
Holiday Homes in St. Petersburg
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Top-rated Holiday Homes in St. Petersburg
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Central Florida Vacation Stilt Home with pool!
Your family will be close to most everything FL has to offer when you stay at this centrally-located home. I am within an hour drive of all theme parks, major beaches, sports stadiums and concert venues. Located in the center of town close to grocery stores, fast food locations and all of the local restaurants as well! Most importantly, to me anyway, minutes from several boat ramps that lead into beautiful Tampa Bay and little Manatee River which are great for boating leisure, sport and fishing

Stylish Beach Retreat • 2-Min Walk to White Sand
Experience the best of Indian Rocks Beach in this stylish 2-bedroom apartment, perfectly located just steps from the sand. This spacious retreat features 3 beds, 1 bath, and a comfy memory foam sleeper sofa—perfect for families or small groups. Walk across the street to the sand and enjoy nearby bars, restaurants, and shops. Around the corner, Kolb Park offers a playground, tennis, pickleball, and a skate park. Everything you need for the perfect beach getaway is right at your doorstep. BTR#1936

FREE Decor AnyOccasion*Romantic Getaway*Relax Bath
A modern & cozy place in Tampa,private entrance and parking.We include decorations for all occasions:birthday,wedding,special day, show your love, and more!Perfect romantic getaway to enjoy with your loved one.Located in a central area of Tampa,close to Bush Garden/Adventure Island,Raymond James Stadium,Tampa International Airport, Ybor City, Downtown Tampa,Amalie Arena,River Walk,Clearwater/St Pete Beach and more! Peaceful and centrally-located place with very good restaurants and many shops.

#17 Home near Stadium, 2/2, 1 King Bed Executive
Leave the stress of everyday life behind and head to this 2-bedroom, 2-bathroom home in Tampa. This well-appointed vacation rental has enough room for your group and is conveniently located near plenty of family-friendly activities. At this home, you’ll also be far enough from downtown that you can relax, but close enough to take advantage of all of the professional sports games, museums, and parks that the city offers. After a day out enjoy the backyard and the Beautiful Lake. pictures to come

Brand new vacation rental one block from the beach
Bring the whole family to this great place with lots of room for fun. 3 bedroom 2 bathroom rental a block away from the beach. Downstairs game room with pool table, ping pong, foosball and dart board! A lot of local restaurants, bars and stores within walking distance. Free parking on premise can fit up to 4 cars. This spacious rental can accommodate up to 8 people. Minimum 3 day rental, longer periods available. Perfect place for a family getaway, so many things to keep you busy! BTR#2064

Waterfront Seaside Oasis! Dog-Friendly, pool & spa
Newly remodeled pool, Feb 2025! Spa is included, pool heating $150 weekly utility fee. Please let us know if you'd like the pool heated. Get away from it all in this spacious pool home on a Tampa Bay canal. Watch the sunset as you relax by the pool in the enclosed lanai, go kayaking, and maybe see a dolphin in the canal. This beautiful 3BR/2BA home is great for the whole family. 15-30 min away from several beaches, nearby supermarkets, 35 min from Busch Gardens, 1 hr 20 min from Disney.

Stunning Waterfront Condo at Boca Ciega Resort 310
Do you want to watch dolphins from your balcony? Our condo is beautiful right on the water with a boho style interior design. Large balcony with stunning view over Boca Ciega Bay. Dolphins come in every evening. 4 people easily sleep here, two in the King size bed in the bedroom, and 2 in the $1,600.00 queen size sofa bed in the living room. Fully equipped bar kitchen. There are 2 TVs, Wi-Fi, and washing machine with dryer. Private parking. The condo is smoke free and pet friendly!

Serene Waterfront Townhome at Little Harbor
Come enjoy yourself at our townhome. Relax with the whole family at this peaceful place to stay with four private balconies. Our townhome is located in the seaside village of Little Harbor with a white sand secluded beach, two waterfront restaurants, seaside pool, tennis courts, fishing piers, watersports rentals, two onsite marinas, and much more. Enjoy watching the fish jump and the many varieties of birds in the natural preserve framed by the canal from your private balconies.

