Best Vacation Homes in Seaside
New
House
5 Bedrooms
2 Baths
16 Guests
Private Pool
Oceanfront
Hot Tub
Fireplace/Heating
US $727/Night
7 Nights - US $5,091
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
4 Guests
1302.43 ft²
- Hot Tub
Spa
Pool
Balcony/Terrace
US $394/Night
7 Nights - US $2,755
Apartment
2.0(1 Review)
1 Bedroom
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
Pet Friendly
US $293/Night
7 Nights - US $2,048
Condo
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Fireplace/Heating
- Pool
Ocean View
US $99/Night
7 Nights - US $694
House
9.7(3 Reviews)
3 Bedrooms
2 Baths
7 Guests
1603.82 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
Parking
US $314/Night
7 Nights - US $2,198
New
Resort
10.0(1 Review)
1 Bath
4 Guests
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
US $335/Night
7 Nights - US $2,342
New
Resort
2 Baths
6 Guests
- Spa
- Pool
Kitchen- Parking
US $380/Night
7 Nights - US $2,660
New
Resort
2 Baths
6 Guests
- Spa
- Pool
- Kitchen
- Parking
US $304/Night
7 Nights - US $2,128
Seaside Luxury Rentals
House
9.6(7 Reviews)
4 Bedrooms
2 Baths
14 Guests
2260.42 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $1,237/Night
7 Nights - US $8,659
House
9.8(25 Reviews)
5 Bedrooms
2 Baths
12 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $960/Night
7 Nights - US $6,722
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $788/Night
7 Nights - US $5,519
Condo
2 Bedrooms
2 Baths
8 Guests
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
US $787/Night
7 Nights - US $5,510
Condo
10.0(1 Review)
2 Bedrooms
2 Baths
8 Guests
900 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
US $753/Night
7 Nights - US $5,268
House
3 Bedrooms
3 Baths
6 Guests
- Private Pool
- Pool
- Ocean View
View
US $736/Night
7 Nights - US $5,151
House
9.0(2 Reviews)
5 Bedrooms
5 Baths
12 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $726/Night
7 Nights - US $5,080
Villa
8.0(3 Reviews)
3 Bedrooms
2 Baths
6 Guests
1500 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $725/Night
7 Nights - US $5,073
Seaside Pet Friendly Vacation Rentals
Cottage
10.0(21 Reviews)
1 Bedroom
1 Bath
4 Guests
- Pet Friendly
- Kitchen
- Parking
Air Conditioner
US $190/Night
7 Nights - US $1,327
House
9.7(3 Reviews)
1 Bedroom
1 Bath
4 Guests
344.45 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
US $164/Night
7 Nights - US $1,149
Hotel
9.2(1005 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
Breakfast
US $227/Night
7 Nights - US $1,590
House
10.0(3 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $131/Night
7 Nights - US $919
House
9.5(2 Reviews)
4 Bedrooms
2 Baths
8 Guests
1797.57 ft²
- Fireplace/Heating
- Pool
- View
- Pet Friendly
US $611/Night
7 Nights - US $4,274
Apartment
2.0(1 Review)
2 Bedrooms
2 Baths
5 Guests
1073 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $141/Night
7 Nights - US $985
Apartment
1 Bedroom
1 Bath
3 Guests
733 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $120/Night
7 Nights - US $838
US $112/Night
7 Nights - US $782
Seaside Large Vacation Homes
Villa
10.0(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Pool
- Ocean View
- View
US $111/Night
7 Nights - US $775
New
House
4 Bedrooms
2 Baths
10 Guests
1506.95 ft²
- Oceanfront
- Spa
- Fireplace/Heating
- Ocean View
US $577/Night
7 Nights - US $4,041
Villa
10.0(1 Review)
2 Bedrooms
2 Baths
4 Guests
1311 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $151/Night
7 Nights - US $1,059
Villa
9.4(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $167/Night
7 Nights - US $1,171
Condo
8.8(6 Reviews)
2 Bedrooms
2 Baths
10 Guests
1200 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $238/Night
7 Nights - US $1,666
New
Villa
2 Bedrooms
2 Baths
8 Guests
- Hot Tub
- Air Conditioner
Child Friendly
Laundry
US $474/Night
7 Nights - US $3,317
Villa
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Air Conditioner
Internet- Child Friendly
US $224/Night
7 Nights - US $1,569
House
10.0(17 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $316/Night
7 Nights - US $2,211
Why Choose Rent By Owner for your Seaside Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Seaside
When should you plan your Vacation Rentals stay?
