Southwest Coast Florida Vacations from $588

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Your Southwest Coast Florida Vacation

Make planning your next great adventure a breeze with a Southwest Coast Florida vacation package. If it's coastal beaches, nature and dining you're looking for, you won't be disappointed. With so much to see on a trip to Southwest Coast Florida, it can be hard to know where to begin. Kick off your journey in Tampa at Busch Gardens Tampa Bay and Raymond James Stadium — two much-loved attractions here. Another great city to add to your itinerary is Sarasota. Don't miss Bay Island and Siesta Key Beach. Expedia has hotels, flights and all your other travel needs to help you organize your own tailored Southwest Coast Florida vacation today.

The Latest Southwest Coast Florida vacation packages

Price found within the past 48 hours. Click for updated prices.
Casa Boutique Hotel

Casa Boutique Hotel

South Beach
Save 100% on your flight
$588
per person
Dec 16 - Dec 23
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.2/10 Very Good! (1,000 reviews)
Clean. Classy. Conveniently located.

Reviewed on Oct 2, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach
$14,256
per person
Dec 17 - Dec 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

The Local House

The Local House

South Beach
Save 100% on your flight
$955
per person
Dec 17 - Dec 23
found 2 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.2/10 Wonderful! (1,001 reviews)
The hotel has a great atmosphere. The check in lady was very nice she explained everything on details . Beach was just a block from the hotel . Love this hotel and definitely recommend it . Restaurant is downstairs too and very convenient

Reviewed on Oct 5, 2026

Miami Vacation Rentals - Downtown

Miami Vacation Rentals - Downtown

Downtown Miami
Save 100% on your flight
$1,158
per person
Dec 17 - Dec 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9/10 Wonderful! (92 reviews)
Beware! The parking is not as advertised and cost a fortune. The room was noisy at night making sleep difficult due to noisy air conditioner. The staff at the hotel was quite unfriendly and was quite unhelpful. And most of all getting in touch with Expedia was impossible to achieve, even as I write this review they have not responded to my claims.

Reviewed on Oct 4, 2026

1 Hotel South Beach

1 Hotel South Beach

South Beach
Save 100% on your flight
$2,623
per person
Dec 17 - Dec 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.4/10 Exceptional! (1,654 reviews)
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Where to stay in Southwest Coast Florida

Find the best Southwest Coast Florida areas and neighborhoods for the activities you enjoy most. Learn more about Southwest Coast Florida
A clear turquoise sea, a sandy beach, and a rocky outcrop with palm trees.

North Captiva

Visitors to North Captiva enjoy its beaches, and if you want to do some exploring, North Captiva Island Beach is worth a stop.

A coastal cityscape with high-rise buildings, palm trees, and a clear blue sky.

South End

While visiting South End, you might make a stop by sights like South Marco Beach and Marco Island Ski & Watersports.

A sandy beach path with people walking, a wooden fence, and a clear blue sky with clouds.

Lido Key

Traverse a winding woodland path and spend the afternoon on this island’s secluded beaches before ending at a beachside bar to enjoy a spectacular sunset.

A person carrying a child on their shoulders on a bridge with a view of greenery and a clear sky.

Central Naples

If you're spending some time in Central Naples, Naples Zoo at Caribbean Gardens and Naples Grande Golf Club are top sights worth seeing.

A wooden pier extending into calm waters at dusk, with two illuminated structures at the end.

East Naples

Beaches, shopping, and restaurants are just a few things travelers enjoy about East Naples. Check out Fifth Avenue South or Naples Botanical Garden while you're exploring the area.

Stay near popular Southwest Coast Florida attractions

A lifeguard tower with an American flag, a green flag, and a signboard on a beach with people sunbathing and umbrellas.

Siesta Key Beach

9.6/10 (4,113 reviews)
The soft, white sand on Siesta Key’s award-winning family-friendly beach is perfect for relaxing under a sun umbrella and taking part in a game of volleyball.
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A beach with lifeguard towers, clear turquoise water, and people sunbathing.

