The Villages, Florida Listings

The GREENHOUSE is a brand new 3/2 just minutes away from Southern Oaks Championship Golf Course in The Villages, FL. The Villages, Florida, Listing ID: 29333

Now available December & April (Jan-Mar is booked). The GREENHOUSE is a brand new 3 bedroom 2 bath designer home, just minutes away from Southern Oaks Championship Golf Course. Located in The Villages, FL, an active 55+ community where there are over 225 Pickleball Courts, 711...

• Home
• 1927
•  3
•  2

Gorgeous 3BR | Elevator | Balcony | W/D Kissimmee, Florida, Listing ID: 32725

Welcome to the perfect Florida getaway located in the tropical countryside. Conveniently located on a beautiful golf course and down the road from Orlando and Walt Disney World, this space can be the ideal space for you and your group to vacation. Play your days away at nearby...

• Townhouse
• 1344
•  3
•  2

2BR dog-friendly condo with pools, W/D, fast WiFi Kissimmee, Florida, Listing ID: 32726

Conveniently located 10 miles away from Disney World, this marvelous and well-equipped condo is a must-see! Enjoy a prime location within the Tuscana Resort Orlando, featuring fantastic on-site amenities that include an outdoor pool, a children's pool, and a fitness center. A...

• Condo
• 1134
•  2
•  2

3BR | Patio | Pool | Dog Friendly Kissimmee, Florida, Listing ID: 32727

When you visit Central Florida, you want the best of both worlds: non-stop fun and excitement at the theme parks during the day, and non-stop relaxation and recharging at night. And that's exactly what you'll get at this beautifully updated, family- and dog-friendly condo. Three...

• Apartment
• 1357
•  3
•  2

3BR Dog Friendly | Private Pool | Hot Tub | Patio Kissimmee, Florida, Listing ID: 32728

This stylish and eclectic townhome is full of fun Disney decor, perfect to get your friends and family excited about visiting Disney World! Experience this exciting resort and feel your cares melt away as you make memories with your loved ones. Not only do you have your own...

• Townhouse
• 1295
•  3
•  3

Dog Friendly 3BR | Pool | Laundry | Central AC Kissimmee, Florida, Listing ID: 32729

Enjoy your stay at this tranquil family home, set on the shores of a neighborhood lake! Relax inside central air conditioning and cook together in a spacious full kitchen (with plenty of counter space for all your dishes). A ceiling fan and TV in each room allow every guest to...

• House
• 1798
•  3
•  3

3BR dog-friendly stay with resort amenities Kissimmee, Florida, Listing ID: 32731

Experience the getaway of a lifetime at this charming and bright retreat in Kissimmee! This condo is perfect for those looking for the ideal home base to explore and experience Disney and all of its entertainment. Two comfortable couches are conveniently placed near a flatscreen...

• House
• 1275
•  3
•  2

2BR | Balcony | Pool | Dog Friendly Kissimmee, Florida, Listing ID: 32732

Tell the whole family (including the pups) that they're going to Walt Disney World and reserve this charming condo with a furnished balcony, updated kitchen, and space for up to six guests. Everyone will also enjoy a number of on-site resort amenities including a shared swimming...

• Condo
• 1015
•  2
•  2

3BR townhome with pool, hot tub, foosball Kissimmee, Florida, Listing ID: 32733

Welcome to your Florida home away from home and your perfect hideaway while you experience Walt Disney World and Universal Studios just down the road! With access to a small community pool and hot tub, leisure and relaxation are at your fingertips. Kids will loved the...

• Townhouse
• 1862
•  3
•  3

3BR Gulffront | Patio | Pool | Dog Friendly Kissimmee, Florida, Listing ID: 32734

Looking for quick access to theme parks and tons of amenities at home? Look no further than this three-bedroom condo in the Reunion Resort, an award-winning community with seven swimming pools, a spa and wellness center, a rooftop bar and restaurant, a hot tub, and much more....