Choosing the ideal time to visit here can enhance your experience, as seasonal patterns and local events in this destination influence the best periods for enjoying the region's welcoming atmosphere and tranquil surroundings.
Peak Season Highlights
Spring (March to May)
During spring, the region experiences warm weather and lively atmosphere, making it an ideal time for outdoor activities and beach outings.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 70°F
Winter Holidays (December to February)
The winter months bring mild temperatures perfect for escaping colder climates, attracting visitors seeking a warm coastal retreat here.
Average Temperature Daytime: 72°F to 78°F - Nighttime: 55°F to 65°F
Off-Season Highlights
Summer (June to August)
While summer can be busy with families on vacation, the hot temperatures and occasional showers offer a quieter experience at this destination’s beaches.
Average Temperature Daytime: 88°F to 92°F - Nighttime: 75°F to 80°F
Fall (September to November)
In early fall, the area sees fewer visitors, providing a peaceful setting to enjoy the natural beauty and local serenity.
Average Temperature Daytime: 80°F to 85°F - Nighttime: 65°F to 70°F
Weekly Weather Forecast for Seaside
How to Book Your Seaside Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Seaside
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor pool to relax and unwind under the Florida sun.
- Take advantage of spacious patios or decks perfect for outdoor dining and entertaining.
- Benefit from lush landscaped gardens that offer a peaceful outdoor ambiance.
- Make use of convenient outdoor grills for preparing meals during your stay here.
- Relax in comfortable lounge areas designed for enjoying the fresh air and scenic views.
- Find access to nearby beaches or waterfronts ideal for outdoor activities and sunset viewing.
- Utilize outdoor recreational amenities such as tennis courts or walking paths available on-site or nearby.
Top Attractions Around Seaside
What attractions are nearby?
In this charming destination, you can enjoy a variety of outdoor activities and local attractions that highlight the natural beauty and vibrant community nearby your vacation rentals.
Family Activities
- Clam Pass Park: Explore the scenic boardwalk and enjoy a family-friendly day on the pristine beach, perfect for swimming and picnicking in the area.
- Eisenhower Park: Spend quality time outdoors with playgrounds, open green spaces, and walking trails that cater to all ages here.
- Raptor Bay Golf Club: For an engaging outdoor activity, try a round of golf at this course known for its beautiful views and family-friendly atmosphere.
- Great Egrets Reserve: Discover local wildlife and enjoy nature walks in this reserve, offering educational experiences suited for children and adults alike.
Adult Activities
- Golfing at Estero Country Club: Enjoy a round of golf at this scenic course, offering a challenging experience amid lush landscapes.
- Exploring Barefoot Beach Preserve: Relax or take a walk along the pristine sands of this renowned beach, perfect for unwinding in natural surroundings.
- Fishing Charters in the Gulf: Embark on a guided fishing expedition to catch a variety of local marine species in the clear Gulf waters.
- Wine Tasting at Local Vineyards: Savor regional wines and learn about local viticulture at nearby vineyards that highlight the area's agricultural charm.
Seaside Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Activities Early: Take advantage of the area's beautiful beaches and outdoor attractions by scheduling your activities ahead to maximize your leisure time.
- Explore Local Dining Options: Discover nearby eateries that showcase the region's fresh seafood and regional flavors for an authentic dining experience.
- Use a Trusted Rental Platform: Book through a reliable service to find well-maintained vacation rentals that offer comfort and convenience during your stay.
- Stay Prepared for the Climate: Pack appropriate clothing and essentials to enjoy the warm climate and outdoor adventures this destination offers year-round.
Transportation Options
- Rental Car Services: You can easily rent a vehicle here to explore the area's scenic spots at your own pace.
- Public Transportation: Local bus options provide an affordable way to navigate the region without the hassle of driving.
- Taxi and Rideshare: Reliable taxi services and rideshare apps offer convenient ways to get around this destination comfortably.