Lido Beach

9.4/10 (6,329 reviews)
Visit a beach not far from an upscale shopping area. The warm waters are as inviting as the white sand.
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An aerial view of a city intersection with a central green space surrounded by roads and buildings.

St. Armands Circle

9.4/10 (5,556 reviews)
Consider this area as a circular outdoor mall. Like any mall, you can shop, dine, browse or just people-watch. Unlike most malls, this one never closes to walkers.
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A beach with white sand, turquoise water, and a rocky area in the foreground. There are palm trees and a building in the background.

Naples Beach

9.4/10 (6,040 reviews)
Why not spend a carefree afternoon at Naples Beach during your travels in Naples? Stroll along the seaside or visit the shops while you're in the area.
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A beach with a lifeguard tower, a parked car, and people relaxing under umbrellas.

Venice Beach

9.2/10 (2,687 reviews)
Beachside bliss awaits at a Florida coastal gem where you can swim, fish and hunt for ancient fossils in the sand and beneath the waves.
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A beach with palm trees, a clear blue sky, and a building complex in the background.

Vanderbilt Beach

9.2/10 (2,388 reviews)
If a restful vacation is part of your travel plans, Vanderbilt Beach might be the perfect place to seek out during your trip to North Naples.
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A bustling street with palm trees, a yellow building, and people walking.

Fifth Avenue South

9.4/10 (2,799 reviews)
Enjoy many happy hours exploring the variety of shops, dining options and cultural attractions of this popular shopping district in Naples, Florida.
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The Mall at the University Town Center with a modern building, palm trees, and a clear sky.

Mall at University Town Center

9.0/10 (2,156 reviews)
You can search for that perfect souvenir at Mall at University Town Center during your visit to Sarasota. Attend a sporting event or discover the beautiful sunsets in this family-friendly area.
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Southwest Coast Florida Hotel Deals

Kompose Boutique Hotel

Kompose Boutique Hotel

965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
$53 nightly
$59 total
Oct 13 - Oct 14
Total with taxes and fees
Kompose Boutique Hotel
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

12324 Manatee Avenue West Bradenton FL
Fully refundableReserve now, pay when you stay
$174 nightly
$197 total
Oct 20 - Oct 21
Total with taxes and fees
Compass Hotel by Margaritaville Anna Maria Sound
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

251 Crescent Street Fort Myers Beach FL
$202 nightly
$226 total
Nov 2 - Nov 3
Total with taxes and fees
Margaritaville Beach Resort Fort Myers
See all 46,959 properties in Southwest Coast Florida
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find the Best Southwest Coast Florida Vacation Packages

Southwest Coast Florida Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tampa Intl. Airport (TPA)