• Condo
• 1757
•  3
•  3

2BR Waterview | Dock | Patio | W/D Lake Placid, Florida, Listing ID: 32735

Take in a view of the water both inside and out - the best view's at the private dock! Families and groups will enjoy kicking back at this casual lake house, where two different lounge spaces mean you'll never run out of places to relax. All the essential amenities are here,...

• House
• 1559
•  2
•  2

Water-view 2BR condo with balcony, pool, & hot tub Madeira Beach, Florida, Listing ID: 32738

Make the most of your Gulf Coast getaway at this Madeira Beach Yacht Club condo! Ideally situated in the heart of Madeira Beach, this retreat boasts waterfront views and walking access to parks, bars, restaurants, and the beach. Take in sunset views and watch the action on the...

• Condo
• 755
•  2
•  2

1BR Oceanview | Patio | Pool | Easy Beach Access New Smyrna Beach, Florida, Listing ID: 32831

Picture yourself at this centrally-located, ocean view condo with a cozy, cottage feel. Cross your furnished patio and slip into the shared pool, or take a short walk over to the adjacent beach. Head out into the wilds of the nearby aquatic preserve for fishing, canoeing,...

• Condo
• 717
•  1
•  1

Wonderful 3BR Waterview 5th-Floor | Balcony New Smyrna Beach, Florida, Listing ID: 32832

Right across the street from the beach, this three-bedroom condo is going to be a terrific place to experience a fun-filled getaway with family or friends. Stretch out in the living room to watch a good movie or play some children's games with the kids. Cook up something...

• Condo
• 1601
•  3
•  2

3BR Oceanfront 8th-Floor | Balcony | Pool New Smyrna Beach, Florida, Listing ID: 32833

Malibu 804 provides breathtaking south and east oceanfront views and the ease of beachside living for your next escape to New Smyrna Beach. Step inside to find an open floor plan, glass doors that connect to a private balcony, and brilliant views of the Atlantic Ocean....

• Condo
• 2226
•  3
•  3

Oceanfront 1BR | 2 Pools | Shuffleboard | W/D New Smyrna Beach, Florida, Listing ID: 32834

Immerse yourself in the elegant, beachy style of Pelican 501A, where you'll have sparkling views of turquoise waters from the private, oceanfront balcony. This lovely spot is centrally located in the charming town of New Smyrna Beach, where beach adventures, local restaurants,...

• Condo
• 880
•  1
•  2

Oceanfront 2BR | 12th Floor | Pool | Balcony | W/D Ormond Beach, Florida, Listing ID: 32839

This family-friendly condo features plenty of space to relax and enjoy the direct ocean views. You may even say it influenced the condo's whole look! Central air conditioning will keep everyone inside comfortable while you're gazing out onto the waves - though you can also enjoy...

• Condo
• 1200
•  2
•  2

Inviting 3BR | Patio | Washer/Dryer Ormond Beach, Florida, Listing ID: 32841

Relax from your Florida adventures in a quiet home with everything you need. You will be within walking distance of the beach via public access with no parking. Everyone can come along and enjoy relaxing in the enclosed backyard. The entire home is cooled by central...

• House
• 2382
•  3
•  2

1BR near beach with enclosed yard & patio Ormond Beach, Florida, Listing ID: 32842

Tucked into a charming mid-century neighborhood between the Halifax River and Atlantic Ocean, you'll find this sweet getaway, ideal for a long-term stay. It's less than one-quarter mile to beach access at Tom Renick Park, and within walking distance of several restaurants as...

• House
• 980
•  1
•  2

2BR Oceanfront | Sundeck | Pool | Beach Access Ormond-By-The-Sea, Florida, Listing ID: 32843

*Please note that this home only allows minimum night stays of 30 nights or longer. This is enforced by the HOA and we cannot make any exceptions. This oceanfront vacation rental boasts easy and direct access to quiet Ormond Beach, a shared community pool, and sundeck...

• Condo
• 925
•  2
•  2

Spacious 3BR | Balcony | Pool | W/D Palm Coast, Florida, Listing ID: 32844

Enjoy beautiful Palm Coast at this spacious open floor plan vacation rental with soaring ceilings and plenty of sunshine. Watch the sunsets on the furnished patio or take a short walk to the water. There are unspoiled views and miles of walking trails along the intercostal for...