- Bicycle Rentals: Biking is a popular option for experiencing the region's natural beauty up close and personal.
Local Customs Options
- Respect for Local Wildlife: In this coastal area, preserving the natural habitat and wildlife is highly valued, so you'll find locals appreciate responsible interactions with nature.
- Casual Beach Attire: Visitors are encouraged to embrace laid-back dress codes when visiting local eateries and shops near the shoreline, reflecting the area's relaxed vibe.
- Community Events: Participating in seasonal festivals and outdoor gatherings is common here, offering an authentic way to experience the region's friendly atmosphere.
- Environmental Conservation: Recycling and eco-friendly practices are widely promoted among residents and visitors alike, emphasizing the community’s commitment to sustainability.
Seaside Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Seaside?
There are a lot of options in Seaside. If you plan on staying in the Seaside area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Seaside:
- Modern 3 bedroom, 2 bath getaway with HEATED private pool and jacuzzi
- Southwest-facing home: sunny, modern, lake-view - Pelican Landing/Palm colony
- River Ranch Oaks
- NEW Coastal Paradise GEM! Spacious 4BR, 3 Full Baths w/Pool! PET FRIENDLY!
- Beautiful updated pool home in a quiet, gated community.
- BEACH & SUNSETS CONDO!
- Newly remodeled 3-bedroom condo in a bundled community
- Spotless 2nd Flr., 2 Bdrm Luxury Condo with Spectacular Golf & Lake Views
- Country Creek -Lovely updated 3 bed/2 bath Estero home with hot tub and golf
- Charming 2-bedroom house with WiFi, AC in fabulous Bonita Springs
2. How many vacation rentals have private pools in Seaside?
There are 82 vacation rentals with private pools near Seaside. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Seaside are best for families?
If you are looking for a family-friendly vacation home in Seaside, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Seaside:
4. How many Rentbyowner vacation rentals are available in Seaside?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 514 in the Seaside area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Seaside.
5. What is the cancellation policy for vacation rentals in this area?
Cancellation policies vary by listing, so it's important to review the specific terms outlined on the property’s page. You can find detailed information about refunds and notice periods or contact the owner directly for clarification.
6. How do I ensure my booking is secure when reserving a vacation rental here?
Secure bookings are facilitated through verified listings that prioritize safe payment methods. Always confirm that you are booking through trusted platforms and communicate directly with the owner if you have any concerns during the reservation process.
7. Are there any house rules or restrictions I should be aware of before booking?
Yes, each property typically has its own set of house rules which may include check-in/out times, pet restrictions, or noise limitations. These details are provided on the listing page, and it’s advisable to review them carefully before confirming your reservation.
8. What amenities are usually included in a vacation rental in this region?
Most vacation rentals here offer essential amenities like Wi-Fi, fully equipped kitchens, and parking. For specific features such as pools or outdoor spaces, refer to the property description or contact the owner directly to ensure your needs are met.
9. How can I get assistance if I encounter issues during my stay or booking process?
Support is available through the booking platform’s customer service team, which can assist with reservation changes, cancellations, or concerns during your stay. Additionally, reaching out directly to the property owner can resolve many questions promptly.
Seaside Top Rated Vacation Rentals
House
10.0(60 Reviews)
3 Bedrooms
2 Baths
7 Guests
1500 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $313/Night
7 Nights - US $2,193
Condo
10.0(23 Reviews)
3 Bedrooms
2 Baths
6 Guests
2110 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $207/Night
7 Nights - US $1,449
House
10.0(12 Reviews)
3 Bedrooms
2 Baths
8 Guests
1700 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $354/Night
7 Nights - US $2,477
House
10.0(12 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $112/Night
7 Nights - US $783
Condo
10.0(11 Reviews)
3 Bedrooms
2 Baths
6 Guests
1500 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $298/Night
7 Nights - US $2,088
Condo
10.0(10 Reviews)
2 Bedrooms
2 Baths
6 Guests
1400 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $150/Night
7 Nights - US $1,048
House
10.0(9 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $139/Night
7 Nights - US $972
House
10.0(8 Reviews)
2 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $326/Night
7 Nights - US $2,282
