An excursion to the Gulf Shore Boulevard, Florida, gifts perfect beach holidays with sun-drenched views of the enchanting Gulf of Mexico and spectacular Pelican Bay, to the visitors. The Gulf Shore Boulevard begins from the Old Naples spanning through various Naples communities such as Park Shore, the Moorings, and Coquina Sands, and ends in the vicinity of Ritz Carlton at Vanderbilt Beach. At the south of this glitzy thoroughfare, you can find the Naples Municipal Pier, which is the best spot to go for sunset strolls. Blessed with amazing landmarks, Gulf Shore Boulevard is a fascinating attraction and one of the best tourist attractions in Florida which you cannot afford to miss exploring. You simply cannot stop yourself from visiting the chic boutiques and fascinating dining establishments while exploring this vacation hotspot. So, if you have the Gulf Shore Boulevard in Florida on the top of your travel bucket list, booking the best Vrbo accommodations along the Gulf Shore Boulevard, Florida, will ensure your cozy stay. Keep reading to learn more.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 08, 2024.
1. Remodeled condo unit in Naples Cay (from USD 550)
The condominium complex of Naples Cay is known to be home to some of the best beach home rentals along the gulf and this dreamy end unit fills the bill nicely. Recently remodeled with a coastal feel, it has three gorgeous bedrooms with balconies, a well-equipped kitchen, and a lovely living area that overlook the Gulf of Mexico and a community pool. The place is updated with free Wi-Fi and will make you want to immediately head over to the beach with its beach chairs, towels, and wagon.
Should you stay here, you can expect to enjoy the wide range condo of amenities including a heated pool, hot tub, and exercise room with steam and sauna. There are also outdoor grills for alfresco cooking and tennis courts for active leisure.
Top guest reviews
Amenities & Room:
outstanding views of the pool and gulfwhites beiges and comfortable furniture contrasted with metal stone and great mirrorsCleanliness:
the property was clean and beautifulwe arrived to find it spotlessly clean and well stocked with everything we neededeverything is spotless it's stunning and as beautiful as the priciest of resortsHost:
the owner is very responsiveannie was very responsive before during and after our visitthe owner was pleasant and resolved a small issue on arrivalRead more reviewsLocation:
beautiful condo and great locationwell maintained and updated unit; ideal location for easy pool and beach accessperfect place to relax and unwindvery nice area for long walks
2. Cozy condo tucked in Naples Continental Club (from USD 453)
Relax on your private balcony or in the shared pool while you watch the ocean lap the shore. This beachfront retreat is tucked into the building of Naples Continental Club so you’re guaranteed great vantage points when catching the sunsets. It is a place that offers the comforts of free Wi-Fi, three flat-screen TVs, and a newly renovated kitchen.
You’ll have prime access to the beach during your stay, not to mention the exciting communal amenities such as a beachside pool, fitness room, and barbeque area. There’s also a large room with a bar, pool table and TV on the main floor that you can rent. And for those who would want to shop and dine, the commercial area is a quick walk away with shops and restaurants galore. Downtown Naples is a five-minute drive from here.
3. Third-floor condo in The Club at Naples Cay (from USD 259)
You’ll not only get spectacular views from this third-floor condo unit in The Club at Naples Cay but also rebates when you stay for a week or a month. Apart from discounts, the property also provides free Wi-Fi and cable TV which can help you with indoor entertainment. You’ll find the home cozy, especially when you hang out in the living room or balcony overlooking a tropical setting and meticulously landscaped gardens.
Providing free use of beach chairs, towels, and kayak/canoe, the property allows for fun time in the shores. The large community pool and hot tub are great alternative spots when taking a break from ocean. You might also want to check out the state-of-the-art fitness center, steam, and dry sauna for utmost relaxation.