• Condo
• 1455
•  3
•  3

Upscale 2BR Waterview Dog Friendly | Pool Palm Coast, Florida, Listing ID: 32845

Situated in the Tidelands community of Palm Coast, this immaculate 2BR/2BA townhome offers a delightful coastal oasis. Drive less than 10 minutes to the ocean, or soak up the sun by one of two sparkling pools. Enjoy access to a plethora of resort amenities, including walking...

• Townhouse
• 1065
•  2
•  2

Dog-friendly 3BR home with sunroom & AC Port Orange, Florida, Listing ID: 32956

Located just 0.3 miles from the sparkling coastline, this lovely family-friendly home is a sure bet for your next beach vacation. This charming slice of coastal paradise features a single-level layout with ample room to relax and entertain. Two living areas present two options...

• House
• 2294
•  3
•  2

All-new 3BR Treasure Coast Dog Friendly | Patio Port St. Lucie, Florida, Listing ID: 32959

The hunt is over! This Treasure Coast gem has just what you need for an unforgettable getaway to the Sunshine State. All-new as of 2022, this gorgeous three-bedroom home comes fully equipped for modern comfort and convenience. Parks, shopping, and St. Lucie River access are all...

• House
• 1700
•  3
•  1

Stunning 3BR Oceanfront | Balcony | Pool Redington Beach, Florida, Listing ID: 32961

Completely updated and redecorated, this roomy, sunlit, penthouse condo features a full kitchen with all-new appliances, a furnished balcony with spectacular beach views, and access to two shared pools, a hot tub, and a picnic area with tables and twin gas grills. What's nearby:...

• Condo
• 2500
•  3
•  3

Stunning 2BR Oceanfront 4th-Floor | Balcony Redington Shores, Florida, Listing ID: 32963

Enjoy the sounds of surf and seagulls from this sophisticated and modern condo overlooking the sparkling waters of the Gulf of Mexico. Furnished for those who appreciate a touch of luxury, this home-away-from-home has all the bells and whistles one would expect. Drift off to...

• Condo
• 1220
•  2
•  2

Charming 3BR | Lanai | W/D | Central AC Sarasota, Florida, Listing ID: 32988

On a quiet street with two giant oak trees providing shade from the hot sun, you'll find this completely remodeled home waiting for you and your loved ones to enjoy the beach vacation of your dreams. With the beach just down the road, take the gear provided and lounge on the...

• House
• 1307
•  3
•  2

Large 2BR | Patio | Garage Parking | W/D Sarasota, Florida, Listing ID: 32989

Find a tranquil home base that's close to downtown attractions and the scenic shores of Sarasota Bay at this two-bedroom, ranch-style home in a quiet, desirable neighborhood of Sarasota. You'll find this home six miles north of downtown, in a neighborhood where you can take...

• House
• 1416
•  2
•  2

Dreamy 2BR 1st-Floor | Balcony | Pool Sarasota, Florida, Listing ID: 32990

Welcome to the Lido Del Mare! This beautifully renovated condo has everything you need to enjoy comfort, relaxation, and bliss while soaking in the sun. This stunning condo is in the prime location in the community of Embassy Villas and within one block from the pool and the...

• Condo
• 1060
•  2
•  2

Sunset view 3BR Oceanfront Dog Friendly | Deck Sarasota, Florida, Listing ID: 32991

Treat your family, friends, and beloved dogs to an unforgettable oceanfront getaway in sunny Florida! Conveniently located near plenty of Sarasota's shopping and dining, your new home away from home is nice and isolated, surrounded by gorgeous views and just a quick walk from...

• House
• 2050
•  3
•  3

Enchanting 3BR Waterview Dog Friendly | Pool Sarasota, Florida, Listing ID: 32992

Find peace, serenity, and fun on the west Florida shore in this charming townhome! With so many things to do and sights to see, your group will always be entertained when staying here. Take a short drive to the Gulf of Mexico where you can play all day on the waves parasailing,...