More vacations you might like

Frequently asked questions

How do vacation package prices compare across popular destinations in Southwest Coast Florida?
Fort Myers offers some of the lowest typical prices for a week-long Southwest Coast Florida vacation package, while Marco Island tends to be the highest. A week-long trip typically costs around $950 per adult in Fort Myers, around $1,000 in Sarasota, about $1,200 in Fort Myers Beach, around $1,300 in Naples, and about $1,600 in Marco Island.*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.
How can I save money on a Southwest Coast Florida vacation package?
When you bundle, you can save up to 30%*. To save money on a Southwest Coast Florida package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What's included in a Southwest Coast Florida vacation package?
A Southwest Coast Florida vacation package lets you combine flights, hotel stays, and rental cars, based in one of the region's top destinations like Sarasota, Fort Myers Beach, or Fort Myers. In Sarasota, most hotels offer free breakfast and many also provide airport shuttle service to and from Tampa International Airport (TPA). For Fort Myers Beach, most hotels include free breakfast and airport shuttle service to Southwest Florida International Airport (RSW). Similarly, in Fort Myers, nearly all hotels provide free breakfast and airport shuttle service to Southwest Florida International Airport (RSW).Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
Which destinations in Southwest Coast Florida offer the best-value vacation package deals?
Fort Myers, Sarasota, Cape Coral, Naples, and Fort Myers Beach are some of the top destinations for cheap Southwest Coast Florida vacation package deals. For an affordable weekend getaway, Fort Myers is often among the most budget-friendly options, with package prices starting around $400 per adult. For notable bundle savings, Marco Island is often among the best options, with flight-and-hotel bundles saving around $200 per adult.Browse cheap vacation packages in Southwest Coast Florida on Expedia to compare current deals.*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.
When is the best time to visit the top destinations in Southwest Coast Florida?
The best time for a Southwest Coast Florida vacation package depends on which destination you choose.Naples is busiest in March, when highs are around 77°F and the Collier Fair takes place, and in December, with highs around 75°F. If you'd prefer fewer crowds, from August to October are quieter, with August seeing highs around 88°F.Siesta Key sees the most visitors in July, with highs around 87°F, and in March, when highs are around 74°F. For a quieter trip, January and from October to November are less busy, with January highs around 68°F.Marco Island is most popular in July, with highs around 88°F, and in March, when highs are around 77°F. If you'd prefer fewer crowds, from January to February are quieter, with January highs around 72°F.Fort Myers is busiest in March, with highs around 79°F, and in February, when highs are around 75°F and events like the Edison Festival of Lights and Artfest Fort Myers occur. If you'd prefer fewer crowds, from August to October are quieter, with August highs around 88°F.
What package types are available across the top destinations in Southwest Coast Florida?
Southwest Coast Florida vacation package options span several travel styles across its popular destinations like Sarasota, Fort Myers Beach, Naples, Marco Island, and Siesta Key:
  • Family: In Sarasota, the Hyatt Place Sarasota/Bradenton Airport, rated 8.2 out of 10 by travelers, offers family rooms and an outdoor pool, with travelers often praising the great breakfast.
  • Budget: Fort Myers Beach features budget-friendly options like the Holiday Inn Express & Suites Ft Myers Beach-Sanibel Gateway by IHG, rated 8.9 out of 10 by travelers, which includes an outdoor pool and is pet-friendly, with travelers highlighting its super quiet rooms.
  • Couples: Naples offers packages with stays at properties such as The Ritz-Carlton Naples, Tiburón, a 5-star resort rated 8.4 out of 10 by travelers, featuring a spa and game room, and travelers often note the friendly staff.
  • Beach: In Siesta Key, the Tropical Breeze Resort, rated 7.9 out of 10 by travelers, provides kitchenettes and a hot tub, placing you close to the beach, and travelers frequently mention the nice pool.
Which destinations should I consider for a Southwest Coast Florida vacation?
For a Southwest Coast Florida vacation, your ideal base depends on your travel style and preferences:
  • Sarasota: A popular package destination, this city is well-suited for families and those seeking a mix of beaches, urban attractions, and outdoor activities.
  • Fort Myers Beach: Choose this destination for a beach-focused trip with plenty of outdoor activities and family-friendly options, making it a strong choice for a Southwest Coast Florida vacation package.
  • Naples: This city is excellent for couples and families, offering a blend of beaches, outdoor activities, and city attractions. Naples also provides more lodging choices than other areas in the region.
  • Marco Island: Ideal for couples and families, this island destination is known for its beautiful beaches and outdoor recreation.
