paradise.brbr-- THE PROPERTY --brbrWalk to Lake Hollingsworth | Central Location | Fiberoptic Internet | Bluetooth Crosley Record Player (Vinyl & Digital Music)brbrExperience Lakeland in style when you and your family stay at this classic mid-century home where you can transcend to the 1960s with vinyl records or experience the magic of Disney!brbrBedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Additional Sleeping: 2 Karcog Rollaway Twin Beds (w/ 1.5’ memory foam mattress & 3.5” high-density support foam on sturdy premium steel frame)brbrINDOOR LIVING: Smart TV, multiple living areas, dining area, full-length mirror (entryway), mid-century furnishings & decor brOUTDOOR LIVING: Large fenced yard, screened patio, outdoor dining area, gas grill, basketball, football, basketball hoopbrKITCHEN: Well-equipped w/ cooking basics, French press coffee maker, Mr. Coffee 12-cup coffee maker, Oster blender, toaster, complimentary organic coffee, tea & sugar, pots & pans, cookie sheet, dishware & flatware, microwave, hot water kettle, Oster 6-cup rice cooker w/ steamer, Brita water filter pitcher, McCook 15 stainless steel knife set w/ wooden block, kitchen scissors, & built-in sharpener, 16-piece ceramic non-stick cookware set, breakfast bar, mid-century appliancesbrGENERAL: Free WiFi, keyless entry, complimentary toiletries, in-unit washer & dryer, laundry detergent, organic linens & towels, central air conditioning, trash bags & paper towels, dish towels, dish soap, dishwasher detergent, iron & ironing board (bedroom 1 closet)brFAQ: Ring Doorbell camera (facing out), 2 steps required for access brPARKING: Driveway (4 vehicles), RV/trailer parking available on-sitebrbr-- THE LOCATION --brbrFAMILY FRIENDLY: Dinosaur World (17.8 miles), LEGOLAND Florida Resort (19.3 miles), Busch Gardens Tampa Bay (35.5 miles), Magic Kingdom Park (41.6 miles), Epcot (41.8 miles), Disney's Animal Kingdom Theme Park (43.5 miles), SeaWorld Orlando (44.0 miles), Universal's Islands of Adventure (48.0 miles), Universal Orlando Resort (49.1 miles) brLOCAL FUN: Florida Southern College (0.8 miles), Frank Lloyd Wright Visitor Center (1.4 miles), Polk Museum of Art (1.4 miles), Hollis Garden (2.0 miles), Publix Field at Joker Marchant Stadium (4.8 miles)brGET OUTSIDE: Lake Hollingsworth (500 feet), Common Ground Park (1.4 miles), Lake Morton (1.7 miles), Lake Mirror (2.3 miles), Lake Parker Park (4.7 miles), Colt Creek State Park (22.7 miles) brHIT THE LINKS: Lone Palm Golf Club (5.8 miles), Wedgewood Golf Course (7.4 miles), Links of Sandpiper (7.5 miles), Big Cypress Golf Club (12.5 miles) brDAY TRIPS: Tampa (36.2 miles), Clearwater Beach (60.2 miles)brAIRPORTS: Tampa International Airport (42.2 miles), Orlando International Airport (57.3 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID required upon check-in to verify that the identity of the individual checking in matches that on the reservationbr- NOTE: This property sleeps 6 guests in 3 beds, with room for 8 total by using the 2 Karcog rollaway twin bedsbr- NOTE: Your safety matters. This property features a Ring doorbell device with an exterior security camera facing the front outdoor entry. The camera does not look into any interior spaces. The camera actively records video when motion is detected by the device (including devices linked to the camera such as the alarm system’s motion detector) or when the video doorbell button is pressed

Charming Mid-Century House - Just Steps to Lake!