• Townhouse
• 2153
•  3
•  3

Dreamy 3BR - pool, lanai, fast WiFi, dog-friendly Sarasota, Florida, Listing ID: 32994

A Sarasota escape is just what you need to reset and recharge, so make your way to this fantastic home-away-from-home. Spending time with loved ones will be a breeze as you soak up some sunshine in the lanai boasting a private sparkling pool, a furnished patio, lounge chairs,...

• House
• 1842
•  3
•  2

2BR Oceanfront Dog Friendly | Pool | Balcony Satellite Beach, Florida, Listing ID: 32995

Breeze into beachside living at this breezy, Satellite Beach condo. Ideally situated in an oceanfront complex, make the most of Florida's famous sunshine with direct beach access and a sparkling, outdoor pool. For those on a golf-and-play getaway, a practice putting green is...

• House
• 924
•  2
•  1

2BR dog-friendly home with patio and gas grill Sebastian, Florida, Listing ID: 33001

Set your sights on this quiet street home in the sunny city of Sebastian, Florida! Discover the magic of the nearby local attractions, such as the McLarty Treasure Museum, where a stunning collection of deep-sea plunders awaits. Enjoy the shores of the titular Sebastian Inlet...

• House
• 1114
•  2
•  2

Lovely 2BR Bayview | Balcony | Pool Siesta Key, Florida, Listing ID: 33002

*Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions. This second-floor condo offers privacy, seclusion, a view of the bay, and a host of other great amenities. You will enjoy access to...

• Condo
• 975
•  2
•  2

Monthly DOG-FRIENDLY Ground-Floor, Waterfront on canal, w/Pool and Grill, 1/2Mile to Beach! Rent: $4,342 - $7,875 Siesta Key, Florida, Listing ID: 33005

Turtle Bay Beauty - Siesta Key, FL Updated, canal-front, dog-friendly condo with lanai & pool - walk to beach Sitting directly on Turtle Bay Canal, this updated, first-floor condo puts you in a prime position to enjoy the spectacular sands of Siesta Key, an easy...

• Condo
• 922
•  2
•  2

Walk to Beach 2BR 1st-Floor | Patio | Private Pool St. Augustine, Florida, Listing ID: 33006

This charming 2BR/2BA coastal condo is located in the Amelia South Condominiums complex, just steps from the shore! Follow the private boardwalk for direct access to the beach, or soak up the sun at the shared pool. Spend breezy coastal evenings relaxing on your private covered...

• Condo
• 1104
•  2
•  2

Spacious 2BR Oceanview Crescent Beach | Balcony St. Augustine, Florida, Listing ID: 33007

This condo is one of the largest in the complex, with over 1,200 square feet of panoramic beach and Intracoastal waterway views. The living room features a wall of sliding glass doors that leads onto a private patio where you can chill in the balmy breezes, listen to the rolling...

• Condo
• 1200
•  2
•  2

Comfortable 3BR Dog Friendly | Deck | W/D St. Augustine, Florida, Listing ID: 33008

It's easy to relax in this home right in the middle of downtown Saint Augustine. Decorated with stylish bright colors, this home's welcoming design encourages guests to settle down and enjoy each other's company in the living room and back deck. The fully equipped kitchen is...

• House
• 1056
•  3
•  2

Peaceful studio on golf course with gorgeous pool St. Augustine, Florida, Listing ID: 33010

There is nothing quite like an escape to the sweet sunshine here in St. Augustine, so treat yourself to a truly memorable stay at this fantastic studio sanctuary. Perched inland from the coast, you will have the best of both worlds with easy access to the shore while still...

• Condo
• 468
•  0
•  1

3BR 1st-Floor | Patio | Pool | Dog Friendly St. Augustine, Florida, Listing ID: 33012

Welcome to Ocean Reef 103, the ideal ground floor condo, located just minutes from the beach. While this is a condo it feels more like a home with its ideal layout for a large family or two couples traveling together, it even offers a shaded back porch overlooking the pool and...