  • Siesta Key: A great option for beach lovers, families, and couples, offering a relaxed atmosphere with abundant outdoor activities.
Is Southwest Coast Florida better suited for a beach vacation or a cultural trip?
A Southwest Coast Florida vacation is primarily a beach and outdoor nature experience, offering extensive coastlines and a wide range of activities.Destinations like Naples, Siesta Key, and Marco Island are known for their beautiful beaches, such as Naples Beach and Siesta Key Beach, alongside opportunities for outdoor recreation and family-friendly attractions. While there are city and urban attractions, like Fifth Avenue South in Naples or events at JetBlue Park at Fenway South in Fort Myers, the region's main draw is its natural coastal environment.Travelers seeking sun, sand, and outdoor adventures will find Southwest Coast Florida an excellent choice, with cultural elements available as part of the broader experience.
Which airports serve the main destinations in Southwest Coast Florida?
For a Southwest Coast Florida vacation, Southwest Florida International Airport (RSW) in Fort Myers is the most direct gateway to the region. Travelers can also consider flying into larger hubs like Tampa International Airport (TPA) or Orlando International Airport (MCO), which offer additional flight options and are a few hours' drive from the Southwest Coast.
What are the top things to do across the destinations in Southwest Coast Florida?
A Southwest Coast Florida vacation offers a variety of attractions spread across its distinct destinations:Browse and book things to do in Southwest Coast Florida on Expedia.
Are there family vacation packages in Southwest Coast Florida with kid-friendly amenities?
Family vacation packages in Southwest Coast Florida offer a variety of kid-friendly amenities across its popular cities:
  • Lido Beach Resort: In Sarasota, this 4-star property, rated 8.7 out of 10 by travelers, features a game room and kitchenette, with travelers frequently praising the spacious rooms.
  • Lani Kai Beachfront Resort: Fort Myers Beach offers this 3.5-star resort, rated 8.2 out of 10 by travelers, which provides family rooms and a game room, and travelers often highlight the beautiful facilities.
  • Hilton Garden Inn Fort Myers Airport/FGCU: In Fort Myers, this hotel, rated 8.1 out of 10 by travelers, includes a kitchen and family rooms, with travelers praising the clean facilities.
  • Naples Bay Resort & Marina: Naples features this 4-star resort, rated 8.9 out of 10 by travelers, which offers a kitchenette and hot tub, and travelers often say they'd definitely be back.
  • Cottages at Siesta Key Inn: Siesta Key has this hotel, rated 8.3 out of 10 by travelers, providing a kids club and outdoor pool, making it a great choice for families.
What luxury vacation packages are available in Southwest Coast Florida?
Luxury Southwest Coast Florida vacation packages can be found across its top destinations, offering premium amenities and experiences:Most Southwest Coast Florida vacation packages pair the hotel with flights. Browse luxury vacation packages in Southwest Coast Florida on Expedia to compare options.
When should I book vacation packages for the top destinations in Southwest Coast Florida?
Booking times for a Southwest Coast Florida vacation package vary by destination, with most travelers booking around 3 to 7 weeks before departure.Travelers tend to book Southwest Coast Florida trips most often from February to May, and in July. If you're planning a spontaneous getaway, Expedia also offers last-minute Southwest Coast Florida vacation packages.
How many days do you need for a Southwest Coast Florida vacation?
Most Southwest Coast Florida vacation packages last around 4 days, but the ideal trip length depends on where you're going and what you'd like to experience.Sarasota, known for its beautiful beaches and family-friendly attractions, is typically a 4-day trip, with weekend and week-long stays popular enough to enjoy Siesta Key Beach.Fort Myers Beach, a hub for outdoor activities and beaches, also sees typical trips of around 4 days, though week-long stays are most popular for exploring Estero Boulevard Beach and its surroundings.Naples, with its scenic beaches and urban attractions, is also commonly a 4-day trip, with many travelers opting for weekend or week-long stays to experience Naples Beach and the city.
Can I change or cancel my Southwest Coast Florida vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Southwest Coast Florida vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Southwest Coast Florida vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Southwest Coast Florida vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Southwest Coast Florida?
To find last-minute vacation packages to Southwest Coast Florida, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Southwest Coast Florida vacation packages?
Free cancellation on a Southwest Coast Florida vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Southwest Coast Florida vacation as a package or separately?
An Expedia vacation package could land you great savings when compared to arranging flights and hotels separately. Better still, you can tailor your Southwest Coast Florida getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Southwest Coast Florida vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.