Top guest reviews
Amenities & Room:
beautiful view overlooking pool and the gulfCleanliness:
property clean and well-furnished with top of the line appliancesfabulous location and very clean propertythe unit was beautifully updated and very cleanit was clean easy close to the beach and the pool was perfectRead more reviewsHost:
the owners were so easy to work withannie was super attentive and the whole process was a breezeproperty was great other guest at the property were friendly and courtesy
4. Gorgeous corner unit in Naples Cay (from USD 369)
Score all the amenities of a luxury resort without the big price tag at this fifth-floor corner unit in Naples Cay. It will make the family enjoy the beach through the available beach chairs, towels, and toys stored in a private beach locker. While at the shore, you might also want to embark on water activities such as kayaking and beach combing.
The unit perfectly blends the coastal and contemporary feel in its interiors and imbibes a cozy ambiance. High-speed Wi-Fi and cable TV enhance the indoor stay experience. This three-bedroom unit highlights a master suite with a snug king-size bed, breathtaking gulf views, and access to the main balcony. For a full condo experience, help yourself to the resort-style pool and spa, fitness center, and tennis courts. Note that there’s a seven-night minimum stay policy here.
Top guest reviews
Amenities & Room:
the property is breathtaking we had pool and ocean views from our windows and balconiesthe view was wonderful and we loved the easy access to the beach and the great poolbeds were very comfortableCleanliness:
it was very clean nicely decorated and had everything we neededwe had a great time the condo was very clean and well appointedwonderful location scrupulously clean beautifully decorated and well equippedHost:
property manger was highly responsivewe thank our hostsautumn was quite helpful and patient given my computer novice statusRead more reviewsLocation:
very nice condo in a great locationthe condo was in the perfect location just steps to the beach and poolthe condo is fresh beautiful and well-equipped and you can’t beat the locationvery nice pool and very short walk to lovely beach with the nicest fine sandwonderful condo amenities are great autumn is a fabulous property manager highly recommend this location
5. Blue Cabana (from USD 305)
There’s so much to do in Old Naples’ 5th Avenue, from tasting the local cuisine in the great restaurants to finding unique items at boutique shops. And this bright and breezy condo named Blue Cabana, just a few steps from the beach, is right in the center of it all. Many guests of this charming dwelling say there’s no need to rent a car just when going around the district as everything you might need are within walking distance.
During your idle days, you can simply relax on the property by reclining on the living room’s plush sofa, connecting to the fast Wi-Fi, or preparing meals in the well-stocked kitchen. It also has the beach gears you need for a tropical escape including beach chairs, an umbrella, and a cooler. A heated pool is also at your disposal.
Top guest reviews
Amenities & Room:
super comfy big couch in living roompool was good for a quick dip and enjoyed by kidsyou couldn't cook a turkey dinner but breakfasts and lunches are easyhaving the washer and dryer was a huge help and the kitchen supplies were greatCleanliness:
the place was clean and neatproperty was comfortable and cleancleaning staff was extremely friendlyHost:
the host was very accommodating and easy to communicate with if i had any questionsshe is very attentive and responsiveana is an amazing hostRead more reviewsLocation:
the situation is so perfect : on 5th street close to everything but quietwe loved it on fabulous 5th avenue in old naples with an easy walk to the restaurants and shopsi would definitely stay at ana's place again
6. Cozy unit with access to a hot tub and a pool (from USD 162)
From swimming in the beautiful beaches nearby to dining in an award-winning steakhouse on-site, there are plenty of fantastic things to do when you stay in this vacation rental. It is a lovely unit with access to hotel amenities, including a hot tub, fitness center, and table tennis court. This rental also comes with a complimentary bike and a shuttle to the sandy shores. It’s the ultimate getaway in Naples!
Featuring a king-size bed and a half bathroom, this unit is ideal for couples, two travel buddies, or solo travelers! The space is also equipped with heating and air conditioning for comfort. Internet access and a TV are available as well.