• Condo
• 1700
•  3
•  2

Inviting 2BR | Deck | Washer/Dryer St. Pete Beach, Florida, Listing ID: 33013

Enjoy the vintage amenities and unique decor that highlighting this home's interior. With an abundance of character, this is one of the original Florida beach getaway cottages from a slower-paced time that can really give you that 'Old Florida' feel. Enjoy the beautiful beach...

• House
• 1040
•  2
•  2

2BR bayfront with pool, hot tub, gym, & balcony St. Pete Beach, Florida, Listing ID: 33014

This Holiday Island condo is the perfect choice for a Gulf Coast getaway. Boasting beautiful views of Tampa Bay, this first-floor waterfront condo comes complete with on-site access to a fabulous suite of amenities and offers an unbeatable location near the beach and St....

• Condo
• 830
•  2
•  2

2BR Lakefront 1st-Floor | Deck | Pool St. Petersburg, Florida, Listing ID: 33015

Set on the shores of a lake, this condo is ready to welcome you to comfort! Enjoy dinner or drinks on the deck or in your own screened-in porch. Central air conditioning, tiled floors, and ceiling fans ensure that guests will be comfortable their entire stay. A desk space in the...

• Condo
• 890
•  2
•  2

2BR Bayview 4th-Floor | Balcony | Pool St. Petersburg, Florida, Listing ID: 33016

Stunning waterfront views, a private beach, and a seaside balcony with the famous Don CeSar as your backdrop - welcome to paradise in St. Pete! This fourth-floor, end-unit condo offers ultimate privacy and highlights like the spectacular water views from every room. On-site...

• Condo
• 1150
•  2
•  2

2BR Waterview Dog Friendly | Private Pool | Dock St. Petersburg, Florida, Listing ID: 33017

Classic Florida charm meets modern coastal style at this stunning and very private 2BR/2BA home, perfectly nestled in a beautiful Intracoastal cove with stunning views. Tropical landscaping, cool ocean-inspired tones, chic beach decor, and an abundance of natural light fill the...

• House
• 1140
•  2
•  2

Chic 3BR Oceanview Dog Friendly | Pool | Deck St. Petersburg, Florida, Listing ID: 33018

Modern Intracoastal retreat meets alluring outdoor living best describes this beautifully remodeled 3BR/2BA home. Located on a quiet cul-de-sac, this stunning oasis overlooks 150' of seawall with spectacular views. Take a dip in the waterfront pool while burgers sizzle in the...

• House
• 2584
•  3
•  2

Monthly DOG-FRIENDLY St. Pete, 2BR (Sleeps 4) 1BA downtown district w/covered porch, fenced patio Rent: $2,402 - $4,906 St. Petersburg, Florida, Listing ID: 33019

St. Pete Birds Nest - St. Petersburg, FL Dog-Friendly Second-Floor Retreat with WiFi, Private Patio, & Great Location You can’t get cuter than this second-floor, two bedroom retreat, right in the heart of St. Pete. You’re just two blocks north of Central Avenue...

• Cottage
• 638
•  2
•  1

2BR Dog Friendly | Patio | W/D | Snowbird Friendly St. Petersburg, Florida, Listing ID: 33020

Your own private party begins now: with a backyard tiki bar, gas grill, and large patio, you'll have to force yourself to leave and explore the city around this cute St. Pete hideaway. Inside, you'll find a one-level layout, decorated in a sweet Florida style. The bright and...

• House
• 1032
•  2
•  1

2BR Dog Friendly | Hot Tub | Patio | Firepit St. Petersburg, Florida, Listing ID: 33021

Colorful quarters, sparkling waters, and magical amusements can be found every day at your stay in Petersburg. Nearby, curate fun memories at the St. Petersburg Saturday Morning Market, Sunken Gardens, and Smugglers Cove Adventure Golf. Pulling up to your stay, quickly fall for...

• House
• 1218
•  2
•  2

Wonderful 2BR Oceanfront 5th-Floor | Balcony Treasure Island, Florida, Listing ID: 33026

Get your fill of sandy toes and sun-kissed skin on a much-needed getaway to Treasure Island! As soon as you arrive, you will be drawn to the private balcony where you can easily sip a favorite drink in the salty air as you look out to blue waters as far as the eye can see....