Orange Blossom Cottage heated pools 2 Min to beach
Escape to Orange Blossom Cottage, a freshly renovated 2-bedroom, 1-bath retreat just 2 blocks from Clearwater Beach. Relax in the bright living room with modern tile floors and stylish décor, rest easy in 2 spacious king bedrooms, and enjoy the charm of a retro aqua-tile bathroom. Surrounded by tropical gardens with access to 2 heated pools, our quiet cottage feels private yet is only steps from shops, dining, and the white sands — the perfect blend of relaxation and convenience.

Beautiful Clearwater home!
Enjoy a relaxing stay in this centrally located home just minutes from Pier 60, Honeymoon Island, Dunedin and beautiful Gulf beaches. This spacious retreat features fully equipped kitchen, large bathroom with shower and tub, walk- in closet and everything needed for a comfortable stay. Step outside to your private screened-in heated/cooled pool area with patio, BBQ grill, and outdoor dining space-perfect for families and groups.

Heated Pool • 4BR • Near Clearwater
Relax with the whole family at this spacious 4-bedroom home featuring a private heated pool, fast Wi-Fi, a fully equipped kitchen, and comfortable living spaces. Located in a quiet, safe neighborhood just minutes from Clearwater Beach, Tampa Airport, shopping, restaurants, and local attractions. Perfect for family vacations, business trips, or group getaways. Clean, stylish, and designed to make you feel at home

Stylish Home • Quiet Area • Near Beach Life
Our stunning light dream house is waiting for you! A short 7-9 minute drive to the Best Beach in the US. Top few reasons you will love to be here and come back to us! 1. Spacious and comfortable house (3 bedrooms, 2 bath) 2. Economical for large groups and families. 3. Professional design. 4. Only 3.5 m away from Americas #1 Beach with soft white sugar sands. 5. Professionally clean and convenient amenities.
Popular amenities for St. Petersburg holiday homes
Family-Friendly holiday homes

Orisaye lovely place, a dream come true.

Adorable vacation guest suite close to beach

Gorgeous home 10 mins to Madeira Beach

Serenity Haven: Luxurious Retreat w/ Heated Pool

Reinel’s private apartment in Tampa

BRIGHT MOON, QUIET AND VERY COMFORTABLE!
Holiday home rentals with a patio

Nice Condo Scenic View of Gulf - 10% Fall Discount

Lovely one bedroom, Private Bungalow

KEY LIME COTTAGE 2 pools steps from the beach!!

Mango Tango Cottage. Renovated September2025

Serene Waterfront Oasis • Kayaks + Dock + Wildlife

Sunrise Escape waterfront - pool heater avail

Gulf Coast Beachfront Paradise

Sun & Salt Air House-3BR home w/patio,pool,firepit
Holiday home rentals with a washing machine and dryer

Lovely 1 bedroom, unique outdoor space, near park

Waterfront Escape: 5Bed, 3Bath, Heated Pool!

♡ Boho House ♡ near Downtown ☆ Spacious & Bright ☆

GK Oasis 2 King BR Dock Kayaks Canal Pool Spa ;Pet

Contemporary 2 KING Bedroom newly remolded central

Maximalist space w/eclectic style/Bars close by

St Pete Beach House 1 with a View

Oceanfront Getaway, boat dock, pool heating avail
Destinations to explore
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- Holiday home rentals Pinellas County
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- Anna Maria Island
- Siesta Beach
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Amalie Arena
- Dunedin Beach
- Tampa Convention Center
- Vinoy Park
- Hard Rock Casino
- University of South Florida
- Crescent Beach
- John's Pass
- Fort De Soto Park
- Tropicana Field
- Sand Key Beach
- Epperson Lagoon
- Anna Maria Public Beach
- MidFlorida Credit Union Amphitheatre
- River Strand Golf and Country Club
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