Top guest reviews
Amenities & Room:
it has a nice pool and state of the art fitness centerCleanliness:
clean well appointed roomsan older property but was nicely done and kept very clean whichHost:
front desk staff very nicethe hotel staff are superbnice property and nice staffproperty is quite pretty and staff very accommodating and friendlyhotel was very accommodating and very friendly staffRead more reviewsLocation:
nice hotel in good locationi like that this hotel is close to the beach and downtown napleshilton naples was the perfect location for our first time visit to naplesit is also close to a lovely beach with a charming boardwalk to the beach
7. Retro-style home with beach cruisers (from USD 152)
Featuring two bedrooms and one full bathroom, this retro-style home is perfect for a total of four guests. It also comes with a full kitchen with cooking basics and a living room with a smart TV. Out on the porch is ample seating for guests who want to relax and take in peaceful views of the backyard. Other amenities include air conditioning, Wi-Fi, and a barbecue grill. There are beach cruisers available for exploring as well.
This rental boasts a strategic location in the heart of Naples, placing guests near shops, supermarkets, and the beach. For those who want to check out areas for nightlife, the downtown district is just 4 mi (6.4 km) away.
Top guest reviews
Amenities & Room:
bed linens and mattresses were wonderfulbeautiful bathroom and fully equipped kitchengreat backyard space with a fenced yard and fire tablethe espresso machine was appreciated and the back yard was great i especially loved the beds and beddingbed was extremely comfortable tooCleanliness:
the place was very clean and well appointedvery clean great locationwe were pleasantly surprised by how clean the property wasvery neat and clean nice little screened in porch and backyardthis house was perfect very clean and great location the beds were super comfyHost:
great ownervery responsive to our questionscongrats to the hosts i will be booking this unit every time i visit naplesmiki was the best…very responsive and flexibleRead more reviewsLocation:
great location for getting everywhere in naples
8. Family-friendly oasis with a private pool (from USD 193)
Nestled in a secluded area, this vacation rental is perfect for families or a group of up to six members who are looking for a peaceful and fun-filled getaway. It is a single-level rental that comes with three bedrooms, two full bathrooms, and a well-equipped kitchen. It also offers amenities for outdoor enjoyment, including a private pool that can be heated at an additional fee.
As this is a dog-friendly property, fur babies are welcome to stay as well! There is plenty of space on the well-groomed lawn where they can play around. Other features also include air conditioning, Wi-Fi, flat-screen TVs, and a two-car garage.
Top guest reviews
Cleanliness:
the pool was very clean and warmclean house big pool quiet neighborhoodthe house was very clean and lovelyeverything was nice and cleanthe house is immaculate very clean and in great functional conditionHost:
the property manager is very easy to get a hold of and very responsiveRead more reviewsLocation:
the neighborhood is very peaceful and the house is very conveniently located close to everything that you needwonderful location and house was homey and lived up to the picturesthe neighborhood was quiet and easy to get to
9. Ground-floor condo in Park Shore Resort (from USD 155)
This ground-floor condominium is nestled in Park Shore Resort, a beautiful tropical destination ideal for family getaways. Staying in this rental provides guests with access to shared resort amenities such as botanical gardens, gas grills, a heated swimming pool, a hot tub, and computers with internet access. There are also dining options and shopping spots found nearby, not to mention some of Naples’ most beautiful beaches.
This renovated condo is ideal for up to six guests. It offers two bedrooms and two full bathrooms. In-unit features also include air conditioning, Wi-Fi, flat-screen TVs, and beach essentials.
Top guest reviews
Amenities & Room:
we had a very comfortable stay and we would definitely come back and stay againproperty was beautiful with a wonderfully warm poolCleanliness:
the condo was as advertised and sooo cleanwe loved the size and once again the cleanliness of the condoit was very clean when we arrived and it had everything we needed including new sheets towels etcHost:
owners were very responsive to any questions i hadthe owner was very easy to reach and they answered any questions that we hadRead more reviewsLocation:
the location was ideal with 2 grocery stores and multiple restaurants with in walking distancegood location for reasonable pricelocation wise there are many stores and good restaurants within 5 minute walking distance including (2) grocery storesit was just such a perfect locationextremely comfortable and walk out lanai to the pool/restaurant area
10. Light-filled condo with scenic views (from USD 143)
With floor-to-ceiling windows, this condo not only lets in plenty of natural light but also delivers scenic views of the outdoors. The place is surrounded by manicured grounds of Park Short Resort. Indoor features include air conditioning, Wi-Fi, and two TVs. It also comes with two bedrooms and two full bathrooms, making it an ideal place to stay for up to six guests. The kitchen is fully furnished with cooking basics as well.