• Condo
• 1270
•  2
•  2

2BR bayfront condo with water views, dock, W/D, AC Treasure Island, Florida, Listing ID: 33027

The beach is calling and you must go! This second-floor, bayfront offers an unbeatable location just a short walk to the beach, grocery store, downtown Treasure Island with all the shops and restaurants, and ABC Fine Wine & Spirits. Another great perk about the location is that...

• Condo
• 950
•  2
•  2

3BR 2nd-Floor | Balcony | Dog Friendly | W/D Orlando, Florida, Listing ID: 33280

All the magic of Orlando is right at your doorstep in this comfortable, second-floor condo located in the Worldquest Resort. Start your day on your covered balcony, cup of coffee in hand. Take your time – you’re on vacation. When you start getting hungry, head inside to your...

• Condo
• 1421
•  3
•  2

Large 3BR Lakefront Dog Friendly | Patio Tampa, Florida, Listing ID: 33282

This charming, lakefront home is well-prepared to host your next getaway! Located in vibrant Tampa, the opportunities for fun are truly endless. During your stay, take a walk over to the University Area Community Park and the Gregory Drive Butterfly Garden. Practice your game at...

• House
• 1412
•  3
•  2

3BR Dog Friendly | Tennis | W/D Tampa, Florida, Listing ID: 33283

This darling home sits on a grassy piece of property in the Oakford Park neighborhood of Tampa. It is full of color, style, and just the right amount of whimsy. Enjoy a shaded front porch and a spacious backyard, great for families and furry companions, as well as community...

• House
• 910
•  3
•  1

Dog Friendly 3BR | Private Pool | Screened Porch Tampa, Florida, Listing ID: 33284

Laid-back Florida living awaits you at this gorgeous Tampa home. Within steps Bonnie Brae Park, this three-bedroom retreat comes complete for modern comfort, with highlights including a fully fenced yard and sparkling, in-ground pool. The surrounding patio is furnished for...

• House
• 1821
•  3
•  2

Bahia Lakes Retreat. Spacious Modern Home in a Quiet Friendly Community, with outdoor Grill and Seating. Community pool. Ruskin, Florida, Listing ID: 33317

Two story home with ground floor master with shower, Three available second floor bathrooms and 2 full baths, upstairs seating area with Queen sofa bed and TV. Fully equipped kitchen, living room, laundry room and half bath on first floor. Two car garage, large outdoor...

• House
• 2180
•  4
•  3 1/2

4BR DOG FRIENDLY | Patio | Firepit | W/D Bradenton, Florida, Listing ID: 33332

Villa Tessa - dog-friendly, jetted tub, firepit, beaches, Ana Maria Island, IMG

Welcome to Villa Tessa! You are right in the middle of the action, close to beaches, downtown Bradenton, Sarasota, Tampa, Clearwater, St. Petersburg, and more.

This large,...

• House
• 2204
•  4
•  3

Oceanfront 2BR | Pool | Gulf View | Steps to Beach Holmes Beach, Florida, Listing ID: 33334

Ocean-front condo with WiFi, pool & Gulf views - steps to the beach

*Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions.

Treat yourself to a magical Florida...

• Condo
• 1000
•  2
•  2

Prime 2BR Gulffront | Balcony | Pool Holmes Beach, Florida, Listing ID: 33335

Seaside family-friendly condo with WiFi, pool & prime location

*Please note that this home only allows minimum night stays of 30 nights or longer. This is enforced by the HOA and we cannot make any exceptions.

Come enjoy this family-friendly condo that...

• Condo
• 1280
•  2
•  2

DOG FRIENDLY Cinnamon Shores Hideaway - Ormond-By-The-Sea, FL Ormond-By-The-Sea, Florida, Listing ID: 33337

Oceanfront condo with great views, steps to Cinnamon Sand Beach

*Please note that this home only allows minimum night stays of 29 nights or longer. This is enforced by the HOA and we cannot make any exceptions.

This cozy oceanfront condo is only steps...

• Condo
• 780
•  1
•  1