Lakeland, Florida, United States

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Bath

Sleeps

$374.4

Welcome to the Lakeland Highlands Hideaway! A 3-bedroom, 2-bath pool home is tucked into a quiet street in South Lakeland, offering the perfect blend of space, location, and peace and quiet. This thoughtfully curated home is designed for comfort—with a spacious backyard, a private pool, and inviting interiors that feel like home. brbrSleeping Arrangements:brbrPrimary Bedroom - King-sized bed, smart TV, and en-suite bathroom.brbrBedroom Two – Two queen-sized beds, smart TV.brbrBedroom Three – Two queen-sized beds, smart TV. brbrThe fully stocked kitchen includes everything you need to cook, dine, and entertain—whether you're preparing a full dinner or a morning coffee. A Keurig with coffee pods, creamer, and sugar is provided for your convenience. The dining area comfortably seats six.brbrOutdoor Escape:br• Private poolbr• Spacious backyardbr• Screened in patio w/ seatingbrbrExtras:br• High-speed Wi-Fibr• Washer & dryer (detergent included)br• Driveway parking for four vehiclesbr• Self-check-inbrbrLocation Highlights:brbrLakeland Linder Airport - 14 minsbrSouth Eastern University - 15 minsbrFlorida Southern College - 11 minbrDowntown Lakeland – 15 minsbrLEGOLAND Florida Resort – 35 minsbrbrGuest Accessbr✔ Guests have access to the entire homebr✔ Two locked storage closets are reserved for host usebr✔ Sorry, no pets allowed

Lakeland Highlands Hideaway - 3BR LKLD Pool Home

Lakeland, Florida, United States

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Bath

Sleeps

$327.77

Enjoy a comfortable stay in this welcoming 4-bedroom home, perfect for families and groups.brbr4 bedroomsbr • King + Full bedsbr • Free parkingbr • High-speed WiFibr • Smart TVbr • Full kitchenbr • Washer/DryerbrbrLocated minutes from LEGOLAND, with easy access to Disney/Orlando, and just 45 minutes from Tampa beaches and attractions.brbrRelax, recharge, and enjoy your stay in Lakeland.

Spacious 4BR Retreat Minutes to Downtown & Airport.

Lakeland, Florida, United States

Bed

Bath

Sleeps

Exceptional(7)

$199.3

Light and bright updated Craftsman bungalow with huge master bedroom featuing a King Canopy bed and TV, lage living room with 55 smart TV, stylish dining room, well equiped kitchen with 5 burner gas stove, front porch with swing, high speed fiber internet throughout property, queen canopy bed in second bedroom, office / 3 bedroom with ethernet connection and comfortable daybed. Ring cameras covering exterior of property. Fenced back yard.

3 bedroom Craftsman bungalow in the heart of Lakeland

Lakeland, Florida, United States

Bed

Bath

Sleeps

Exceptional(52)

$138.77

Central and cozy 2 bedroom home located in Historic Downtown Lakeland!brbrThis home is located near Lake Hollingsworth and Florida Southern College. The area is quiet brick paved street just walking distance to Concord Coffee, Born & Bread, popular restaurants, Florida Southern College, Lake Morton, and Lake Hollingsworth.brbrEasily travel to LEGOLAND and theme parks in Tampa and Orlando.brbrThe home has an open layout, a full bathroom, full kitchen and a queen sofa bed in the living room.

The Blue House in Historic Downtown Lakeland

Lakeland, Florida, United States

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Bath

Sleeps

Exceptional(9)

$157.3

Nestled within north Lakeland, Florida, our inviting home is a delightful retreat and perfect for family and friends to enjoy! With three bedrooms and two bathrooms, everyone can enjoy privacy and relaxation. Book now for a comfortable Lakeland experience!brbrDiscover comfort and convenience in our inviting 3-bedroom, 2-bathroom house, nestled in a quiet neighborhood in Lakeland, Florida. The sleeping arrangements include the Master Bedroom with a cozy queen-sized bed, the Kids Room with twin-bunk beds and an arcade machine, and the Guest Room with a plush queen bed. brbrOur well-equipped kitchen has a microwave, fridge, Keurig coffee machine, dishwasher, silverware, cooking utensils, and an electric stovetop. In the living room, you'll find a TV for your entertainment. brbrEnjoy complimentary WiFi, a full-sized washer and dryer, central A/C, and heat. We provide all the essentials, including linens, towels, laundry detergent, paper towels, and toilet paper. You'll also find complimentary toiletries like shampoo, conditioner, and body wash.brbrWhether you're relaxing indoors or exploring the spacious backyard, our 3-bedroom retreat offers comfort and convenience.