As this is a resort property, guests can enjoy access to communal amenities. These include sports facilities, barbecue grills, a heated swimming pool, and a hot tub.
Top guest reviews
Amenities & Room:
there weren’t many forks and some smaller glasses would also be a good addition to the kitchen cupboardthe grounds are lovely and amenities (pool on-site restaurant tennis/pickle ball courts) are all awesomegreat views of a gorgeous park setting with a restaurant small lakes and poolCleanliness:
very clean and well keptthe dishwasher needs replaced it doesn’t clean the dishes that wellit was clean and in a good locationthe condo is clean well-stocked with essentials and convenient to shopping and restaurantsone day i had a maintenance person knocking on the door wanting to clean the hvac unitHost:
it also hosts a very popular and upscale restaurant: hogfish harry'sthe bed is very comfortable elliot is kind and responsive to any contact initiatedthe communication with the owner was outstandingelliot was so easy to communicate with kind and truly wanted everything to be perfect for usvery nice condo on extremely beautiful grounds with a courteous hostRead more reviewsLocation:
beautiful condo in a perfect locationcouldn’t ask for a better locationlocation however is good and the grounds are well keptpark shore resort is a wonderful treasure in the middle of the citythe units has a great location in the resort
11. Luxurious, modern villa with private pool (from USD 322)
A pleasant smile will light your face as soon as you enter this beautiful and extremely clean villa that’s adorned with some vintage pieces. This serene yet lively accommodation offers you a well-equipped kitchen to help you cook fresh and healthy meals and enjoy eating them warm. It features three bedrooms which feature luxury furnishings. The availability of modern amenities such as LED TV, heater, washer, dryer, air conditioning, internet access, and children-friendly features, ensure your comfortable stay. Have a dip in the pleasant private pool and refresh your mind and body. Park Shore, a walkway along the beach, is in the vicinity of this accommodation, so visit it for a pleasant walk or jogging in the morning. Also, go on a walking or biking excursion to the Venetian Village, which is nearby.
Top guest reviews
Amenities & Room:
The owners are very thorough organized and welcominggrill and fully stocked kitchen to the high end sheets and towels made us feel right at homeThe kitchen is equipped with everything imaginable in the highest quality - we could not think of anything that was missing All the bedrooms and bathrooms were gorgeousThe private lot with pool and lanai made it easy to relax while listening to music and floating in the poolGloria was in contact throughout our stay making sure that everything was OKCleanliness:
Gloria & Jeff are obviously very proud of their house and rightly so as it is immaculateHost:
The host Gloria could not have been more accommodatingThe owner Gloria is very responsiveThe hosts Gloria and Jeff are very accommodating and so organized which makes arrival and departure so seamlesspool floats beach suppliesThe hosts are very friendly organized and accommodating Looking forward to returning next yearRead more reviewsLocation:
The beach pass is so convenientThe location is perfect for beaching and shopping and biking and dining outThe house is in a great area with easy access to the Venetian Village for bars and restaurants and a short drive or inexpensive Uber ride of downtown Naples Access to the white sand beach via the ...Always a few new touches at the house tooThe detail that Jeff and Gloria put into the house doesn't compare to what they put into the customer service and amenities From the bikes
12. Beautiful, updated condominium steps away from the beach (from USD 215)
Don’t miss staying in this exquisite condominium, which is just some steps away from one of the most popular beaches in Florida as well as in the proximity of great restaurants, shopping venues, and walking trails, when vacationing on the Gulf Shore Boulevard in Florida. It features all modern amenities, a well-stocked kitchen with modern appliances, a porch, and a swimming pool. Settle back on the spacious porch here and watch pelicans soar and dolphins play. Make sure you visit Delnor-Wiggins Pass State Park, which is just 350 steps from this accommodation.
Top guest reviews
Amenities & Room:
the condo has everything you could think ofThe beds were very comfortableit is very well organized and equippedThe pool downstairs was nice for relaxing and cooling off from the heat For the beach loverIt had everything we could ever need and moreCleanliness:
Very clean and in a great locationHost:
This is a great unit With all new appliances and everything in good working conditionWe have nothing but great things to say about John and the propertyThe unit was updated with new appliances finishes and furnishingsJohn reached out to us upon check in to ensure everything was OKThe owner is very responsive and helpful I would stay here againRead more reviewsLocation:
(right across the street )The process was very easyWould still like to be there right nowWhile there isn't any restaurants or shops in walking distance there are a number of fine restaurants within a very short drive We thoroughly enjoyed our stay and would certainly consider returni...very comfortable and in a beautiful location
13. Exquisite retreat with panoramic views (from USD 444)
Are you planning holidays to the Gulf Shore Boulevard, Florida, with your family? If yes, choose to stay in this tastefully decorated condominium which gifts you a relaxing stay experience and eye-catching views of the Gulf of Mexico. It features a main living area, kitchen, three bedrooms, a dining area, and family area, thus, it’s perfect for a family stay. Its modern facilities include internet access, a television, heater, children-friendly features, and other amenities for your comfort. Plan an excursion to Vanderbilt Beach, which is just a mile (1.6 kilometers) from here.
Top guest reviews
Amenities & Room:
(loved the fluffy towels) Fully equipped and features comfy sofas king size master bed luxury bathrooms and an open kitchen dining and living roomthe condo was not only quietThe unit is really well appointed with all the amenities you need Great beach supplies and a short stroll to the sandThe view is as good as it getsHost:
Owner is extremely professional and helpful in all respectsGreat location spacious close to beach well equipped with beach toys chairs and cart to pull it allThe condo was well equipped spacious and had a great view Hope to be back next yearRead more reviewsLocation:
The location is perfect for beach walking shopping and dining Loved everything about itJust eight blocks to Publix movies Brooks Burgers (yes ) Mercato shopping center tons of great restaurants (try Seasons 52 and Trattoria Abruzzo) and more Good vacationHowever the best was the private lanai with a sweeping view north and a good view of the ocean Private garage space and inside elevator access Conveniently located Vanderbilt Beach (with restau...but it was in perfect shape and decorated very wellBeautiful view of the bay and ocean in distance Short walk to beach and pool
14. Oceanfront fully furnished home (from USD 196)
Experience the coastal feel by staying in this elegant condominium which offers you gorgeous beach views and helps you settle back in tranquility at night. It’s fabulously renovated and it features a full kitchen, two bedrooms, and two bathrooms for your relaxing stay. The availability of modern amenities such as high-speed Wi-Fi, a smart TV in every bedroom, a telephone, printer, air conditioning, heater, washer, dryer, and internet access, ensure your convenience during your stay here. Plan a bike excursion to explore the quiet streets of Pelican Bay when here.