3 Bedroom House in North Lakeland Near I-4

Lakeland, Florida, United States

Bed

Bath

Sleeps

Exceptional(20)

$267.52

Welcome to our 1917 Historic Bungalow. My name is Robert. inherited this home from my beloved Uncle Ed, the reasoning behind its title. This gorgeous home has unique characteristics that you just cant find anymore in todays day and age. From the quirky and fun trinkets to the 70 year old paintings and photos, nothing about this home is ordinary. Your family and furry friends will be close to everything when you stay at this centrally-located place in Downtown Lake Morton.

Uncle Ed's Historic Bungalow

Lakeland, Florida, United States

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Sleeps

$148.64

Relax by the lake, with a cup of coffee in the morning, take a swim or a walk through the trails only a few minutes away. Golf Course minutes away, in the center of lakeland so you are close to Orlando and Tampa within 45 mins to the top parks in Florida including Disney, Lego Land, Lowery Park Zoo. Sitting on the back patio and watching the planes from Sun N Fun will amaze you. Close to shopping and restaurants.

Waterview Memories!

Lakeland, Florida, United States

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Bath

Sleeps

$96.26

2 Bedroom home in a quiet golf community. Includes a golf cart and many community amenities including pools hot tub, tennis, pickleball and more. Many activities within the community as well. br.brEasy drive to Orlando and Tampa. Close to hospital, shopping and dining. Off street parking in a private drive.

Safe 55+ Golf community with many amenities. Close to work, shopping and dining

Lakeland, Florida, United States

Bed

Bath

Sleeps

$259.8

Young Place Oasis is a renovated Lakeland pool home near Lake Hollingsworth, golf, and downtown. Enjoy two living areas, updated kitchen, walk-in shower, and private screened pool that is solar heated (can't be turned on/off, temperatures will vary seasonally). Minutes to Florida Southern College (5), RP Funding Center (6), Bonnet Springs Park (17), LEGOLAND (34), Disney (45), and both Tampa and Orlando airports. Fast WiFi, smart layout, and no HOA. Perfect for relaxing or exploring Central FloridabrbrA Pack and Play and an air mattress are available for use. They are stored in the master closet.

Young Place Oasis: Pool Retreat in Downtown Lkld

Lakeland, Florida, United States

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$1322.24

Enjoy this home with all the amenities it has to offer, including a pool heated all season long. The location between Tampa and Orlando makes this the ideal spot for enjoying the best of Florida, like Disney World and Bush Gardens. Location also provides a balance of proximity to nature and nearby shopping centers.brbrAs experienced hosts, we're mindful of the need for spacious areas for the pets to roam in the backyard and even for storage in the three-car garage! There's also plenty of space under the completely screened pool to enjoy a bug-free day and night with the loved ones.brbrThe pool beams with multiple LED colors and can be controlled from a remote. Adding to that, there's the gas-burning fire pit table sparkling with glass beads. And as if that weren't enough, outside awaits Adirondack chairs surrounding a wood-burning fire pit all set for a wholesome evening.brbrPeaceful neighborhood community.brbrHome was prepared with the precious ones in mind: children and pets. The pool can be guarded with a removeable safety fence, as well as the upper stairway with a gate (also removeable) to the entertainment room, leaving you with a sense of security and a way to truly relax at the stay!brbr- Noise decibel detection device located in family room. As well as back patio.

Elegant Home with Pool, Office, Theater, and Fence

Lakeland, Florida, United States

Bed

Bath

Sleeps

Exceptional(21)

$189.47