Top guest reviews
Amenities & Room:
There is an abundance of cooking gadgets and the whole apartment is furnished to extraordinarily high degreeThe discription given of this apartment is 100% correctalmost instantly bearing in mindThis beautiful condo has everything you need for a comfortable stay with your partner (and kids)The furniture is very comfortable (especially the beds ) and everything smells fresh Warm white and earth colors made me feel homey immediately after we entered the ApartmentI especially enjoyed s...Host:
you have done a fantastic job with this apartment and we look forward to visiting again next year Kind Regards David and PamI had some dealings with the owners over a small matter which was dealt with very quickly and Michaela comes back to youAn extra treat is the real good taste Furniture linen glassesThe Owner is very friendly and easy to work with and responds immediately I highly recommend this condo and hope to stay again Thank you for sharingWe had the most exquisite experience in this beautiful condo Everything is super clean and neatRead more reviewsLocation:
Great location beautiful condo Building was clean and quiet
15. Sanctuary near Vanderbilt Beach (from USD 407)
Stay close to Mercato shopping mall and at a walking distance from the mesmerizing Vanderbilt Beach by choosing to stay in this wonderful home in the Gulf Shore Boulevard. Its key features are a heated pool, lanai, and pet-friendly access. This accommodation is ideal for families, couples, business travelers, solo adventurers, and small furry pet dogs. Access all modern amenities such as Wi-Fi for internet access, air conditioning, a television, heater, dryer, washer, and other facilities, to ensure your comfort. Shop till you drop at Mercato, which is a driving distance of just two minutes.
Top guest reviews
Amenities & Room:
private with great palm treesThe pool was a bonusThe pool was heated to a comfortable tempThe pool is wonderfull and the screened in porch was great for dinners and wineLoved the outdoor space and pool-Cleanliness:
Very clean beautifully decoratedand I The house was super clean and I am very pickyIt was beautiful and sparkling cleanEverything was decorated so nicelyThe owners were very friendlyHost:
They let us check in early with no problemThey were so helpful and made sure our trip was the best possibleWe had a wonderful two weekscute clean and comfortable Pool was a nice benefitespecially considering there was a wagon chairs umbrella cooler and beach toys in the garage ready to goRead more reviewsLocation:
It is also conveniently located to a couple of Publix storesBreakfast and lunch in house was fine Publix grocery 5 minutes awayThe house is very close to Vanderbilt Beach (walking distance for older kids and adults)We walked to the beach several timesbut there is also a handy parking garage and roundabout right beside that beach if you're bringing a lot of beach gear
16. Beachside abode with pool
Located just a few steps away from the refreshing Vanderbilt Beach, you can find a newly remodeled condominium with a comfy lanai and sweeping bay views. It features an open kitchen, which is well-equipped with kitchen appliances, kitchenware, and necessary furniture. Besides these, you can find all advanced facilities such as air conditioning, a heater, washer, dryer, internet access, and child-friendly features for a relaxing stay. Don’t miss playing golf at Ritz Carlton Golf Course, a golf course which is just 5 miles (8.04 kilometers) from here.
10.01 km (6.3 mi) from Naples Zoo at Caribbean GardensAccommodates: 4
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 60 days before check-in.
Top guest reviews
Amenities & Room:
The place itself provided fast internet comfortable furnishings and great amenities that made you feel like you weren't a touristseemed to be rarely used making it seem like our ownNot that you go to Naples to watch TVIt has everything you need as if you were right at home Beach chairs(We appreciated the beach chairs umbrella towels and cooler )Cleanliness:
It was very clean and everything was in great conditionI used this unit for rest and recovery from broken armThe condo was very clean beautifully maintained and very modernComfy and quiet for sleeping tooHost:
Our host really kind and helpfulRooftop pool and hot tub was almost private to us Would definitely recommend for couplesWe love the area and this place gave us a good HQ to start our adventuresWhat a great condo Spotlessclean and provided us a restful vacationRead more reviewsLocation:
(the place is RIGHT next to a great sushi restaurant )if you're a beach person just a 5 min short walk to Vanderbilt beachBeautiful little getaway Close to beach and diningShops and resturaunts along the way ensured lunch and dinner were never far offThe Mercato was within a few blocks with plenty of great restaurants and shopping making the wife extremely happy
Experience a fun-filled beach vacation
The Gulf Shore Boulevard in Florida is full of fabulous attractions and mesmerizing coastal vibe. Excursion to this vacation hotspot will refresh you. Choosing one of these 10 accommodations of Vrbo in the Gulf Shore Boulevard in Naples will ensure you enjoy a comfortable stay during your excursion. Treasure pleasant memories to cherish for a lifetime.
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